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Cottage vacation rentals in Florida Keys

Find and book unique cottages on Airbnb

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Popular amenities for Florida Keys cottage rentals

Beachfront 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
4.96 out of 5 average rating, 81 reviews

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

SaraRating, 5 stars1 day 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 showcases the tranquil neighborhood, with palm trees lining the streets. The clear blue ocean stretches into the horizon, contrasting with the white rooftops of nearby homes and the vibrant greenery of the surroundings.
Cottage in Hollywood
4.93 out of 5 average rating, 164 reviews

Cozy beach cottage steps away from Hollywood Beach

JohannaRating, 5 stars1 week ago
We had so much fun staying here! One minute walk to the beach, really quiet area. The home looked just like the pictures. Host was very responsive and responded quickly. We really enjoyed our stay. Will be back soon.
Top guest favorite
An outdoor deck is visible along the canal, featuring a picnic table and two sun loungers. A kayak in bright orange and white rests on the surface. The sky is clear, with a few clouds, and a calm waterway is seen in the background.
Cottage in Marathon
4.97 out of 5 average rating, 34 reviews

Catch n' Relax Canalfront Cottage in Marathon

DeborahRating, 5 stars1 week ago
We really enjoyed our stay at Wendy's place! It was clean, comfortable, and had everything we needed for our stay. We enjoyed riding the bikes to Seven Mile Bridge and exploring with the kayaks. Would definitely recommend it!
Guest favorite
A spacious outdoor tiki living area features a thatched-roof gazebo overlooking the ocean. Two kayaks rest on the dock, with a fishing rod and tackle box nearby. The scene captures a serene sunset, reflecting light across the water and creating a tranquil ambiance.
Cottage in Key Largo
4.98 out of 5 average rating, 98 reviews

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

BeckyRating, 5 stars5 days ago
Enjoyed the stay. Was very well equipped with everything we needed. We had a question about one of the keys and host was very responsive.
Guest favorite
A paved pathway is lined with palm trees and potted plants, leading towards the beach in the background. The scene captures the essence of the community with neighboring cottages visible on either side and a clear blue sky overhead.
Cottage in Pompano Beach
4.91 out of 5 average rating, 108 reviews

Pompano Beach Private Ocean Cottage Unit 11.

AllysonRating, 5 stars1 month ago
we had a lovely time and everything was provided that we needed. there is a high rise under construction next door. there was no noise at all. the neighbors we met were very friendly. it was an easy walk to the restaurants. great stay.
Superhost
A sailboat is moored near a wooden dock, surrounded by palm trees. The orange glow of sunset is visible in the background, reflecting on the calm water. The scene captures a tranquil moment along the bay.
Cottage in Marathon
4.96 out of 5 average rating, 26 reviews

Waterfront cottage w/ MotherInLaw suite&boat slip

RachelRating, 5 stars10 months ago
We absolutely loved this charming cottage and Conch Key. Barry made sure we had everything we needed, and offered advice and insight into the surrounding area. The views from the dock and the character of the cottage made our trip everything we wanted it to be. We will definitely be back!
Guest favorite
Tall palm trees are seen standing along the beach, framing a lifeguard tower. The ocean reflects soft light under a cloudy sky, creating a serene atmosphere. Figures in the distance suggest a quiet beach setting, enhancing the sense of calm.
Cottage in Hollywood
4.98 out of 5 average rating, 42 reviews

Beautiful 3 bedroom cottage with private rooftop

CarlaRating, 5 stars1 month ago
I stayed at Jeff's place with 4 of my cousins, so 5 girls in the house. We were anticipating a trip just to hang out at a beach for a couple of days and this was a great place to do that. It was a great stay, we were close to the beach. Jeff had beach chairs ready for us and a wagon to pull them to the beach. It was like a half a block walk to the boardwalk and beach. We spent a lot of time walking the boardwalk, checking out the shops and eateries and enjoyed the beautiful sandy beach. Their is a nice bottom deck and top deck which we enjoyed coffee out there in the morning and playing cards later at night. We would definitely come back here or recommend this place. Jeff was very easy to reach out to and responded to texts very well. He even called us the morning we were checking out to make sure everything was OK. NOTE: There are towels in the bathrooms, but no wash cloths and no dish cloths (there is a sponge) and no dish towel. So next time I would pack each of those.
A cozy living area features a brown leather sofa and a low wooden coffee table, set against a backdrop of wooden paneling. Large glass doors reveal a scenic view outside. A television is mounted on the wall, and decorative items are arranged on a nearby shelf.
Cottage in Islamorada
4.82 out of 5 average rating, 155 reviews

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

T LRating, 5 stars3 months ago
Toni was very nice. She went out of her way to make sure we were satisfied with everything. The bed was comfortable and we got a great night's sleep there on the water. Watching the fish jump and pelicans dive as we sat on the front deck was very relaxing.

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 stars1 month 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, 74 reviews

New Modern Near Airport - Cozy Very Clean

JohnnyRating, 5 stars2 weeks ago
I enjoyed staying at this wonderful place and especially helpful with my 3 dogs. I wholeheartedly appreciate and recommend this place to all. Awesome hospitality and they are dog lovers!
Top guest favorite
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.
A wide sandy beach is populated with colorful umbrellas and beach chairs. People can be seen enjoying leisure activities, while waves gently lap at the shoreline. A backdrop of palm trees and distant beachgoers creates a relaxed coastal atmosphere.
Cottage in Naples
4.93 out of 5 average rating, 151 reviews

Historic Coral Cottage in the Heart of Old Naples

LisetRating, 5 stars1 month ago
This place is a hidden gem within old town naples. It definately has the old florida / key west look inside. If you can appreciate this type of look you will love the decor and charming character the cottage brings. I rented an electric bike and used this to get around but it is not needed, the beach is 1 block to the right and 1 block to the left are the shops and restaurants. The farmers market on Saturday was awesome and weather was fantastic. Eileen was very attentive and kind. She also provided beach chairs and umbrella which I used daily. Will definetly go back when in Naples. Highly recommend ♡
Top guest favorite
A cocktail-style saltwater pool is depicted, featuring in-water lounges and umbrellas that provide shade. A submerged table is visible in the center, enhancing the pool area. Surrounding foliage suggests a serene outdoor environment, complementing the inviting blue water.
Cottage in Naples
4.94 out of 5 average rating, 18 reviews

Las Tortugas Azules (The Blue Turtles) - Family Retreat

KatieRating, 5 stars4 months ago
Michael and Lorna were super friendly and easy going but, at the same time, respected our privacy. The guesthouse was super clean with state-of-the-art appliances and had absolutely everything we needed to prepare our own meals in the beautiful kitchen. The pool area was gorgeous. The weather was on the cool side while we were there, so we didn't get in the water, but we loved sitting outside in the patio area enjoying the beautiful and peaceful surroundings. As an extra added bonus, they have two adorable puppies that were out a few times a day. We loved our extended stay at Las Tortugas Azules and would definitely consider staying there again if in the Naples area.
An inviting pool area is surrounded by lush tropical foliage, offering a serene setting. Two lounge chairs are arranged beside the pool deck, which features a gentle slope leading to the water. Sunlight reflects off the clear water, enhancing the tranquil atmosphere.
Cottage in Miami
4.89 out of 5 average rating, 192 reviews

Poolside Tropical Oasis: Spacious Garden Cottage

AllyRating, 5 stars63 months ago
Beautiful space and wonderful hosts. Would highly recommend!
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 stars1 week 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!

Cottage rentals with a hot tub

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, 139 reviews

Come chill at Miami Pool Cottage

DinaRating, 5 stars2 weeks ago
The place was clean and the hosts were helpful, providing a pack n play and high chair for our baby. It was just like the pictures, a peaceful, pretty place to relax.
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 stars1 week 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 stars2 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 stars1 week 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!
An American flag is displayed on a balcony, gently waving in the ocean breeze. The calm waters are reflected under a cloudy blue sky, creating a serene atmosphere. White railings and chairs frame the view, emphasizing the oceanfront location.
Cottage in Cudjoe Key
4.9 out of 5 average rating, 154 reviews

ATLANTIS...Ocean Front Cottage Retreat!

WendyRating, 5 stars3 weeks ago
We had an amazing 6-night stay at this waterfront Airbnb! The location is perfect—right on the water with gorgeous sunrise views. We used the provided kayaks every day, and my husband loved fishing off the deck while I relaxed in the sun. The house is super cute, clean, and beachy. The bed was very comfortable, and the kitchen was well-stocked with basics like spices and oil, making it easy to cook most of our meals. We also appreciated the strong, hot shower and provided toiletries. Extras like beach towels, umbrellas, fishing gear, and a washer/dryer made our stay even better. The area is peaceful, clean, and friendly—plus, Key West is just a short drive away. We’d definitely stay here again!

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