
Cottage vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida Keys cottage rentals
Beachfront 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!

Cozy beach cottage steps away from Hollywood Beach
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.

Catch n' Relax Canalfront Cottage in Marathon
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!

Oceanfront Getaway | Kayaks, BBQ & Stunning View!
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.

Pompano Beach Private Ocean Cottage Unit 11.
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.

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!

Beautiful 3 bedroom cottage with private rooftop
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.

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
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

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 :)

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!

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.

Historic Coral Cottage in the Heart of Old Naples
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 ♡

Las Tortugas Azules (The Blue Turtles) - Family Retreat
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.

Poolside Tropical Oasis: Spacious Garden Cottage
Beautiful space and wonderful hosts. Would highly recommend!

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!
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!
Destinations to explore
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Key West Vacation rentals
- Havana Vacation rentals
- Central Florida Vacation rentals
- Tampa Bay Vacation rentals
- Kissimmee Vacation rentals
- St Petersburg Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- RV rentals Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with a home theater Florida Keys
- Houseboat rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washer and dryer Florida Keys
- Bed and breakfasts Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with an accessible height toilet Florida Keys
- Rentals with lake access Florida Keys
- Rentals with a patio Florida Keys
- Villa rentals Florida Keys
- Apartment rentals Florida Keys
- Rentals with a fire pit Florida Keys
- Beach house rentals Florida Keys
- Rentals with a kayak Florida Keys
- Pet-friendly rentals Florida Keys
- Resort rentals Florida Keys
- Rentals with an accessible height bed Florida Keys
- Hotel rentals Florida Keys
- Rentals with a sauna Florida Keys
- Private suite rentals Florida Keys
- Tiny house rentals Florida Keys
- Guesthouse rentals Florida Keys
- Mansion rentals Florida Keys
- Rentals with beach access Florida Keys
- Rentals with a fireplace Florida Keys
- Bungalow rentals Florida Keys
- Waterfront rentals Florida Keys
- Smoking-friendly rentals Florida Keys
- House rentals Florida Keys
- Kid-friendly rentals Florida Keys
- Rentals with pools Florida Keys
- Rentals with outdoor seating Florida Keys
- Rentals with an EV charger Florida Keys
- Boutique hotel rentals Florida Keys
- Beach condo rentals Florida Keys
- Beachfront rentals Florida Keys
- Condo rentals Florida Keys
- Family-friendly rentals Florida Keys
- Townhouse rentals Florida Keys
- Campsite rentals 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
- Biscayne National Park
- Fairchild Tropical Botanic Garden
- Conch Key
- Biltmore Golf Course Miami
- Cannon Beach
- Venetian Pool
- Miami Seaquarium
- EAA Air Museum
- Cocoa Plum Beach
- Matheson Hammock Park
- Monkey Jungle
- Sea Oats Beach
- Far Beach
- Things to do Florida Keys
- Art and culture Florida Keys
- Sightseeing Florida Keys
- Tours Florida Keys
- Sports activities Florida Keys
- Things to do Florida
- Art and culture Florida
- Tours Florida
- Food and drink Florida
- Sightseeing Florida
- Wellness Florida
- Sports activities Florida
- Nature and outdoors Florida
- Entertainment Florida
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States