Vacation Rentals By Owner In Key West, FL

$276.5

**VILLA BAHAMA @ THE ANNEX** Villa Near Duval & Beach + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrVILLA BAHAMA is located at The Foundry in the Truman Annex, Key West's most exclusive gated community. You'll be just around the block from Mallory Square, Duval Street and all the attractions Key West has to offer, yet you'll benefit from the peace and quiet that the Truman Annex is known for. Smoking is not permitted in any Last Key Realty home. In addition, the Foundry does not permit smoking in the front garden patio areas or balconies. Therefore, this home is not a good fit for vacationers needing smoking accommodations.brbrTHE LIVING AREA...brbrVILLA BAHAMA has been furnished to a very high standard, in the lush tropical style inspired by Tommy Bahama. In fact, the Tommy Bahama influence is evident throughout this home. The living area is an open plan, with 11-foot ceilings, and the double French doors provide lots of light. There's plenty of comfortable seating and a flat screen TV. The sleep sofa will accommodate extra guests. There's convenient powder room on the first floor. The kitchen has a top-of-the-line stove, oven and refrigerator, with granite counter tops and all the small appliances one might need. You'll have your own private courtyard out front, with a gas BBQ.brbrTHE POOL AREA...brbrThe landscaped community pool is just across the street, with chaises and a cabana with restrooms. Or you can walk to Fort Zachary Taylor State Park, with the prettiest beach in Key West, just a half mile away from your front door.brbrCompliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.brbrTHE ACCOMMODATIONS...brbr• Master Suite: Located on the Second Floor with a King bed, a large flat screen TV, a private balcony, a large closet, and an en-suite bathroom with a shower and tub combination.brbr• Second Bedroom: Located on the Third Floor with Two Twins OR One King bed, a flat screen TV, a closet, and an en-suite bathroom with a shower and tub combination.brbrEach floor closes off with its own separate door as well for extra privacy.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room and 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 full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Community Pool Accessbr• Propane BBQ Grillbr• Assigned Off-street Parking for 1 CarbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 6 adultsbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

2

Bed

2

Bath

6

Sleeps

$632.01

/ Nightly

Condo

**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrFormerly La Bonne Vie, SMOOTH SAILING has been meticulously furnished with a modern coastal feel, and the only beauty that competes with the interior is the spectacular views from your private oceanfront balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors from the living room, and sunrise shadows from your bedroom balconies in the morning. This home is located in an upscale private community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants, shopping, and the beautiful waters surrounding the island. You'll be hard pressed to find a more stunning mix of upscale furnishings and water views than SMOOTH SAILING.brbrTHE LIVING AREA...brbrThe living room of SMOOTH SAILING is modern and bright, with plenty of light streaming in from the floor-to-ceiling glass doors. There's a large flat screen TV, for those times you aren't marveling at the breathtaking Key West sunsets from your private balcony. The living room sofa pulls out into a Queen sleeper to accommodate two extra guests. The kitchen has everything a good chef would need to prepare any meal. There's a dining table for six when you decide to heat leftovers and stay in. Your dining set on the balcony is the ultimate sunset dinner locale.brbrTHE POOL, THE BEACH & TENNIS...brbr1800 Atlantic offers Resort-style amenities, including an extra large Community Pool right downstairs. There are chaise lounges surrounding the pool for your comfort, and a cabana with restrooms for your convenience. Please note this is a shared pool with set rules, such as no music and no coolers. We ask that our guests be mindful of their neighbors and respect the rules.brbrFrom the pool, there's a walking path that leads to the on-site beach. The on-site beach offers a relaxing setting, with chaise lounges and soft sand. There is no direct water access from this beach, but Smathers Beach, Key West's largest public beach, is located within walking distance right next door. There is also an oversized Jacuzzi and a picnic area with BBQs available for guest use. You'll also have access to the newly built fitness center and Key West's only clay tennis courts, both located on-site.brbrTHE ACCOMMODATIONS...brbr** Master Bedroom: a King bed, a large flat screen TV, direct access to the balcony, and an oversized shower. brbr** Second Bedroom: Two Twin beds OR One King bed, a flat screen TV, direct access to the balcony, and access to the full second bathroom.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen 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 & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Community Pool Accessbr** Community Jacuzzi Accessbr** Assigned off-street carport for 1 car (Parking Garage has a low clearance of 6'2)br** Key West's only clay tennis courtsbr** Handball courtsbr** Fitness Centerbr** Dry Saunasbr** Picnic areas with BBQsbr** Recreation rooms available for private partiesbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 6 adultsbr** This complex has both visitors and locals living here, we expect our guests to be mindful & respectful of the posted rulesbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

Bed

Bath

Sleeps

$515.8

/ Nightly

Private Vacation Home

**THE ARTISTS' MUSE @ LOVE LANE** Immaculate 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!brbrFor many, the artistic island culture of Key West is an intricate piece of its magic. THE ARTISTS' MUSE is an ode to that notion. This home, with its rich history of artists living in residence or visiting as guests, has been recently redesigned to celebrate art, culture, and the upscale island life. A spacious main living and dining area, a brand new kitchen, private bedrooms and bathrooms, a stunning private pool - all adorned with artwork from Cuba, Haiti, and of course, the Keys, each piece with its own story to tell. THE ARTISTS' MUSE is also the proud recipient of the 2017 Historic Florida Keys Foundation Preservation Star Award. This award recognizes excellence for preservation in historic Florida Keys properties. Experience a piece of island history, and let THE ARTISTS' MUSE be your personal gallery for your time in Old Town Key West.brbrTHE PERFECT LOCATION...brbrIf you ever decide to pull yourself away from this wonderful home, you'll realize that Key West's best restaurants, live entertainment and every other attraction are just a few minutes from your door. Yet, you are tucked down a famous tiny hidden street, best known for its dreamy romantic name: Love Lane. This is truly a home that will spoil you for other vacation homes. While you don't need a car at this perfect location, if you do decide to bring a vehicle there is guaranteed parking included with your rental in a large lot 2 short blocks from the home.brbrTHE LIVING AREA & KITCHEN...brbrThe kitchen and living rooms of THE ARTISTS' MUSE are meticulously furnished, with a wall of French doors providing a lovely view of your backyard oasis from both rooms. The main living area has a large sofa and chairs for the group to gather, with a flat screen TV. The eat-in kitchen is completely up-to-date and has all of the tools and equipment needed to create a gourmet meal. There is bar seating for a casual bite, and a full dining area just off the kitchen. Best of all, you are surrounded by an imaginative collection of artwork brought from all over the world to complete this masterpiece of a home.brbrTHE PERGOLA & POOL AREA...brbrThe back yard is simply stunning, with gorgeous tropical landscaping and plenty of space to enjoy the sunshine and the shade. There is a whimsical dining area under the pergola, as well as an upscale outdoor shower for a quick rinse after the beach. The large BBQ grill is perfect for a poolside BBQ. The private pool area is an exotic retreat: the large heated pool is surrounded by chaise lounges with on-demand colorful lighting for a truly festive evening by the pool. The pool can be heated in the cooler months or chilled in the warmer months.brbrTHE ACCOMMODATIONS...brbr** First Master Suite: Located in the Main House off the kitchen/living area side of the home by itself with a Queen bed, a large flat screen TV, direct access to the Pool Area, and an en-suite bathroom with a soaker tub.brbr** Second Bedroom: Located in the Main House on the opposite side of the living area with a Queen bed, a flat screen TV, and an en-suite bathroom with a walk-in shower. brbr** Third Bedroom: Located in the Main House with Two Twins, a flat screen TV, and access to the third full bathroom in that hallway (that also opens to the pool) with a walk-in shower. brbr** Second Master Suite: Located in the Guest House with a Queen bed, a flat screen TV, and an en-suite bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen 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 & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yard br** Private Heated/Chilled Poolbr** Propane BBQ Grillbr** Guaranteed parking for 1 vehicle in nearby lotbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 8 adultsbr** Pets Not Allowed

Bed

Bath

Sleeps

$377.2

/ Nightly

Cottage

Get your ISLAND STLYE on!

Key West, Florida, United States

This quaint property offers resort-style accommodations at an affordable price! Nestled among a colony of freestanding Conch style cottages, amid lush tropical landscaping, sits Island Style, the sister cottage of Hidden Treasure. One of our most popular properties, it was renovated by two fabulously funky sisters who share an affinity for the Key West style. It features all the luxuries expected in high-end vacation rentals: a private bedroom, full gourmet kitchen, living room with queen sleeper sofa, cable TV, a shaded private deck with outdoor dining, and a poolside patio—all at an affordable nightly rate.brbrThis one-bedroom cottage is steps from the shared oasis-style, heated pool. It features a king bed with a TV, a sleeper sofa in the living room, private bath with hair dryer, and lush towels. Completely air conditioned with vaulted ceilings and Bahamian ceiling fans, this unit is perfect for romantic getaways or a carefree time. A full kitchen and dining space for four includes everything a cook desires: stainless refrigerator, dishwasher, Jenn-Air grill top stove, microwave, toaster, coffee maker, blender, crystal glassware, and more.brbrThe property is decorated with a bright Caribbean colors accent and hand-made furniture, all of which are pieces of art from Key West galleries. Honeymooners especially adore Island Style. For romantic evenings, double French doors open onto the private deck with umbrella table, chairs, and lounger. A perfect spot for stargazing or just gazing into each other's eyes while enjoying a fabulous margarita and listening to the faint trickle of nearby fountains.

Bed

Bath

Sleeps

$545.84

/ Nightly

Cottage

Find your zen at HIDDEN TREASURE

Key West, Florida, United States

Hidden from sight, among a colony of freestanding conch cottages and surrounded by lush tropical landscaping, you will find Hidden Treasure. Truly a treasure, it is the sister cottage of Island Style, owned by two sisters who share a passion for Key West. It features every high-end amenity that you could possibly desire. Two king bedrooms, two full bathrooms, a high-end stainless steel full kitchen, a huge flat-screen TV with surround sound, washer/dryer, Wi-Fi, gas grill, and a shared oasis-style heated pool.brbrUpon entering the large private deck, you will sense that you are about to embark on a special getaway. Your eyes will be drawn to the tropical landscaping surrounding the private pond. On closer inspection, you will notice the exotic bromeliads and orchids. If the bananas are ripe, feel free to indulge yourself. Hidden Treasure features two king beds and a queen sleeper sofa, air conditioning, vaulted ceilings with Bahamian ceiling fans, a full kitchen with glass top burners, a combination micro/convection oven, and sparkling crystal glassware to serve refreshing margaritas and Hemingway’s favorite: mojitos.brbrAll the modern amenities don’t distract from the classic Caribbean ambiance. Bright colors enhance the handmade furniture and artwork selected from local galleries. Double French doors from the living room and primary bedroom open to the private deck with unique covered dining area, loungers, and two outdoor tables. Fun-loving people will fall in love with Hidden Treasure! It is the perfect spot to unwind while staying within walking distance of all of Key West’s charms.

Bed

Bath

Sleeps

$973.17

/ Nightly

Private Vacation Home

Escape to Key West @ ROYAL ESCAPE

Key West, Florida, United States

Royal Escape offers tropical seclusion and easy access to all of the night life, shopping, and grand dining of Old Town Key West. Surrounded by bamboo and palm trees, the Royal Escape features a completely private heated pool and a spacious deck--perfect for enjoying the stars under the tropical night sky. With plenty of seating and a Weber gas BBQ grill, the deck is also ideal for entertaining your large group of family and friends.brbrThe interior of Royal Escape features a full gourmet kitchen with all the accoutrements for the cook, including a refrigerator, microwave, dishwasher, stove with oven, drip coffee maker and espresso maker, toaster, blender, Keurig, and an selection of cooking accessories that will make any chef smile. Off the kitchen, French doors open to the private back deck and lead to the pool house. With high ceilings, hardwood floors, comfortable furniture, and a 46 HDTV in the living room, you’ll know you’ve arrived in paradise as soon as you walk in the door. There is a queen sleeper sofa in the living room. brbrThe bedrooms in the main house each have a king bed, and direct access to the deck and pool. All of the bathrooms feature beautiful tile and glass surround showers. The guest/pool house has an additional kitchenette, private bedroom with a queen bed, living area with a queen sleeper sofa, and full bathroom. brbrWith an added bonus of off-street parking for up to two cars, several scooters, or cab on call, this three bedroom, three bath tropical retreat is the ultimate “Royal Escape.”

Bed

Bath

Sleeps

$392.39

/ Nightly

Cottage

HIDDEN OASIS 3 blocks from Duval

Key West, Florida, United States

Tucked among a colony of freestanding Conch style cottages and lush tropical landscaping sits the newly renovated Hidden Oasis. Features of this property include a private bedroom with king bed, full kitchen, a living room with queen sleeper sofa, cable TV, gas BBQ grill, shaded private deck with outdoor dining, and a shared poolside patio, all at a great nightly rate. This one-bedroom cottage is steps from the shared oasis-style, heated pool. It has been renovated with new floors and offers a kitchen with all new appliances. The kitchen has both a drip and a Keurig coffee maker. There is a washer and dryer in this rental and an outdoor shower on the private deck.brbrHidden Oasis is a great value cottage that is just two short blocks from world famous Duval Street. Walk or bike to any bar, restaurant, shop, or gallery!

Bed

Bath

Sleeps

$435.79

/ Nightly

Private Vacation Home

PARROTVILLE Townhome in Windward Park by RENT KEY WEST VACATIONS

Key West, Florida, United States

This spacious vacation home is just a block from downtown Key West's famous Duval Street and has an open floor plan with lots of space on the main level for relaxing and entertaining. The first floor has a comfortable seating area with couch and chairs and a flat screen television for those days you want to get out of the sun and just relax. Completing the first floor is a dining area, a full modern kitchen with a bar and stools, a full bathroom, and a washer and dryer.brbrThe second floor has two bedrooms and a full, shared bath. The front bedroom has a king bed, TV, closet, and opens to a second floor porch with views of the pool area and compound. The rear bedroom has two twin beds, a TV, and a double closet.brbrParrotville is located in an ideal area of Old Town Key West. A short stroll to Duval Street offers world-class restaurants, bars, shopping, and galleries. Hop on a bicycle and head down to Mallory Square or the Key West Seaport, just a slightly farther ride. Everything is pretty close on our island. The beaches are also just a short distance from Parrotville. brbrWe offer all the comforts you need for your stay in paradise including WiFi, flat screen TVs, laundry, a lovely and inviting community pool, and one assigned parking space. There is a 4 person maximum limit to this home. This condo is in a quiet local community and is not recommended for parties or group celebrations. We ask you to please be respectful of the residents and neighbors and keep the noise level to a minimum.

Bed

Bath

Sleeps

$443.86

/ Nightly

Condo

La Casa de Luces 2 Bed condo off Duval

Key West, Florida, United States

Come relax or play while enjoying the spectacular sunsets and blue waters of Key West! brbrYou’ll want to take pictures at the Southernmost Point in the continental United States (only 3.5 blocks away), and fulfill all of your shopping desires at the dozens--if not hundreds--of shops and stores distributed along Duval and the adjoining streets. One block away is Banana Cafe, a fantastic French restaurant for breakfast with crepes, baguettes, and croissants. The sandy shores of South Beach are just three blocks away, with the Southernmost Cafe right there for lunch. The best sushi in town is served at Origami, also located one block away. It’s all there for you, so come and enjoy!brbrPLEASE NOTE THAT THIS PROPERTY DOESNT HAVE A POOL.brbrYou 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=26brbrThis spacious ground-level two-bedroom, two-bathroom property is located in the heart of Key West right off of Duval Street. A private, enclosed patio beckons you to relax in peaceful seclusion. The primary bedroom features a king-sized bed, a 32 flat-screen TV, and two nightstands with reading lamps. The second bedroom has a queen bed and full bath. A queen-sized sleeper sofa graces the living room, as well as another 32 flat-screen TV. The kitchen features a full-sized refrigerator, oven, toaster, microwave, and coffee maker to do all or none of the cooking while enjoying the island life. This property comes equipped with a private porch, air conditioning, free wi-fi, and an in-unit washer/dryer.

2

Bed

2

Bath

4

Sleeps

$397.73

/ Nightly

Condo

Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval

Key West, Florida, United States

Oceanfront Oasis in Key West – Steps from Smathers BeachbrbrEscape to paradise in this spacious 2-bedroom, 2-bath condo with breathtaking tropical ocean views, just 20 yards from the sandy shores of Smathers Beach. This 1,350 sq. ft. retreat offers the ultimate blend of comfort, convenience, and island charm.brbrThe master suite features a luxurious King Memory Foam bed, while the second bedroom includes a plush Queen pillow top and an additional Twin bed—perfect for families or groups. Need more space A Queen sleeper sofa in the living room accommodates extra guests with ease.brbrEnjoy Key West’s famous sunsets from your private 35-foot balcony, or relax indoors with floor-to-ceiling windows and flat-screen TVs with Wi-Fi in every room.brbrIdeally located just two miles from lively Duval Street, you're minutes from top restaurants, nightlife, and adventure activities like scuba diving, jet skiing, and deep-sea fishing.brbrOn-site amenities include:brbr Olympic-sized poolbr 20-person Jacuzzibr Picnic areas nestled in lush tropical gardensbr Easy access to water sports and snorkelingbrbrWhether you're seeking relaxation or adventure, this oceanfront condo is your perfect Key West getaway.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

$375.03

/ Nightly

Condo

Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value

Key West, Florida, United States

Welcome to Caribbean Conch – Your Island Retreat AwaitsbrbrEscape to the serene beauty of Caribbean Conch, a spacious and stylish island rental just steps from the pool and moments from the sparkling Atlantic. With a generous floor plan and elegant coastal decor, this tropical haven is the perfect backdrop for your next unforgettable getaway.brbrStep through impact-resistant sliding glass doors in the living room and both bedrooms to access a wrap-around deck that overlooks lush, tropical landscaping. Enjoy your morning coffee or evening cocktail with gentle ocean breezes and glimpses of the sea through swaying palms.brbrInside, you'll find comfort and convenience at every turn. The fully tiled interior includes a modern kitchen with full-sized appliances, two full bathrooms, and a full-sized washer and dryer—ideal for extended stays or family vacations.brbrResort-Style Amenities:brGuests of Caribbean Conch enjoy access to an array of premium amenities, including:brbr An Olympic-size swimming poolbr A 20-person hot tubbr Three tennis courtsbr Saunas for relaxing after a day of sun and sandbr A small fitness area to keep up your routinebr A cozy library for quiet reading or unwinding indoorsbrbrSleeping Arrangements:brbr Master Bedroom: King-sized bedbr Guest Bedroom: Queen-sized bedbr Living Room: Commercial-grade sleeper sofabrbrStay connected and entertained with free Wi-Fi and a large smart TV in the living area, plus additional TVs in each bedroom. Your stay also includes an assigned parking spot for a standard-sized vehicle.brbrWhether you're lounging poolside, enjoying a match on the tennis courts, or exploring the nearby attractions, Caribbean Conch offers everything you need for a relaxing, resort-style stay in paradise.brbrBook your stay and discover your own piece of island luxury at Caribbean Conch.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

$529.5

/ Nightly

Private Vacation Home

Spacious 3-bedroom townhome on Stock Island with resort style pool.

Key West, Florida, United States

This Key West townhome boasts 3 inviting bedrooms, including 2 queen beds and a two twin beds. Guests can relax in the lovely living room, which features a comfortable sofa bed. With 3 bathrooms, each equipped with a shower and hair dryer, getting ready is a breeze. The space stays comfortable year-round thanks to heating and air conditioning. Whether you’re unwinding after a day of exploring or enjoying some downtime indoors, this awesome townhome offers a perfect retreat. We hope you enjoy what our place and Key West has to offer. Located in Coral Hammock townhome community. Private parking under the house for 2 cars.

3

Bed

2

Bath

8

Sleeps

$280.01

/ Nightly

Private Vacation Home

Jade Key walking distance to Duval St

Key West, Florida, United States

Welcome to Jade Key a downtown Key West Home just Steps to Duval Street & Hemingway House!brbrPROFESSIONAL Monthly rental ONLY: We specialize in 30-day stays. To ensure calendar continuity, we require all residencies to align with the 1st of the month. Stays not starting on the 1st must be approved by management prior to bookingbrbrBackyard is off limits and backyard door not for use currentlybrbrThis brand-new 1,288 sq ft modern conch cottage fuses timeless Key West architecture with sleek luxury amenities.brbrNestled in the heart of Old Town, 176 yards (under 3-minute stroll) to Duval Street`s iconic bars, restaurants, galleries and more—plus, the legendary Ernest Hemingway Home & Museum is just .2 miles away (a quick 5-minute walk).brbrBEDROOM CONFIGURATIONbrBedroom 1 - King bed with ensuite bathroombrBedroom 2 - 2 Twin XL with ensuite bathroombrbrAdditional bedding: Pull of Queen size Sofa bed (60x72)brbrHIGHLIGHTSbr- Newly Constructed in quiet neighborhoodbr- Key West Style Housebr- Dedicated 1 parking space (rarity in Key West)br- Walking distance to downtown Duval St, bars and restaurants.br-Fully equipped kitchen: drip coffee, electric kettle, all pots/pans/silverware/dishwarebrbrAMENITIESbr- 5-star amenities and furnishingsbr- Modern finishes and luxury appliances throughoutbr- 2 bedrooms & 2.5 bathroomsbr- Fully stocked kitchenbr- Wall-to-wall floor-to-ceiling retractable glass doors in the living room (Currently off limits and not for use)br- Dining Roombr- Designated dedicated parking spot (Not suitable for large SUV or truck)(Right side facing houses)br- Fast Wi-Fi internet 400-600 mbsbr-65 inch Smart TVbr- In-unit washer & dryerbr- Room-darkening shades in all roomsbr- Central A/C + ceiling fans throughoutbr-Starter Set for monthly staybrbrMove-in ready—everything is brand new and pristinebrNo car required. This unbeatable spot on quiet Amelia St puts Hemingway`s world and Duval`s energy right at your doorstep.brbrMonthly rental | Fully furnished | No pets | Non-smokingbrContact for rates and specials and secure your 2025-built Key West escape!brbrMin 29 nightsbrbrOur villa is only for responsible guest who will respect and not damage the villa and property. Guest booking must be 21 years or older. No Pets. No parties or events. No Smoking or Drug use on property. No fireworks allowed.brbrEVENTS & COMMERCIAL PHOTOSHOOTS: Are not permitted brbrA refundable security deposit is collected upon booking can be used to cover any damage that occurs during the stay. Automatically refund after 7 days after stay if no damages occur. Rental agreement must be signed and security deposit provided prior to check in.

Bed

Bath

Sleeps

$1218.38

/ Nightly

Private Vacation Home

CASA MARGARITA Steps to the Historic Seaport

Key West, Florida, United States

Casa Margarita is the ideal for outdoor dining, relaxing, and entertaining, with its spacious covered patio, ample seating, and even an outdoor flat-screen TV. Why go inside brbrThe living area features plenty of seating and a 55-inch LCD wall-mounted TV. The dining room has a table with four chairs. Additional seating is available at the adjacent breakfast bar overlooking the fully-stocked kitchen. brbrThe primary bedroom in the rear of the home has an ensuite bathroom and king bed. The second bedroom has a queen bed and en suite bathroom. The third bedroom also has a king bed. All bedrooms have flat-screen TVs.brbrNo worries about parking here! The house has a private driveway big enough two vehicles in front of the home for your convenience. But with such a desirable location in the historic seaport district, you can walk to many of Key West's restaurants, art galleries, museums, attractions, and nightlife. Casa Margarita is such a great place that you will never want to leave!

3

Bed

3

Bath

8

Sleeps

$1631.25

/ Nightly

Hotel

Hyatt Beach House Residences! Keys, Hot Tub, Pool

Key West, Florida, United States

Relax with the whole family at this peaceful place to stay. Welcome to your own private sanctuary among the lush landscape of Key West - envision old-fashioned screen-enclosed porches, gardens bursting with tropical flowers and crystal clear water views. Hyatt Beach House Resortu2019s breathtaking gulf coast setting is matched only by the top-tier amenities and meticulous attention to detail that Hyatt is renowned for. Enjoy the privilege of a private white sand beach, furnished with thick-cushioned chairs, picnic tables and barbeque grills. Soak up the sun in the outdoor lagoon pool and spa tub or take cover in the shade of a tropical palm tree. Guests can also take advantage of additional amenities at Hyatt Key West Resort & Spa. Hyatt Beach House Resort houses over seventy luxurious two bedroom, two-bathroom residences. These residences offer a master suite with king-size bed and adjoining bath outfitted with a walk-in shower and spa tub. The guest suite boasts its own king-size bed and a full bathroom. In addition, a fully-equipped kitchen, dining area and living are provide plenty of room. Premium electronics, complimentary Wi-Fi access a and screened-in balcony (many of which offer breathtaking gulf views!) only serve to elevate your experience. Visitors to Hyatt Beach House Resort take their pick from a countless amount of recreation like world- class diving and snorkeling, boating, fishing, biking and more. Key West is also Floridau2019s capital of laid-back leisure, so you'll definitely want to spend some time enjoying the phenomenal dining, live music and bar scene. Whether youu2019re hungry for upscale elegance or down-home conch fritters, itu2019s here with a side of music and revelry no matter the day. Looking for some unique attractions Consider the Ernest Hemingway Home & Museum and the Key West Aquarium! On-Site Features & Amenities Accessible units Clubhouse Concierge Internet access Movie rentals Outdoor pool Shared laundry facilities Water skiing Whirlpool/hot tub Wind surfing Nearby Attractions Bar Boating Drug store Fishing Fitness center Golf Grocery store Live entertainment Ocean Restaurant Scuba diving Shopping area Snack bar Spa services Tennis Policies No Pets No Smoking Minimum check-in age: 21 Check-in time: 4:00 PM Check-out time: 10:00 AM Hyatt Beach House Resort is located in Key West 4 mi from Duval Street. An outdoor pool and hot tub are featured. Suites come fully equipped with a kitchen, separate dining room, and private screened-in balcony. Flat-screen TVs are standard in every room. You can engage in various activities, such as snorkeling, windsurfing and fishing. The resort also offers bike hire and a small bar on site called Jimmy's Ocean Blue, which serves lite fare. Key West International Airport is 1.9 mi away. East Martello Museum and Gallery is 7 minutes' drive away.brbrPlease be advised that we cannot assume responsibility for any inconvenience, unavailability,bror interruption of services due to necessary repairs, ongoing improvements, on-sitebrconstruction, closure of amenities, or other circumstances beyond our control. Guests will bebrpromptly notified of any such issues as they come to our attention. Please note that room viewsbrand bed configurations may vary at some resorts while accommodating the same number ofbrguests. We encourage guests to seek clarification prior to booking and to inform us of anybrspecial requests, which we will endeavor to accommodate if feasible. Additionally, all resortsbrrequire a valid ID of the person on the reservation and a major credit card at check-in to coverbrpotential charges for damages, liabilities, and incidentals.

2

Bed

2

Bath

6

Sleeps

$1819.13

/ Nightly

Hotel

Coconut Beach Resort, Pool, Hot Tub, Beach

Key West, Florida, United States

Relax with the whole family at this peaceful place to stay. Coconut Beach Resort whisks visitors away to a private oasis of their own. Here you will find a blend of old island architecture, lush vegetation and quiet walkways flowing onto bright white verandahs. The private pool deck and hot tub open onto a small intimate sandy beach, where you can stroll right on over to Louie's Backyard the waterfront bar and eatery just next door. Coconut Beach Resort's full service concierge service is on hand and always happy to provide you with the best in snorkeling, fishing, diving and water-sports activities. Whether you're looking for a compact studio or a two-bedroom suite for up to six, Coconut Beach Resort has you covered. The one-bedroom and two-bedroom suites full kitchen, dining area and a full entertainment center. Studios include a the essentials like a small refrigerator, microwave and service for two. Regardless of what size room is right for you, count on immersive decor like wooden trim, sandy earth tones and weathered tropical prints that epitomize the laid-back way of life Key West is known and beloved for. Key West offers its visitors a bit of everything! Come and take a stroll through historic Old Town and see hundreds of examples of 19th century architecture. Sail just seven miles offshore and experience North America'ss only living coral reef. Tour historical museums and the homes of Hemingway and Harry S. Truman. Enjoy deep-sea and flats sports fishing, boating, diving, snorkeling, jet skiing, Key West charters and a variety of other water-sports. At the end of a long day of adventure, join the sunset party on the pier! On-Site Features & Amenities Outdoor pool Scuba diving Whirlpool/hot tub Nearby Attractions Bar Boating Fishing Fitness center Grocery store Live entertainment Ocean Playground area Restaurant Tennis Water skiing PoliciesbrbrPlease be advised that we cannot assume responsibility for any inconvenience, unavailability,bror interruption of services due to necessary repairs, ongoing improvements, on-sitebrconstruction, closure of amenities, or other circumstances beyond our control. Guests will bebrpromptly notified of any such issues as they come to our attention. Please note that room viewsbrand bed configurations may vary at some resorts while accommodating the same number ofbrguests. We encourage guests to seek clarification prior to booking and to inform us of anybrspecial requests, which we will endeavor to accommodate if feasible. Additionally, all resortsbrrequire a valid ID of the person on the reservation and a major credit card at check-in to coverbrpotential charges for damages, liabilities, and incidentals.

2

Bed

2

Bath

8

Sleeps

$4325.42

/ Nightly

Apartment

Harbor Luxe Celebration Suites

Key West, Florida, United States

Summary:brbrTwo 4 BDR/4BA SuitesbrbrbrbrThe Space:brbrWelcome to Old Harbor House, an exquisite vacation rental combining two spacious 4-bedroom suites in the heart of Key West. Perfectly situated on Front Street, you're just steps away from the vibrant Mallory Square, where you can enjoy the daily sunset celebration. This luxurious penthouse retreat accommodates up to 20 guests, making it ideal for weddings, family reunions, or group getaways. Recently remodeled, our property beautifully blends modern luxury with the historic charm of over 200 years of Key West heritage, featuring restored brick walls and soaring 12-foot ceilings. Each oversized bedroom boasts a private bathroom, ensuring comfort and privacy for all guests. The chef's kitchen is fully equipped for culinary enthusiasts, perfect for preparing meals to share together. With separate entrances for each suite and a prime downtown location, there’s no need for a car—you can easily walk to all the best attractions in the area. Experience the unique charm and elegance of Old Harbor House; a one-of-a-kind stay awaits you!brbrbrbrGuest Access:brbrThere are two separate 4 bedroom/4 bathroom suites located in the same building. Both have private entrance.brbrbrbrThe Neighborhood:brbrDowntown Key WestbrbrbrbrGetting Around:brbrWalkable distance to all.

Bed

Bath

Sleeps

$1108.09

/ Nightly

House Boat

Amazing 4 Bdrm, 4 Bath Catamaran - Purpus

Key West, Florida, United States

Enjoy all the comforts of home including 4 luxurious staterooms with queen sized beds each with its own private bathroom, a full kitchen with everything needed for on board meal prep, spacious living areas down below and above on the decks. The boat is in great condition and has been well maintained inside and out. Purpus is docked in a first class marina with access to free parking, restaurants, bars, ships store, pools, coffee shop and laundry. Charter options available for additional fee.brThe spacebrPurpus is located in the Perry Marina. This is a first class marina conveniently located on Stock Island and about 4-5 miles from downtown and Duval St. The marina is private and secure with many resort style amenities.brbrStep aboard Purpus and be impressed with great views, open social spaces, and even more luxury amenities. You will experience lifelong memories of the Florida Keys when staying on board the Purpus!brbrLuxury sailing catamaran Purpus is as comfortable as she is seaworthy. This Bali 4.1 is an ideal build. The yacht has a spacious indoor/outdoor salon, sized for the entire party to be together. For sun and fun, a spacious cushioned bow lounge lets everyone enjoy an exciting view of the water.brbrPurpus features spacious accommodations for eight guests. Four queen-bed cabins with under-bed storage. All cabins are en suite with electric toilet and shower. Cabins are equipped with air conditioning, fans and portholes for fully customizable temperature. Each cabin is equipped with a USB charger for phones and iPads.brbrPurpus is designed for water sports fun. Aft on both hulls steps lead directly into the sea, which makes getting on and off the yacht a breeze.brbrSailing catamaran Purpus has an ideal layout and is meticulously maintained. Purpus is available for family style charters and retreats for friends.brGuest accessbrGuest have full access to the entire boat and all of the amenities of the marina free of charge - parking, pools, clubhouse, poolside bar, fitness center, etc...brOther things to notebrPurpus is offered for charter at additional fees.

4

Bed

4

Bath

8

Sleeps

$268.08

/ Nightly

House Boat

Resort Chic on the water Perry Marina

Key West, Florida, United States

Stay comfortably on this forty two foot sailboat docked at the Perry Hotel Marina. It features a large cockpit with plenty of room to enjoy the outdoors. Below deck there is a main salon with a large table, flat screen TV and a refrigerator.The kitchen has a cooktop and microwave. There are two bedrooms to choose from and two small pull out couches in the salon.

Bed

Bath

Sleeps

$912.38

/ Nightly

Private Vacation Home

Coconut Palm - Steps from Duval with Private Pool

Key West, Florida, United States

Summary:brbrStep into the heart of Key West at Coconut Palm! Just one block from Duval Street, this tropical gem features a private pool and offers unbeatable value with easy access to top attractions like Fort Zachary Taylor Beach, the Ernest Hemingway Home, and local shops.brbrWith Duval’s bars, restaurants, and nightlife just around the corner, Coconut Palm is perfect for couples or friends seeking adventure, relaxation, and unforgettable experiences in the vibrant spirit of Key West!brbrbrbrThe Space:brbrThis three bedroom home has the following bedroom layout allowing and occupancy of up to eight:brbrBedroom 1:QueenbrbrBedroom 2: QueenbrbrBedroom 3: KingbrbrExtra Sleeping: Queen pullout couch is attached to the king bedroom in the small sitting area and extra sleeping. brbrbrbrCoconut Palm has a fully equipped kitchen, cable TV, free wifi, private heated pool, access to a shared washer and dryer and a gas grill on the patio.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brbrbrbrShared features: The brick driveway is a shared walkway for all 3 units in the compound. There is also a communal washer/dryer in the driveway area along with the trash/recycle bins.brbrbrbrThe Neighborhood:brbrLocated on Whitehead St which is 1 block from world famous Duval St, Coconut Palm is walking distance to nearly everything you will want to experience during your escape to Key West. Walk to popular spots like The Southernmost Point, Key West Lighthouse, Blue Heaven, Firefly, Green Parrot and the Ernest Hemingway Home which are all just right down the street. Want to hit the beach Head down to Ft Zach State Park & Beach and enjoy the crystal clear waters and beautiful quiet beaches for a small admission fee.brbrbrbrGetting Around:brbrParking Information: There is no on-site parking for this unit. For overnight parking, here are some parking lot options:brbr• 204 Simonton Streetbrbr• Caroline Street Outdoor Parking Lotbrbr• Park N Ride Old Town GaragebrbrStreet parking information:brbr• There are pay-to-park spots and meters - it is free from 12am - 8pm. There is a 3 day limit.brbr• The neighborhoods of Old Town offer some free parking spaces, but be aware that many of the spots are marked “Residential Only” and visitors are NOT permitted to park in them.brbrbrbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- There are 2 washer/dryers on site: one located just off of the back deck and one in the driveway.brbr- Along with this three bedroom rental you can also reserve the Southern Palms Compound which includes: two additional studios (one is located upstairs and the other is separate on the property). Reserving the entire compound can allow for up to 16 guests.brbr- Pets Policy: Pets are welcome!brbrOur requirements are as follows: brbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbrPlease let us know if you plan on bringing your pet.brbr- Pool is private to you and your guests only - please note it is not heated.

3

Bed

2

Bath

8

Sleeps

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