
Guest house holiday rentals in Florida Keys
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Top-rated guest house rentals in Florida Keys
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Popular amenities for guest house rentals in Florida Keys
Family-friendly guest house rentals

Downtown Cozy Loft
This dog loving friendly family was welcoming, helpful, kind, accommodating, and genuinely seemed like people we’d love to have as friends. Their dogs are just as welcoming as their humans are. This home was sparklingly clean & the bed was SO comfortable. We would absolutely stay again. Thank you for sharing your guesthouse with us so we could be with our family & fur babies too.

Kusikuy Private Guesthouse
Great place for a few days in Miami.

Aaron's Guest Cottage and Tiki Hut
Everything was as described, Aaron was a wonderful host with prompt responses to any of our questions. Check-in instructions were clear and precise. Backyard was amazing!! Will definitely be coming back.

Charming private cottage for two.
I liked the small private Cottage which has everything you need. The bed was comfortable and it was quiet and clean. Rico and Kalyn where very reliable and answered my questions and helped me with my sunpass. Thank you

Cozy and charming cottage
What a gem! This place is the rose amongst the thorns of high rise Miami. Nestled in a garden district behind Bal Harbour, this Oasis hideaway was the perfect escape from the chaos. Instead of the tourist crawl, we chose to nestle at home and absorb the tranquility for a recharge before our next destination. The Bluebirds and Cardinals flying between squirrels and lizards were enchanting. The pool was blissful and the sun was warm. If we ever return to Miami there is no other place we would stay. Hosts we’re exceptional. Gave us space and privacy but we’re there when we needed them.

Cozy Private Cottage 10 minutes from the beach!
Absolutely amazing home, with great energy, clean and private. Layout creates an atmosphere of relaxation and home. Simple but elegant, just right. Only thing I would change is the bathroom shower (abit too small). Great and responsive host and easy to communicate with.

Tropical & Private Bungalow/Pool
Marcy is a great host. super friendly and always attentive. She made us feel at home. The place is beautiful and cozy. For us was a very convenient location and relaxing. the place was clean and all stuff too. The beds are comfortable, the bedding clean and smells clean. I really recommend this place.

A-Charming Cottage Great Location in Little Havana
Only negative I have, is that I had to leave. And hopefully you get a good feel of what I mean after you read. *Shutting the door to the Wild Rose, turning around, eyes immediately locking on the patio chair closest to you, the little black & white fuzzy head of the Grounds Keeper, pops up. He’s looking at you & knows it too. You get 1 last heart to heart & cuddle time in with Carlito. Leaving just got harder. <Also, Do talk to him, he will talk back! He’ll even call for you at your door step if he likes you enough :)> Your given 1 last meow as you look down the stone art pathway lining a beautifully sun kissed tropical archway, to your rental. 15 minutes to the airport. Stomach sinks at the thought, but with the sun (or in my case, tears) in yours eyes, it’s hard not to have a big smile on your face. With a full belly from an amazing meal (compliments to the lovely Ines!), you slowly make your way out. You reach the gate, turn around & with gratitude, smile at the Wild Rose.
Guest house rentals with a patio

Poolhouse Haven
Lesley's place was excellent and very clean. The pool house was very comfortable and private. Lesley and Chris were incredible hosts and made me feel right at home. I highly recommend this place.

Flamingo House
Our stay at Odalys’s place was absolutely perfect. The place was incredibly pleasant, clean, and easily accessible. The beautiful decorations added to the overall ambiance. We want to express our deepest gratitude to Odalys for being so kind and helpful throughout our stay. We highly recommend this place to anyone looking for a comfortable and enjoyable stay.

apt1/1 with queen and two single beds fit 2 or4
She is very sweet and helpful person 🙂 Made our stay comfortable must recommend she also helped us to with special assistance and request for my family. 🙂

Cozy guest house in North Miami
I love the home I felt like I was at my home

Big studio w/patio; 7 mins to Mia airport.
Very clean, organized, and conveniently located to MIA and everything else. Clear instructions by the host, Yamira was incredibly friendly and helpful. Parking was available and much appreciated. Not much in the neighborhood, place is quiet and relatively safe. I would certainly stay again if I ever visited Miami again.

Manatees
Very quiet and peaceful. But still close to activity. We were there for a quick overnight but would love to rebook when we return to the area

Private cottage in the Historical Heart of Miami.
We stayed 3 nights at Randall's cottage. The neighborhood is quiet and pleasant. Also, it's close to Little Havana, where there are several places to visit, eat, and have fun. The apartment is not very large (as in the photos) but great for 2 or 3 people and has a small porch where you can be outdoors. The kitchen seems to be well equipped, although we don't use it. Overall the experience was very good. Randall was very attentive to us at all times.

Cozy remodeled private guest house.
When I came back Miami I wiil call you :)
Guest house rentals with a washing machine and dryer

Hidden Cottage in the Redlands-New, midterm rental
Excellent place to stay while exploring South Florida. Spotless, spacious and quiet. Peggy Sue and Jay were friendly and responsive hosts. Highly recommend.

Wilton Manors Studio with Private Yard
We had a great stay! The place was super clean and comfortable, and Troy was incredibly helpful and easy to communicate with throughout our trip. Would absolutely stay here again!

Luxe GuestHouse In The Center Of Miami⛱
I stayed a week and was able to cook/wash clothes in the meantime Bathroom is spacious Bed is big enough for 2 comfortably Very nice private outdoor area

Coastal Cabana - 2 Miles to Beach and 5th Ave
Dana and Brad were great host. they were very flexible on us checking in. We were already in Naples for a convention and we stayed a few extra days. They made it happen where we can check out at the hotel and check it to there place. We appreciate that. They were quick to respond to a message. The house was clean and the bed was comfortable.

Executive Retreat: Private Pool, Sleeps 4, Pets OK
Pascale and David were incredibly helpful, kind and supportive while our stay at their place. The house felt like home, with quite the lots of space and amenities to use; specially the pool. What a lovely place, area and neighborhood. The hosts explained and showed us everything and how to use all appliances, and when something went wrong they came over to fix it. 5 minute drive from the beach and right on the Main Street close to major stores. We sincerely thank them for their hospitality and helpful service for our family. We would book again and would highly recommend their place for your next adventure!!

Charming guest quarters in a separate building
A Perfect Stay at the Guest Cottage! We thoroughly enjoyed our time at the guest cottage! Kathleen had thought of every detail to ensure our comfort. From the use of the washer/dryer and laundry soap to all the little touches that made our stay so convenient, she really understands what guests need. The setting was peaceful and private, surrounded by beautiful plants and flowers in a lovely neighborhood. It was an easy drive to the Naples beach area. There are plenty of grocery stores and restaurants nearby. We felt right at home and comfortable. We will definitely return and recommend this lovely spot! Thank you, Kathleen!

Cozy 1-Bedroom Private Guesthouse
George’s guesthouse was perfect for my stay. I loved the fact that there is a kitchen and a full size fridge! There was plenty of space for me. I was comfortable and felt safe my entire trip. He is also responsive! If you are a party of 1 or 2, I definitely recommend his place.

Casita Jardin
Hi Emily, Our stay was wonderful in every way. The place was comfortable, cozy and the resident cats were our little girl’s favorite. I really appreciated having my own parking spot and the rapidness of the responses to my questions . I will definitely stay here again. Thank you!
Destinations to explore
- Miami Holiday rentals
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- Bayfront Park
- Everglades National Park
- Sombrero Beach
- Key Biscayne Beach
- John Pennekamp Coral Reef State Park
- Trump National Doral Miami
- Crandon Beach
- Zoo Miami
- Coral Castle
- Hobie Island Beach Park North
- Biltmore Golf Course Miami
- Cannon Beach
- Biscayne National Park
- Monkey Jungle
- Venetian Pool
- Fairchild Tropical Botanic Garden
- Far Beach
- Phillip and Patricia Frost Museum of Science
- EAA Air Museum
- Cocoa Plum Beach
- Sea Oats Beach
- Theater of the Sea
- Windley Key Fossil Reef Geological State Park
- Matheson Hammock Park
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