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Cottage vacation rentals in Florida Keys

Find and book unique cottages on Airbnb

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Popular amenities for Florida Keys cottage rentals

Cottage rentals with a hot tub

Top guest favourite
Cottage in Bonita Springs
4.98 out of 5 average rating, 58 reviews

The Enchanted Cottage on the Imperial River

AmyRating, 5 stars1 month ago
We loved our stay here. The Enchanted Cottage is a cozy little oasis and perfect for a nature-lover like me! We loved taking the kayaks out on the river and seeing alligators, dolphins, and iguana. It was also a short walk into town for restaurants, bars, ice cream, and events in the park. Our dog loved visiting the Bonita dog beach. Taco Tuesday at Maria's is a must! We had such a relaxing stay. 8 days here was not enough and I hope to be back some day.
Superhost
Cottage in Cudjoe Key
New place to stay

Ocean Breeze at Venture Out 537

TessaRating, 5 stars2 days ago
It was great! Everything was as amazing!
Superhost
Cottage in Cudjoe Key
4.86 out of 5 average rating, 37 reviews

Tidewater Views at Venture Out

KatieRating, 5 stars1 week ago
Great location, and a very practical and cute little house. The neighbor who resides on the ocean side was wonderful and inviting, which made the stay so much better. Well stocked kitchen. Lots of clean towels and name brand starter essentials. The down side, there was a bag of (assumed??) dirty bedding left by the door, which I contacted our concierge about when we arrived, and it went ignored until I brought it up at check out again. It worked out fine though, my kids brought their own blankets and used them instead. Everything else was great though!
Guest favourite
Cottage in Cudjoe Key
4.93 out of 5 average rating, 121 reviews

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

TjRating, 5 stars1 month ago
What a fantastically beautiful place. right on the canals leading to the sea with spectacular views. Great hosts who were super responsive. Highly recommended
Top guest favourite
Cottage in Key Largo
5 out of 5 average rating, 12 reviews

New 150 ft Dock/Private Swim Spa/Tiki/Outdoor Bar

EdwardRating, 5 stars2 weeks ago
This was one of our favorite Air BnB rentals. The house was easy to get to from the Miami Airport, but was far away from the hustle of Florida. The amenities at the house were extraordinary and appropriate. Michelle was in the oversized hot tub twice a day while I was out on the canoe exploring the mangroves and fishing alongside Manatees and Stingrays. The dock provided multiple locations to be in, or out of the sun to fish, read or take in some sun. I did all three at the same time! The fire pit was in the perfect spot where we cooked most of our dinners. If you are looking for a spot for a mellow time to get away from the Northern cold and snow to relax, this is the spot. Sean was more accommodating and proactive with his replies and suggestions than most. There is even a sign on the refrigerator with his cell phone noting that 'if you are not having a 5* vacation, call me, and if you are, call me to rebook'! From the attention to detail throughout, he meant it!!
Guest favourite
Cottage in Deerfield Beach
4.96 out of 5 average rating, 23 reviews

Enchanting 2BR/1BA Casita 2 blocks to Beach

NanciRating, 5 stars1 month ago
We are big fans of the Island’s Casita! It was totally perfect and had features we didn’t realize. There is a room - that is accessible for their other 2(?) airbnbs - with a treadmill, washer & dryer, games, sunscreen and more. The outdoor area is great with a dining table, Adirondack chairs and the hot tub we didn’t use. It was close to the beach - and the Deerfield Aquatic center, which is important to us. Would absolutely stay here again.
Superhost
Cottage in Cudjoe Key
4.64 out of 5 average rating, 111 reviews

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

Elizabeth CarmenRating, 5 stars1 month 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!!
Superhost
Cottage in Cudjoe Key
4.7 out of 5 average rating, 145 reviews

Calypso Cottage

CourtneyRating, 5 stars2 weeks ago
Place was exactly like described, super quaint and had a great homey cottage feel. Neighbors were all super friendly as well. We really enjoyed being able to sit outside on the canal and enjoy our breakfast/dinner as well as playing any games. Would highly recommend this place, not far from key west a matter of 35-45 min depending on traffic

Pet-friendly cottage rentals

Top guest favourite
Cottage in Coconut Grove / Miami
4.9 out of 5 average rating, 375 reviews

Miami’s Grove Hidden Tropical Gem

JeimyRating, 5 stars1 week ago
We had such a lovely stay at Cat's Airbnb in Coconut Grove! The space was clean, comfortable, and thoughtfully decorated—perfect for relaxing after a day of exploring. The location couldn’t have been better—tucked away in a quiet neighborhood but still close to great restaurants and shops. We especially appreciated how peaceful and green the area felt—it really gave us that tropical escape vibe. Highly recommend this spot if you're looking for a cozy, convenient stay in Coconut Grove!
Superhost
Cottage in Miami
5 out of 5 average rating, 4 reviews

MIA Design District Cottage*Hottub*FreeParking

WylishaRating, 5 stars3 days 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!
Top guest favourite
Cottage in Miami
4.89 out of 5 average rating, 81 reviews

The Cottage

VarunRating, 5 stars1 month ago
This is a beautiful property in a very nice part of town. My wife and I were in Miami for the weekend to attend a wedding and this was the perfect home base - clean, quiet, safe. Has a lot of amenities and any equipment you could think you need. Will stay again!
Top guest favourite
Cottage in Islamorada
4.95 out of 5 average rating, 39 reviews

Waterfront Cottage Walk to World Famous Lorelei

KathyRating, 5 stars3 weeks ago
We had such a wonderful getaway at the cottage. The house is so charming and filled with character, something we thoroughly enjoy on our vacations. The location afforded us close proximity to shops and restaurants while also giving us a good home base to explore all the keys have to offer. We started each morning with coffee on the dock while enjoying the surrounding beauty. A manatee family were frequent visitors and even played with us while we were kayaking, a core memory experience, for sure. Jackie is a proactive and responsive host, and she was a joy to communicate with. We highly recommend her and her beautiful property. 🌴☀️
Guest favourite
Cottage in Naples
4.89 out of 5 average rating, 27 reviews

Cheerful 3 bedroom Cottage near the beach!

Patricia DeniseRating, 5 stars2 weeks ago
This was my first AirBnB booking and it was better than I expected! We had 6 adults on this trip and the house was perfect for us. We loved the location, the house was well stocked, and was plenty big for us all! Check-in was easy, we had no issues with anything, and would absolutely stay here again!
Guest favourite
Cottage in Naples
4.95 out of 5 average rating, 143 reviews

Tropical Cottage by the Sea- No Storm Damage

LaurenRating, 5 stars6 days ago
The place itself was so beautiful and the outdoor space leading right to the lake was so peaceful! I enjoyed sitting on the porch in the mornings for a quiet, relaxing start to the day! Robin was very friendly and provided helpful instructions. Definitely recommend 😊
Superhost
Cottage in Key Largo
4.77 out of 5 average rating, 13 reviews

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

KlaraRating, 5 stars1 month 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!
Top guest favourite
Cottage in Naples
4.9 out of 5 average rating, 242 reviews

Cottage Close to Vanderbilt Beach Heated Pool

KendraRating, 5 stars1 month ago
We didn’t want to leave! Such a great house and location. It had everything we needed, including all kitchen ware. It was so nice being able to go up to Whole Foods & Trader Joe’s close by to cook at the house. The pool and screened in porch were so lovely. We’d definitely stay here again.

Private cottage rentals

Top guest favourite
Cottage in Fort Lauderdale
5 out of 5 average rating, 60 reviews

Cozy Tropical Cottage. Your new Happy Place!

ToriRating, 5 stars2 weeks 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 :)
Guest favourite
Cottage in Islamorada
4.96 out of 5 average rating, 80 reviews

Islamorada bungalow 2 bed & pool

MoiraRating, 5 stars2 weeks ago
Very clean and hosts are very responsive. Couldn't find the toaster that was listed. Nice to have beach towels to use for the pool located next door or when going to the beach. Enjoyed having a cooler, beach chairs and umbrella to use for a beach outing. Loved the backyard with a fire pit and Adirondack chairs however the highway runs right behind it and it was a bit noisy. The pool next door was very clean and relaxing. We enjoyed our stay and the recommendations for restaurants and things to do in the area.
Superhost
Cottage in Marathon
4.96 out of 5 average rating, 26 reviews

Waterfront cottage w/ MotherInLaw suite&boat slip

RachelRating, 5 stars9 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 Bonita Springs
4.86 out of 5 average rating, 14 reviews

Beach getaway near FortMyers Naples 25% Month Disc

TheresaRating, 5 stars2 months ago
Alina’s house was perfect for our stay. It was clean, close to everything, easy to get to. Alina was a perfect host—responsive and flexible.
Superhost
Cottage in North Miami
4.78 out of 5 average rating, 45 reviews

Florida beach house with tropical garden

KeshiaRating, 5 stars3 weeks ago
Excellent overall experience in one of my favorite parts of Miami! Christophe's place suited my needs perfectly and the yard exceeded my expectations.
Top guest favourite
Cottage in Naples
5 out of 5 average rating, 79 reviews

Beach House on pond w/ HEATED pool - sleeps 6

SabineRating, 5 stars2 weeks ago
Wir hatten eine tolle Zeit bei Mike. Das Haus liegt in einer ruhigen Gegend. Es war alles sehr sauber. Küchenutensilien wie z.B. Gewürze, Kaffee, Wasser waren vorhanden. Das Haus ist sehr schön eingerichtet. Besonders gut hat uns der beheizte Pool gefallen. Mike hat uns Fischfutter hingestellt, damit wir die Enten und Schildkröten füttern konnten. Der Ausblick auf den kleinen See war toll. Supermärkte sind in 5 Minuten mit dem Auto zu erreichen. Die Kommunikation mit Mike war sehr gut. Das Haus ist eine absolute Empfehlung. Wenn wir wieder in Florida sind, kommen wir wieder!
Guest favourite
Cottage in Key Largo
4.9 out of 5 average rating, 80 reviews

THE PARADISE

LeahRating, 5 stars3 days ago
We enjoyed our stay! Nice location, right on the water. We were able to jump right in the kayaks and get out to spend the day on the water. House was just as described and had everything we needed for a weekend getaway. Host was great and very responsive! Thank you.
Top guest favourite
Cottage in Naples
4.97 out of 5 average rating, 31 reviews

CozyCove

KristaRating, 5 stars4 days ago
One of the best air bnbs I’ve stayed at in a long time and a great host. It always is so nice when the host provides extras like a few waters, beach chairs, a snack or two, etc and this one had all of the above and then some!

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