Tiny house vacation rentals in Monroe County

Find and book unique tiny house rentals on Airbnb

Top-rated tiny house rentals in Monroe County

Guests agree: these tiny house rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Boat in Tavernier

4.92 out of 5 average rating, 351 reviews

Island Sanctuary Islamorada

Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

Guest favorite

Home in Key Largo

4.96 out of 5 average rating, 124 reviews

Tiny Home on Waterfront | Bay Views | Deck | Pool

Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

Guest favorite

Cottage in Miami

4.9 out of 5 average rating, 124 reviews

Coconut Grove - 1925 Historic Water Tower

The 1925 Water Tower is a cozy and welcoming home. This piece of Coconut Grove history has been completely remodeled to include all modern amenities. The home includes 1 loft bedroom and a living, dining, kitchen and bath area on the first floor. Full size sofa bed suitable for 1 adult or 2 children ONLY (strictly enforced). Roku connected TV (no cable). Short walk to Coconut grove restaurants, marina and shops but car recommended to explore the city. Free Parking. Snacks and coffee/creamer.

Guest favorite

Cottage in Key Largo

4.96 out of 5 average rating, 157 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

Superhost

Houseboat in Key West

4.83 out of 5 average rating, 283 reviews

Key West Houseboat Paradise

282 reviews over 5 years! SuperHost Rated! Queen Bed, Full Kitchen, Big Living Rm, Full Bath & 3 Sun Decks. Completely rebuilt in 2022. 15 min from downtown, tucked away on a wooden dock. The vibe is 'Old-School Key West'. The property has a light-industrial feel with a 2-bay auto garage & a warehhouse, so the shore side isn't fancy but the Back Deck View is a mile-wide ocean channel with dozens of bright green mangrove islands and a pair of Sea Kayaks just waiting for you to go exploring.

Guest favorite

Tiny home in Key Largo

4.92 out of 5 average rating, 103 reviews

Oceanfront w/ Dock & Kayak Pirate's Cove Key Largo

1,200 Sq.Ft. w/ outdoor living area and dock Enjoy your Own Private Secluded Retreat, Pirate's Cove 1 Bedroom, w/ 3 Pull-Outs, and one Full Bath, Park Trailer 55 In HDTV in the Living Room, and a 32 In HDTV in the Master Bedroom Full Size Refrigerator King Size Bed in Master Bedroom Regular House Toilet Gas BBQ outside (We do not provide the LP) Wide open water views You have a Community Pool on the next Peninsula. Great Tiki Huts, Stereo, and BBQ Entertainment area outside

Superhost

Cottage in Islamorada

4.84 out of 5 average rating, 147 reviews

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! Unfortunately, we do not have spare slips for private boats at this time. A 5% lodging tax will be charged on arrival.

Superhost

Villa in Marathon

4.91 out of 5 average rating, 226 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Guest favorite

Home in Key Largo

4.97 out of 5 average rating, 144 reviews

Key Largo Waterfront Home with Tiki & Boat Dock

WATERFRONT Oceanside Keys delight In Key Largo Kampground- minimum stay 4 days. Your own private TIKI/ BOAT DOCK & swim ladder at the door; HOA boat launch. Bring or rent a boat up to 25' [ no jet skis] Snorkel in front of the house. Launch the PROVIDED tandem kayak from our beach down the street. 1 mile from the land base of Pennekamp State Park. Paddling, boating, fishing, snorkeling and diving are glorious in Pennekamp Park waters. No indoor smoking. No pets.

Guest favorite

Home in Marathon

4.9 out of 5 average rating, 145 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

Superhost

Tiny home in Key Largo

4.9 out of 5 average rating, 153 reviews

Modern beach tiny house/Tiki hut/ boat dock 20ft

Modern beach 'Tiny House" cottage on Canal in key largo. Great location for boaters, fisherman and includes 20ft private dock. Great area to kayak, paddle board or fish. Private Tiki hut just steps from the water. Two kayak's included for your use. This is great community which includes private ramp and associotion pool for homeowners. Very close to private beaches only accessible by boat. Well behaved pets allowed

Superhost

Home in Homestead

4.9 out of 5 average rating, 160 reviews

Delightful Tiny House!Japanese Garden in Homestead

Discover tranquility in the Sukiya tiny house nestled within an award-winning garden in SW Miami-Dade's magnificent Redlands! Explore the breathtaking garden with exotic koi fish in unique ponds and stunning natural attractions! Immerse yourself in magnificent sceneries for an unforgettable experience! Enjoy the convenience of our 2.5-acre facility with guests' own entrance and secured private parking.