
Cottage holiday rentals in Florida Keys
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Florida Keys
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Florida Keys
Cottage rentals with a hot tub

MIA Design District Cottage*Hottub*FreeParking
Me and my family really enjoyed our stay at Alfonso’s beautiful cottage. It was quiet, private, peaceful, clean, and overall exceeded our expectations. Alfonso is a great host and responds within minutes. I forgot my daughter’s earring and he allowed me to come back to retrieve it. Very understanding and flexible. The outstanding customer service was highly valued and appreciated. Would definitely recommend this air bnb to others.

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!

Centrally Located Private Cottage
Raymond’s place was absolutely amazing! I will definitely be coming back. ❤️

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.
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!

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!

Cottage Close to Vanderbilt Beach Heated Pool
The home was amazing with a heated pool, 5 minute drive and 20 minute walk to vanderbilt beach. The kitchen has everything you need and the bedrooms were great.

Cozy Cottage Near Vanderbilt Beach
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.

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 :)

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.

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.

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!
Destinations to explore
- Miami Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Key West Holiday rentals
- Havana Holiday rentals
- Central Florida Holiday rentals
- Tampa Bay Holiday rentals
- Kissimmee Holiday rentals
- St Petersburg Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Rentals with beach access Florida Keys
- Rentals with a hot tub Florida Keys
- Family-friendly rentals Florida Keys
- Private suite rentals Florida Keys
- Houseboat rentals Florida Keys
- Villa rentals Florida Keys
- Rentals with a firepit Florida Keys
- Rentals with outdoor seating Florida Keys
- Pet-friendly rentals Florida Keys
- Family-friendly rentals Florida Keys
- Beachfront rentals Florida Keys
- Rentals with pools Florida Keys
- Rentals with a patio Florida Keys
- Boutique hotel rentals Florida Keys
- Bed and breakfasts Florida Keys
- Tiny house rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- House rentals Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Apartment rentals Florida Keys
- Rentals with a kayak Florida Keys
- Waterfront rentals Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Beach house rentals Florida Keys
- Beach apartment rentals Florida Keys
- Campsite rentals Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Hotel rentals Florida Keys
- Rentals with lake access Florida Keys
- Rentals with an EV charger Florida Keys
- Townhouse rentals Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Bungalow rentals Florida Keys
- Motorhome rentals Florida Keys
- Guest house rentals Florida Keys
- Mansion rentals Florida Keys
- Rentals with a cinema Florida Keys
- Rentals with a fireplace Florida Keys
- Smoking-friendly rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Flat rentals Florida Keys
- Resort rentals Florida Keys
- Rentals with a sauna Florida Keys
- Cottage rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Cannon Beach
- Biscayne National Park
- Fairchild Tropical Botanic Garden
- Biltmore Golf Course Miami
- Conch Key
- Venetian Pool
- Theater of the Sea
- Everglades Alligator Farm
- Matheson Hammock Park
- Miami Seaquarium
- Cocoa Plum Beach
- EAA Air Museum
- Virginia Beach
- Things to do Florida Keys
- Art and culture Florida Keys
- Tours Florida Keys
- Sports activities Florida Keys
- Sightseeing Florida Keys
- Things to do Florida
- Tours Florida
- Wellness Florida
- Food and drink Florida
- Entertainment Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Art and culture Florida
- Sports activities Florida
- Things to do United States
- Entertainment United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Tours United States
- Art and culture United States
- Sightseeing United States