Tiny house holiday rentals in Monroe County

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Popular amenities for tiny home rentals in Monroe County

Family-friendly tiny home rentals

Superhost

Tiny home

4.69 out of 5 average rating, 271 reviews

Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

TracyRating, 5 stars1 month ago
This place was worth it! There were only 2 of us & we always wanted to stay in a tiny house. It was perfect for us! Not mention, beautiful view & outdoor area. Easy drive to Shark Valley & the Everglades, Robert is Here, & the Fruit & Spice Park, which was on our agenda this trip since we’ve been to Key Largo multiple times. Close to great Key Largo restaurants & Publix is literally around the corner. We’d definitely stay again.
Guest favourite

Home

4.76 out of 5 average rating, 270 reviews

Oasis in Little Havana (Free Parking) (4V)

EdwinRating, 5 stars1 week ago
Great location and stay for our long weekend trip. It was convenient to have a parking space as well.

Boat

4.88 out of 5 average rating, 43 reviews

Aqua Lodge Houseboat "Yellow Tail "

ChadRating, 5 stars5 months ago
A nice and unique experience, definitely worth trying, especially if you plan on sleeping on a boat. This is the first place to try because it offers a nice mix of boat and house. The interior feels just like a tiny house or a small hotel suite. Everything works well, is easily accessible, and our boat looked like a newly renovated or built unit, same as in the picutres. The front desk staff are friendly, and the check-in/check-out process was smooth. The only issue we encountered was the whistling noise from the AC. If you’re a light sleeper, you can turn it off at night or use earplugs. This is understandable given that seawater damages almost everything. However, this minor issue didn’t detract from the overall experience. I would go there again.
Superhost

Tiny home

4.81 out of 5 average rating, 200 reviews

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

VirginiaRating, 5 stars1 month ago
I enjoyed a nice weekend in key largo. The park felt very secure with key card entry required. The park is a mix of campers and trailers, although close together, lots of privacy due to trees/fences and nice and quiet. The lot location was ideal, right on the water and so easy to take the kayak out. There is a Publix super marker very close, walkable even, if amenities are needed. Overall, great stay.

Home

4.78 out of 5 average rating, 18 reviews

Aqua Lodge Houseboat "Sand Dollar"

HeatherRating, 5 stars34 months ago
Such a cool experience to stay on a houseboat. How much closer to being on the water can you get?! Full bathroom, kitchenette, space wasn't too small, it was nice and cozy. would definitely stay there again!

Cottage

4.72 out of 5 average rating, 359 reviews

1 bedroom Cottage

JoseRating, 5 stars1 month ago
I will return. Would recommend to anyone who wants a good time or quiet time or relaxing time
Guest favourite

Guest house

4.83 out of 5 average rating, 248 reviews

Studio-Cottage in Coconut Grove

CharlesRating, 5 stars5 days ago
A very nice stay in Miami in this cozy little place, with everything you need to make the most of your trip. The Coconut Grove neighborhood is beautiful, very pleasant, and quiet. I highly recommend it! Thank you James.

Boat

4.17 out of 5 average rating, 12 reviews

Aqua Lodge Houseboat "Sea Biscuit"

TrishRating, 5 stars9 months ago
We loved our little stay, clean quiet and exactly as described

Tiny home rentals with a patio

Guest favourite

Tiny home

4.96 out of 5 average rating, 78 reviews

Kokomo - Waterfront Tiny House/Tiki/Boat Lift/Dock

KarenRating, 5 stars5 days ago
We had a wonderful time here. It’s peaceful. The marine life kept us in aw all week. Manatees graced us with their presence every day and dolphins had their morning breakfast in front of the dock each day as well. It was exactly what we expected and more. We fished off the dock daily. We took fishing charters with bountiful catches. It’s wonderful to have the kayaks at your finger tips to use. The best part though were the hosts. When renting an Airbnb the hosts make a significant difference in the outcome of your stay. Sean was absolutely wonderful. He responds almost immediately when contacted. He does everything he can to make sure your stay is perfect. I highly recommend staying here and any other place he dedicates his name to as a host. Thank you again for a wonderful trip! Hope to see you again soon.🙂
Guest favourite

Tiny home

4.96 out of 5 average rating, 121 reviews

Oceanfront Lookout Point w/two Kayaks & Deck

TerryRating, 5 stars5 days ago
Wonderful place, wonderful location. The waterview was blissful. We spent most of our time on the back deck. Highly recommend.
Superhost

Tiny home

4.89 out of 5 average rating, 28 reviews

Cottage 30 min from Key West, free parking, pool

GinaRating, 5 stars4 weeks ago
Kind, responsive hosts. Peaceful, quiet location even though the RV park has "close quarters". Great price point for a less expensive option of a Florida Keys vacation. During the days, my husband and I enjoyed exploring the beaches at Bahai Honda State Park, about a 10-12 minute drive. In the evening, we would drive the approximately 35-40 minute distance into Key West for sightseeing/shopping.
Guest favourite

Island

5 out of 5 average rating, 14 reviews

Private Island - Off Grid Houseboat

ScottRating, 5 stars4 days ago
Absolutely incredible stay in the Florida keys. Would highly recommend for anyone looking for a private adventure or looking to completely disconnect for a few days. We saw turtles, sharks and many different types of tropical fish. Worth every penny! Frank and Monica are great hosts and the house boat has everything you need. Great location and very easy to access.
Guest favourite

Cottage

4.94 out of 5 average rating, 83 reviews

Waterfront Getaway w/Kayaks, Private Dock & BBQ

MarkRating, 5 stars1 month ago
Fantastic place at a great location in the Keys but still conveniently close to Miami. Loved the extra amenities provided such as the BBQ, kayaks, fishing rods etc.
Superhost

Tiny home

4.81 out of 5 average rating, 62 reviews

A piece of heaven

JacobRating, 5 stars3 months ago
Great place to stay close to both key largo and homestead-Miami. Very responsive host helped with everything we needed and in good time too.
Superhost

Tiny home

4.63 out of 5 average rating, 30 reviews

Charming Coastal Retreat

AmandaRating, 5 stars3 months ago
Wonderful host!! Very responsive! Cute tiny house great for a few days stay! Great restaurants within walking distance!! Highly recommended!
Guest favourite

Tiny home

4.95 out of 5 average rating, 62 reviews

Little piece of Paradise

BobRating, 5 stars1 month ago
Excellent stay! The location was perfect, we really enjoyed just hanging out at the dock relaxing. Luis and Cynthia were very responsive when we had questions. Would definitely choose their place again.

Tiny home rentals with outdoor seating

Superhost

Cottage in Key Largo

4.97 out of 5 average rating, 71 reviews

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

SusanRating, 5 stars1 month ago
The space was perfect for us! We hosted our grandchild for an evening, and being able to separate the spaces within the dwelling was excellent! We had space for baby, puppy, our bedroom, and a general space for kitchen/entertainment area. Betty cleverly provided areas that could be opened or closed according to your wishes. The inside of the Bungalow was so comfortable, well stocked, and laid out perfectly. The outside was paradise… so relaxing on the bench swing under the Tiki hut, and plenty of room for a family to enjoy relaxing by the water. Neighbors were very friendly, and having a baby pool separate from the main pool was fantastic! I could go on… but take home is Betty takes pride in her home, and hopes others do to! Thanks Betty for sharing your abode with us… had a lovely time!
Superhost

Ranch in Homestead

4.92 out of 5 average rating, 63 reviews

Unplug and Unwind in our Wine Barrel

SarahRating, 5 stars3 weeks ago
We stayed here for a night during a long weekend visiting the everglades. The place was beautiful, private, and so peaceful. The wine barrel was a fun place to stay, and the animals were adorable! Would definitely stay here again.
Superhost

Guest house in Miami

4.87 out of 5 average rating, 179 reviews

Luxe GuestHouse In The Center Of Miami⛱

LailaRating, 5 stars3 weeks ago
I had a procedure done and stayed here for my recovery. It was great! Super comfortable and clean. Hosts were very kind and responsive. Will be returning here if I’m ever back in Miami.
Superhost

Tiny home in Key Largo

4.92 out of 5 average rating, 65 reviews

Delightful Waterfront Tiny Home

DianeRating, 5 stars4 days ago
The tiny house was very cute,and obviously well kept. There were charming decorations and The bath was very nice and surprisingly large. Because we were there on business, We didn’t have time to use the tandem sit on top kayak that is there. …..Maybe next time. We hope so.
Superhost

Campervan/Motorhome in Key Largo

4.85 out of 5 average rating, 79 reviews

'The Hidden Port' w/ Kayaks in Paradise

PeytonRating, 5 stars3 weeks ago
This place was perfect for us! My mom and I enjoyed walking around the campground, reading in the hammocks, and it was super short drive to state park. Place was super clean. Would visit again!
Superhost

Houseboat in Key West

4.9 out of 5 average rating, 456 reviews

The Tiki Suite - a Key West icon

AmberRating, 5 stars3 weeks ago
What an amazing experience! Staying here was truly unforgettable and such a unique memory. So relaxing and peaceful, the paddle boards were amazing to have and swim around. We saw different fish, conch, starfish, coral and even a few nurse sharks at night. The bed, chairs and hammock were super comfortable. We went in January and didn’t even need to use the AC at all. The hosts were super responsive as well and the shuttle boat to get to it was super easy to find and get to. Just remember to bring food, water, ice and disposable utensils. Overall I could not recommend staying here enough I will definitely be back!
Superhost

Home in Marathon

4.56 out of 5 average rating, 18 reviews

HotTub Hideaway! PoolTable& More

NatalieRating, 5 stars2 weeks ago
Yuni was an exceptional host. She was super responsive when we had questions and promptly had a portable heater delivered when we asked (it was dropping into the 50s which is cold for South Florida!!). The place is quaint, perfect for accommodating 2 people and a dog. My favorite part was the outdoor space and tried to spend as much time out there as possible despite the cold. The location is private but also walkable to restaurants and activities. I definitely would recommend renting from Yuni!
Superhost

Tiny home in Key Largo

4.84 out of 5 average rating, 43 reviews

Relax by the sea & low cleaning fee !

GaryRating, 5 stars4 weeks ago
Gated community of long and short term RVs, trailers and some permanent buildings. Felt safe with the 24/7 security. Accommodations were clean and as described. Pool area and tanning deck area were a bonus. Friendly neighbors. Would definitely stay again. Thank you.

Destinations to explore