
Tiny house holiday rentals in Monroe County
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Top-rated tiny home rentals in Monroe County
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Family-friendly tiny home rentals

Waterfront Pool, Beach, Dock, Kayaks, Paddleboards
Great place to stay and nice outside area to hang out! We brought our 21 ft which fit at the dock perfectly and was easy to launch at the boat ramp located right on the camp grounds. Would definitely stay here again!

Oasis in Little Havana (Free Parking) (4V)
An Amazing Stay – Highly Recommended! I had a fantastic time staying at Sergio’s place! The apartment was exactly as described – spotlessly clean, beautifully decorated, and equipped with everything I needed for a comfortable stay. The atmosphere was cozy and welcoming from the very first moment. What really made this stay special was Sergio himself. He went above and beyond to make sure I had a great experience. He shared so many great local tips – from hidden restaurants and cafes to must-see sights that aren’t in the typical tourist guides. Thanks to his advice, I got to experience the city like a local, and it made all the difference. The location was perfect: quiet, safe, and within walking distance of everything I needed. Communication was fast, easy, and super friendly throughout. I would absolutely stay here again and highly recommend it to anyone visiting the area. Thank you so much, Sergio, for being such a thoughtful and generous host!

Aqua Lodge Houseboat "Yellow Tail "
We stayed at this wonderful houseboat as we began our trip to the Florida Keys and it was perfect! We saw manatees, enjoyed dinner at the outdoor bar with locals, and had a beautiful view of the sunset. Great location with a wonderful host!

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Wish we stayed longer! We particularly enjoyed having the kayaks to go on self tours through the mangroves! Enjoyed the manatees off of the dock! Perfect stay, if we come back we’ll stay there much longer!!

Aqua Lodge Houseboat "Sand Dollar"
The aqualodge was as described. You will be roughing it a bit but if that's what you are looking for this is the spot.

Tropical Cottages - Cottage # 10
Perfect getaway for a couple, very quaint cottages. Bonus is the taco food truck on property as well as the covered bar area. Would definitely stay again!

Aqua Lodge Houseboat "Sea Biscuit"
We loved our little stay, clean quiet and exactly as described

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Property was clean and very cozy. The bed was very comfortable. Plenty of amenities in the home and property it's located within. My only complaint is there was no television in the bedroom as the listing stated but host was apologetic and was going to check the listing so hopefully it's fixed. Would definitely return!
Tiny home rentals with a patio

Kokomo - Waterfront Tiny House/Tiki/Boat Lift/Dock
Sean was an amazing host ! He is so very friendly and easy to communicate with. He provided us with great places to visit in the area. When we told him we were driving down to Key West, he immediately responded with places to see and things to do. All the information he provided for our trip made the week that much more enjoyable. Sean was always available to answer any of our questions. Sean and Chelsea's home was adorable ! Very very clean and cozy. The decorations were so "beachy" and just a very peaceful and tranquil space to relax. The outside tiki bar was a great place to have meals and just hang out and watch the boats go by and see the fish attracted by the light at night off the dock.

Oceanfront Lookout Point w/two Kayaks & Deck
This place is at an amazing location!! Your own little dock, covered patio, kayaks, and beach amenities for you to use! Conveniently right off route 1 to head toward the Keys. It’s definitely a small but efficient space for 2-3 adults. Highly recommend and we’ll be back!

Cottage 30 min from Key West, free parking, pool
A quiet rv site, the deer are present, but not pesky! Easy to get in and out, plus the right amount of space to relax. Enjoyed having Disney to fall asleep with because we don't pay for it at home 🙃😝

Waterfront Getaway | Kayaks, Private Dock & BBQ
My husband and I had a great week at Life in Paradise. It’s right on the canal, so peaceful and secluded. We enjoyed drinking our morning coffee and watching sunset in the afternoon on the private deck. We also enjoyed the community pool. The host is friendly and responsive.

Tiny home in Key Largo !
Carla was amazing! She was super responsive and so accommodating. We had an issue and she got it dealt with quickly. Place was in a great location and was super homey with a lovely hot tub. We caught fish and we cooked it right there. Definitely will stay again!

HotTub Hideaway! PoolTable& More
We had such a good time! The back yard atmosphere was so epic. We grilled steak. We played pool. We relaxed in the hot tub. My fiancé slept in the hammock. We watched movies outside on the couch under the patio lights and stars. We rode bikes to Pigeon Key. The 7 mile bridge is epic. Tour guide Eric knows his stuff You really feel attached to the community rather than a tourist here. The Cracked Conch across the street was rad. There’s a bike rental place a mile away. A Publix across the street. And if you want to save money on eating out the stove comes in handy. My fiancé made fresh boiled stone crab from Key Fisheries, an awesome non pretentious bar/fish market down the street. And then some fresh swordfish from Publix 1 hr from key west. We bar hopped on Duval St. GOT ENGAGED. We would’ve went parasailing but we literally missed the boat lol Awesome awesome time. Lots to do

Tiny Fish Haus
The place was just as advertised. Easy to find and get in to. Would definitely stay again.

Your Perfect Airbnb Getaway in Key Largo!
Fantastic place. Had everything we needed. Everything was very clean, super easy check in, loved the outdoor space. Located close to the pool and "beach" area, which was perfect for the kids.
Tiny home rentals with outdoor seating

2 bedroom & 25' Boat Dock Waterfront Atlantic Side
My family had a great stay! The location is awesome. We really enjoyed the outdoor space and all the amenities at the campground. Betty was a fantastic host.

Unplug and Unwind in our Wine Barrel
Super cool place to stay. Clean and the outside is beautiful. So peaceful ☺️ Frank is really nice , answers quickly! We definitely will recommend to friends and family.

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

Delightful Waterfront Tiny Home
My wife and I were very comfortable at Carlos' tiny house. It was super cozy and had everything a home needed.

Endless Summer Tiny house in Key Largo paradise
Place was great! Everything was clean and community pool was a great close option for enjoying some time outside. The bikes were super helpful for a quick run to the grocery store just a few minutes away. There is a small beach just down the street from the unit, though it was mainly just an access point to a channel filled with mangroves, so we didn’t spend much time there. Be mindful when booking that you cannot check in after 11pm. This is part of a gated community, and entry will not be possible after hours without the key card that you get from the front office at check in. Once you have the key card though, you are all set to come and go as you please. That being said - I highly recommend this unit to anyone who will be arriving before the 11pm cutoff time!

'The Hidden Port' w/ Kayaks in Paradise
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!

The Tiki Suite - a Key West icon
From the moment we arrived at this tropical oasis, we were completely enchanted. This floating tiki hut was nothing short of magical. The rustic, thatched-roof charm paired with modern comforts made it feel like a true island getaway. Like the Maldives at a much more affordable price Our hut was impeccably clean and beautifully decorated with island-inspired touches, soft lighting, and a breezy open layout that let the ocean air flow through. Waking up to the sound of waves in the morning was nothing short of blissful. lounging by the water, paddleboarding, and watching the most breathtaking sunsets from our deck. This place is a hidden gem and we can’t recommend it enough. Whether you’re looking for a romantic escape or just a peaceful retreat from the world, this tiki hut delivers paradise in every sense. We’ll be back!

Relax by the sea & low cleaning fee !
This Airbnb was a perfect base camp for our adventures in the Florida Keys. It is a gated campground, and we Felt very safe and secure during our stay. It was very interesting walking around and seeing all the different homes and campers within the campground. The public spaces were nice as well. Especially the hammocks next to the water. The home itself was spotless and had everything we needed for our stay. There is a nearby grocery store which we visited to stock up on supplies. It was a very quiet and relaxing today and we will plan to come back next time we are in the area.
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Zoo Miami
- Coral Castle
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Long Beach
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- Monkey Jungle
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- Highland Beach
- EAA Air Museum
- Far Beach
- Sandspur Beach
- Windley Key Fossil Reef Geological State Park
- Horseshoe Beach
- Long Key State Park
- Everglades Alligator Farm
- Keys' Meads
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