
Cottage holiday rentals in Florida Keys
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Top-rated cottage rentals in Florida Keys
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Popular amenities for Florida Keys cottage rentals
Cottage rentals with a hot tub

MIA Design District Cottage*Hottub*FreeParking
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

Turtle Cove Views at Venture Out
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.

Come chill at Miami Pool Cottage
Great hosts! Very responsive and friendly. The place was everything we needed for our family

Ocean Breeze at Venture Out 537
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!

Enchanting Hideaway - minutes from everything.
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.

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

Villa De Charme SaltWater Pool. Summer Available !
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.

Calypso Cottage
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

2 bedroom & 25' Boat Dock Waterfront Atlantic Side
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!

Spacious cottage - the Calusa campground-keylargo
Very nice indoor/outdoor living. Convenient outdoor kitchen and fridge allowed us to cook, store, and eat all meals on the patio.

New Modern Near Airport - Cozy Very Clean
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.

Waterfront Cottage Walk to World Famous Lorelei
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.

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

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

Charming 2 Bdrm Pool House near Hard Rock Casino
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 !

Cozy Beach House in North Naples
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

Cozy Tropical Cottage. Your new Happy Place!
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 :)

The Hidden Gem - Private Cottage in Biscayne Park
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!

Sugar Beach Bungalow With a Pool!
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.

Florida beach house with tropical garden
Peaceful place. We enjoyed everything about the house. Cannnot wait to come back.

Historic Cottage in the Heart of the Grove
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!

Beautiful 2-1 Cottage w Pool in Fort Lauderdale
Rocio Was A Great Host , Great Communication , Beautiful home , Highly Recommended 💯

Beach House on pond w/ HEATED pool - sleeps 6
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!

Welcome to the Islands- Pool-Marina-Kayak
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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- Bayfront Park
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Trump National Doral Miami
- Crandon Beach
- Phillip and Patricia Frost Museum of Science
- Key Biscayne Beach
- Coral Castle
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- Biltmore Golf Course Miami
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- Venetian Pool
- Theater of the Sea
- Everglades Alligator Farm
- Matheson Hammock Park
- Miami Seaquarium
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- Cocoa Plum Beach
- Virginia Beach
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