Vacation Rentals By Owner In Key West, FL

$2258.97

3 Charming Resort Stays with Private Beach & Spa Treatments - Key West Retreat

Key West, Florida, United States

This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 24 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool available all year.brbr✦ Paid parking lot – 1 space(s), available for $40.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $62.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00. Only one dog under 20 pounds is allowed per roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The property requires a damage deposit of 1-night rate + tax on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.

3

Bed

3

Bath

12

Sleeps

$1506.31

/ Nightly

Hotel

2 Sophisticated Resort Rooms Perfect for Family Relaxation! Spa Access

Key West, Florida, United States

This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 24 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool available all year.brbr✦ Paid parking lot – 1 space(s), available for $40.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $62.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00. Only one dog under 20 pounds is allowed per roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The property requires a damage deposit of 1-night rate + tax on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.

Bed

Bath

Sleeps

$379.6

/ Nightly

Condo

Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise

Key West, Florida, United States

Oceanfront Luxury at 1800 Atlantic – 2-Bedroom, 2-Bath CondobrbrWelcome to your perfect Key West retreat! This beautifully appointed 2-bedroom, 2-bath condominium is fully tiled and designed for comfort and relaxation.brbrThe spacious primary suite features a king-size bed and an en-suite bathroom with a walk-in shower. The guest bedroom offers two twin beds that can be seamlessly converted into a king, making it ideal for families or couples. Both bedrooms — along with the living room — open onto a stunning 40-foot private balcony with direct views of the Atlantic Ocean.brbrEnjoy a fully equipped kitchen, perfect for preparing meals with ease, and the convenience of a full-size washer and dryer right in the unit. Step out onto the balcony to watch boats and water-sport activities glide across the water — the ultimate way to unwind.brbrResort-Style Amenitiesbrbr1800 Atlantic is packed with features to elevate your stay:brbr Olympic-size heated pool – perfect for laps or loungingbr 20-person Jacuzzi and poolside saunas – for total relaxationbr Lighted tennis courts, including the island’s only clay courtbr Fitness center, business center, and librarybr br Covered picnic areas with charcoal grills — ideal for grilling your fresh catch in the lush garden courtyardbrbrWhether you're looking to relax or explore, this condo offers the perfect blend of comfort, convenience, and coastal charm.brbrElevator Upgrade project taking place from June - September 2026 - Please note there will still be one working elevator in both the East and West building while this project is underway.

Bed

Bath

Sleeps

$204.84

/ Nightly

Condo

A Fish Bowl Too at the Truman Annex in Key West

Key West, Florida, United States

This cozy first floor two bedroom condo in Key West is the perfect place for a romantic getaway or a solo retreat. As you enter the condo, you will be greeted by a spacious living room that is tastefully decorated with comfortable furnishings and vibrant tropical colors. The living room features a plush sofa as well as a flat-screen TV mounted on the wall.brbrThe living room seamlessly flows into a fully equipped kitchen that is perfect for preparing meals. The kitchen features modern appliances, including a stove, oven, microwave, and refrigerator, as well as a complete set of cookware, dishware, and utensils.brbrThe first bedroom is located just off the living room and is furnished with a comfortable queen-sized bed, soft linens, and plenty of pillows. The bedroom also features a closet with ample storage space for your clothes and belongings. The second bedroom features two twin sized beds that can be converted to a king upon request. The condo is air-conditioned, ensuring that you remain comfortable throughout your stay. brbrThe bathroom features a walk-in shower, a vanity with a sink, and plush towels. The condo also includes a washer and dryer, so you can keep your clothes clean and fresh throughout your stay.brbrThe condo is located in a quiet, peaceful neighborhood just a short walk from the beach. It is also conveniently located near many of Key West's top attractions, including Duval Street, Mallory Square, and the Ernest Hemingway Home and Museum.brbrWhether you are seeking a peaceful retreat or an exciting adventure, this two bedroom condo in Key West is the perfect place to call home during your stay.brbrPlease note: This property has a 28 night minimum stay

2

Bed

1

Bath

4

Sleeps

$376.11

/ Nightly

Private Vacation Home

INTO THE BLUE~GRAND OPENING RATES! Pristine 4 BR/3.5 BA Home w/Private Pool!

Key West, Florida, United States

TOP NOTCH LIVING…brNestled in the exclusive Casa Marina district, this newly constructed sanctuary sits only a few blocks from the world famous Duval Street in one of the most desirable neighborhoods of Key West, a serene enclave that's close to vibrant attractions such as the Casa Marina, Resort, Higgs Beach and world class dining and shopping.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brThis impeccable abode offers a spacious 1,743 square feet of modern living with 4 beautifully appointed bedrooms and 3.5 bathrooms. Enter the elevated first floor into the open plan living area that seamlessly connects living, kitchen and outdoor spaces and begs for entertaining with cherished family and friends. The inviting eat-in kitchen features stainless steel appliances, quartz countertops and a separate coffee/bar station with a craft ice maker and beverage/wine fridge. For your convenience, a powder room is located on the first floor and a full size washer and dryer closet is located on the second floor. Youtube TV is available for binge-watching your favorite shows together. brbrSLEEPING ARRANGEMENTS…brTotaling 4 bedrooms, there is a queen bedroom with an ensuite bathroom with a shower on the first level, which is perfect for guests who don't wish to climb stairs. On the second level you will find another king bedroom that shares a full shower bathroom with the twin bedroom (can be converted to a king bed upon request). The 4th bedroom offers a king bed and has its own ensuite shower bathroom. brbrOUTDOOR LIVING…brLuxuriate and unwind in your private pool (comes heated in the cooler months) and deck with al fresco seating a table top propane grill. The floor-to-ceiling sliding glass door of the living room opens up to merge indoor and outdoor living in pure Key West style.brbrPARKING ...brThere is 1 private off street parking space.brbrPETS...brThis is a pet friendly 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).brbrTHE HEART OF KEY WEST LIVING…

Bed

Bath

Sleeps

$234.7

/ Nightly

Private Vacation Home

Cottage in Old Town Key West w/ Pool, Parking and Privacy. One block from Duval!

Key West, Florida, United States

Down a hidden lane in the heart of Old Town Key West you will find Loco Court Cottages. The compound is located one block off Duval Street but is private and serene. The compound consists of three stand-alone cottages alongside a tranquil shared pool. brbrUnit 1 is a One bed, One bath house with an open kitchen and living room and high ceilings. The kitchen is equipped with a refrigerator, oven, induction cooktop, coffee maker, toaster, blender and microwave. Walk out of your living room and bedroom onto a private outdoor patio and dining area with a gas grill. A private washer and dryer is also provided. brbrIn the shared space you will find a spacious heated pool, lush tropical landscaping and ample deck space for sunbathing. brbrThis property is located within short walking distance to some of the best restaurants on the island, including Little Pearl, Lola's Bistro and Antonia's. brbrThis cottage is part of a three-unit property with a shared pool and space for bicycle parking. Parking may be available. Please contact the owner if you require a parking space.

1

Bed

1

Bath

4

Sleeps

$230.82

/ Nightly

Condo

Large 1 bedroom condo in the historic area of Key West!

Key West, Florida, United States

Enjoy your Key West vacation in this spacious 623 square foot condo located on the second floor of this classical revival style eyebrow home. This small condo complex, consisting of only three units, is located across from Bayview Park and is a short 23 minute walk to Key West's famous Duval Street. This unit features a modern kitchen with stainless steel appliances, stylish furnishing throughout, a large bathroom with a walk in shower, one bedroom featuring a queen size bed and large walk-in closet, the washer and dryer is located within the unit, smart tv's with cable are located in both the living room and bedroom, the condo is air conditioned by two Mitsubishi split wall ac units. The 22 steps to the second floor have an easy rise and are good exercise. The other two condo units in this building are located on the first floor and are lived in by owner occupants. This is a quiet complex and I ask all guests of my condo to observe all condo rules and regulations including honoring quiet time policies. Pets are not permitted. Smoking & vaping inside the condo is prohibited!

Bed

Bath

Sleeps

$285.75

/ Nightly

Apartment

Yellow Room at the Grand Maloney

Key West, Florida, United States

Summary:brThe Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.brbrThe Space:brEach room is decorated with careful attention to detail, reflecting the personalized experience each guest can expect of their stay. With its monochromatic color palette, this suite gives a home away from feel. Relax on the couch with a good book or take a breath of the salty air from your private entrance to the wrap around porch. Feel like royalty while sleeping in the emerald green king bed frame or decompress after a long day at the beach in the vibrant bathroom. The yellow backsplash in the shower ads a bright and funky vibe to the ivory room finishings.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrShared Hotel Amenities: Heated pool and deck area, wrap-around porches, lounge, lobby, coffee maker & refrigerator drawers.brbrThe Neighborhood:brPlaced perfectly between downtown and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrHalf a block from Duval Street, the Grand Maloney Hotel is steps away from Key West's most famous bars and kitchens. Food is at your finger tips with local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrGetting Around:brThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrThere is no on-site parking for this unit. You may utilize the brick pathway/driveway for bike parking ONLY. For overnight parking, here are some parking lots:br• 204 Simonton Street (This is the closest to your unit!)br• Caroline Street Outdoor Parking Lotbr• Park N Ride Old Town GaragebrbrStreet parking information:br• There are pay-to-park spots and meters, which are free from 12AM - 8AM, with a 3-day limit.br• The neighborhoods of Old Town offer some free parking spaces close to your unit, but be aware that many of the spots are marked “Residential” and visitors are NOT permitted to park in them.brbrOther Things to Note:br- Relax by the brand-new, heated pool in the back of the home!br- Rent this room along with the rest of the Grand Maloney Hotel for an exclusive takeover for up to 16 guests!br- Ask us about our other neighboring units for groups exceeding this guest count. br- There is onsite laundry facilities. br- This is not a pet friendly hotel.br- For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.br- The communal kitchen area encompasses two large refrigerator drawers, a Keurig coffee maker, sink and select glassware.

Bed

Bath

Sleeps

$298.72

/ Nightly

Apartment

Blue Room at the Grand Maloney

Key West, Florida, United States

Summary:brThe Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.brbrThe Space:brEach room is decorated with careful attention to detail, reflecting the personalized experience each guest can expect of their stay. Room 5 with its built in bookshelf is a tropical oasis, with its raffia wall coverings, palm tree motif and monochromatic blue provides a calming experience when getting home from a long day on the town. The original fireplace with exposed brick provides contrast to the blue color scheme. Find yourself relaxing in the king size bed while gazing out the floor to ceiling windows. The hotel has a shared washer and dryer on the second floor.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrShared Hotel Amenities: Heated pool and deck area, wrap-around porches, lounge, lobby, coffee maker & refrigerator drawers.brbrThe Neighborhood:brPlaced perfectly between downtown and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrHalf a block from Duval Street, the Grand Maloney Hotel is steps away from Key West's most famous bars and kitchens. Food is at your finger tips with local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrGetting Around:brThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrThere is no on-site parking for this unit. You may utilize the brick pathway/driveway for bike parking ONLY. For overnight parking, here are some parking lots:br• 204 Simonton Street (This is the closest to your unit!)br• Caroline Street Outdoor Parking Lotbr• Park N Ride Old Town GaragebrbrStreet parking information:br• There are pay-to-park spots and meters, which are free from 12AM - 8AM, with a 3-day limit.br• The neighborhoods of Old Town offer some free parking spaces close to your unit, but be aware that many of the spots are marked “Residential” and visitors are NOT permitted to park in them.brbrOther Things to Note:br- Relax by the brand-new, heated pool in the back of the home!br- Rent this room along with the rest of the Grand Maloney Hotel for an exclusive takeover for up to 16 guests!br- Ask us about our other neighboring units for groups exceeding this guest count. br- There is onsite laundry facilities. br- This is not a pet friendly hotel.br- For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.br- The communal kitchen area encompasses two large refrigerator drawers, a Keurig coffee maker, sink and select glassware.

Bed

Bath

Sleeps

$301.54

/ Nightly

Apartment

Green Room at the Grand Maloney

Key West, Florida, United States

Summary:brThe Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.brbrThe Space:brEach room is decorated with careful attention to detail, reflecting the personalized experience each guest can expect of their stay. This suite exudes drama and intrigue. The dark green sitting area feels cozy and is perfect for an additional guest joining, as the emerald green couch folds out into a sleeper. The main bedroom was decorated with an old key west feel, with its vibrant tropical wall coverings and exposed brick and siding. A large king size bed is provided for extra comfort and sleeping space. Perfect for four, room 2 features 1 king bed and 1 sleeper sofa, private bathroom and private entrance to the back patio and pool.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrShared Hotel Amenities: Heated pool and deck area, wrap-around porches, lounge, lobby, coffee maker & refrigerator drawers.brbrThe Neighborhood:brPlaced perfectly between downtown and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrHalf a block from Duval Street, the Grand Maloney Hotel is steps away from Key West's most famous bars and kitchens. Food is at your finger tips with local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrGetting Around:brThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrThere is no on-site parking for this unit. You may utilize the brick pathway/driveway for bike parking ONLY. For overnight parking, here are some parking lots:br• 204 Simonton Street (This is the closest to your unit!)br• Caroline Street Outdoor Parking Lotbr• Park N Ride Old Town GaragebrbrStreet parking information:br• There are pay-to-park spots and meters, which are free from 12AM - 8AM, with a 3-day limit.br• The neighborhoods of Old Town offer some free parking spaces close to your unit, but be aware that many of the spots are marked “Residential” and visitors are NOT permitted to park in them.brbrOther Things to Note:br- Relax by the brand-new, heated pool in the back of the home!br- Rent this room along with the rest of the Grand Maloney Hotel for an exclusive takeover for up to 16 guests!br- Ask us about our other neighboring units for groups exceeding this guest count. br- There is onsite laundry facilities. br- This is not a pet friendly hotel.br- For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.br- The communal kitchen area encompasses two large refrigerator drawers, a Keurig coffee maker, sink and select glassware.

Bed

Bath

Sleeps

$334.86

/ Nightly

Condo

The Grand Cayman | Beautifully Remodeled Key West!

Key West, Florida, United States

The Grand Cayman | Beautifully Remodeled Key West Condo!brbrEscape to The Grand Cayman, a bright and beautifully appointed 2-bedroom, 2-bath condo nestled within the peaceful Sunrise Suites community on Key West's southeast side. Just one mile from the sparkling shores of Smather's Beach and a quick 10-minute drive to vibrant Duval Street, this tropical retreat offers the perfect balance of relaxation and island adventure. Whether you're lounging by the heated pool, soaking in the hot tub, or sipping morning coffee on your private balcony, The Grand Cayman promises an unforgettable Key West getaway.brbrThe Ambiance:brStep inside The Grand Cayman and experience an airy, coastal-inspired haven designed for comfort and style. Ideal for families and groups of up to six guests, this spacious condo features a king bed in the primary suite with an ensuite bathroom, a queen bed in the second bedroom, and a queen sleeper sofa in the living room. The open-concept living area invites easy relaxation, while the fully equipped kitchen includes everything you need—from a Keurig coffee maker to ample counter space for preparing home-cooked meals.brbrEnjoy high-speed WiFi, cable TV, and central air conditioning throughout, or unwind on your private balcony overlooking the pool and lush tropical surroundings. Every detail has been thoughtfully designed to make your stay as relaxing and enjoyable as possible.brbrGuest Access:brEnjoy a seamless arrival with our contactless check-in process—guests receive a personalized access code three days before arrival. During your stay, take advantage of Sunrise Suites' exceptional shared amenities, including:brbr- Communal heated pool and hot tubbr- Tennis courtbr- Scenic walking paths and biking trailsbr- The unit is easily accessible via stairs or elevator, ensuring convenience for all.brbrLocation Highlights:brIdeally located for both relaxation and adventure, The Grand Cayman places you close to everything Key West has to offer. Spend the day at Smathers Beach, explore local galleries and shops on Duval Street, or take in the nightly Sunset Celebration at Mallory Square. The Southernmost Point, Hemingway Home, and Key West Aquarium are just minutes away. Inside the Sunrise Suites community, you'll find a convenient corner store, a day spa, and scenic walking trails—all surrounded by lush tropical landscaping.brbrGetting Around:brGetting around Key West is easy and fun! You can walk, bike, or rent a scooter or golf cart from nearby providers to explore at your own pace. For added convenience, Uber, Lyft, and local taxis are readily available. One free parking space is included with your stay, and additional parking is available on a first-come, first-served basis.brbrOther Things to Note:br- Pet-Friendly Policy: Pets are welcome!br- Maximum weight: 40 lbs per petbr- $20/night per pet (2-pet maximum)br- Please notify us if you plan to bring your furry friend!br- A private stackable washer/dryer is available in the unit for added convenience.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrTo enhance guest safety and security, this property is equipped with exterior security cameras for safety and monitoring purposes. Cameras are located around the perimeter, including entrances, walkways, pool, parking areas, and common outdoor areas. No cameras are placed in private or interior spaces.brbrAt Colocada Vacation Rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

Bed

Bath

Sleeps

$330.77

/ Nightly

Condo

The Saint Martin Suite | Delightfully Updated Beach Vibes!

Key West, Florida, United States

The Saint Martin Suite | Coastal-Chic Condo w/ Pool, Hot Tub & Balcony Views!brbrEscape to The Saint Martin Suite, a bright and beautifully renovated 2-bedroom, 2-bath condo nestled within the peaceful Sunrise Suites community on the southeast side of Key West. Just a mile from the beach and minutes from Duval Street's vibrant energy, this tropical retreat offers the perfect balance of comfort and convenience. Whether you're lounging by the pool, exploring island trails, or relaxing on your private balcony, The Saint Martin Suite is your serene slice of paradise in Key West.brbrThe Ambiance:brStep into The Saint Martin Suite and experience the charm of coastal living. Thoughtfully designed with shiplap accents, vaulted ceilings, and a bright, open floor plan, this stylish retreat comfortably accommodates up to six guests. The master suite features a king bed and private ensuite bath, while the second bedroom includes a cozy queen bed. A queen-size sleeper sofa in the living room provides additional space for family or friends. The fully equipped kitchen includes all your essentials—stove, microwave, dishwasher, refrigerator, and Keurig coffee maker—making it easy to enjoy home-cooked meals or morning coffee on your private balcony. With central AC, high-speed WiFi, and cable TV, you'll have everything you need for a relaxing and memorable stay.brbrGuest Access:brEnjoy a seamless arrival with our contactless check-in—guests receive a personalized access code before arrival. During your stay, take full advantage of the shared Sunrise Suites amenities, including:brbr- Communal heated pool and hot tubbr- Tennis courtbr- Scenic walking paths and biking trailsbr- The unit is easily accessible via stairs or elevator, ensuring convenience for all.brbrLocation Highlights:brLocated within the tranquil Sunrise Suites Resort, The Saint Martin Suite is perfectly positioned to enjoy the best of Key West. You'll be just minutes from the world-famous Duval Street, known for its vibrant restaurants, art galleries, and nightlife. The condo is also close to the Sunset Celebration at Mallory Square, local beaches, and charming island attractions. A corner store and spa are just steps away within the community, offering extra convenience during your stay.brbrGetting Around:brYour stay includes one private parking space beneath the building (spot #149), with additional first-come, first-served parking around the perimeter. Explore the island your way—rent a bike, scooter, or golf cart, or take advantage of the many taxis, Ubers, and pedicabs available nearby. Key West International Airport is just a short drive away for easy arrivals and departures.brbrOther Things to Note:br- Pet-Friendly Policy: Pets are welcome!br- Maximum weight: 40 lbs per petbr- $20/night per pet (2-pet maximum)br- Please notify us if you plan to bring your furry friend!br- A private stackable washer/dryer is available in the unit for added convenience.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrTo enhance guest safety and security, this property is equipped with exterior security cameras for safety and monitoring purposes. Cameras are located around the perimeter, including entrances, walkways, pool, parking areas, and common outdoor areas. No cameras are placed in private or interior spaces.brbrAt Colocada Vacation Rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

2

Bed

2

Bath

6

Sleeps

$489.21

/ Nightly

Villa

Modern Luxury Meets Island Privacy: Executive Villa on Exclusive Sunset Key

Key West, Florida, United States

Experience modern island living at its most refined in this sleek two-bedroom villa on exclusive Sunset Key--a private island retreat designed for those who appreciate elegance, privacy, and comfort.brbrThe contemporary residence blends clean architectural lines with warm coastal sophistication. The open-concept first floor features cool tile floors, a full equipped modern kitchen, and a spacious living area designed for both relaxation and connection. Natural light floods the interior, while sliding glass doors open to multiple outdoor seating areas--perfect for morning coffee, sunset cocktails, or al fresco dining surrounded by lush tropical landscaping.brbrUpstairs, two well-appointed suites offer both comfort and privacy. The primary suite features a king bed, en suite bath, and direct access to the wraparound second-floor porch, where ocean breezes and palm views create an atmosphere of calm. The guest suite includes two queen beds, its own en suite bath, and shared access to the same panoramic porch--ideal for visiting family or friends. brbrLocated just steps from the resort's large pool, the villa offers all the conveniences of a world-class designation with the intimacy of a private residence. Whether you're hosting clients, working remotely, or taking time to recharge, you'll find every detail curation for elevated living: high-speed WiFi, a designated workstation with printer, and serene surroundings that inspire focus and creativity. brbrWith easy ferry access to Key West, yet the peace of a private island, this Sunset Key executive villa delivers the best of both worlds--a discreet escape where you can work brilliantly, live beautifully, and experience the rare luxury of true balance.brbr**Monthly rentals only. brbrAmenities:brbrExclusive Sunset Key Location--private island living just a 6-minute resort ferry ride from vibrant Key West.brbr24-Hour Island Ferry Access -- seamless, on-demand transportation to and from Key West for dining entertainment, or travel connections.brbrSleek Modern Design -- contemporary architecture with clean lines and open spaces.brbrTwo Luxury Bedroom Suites: the Primary Suite has a king bed, en suite bath and direct access to wraparound porch. The Guest Suite has two queen beds, private bath, and shared porch access.brbrExpansive Wraparound Porch--elegant second-floor veranda with ocean breezes and tropical views.brbrFully Equipped Gourmet Kitchen--includes double oven, side-by-side refrigerator, and full suite of modern appliances.brbrPropane Grill & Outdoor Dining Area--perfect for relaxed island evenings and entertaining guests.brbrSpacious Open-Concept Living Area--tiled floors, comfortable seating, and natural light throughout. Carpeted stairs and bedrooms for safety and noise control.brbrMultiple Outdoor Seating Spaces--shaded and sunlit options surrounded by lush landscaping.brbrSteps from the Resort Pool--enjoy access to a large resort-style pool just moments from your door.brbrHigh Speed WiFi and Dedicated Workspace with Printer--designed for executives who wish to stay connected while away.brbrResort Amenities--Access to private beaches and on-island dining.brbrOpal Key Resorts requires that a contract be signed for any island rentals. We will be happy to send you a contract prior to booking.

Bed

Bath

Sleeps

$984.59

/ Nightly

Condo

4-Bed, 3-Bath Waterfront Condo at Bayfront Suites -CLEANING FEE INCLUDED

Key West, Florida, United States

Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific property, take advantage of the multitude of amenities offered to make a vacation in the Florida Keys the perfect one. Guests can take in all the island has to offer, from the comfort of their own vacation rental at the newly built Bayfront Suites.brbrBayview South is the place to stay if you are looking for lodging where you and your guests can fully unwind in a coastal chic, home in Key West overlooking the water! The comfortable design and luxurious amenities are second to none in Key West and are sure to make your stay, a memorable one. brbrClose to the elevator, and upon entering this four-bedroom three-bathroom suite via our secure electronic lock system, one will first notice the tall ceilings and the high-end interior design the vacation home has to offer. This four-bedroom condo has been delicately crafted with high end furnishings, detailed moldings, and modern amenities. Plush couches with strategic accent pillows, a combination of single king and double-twin bedroom options, coupled with luxurious sheets along with a kitchen that’s fully equipped with stainless steel appliances, dishwasher, disposal and all the culinary tools needed to create the finest cuisine. This homes offers one unique feature, which is an accessible bathroom and kitchen. brbrThis vacation home offers the most necessary amenity for a stay in the Florida Keys, a private covered porch with access to the ground floor and near the pool. Like a local, take a seat and lean back on your private porch to enjoy your morning coffee or take an afternoon break to read your favorite book. In Bayview South, guests can find their expansive views of Garrison Bight from the property’s dock as well as the pool. brbrBeyond visual accommodations, Bayfront Suites also offers all the creature comforts one would need in their home away from home. Parking is provided for the vacation homes, and for the electric traveler, a car charging station is provided on the property. There is also complimentary wireless internet throughout the property, including the pool and tiki hut. Other amenities such as high thread count sheets, Virtual Concierges through Alexa, wireless thermostat and just in case you don’t get to the store in time, we provide your first morning’s coffee. The best part about these amenities, are that they align with Key West’s lifestyle to do good to Mother Earth. Bayfront Suites is a certified green building and LEED Certified, which means that a stay at Bayfront Suites is a step in reducing one’s carbon footprint. brbrOur unique pool design is perfect for any traveler including families. There is a dip area for shallow water enjoyment that kids love and designed for even the smallest of guests in mind. There are several ledges along the pool’s edge for relaxation. Situated on the water’s edge, enjoy the view while you soak. Plenty of lounge chairs and tables line the pool deck. brbrA rooftop deck was designed into the building of this fabulous small resort for guest’s enjoyment as well as to aid in providing a special area for which guests can have memorable events. We encourage guests to enjoy the panorama view from this rooftop deck overlooking Garrison Bight. brbrWe can accommodate one vessel up to 11' beam per reservation at no additional charge.brbrIn conclusion, Bayfront Suites and Marina is the place to have an enjoyable, comfortable and memorable retreat while in Key West and we hope to have you as our guest.brbrNote: This is a handicap accessible unit which is noticeable in the kitchen and the third bathroom.

Bed

Bath

Sleeps

$538.21

/ Nightly

Private Vacation Home

Family House, 2 K BR`s, Private Spa/Deck, 2 pools.

Key West, Florida, United States

The Historic Family House is decorated in a light, Caribbean motif. It is a Cigar Maker`s Cottage from 1880`s. 2 K memory foam beds upstairs w/32” Smart TV`s, Q sleeper sofa (memory foam mattress) in LR with75” Smart TV. Bring your Netflix, Amazon or other UN and PW for your favorite programming. Blue tooth speakers and Alexa`s. 1/2 bath up, full bath down plus an outdoor private shower. Full kitchen! Perfect for Families! brPrivate rear deck with new 6 person Jacuzzi. 2 heated pools!brbrThis Historic two-story 1880`s Cigar Maker`s Cottage has been completely renovated and has a living room with 75” Smart TV (Bring your UN/PW for Netflix, Amazon and other programming you enjoy), Queen sleeper sofa with 5” memory foam mattress, kitchen with dishwasher, microwave, frig with icemaker, and 12 cup Cuisinart coffee maker. The adjacent dining room with seating for 6 and bath (with private outdoor shower) are on the ground floor. Upstairs in the loft style 2nd story are two king 14 memory foam mattress bedrooms with 32” Smart TV’s. A newly added 1/2 bath between the 2 bedrooms and a makeup table, too.brbrThe living room includes a custom made sleeper sofa (5” memory foam mattress) and an assortment of original hand-colored Caribbean photos/frames by renowned tropical photographer, Robin Hix. Oak floors and furniture make this historic cottage a breath of fresh air in the assortment of vacation rental cottages. Bose Bluetooth speaker and Amazon Alexa’s throughout. A breakfast bar adjoins the dining room featuring another 65” Smart TV, comfortably seating up to six and surrounded by floor to ceiling windows allowing natural light to filter through the lush vegetation.brbrThe downstairs bathroom has a walk-in shower with glass door, hairdryer, and a French door leading to a secluded outdoor shower. Our units feature Tommy Bahama soap, shampoo, conditioner and body lotion. If you have never tried showering outdoors in the tropics, this is a must do! The rear private deck has table/chairs/umbrella, 6 person hot tub, and tropical plants.brbrPool towels are provided and you will receive daily maid service between 9-11 or 3-5.brbrMitsubishi split ac/heat units and ceiling fans throughout make the Family House comfortable in the heat of summer and our cool winter nights.brbrThe Family House is a unique gem hidden in a quiet oasis, perfect for the family looking for an upscale vacation with all the features of your own home!brbrTwo heated shared pools, one for Families and another for Adults Only. There is also another outdoor shower by the Family pool for your use which is totally private and has hot water and bath amenities. A guest bathroom by the Family pool is for your use while at the pool. You have a Private Jacuzzi. Second floor topless sundeck. Bicycle lock-up. Use of 2 W/D`s after 5 pm when housekeeping finished. Gazebo at rear of pool with lots of fun games and a nice lunch stop.brbrI am always available by text and I have staff on the grounds daily to assist you.brbrQuiet neighborhood, just 1/2 block off Duval Street. 24 hour CVS, Subway across the street (Truman). Multiple restaurants, bars, shops in walking distance. At the entrance to our street there is a bicycle, moped, electric car rentalbrbrWalk, bike, moped, electric car. Rental at corner of Center Street, free return to airport upon departure when renting from them. brbrFamily House is part of Center Court - Historic Inn & Cottages. It is in a gated compound with 4 other units.brbrGuest making reservation must be 25 years old during March and April (Spring Break).brbrNo loud noise after 10 pm-8am so as not to disturb other guests who might be trying to sleep.

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$490.18

/ Nightly

Condo

Overlook Duval St from your Cuban Club balcony

Key West, Florida, United States

Discover the ultimate Key West escape at the Cuban Club Suite, where luxury meets vibrant island life. Nestled on Duval Street, this two-bedroom, two-bathroom haven sleeps up to eight and features a spacious living area with modern amenities, a fully equipped kitchen, and a private balcony with stunning sunset views. Dive into adventure with nearby attractions, water sports, and dining options, all while enjoying the comfort and elegance of this prime location.brbrBuilt in 1917 as a “club” for Cuban cigar makers and their families as their home-away-from-home, this building soon became the center of social and community life for the Cuban population in Key West. After the original Cuban Club burned down in 1983, it was restored and converted to luxurious and spacious suites. The Cuban Club Suite stands as an award-winning historical landmark converted to a gorgeous two-bedroom suite filled with all the amenities needed for comfortable living.brbrClimb the stairs to your personal Key West retreat with gorgeous high ceilings all throughout. The first bedroom downstairs has a queen-sized bed with an ensuite bathroom. The loft primary bedroom has a king-sized bed, queen-sized sleeper sofa, and an ensuite bathroom. The living room is also furnished with a queen-sized sleeper sofa and flat-screen TV. brbrEnjoy your very own private balcony overlooking the hustle and bustle of Duval Street. There is a table for six located off the living room and a fully-equipped kitchen. brbrPLEASE NOTE THAT THIS PROPERTY DOES NOT HAVE ACCESS TO A POOL! You may use the pool at Dante’s if you utilize their food and beverage services or you may purchase a day pass using the link below at any of the hotels located near your rental. br brhttps://www.resortpass.com/s/us/fl/key-west/pool search_term=Key+West%2C+Florida&city_alias_id=26

Bed

Bath

Sleeps

$1121.78

/ Nightly

House Boat

All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6

Key West, Florida, United States

Welcome aboard the The Thirsty Lady with 3 bedrooms and 3 baths, your own private Sailboat that also includes your Sailing Excursions for up to 6 people. If you were looking for a Unique, Memorable way to experience and enjoy Key West then THIS IS IT!! You stay in amazing 5 Star Marinas each night and Sail by day, all included. If you book 2 nights that includes a Sunset Sail your first night of arrival and 1 full day Reef Sail. Book 3 nights and receive 1 Sunset Sail and 2 Full day Reef Sails and so on. We book 2 nights minimum and 4 nights max.. We always do the Sunset Sail your first night of arrival and then a day Sail is included for each day.brbr**Please understand that even though 1 Sail is included for each day you book doesn't mean you have to use them all. We have found that guests who book 3 or 4 nights sometime forgo a Sail or 2 to have a free day to do what they wish. It is totally up to you whether or not you use all the Sails included and you can decide as you go when you arrive **brbr We have years under our belt offering these charters and have decided to join the VRBO family to extend our reach. We are here to cater to all your special needs to make sure your experience with us will land in your top favorite vacations EVER! We provide the Captain, Captain Pat, a USCG 100 Ton Master Captain. brbrThe first night of arrival we take you on a Sunset Sail and that night you will be docked at a beautiful Upscale 5 Star Marina that boasts 6 pools, Restaurant & Bar, 24 hour pristine Bath House, and free shuttle all available for you use. There are bathrooms on the boat but you will want to use the Bath House for showering located just steps from the boat.. brbrThe 2nd day we take you on a full day Sail to the Reef where you can swim, snorkel and Just Relax! The 2nd night you will be docked at another Amazing Upscale Marina. All the marinas offer amazing amenities including pools, bars, restaurants, and free shuttles. If you stay a 3rd night we take you on another day sail the 3rd day and you will stay back at the 5 Star Marina you stayed the 1st night. We do offer free parking for your entire stay and if you are carless there are free shuttles available to you and we can help you with rides when available. We also provide all your water, ice, and sodas for the length of your stay along with all your life jackets, safety gear, fresh linens and towels and snorkeling equipment. You are responsible for your meals but there is a small kitchen aboard with a fridge, freezer, toaster, and a small stovetop/oven. There are plenty of Restaurant/ delivery options available to you as well. Most people just pick up light snacks and lunch items to make sandwiches for their Day Sails. There is also a dining table that seats up to 6 people. brYou are responsible for your own alcohol but we usually have a pretty well stocked bar you are always welcome to. You are welcome to anything you see in the cabin! If you would like me to remove the alcohol from the boat please let me know.brThis is your own PRIVATE SAILBOAT made available to you with your own Private Captain that is only there when you are going out Sailing. The rest of your time off the water the boat is all yours. Captain Pat will only be there when you need him. We are 100 percent on call when you are staying with us so we will always be available if you need us. This trip is perfect for couples, friend get togethers and amazing for families!! We have hosted them all and every summer we Captain the boat out to the Boy Scouts of America. Please understand this is a Sailboat so space is limited in the cabin and the rooms are small but there is cold A/C and extremely comfortable to sleep on. The Front bed is a Queen and the back bedrooms are double/fulls. The beds will sleep 2 comfortably but you better like each, lol..What we are offering is something so different from what everyone else is doing and we so look forward to hosting all ofbr you!! Please message us with any questions! brbrSample Itinerary:brbrDay of Arrival:brGuests usually arrive between 1-4pm. We will greet you and show you around and get you acquainted with the area and boat.br4:30-6pmish is a Sunset Cruise (subject to change when Sunset times change)brThe first night you will be docked at a 5 Star Upscale Marina which has 6 pools, a Restaurant & Bar, 24 hour bath house, Gym, and a free Shuttle that will take you downtown and back. brbr***You have to arrive by 4pm the latest on your arrival day if you want to take advantage of the Sunset Cruise*** brbrThe 4pm cutoff time will change throughout the year as Sunset times change. The other half of the year is a 5pm cutoff time when we leave the dock for when the Sun sets later in the evening and so on. brbrDay 2:brWe meet you back at the boat around 9-10ish am (you let us know what works for you) and we Sail you out for a full day at The Reef where you can swim & snorkel. You dictate how long we stay out for but usually we get back to dock around 3 or 4, all up to you. The 2nd night we take you to another beautiful Marina in Key West. All the marinas have pools, restaurants, bars and free shuttles. Basically Sail by Day and then you are free to leave the boat and explore Key West by afternoon/night.brbr3rd day:br If you chose the 3 night stay we take you on another Day Sail to a different part of the reef and the 3rd night you will be docked where you were the first night. So basically if you book 2 nights that includes 2 Sails and 3 nights you receive 3 Sails.brbrWe also offer 4 night stays which would include an extra Sail.

3

Bed

2

Bath

6

Sleeps

$300.53

/ Nightly

House Boat

Affordable, Adventurous Houseboat on-the-water in Key West Florida

Key West, Florida, United States

Reserve this unique Key West houseboat floating on the nature side of Key West, and be surrounded by the ocean view. This unique retreat features a porch area on both the front and rear, perfect for lounging, fishing, sunbathing, and watching sunrises and sunsets. Inside, enjoy a functional kitchenette complete with propane stove, a sink with running fresh water, a french press for making fresh coffee, and all the basic utensils you'd normally expect while traveling. Adjacent to the kitchenette area is a cozy living space with a full size real mattress bed (not those foldaway thin types) with a tinted, tempered, double paned panoramic window above the headboard. And for added privacy, a full blackout curtain is available for those who need it. Being just minutes from world famous Duval Street, you’re close to the action yet tucked comfortably away in Cow Key Channel, the narrow stretch of water that splits Key West from the next island up known as Stock Island. Dive into the saltwater lifestyle and let the waves rock you to sleep!brbrGetting the Most Out of Your Stay:brbrTo fully enjoy the houseboat experience, we highly encourage our guests to be comfortable swimmers and have some kayaking experience (any extra boating skills are a bonus!). This is both for safety and to make sure you're getting the most out of this very fun and unique Key West experience.brbrPower & Energy:brOur home is primarily powered by eco-friendly solar and wind energy and for the vast majority of our guests, this is plenty of power to charge your electronics and stay comfortable with cool beverages via the minifridge as well as running the air conditioner on low with the eco option selected.brOutlets: Standard electrical outlets are available for your devices as well as several usb-A and usb-C plugs. Be sure to bring your own charging cables as those tend to disappear when I supply them. Additionally, there is a magsafe phone charger attached to the wall next to the bed for added convenience.brHigh-Energy Items: An onboard generator is available for power-hungry items like electric cookers, heaters (in the winter of course), the max setting of the air conditioner, large fans, and even hair dryers. If you have other items not listed or questions about running the generator, I can easily help explain operating it when needed.brConservation: To keep the surroundings peaceful and avoid running the generator all night (it can be a bit noisy if your sensitive to that sort of thing but also please remember you're burning gasoline with a generator), we kindly ask that you turn off all appliances (including lights, AC, water pump, minifridge, and all other items) as often as possibly but especially when you are not onboard.brGrilling & Chilling:brWe provide a small grill and a cooler for your use. To get them up and running, please remember to bring propane: standard camping style 1 pound, green Coleman tanks. Most guests don't use more than 2 for about a 5 day stay and even that is only if they're grilling every day. And while there is a working minifridge, it saves a lot of electricity by simply adding a couple of bags of ice to the cooler I've supplied with the houseboat. brbrMy houseboat is anchored on the easternmost side of the island of Key West in what’s called “Cow Key Channel.” Guests have been known to catch fish from the front and rear deck areas and spotting local wildlife is very common. When it’s not too windy, many have laid a towel out on the ladder accessible rooftop for sunbathing and stargazing. The surrounding neighbors are very friendly and have been known to help guests navigate the area and suggest favorite restaurants and other attractions that Key West has to offer. Yet still, privacy is always a simple curtain pull away. Kayaks come complimentary with your stay and exploring the area is encouraged. Bottled water is also complimentary and stay cold in the onboard mini fridge. There is a working television but you’ll need to use your mobile phone personal hotspot for internet usage. There are roughly 40 gallons of fresh water onboard so we ask that all guests conserve your water usage for maximum positive experience.

Bed

Bath

Sleeps

$347.2

/ Nightly

Private Vacation Home

Serenity now. Private Home. Pool. On the water.

Key West, Florida, United States

LOCATION LOCATION! Located on the only canal in Key West, with a protected bird sanctuary across the canal. A short Uber ride to Duval Street to all of Key West's fun filled amenities. On the same street as Jimmy Buffet's former home in New Town. A short walk to the ocean. brbrBOAT LOVERS! Five minutes to open ocean. Keep your boat in the canal right at your back door.brbrKAYAK LOVERS! Slip the two sea going kayaks into the water and explore the mangrove trails and Salt Ponds right across the canal.brbrANGLERS! Fish directly off the stone deck out back and catch anything from snapper to grouper. Throw them on the grill and have dinner by the water.brbrSerenity and privacy can be yours as you relax on the patio by the large free form pool, right across from a protected bird sanctuary with gorgeous unencumbered views of the sunrise and sunset over the mangroves. Ten minutes away from the zany fun of Duval Street when you are ready to party. Two bikes (Cruisers) available to explore the hidden corners of the island.brbrA beautifully landscaped, family-owned home on Key West's only canal, Dragonfly gives you the feeling of visiting an old friend instead of a sterile rental unit. This 1950's retro-chic house is furnished with an eclectic combination of custom furniture, family antiques and wicker in an exclusive area of Key West not usually on the rental market. This property includes all the amenities of your own home. You will enjoy two newly remodeled baths, a fully functional kitchen, linens, big screen SMART TV (Prime, Netflix, MAX, HULU, etc), high speed internet, washer/dryer, air conditioning and outdoor grill. The backyard has plenty of seating by the luxurious private pool on the water. Large private driveway for parking multiple vehicles and a boat/trailer. brbrBedding configurations: 3 BR 2 BA. Two king size beds (one of which can be separated into two twins) along with bunk beds (full and single) with additional single bed trundle. Additionally two pillowtop King and Queen blow up mattresses for your convenience. 1900 square feet. Large wrap around yard. brbrIf you are looking for that anonymous condo feel this is not the place to go, but if you want a home away from home that is charming and relaxing Dragonfly is for you.brbrDue to local law this property can only be rented by the month. Full months only. No pets allowed.

Bed

Bath

Sleeps

$649.29

/ Nightly

Private Vacation Home

**BOHEMIA @ OLD TOWN** Fully Renovated Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrWelcome to BOHEMIA, a one-of-a-kind island hideaway that blends modern luxury with timeless Key West character. This fully renovated home has been reimagined from the ground up—while its classic front façade and welcoming porch preserve the charm of Old Town, every detail beyond the threshold speaks to contemporary comfort and a fabulously eclectic design. With three bedrooms, three and a half bathrooms, plus a den, BOHEMIA is ready to host your group of up to eight guests. The playful, open layout invites relaxation, while each bedroom being its own private retreat—ideal for families, couples, or friends traveling together. Teamed with Last Key Realty’s Five-Star Guest Services & Complimentary Concierge, your month in BOHEMIA will be the perfect retreat from everyday life.brbrTHE LOCATION…brbrBOHEMIA is located on Catholic Lane, one of the quietest and most discrete lanes in Old Town. Right off Angela Street in the heart of Old Town, you'll be just steps from all of the shops, restaurants, and sites of Duval Street and the Historic Seaport. Take a short stroll or ride your bike down to Duval and experience the best of Key West, such as local favorites like 22 & Co, DJ’s Clam Shack, and MisoHappy. Just a few blocks down Margaret Street, you’ll find yourself at The Waterfront Brewery, Schooner Wharf, and all the local favorites of the Seaport. Although you won’t need a vehicle to get around from this prime location, there is off-street parking for one vehicle available in the private driveway.brbrTHE LIVING AREA…brbrThis home was freshly remodeled from top to bottom and it shows around every corner. The tasteful decor perfectly blends the bohemian theme with modern flair. The open floor plan and high ceilings in the living room and kitchen make the rooms feel even larger than they are. There’s comfortable seating and a large flat screen TV waiting for you in the living room, alongside Papa Hemingway, Jerry Garcia, Bob Marley & the son of Kong.brbrThe living room flows right past a flowery powder room, into the spacious kitchen. The kitchen is outfitted with everything you need, including all modern appliances and seating for four at the large kitchen island. Just beyond the kitchen, you’ll find a high-top dining table that will seat eight, alongside a unique accent wall designed using covers and excerpts from the legendary Cuban magazine Bohemia!brbrTHE BACKYARD OASIS…brbrBOHEMIA has a lot going for it, including its incredible outdoor space. Step outside to take a dip in the sparkling private pool, framed by sleek ipe decking and lush tropical surroundings. Whether you’re lounging poolside with a morning coffee or hosting sunset cocktails at the outdoor bar, complete with outdoor flat screen TV, this home was created for making memories in the Key West sunshine. For added indulgence, an outdoor shower awaits—an island luxury perfect after a swim.brbrTHE ACCOMMODATIONS…brbr** Master Suite - Located on the First Floor with a King bed, flat screen TV, double closets, desk, and an en-suite bathroom with a walk-in shower.brbr** Bedroom 2 - Located on the First Floor with a King bed, large flat screen TV, closet, and an en-suite bathroom with a walk-in shower.brbr** Bedroom 3 - Located on the Second Floor with a King bed, large flat screen TV, closet, desk, and an en-suite bathroom with a walk-in shower.brbr** Queen Sized Sleeper Sofa in the Den (first floor).brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Central Air Conditioningbr** Ceiling Fansbr** Flat Screen Cable TVs in Living Room & All Bedroomsbr** Fully-Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access and YouTubeTV is includedbr** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Landscaped Private Yardbr** Private Heated Poolbr** Outdoor Showerbr** Propane BBQ Grillbr** Off-Street Parking in DrivewaybrbrOther notes:brbr** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br** Additional interim cleanings availablebr** This property will accommodate up to 8 adultsbr** Pets Allowed

3

Bed

3

Bath

8

Sleeps

Vacation Rentals By Owner In Key West, FL

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$300.53

$347.2

$649.29

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