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Tiny house vacation rentals in Monroe County

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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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Top guest favorite
The eco-friendly two-story River Queen vessel is anchored in a calm harbor, showcasing a modern design. The structure features large windows and a rooftop terrace, with a wind turbine on the left. The surrounding landscape includes lush greenery, complementing the serene water view.
Boat in Tavernier

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.

4.92 out of 5 average rating, 401 reviews
Guest favorite
A collage showcases four images: A serene sunrise over water, a cozy bedroom with a flat-screen TV, an open-concept living area with a kitchen and dining space, and a tranquil view of the evening sun reflected on the bay, complete with a kayak along the shoreline.
Home in Key Largo

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!

4.91 out of 5 average rating, 205 reviews
Top guest favorite
A wooden dock extends over calm waters, flanked by posts leading to a serene view of the sky at sunset. Lush palm trees are visible in the background, enhancing the tranquil atmosphere of the canal.
Guest suite in Key Colony Beach

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

4.99 out of 5 average rating, 141 reviews
Guest favorite
The tranquil canal is illuminated by soft lights reflecting off the crystal-clear waters. Lush palm trees line the banks, and tiki huts with ambient lighting add to the serene atmosphere. The scene captures a peaceful nighttime setting with boats moored along the dock.
Cottage in Key Largo

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

ACTUAL LOCATION: within KeyLargoKampground.com Gated Community Lot #66 with BOAT DOCK for 25' OUTSIDE: ~ Large deck/ dock, Grill, Swim Ladder, tiki hut with swing and dining and Pub table. Parking for 1 truck & 1 car. ~ steps from the cottage Dock out back in 30' deep 100' wide Deep water swim canal with tropical fish along the banks, occasional Manatee, tarpon and finger mullet in cooler months. Maybe a porpoise. Kayack, board or Fish off dock. Walk to moon lit beaches in the park.

4.93 out of 5 average rating, 104 reviews
Guest favorite
A serene waterfront view is framed by palm trees, with two green chaise lounges positioned for relaxation. The setting sun casts warm hues across the sky, reflecting on the water's surface. A Tiki structure adds charm, creating an inviting outdoor space.
Tiny home in Key Largo

Oceanfront Lookout Point w/two Kayaks & Deck

Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day… Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.

4.96 out of 5 average rating, 212 reviews
Top guest favorite
A serene view of a canal features lush palm trees lining wooden docks. A white boat is moored nearby, while a clear blue sky with scattered clouds reflects the peaceful surroundings.
Cottage in Key Largo

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!

4.96 out of 5 average rating, 196 reviews
Top guest favorite
Home in Key Largo

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

Waterfront retreat perfect for couples, families, or boaters looking to explore the best of the Keys. Dock your boat. Snorkel right from your door. Fish from the dock. (poles etc. provided). Paddle through mangroves with the tandem kayak, or relax with a drink while the sun sets over the canal. Steps from two heated pools, a playground, a sandy beach. 0.3 miles from groceries & restaurants. Fishing, diving famous reefs, or just unwinding under the tiki, this puts paradise at your doorstep.

4.97 out of 5 average rating, 188 reviews
Top guest favorite
A sunset view is captured from a covered outdoor seating area, showcasing a tranquil waterway. Silhouettes of kayaks and a table are visible, while the setting sun creates a warm glow across the horizon. Natural textures are evident in the thatched roof above.
Tiny home in Key Largo

My Little Oasis2 Waterfront Retreat, Key Largo

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

4.97 out of 5 average rating, 231 reviews
Superhost
Three modern Aqua Lodges are positioned on water, featuring white exteriors and blue roofs. Each lodge has a furnished deck with chairs, providing relaxed seating options. A smooth, concrete path runs alongside the lodges, leading to a marina setting with sailboats in the background.
Villa in Marathon

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!

4.86 out of 5 average rating, 609 reviews
Guest favorite
Guesthouse in Key Largo

Romantic Bayside Guesthouse peaceful beach sunsets

Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *Guesthouse on bayside not Bayfront ! Same property private from the residence! "No pets inside the Guesthouse "

4.85 out of 5 average rating, 519 reviews
Top guest favorite
A modern interior showcases a spacious living area with a sectional sofa adorned with decorative cushions. Adjacent, a bright kitchen is visible, alongside a dining table. A cozy bedroom features a bed with plush linens. Outdoor seating is arranged on a covered patio, surrounded by greenery.
Home in Marathon

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.

4.9 out of 5 average rating, 190 reviews
Guest favorite
Tiny home in Key Largo

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

4.89 out of 5 average rating, 219 reviews

Popular amenities for Monroe County tiny house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly tiny house rentals

Guest favorite
A well-maintained lawn leads toward the ocean, with palm trees swaying gently in the breeze. Beach chairs are arranged along the shore, offering a view of the sparkling water under a partially cloudy sky.
Condo in Key Colony Beach

Beachside Unit 27 - The Beach is Calling You!

4.89 out of 5 average rating, 123 reviews
Superhost
A spacious mobile home is displayed under a clear blue sky, featuring a covered porch supported by white columns. Large windows are adorned with blue-green shutters. Nearby, a variety of other vehicles and structures are visible, set against a backdrop of palm trees.
Camper/RV in Key Largo

Little slice of heaven right in key largo

4.82 out of 5 average rating, 67 reviews
Superhost
A cozy bedroom features a spacious bed adorned with a light blue coverlet. Large windows allow natural light to fill the room, complemented by soft curtains. A television is positioned on a small dresser, and a piece of wall art depicting a serene landscape adds a calming touch.
Cabin in Sanibel

Newly remodeled Parakeet Cottage! Walking distance to beach, restaurants, shops!

Top guest favorite
A serene sleeping area features a spacious bed with crisp white linens and decorative pillows. Wall-mounted lamps provide soft lighting beside the bed, which is flanked by matching nightstands. Above the bed, framed artworks add a touch of character to the room.
Guesthouse in Coconut Grove

Studio-Cottage in Coconut Grove

4.84 out of 5 average rating, 287 reviewsA tranquil marina scene is captured at sunset, with colorful clouds reflecting on calm water. A row of Aqualodges is visible along the water's edge, alongside several parked boats and a tiki hut, creating a serene atmosphere.
Houseboat in Key West

Deluxe Bungalow

4.69 out of 5 average rating, 440 reviewsA spacious living room features two sofas, one of which is a fold-out bed, and a coffee table centered on a patterned area rug. Large windows with wooden blinds allow light to fill the room, highlighting the full kitchen area and breakfast bar in the background.
Houseboat in Key West

Key West Houseboat Paradise

4.77 out of 5 average rating, 366 reviewsA charming cottage exterior features light blue siding and is accented by vibrant pink Adirondack chairs. Lush greenery surrounds the entrance, and flowering plants add color to the setting. A clear blue sky and tropical palm trees complete the welcoming atmosphere.
Cottage in Marathon

Tropical Cottages - Cottage # 10

4.61 out of 5 average rating, 166 reviews
Guest favorite
The image captures a serene body of water at sunset, with soft reflections shimmering on the surface. Kayaks are visible in the foreground, while a vibrant orange and yellow sky transitions into soft blues, framed by wispy clouds over the horizon.
Camper/RV in Key Largo

'The Hidden Port' w/ Kayaks in Paradise

4.87 out of 5 average rating, 95 reviews

Tiny house rentals with a patio

Guest favorite
A private conch cottage floats on calm waters, featuring a light green exterior with white trim. Spacious decks are present at the front and back, while paddle boards and kayaks are visible nearby, highlighting the connection to the surrounding nature.
Houseboat in Key West

Key West Outpost: eco-vacation

4.95 out of 5 average rating, 84 reviews
Guest favorite
Tiny home in Key Largo

The Driftwood Den Your Keys Tropical Oasis

4.9 out of 5 average rating, 49 reviewsA charming oceanfront house is framed by palm trees, with a light-colored exterior and multiple windows. A welcoming deck area is visible, overlooking the Gulf of Mexico. The surrounding landscape features manicured greenery and a sandy pathway leading to the entrance.
Home in Key Largo

Waterfront Keys Cottage Sleeps 4

4.82 out of 5 average rating, 34 reviewsA tiki hut with a thatched roof is set next to a canal, providing a shaded gathering area. A small white boat is docked alongside a blue jet ski, with seating available on the wooden deck. Tropical plants enhance the waterfront view.
Tiny home in Key Largo

A piece of heaven

4.8 out of 5 average rating, 87 reviewsA bright living area features a gray sectional couch and a light wood dining area. Large sliding doors open to reveal an outdoor space with seating. Natural light brightens the room, accentuating the wooden beam ceiling and white cabinetry.
Houseboat in Key Colony Beach

Delightful Aqualodge! Cabana Club Access! Sailfish

4.65 out of 5 average rating, 23 reviewsA compact living area features a sleek black wall-mounted television opposite a light-colored sofa bed. Natural wood shelving supports decorative items and two wooden stools. A mirrored vanity setup with a basket for storage enhances the functionality of the space. Soft light is provided by wall sconces.
Tiny home in Coral Way

Charming Coastal Retreat

4.58 out of 5 average rating, 36 reviews
Superhost
A waterfront Tiki space features a thatched roof providing shade over comfortable seating. Two kayaks rest on the dock, and a serene canal view reflects the vibrant blue sky. The tiny home is visible in the background, showcasing large windows and a charming exterior.
Cottage in Key Largo

Waterfront Getaway | Kayaks, Private Dock & BBQ

4.86 out of 5 average rating, 147 reviews
Guest favorite
A thatched-roof gazebo sits on sandy ground, accompanied by a wooden picnic table. A marina with boats is visible nearby, showcasing a designated sign. A heated pool is seen, bordered by lounge chairs. A serene house is framed by palm trees, with a bright blue kayak positioned by the water.
Cottage in Key Largo

Kampground Escape /w Kayaks, Heated Pool And More

4.92 out of 5 average rating, 112 reviews

Tiny house rentals with outdoor seating

Guest favorite
Tiny home in Key Largo

Delightful Waterfront Tiny Home

4.91 out of 5 average rating, 121 reviews
Guest favorite
A modern two-story home is surrounded by lush tropical vegetation. The exterior features a blend of white and blue walls, with large windows enhancing natural light. A pebble pathway leads towards the entrance, and the landscape is accented with various shrubs and palm trees.
Cottage in Coconut Grove

Coconut Grove - 1925 Historic Water Tower

4.9 out of 5 average rating, 156 reviews
Guest favorite
Guesthouse in Coral Way

6 year Miami SuperHost– Yard, bike, bbq & Parking

4.9 out of 5 average rating, 177 reviews
Superhost
Tiny home in Key Largo

Waterfront Tiny Home Pool Dock Kayaks Paddleboards

4.79 out of 5 average rating, 229 reviews
Superhost
The exterior of the Yellowtail houseboat is shown, featuring a modern design with large glass doors and a welcoming entryway. A lifebuoy is mounted on the wall, and air conditioning units are visible on both the houseboat and nearby units. The deck leads to the dock, enhancing accessibility.
Boat in Tavernier

Aqua Lodge Houseboat "Yellow Tail "

4.81 out of 5 average rating, 67 reviews
Guest favorite
An underwater scene features a coral-encrusted statue with arms raised, surrounded by clear blue water. Colorful fish swim nearby, while a diver in swimwear hovers gracefully close to the statue, creating a sense of tranquility and connection to marine life.
Tiny home in Key Largo

Endless Summer Tiny house in Key Largo paradise

4.9 out of 5 average rating, 52 reviews
Superhost
Tiny home in Key Largo

Relax by the sea & NO cleaning fee !

4.84 out of 5 average rating, 70 reviews
Guest favorite
An open-plan living area displays a smooth tile floor and exposed wooden beams overhead. A brown leather sofa and a coffee table are positioned on a decorative rug, while two white chairs complement a small dining space. Natural light enters through the window with wooden blinds.
Boat in Islamorada

HOUSEBOAT 2BD, 1 BATH PRIVATE KEYS COTTAGE MULLET

4.83 out of 5 average rating, 219 reviews

Destinations to explore