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

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
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.

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!

ATLANTIS...Ocean Front Cottage Retreat!
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

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
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!

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 :)

MIA Design District Cottage*Hottub*FreeParking
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!

Waterfront cottage w/ MotherInLaw suite&boat slip
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!

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
- Hobie Island Beach Park North
- Biscayne National Park
- Fairchild Tropical Botanic Garden
- Conch Key
- Biltmore Golf Course Miami
- Cannon Beach
- Venetian Pool
- Miami Seaquarium
- Cocoa Plum Beach
- EAA Air Museum
- Matheson Hammock Park
- Monkey Jungle
- Sea Oats Beach
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