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 a luxurious accommodation, check out our list of the best beach house rentals in Key West, Florida.
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 April 09, 2024.
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.
Top guest reviews
Cleanliness:
all clean all good small resort in a great quiet oceanfront locationenjoyed our stay the accommodations were excellent and the condo was cleanRead more reviewsHost:
the atmosphere was friendly and service was great
2. Tropical hideaway with gorgeous views of the beach (from USD 525)
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.
Top guest reviews
Amenities & 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 amenitiesCleanliness:
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 reviewsLocation:
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 location
Superhost
3. Cozy studio for couples (from USD 261)
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.
Top guest reviews
Amenities & Room:
room was quiet and comfortable with refrigerator and coffee machinelovely studio apartment on an amazingly relaxing and exclusive complexCleanliness:
off street parking private beach hot tub sparkling clean gas bbqs for useHost:
friendly people and great staffvery nice place with a friendly staff peter was very reactiveresort has a lovely pool hot tub and friendly staffRead more reviewsLocation:
easy walk to duval streetwhat a great place to stay you really don’t need to drive anywhere
4. Lovely resort-style condo (from USD 867)
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.
Top guest reviews
Amenities & 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 allCleanliness:
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 accommodatingHost:
danny was a great host and made sure we had what we needed any timelaura at first key was very helpfulRead more reviewsLocation:
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 restaurants
5. Affordable and spacious beachfront condo (from USD 513)
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.
Top guest reviews
Amenities & 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 dayCleanliness:
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 outsideHost:
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 accommodatingRead more reviewsLocation:
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 trip
6. Cozy condo by the beach (from USD 551)
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.
Top guest reviews
Amenities & 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 familyCleanliness:
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 westHost:
monica was a very gracious hostRead more reviewsLocation:
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)
7. Deluxe tropical-inspired condo (from USD 271)
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.
Top guest reviews
Amenities & 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 visitHost:
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 usRead more reviewsLocation:
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 view
8. Oceanfront condo with awesome views (from USD 480)
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.
Top guest reviews
Amenities & 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 sheetsCleanliness:
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 stockedHost:
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 withRead more reviewsLocation:
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 beaches
9. Modern condo with beach views (from USD 92)
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.
Top guest reviews
Amenities & 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 amenitiesCleanliness:
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 amenitiesHost:
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 hostRead more reviewsLocation:
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 street
10. Romantic room by the beach
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
Cleanliness:
it is spotless beautifully appointed and all the little details have been paid attention toRead more reviewsHost:
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 hosts
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.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to