
Guesthouse holiday rentals in Florida Keys
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Top-rated Guesthouses in Florida Keys
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Florida Keys guesthouses
Family-Friendly guesthouses

Studio on The Beach
We were so grateful to find Ben’s place for our stay. The proximity to everything was outstanding! I cannot describe how convenient it was to find a place so close to the beach without staying in a condo. You also can’t beat having beach chairs, umbrella, cooler, and beach supplies already provided. This is by far the most accommodating AirBNB I’ve been too. There is also incredible water pressure which really hits the spot after a long day at the beach. I was also very pleased that 4 of our 5 days the beach was scantly populated which was also a huge plus for us! As mentioned it is a smaller space but it worked perfectly for my boyfriend and I.

Little Gables Studio A
Beautiful Airbnb very clean quiet peaceful!

Aaron's Guest Cottage and Tiki Hut
Aaron’s guest house was soooo nice, he has a lot to do for the space given! In the tiki hut you can watch movies, grill, play darts, and use the fire pit, my friends and I had a great time. Aaron always responded to me in less than 15 minutes and even helped us figure out how to turn on the grill while he was home in the main house. Overall, I had a great experience staying there and will 100% be booking again.

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!
This was home away from home. It had a cute ambiance and everything was clean and tidy. I’m currently in the middle of a move and it was everything my spouse and I needed. The check in process was easy and Ana was always responsive and available for questions or concerns. I have been living in Miami for a year and would recommend this place for those living here and for those visiting. Locations is also great as it is just a short drive to Calle 8, coconut grove, coral gables, the beach , etc. Would 100% stay here again.

#1 hot Private Oasis Studio #1- Miami/Center/Beach
Tropical Paradise!! This place is exactly what’s needed to kick back and relax. We enjoyed our stay, and will definitely be back.

Tropical & Private Bungalow/Pool
Is a wonderful place to stay, we feel very comfortable and peaceful. thank you Marcy!

Tropical Oasis Cottage in Design District
I couldn’t recommend this place enough! The backyard is beautifully manicured. Feels like a little oasis within the neighborhood. It’s truly a labor of love. Rodney and Susanne are very kind and welcoming hosts. I wouldn’t hesitate to stay there again!

Clean/Cozy Studio Private/own entrance+Kitchenette
Rick & Claud were very accommodating and sweet! I stayed at their guest suite for six weeks and felt at home. They were very responsive whenever I needed anything. Everything worked in the unit as stated. The water pressure in the shower was great and the water gets HOT which I loved. Although it was a mini fridge, it held a good amount of food for my six week stay. The neighborhood was also nice! It’s about 5 mins from FIU for students. I took a walk to get my 10k steps in and felt safe the entire time. Highly recommend.
Guesthouses with a patio

Private Studio/Bath by Airport Free Pkg
Overall, I could spent a good time.

Cosy Guesthouse Central Located
Really nice accommodation, very clean, actually nicer in person than in pictures. I must compliment their espresso machine! It was actually my first airb&b experience, and it was better than expected, hosts were responsive, parking was hassle free! I

Big studio w/patio; 7 mins to Mia airport.
I've stayed here on multiple trips and it's always a great experience!

Unique Guest House Biscayne park
Great place to stay before a cruise. Close to port

Modern, quiet, private studio
Great place to stay! The place perfectly matched our needs and at a deal of a price. Thanks very much for everything!!!

Cozy Casa Palma Studio - Next to Trendy Areas!
Beautiful place and the host made us feel very welcome. Cannot ask for anything more!

Cute and Cozy Miami Studio
Jonathan’s place was close to everything we needed to do in Miami. Quiet and peaceful, Jonathan was always available to communicate and answered any questions with clarity. We enjoyed our stay here and would recommend this cute place!

Manatees
GREAT. Would stay again!
Guest house rentals with a washing machine and dryer

Casa De Nanner
We work all over the state of Florida and this place was great for what we needed. It was close to our job site and the place was spacious. Beautiful landscape all the way to door. Thanks

Hidden Cottage in the Redlands-New, midterm rental
Mrs. Peggy was so sweet in leaving us homemade muffins as a welcome gift! The house was well put together, comfortable, and had enough room for all of us. It was a beautiful and quiet location.

Pompano Beach Guesthouse on the ocean
Couldn’t have been happier with our stay. Deborah was incredibly responsive and flexible with our travel plans which we really appreciated. The house is gorgeous, full of amenities, super clean, and the private beach access is wonderful!

Cozy Cane Cottage close to UM
Stephen Eugene's place was fantastic! The place was quiet, comfortable, and had everything I needed and more! The decor was beautiful inside. The surrounding area was so pretty and peaceful! The location was great as it was situated close to all shopping as well. Stephen Eugene went above and beyond as she was very kind and quick to respond, and was accommodative and caring about my needs. I would definitely stay again! Highly recommend!

814 LeChicShack •Modern GuestHouse• Private Entry
LeChicShack is a unique building that provides a home base central to exploring North Naples. Easy drive to a few local Beaches, shopping and dining. Beach chairs and sand anchored umbrella provided for beach use. Walking distance to North Naples CC; must visit.

La Moderna: A Private Guesthouse
This a was a great place ! We would love to stay here again !

Private studio/bath. Nice location!
Quiet and safe neighborhood. Everything you need for a short stay. Within 600m there is a bus stop with a direct connection to the center. Vivienne quickly responded to the messages sent. The only thing you can complain about is a bit worn mattress in the bed. But still, we give 10 and we will recommend this place. Best regards

Cozy 1-Bedroom Private Guesthouse
the best place ever. I loved it and the history is so friendly and welcoming
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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
- 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
- EAA Air Museum
- Cocoa Plum Beach
- Virginia Beach
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