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Cottage holiday rentals in Florida Keys

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Florida Keys

Cottage rentals with a hot tub

Superhost
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 favourite
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
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!
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
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 favourite
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
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!
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!

Pet-friendly cottage rentals

Guest favourite
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 favourite
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 favourite
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 favourite
Cottage in Islamorada
4.95 out of 5 average rating, 41 reviews

Waterfront Cottage Walk to World Famous Lorelei

JustinRating, 5 stars2 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
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
Cottage in Key Largo
4.77 out of 5 average rating, 13 reviews

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

KlaraRating, 5 stars2 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 favourite
Cottage in Fort Lauderdale
4.95 out of 5 average rating, 115 reviews

Charming 2 Bdrm Pool House near Hard Rock Casino

JazleenRating, 5 starstoday
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 favourite
Cottage in Naples
4.94 out of 5 average rating, 107 reviews

Cozy Beach House in North Naples

ClaireRating, 5 stars2 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.

Private cottage rentals

Top guest favourite
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 :)
Superhost
Cottage in Miami
4.83 out of 5 average rating, 6 reviews

MIA Design District Cottage*Hottub*FreeParking

WylishaRating, 5 stars1 month ago
I had a great stay! The place was very clean and exactly as described. The host was kind, welcoming, and made sure everything went smoothly. I would definitely stay here again and highly recommend it to others!
Superhost
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!
Superhost
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 favourite
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 favourite
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 favourite
Cottage in Naples
5 out of 5 average rating, 82 reviews

Beach House on pond w/ HEATED pool - sleeps 6

AlexRating, 5 stars2 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!
Superhost
Cottage in Key Largo
4.85 out of 5 average rating, 46 reviews

Welcome to the Islands- Pool-Marina-Kayak

ChristinaRating, 5 stars1 month ago
I have to say this place was perfect. The use of bikes while we were there was great there was also some kayaks I did not have a chance to use them but they were in great condition .the pool was very nice and clean and within walking distance all in all It worked out perfectly for my parents and my family I would definitely recommend staying there

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