Cottage vacation rentals in Florida Keys

Find and book unique cottages on Airbnb

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Popular amenities for Florida Keys cottage rentals

Cottage rentals with a hot tub

Superhost
A spacious outdoor area features a shaded jacuzzi surrounded by lush greenery. Two sun loungers are positioned nearby, and a potted plant adds a touch of nature. The decking offers ample space for relaxation in a serene setting.
Cottage in Miami
4.86 out of 5 average rating, 7 reviews

MIA Design District Cottage*Hottub*FreeParking

SamyaRating, 5 stars4 weeks ago
Alfonso was a top 5 host! The place was extremely comfortable and he was extremely understanding and communicative! Would definitely rebook whenever I’m in the area again
Superhost
An outdoor dining area is situated on a covered porch overlooking expansive water views. A large table is set with colorful dishware in blue and turquoise. Yellow kayaks are visible on the dock, complementing the serene backdrop of the water and sky.
Cottage in Cudjoe Key
4.87 out of 5 average rating, 67 reviews

Turtle Cove Views at Venture Out

CooganRating, 5 stars3 months ago
Enjoyed the stay - the cottage was cute and nicely decorated - met all of our needs. Great athletic facilities. Nice being on the water and watching the sun rise every morning.
Top guest favorite
The image captures a serene pool scene set against a vibrant sunset. A large lap pool is framed by comfortable loungers and shaded umbrellas, while a spacious daybed with a canopy rests nearby. Lush greenery envelops the area, creating a tranquil outdoor retreat.
Cottage in El Portal
4.94 out of 5 average rating, 140 reviews

Come chill at Miami Pool Cottage

MiyenRating, 5 stars2 weeks ago
Great hosts! Very responsive and friendly. The place was everything we needed for our family
Superhost
A coastal view features multiple white houses with balconies situated along the waterfront. Palm trees sway gently in the breeze, and clear blue skies create a serene backdrop. Vehicles are parked in the driveways, emphasizing accessibility to the beachfront.
Cottage in Cudjoe Key
4.8 out of 5 average rating, 5 reviews

Ocean Breeze at Venture Out 537

MelissaRating, 5 stars3 weeks ago
I had a wonderful stay at this Airbnb! The home was perfect for our occasion—just as advertised, and even more charming in person. The vibrant and inviting colors gave the space a warm, welcoming feel. There was a slight delay with check-in, but our host, John, responded quickly and resolved the issue right away, which we really appreciated. We also took full advantage of the amenities, which added to the overall experience. Everything was clean, comfortable, and well thought out. I would definitely stay here again and highly recommend it to others!
The cottage is surrounded by lush greenery, showcasing large glass windows that provide views of the lake. A balcony extends from the upper level, where seating is positioned for relaxation. The entrance leads to a deck area beside the water, enhancing the natural setting.
Cottage in Lazy Lake
4.88 out of 5 average rating, 65 reviews

Enchanting Hideaway - minutes from everything.

JonathanRating, 5 stars1 month ago
Wonderful stay at this idyllic location - it's like you're living in your own secluded natural paradise. But then you walk a few minutes and you're in the heart of Fort Lauderdale! We thoroughly enjoyed hanging round the swimming pool and our visiting baby turtles in the lake! There are fantastic restaurants and shops just a short walk away. Highly recommended.
Superhost
The exterior of a mid-rise home is shown, featuring a light-colored facade and a set of stairs leading to an elevated porch. The porch area is equipped with a table and umbrella, surrounded by tropical landscaping and a gravel driveway.
Cottage in Cudjoe Key
4.63 out of 5 average rating, 112 reviews

VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck

Elizabeth CarmenRating, 5 stars3 months ago
Jason’s place was a great place to stay in the keys!! Jason is great at responding great location, clean house only the couch could use a cleaning. It would have been nice if there were trash bags, extra hand soap and extra toilet paper. Other then that it was perfect!!
Guest favorite
A spacious patio area features a private heated saltwater pool surrounded by tropical landscaping. Lounge chairs in blue are positioned around the pool, adjacent to a spa. A separate seating area is visible, offering a comfortable space for relaxation.
Cottage in Naples
4.88 out of 5 average rating, 95 reviews

Villa De Charme SaltWater Pool. Summer Available !

SangeetaRating, 5 stars5 months ago
Had a wonderful stay during Christmas vacation 2024. Here are few things that worked for our family of four: -The house is spacious and clean with all basic amenities that we needed. -My teenage kids throughly enjoyed the outdoor pool and hot tub. -David and Irina were very friendly and responsive if we had any questions or concerns. - The location is great! It is 10-12 min walk to the Vanderbilt beach and Mercato area (upscale stores and restaurants area) - Quiet neighborhood - The beds were very comfortable with good pillows.
Superhost
A bright window offers views of the canal and vibrant outdoor scenery. Two stools are positioned in front of the window, inviting guests to relax and enjoy the surroundings. Colorful decorations add a charming touch to the space, enhancing the coastal atmosphere.
Cottage in Cudjoe Key
4.71 out of 5 average rating, 152 reviews

Calypso Cottage

JenniferRating, 5 stars2 weeks ago
Everything was perfect! I loved the screened in front porch! We spent a lot of time out there and the back was so peaceful for watching the sun come up with my morning cup of coffee. The staff at the resort were super friendly and helpful and I notice security was constantly driving around which made it feel safe and taken care of. Everyone at the resort looked so happy and relaxed! The pool!!! I didn’t want to leave and it has great hours! We were able to explore the area and still had time to go swimming at the pool…under the stars! It was a wonderful experience. Plan to some time go back and plan the whole trip staying there!

Pet-friendly cottage rentals

Guest favorite
The tranquil canal is illuminated by soft lights reflecting off the crystal-clear waters. Lush palm trees line the banks, and tiki huts with ambient lighting add to the serene atmosphere. The scene captures a peaceful nighttime setting with boats moored along the dock.
Cottage in Key Largo
4.93 out of 5 average rating, 82 reviews

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

SaraRating, 5 stars1 week ago
Betty is a wonderful host! She makes sure her guests feel at home. We've stay at her place multiple years and we always have a fantastic experience! It's a great place to do some relaxing, boating and fishing!
Guest favorite
An aerial view of the pool area reveals a large, rectangular swimming pool surrounded by lounge chairs and palm trees. The layout includes shaded cabanas, and the nearby landscape features a sandy area leading to the water's edge.
Cottage in Key Largo
4.92 out of 5 average rating, 79 reviews

Spacious cottage - the Calusa campground-keylargo

CraigRating, 5 stars1 month ago
Very nice indoor/outdoor living. Convenient outdoor kitchen and fridge allowed us to cook, store, and eat all meals on the patio.
Top guest favorite
The exterior of the cottage features a vibrant mural adorned with large floral designs, complemented by a light blue roof and shutters. Surrounded by lush greenery, the property sits on a textured gravel area under a clear blue sky.
Cottage in Islamorada
4.95 out of 5 average rating, 42 reviews

Waterfront Cottage Walk to World Famous Lorelei

JustinRating, 5 stars4 weeks ago
What an amazing place! My wife and I have stayed in Airbnb properties all over the world, and this was one of our favorites. Exactly as described. Very clean, safe, and comfortable. The location and layout of the property is absolutely perfect and private. This was our first time to Islamorada and this place made it an even better experience. We had a manatee sighting and the deck over the water was my favorite part. Perfect place to have a drink and watch the sunset. If you are planning a trip to the keys, do yourself a favor and stay here.
Superhost
The living area showcases a comfortable faux leather sofa with decorative cushions. A coffee table sits on a striped rug, complementing the tiled floor. Adjacent to the sofa, a small dining table with stools is positioned near a window, allowing natural light to fill the space.
Cottage in Fort Lauderdale
4.93 out of 5 average rating, 175 reviews

Cozy house near downtown FLL - Patio/Parking/Pets*

EphraimRating, 5 stars1 month ago
I had a great stay at Francisco’s Airbnb in Fort Lauderdale. The place was spotless, well-equipped with all the necessary amenities, and exactly as advertised. One of the best parts was the location ; just minutes from Las Olas Boulevard and all the local hotspots, which made getting around super easy. Francisco was a fantastic host ; very friendly and communicative throughout my stay. He made the check-in process smooth and was always quick to respond to any questions. Overall, it was a comfortable and convenient place to stay, and I’d definitely book it again the next time I’m in Ft. Lauderdale!
Superhost
The cottage interior features a spacious sleeping area with a king-size bed dressed in a patterned cover. Light flows in through windows, complemented by a rattan chair and a small lamp. Bunk beds are visible in a semi-separate area, with artistic decor adding a whimsical touch.
Cottage in Key Largo
4.77 out of 5 average rating, 13 reviews

Cottage w/ Private Yard, Free Kayaks, Boats, Etc

KlaraRating, 5 stars3 months ago
We really enjoyed our stay with Key Lime sailing club! We especially appreciated the easy access to water activities and created life long memories kayaking in the beautiful surroundings. The hosts are kind, helpful and made our stay more memorable!
Guest favorite
A charming green cottage is surrounded by lush trees. The front door, painted in a soft hue, is complemented by a large window above it. The path leading to the entrance is lined with stones, and nearby, tropical plants add to the inviting atmosphere.
Cottage in Fort Lauderdale
4.95 out of 5 average rating, 115 reviews

Charming 2 Bdrm Pool House near Hard Rock Casino

JazleenRating, 5 stars1 week ago
Decided to pick this place for my graduation and it was perfect for my daughter and my nephew who had so much fun with the pool and the loft. It was a great size to make everyone feel comfortable and not on top of each other. The beach was close enough and great food all around. Quiet street as well. Would stay here again for sure !
Guest favorite
An open-concept living area features a modern kitchen with a spacious island and bar seating. Natural light filters through large windows, illuminating the stylish decor. A comfortable sofa is positioned near a round coffee table on a decorative rug, surrounded by artwork and plants.
Cottage in Naples
4.94 out of 5 average rating, 107 reviews

Cozy Beach House in North Naples

ClaireRating, 5 stars3 weeks ago
PERFECT location! Biked to the beach very easily and love that 3 bikes + beach chairs and umbrella were included. Cooler as well! Very clean home and felt safe.
Guest favorite
A spacious master bedroom features a king bed dressed in white linens accented by decorative pillows. Soft lighting from a bedside lamp complements the natural light filtering through sheer curtains. A cozy armchair and a wall-mounted TV enhance the comfortable atmosphere.
Cottage in Naples
4.82 out of 5 average rating, 106 reviews

Cozy Cottage Near Vanderbilt Beach

ColleenRating, 5 stars1 week ago
It was a wonderful stay! Ben was very kind and provided wonderful service during our stay. He provided bikes so we wouldn’t have to pay for parking and it was only 10 minutes to the beach. If you’re looking for a quiet vacation, this is the place to be! The home was plenty of space to host friends family or even furry companions.

Private cottage rentals

Top guest favorite
A stone pathway leads through a garden area featuring tropical plants and vibrant flowers. A fenced gate opens to a private patio space, surrounded by wooden slats and lush greenery, providing a sense of seclusion and tranquility.
Cottage in Fort Lauderdale
5 out of 5 average rating, 61 reviews

Cozy Tropical Cottage. Your new Happy Place!

ToriRating, 5 stars2 months ago
Toni's place was exactly what my partner and I needed for our trip to Florida for a family memorial, and Toni herself was *extremely* helpful and communicative! The home itself was perfect, the amenities provided were fantastic, the walkability of the neighborhood was amazing, and the lovely outdoor area made me wish I could have orchids growing on trees in Illinois (there's also a GIANT staghorn fern ball hanging outside the back door - my jaw dropped when I saw it). Highly recommend the Riverside Market a few minutes walk from the home (make sure to try the fried chickpeas!) and the pizza spot across the street from there :)
Top guest favorite
An outdoor seating area is presented with a shaded patio umbrella over a glass table. Comfortable gray wicker furniture is designed for relaxation, surrounded by neatly trimmed greenery and a decorative plant. A door is visible leading back into the cottage.
Cottage in Coral Gables
5 out of 5 average rating, 76 reviews

New Modern Near Airport - Cozy Very Clean

RobertRating, 5 stars1 day ago
This was an incredible stay. From the start, Alex was very responsive, friendly and accommodating. I initially planned to stay one night but due to a flight cancellation was able to get it extended another night on short notice.. also very accommodating on check out times. I have stayed at 80+ Airbnb’s around the world. This one definitely is in my top five. Many Airbnb’s are lacking in furnishings and basic. Not Alex’s place. I believe it to be a candidate for Architectural Digest.. beautiful and unique furnishings. The place is conveniently located to MIA and nearby sights and restaurants. I would highly recommend this place. I definitely plan to return.
Superhost
A sleek kitchen area features modern white cabinetry and stainless steel appliances, including a microwave and refrigerator. A light wood table with a circular glass top is positioned in the center, accompanied by a decorative plant on its surface. Natural light enters through a window with wooden blinds.
Cottage in North Miami
4.78 out of 5 average rating, 138 reviews

The Hidden Gem - Private Cottage in Biscayne Park

EmilyRating, 5 stars1 month ago
Jovany was a great host! The place fits 2 perfectly. Dishes, pans, etc were available for use. The area is close to a lot of things less than 10 minutes to restaurants, groceries stores, and gas stations. Would definitely recommend!
Top guest favorite
A sparkling private pool reflects the clear sky, surrounded by modern lounge chairs and tropical landscaping. The spacious bungalow with large windows offers natural light and a welcoming atmosphere, while palm trees provide shade in this serene outdoor space.
Cottage in Naples
4.99 out of 5 average rating, 92 reviews

Sugar Beach Bungalow With a Pool!

SeanRating, 5 stars1 month ago
Liv was very nice and willing to go above. She was very focused on helping with any needs. The area and the back yard was a family favorite 🙂. We highly recommend her as a host.
Superhost
The exterior of a Florida-style cottage is showcased in the evening light, surrounded by lush tropical plants. Soft lighting illuminates the pathway leading to the entrance, while a small seating area with a table is visible on the patio, inviting relaxation in the outdoor space.
Cottage in North Miami
4.78 out of 5 average rating, 46 reviews

Florida beach house with tropical garden

MyrthaRating, 5 stars2 weeks ago
Peaceful place. We enjoyed everything about the house. Cannnot wait to come back.
Guest favorite
Cottage in Miami
4.82 out of 5 average rating, 87 reviews

Historic Cottage in the Heart of the Grove

MadelineRating, 5 stars1 month ago
Cannot say enough amazing things about our stay in Coconut Grove! Danielle’s bungalow looks even better than the photos and has a charm about it that you don’t find often. It was super nice to have a private gate and felt secluded from any neighbors. Also, quick walk to a ton of shops, restaurants, and the Ritz Carlton which we got a day pass to the pool. 10/10 would come back, but stay longer next time!
Guest favorite
An aerial view of a serene backyard features a swimming pool surrounded by tropical landscaping. A synthetic grass putting green is visible alongside a shaded area with an umbrella. The pool area is bordered by a patio and palm trees, creating a peaceful outdoor escape.
Cottage in Fort Lauderdale
4.94 out of 5 average rating, 17 reviews

Beautiful 2-1 Cottage w Pool in Fort Lauderdale

JeremyRating, 5 stars2 months ago
Rocio Was A Great Host , Great Communication , Beautiful home , Highly Recommended 💯
Top guest favorite
Cottage in Naples
5 out of 5 average rating, 82 reviews

Beach House on pond w/ HEATED pool - sleeps 6

AlexRating, 5 stars3 weeks ago
This home and stay was absolute perfection. From the super clean and GORGEOUS entry to the phenomenal view and heated pool, this place felt like a home away from home with a little slice of paradise. Everything about this place was amazing and we would stay here a million times over. Couldn’t think of a better place to lend a relaxing and yet still perfectly fun vacation!

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