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Top 15 Fantastic Airbnb Vacation Rentals In Florida Keys - Updated 2020

airbnb florida keys

Florida Keys is a cluster of islands located just off Florida’s mainland. The Florida Keys are extremely beautiful tropical islands and the area is the perfect place for an escape to the islands. There are plenty of activities and sights to see, including pristine beaches, family resorts, and even luxury rentals. Come face-to-face with beautiful and exotic fish while snorkelling and roam the towns to experience the different cultures. Check out our pick of the best Airbnbs in Florida Keys and book for your upcoming trip!

Top of the world: treetop living (from USD 146)

The living room is spacious with neutral decor. Before heading to bed, you can relax and watch some TV. And, when you need to sleep, the sofa can be pulled out and converted into a bed that can sleep two people. The bedroom is quaint and brightly lit. The main focus of the room is most definitely the large and comfortable bed, where you’re assured a great and undisturbed night’s sleep. The bathroom is large and extremely private so you can wash peacefully. Feel free to enjoy a long and well-deserved shower and unwind under the spray. There’s a small outdoor dining area for your pleasure, so make good use of it and maybe have breakfast outside. You’ll be greeted by the stunning views of the lush greenery around you If you want to work on your vacation tan, you should head out to the deck for some quality relaxation time! Just remember to lather on some sunscreen before going out.

Also See: Top Houseboats in Florida Keys

Beach 5 min.slep1-4 (22 stairs) PVT.&BathTT
Key largo, Florida, United States
395 reviews
Entire loft 3 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
it was spacious comfortable and had an incredible sitting space on the deck in the tree tops
tree tops apt is a great place if you are looking quiet and serenity
a very nice place at the sea where you can borrow kayaks and relax on sun beds
very spacious immaculate well furnished tree tops apartment nice outside space though maybe a little small
cozy bed and yes yummy pillows ;) fully equipped kitchen and everything you need in the bathroom
our room was very clean
quick communication with host clean
the apartment was very neat clean private and peaceful
this could be a nice space if cleaned and fixed up
room was just as described and clean
the instructions and tips provided were very detailed and the owner had some nice recommendations for food
host is friendly and helpful
leslie was a wonderful host and responded quickly to questions
beautiful place and hosts kind and hospitable
the owner had christmas decorations during this time making place look all the more beautiful
the location was great very close to the water
this is a lovely location
really nice location for swimming and enjoying the sunset
great location and best value on key largo
great location and beautiful property on the water
Read more reviews

Large and beautiful lakeside living (from USD 246)

This beautiful Airbnb is ample and modern. It’s an awesome place to spend the night watching a movie because of the large TV and the comfortable L-shaped sofa. The master bedroom is large and there’s a huge king-sized bed available. It’s soft and will do wonders for your sleep cycle. Even better, you also have a TV in the room, so you can watch something before you doze off and as soon as you wake up. The additional bedroom is smaller but comes with two single beds, perfect for kids. Choose to head out to the backyard and enjoy a relaxingly warm soak in the covered hot tub. The wooden deck located right beside the lake has some outdoor seats and a hammock. Enjoy the cooling breeze hitting your face as you relax and have a long chat with the people you’re vacationing with.

Beautiful Tranquil House On The Lake
Fort Lauderdale, Florida, United States
120 reviews
Entire house 4 Beds 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the a/c is super cold and there are additional fans
great home and amenities only downside is that the beds are very soft/uncomfortable
the house is absolutely amazing best place in fort lauderdale beautiful lake view and big rooms
cute outdoor space nice apt quiet neighborhood
all the rooms are so spacious and neatly presented and prepared
very clean and nicely decorated
very clean lots of towels modern style home
it was very clean and comfortable
the place was very clean and was as nice as advertised
the house was clean and comfortable
great hospitality when come to talking to the host
liz was an awesome host
host was very responsive and kind enough to check in
host was super easy to deal with
liz was an excellent host
the location is good too we were 30-45 minutes away from anything we wanted to do
the neighborhood is quiet enough and located near enough to some excellent fort lauderdale experiences
a lovely place with ideal adult space and children
nice quiet place to relax in a good location
the location is perfect if you're not concerned with being beachfront
Read more reviews

The perfect tropical paradise (from USD 174)

The living room is large and brightly lit. The space is well decorated and comfortable, and you’ll feel right at home here. The master bedroom is well lit and is extremely comfortable. The bedroom is well decorated with a nautical theme throughout, immersing you in the tropical paradise feeling. You’ll also have access to the terrace via this room. The second bedrooms is adorable and colourful. It has everything you might need and the fish pillows make the home feel more welcoming and comfortable. Anyone who sleeps in this room will definitely sleep well. The kitchen may be small, but it sure is well appointed with all the necessary kitchen appliances to prepare a delicious and wonderful meal. There are some seats on the terrace, so sit back and admire the stunning views of the surroundings and the sea.

Tropical Daze Oceanfront Paradise
Tavernier, Florida, United States
171 reviews
Entire apartment 3 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the beds and other furniture were super comfortable
amazing view very comfortable bedding a lot of space and amenities were more than enough
this place was incredibly comfortable and you can't beat the view from their balcony
lots of comfortable lounge chairs
we enjoyed the view the condo and the facilities
clean and nicely appointed
it is clean and nicely furnished
the apartment itself is spotlessly clean with super soft towels and a great ocean view
the apartment was very clean and recently decorated
again the condo is nicely appointed clean and as advertised
keith was a great host and very responsive to all my questions
keith thank you for being a great host
the pool was wonderful and it was great to have a bartender on staff for drinks
this was really helpful for my family with kids
keith is friendly helpful and quick to respond to all correspondence
great location near the water
loved this location was close everything we wanted to
beautiful condo with a great location and setting
great location with lots to do
my whole family had great time close to everything
Read more reviews

Two-bedroom stilt house with a private dock (from USD 128)

The light-filled living area of the two-bedroom stilt house is cozily furnished with a light wood dining table and two plush, off-white sofas, which makes for a cushy spot to gather with your family and friends for the evening. The fully functional kitchen features immaculately clean marble countertops and modern appliances that guests would appreciate if they want to cook a meal. But if you prefer to save the trouble of cooking and cleaning up, then the wealth of fast food joints and seafood restaurants in the locale will cater to all your tastes! The bed is lined with comfortable, luscious sheets, promising comfort at the end of a thrilling day. On top of that, a well-maintained bathroom and a spacious veranda are available for guests to use. What sets this accommodation apart from the others is its location – not only is it within easy reach of the John Pennekamp Coral Reef State Park which features glass-bottom boats, snorkeling, and kayak rentals, but it also has a private dock of its own, which provides a few magical moments come sunset.

Also See: Luxury Resorts In The Florida Keys

Your Keys Getaway!
Key Largo, Florida, United States
171 reviews
Entire house 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the wifi worked great
nice complete apartment with full kitchen etc
there was a great deck that has chairs and a table to enjoy the weather on
my son loved that each room had fun marine themed stuffed animals
can't wait to come back loved the kitchen and the front deck
clean and well appointed
super clean and comfortable
it was very clean and comfortable
it was super clean and spacious
great place very clean and updated
anna was an amazing host
host was very nice too
ana was a wonderful host
ana was very responsive to questions
ana is a great host
the location was perfect and close to everything
great place in a great location
very nice house with great location in key largo
the neighborhood is quiet with several good restaurants near by
our stay was as close as you can come to perfect
Read more reviews

Coastal-themed home in Key Largo (from 275 USD)

The living room has a really obvious nautical theme, from the wall decor to the exposed wooden ceiling. The open-concept living, dining, and kitchen area is well lit and the light makes the area welcoming. Sitting on the sofa, you’ll have an amazing and clear view of the surroundings. The nautical-themed decor also spreads out to the bedroom, where strings of starfish hang above the bed. It’s roomy and provides you with plenty of space to move about. Most importantly, the bed is perfectly plush, so you’re guaranteed to sleep well here. This vacation rental is perfect for families as it’s located in a gated community, meaning it’s safe and you have access to many different amenities. Facilities include the fun and thrilling playground, where your kids can go wild. Plunge into the expansive saltwater lagoon for an awesome swimming experience.

Villa Bella in Key Largo Florida!

Address: Key Largo, FL, United States

Price: from 275 USD

Number of Guests: 8

Four-bedroom home with heated pool and spa (from USD 579)

If you’re looking for that Instagram-worthy shot of turquoise walls and nautical-themed furnishings, then this four-bedroom home in Marathon will be perfect for you. The main living area features plenty of sitting space for guests to spend quality time with their family and friends. The theme follows in the generously spacious kitchen as well, equipped with state-of-the-art appliances and marble countertops that serve as a convenient dining area. You will be able to catch wonderful views of the seasonally sunny landscape while laying comfortably in a hammock on the expansive terrace. It is also an ideal spot to unwind with your favorite cocktail while gazing at the stars at night. The focal point of the grounds, however, is the modest-sized pool, where guests can have a relaxing dip while relishing unobstructed views of the azure blue sky and the surrounding palm trees. As if that wasn’t enough to entice guests, the locale also boasts a number of impeccably maintained beaches which offer a range of spectacular water sports, such as sailing, fishing, reef diving, and snorkeling. The bedroom is also adorned with nautical details, from the deep blue walls to the anchor motifs on the incredibly soft pillows. This is truly a beach oasis that you shouldn’t miss if you’re planning a trip to the Florida Keys!

4BR 3B, Heated Pool & Spa, 60' Dock
Marathon, Florida, United States
46 reviews
Entire house 7 Beds 4 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
gerardo has a beautiful home the views of the canal and the pool were wonderful
the dock is super comfortable nice and it lit up
the pool and views and proximity to everything was super
the kids loved the pool and hot tub and it was nice that it was heated
the beds are all king size and very comfortable
beautiful home clean and well maintained
the house was clean and smelled very fresh
the house was so clean and had everything we needed
the beds were really comfortable and the whole place was very clean
cold front came in so we only got to use the pool once but it was kept clean
gerardo was a great host and made sure that we had everything that we needed
would highly recommend this property and this host
owner is very responsive and conscientious about ensuring the stay is problem free
the houses very spacious and very comfortable and kid friendly
he is very attentive to your needs and offers just a beautiful place to stay
perfect location close to everything
beautiful location very nice place
great location nice neighbors and huge dock to park a boat or fish from
close proximity to lots of great restaurants
beautiful house and great location exceeded all expectations
Read more reviews

Brilliant home on beautiful island (from 225 USD)

The living and dining area has an open concept that makes the space seem larger. It’s vibrant, and it’ll put you in a relaxed mood for your vacation. The kitchen is narrow, but it’s still amazingly well-appointed. You’re still able to whip up some amazing meals with the high-quality kitchen appliances. The bedroom is big and well lit, making it a great place to rest well for your fun-filled days on the Florida Keys. Here’s another bedroom that is smaller but still as cosy. It’s vibrant and comes with storage space, so you’ll definitely sleep peacefully here.

Caribbean Key West Villa on Marathon Island

Address: Marathon, FL, United States (see map)

Price: from 225 USD

Number of Guests: 8

Modern, tropical utopia in Key Largo (from 325 USD)

The living room is roomy with plenty of comfortable seats to rest your rump on. Gather all your vacationing friends or family together and have a movie marathon right into the night. The bedroom is roomy and vibrant, making anyone who enters the room happier. It’s comfortable and also extremely simply decorated, making it feel more down to earth and homey. The sizeable bathroom is luxurious with two different bathing options. The large shower stall has a seat so you can have a shower even if your legs are tired. Or you could make use of the large and luxurious jetted tub for a relaxing and long bath. How about having a meal on the deck? There are plenty of seats for everyone to sit around, and you can be stunned by the beautiful view of the area.

Paradise in Key Largo

Address: Key Largo, FL, United States (see map)

Price: from 325 USD

Number of Guests: 8

Wonderful and beautiful canalside home (from 331 USD)

The open-concept living and kitchen area found in this Airbnb makes it feel as though there’s plenty of space to move about. There are also loads of seats for everyone to gather around the TV. The kitchen is spacious and rustic, making it feel welcoming, as though it’s the kitchen from your childhood. However, there are modern kitchen appliances, and there is plenty of counter space for efficient meal preparation. You have the option of making use of the spacious and bright loft bedroom. It’s simply decorated and comfortable, so you can definitely have a peaceful sleep here. If you’d prefer the convenience of having a private en-suite bathroom, you can inhabit the large and cosy master bedroom. Head out to the deck outside the home and have a seat on the edge. Dip your toes in the canal, and watch as the multitude of boats rush pass you.

Also See: Top 10 Vacation Rentals in Florida Keys, USA

Key Colony Beach Gem

Address: Key Largo, FL, United States

Price: from 331 USD

Number of Guests: 6

Private townhome with private pool (from 375 USD)

There’s enough space to move about in this well appointed and modern kitchen, so meal prep and cooking will be a breeze. The bedroom seems more old-fashioned than other parts of the house, but it definitely feels like a home away from home. It’s comfortable and has a certain rustic charm to it, so rest assured that you’ll sleep tight here. You’ll also have access to the deck, so head out and enjoy the view! The second bedroom is decorated in a coastal theme, immersing you in the island life. It’s comfortable so you can sleep well here. The deck overlooks the beautiful canal, so enjoy the view. Outside the home is a sheltered sitting area, which overlooks a canal. Or, you can have a quick dip in the small swimming pool to cool down.

Townhome in Duck Key wPrivate pool

Address: Duck Key, FL, United States (see map)

Price: from 375 USD

Number of Guests: 6

Stunningly modern home (from 725 USD)

The main area of this Airbnb home, which consists of the living, dining, and kitchen area, is large and every component is well spread out. It’s a space that’s well decorated from the top to bottom, making you feel at peace. This roomy bathroom has a shower and bathtub combination, so you’ll have the luxury of choice. Lie down on the large and luxuriously plush bed and watch some TV before you head to bed and right after you wake up, no one will judge you! The backyard may be small but it has its own charms. The large palm trees help shield you from too much heat so you can sit under the sun comfortably. You can also have a nice and relaxing nap on the lounge chairs, but make sure to apply enough sunscreen so you won’t burn. Lastly, you can even make use of the small pool to cool down when it gets too hot.

THE PALMS @ Windsor Lane!

Address: Key West, FL, United States (see map)

Price: from 725 USD

Number of Guests: 6

Private mini-resort in Key West, Florida (from USD 2728)

Do not belittle its size, this beachfront Airbnb in Florida Keys is a spacious resort that is capable of accommodating a large group of family and friends. Fun fact, the property is the site of MTV’s “Real World Key West,” a reality TV series that was filmed in 2006. Numerous facilities provide all the entertainment you could ever ask for. These include your own ocean-front beach, a gym, a basketball and tennis court, kayaks, a dock, multiple slips, paddleboards, bicycles and more. The can accommodate approximately 16 guests across 10 bedrooms, which has a total of 12 beds. Television unit, WiFi, and on-premises parking are provided too.

Residing here, you get to enjoy privacy, while a few minutes away around the downtown area. Also, Old Town is situated not far off. The resort-home really offers everything you need for a large gathering. There is a property manager on the site who will meet and greet your party of people.

Real World MTV House Key West
Key West, Florida, United States
48 reviews
Entire house 12 Beds 10 Bedrooms 5 Bathrooms
Top guest reviews
Amenities & Room:
the house was very comfortable and had everything we needed and more
andrew is a great host and communicates everything to make sure expectations are aligned
the owner/host knows everyone in town so is able to help make your vacation dreams come true
aric the house manager was great to work with and very accommodating to our questions
the hosts were very communicative prompt and laid out all expectations easily for us
andrew and his grounds person were very welcoming and helpful
the neighborhood is beautiful quiet and fairly convenient to downtown key west
great location if your group wants to stay in a lot
great location great amenities great service
hopefully we can get back to this place sooner then later
it is the perfect place to celebrate with a big group
Read more reviews

2-bedroom pet-friendly condominium with an ocean view (from USD 225)

Enjoy the ocean view from the balcony of this 2-bedroom home for rent in Florida Keys. It can sleep up to 6 guests on 3 beds and has 2 bathrooms. Residing here, guests have access to a gym, a pool, and a hot tub. Further, essentials such as bed linen are supplied. Should guests feel peckish, the kitchen facility has everything you need to cook your own meals. Moreover, there is a corner market situated within walking distance. For those who wish to indulge in some coffee, shopping, or fine dining, the unit is located 15 minutes by car from downtown. Previous guests commended the unit for its space, utility, and cleanliness. Do note that the Internet is available for guests to use, plus there is the convenience of covered parking.

Condo 2 br, Ocean view from Balcony, Pets Welcome
Key West, Florida, United States
297 reviews
Entire condominium 3 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
amenities including the washer/dryer in the condo was great and the onsite pool was a plus
the beds were comfortable and the wifi was great
large sunny kitchen with living room 2 bedrooms and pull up couch
convenient apartment with good amenities
met all of our expectations great views of the airport which our kids loved and the pool was amazing
the condo was very clean and comfy
very clean and well serviced
it was very clean and comfortable
the condo was very clean and comfortable
the condo was clean and comfortable
shirley was very helpful
she was very responsive every time i reached out
shirley was an extraordinary host we had a great time
shirley was very accommodating and easy to work with
she's polite and helpful
good shopping close by
great location next to the airport
great place and great location
great place just far from downtown and no beach near
this place was perfect excellent location
Read more reviews

1. Tiki house on the water (from USD 432)

Do you want to experience glamping on the waters? If so, this is your time to make that dream come true by booking this tiki house. The unique Airbnb has a tropical design with hardwood flooring and an air-conditioning unit that you can only use during the night. Inside the house is a king-size bed that can accommodate two people and a private bathroom. Also, there is a balcony with outdoor seating and a hammock where you can relax while listening to the sounds of the waves. Just a heads up, you need a boat to get to the accommodation, and you only have a cooler for storing food.

The Tiki Suite - soon to be a Key West icon
Key West, Florida, United States
113 reviews
Houseboat 1 Bed 1 Bathroom
Top guest reviews
the place was clean and bigger then expected
the suite was extremely clean and had all that we needed for an enjoyable stay
the boat is very clean & comfortable
ryan the host was really quick at responding and so helpful
and of course an added bonus the host provides paddle boards snorkel gear etc
beautiful location and beautiful stay
if you enjoy unique experiences you won't forget anytime soon you'll definitely love this place
best place in key west to watch a sunset
Read more reviews

Convenient and beautiful private island

Doesn’t everyone dream of leaving the hustle and bustle of the city behind and heading to a random island? Well, this unique vacation house in Florida Keys definitely allows you to do so! This private island is a short distance away from Key West, and is home to luxurious vacation rentals. The master bedroom is spacious and attractive, with an extremely beautiful mix of artificial and natural lighting. The powerful ceiling fan will ensure you have a comfortable and cool sleep at night. You will find the additional bedrooms to be vibrant and comfortable, with enough space to accommodate more than one person. It’s comfortable so anyone can sleep well here. Rooms here have an amazing view and a fan that will help you cool down. Guests will also be able to sleep comfortably here too. The kitchen is spacious and well equiped. The modern and rustic feel really meshes well in this space and makes it feel homey. There’s plenty of seating space for people to cram in, and there’s loads of room to make sure everyone helps contribute to making shared meal. Head out to the wrap-around deck and relax in one of the lounge chairs. Enjoy the amazingly lush greenery that surrounds you on your own private island. The bathroom is exceptionally large and has plenty of space to complete your business. Even better, there’s a separate shower and bathtub so you and another person you’re comfortable with can get clean quickly and efficiently. What’s better than a private island? A private island with a pool! That’s right, this amazing vacation rental has a small pool where you can have a private and tranquil swim whenever you want.

Private Island next to Key West
6 reviews
Island 4 Beds 8 Guests

Florida Keys is the key to a fabulous vacation

The island group is a great place to escape the hustle and bustle of large city life. Set up base in one of the Florida keys beachfront vacation rentals you can find above before challenging yourself to hop through the multiple islands that make up the area. Each of the islands has different features and different activities to take part in, so immerse yourself in as many activities as you can handle. What are you waiting for? Come on down here and book one of these Airbnbs in Florida Keys.

Frequently asked questions about best Airbnbs in Florida Keys

1. Which are the best beachfront Airbnbs in Florida Keys?

If you’re planning to be at the beach most of the time during your travel in Florida Keys, then you’ll want to book this private mini-resort.

2. Which are the best Airbnbs that are good for families in Florida Keys?

There are plenty of family-friendly vacation rentals here in Florida Keys. If you need options, take a look at these Airbnbs: the stilt house, the four-bedroom home, the tropical utopia, and the private mini-resort.

3. Which are the best Airbnbs with private pool in Florida Keys?

If you’re fond of swimming after a day of sightseeing or taking a dip at the pool before going to sleep, then you’ll surely want to book these Airbnbs with private pools: the private island, the private townhome, and the modern home.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Eunice is an introvert and is most comfortable snuggling in her bed and reading a book. However, mention travelling to her and she's always willing to jump out for a new adventure!

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