Top 25 most relevant hotels

Orchid Key Inn - Adults Only
★★★

★★★
9.7
Exceptional
(4789 reviews)

Luxurious Amenities. Indulge in the comfort of 42-inch flat-screen TVs, Keurig® coffee machines, and spa baths in select suites. Relax by the heated pool and hot tub, or savor a complimentary drink at the Orchid Bar. Prime Location. Located on Duval ...

In-Room Hot TubHot tub/JacuzziHeated poolIn-Room Heated PoolCovered parkingJapanese gardenSwimming poolConcierge service
2 room types with jacuzzi available Jacuzzi
Suite With Spa Bath
Deluxe Queen Room - Disability Access

Ambrosia Key West
★★★

★★★
9.3
Outstanding
(3651 reviews)

Historic Location and Charming Accommodations. Nestled just steps away from Duval Street, this Key West bed and breakfast offers a unique blend of historic charm and modern comfort. Relaxing Outdoor Amenities. Guests can unwind in style with two outd...

In-Room Hot TubHeated poolCovered parkingJapanese gardenTerraceSecured parkingSwimming poolConcierge service
2 room types with jacuzzi available Jacuzzi
King Room With Hot Tub (Havana Cabana)
King Room With Hot Tub (Honeymoon Room )

New Orleans House - Gay Male Adult Guesthouse
★★

★★
8.5
Superb
(1103 reviews)

Vibrant Location on Duval Street. Nestled above a lively nightclub on historic Duval Street in Key West, Florida, New Orleans House offers a vibrant and exciting stay for gay male guests. Luxurious Amenities. Indulge in the outdoor swimming pool, clo...

In-Room Hot TubHot tub/JacuzziHeated poolIn-Room Heated PoolAdult onlyRestaurantCovered parkingSecured parking
3 room types with jacuzzi available Jacuzzi
Handicap Accessible- Deluxe Cottage - Pool View
Superior One-Bedroom Apartment Number 2- Men Only
Corner Suite 1 - Men Only

Wicker Guesthouse
★★★

★★★
8
Very good
(5365 reviews)

Tropical Oasis in Key West. Tropical Garden and Outdoor Pool: Enjoy a tranquil stay surrounded by a lush tropical garden and unwind by the outdoor pool at Wicker Guesthouse. Convenient Amenities: Each room is equipped with free Wi-Fi, cable TV, micro...

In-Room Hot TubIn-Room Heated PoolHeated poolCovered parkingPrivate check-in/check-outConcierge serviceSwimming poolSecured parking
2 room types with jacuzzi available Jacuzzi
Cottage - Pool View
One-Bedroom Cottage - Pool View

Nautical Adventures In Paradise

9.1
Outstanding
(250 reviews)

Luxurious Accommodation:. Indulge in a spacious apartment with 2 bedrooms, a fully equipped kitchen, and modern amenities for a comfortable stay. Convenient Location:. Located just steps away from Smathers Beach and Rest Beach, with easy access to Hi...

In-Room Hot TubHeated poolIn-Room Heated PoolSaunaGarageCovered parkingSwimming poolExercise/lap pool
1 room type with jacuzzi available Jacuzzi
Two-Bedroom Apartment - Pool View

Toms Chicken Coop Key West

8.8
Superb
(6 reviews)

Stunning Pool with a View. Experience relaxation and luxury with our air-conditioned accommodation featuring a pool overlooking the stunning Key West scenery. Spacious Holiday Home with Spectacular Features. Indulge in comfort and style with our 2-be...

In-Room Hot TubHot tub/JacuzziIn-Room Heated PoolHeated poolSaunaSwimming poolExercise/lap poolMassage services
1 room type with jacuzzi available Jacuzzi
Two-Bedroom Apartment - Pool View

Duval Street Suite Overlooking Duval W Parking And Pool

8.5
Superb
(15 reviews)

Luxurious Accommodation in the Heart of Key West. Unbeatable Location: Situated in the center of Key West, just steps away from South Beach and Fort Zachary Taylor State Park Beach. Amenities Galore: Enjoy free WiFi, air conditioning, a fully equippe...

In-Room Hot TubCovered parkingJapanese gardenSwimming poolExercise/lap poolSwimming nearbyBicycle-friendly propertyGolfing on site
1 room type with jacuzzi available Jacuzzi
Apartment - City View

Crawl To Duval W/ Hot Tub

8.2
Very good
(8 reviews)

Luxurious Accommodation with Hot Tub. Located in Key West, Crawl to Duval w/ Hot tub offers a luxurious stay with a balcony, terrace, and free private parking. The air-conditioned holiday home features 2 bedrooms, a well-equipped kitchen, a hot tub-e...

In-Room Hot TubHot tub/JacuzziCovered parkingPets allowedTerraceAir conditioningSeating AreaLinen
1 room type with jacuzzi available Jacuzzi
Two-Bedroom House

Hemingways Atlantic Retreat C339

7.5
Good
(2 reviews)

Luxurious Accommodation. Located in Key West, Hemingways Atlantic Retreat offers a spacious apartment with 2 bedrooms, 2 bathrooms, and a fully equipped kitchen. Enjoy sea views from the balcony and relax in the comfort of air conditioning and free W...

In-Room Hot TubHeated poolIn-Room Heated PoolSaunaCovered parkingGarageSwimming poolMassage services
1 room type with jacuzzi available Jacuzzi
Two-Bedroom Apartment - Pool View
Also showing hotels outside Key West

Island Oasis ~ Your Paradise Awaits In Venture Out Resort!

9.5
Exceptional
(24 reviews)

Luxurious Accommodation with Private Pool and Sea View. Experience the ultimate relaxation at Island Oasis ~ YOUR Paradise Awaits! in Cudjoe Key. This holiday home offers a private pool, sea views, and a balcony for you to unwind and enjoy the serene...

In-Room Hot TubHot tub/JacuzziPrivate poolCovered parkingSwimming poolBBQ facilitiesExercise/lap poolSwimming nearby
1 room type with jacuzzi available Jacuzzi
Two-Bedroom House - Sea View

Tree Top Paradise

9.2
Outstanding
(54 reviews)

Luxurious AmenitiesPrivate pool, hot tub, and balcony accessWell-equipped kitchen, 2 bathrooms, and cozy living roomTowels, bed linen, and free WiFi included. Fun ActivitiesSnorkeling, cycling, and fishing nearbyPool table and kids pool availableQuie...

In-Room Hot TubHot tub/JacuzziIn-Room Heated PoolHeated poolHealth or beauty spa nearbyPrivate poolCovered parkingTerrace
1 room type with jacuzzi available Jacuzzi
Two-Bedroom House - Garden View

Ocean View With Pool, 4 Bedroom Vila Near Key West

(4 reviews)

Luxurious Ocean View Villa:. Experience the ultimate getaway at our recently renovated villa in Cudjoe Key. Private Pool and Beach Area: Relax by the pool with a stunning view, or take a stroll on the private beach. Enjoy the lush garden surroundings...

In-Room Hot TubHot tub/JacuzziHeated poolIn-Room Heated PoolPrivate poolCovered parkingTerraceJapanese garden
1 room type with jacuzzi available Jacuzzi
Villa With Sea View

Island Oasis ~ Your Paradise Awaits In Venture Out Resort!

9.5
Exceptional
(24 reviews)

Luxurious Accommodation with Private Pool and Sea View. Experience the ultimate relaxation at Island Oasis ~ YOUR Paradise Awaits! in Cudjoe Key. This holiday home offers a private pool, sea views, and a balcony for you to unwind and enjoy the serene...

In-Room Hot TubHot tub/JacuzziPrivate poolCovered parkingSwimming poolBBQ facilitiesExercise/lap poolSwimming nearby
1 room type with jacuzzi available Jacuzzi
Two-Bedroom House - Sea View

Tree Top Paradise

9.2
Outstanding
(54 reviews)

Luxurious AmenitiesPrivate pool, hot tub, and balcony accessWell-equipped kitchen, 2 bathrooms, and cozy living roomTowels, bed linen, and free WiFi included. Fun ActivitiesSnorkeling, cycling, and fishing nearbyPool table and kids pool availableQuie...

In-Room Hot TubHot tub/JacuzziIn-Room Heated PoolHeated poolHealth or beauty spa nearbyPrivate poolCovered parkingTerrace
1 room type with jacuzzi available Jacuzzi
Two-Bedroom House - Garden View

Little Palm Island Resort & Spa
★★★

★★★
9.6
Exceptional
(44 reviews)

Luxurious Spa Services. Indulge in massages, body treatments, and facials at our exquisite spa, offering the ultimate relaxation experience. Recreational Paradise. From the private beach to the outdoor pool and fitness center, enjoy a variety of recr...

In-Room Hot TubOn private beachFree Valet ParkingFull-service spaFree ParkingFitness centerConcierge serviceElectric car charging station
4 room types available
Comfort Single Room
Comfort Double Room with Balcony
Suite (Island Escape)
Suite (Island Romance)

Deer Run on the Atlantic
★★★

★★★
9.3
Outstanding
(35 reviews)

Eco-Friendly Beachfront Retreat. Sustainable Luxury: Experience eco-friendly living with recycled water barrels and solar energy usage throughout the property. Relaxation and Adventure: Enjoy a mineral spring salt water pool, spa, free bike rentals, ...

Hot tub/JacuzziAdult onlyCovered parkingPets allowedPrivate check-in/check-outTerraceJapanese gardenAccessible train station shuttle

Ocean View With Pool, 4 Bedroom Vila Near Key West

(4 reviews)

Luxurious Ocean View Villa:. Experience the ultimate getaway at our recently renovated villa in Cudjoe Key. Private Pool and Beach Area: Relax by the pool with a stunning view, or take a stroll on the private beach. Enjoy the lush garden surroundings...

In-Room Hot TubHot tub/JacuzziHeated poolIn-Room Heated PoolPrivate poolCovered parkingTerraceJapanese garden
1 room type with jacuzzi available Jacuzzi
Villa With Sea View

Tidewater Views By Last Key Realty

(2 reviews)

Breathtaking Waterfront Experience. Turtle Cove Views by Last Key Realty offers a serene stay with a heated pool, private parking, and complimentary WiFi. Nestled in Cudjoe Key, this non-smoking property is a short drive from popular attractions like...

Hot tub/JacuzziIn-Room Heated PoolCovered parkingPets allowedSwimming poolSwimming nearbyTennis lessons on siteDesk
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Kingfish Cove

Kingfish Cove offers a charming tropical getaway in Summerland Key. Private Pool for Relaxation and Fully Equipped Kitchen are just some of the highlights of this air-conditioned holiday home. Whether you're admiring garden views from the balcony or ...

Hot tub/JacuzziCovered parkingPets allowedTerraceJapanese gardenSwimming nearbyFree wired internetFamily rooms
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Tranquility In Paradise - Sugarloaf - 17 Miles To Key West

Luxurious Accommodation: Tranquility in Paradise - Sugarloaf offers a spacious 5-bedroom holiday home with 3 bathrooms, a fully equipped kitchen, and a terrace overlooking the river. Top-notch Amenities: Enjoy a flat-screen TV with streaming services...

Hot tub/JacuzziCovered parkingTerracePets allowedBBQ facilitiesBoard games/puzzlesWater sports equipmentPrivate picnics
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Blue Horizon By Last Key Realty

Luxurious Accommodation with Private Pool. Indulge in the spacious 4-bedroom holiday home with a private pool, ideal for relaxation and comfort during your stay. Top-notch Amenities. Enjoy the convenience of free WiFi, a fully equipped kitchen, and a...

Hot tub/JacuzziHeated poolCovered parkingSwimming poolPets allowedSwimming nearbyTennis lessons on siteFree wired internet
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Mermaid Magic By Last Key Realty

Heated Pool for Relaxation. Enjoy a relaxing dip in the heated pool at Mermaid Magic by Last Key Realty, perfect for unwinding after a day of adventures in Cudjoe Key. Homey 2-Bedroom Setup. This cozy holiday home features 2 bedrooms, a spacious livi...

Hot tub/JacuzziCovered parkingSwimming poolSwimming nearbyTennis lessons on siteInternet accessFree wired internet

Big Pine Key RV Park

(9 reviews)

Stunning Sea Views. Luxurious Amenities. Family-Friendly Accommodation. Book your stay now and experience luxury at Big Pine Key Resort.

Hot tub/JacuzziPrivate check-in/check-outTerracePets allowedEvening entertainmentExercise/lap poolGamesWine release events
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Salty Slumber Relaxing 2 Bedroom 2 Bath Get Away In The Lower Keys

Luxurious Amenities. Experience ultimate relaxation with our sauna, hot tub, and garden - perfect for a rejuvenating getaway. Modern Comforts. Enjoy a fully equipped kitchen, balcony, and private entrance for added convenience and privacy during your...

Hot tub/JacuzziSaunaCovered parkingJapanese gardenTerracePets allowedBBQ facilitiesLuggage storage
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Magnolias By The Sea

Breathtaking Sea Views. Indulge in stunning sea views from the comfort of your accommodation at Magnolia's By The Sea. Modern Amenities. Enjoy the convenience of a fully equipped kitchen, flat-screen TV, and air conditioning in this spacious 2-bedroo...

Hot tub/JacuzziCovered parkingJapanese gardenPets allowedTerraceBBQ facilitiesLuggage storageBoard games/puzzles