Vacation Rentals By Owner In Key West, FL

$435.22

KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!

Key West, Florida, United States

Bright and airy 2nd floor king room...brbrDELIGHT IN OLD WORLD ALLURE...brBask in the charming ambience of the adults-only Scarlet Mango Inn that houses 6 unique rooms. Built during the Lincoln Era, this architectural gem is a destination to Key West classic Bahamian-style design. Originally a Conch Republic estate, this dream retreat embraces and soothes you with upper and lower wrap-around porches under a tin roof, Dade County pine floors, crown moldings, and Old World craftsmanship. This grand mansion begs for your company with a frosty beverage in hand and a balmy breeze to carry away your troubles. Sitting under a wild orchid tree on Southard Street, you are a stone's throw from the magic and excitement of Duval and the historic seaport. Slip on your comfiest flip flops and ease on down to fabulous dining, boutiques and galleries. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.br***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas. brbrDETAILS AND AMENITIES...brYour serenity begins as you pass through the white picket gate and step foot on the lush grounds of this vibrant and picturesque estate.Take a break from reality out on the front porch as you soak up gorgeous tropical views. A blend of coastal decor and tropical-chic accoutrements captivate your bohemian soul and beckon you inside the front door. As you enter, take a cool respite in the parlor that offers plush seating, a Keurig machine, unlimited coffee k-cups, microwave, ice machine, and a filtered water cooler. Read your favorite novel by the light of tropical sunshine or turn on cozy lamps when the sun sets. A wall-mounted TV offers an alternative diversion while you are waiting for your night out on the town. You will also find extra towels and an area for storing luggage during your arrival or departure. A lovely, small powder room is located at the base of the stairs for your comfort and convenience. brbrSLEEPING ARRANGEMENTS...brYou can reach this king studio from the upstairs balcony of the mansion. Five large windows make this a bright and airy reprieve after a festive day in paradise. Sink into the plush bedding and watch a movie on your wall-mounted TV or relax in a comfy chair with your favorite book. A closet and dresser offer ample storage for your belongings. Your PRIVATE bathroom is complete with quartz sink countertop, glass-door shower and toilet. Enjoy a Keurig machine for your morning cup of coffee as well as a mini fridge for all of your essentials.brbrOUTDOOR LIVING...brThe exquisite upper balcony and lower porch overlook a large, sparkling pool (heated in winter months) and beautifully landscaped garden deck. Wash your cares away with a swim and enjoy a fruit-infused cocktail in your deck lounger. Discover your zen amid the lush vegetation and cool island breezes.brbrPARKING...brThere is street parking only. You may park on the street in spaces not marked as residential. There are several non-residential spaces in the surrounding area, and also a pay lot less than 2 blocks away, but you can usually find something on the street.brbrPETS...brThis is not a pet-friendly inn.brbrDISTANCES TO BEACHES...brSimonton Beach is 0.7 milesbrFort Zachary Taylor Beach is 1.2 milesbrSouth Beach is 0.9 milesbrHiggs Beach is 1.2 milesbrSmathers Beach is 2.7 miles brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrNO BETTER TIME THAN NOW...

1

Bed

1

Bath

2

Sleeps

$415.54

/ Nightly

Guest House

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

KEY WEST, Florida, United States

Lovely 1st floor king room steps from the pool for easy access...brbrDELIGHT IN OLD WORLD ALLURE...brBask in the charming ambience of the adults-only Scarlet Mango Inn which houses 6 unique rooms. Built during the Lincoln Era, this architectural gem is a destination to Key West classic Bahamian-style design. Originally a Conch Republic estate, this dream retreat embraces and soothes you with upper and lower wrap-around porches under a tin roof, Dade County pine floors, crown moldings, and Old World craftsmanship. This grand mansion begs for your company with a frosty beverage in hand and a balmy breeze to carry away your troubles. Sitting under a wild orchid tree on Southard Street, you are a stone's throw from the magic and excitement of Duval and the historic seaport. Slip on your comfiest flip flops and ease on down to fabulous dining, boutiques and galleries. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.br***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas. brbrDETAILS AND AMENITIES...brYour serenity begins as you pass through the white picket gate and step foot on the lush grounds of this vibrant and picturesque estate.Take a break from reality out on the front porch as you soak up gorgeous tropical views. A blend of coastal decor and tropical-chic accoutrements captivate your bohemian soul and beckon you inside the front door. As you enter, take a cool respite in the parlor that offers plush seating, a Keurig machine, unlimited coffee k-cups, microwave, ice machine, and a filtered water cooler. Read your favorite novel by the light of tropical sunshine or turn on cozy lamps when the sun sets. A wall-mounted TV offers an alternative diversion while you are waiting for your night out on the town. You will also find extra towels and an area for storing luggage during your arrival or departure. A lovely, small powder room is located at the base of the stairs for your comfort and convenience. brbrSLEEPING ARRANGEMENTS...brThis king studio is located downstairs and adjacent to the pool area. It is wheelchair ramp accessible and offers wide floor space as well as a PRIVATE shower bathroom (with seat for ease and mobility). A closet and dresser offer ample space for your belongings and you can enjoy your wall-mounted TV when you need a rest from your island outings. Enjoy a Keurig machine for your morning cup of coffee as well as a mini fridge for all of your essentials.brbr**A shade has been added to the top of the door since the photos were originally taken.brbrOUTDOOR LIVING...brThe exquisite upper balcony and lower porch overlook a large, sparkling pool (heated in winter months) and beautifully landscaped garden deck. Wash your cares away with a swim and enjoy a fruit-infused cocktail in your deck lounger. Discover your zen amid the lush vegetation and cool island breezes. brbrPARKING...brThere is street parking only. You may park on the street in spaces not marked as residential. There are several non-residential spaces in the surrounding area, and also a pay lot less than 2 blocks away, but you can usually find something on the street.brbrDISTANCES TO BEACHES...brSimonton Beach is 0.7 milesbrFort Zachary Taylor Beach is 1.2 milesbrSouth Beach is 0.9 milesbrHiggs Beach is 1.2 milesbrSmathers Beach is 2.7 miles brbrPETS...brThis is not a pet-friendly inn.brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrNO BETTER TIME THAN NOW...

1

Bed

1

Bath

2

Sleeps

$502.08

/ Nightly

Guest House

HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!

Key West, Florida, United States

Gorgeous 2nd floor king room and ample balcony space...brbrDELIGHT IN OLD WORLD ALLURE...brBask in the charming ambience of the adults-only Scarlet Mango Inn which houses 6 stunning rooms. Built during the Lincoln Era, this architectural gem is a destination to Key West classic Bahamian-style design. Originally a Conch Republic estate, this dream retreat embraces and soothes you with upper and lower wrap-around porches under a tin roof, Dade County pine floors, crown moldings, and Old World craftsmanship. This grand mansion begs for your company with a frosty beverage in hand and a balmy breeze to carry away your troubles. Sitting under a wild orchid tree on Southard Street, you are a stone's throw from the magic and excitement of Duval and the historic seaport. Slip on your comfiest flip flops and ease on down to fabulous dining, boutiques and galleries. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.br***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas. brbrDETAILS AND AMENITIES...brYour serenity begins as you pass through the white picket gate and step foot on the lush grounds of this vibrant and picturesque estate.Take a break from reality out on the front porch as you soak up gorgeous tropical views. A blend of coastal decor and tropical-chic accoutrements captivate your bohemian soul and beckon you inside the front door. As you enter, take a cool respite in the parlor that offers plush seating, a Keurig machine, unlimited coffee k-cups, microwave, ice machine, and a filtered water cooler. Read your favorite novel by the light of tropical sunshine or turn on cozy lamps when the sun sets. A wall-mounted TV offers an alternative diversion while you are waiting for your night out on the town. You will also find extra towels and an area for storing luggage during your arrival or departure. A lovely, small powder room is located at the base of the stairs for your comfort and convenience. .brbrSLEEPING ARRANGEMENTS...brTravel up the steps and turn left to enter this delightful king studio that has everything you need for a happy and restful sleep. Luxurious bedding will ease you into a carefree slumber as you dream of the paradise pleasures awaiting you. Step out onto the upper porch from your private door and sip your freshly made Keurig coffee while you watch the island come alive. A cushioned chair and profuse natural light offer the perfect setting for book reading or watch a favorite show on your wall-mounted TV. Store your shorts and sundresses in the closet and dresser provided. Wash the sea and salt away in your PRIVATE bathroom with a glass shower, large sink countertop and toilet. Enjoy a Keurig machine for your morning cup of coffee as well as a mini fridge for all of your essentials.brbrOUTDOOR LIVING...brThe exquisite upper balcony and lower porch overlook a large, sparkling pool (heated in winter months) and beautifully landscaped garden deck. Wash your cares away with a swim and enjoy a fruit-infused cocktail in your deck lounger. Discover your zen amid the lush vegetation and cool island breezes. brbrPARKING...brThere is street parking only. You may park on the street in spaces not marked as residential. There are several non-residential spaces in the surrounding area, and also a pay lot less than 2 blocks away, but you can usually find something on the street.brbrPETS...brThis is not a pet-friendly inn.brbrDISTANCES TO BEACHES...brSimonton Beach is 0.7 milesbrFort Zachary Taylor Beach is 1.2 milesbrSouth Beach is 0.9 milesbrHiggs Beach is 1.2 milesbrSmathers Beach is 2.7 miles brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrNO BETTER TIME THAN NOW...

1

Bed

1

Bath

2

Sleeps

$558.15

/ Nightly

Guest House

SCARLET ~ Adult Only, 2nd Floor Suite, 1 Bedroom Unit w/ Shared Pool!

Key West, Florida, United States

Exquisite 2nd floor king suite...brbrDELIGHT IN OLD WORLD ALLURE...brBask in the charming ambience of the adults-only Scarlet Mango Inn which houses 6 unique rooms. Built during the Lincoln Era, this architectural gem is a destination to Key West classic Bahamian-style design. Originally a Conch Republic estate, this dream retreat embraces and soothes you with upper and lower wrap-around porches under a tin roof, Dade County pine floors, crown moldings, and Old World craftsmanship. This grand mansion begs for your company with a frosty beverage in hand and a balmy breeze to carry away your troubles. Sitting under a wild orchid tree on Southard Street, you are a stone's throw from the magic and excitement of Duval and the historic seaport. Slip on your comfiest flip flops and ease on down to fabulous dining, boutiques and galleries. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.br***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas. brbrDETAILS AND AMENITIES...brYour serenity begins as you pass through the white picket gate and step foot on the lush grounds of this vibrant and picturesque estate.Take a break from reality out on the front porch as you soak up gorgeous tropical views. A blend of coastal decor and tropical-chic accoutrements captivate your bohemian soul and beckon you inside the front door. As you enter, take a cool respite in the parlor that offers plush seating, a Keurig machine, unlimited coffee k-cups, microwave, ice machine, and a filtered water cooler. Read your favorite novel by the light of tropical sunshine or turn on cozy lamps when the sun sets. A wall-mounted TV offers an alternative diversion while you are waiting for your night out on the town. You will also find extra towels and an area for storing luggage during your arrival or departure. A lovely, small powder room is located at the base of the stairs for your comfort and convenience. brbrSLEEPING ARRANGEMENTS...brTravel up the steps and enter this exclusive king suite, flooded with Key West sunshine from large windows and a private door leading out to the upper porch The light and airy decor of the living room instantly puts you in relaxed vacation mode. Sink into the couch or plush seating and enjoy your large wall-mounted TV. A desk area, coffee table, reading lamps and wet bar counter complete your needs. Enter the bedroom where you are welcomed by a sumptuous king bed, four large windows, mounted TV, dresser, cushioned window seating, door to outside porch and ensuite bathroom with glass shower, large sink area and private toilet nook. Enjoy a Keurig machine for your morning cup of coffee to start the day as well as a mini fridge for all of your essentials.brbrOUTDOOR LIVING...brThe exquisite upper and lower porches overlook a large, sparkling pool (heated in winter months) and beautifully landscaped garden deck. Wash your cares away with a swim and enjoy a fruit-infused cocktail in your deck lounger. Discover your zen amid the lush vegetation and cool island breezes. brbrPARKING...brThere is street parking only. You may park on the street in spaces not marked as residential. There are several non-residential spaces in the surrounding area, and also a pay lot less than 2 blocks away, but you can usually find something on the street.brbrPETS...brThis is not a pet-friendly inn.brbrDISTANCES TO BEACHES...brSimonton Beach is 0.7 milesbrFort Zachary Taylor Beach is 1.2 milesbrSouth Beach is 0.9 milesbrHiggs Beach is 1.2 milesbrSmathers Beach is 2.7 miles brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrNO BETTER TIME THAN NOW...

1

Bed

1

Bath

2

Sleeps

$410.43

/ Nightly

Guest House

NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Shared Pool!

Key West, Florida, United States

Charming 1st Floor King for Convenience...brbrDELIGHT IN OLD WORLD ALLURE...brBask in the charming ambience of the adults-only Scarlet Mango Inn which houses 6 unique rooms. Built during the Lincoln Era, this architectural gem is a destination to Key West classic Bahamian-style design. Originally a Conch Republic estate, this dream retreat embraces and soothes you with upper and lower wrap-around porches under a tin roof, Dade County pine floors, crown moldings, and Old World craftsmanship. This grand mansion begs for your company with a frosty beverage in hand and a balmy breeze to carry away your troubles. Sitting under a wild orchid tree on Southard Street, you are a stone's throw from the magic and excitement of Duval and the historic seaport. Slip on your comfiest flip flops and ease on down to fabulous dining, boutiques and galleries. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.br***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas. brbrDETAILS AND AMENITIES...brYour serenity begins as you pass through the white picket gate and step foot on the lush grounds of this vibrant and picturesque estate.Take a break from reality out on the front porch as you soak up gorgeous tropical views. A blend of coastal decor and tropical-chic accoutrements captivate your bohemian soul and beckon you inside the front door. As you enter, take a cool respite in the parlor that offers plush seating, a Keurig machine, unlimited coffee k-cups, microwave, ice machine, and a filtered water cooler. Read your favorite novel by the light of tropical sunshine or turn on cozy lamps when the sun sets. A wall-mounted TV offers an alternative diversion while you are waiting for your night out on the town. You will also find extra towels and an area for storing luggage during your arrival or departure. A lovely, small powder room is located at the base of the stairs for your comfort and convenience. brbrSLEEPING ARRANGEMENTS...brFrom the mansion you will walk through the garden to this ground floor king studio that's sure to delight. A plush poster bed awaits you with cushioned seating for two and a wall-mounted TV and clothing closet and dresser. The large PRIVATE bathroom offers a spacious quartz sink countertop, toilet and glass-door shower. Bright cheery windows invite lots of Key West sunshine into your cozy space. Enjoy a Keurig machine for your morning cup of coffee as well as a mini fridge for all of your essentials.brbrOUTDOOR LIVING...brThe exquisite upper balcony and lower porches overlook a large, sparkling pool (heated in winter months) and beautifully landscaped garden deck. Wash your cares away with a swim and enjoy a fruit-infused cocktail in your deck lounger. Discover your zen amid the lush vegetation and cool island breezes. brbrPARKING...brThere is street parking only. You may park on the street in spaces not marked as residential. There are several non-residential spaces in the surrounding area, and also a pay lot less than 2 blocks away, but you can usually find something on the street.brbrPETS...brThis is not a pet-friendly inn.brbrDISTANCES TO BEACHES...brSimonton Beach is 0.7 milesbrFort Zachary Taylor Beach is 1.2 milesbrSouth Beach is 0.9 milesbrHiggs Beach is 1.2 milesbrSmathers Beach is 2.7 miles brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrNO BETTER TIME THAN NOW...

Bed

Bath

Sleeps

$903.34

/ Nightly

Private Vacation Home

SUNCATCHER~4 Bedroom, 4 Bathroom in Old Town with Pool!

Key West, Florida, United States

ONLY THE BEST WILL DO…brAn exceptional opportunity to immerse yourself in island life within this renovated, classic Key West style home bordering the desirable Old Town/Casa Marina district. Enjoy a private, lush estate showcasing colorful foliage from every corner and slip inside to your breathtaking home away from home!br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brA prestigious glance to this historic home greets you as you pull up to two off-street parking spaces secured by an electric gate with a spacious porch just beyond. A grand entrance into this heavenly retreat displays rich Dade County Pine, large windows inviting natural lighting in, hard wood flooring throughout and an open floor plan for the ideal family gathering. Enjoy a seating area outfitted with cozy furnishings for game night and smart TVs with streaming available. A formal dining area lies steps away with seating for 8. A cheery living room nearby includes a flat screen TV for lazy days - that's if you can resist the temptation of the stunning poolside views beyond the French doors. A fully equipped, gourmet kitchen has been updated with stainless steel appliances, granite counters and bar top seating for 2 to gather around for happy hour. A washer and dryer room is just off the living room area.brbrSLEEPING ARRANGEMENTS…brStep up to the second level to find 3 comfortable guest rooms. There are two king suites with en suite full bathrooms with soaking tubs and walk in glass showers. Steps away is another guest room with twins beds that can convert to a king upon request. The fourth bedroom lies on the third story furnished with two full beds, mini fridge and an en suite full bathroom with a shower. Enjoy a good book seated at the cozy reading nook or out on the rooftop deck in one of the loungers with incredible views. All rooms come with flat screen TV's. Another full bathroom with a shower and outdoor access is also located on the first level for guests using the downstairs sleeper sofas.brbrOUTDOOR LIVING… brExperience your very own slice of Paradise in the outdoor tropical oasis equipped with a retractable awning, an outdoor dining table for 4 and plenty of loungers for well deserved R & R. Island time doesn't get any better than unwinding in the heated, saltwater pool with a calming spillover feature. brbrPARKING...brOff street parking is offered making coming and going a breeze!brbrPETS...brPets are welcome at this home and a pet fee is required. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). brbrTIME TO UNWIND...

Bed

Bath

Sleeps

$572.4

/ Nightly

Private Vacation Home

Lighthouse Villa by AvantStay | Southernmost Point w/ Pool, Patio | Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrAmid the most iconic historic sites in Key West, you’ll find the Lighthouse Villa, a timeless and private Conch home. This tropically inspired three-level property has all the updated amenities for you and your guests to enjoy, plus be within walking distance of the Southernmost Point, the Hemingway House, and the Key West Lighthouse.brbrThe tropically inspired 3-bedroom, 4.5-bath home can easily accommodate a large family yet offers plenty of privacy by separating entertaining spaces from the tranquil sleeping areas.brThrough the front door is an updated kitchen and dining room filled with vintage touches. A small sitting area off the kitchen is just right for catching up on a nap or novel. The comfy larger family room includes a wall of French doors opening to the private pool and an additional dining area in your own landscaped sanctuary.brbrAfter enjoying a refreshing dip in the pool, rinse off in the outdoor shower or climb the back stairs to the upstairs bathroom.brbrTwo well-appointed master suites welcome you to the second level up a grand staircase.brbrThe first bedroom with king bed and a remodeled brightly tiled bathroom. beckon you to rest after a day of exploring the island. The second bedroom with a queen bed has access to a terrace overlooking the lush gardens -- a perfect spot to sunbathe or enjoy your first cup of coffee of the day.brbrHead up one more level to another queen bedroom plus an open alcove complete with two over-stuffed chairs, a flat screened TV, and a double bed -- perfect for older children or teens to have their own space.brbrEnjoy an afternoon cocktail as you watch the world go by on two front porches on the first and second levels overlooking the famous Key West Lighthouse.brbrExperience the Lighthouse Villa -- an amazing home that is perfectly located for ease of getting around Old Town.brbrEntry Levelbr- Large open kitchen and dining room with a table that seats 10br- A full bathroom is off the living areabr- Large open family room/ sun room, facing the pool.br- Laundry is under the stairs on the main levelbrbrSecond Floorbr- Master bedroom with extra-large partial en-suite bathroom (no toilet)br- A balcony off the master bathroom overlooks the poolbr- Hidden staircase to the poolbr- Second bedroom with queen size bedbr- Half bathroom down the hall, shared by both bedroomsbr- Balcony off the second bedroom overlooking Key West LighthousebrbrThird Floorbr- Full bathroom at top of stairsbr- Open floor plan with sitting area and full-size bed.br- Separate queen bedroom is straight aheadbrbrOutsidebr- Large pool with deck and three seating areasbr- Gas BBQ grill and counter space for cookingbr- A full bathroom is outside off of the sliding doorsbrbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- You must be 25 years or older to book this home.br- Lighthouse Villa is intended for vacation rental purposes only, it is not designed as corporate housing.br- Maximum occupancy is strictly enforced.br- Pool heat is available for an additional fee but must be requested at least 48 hours before your stay.br- Pool heat is not available between 4/1 and 10/31.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brStreet parking only.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brBedroom 2 / Queen bedbrBedroom 3 / Queen bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$198.46

/ Nightly

Private Vacation Home

Ibis by AvantStay | Close to Duval Street w/ Shared Pool | Month Long Stays Only

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrEnjoy your private front porch in this quiet neighborhood in Old Town Key West. Located in The Colony compound, Ibis is a wonderful one-bedroom/one-bath Key West rental home with a shared pool on the property.brbrJust a couple of blocks to Duval Street, walking distance to restaurants, shopping, and attractions of Old Town Key West. What a great location; park your car and jump on your bike for a relaxing visit in our island city.brbrIbis is perfect for a couple or single working or staying for a month or longer in Key West. Simple but comfortable, Ibis has a kitchenette with granite countertops and 2 bar stools for enjoying your morning café con leche and guava pastry.brbrThe kitchenette opens onto the living area with a flat-screen TV. The bedroom has a king-size bed with a TV for watching movies in bed. The bath is just off of the bedroom.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- This home has access to a shared pool and is part of a gated community.br- Coin-operated laundry room in the compound.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrPets:br- This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!brbrParking Details:brParking is first come first serve. Otherwise, street parking is available. brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$211.53

/ Nightly

Private Vacation Home

Emma's Secret by AvantStay | Heart of Old Town | Month Long Stays Only

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrLocated in one of Key West’s historic and most cultural neighborhoods this lovely condominium will give you a cause to celebrate the island's way of life.brbrA fabulous location that will allow you to walk or bike to all the island highlights. In the heart of Old Town, Duval Street is an easy stroll to the live music, entertaining shops, and galleries along with Mallory Square where hundreds gather nightly to celebrate the setting sun and watch the local street performers. Fabulous food everywhere but the local's favorite and a Key West must, Santiago’s Bodega is just steps away and Blue Heaven where visitors flock for key lime pie and roosters run about your feet.brbrLocated in a private building with only four condominiums, this ground-level unit has been recently updated with appliances, granite countertops, and beautiful wood cabinets. The trendy urban feel to Emma’s Secret comes complete with flat-screen TVs, WIFI, and all you need in your home away from home. Cozy living spaces for the days you need a time out or place to hang your bag in between island adventures.brbrRelax by the breathtaking free-form pool and enjoy the hot tub as it spills over creating a soothing tropical retreat. A perfect place for collecting sunshine or just lazing the day away. Beautiful tropical foliage will surround you in this island oasis.brbrThis property will sleep 4 guests, with 2 bedrooms and 1 bath. Emma’s Secret features a queen bed along with a set of bunks for a dreamy night's rest and a fabulous full kitchen to whip up our favorite island fare or just a margarita.brbrThese properties are available on a monthly basis only but that’s OK, pack your bags, and bring a little extra because you might just not want to leave.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br-This home has access to a community pool and hot tub. It is a combined pool & spa where water can flow.br- This home features a sleeper sofa for additional sleeping options.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brStreet parking only,brNo assigned parking space, the parking next to the property is owner's parking ONLY.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brBedroom 2 / Queen bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$326.0

/ Nightly

Private Vacation Home

Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrPLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests.brbrAlways Your Paradise is the perfect escape for your next trip to Key West. Conveniently located in the Shipyard Condominiums in the Truman Annex right in the heart of downtown. Enjoy the shared heated community pool or ride bikes to Ft. Zachary Beach.brbrThis condo is a ground-level unit with easy access to your assigned parking space just steps from the front door. Enter the rental through the front porch and step into the colorful Key West vibes with the open floor plan including a full kitchen, dining area, and living area. The back patio is perfect for al fresco dining.brbrEach bedroom has plenty of space to unpack your swimsuits and flip-flops. Enjoy smart TVs in all the rooms with live TV and streaming services. Relax at home or walk a few short blocks to Duval Street where you will find amazing restaurants, live music, and tons of shopping.brbrParking for this unit is conveniently located just steps from the front door.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- This home has access to a shared pool and is part of a gated community.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- All bookings 28 days or longer require a security deposit to be charged after booking.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.br- PLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests.brbrParking Details:br- One parking space per unit, no guest parking.br- No vehicle over 18’ long or 80” wide allowed.br- No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex.br- Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches.br- All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse).br- All others will be subject to ticketing and towing.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brBedroom 2 / Two twin bedsbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce it. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

2

Bed

1

Bath

4

Sleeps

$276.04

/ Nightly

Private Vacation Home

Serenity by AvantStay | Guest House in Old Town w/ Shared Pool

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrLocated in Bahama Village, a quaint neighborhood in Old Town Key West, this beautifully renovated conch home is a romantic island getaway. This rental is a guest house situated in the backyard of a private residence.brbrThe guest house is a two-story cottage, with one bedroom, one bathroom, and a bonus loft space. The high ceilings allow for the bright Key West sun to shine throughout this charming cottage. There is a full kitchen with hand-painted cabinets, marble counters, a dishwasher, a range, and a microwave.brbrMagnificent glass doors on both sides of the cottage open to a luscious tropical garden with a shared pool on the property. The backyard offers a secluded space for you to unwind on the lounge chairs, relax in the heated pool, or cool off in the open outdoor shower. The living spaces in and around this cottage really allow you to enjoy the laid-back, calming vibe that this home delivers. Serenity fully encompasses its meaning in this perfect backyard oasis.brbrPerfect for couples looking for a romantic retreat. This cottage is just 3 blocks from Duval Street allowing for you to be both close to the action yet hidden from the outer world.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- This guest home has access to a shared pool.br- Pool heat is not available between 4/1 and 10/1.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$260.21

/ Nightly

Private Vacation Home

Lazy Gecko by AvantStay | Walk to Duval St in Key West! | Month Long Stays Only

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrGrab your bike and head for some fresh seafood at the Historic Seaport. Walk four blocks to bustling Duval Street to find the perfect t-shirt or enjoy a cold brew and people watch at a street view table. Check out the history and architecture of Old Town. All these options and many more are yours while staying at the charming Lazy Gecko.brbrLocated in a large historic home surrounded by a white picket fence, this recently remodeled 2 bed/1.5 bath downstairs condo offers the best of all worlds. Enter from a quiet lane into the newly painted and furnished living/dining/kitchen space. Lots of windows and French doors let in the abundant sunshine and lead to a private courtyard – a perfect spot to enjoy your morning coffee. Shiny hardwood floors add to the urban feel.brbrBehind another set of French doors is the master queen bedroom, decorated in low-key pastels with a unique bathroom en-suite. The tucked away, crisp hall bathroom has access to the tub/shower through its own private door and is appointed with white cabinetry. Spiral stairs lead you up to the guest queen bedroom, offering lots of privacy at night.brbrA gleaming kitchen with appliances and a granite counter has everything you'll need in your home away from home. The Lazy Gecko - your perfect location to explore the Conch Republic!brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- This home features a sleeper sofa for additional sleeping options.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brStreet parking only.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brBedroom 2 / Queen bedbrSleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$177.13

/ Nightly

Private Vacation Home

Bogey's Retreat by AvantStay | Golfer's Retreat w/ Shared Pool! |

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrWelcome to your home away from home in Key West. This lovely townhome is located in the Key West Golf Club Community and allows you to enjoy all that Key West has to offer while staying in a relaxing environment.brbrBogey's Retreat offers a cozy, comfortable vacation home, updated from top to bottom with new stainless kitchen appliances, beds, and furnishings. When you're not out on Duval Street, enjoy all the comforts of the home like lounging in the backyard or patio.brbrTwo bedrooms located on the 2nd floor can accommodate 4 guests. The rear bedroom with a queen bed overlooks the golf course, while the front guest bedroom with a full-size bed has French doors opening to its sunny balcony. The full bathroom is upstairs located between the two bedrooms.brbrThe fully stocked kitchen and BBQ grill offer to dine any way you like in your home away from home. A few doors away from the community pool and clubhouse make this the perfect location for a month (or two) of peace and serenity. But you're still only a short drive to Old Town Key West with all its exciting site-seeing and dining opportunities. Enjoy the additional outdoor space on your wrap-around porch and large bricked patio that this home has to offer.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- This home has access to a shared pool and is part of a gated community.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brSpace for two vehicles permittedbrbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brBedroom 2 / Full bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$229.22

/ Nightly

Private Vacation Home

La Casita by AvantStay | Steps to Duval Street | Month Long Stays Only

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrThe location of La Casita cannot be beaten -- right in the heart of Old Town yet on a quiet lane, only steps to Duval Street. This property is a monthly rental only. Sleeps 4 people.brOnce here, you can settle in like a local as everything is within walking or biking distance. Imagine walking around the corner to grab a delectable key lime pie at Blue Heaven. Turn the corner and you’re ready for a tour of the famous Ernest Hemingway home. Cross the street to climb the Key West lighthouse for a bird’s eye view of the city.brbrThis charming 2-bedroom, 1-bath cottage is a perfect vacation home away from home. Do not feel like trying a new restaurant every single night The property offers a fully equipped kitchen for the evenings when you decide to let your inner chef come out. There is plenty of dining space indoors or out in the tropical landscaped courtyard. Enjoy a cold Mojito lounging on the sofa or cooking up some Key West pinks on the grill at the end of the day.brbrLa Casita can accommodate four people, the master bedroom has a queen-sized bed, and the guest bedroom has two twins. There is a queen sleeper sofa in the living room for the occasional extra guest. Tasteful, eclectic artwork and decorative touches adorn your tropical getaway.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrHome Truths:br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home features a sleeper sofa as an additional sleeping option.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brStreet parking only.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brBedroom 2 / Two twin bedsbrSleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

2

Bed

1

Bath

4

Sleeps

$262.86

/ Nightly

Private Vacation Home

Boat House by AvantStay | Character Cottage | Central Location Month Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrStep into a tranquil community on a quiet lane and discover the Boat House, a nautically themed treasure in Old Town Key West.brbrFor anyone with an affinity for the sea, everywhere you turn is a reminder of the water – from sailboat replicas of every shape and size; to prints of fish and sailor knots; to a mermaid toilet and a leaping dolphin faucet. This bohemian cottage features a master bedroom with a therapeutic king-sized bed, flat-screen TV, gleaming hardwood floors, and white-washed paneled walls. A spacious wheelchair-accessible bathroom comes complete with a walk-in shower and a separate tub with navy and white checked tiles.brbrThe airy galley kitchen is equipped with stainless steel appliances and is ready for the chef at your party to prepare delicious meals. Sit and savor at the dining room as you overlook the soothing landscaped outdoor area or step into the bricked courtyard and contemplate life on a bench overlooking the tranquil lagoon pool. The Boat House has a large private covered deck, just perfect for enjoying an afternoon cocktail or a good book, overlooking a shared pool.brbrSpend some time relaxing and dream of days on the ocean at the Boat House, but remember you are within two blocks of the excitement of Duval Street with shops, bars, restaurants and art galleries all waiting to be explored!brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrNeed even more room for your group The Boat House is just next door to the Midnight Cowboy compound, which includes the three spaces that can also be rented together: Monkey House (a 2BR space), the Main House (1 king bedroom) plus the Hibiscus Suite (studio-style space with a queen bed) at Tennessee Williams. All spaces share access to the central pool area.brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- If you require more space, this listing is also available as part of a buyout called Midnight Cowboy which has a total of 4 bedrooms. br- There is also a 2-bedroom listing located on the same compound called Tennessee Williams. Please reach out to the team to enquire about availability.br- This home has access to a shared pool.br- Pool heat is available for an additional fee but must be requested at least 48 hours before your stay.br- Pool heat is not available between 4/1 and 10/1.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brDriveway Parking for two car.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

1

Bed

2

Bath

2

Sleeps

$268.94

/ Nightly

Private Vacation Home

Sunshine Escape- 3 bedroom 3 bath w/ parking for 2, private pool, balcony

Key West, Florida, United States

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrFEATURES:brBedrooms: 3 (1king, 1 queen and 1 double)brBathrooms: 3brLocation: Casa Marina NeighborhoodbrSquare Feet: 1672brParking: Two off street spaces in the drivewaybrAmenities: Private pool, in-unit laundry, balcony, Wifi, TVsbrbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.brbrPool heating is $100 per week and must be requested prior to check in

Bed

Bath

Sleeps

$386.08

/ Nightly

Private Vacation Home

THE CLASSY CONCH- Old Town Key West

Key West, Florida, United States

THE CLASSY CONCH- A Stunning Conch Cottage in the Heart of Key WestbrbrWelcome to THE CLASSY CONCH, a beautifully designed Conch Cottage-style home offering luxury, comfort, and island charm. This thoughtfully curated retreat has all the bells and whistles you’ve been looking for—and then some.brbrProperty Highlights:brbrWood flooring throughout the homebrbrCathedral ceilings with customizable colored lightingbrbrHigh-end appliances and stylish furnishingsbrbrGlass sliding doors that open fully to a private tropical backyardbrbrHeated swimming pool* with optional lap feature for exercisebrbrSpiral staircase leading to a lofted suitebrbr65 Smart TV, mini bar/workstation, and open, airy spaces throughoutbrbrInterior Layout:brbrThe home’s efficient shotgun-style layout flows seamlessly from front to back, featuring:brbrA serene primary suite with spa-style bathroombrbrFully equipped kitchen and dining areabrbrSpacious living room with high ceilings and natural lightbrbrAn upstairs loft with a full-size bed, additional living space, TV, closet, and mini fridge/workstationbrbrOutdoor Living:brbrStep outside through large sliding doors into your own private tropical oasis:brbr6' x 18' swimming pool*brbrComfortable outdoor lounge and conversation areabrbrOutdoor shower surrounded by lush landscapingbrbrA peaceful setting perfect for relaxing or entertainingbrbrPrime Location:brbrLocated on Chapman Lane just off Petronia Street, THE CLASSY CONCH places you in the heart of Old Town Key West. Walk to local favorites like Blue Heaven and Santiago’s Bodega, and enjoy easy access to the island’s top attractions.brbrDistances:brbr3 blocks to Duval StreetbrbrLess than 1 mile to Fort Zachary Taylor Beachbrbr4 blocks to Mallory SquarebrbrWhile a vehicle isn't necessary, the home includes a single designated parking space.brbrPool Heating Information:brbrPool heat is available from November 15 to May 15 for an optional fee of $20 per day. Pool heating must be arranged prior to check-in and is not included in the standard rental rate.brbrWhether you're looking for relaxation, adventure, or a bit of both, THE CLASSY CONCH is ready to exceed expectations with its design, comfort, and unbeatable location.brbrWe look forward to welcoming you to your Key West getaway.

Bed

Bath

Sleeps

$380.8

/ Nightly

Private Vacation Home

PINEAPPLE BREEZE ~ JUST RENOVATED Home in The Meadows with Pool!

Key West, Florida, United States

PICTURE PERFECT PARADISE...brThis newly renovated retreat is nestled in the highly sought-after neighborhood of The Meadows. A beautiful balance of modern luxuries mixed with vibrant surroundings connect you to your personal Paradise. Exceptional attention to detail and all the desired amenities set this home apart from everything else.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES...brImmerse yourself in island time as you enter the white picket fence and gaze at your private front porch perfect for enjoying your morning coffee. Greeted by elegant designer décor showcasing an upscale Key West flare and accents of Dade County Pine, this natural light filled home exudes happiness. An inviting Florida room flooded with sunshine invites a lazy day of lounging with a good book or serves as additional sleeping. Bamboo floors, breezy ceiling fans and cozy furnishings along with a TV fill the open living area. Steps away is your top of the line kitchen featuring stainless-steel appliances, custom cabinetry and granite countertops complete with a breakfast bar with seating for 2. Come together for dinner around the dining table for 4 or open the French doors and dine al fresco!brbrSLEEPING ARRANGEMENTS...brEnjoy 3 bedrooms in total equipped with flat screen tv's. Two of the guest rooms (one with a King Bed and one with a Queen bed) share a hallway as well as an over-sized pineapple inspired bathroom, featuring a double sink vanity and extra large glass shower. On the other end of the home is a poolside retreat with a King Size Bed, TV and private bathroom complete with a shower/tub combination. Beautiful French doors open wide to your backyard patio and pool to let the outside beauty in - this is true paradise living!brbrOUTDOOR LIVING...brFrench doors open from the kitchen to a backyard dream that's perfect for entertaining. A calming afternoon calls for a dip in the heated pool or a rinse in the adorable outdoor shower as you are accompanied by swaying palms in the breeze. Sip cocktails under the twinkling light at the outdoor dining table for 4 and toast to another day in Paradise. Private and tranquil, yet just a short bike ride away from all the island favorite restaurants, bars and galleries making your island vacation feeling complete. brbrPARKING...brThere is a small private parking spot plus ample on street parking to accommodate your stay.brbrPETS...brThe owner will consider dogs up to 45 pounds (no more than 3) and a pet fee is required. Cats will not be accepted. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). brbrYOU'LL NEVER WANT TO LEAVE...

Bed

Bath

Sleeps

$135.38

/ Nightly

Apartment

Shipwreck Suite - Apartment on Duval St, Key West!

Key West, Florida, United States

Stay like a true Key West local in this one-of-a-kind Duval St apartment! Here you'll wake up in the heart of downtown - steps from restaurants, shopping, nightlife, and other visitor attractions. brbrThe charming and historical apartment is located on the second floor. Enjoy people-watching at it's finest on the large balcony overlooking Duval St. Unwind in the spacious backyard swimming pool, shared with other guests.brbrThis home comfortably sleeps 6 guests in one private bedroom, a pullout sofa in the living room, and a spacious loft accessed by ladder-like stairs. The bedroom and loft space each offer a comfortable queen bed.

1

Bed

1

Bath

6

Sleeps

$203.16

/ Nightly

Private Vacation Home

Bella Noni Golf Key West -Only adult

Key West, Florida, United States

Make this condo your home away from home while exploring Key West! This charming two-story home, with a maximum capacity of 4 adults, features a bedroom with a spectacular view, a queen-size bed, and a second-floor location—perfect for couples seeking comfort and privacy.brbrAdditionally, the home offers a cozy space with a full Murphy bed on the second floor, complete with an outdoor balcony and a fully equipped kitchen.brbrEnjoy two fully equipped bathrooms with hair dryers, making getting ready quick and easy. Stay comfortable year-round thanks to heating and air conditioning.brbrRelax or stay active: take advantage of the building’s fitness center, practice your swing on the golf course, and end the day with a peaceful dinner on the covered patio.brbrCharming and inviting, this condo is the perfect base for your Key West adventure. Experience the magic of the island and create unforgettable memories during your stay!

2

Bed

1

Bath

4

Sleeps

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