Key West, Florida’s Southernmost point, is so much like a laid-back Caribbean Island. In this island paradise rich in wildlife and history, each hour spent here is a constant celebration. What used to shelter shipwrecks and pirates is now hosting tourists attracted to its beautiful sandy beaches. Enjoy music and entertainment from artists and musicians as they serenade the sun as it sets over the horizon. Stroll over to Duval Street and dine in the rows of bars and restaurants. The 10-day festival of Fantasy Fest that started in 1979 set the standards for today’s hardcore party scene. Explore the historical sites and museums around town and learn more about their fascinating maritime culture. Looking for luxurious accommodation, check out our list of the best beach house rentals in Key West, Florida.
Events to look out for
Paddleboard lovers and runners can participate in the 35th annual Hemingway 5k Sunset Run and Paddleboard Race held in July.
Join the annual Key West BrewFest, a multi-day festival at Southernmost Beach Resort where you can indulge in beer pairing dinners, tap takeover, pool parties, and signature tasting events.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to beach. The image galleries get refreshed with the latest updates regularly. They were last updated on October 22, 2025.
1. Oceanfront condo with mod cons (from USD 350)
This oceanfront condo is on the first floor of Coconut Beach Resort, between Louise’ backyard and Waldorf. Six guests will feel right at home in this two-bedroom and two-bathroom beach house. It has an open plan featuring a fully stocked kitchen, a dining table set for four, and a living room with a sleeper sofa and cable TV. In true Island style, the furniture is made of bamboo and wicker and there are French doors that open to a breezy verandah. Take a dip in the pool that is surrounded by lush greenery, and get your drinks at the Tiki bar. Avail of the resort’s laundry services, bike rentals, outdoor massage services, and direct access to Louie’s Patio Bar.
Key West, Florida, United StatesAccommodates: 6
Top guest reviews
Host:
the atmosphere was friendly and service was greatRead more reviewsCleanliness:
all clean all good small resort in a great quiet oceanfront locationenjoyed our stay the accommodations were excellent and the condo was clean
2. Tropical hideaway with gorgeous views of the beach (from USD 2996)
The property is built on the only real beach of Key West and Duval Street, just three blocks away. It’s between Reach Resort and Louie’s Backyard restaurant. The apartment is the perfect getaway for two guests, and has tropical-inspired interiors. It has one bedroom with a king-size bed and an en suite bathroom. Its door is an archway that leads to a living room, dining area, work desk, and a well-equipped kitchen. You have gorgeous views of the beach from the big bay windows. French doors open to a huge deck with lots of seating areas and ocean views. While checked in, you have access to the beach and swimming pool of Waldorf Reach Resort.
Key West, Florida, United StatesSuperhost
Accommodates: 2
Top guest reviews
Location:
everything is walking distance and easy to accessthe location was perfect very secluded but just a short walk to everythingclose to all the action but peaceful and serenegreat location and exactly as described by other reviewer’sit was very private and a great locationCleanliness:
very clean and nicely furnishedthe condo was clean and the owner was very attentive (great communication)loved this place very clean and spacious with a unique characterthe place is perfectly described very clean and the hosts were very friendly/accommodatingRead more reviewsAmenities & Room:
the cuban coffee shop a few blocks over had delicious breakfast sandwiches and coffeesvery comfortable air-conditioned and well-appointedit was comfortable stocked with coffee tea creamersprivacy and style with a bonus of the waldorf astoria property for beach pool and other amenities
3. Cozy studio for couples (from USD 552)
The studio is nestled in Coconut Beach resort. It’s a furnished unit on the first floor, facing the street that’s why it doesn’t have a clear view of the beach. It can accommodate two guests and features a cozy, thick cushioned king-size bed, a flat-screen TV, a microwave for heating food, and a tiny fridge for to keep your drinks cold. The private bathroom is complete with a sink, toilet, and closed-in shower. Enjoy your time outdoors by swimming in the pool, soaking in the hot tub, or strolling along the beach nearby.
Key West, Florida, United StatesAccommodates: 2
Top guest reviews
Host:
friendly people and great staffvery nice place with a friendly staff peter was very reactiveresort has a lovely pool hot tub and friendly staffLocation:
easy walk to duval streetwhat a great place to stay you really don’t need to drive anywhereCleanliness:
off street parking private beach hot tub sparkling clean gas bbqs for useRead more reviewsAmenities & Room:
room was quiet and comfortable with refrigerator and coffee machinelovely studio apartment on an amazingly relaxing and exclusive complex
4. Modern condo with beach views (from USD 1672)
Moonlight is a newly remodeled condo situated on the upper floors of a condominium building. It is steps away from the beach and city attractions. The unit has a furnished balcony, rewarding you with refreshing outdoor views while you eat your breakfast or relax on the loungers. The colorful interiors are decorated with luxurious modern furniture. Guests can cook family sized meals, dine indoors, and socialize in the living room. There are two spacious bedrooms, with enough beds to sleep up to six guests. Guests have access to free Wi-Fi, street parking, and the on-site pool.
Key West, Florida, United StatesAccommodates: 6
Top guest reviews
Host:
she was a great hostjulia was a wonderful hosteveryone in the area was very friendlycommunication was excellent office staff friendly and helpfuljulia deserves her rating as super hostLocation:
good location well equipped apartmentquiet and peaceful but close to all the excitementgreat location between two beaches and not far to the duval stthe location was great and the pool was very relaxingeasily accessible to beaches and short drive or 20 minute walk to the heart of duval streetCleanliness:
everything was clean and welcomingthe condo was clean and exactly as advertisednice clean place with super easy check-in and great communicationvery clean beautiful and comfortable homeclean and spacious condo with great amenitiesRead more reviewsAmenities & Room:
very nice patio furniture and one of the few that has an outdoor fannice view and great pool onsitevery vibrant and cleanly place awesome amenities: gym pool hot tub library coastlinethe property has great pools and hot tubs and very well maintainedthe pool hot tub and tennis courts were great amenities
5. Amazing beachfront condo (from USD 575)
This wonderful duplex unit sits in an extraordinary apartment complex on Hidden Beach. You can actually see and hear the ocean waves when you stay here. The star feature is the rooftop deck which provides spectacular views of the sunrise and the vast ocean. The condo is equipped with all modern amenities and facilities including internet and free parking on-site.
This is a convenient location to walk down Duval Street and Mallory Square. The central location makes it easy to plan a visit to The Little White House and The Key West Butterfly and Nature Conservatory.
Key West, Florida, United StatesAccommodates: 2
Top guest reviews
Host:
awesome pool with wait staffour compliments to our host david his staff and the ownersthe hosts are prompt and thoughtfulfirst airbnb experience was a trip to remember thanks to the hosts and the beautiful hidden beachdavid and lisa are wonderful hosts thanks for an amazing tripLocation:
the location is the bestperfect vacation at the perfect locationtruly the best location for your buckgreat walking access to restaurantswe loved this place and the locationCleanliness:
the condo was very nice roomy and cleanRead more reviewsAmenities & Room:
the ocean view and the apartment are beautiful
6. Spacious apartment by the beach (from USD 3015)
This beautiful apartment can easily house six adults and has incredible views of the shared swimming pool and the ocean. The rental is located near Smathers Beach and is ideal if you do not enjoy the noisy downtown.
With access to a well-equipped kitchen, free internet and indoor entertainment facilities, you will have everything you need for an enjoyable stay.
Key West, Florida, United StatesAccommodates: 6
Top guest reviews
Host:
traci is an awesome host when we had questions she answered the callowner was easy to communicate with and replied promptlyplace was very nice and the host was greatowner is super responsive and actually cares that your trip goes wellfriendly responds very quicklyLocation:
excellent location in kew westthe location was perfectthe location is great too and we found great food and activities within walking distancegreat parking and the location provides easy access to anywhere in key westwould definitely recommend this condo if you’re looking for a great location on the beachCleanliness:
clean spacious living areathis was a clean and well stocked condothe condo was very clean and spacioussuper clean and beautifully decorated and spaciouscondo was very clean and stocked with all the necessitiesRead more reviewsAmenities & Room:
the balcony is awesome with views of the beach and the poolnice balcony overlooking the inner pool area trees etc and views of oceanwonderful pool area and great deck viewthe pool and private patio areas were also fantasticnice pool beautiful view & clean condo
7. Incredible retreat with barbecue grill (from USD 383)
If you are looking for a place that is close to the local attractions but offers privacy, this accommodation may be a good choice for you. This air-conditioned rental is located near Casa Marina and boasts a hot tub. Other features include access to the private sandy beach. The home also boasts a modern kitchen and laundry facilities.
Guests will enjoy spectacular ocean views from the sundeck and the balcony. The property allows using an outdoor grill if you would like to enjoy a barbecue dinner under the stars.
Key West, Florida, United StatesAccommodates: 4
Top guest reviews
Host:
the resort was very relaxing and all the guests there were friendlythe resort is friendly and comfortable with a great down-to-earth feelLocation:
this listing has a superb locationcomfortable and quiet lodging within walking distance of many key west attractionsthe walk to duval street and other key west attractions is easyexactly as expected amazing location and hospitalitywe loved the location resort view and unitCleanliness:
condo had everything we needed and was clean and comfortablethe resort was as described and the condo was clean and ready for us when we arrivedgreat views very clean and a great location would highly recommendRead more reviewsAmenities & Room:
great location true to description with a very impressive view of the pool the ocean and sunrise & sunsetenjoyed both sunset and sunrise from the pool area
8. Mar Y Sol (from USD 3202)
This enchanting three-bedroom apartment is housed in an upscale residential complex. It boasts a swimming pool with gorgeous views of the ocean, a hot tub at the poolside and also some charcoal grills to have a picnic on the side. If you are a tennis enthusiast, you will enjoy playing at the clay courts in the complex.
The interiors are spacious and have been done in bright shades of the sun and the sea. With free internet access and a modern kitchen at hand, you will enjoy your stay. Note that the host prefers a minimum booking of three days but feel free to check directly for shorter stays.
Key West, Florida, United StatesAccommodates: 8
Top guest reviews
Host:
staff is great and you could not find a better place to stay at key westawesome views very quite & private hostess was extremely accommodating & prompt with all questions big & smallthe other residents and guests are very friendlyLocation:
location was perfect combination of close to everything yet far enough away for a quiet nightperfect for three couples and great location with pool and hot tubgreat amenities- walking distance to beacheswe enjoyed the pool hot tub and being close to the beachgreat place fabulous location and viewCleanliness:
spacious and cleanthe view is amazing clean and spacious condothis place is amazing it was clean quiet and close to everythingthe condo was spotless spacious and every room had a fantastic viewhaving assigned covered parking was also a plus the property was clean and just as describedRead more reviewsAmenities & Room:
pool and amenities were greatvery private with spacious balcony overlooking beautiful pool and the seathe pool was heated and comfortablethe condo complex has nice amenities- pool and hot tub tennis courts charcoal grills near the pool etcnevertheless we had a great time at the pool with ocean view
9. Henry’s Piece Of Paradise (from USD 1425)
This 1350-sq-ft (125.42-sq m) apartment in an 1800s Atlantic condominium is located next to Smathers Beach. The upscale condo can house five adults and comes with a modern kitchen and a wrap-around balcony.
You can enjoy your time swimming in the Olympic-sized heated pool or stroll down to the beach. Guests get access to condominium facilities that include a gym as well as an outdoor grill for barbecues. With free internet access and on-site parking, this condo is a great place to rent in Key West, Florida.
Key West, Florida, United StatesAccommodates: 4
Top guest reviews
Location:
it’s a great location quiet spacious and decorated in a delightful eclectic stylewe loved the location and the space this condo had to offeroveral nice apartment ok price (everything in key west is expensive) and perfect location for usgreat location and nice amenitiesCleanliness:
very clean and convenientunit was very clean and appointed with all the necessitiesclean nice and pool and beach were greatRead more reviewsAmenities & Room:
having a full kitchen was very convenient and the amenities in the complex were fantasticthe pool was very nice with a great viewnice view of the ocean from the poolthe space is very comfortable and uniquely decorated which gives you the island feel
10. Stylish apartment in Coconut Beach Resort (from USD 2702)
This stylish rental unit is housed in the prestigious Coconut Beach Resort. The resort sits in a quiet part of the island and offers a wonderful view of Atlantic Ocean. The apartment is spacious and air-conditioned and has internet access. Guests must note that there is no kitchen in this rental unit but a famous eatery and pub next door is great for having a meal and enjoying a drink at sundown.
You will have access to the resort facilities including the swimming pool for the period of your stay. Step into the hot tub for some relaxation or walk up to the beach and get awestruck as the sun sets far into the ocean.
Key West, Florida, United StatesAccommodates: 6
Top guest reviews
Read more reviewsHost:
amazing place loved it very helpful hostthis was a great place altogether perfect location friendly staff and guests
11. Romantic room by the beach (from USD 275)
The rental has one of two guest rooms up for rent. It is a block away from Higgs Beach, Key West Marine Park, and West Martello. This romantic room can sleep up to two guests and is perfect for honeymooners as well as those who are celebrating special occasions. Right outside the front door is a wide deck with a gazebo and several seating areas where guests can relax and mingle. The French doors open to a cozy living room with a daybed, where guests can lounge and watch TV. Each room has a different interior color and the motif is classic European. The bedroom contains a thick cushioned, queen-size bed. There’s also a seating area, a small kitchenette, a bathroom with an open concept shower and jetted bath tub with free essentials.
Key West, Florida, United StatesTop guest reviews
Host:
kayla and steve are awesome hostsnever had to use our car kayla and steve are the kindest most generous hosts we’ve ever hadsteve & kayla are wonderful hosts and we highly recommend staying at their beautiful homethe owners provide free bikes for guests so we rode them all over towncomfy bed great (website hidden by airbnb) many small touches and awesome hostsRead more reviewsCleanliness:
it is spotless beautifully appointed and all the little details have been paid attention to
12. Deluxe tropical-inspired condo
This tropical-inspired deluxe condo can accommodate up to seven guests. At an affordable price, you have a spacious three-bedroom unit, with two-bathrooms and a balcony offering relaxing outdoor views. Your unit overlooks the street and the beach. The condo has a well-stocked kitchen and options to dine in or al fresco. The dining area is set for six and surrounded by mirrors that makes it look wider. Browse the net using free WiFi and watch cable TV while lounging in the living room.
Accommodates: 7
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Host:
bill was a excellent hostthe owner is wonderful and accommadating to your needsbill the owner was great and very accessibleowner is very responsive but courteous of your timebill the owner was excellent he was available for all questions and promptly answered usLocation:
the location was a short uber ride to all the funbeautiful place for a walk or bike ridewe love to walk so that didn’t bother usquite a walk to duval but an easy uber taxi or scooter rideit was the perfect location with the most beautiful viewRead more reviewsAmenities & Room:
amenities at the unit were great: hair dryers iron and ironing board some sand toys for kidsa great view a great pool and all you need on the insidegreat view; well-stocked condo and very comfortable beds we will be backdespite the occasional noise we were able to spend time at the pool and relaxpool and hot tub were very nice--the saltwater pool was comfortably warm during our visit
13. Lovely resort-style condo
Book this private condo in the Riviera Americana and experience living next to the beach with resort-like comforts. You can walk or ride a bike to the shops, restaurants, and coast nearby. The spacious condo can sleep up to eight guests. It has three bedrooms, two bathrooms, a living room with a sleeper sofa that can sleep an extra guest, and a wide-screen TV to watch while relaxing. Adjacent to it is the six-seater dining area and an elegant open kitchen with a counter. Dine outdoors on the balcony and enjoy the panoramic views. Use of the outdoor pool, fitness center, tennis courts, hot tub, picnic area, and private beach are shared with the other guests.
Key West, Florida, United States
Top guest reviews
Host:
danny was a great host and made sure we had what we needed any timelaura at first key was very helpfulLocation:
this condo is very nice great location toogreat location to public beachexcellent location and previous reviews are spot onamazing location and the upgrades in the place were tastefully donewe will be back and close to the duvall street fun and restaurantsCleanliness:
very nice clean and cozy placethe condo - american riviera - was beautiful and impeccably cleanthe place was really clean and in a great spot on the islandwe loved the condo it was so spacious and accommodatingRead more reviewsAmenities & Room:
pool is plenty big but a little too chill for our likingbeds were very comfortable and plenty of linens were providedgreat location on the water comfy beds long wrap around balcony nicely decoratedproperty was nicely decorated with plenty of room and comfortable bedding for all
14. Affordable and spacious beachfront condo
Wake up to beautiful mornings when you rent this beachfront condo on Smather’s beach near downtown. The condo has two bedrooms and enough comfy beds to sleep six guests. The unit has a wide balcony so you can enjoy seafront views from your bedroom and from the living room as well. You can opt to dine al fresco out on the balcony or indoors beside the gourmet kitchen. For at least two nights, enjoy conveniences like free Wi-Fi, cable TV, laundry facilities, elevator access, free parking, and access to the heated outdoor pool.
Key West, Florida, United States
Top guest reviews
Host:
property manager is very helpful and responsivevery easy to communicate with ownergreat all was easy and great communication with property owner thank you againit was a great size for our family and very comfortable and accommodatingLocation:
i would highly recommend this locationgreat location and easy to travel to anywhere in key westcovered parking a huge plusclean secure nice pool safe close to everythingwe walked to all of the attractions and took and uber for one tripCleanliness:
the whole complex is clean well maintained and quietcondo exceeded our expectations - very clean and spacious with great viewswonderful location and clean both inside and outsideRead more reviewsAmenities & Room:
a few kitchen outlets don't work but otherwise the condo is terrificliked having a kitchen made breakfast and then were out for the day
15. Cozy condo by the beach
For no less than three nights, enjoy Nature’s Edge, a well-kept condo that is just a few steps away from the beach. Several shops and restaurants are located nearby. This lovely condo has two bedrooms, each with two huge beds. Plus, there’s a queen size, sleeper sofa in the living room. Therefore, the condo can sleep up to six guests comfortably. You can dine indoors by the kitchen or out on the balcony with refreshing treetop views. Access the balcony from the living room and the bedrooms. There’s also a pool on the premises, where you can swim and relax. There’s a path that leads to the neighboring Smarther’s Beach. On the property, you can play tennis, workout in the gym, enjoy a barbecue, and soak in the hot tub.
Key West, Florida, United States
Top guest reviews
Host:
monica was a very gracious hostLocation:
the pool was perfect a quick walk to the beach from the poolwill definitely visit this place again when we come back to key west(could also be because tourism is low due to covid so easy to find street parking)Cleanliness:
very comfortable clean and accommodatingvery nice inside - clean and spaciousthis is a fantastic condo -- clean quiet well-stocked and privatethe pool and hot tub looking over the atlantic was crystal clear and cleanupdated clean close to everything on key westRead more reviewsAmenities & Room:
great unit with great amenities including the pool sand area and library - all things our little ones lovedthe other amenities and facilities were extremely nice as wellproperty pool gardens and condo were amazing would highly recommendgreat property - well appointed and maintained lots of room for the family
16. Oceanfront condo with awesome views
Six guests will enjoy beautiful beach views from the balcony of this condo. The same awesome view can be seen from the floor-to-ceiling windows of the two bedrooms. The spacious, chic interiors are in vibrant earth-toned colors with complementing brightly colored furniture and home accents. Stretch out on the living room sleeper sofa and relax while watching shows on the flat-screen TV. Cook family meals on the gourmet kitchen and serve them indoors or dine al fresco in the balcony. On-site is an outdoor pool, access to the public beach, a tennis courts, hot tub, fitness center, and a barbecue area. The property is near Mallory Square.
Key West, Florida, United States
Top guest reviews
Host:
laura the host was very helpful explained everything upon our arrivaloverall a pleasant experience and key west was very helpful and a pleasure to deal withLocation:
amazing property and location with excellent managementthe apartment is spacious nicely decorated very well equipped close to the oceankids were happy with poll and my son liked the location to go exploring along the beachesCleanliness:
very clean an spacious updated unitoverall the place was very cleanthey are great with details like an extremely clean condo stocked with the small things we needamazingly clean and lovely great location property manager (laura) was very helpfulin fact it was even nicer than we expected it’s certainly very clean and extremely well stockedRead more reviewsAmenities & Room:
large bedrooms and baths comfortable beds beautiful kitchen and great deck to relax and unwindsmooth sailing was delightful it has been recently updated throughout and is very comfortable with quality furnishings and fixturesgreat layout showers kitchen patio location sand pool chairs and much morewe had a very relaxing and comfortable staythe beds are very comfortable with soft sheets
Beautiful homes with amazing views
All of the beach house rentals mentioned above have that high-class resort vibe in them. The amenities they offer will make you feel like celebrities during your stay. Also, these properties are truly relaxing, offering ocean views and tropical surroundings.
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