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Guesthouse holiday rentals in Florida Keys

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Florida Keys guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in Fort Lauderdale
4.91 out of 5 average rating, 395 reviews

Studio on The Beach

LindseyRating, 5 stars1 week ago
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.
Guest favourite
Guesthouse in Miami
4.88 out of 5 average rating, 1,120 reviews

Little Gables Studio A

Maria VictoriaRating, 5 stars2 days ago
Beautiful Airbnb very clean quiet peaceful!
Guest favourite
Guesthouse in Fort Lauderdale
4.88 out of 5 average rating, 733 reviews

Aaron's Guest Cottage and Tiki Hut

Tatianna ReeceRating, 5 stars2 weeks ago
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.
Guest favourite
Guesthouse in Miami
4.94 out of 5 average rating, 610 reviews

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

IovanaRating, 5 stars2 weeks ago
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.
Guest favourite
Guesthouse in Coral Gables
4.86 out of 5 average rating, 342 reviews

#1 hot Private Oasis Studio #1- Miami/Center/Beach

yasminRating, 5 stars2 months ago
Tropical Paradise!! This place is exactly what’s needed to kick back and relax. We enjoyed our stay, and will definitely be back.
Top Guest favourite
Guesthouse in Miami Springs
4.91 out of 5 average rating, 292 reviews

Tropical & Private Bungalow/Pool

RobertoRating, 5 stars1 month ago
Is a wonderful place to stay, we feel very comfortable and peaceful. thank you Marcy!
Guest favourite
Guesthouse in Miami
4.97 out of 5 average rating, 273 reviews

Tropical Oasis Cottage in Design District

EvanRating, 5 stars4 weeks ago
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!
Guest favourite
Guesthouse in Miami
4.88 out of 5 average rating, 201 reviews

Clean/Cozy Studio Private/own entrance+Kitchenette

DomoRating, 5 stars3 months ago
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

Guest favourite
Guesthouse in Miami
4.88 out of 5 average rating, 107 reviews

Private Studio/Bath by Airport Free Pkg

HikaruRating, 5 stars4 weeks ago
Overall, I could spent a good time.
Guest favourite
Guesthouse in Miami
4.96 out of 5 average rating, 136 reviews

Cosy Guesthouse Central Located

JazminRating, 5 stars5 days ago
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
Top Guest favourite
Guesthouse in Miami
4.98 out of 5 average rating, 169 reviews

Big studio w/patio; 7 mins to Mia airport.

AjRating, 5 stars4 days ago
I've stayed here on multiple trips and it's always a great experience!
Superhost
Guesthouse in Miami
4.87 out of 5 average rating, 106 reviews

Unique Guest House Biscayne park

UlisesRating, 5 stars2 weeks ago
Great place to stay before a cruise. Close to port
Guest favourite
Guesthouse in Miami
4.9 out of 5 average rating, 118 reviews

Modern, quiet, private studio

RobertRating, 5 stars3 weeks ago
Great place to stay! The place perfectly matched our needs and at a deal of a price. Thanks very much for everything!!!
Guest favourite
Guesthouse in Miami
4.98 out of 5 average rating, 108 reviews

Cozy Casa Palma Studio - Next to Trendy Areas!

TherenceRating, 5 stars1 week ago
Beautiful place and the host made us feel very welcome. Cannot ask for anything more!
Superhost
Guesthouse in Miami
4.84 out of 5 average rating, 116 reviews

Cute and Cozy Miami Studio

MirandaRating, 5 stars1 month ago
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!
Guest favourite
Guesthouse in Naples
4.94 out of 5 average rating, 125 reviews

Manatees

AjakiaRating, 5 stars1 month ago
GREAT. Would stay again!

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Lighthouse Point
4.92 out of 5 average rating, 171 reviews

Casa De Nanner

JeremiahRating, 5 stars5 days ago
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
Top Guest favourite
Guesthouse in Homestead
4.95 out of 5 average rating, 109 reviews

Hidden Cottage in the Redlands-New, midterm rental

ShilohRating, 5 stars6 days ago
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.
Top Guest favourite
Guesthouse in Pompano Beach
4.98 out of 5 average rating, 129 reviews

Pompano Beach Guesthouse on the ocean

CathRating, 5 stars3 weeks ago
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!
Guest favourite
Guesthouse in South Miami
4.96 out of 5 average rating, 255 reviews

Cozy Cane Cottage close to UM

DerrickRating, 5 stars3 weeks ago
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!
Superhost
Guesthouse in Naples
4.79 out of 5 average rating, 259 reviews

814 LeChicShack •Modern GuestHouse• Private Entry

JohnnyRating, 5 stars4 weeks ago
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.
Guest favourite
Guesthouse in Hollywood
4.93 out of 5 average rating, 229 reviews

La Moderna: A Private Guesthouse

DanteRating, 5 stars1 week ago
This a was a great place ! We would love to stay here again !
Guest favourite
Guesthouse in Miami
4.88 out of 5 average rating, 487 reviews

Private studio/bath. Nice location!

ArturRating, 5 stars2 weeks ago
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
Top Guest favourite
Guesthouse in Miami
4.89 out of 5 average rating, 125 reviews

Cozy 1-Bedroom Private Guesthouse

LiyaRating, 5 stars1 month ago
the best place ever. I loved it and the history is so friendly and welcoming

Destinations to explore