Tiny house holiday rentals in Orlando

4.94 out of 5 average rating, 452 reviews

A quaint exterior view of a small house surrounded by lush greenery. The porch is framed by a railing and features a couple of chairs, while string lights add a charming touch. Colorful flowers bloom in the foreground, enhancing the serene atmosphere.

Guesthouse in Orlando

Garden House near Orlando's cultural hub

On a quiet cobblestone street, yet close to art and culture, more than 3 dozen restaurants in walking distance, Florida Hospital and family-friendly activities. You’ll love our place because of the location, the large bathroom with jacuzzi, the skylights, window seat, porch swing. It is nestled in our back yard surrounded by trees and has its own private entrance via a rustic walk way of pavers and stones. Couples, families, most anyone will find it charming. STR 1009942 (City registration)

Place to stay in Audubon Park

A modern structure with a sloped roof is set amidst lush greenery. The open patio features sleek outdoor seating, providing a comfortable space for relaxation. Large windows allow natural light to fill the interior, while the manicured lawn adds to the serene environment.

4.98 out of 5 average rating, 110 reviews

Hip RetroModern Lakefront Cabana w/ EV Charger

The Kiwi Cabana is a modern euro-style studio that offers the best in location, comfort, and ambiance! Relax with a glass of wine on the patio or dock & enjoy a gorgeous sunset on the lake. Light the fire pit and fire up the grill for a romantic evening. Luxe Queen Murphy Bed. Wifi. Cable. Outdoor Lighting & Sound System. Spacious Leather Sectional. Multiple Coffeemakers. Dishwasher. Microwave. CounterTop Oven. Electric Vehicle Charger at Dedicated Guest Parking Space. STR License #1009857

4.84 out of 5 average rating, 117 reviews

A cozy bedroom features a comfortable queen bed with light blue bedding. Nightstands with lamps are positioned on either side. A wooden barn door and an artwork depicting foliage add a touch of warmth to the modern space, complemented by a sleek black floor.

Tiny home in Winter Park

Comfy Tiny Home @WP. Large Private Deck+Queen bed

This memorable place is anything but ordinary. Welcome to our charming TINY house in the heart of Orlando! Nestled in a quiet neighborhood, this cozy retreat offers the perfect blend of comfort, privacy, and convenience. Whether you're here for business or leisure, our centrally located TINY house is an ideal home base for exploring all that Orlando and Winter Park have to offer. ✅️Private Patio ✅️Free Parking ✅️Deck with outdoor seating 🎢10-15 min from Universal ✈️20-22 min to airport

4.89 out of 5 average rating, 235 reviews

A spacious sleeping area features a queen bed with a patterned white and navy bedspread. A wooden nightstand is positioned beside the bed. A ceiling fan provides airflow. The kitchenette and dining area are visible in the background, showcasing modern appliances.

Guesthouse in Lake Como

Adorable Studio Guest House

Enjoy a quiet peaceful stay just minutes outside of Downtown Orlando. Walk to local restaurants, bars and cafes. The guesthouse has a fully equipped kitchen, full bathroom, built-in closet, wi-fi, queen bed and pull-out murphy bed. The TV has access to Netflix, Hulu and Disney Plus. Owners live on property in the main house, and are available to answer any questions. Distances to Major Attractions: Downtown Orlando--10 Mins Airport--20 Mins Universal Studios--20 Mins Disney--30 Mins

Guesthouse in Wadeview Park

A garden cottage is nestled among vibrant yellow flowers and lush greenery. A small patio table with chairs invites outdoor relaxation, while a large tree provides shade. The cottage's entrance is framed by blooming plants, creating a serene environment for guests.

4.86 out of 5 average rating, 424 reviews

Garden Cottage Efficiency

Relax in this newly interior renovated private garden cottage. Featuring a beautiful tropical garden, private entrance, full kitchen/bath, queen-size bed (additional single option), free 1 off street parking spot, WiFi, TV. Sheets, towels, blankets, kitchenware and toiletries provided. You may enjoy the patio and covered gazebo. Secure private access 24/7 Shopping, dining and recreation are less than a five-minute walk. Located between downtown and the attractions. LGBT friendly.

Guesthouse in Lake Eola Heights

A bright and airy studio space is depicted, featuring a spacious bed with a light-colored blanket. A wooden tray sits on the bed with a drink. A TV is mounted on the wall opposite a casual seating area with a coffee table and a comfortable couch.

4.94 out of 5 average rating, 271 reviews

Bright + Modern Downtown Guesthouse near Lake Eola

Best location in Orlando. No need for a car. This beautiful, historic 1947 garage apartment is a 5-minute walk to Lake Eola, and within walking distance of many lovely cafes, restaurants, and bars. We are very proud of our little guesthouse behind our home. We would love to host you and show off our beautiful city. Driving distances to major attractions: - Dr Phillips Center || 5 min (1.2 miles) - Amway Center || 5 min (1.5 miles) - Universal Studios || 20 min - Disney || 30 min

4.97 out of 5 average rating, 819 reviews

A cozy space is illuminated by warm lighting and twinkling string lights. A comfortable bed with decorative pillows is framed by wooden accents. A small seating area features a television and has a view of the garden area with fire pit chairs, creating a relaxing outdoor ambiance.

Tiny home in Spring Lake

The Little Treehouse 2 at Country Club of Orlando

With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

Tiny home in College Park

The exterior of a modern shipping container suite is displayed, featuring large windows that allow natural light to flood the interior. The surrounding landscape includes gravel and low-maintenance foliage, with a small deck leading to the entrance, emphasizing the blend of nature and contemporary design.

4.95 out of 5 average rating, 168 reviews

Luxury Container Home w/ Hot Tub- 30 min to Disney

Step into this unique experience: a shipping container transformed into a luxury 1 bedroom 1 bathroom suite. The space is perfect for couples, business travelers, tourists, and families. After a busy day in the parks or shopping, come back to a cozy outdoor paradise with lights strung up under a covered pergola. Lounge on the couch and enjoy a gas fireplace table, grill a meal on the Weber Spirit 2 gas grill, and soak your tired feet in the hot tub.

4.97 out of 5 average rating, 117 reviews

A bright and airy living space features a cozy sofa and a circular coffee table surrounded by wooden chairs. Natural light fills the area through a large window adorned with light curtains, while greenery adds a touch of nature to the decor.

Apartment in Orlando

Sunny Oasis *FreeParkShuttle*Boho-inspired retreat

Welcome to Sunny Oasis, your perfect escape in the heart of Orlando. Immerse yourself in a beautifully curated Boho ambiance, filled with natural textures, earthy tones, and sunlit spaces. Whether you’re relaxing after a day at the parks or enjoying a peaceful getaway, Sunny Oasis offers the comfort and serenity you deserve. Book your stay with us and experience the allure of Orlando’s attractions in a clean, serene, and superbly located getaway.

Guesthouse in Lake Eola Heights

A serene pool area features a vibrant red pool float resting in the clear water, surrounded by lush greenery. Comfortable outdoor seating is arranged near the pool, with large umbrellas providing shade. The backdrop showcases a charming pool house with multiple glass doors, inviting natural light.

5 out of 5 average rating, 270 reviews

Livingston Pool House- In The Heart of Downtown

Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Shipping container in College Park

An outdoor deck features a round table with two chairs beneath a vibrant orange umbrella. The entrance to the container studio is framed by glass doors, surrounded by plants. String lights are visible overhead, providing a cozy ambiance.

4.92 out of 5 average rating, 183 reviews

Cozy container in College Park and near Downtown

This is a unique stay in a container that has been transformed into a studio. Similar to a tiny home but without climbing into a loft. The Container is outfitted with a Kitchen, Bath and sleeping area. Cozy and quaint is the best way to describe it. The location is in my backyard in College park, near major roadways for easy travel to the theme parks, Winter Park restaurants and Downtown entertainment.

4.88 out of 5 average rating, 429 reviews

A bright studio space features a spacious bed with blue and white bedding, complemented by a ceiling fan. A small dining table is positioned near a wall adorned with artwork, while a comfortable seating area includes two chairs, creating a welcoming and functional layout.

Guest suite in Orlando

cozy studio private entrance ,by florida mall

cozy one studio in the magic Orlando city, private entrance , parking free, 15 minutes walk from Florida Mall, 15 minutes by car from the airport.. the nearest local convenient store and 30 minutes from Disney .. and 15 from universal,15 min universal walk,10 min to International driver,15 min to the mall, premium outlet,volcando Bay

Popular amenities for Orlando tiny house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly tiny house rentals

A charming tiny house is depicted with a bright turquoise exterior and white trim. Stairs lead up to a welcoming entrance, framed by well-maintained greenery. The structure is set on a paved driveway, surrounded by a tranquil, established neighborhood.

4.86 out of 5 average rating, 139 reviews

Just Remodeled! * Awesome Tiny House

4.93 out of 5 average rating, 27 reviews

A charming tiny home is set amidst lush greenery, featuring a welcoming front porch with a vibrant decorative flower accent. The exterior showcases a combination of light blue and orange hues, complemented by a yellow front door, enhancing the inviting appearance of the property.

Tiny home in Orlando

Downtown Tiny Life - Experience Tiny Living!

Guest suite in Lake Formosa

A modern studio space features a cozy living area with a blue sofa adorned with a yellow cushion, complemented by a decorative area rug. A full kitchen with gray cabinetry and a dining space are visible, with sheer curtains allowing natural light to filter in.

4.93 out of 5 average rating, 274 reviews

Guesthouse in Mills 50 with yard walking to bars

A well-lit bedroom features a queen bed dressed in fresh linens and decorative pillows. On either side of the bed, two nightstands with lamps provide soft lighting. A floral artwork adorns the wall above the headboard, and a window offers natural light along with a view of vibrant flowers outside.

Home in Orlando

4.79 out of 5 average rating, 334 reviews

Charming Central Orlando Home with Private Yard

4.94 out of 5 average rating, 36 reviews

Tropical Cottage Hideaway- Fun Family Cottage

5 out of 5 average rating, 9 reviews

A well-lit bedroom features a spacious bed with a dark comforter. White walls and a vaulted ceiling create an airy feel. A large mirror reflects the room, while sheer curtains frame a window, allowing natural light to fill the space.

Tiny home in Davenport

Cozy Mini Home near Disney

4.9 out of 5 average rating, 39 reviews

A red sofa with decorative cushions is positioned against a wall of large windows, allowing natural light to fill the space. A small dining table and various indoor plants are visible, enhancing the cozy atmosphere of the living area.

Cottage in Kissimmee

Sherwood - Disney Get'A'Way

A bright living area features a beige sofa with decorative pillows and a round green ottoman. Light streams through multiple windows adorned with blinds, illuminating the open layout. A modern TV is positioned on a green cabinet, with a dining space visible in the background.

4.9 out of 5 average rating, 40 reviews

Cozy cottage 4 miles from Disney

Tiny house rentals with a patio

Guesthouse in Thornton Park

A welcoming sign for The Green Room is displayed on the exterior wall. The sign features the name 'Green Room' in a stylish font, surrounded by a decorative circular border. The year 'EST 2022' is included, emphasizing a modern touch to the entryway.

4.92 out of 5 average rating, 95 reviews

The Green Room Orlando

4.97 out of 5 average rating, 29 reviews

A shared private pool area features a clear blue pool surrounded by light-colored paving stones. Palm trees and green foliage are visible in the background, with a serene lake reflecting the sky. Lounge chairs are arranged nearby, providing a relaxing outdoor space.

Guesthouse in Orlando

Lakeside Palm Escape

The tiny house features light blue siding with white trim, complemented by a welcoming porch with white railings. Steps lead up to the entrance, which is adorned with large windows allowing natural light to fill the interior space.

4.94 out of 5 average rating, 203 reviews

Tiny House Orlando Getaway!

A cozy private home is framed by a well-maintained porch with white railings and steps leading to a concrete pathway. The exterior is clad in light yellow siding, with large windows allowing natural light to enter. Nearby, another residence and a parking area are visible.

4.93 out of 5 average rating, 87 reviews

Tiny Home GetAWay, near the Parks!

4.98 out of 5 average rating, 263 reviews

A charming outdoor patio area is presented, featuring a table with four black chairs and an umbrella for shade. A low wall defines the space, complemented by potted plants and a grassy area. The tiny home entrance is visible, framed by a wooden porch.

Tiny home in Orlando

Private Tiny Home w/ Yard + Grill

4.82 out of 5 average rating, 107 reviews

Cottage in Kissimmee

Chic Cottage near Disney - Lots of Amenities!

A tiny home exterior is featured, displaying a white porch with a safety railing, leading to a well-defined entrance. A small outdoor seating area is visible with two chairs and a table under a large umbrella. The building's siding is light-colored, creating a clean, inviting appearance.

5 out of 5 average rating, 11 reviews

New Tiny House in Kissimmee

A bright living space features a yellow sofa and a patterned area rug, with large windows allowing natural light. Two woven barstools sit at a kitchen island, paired with white cabinetry. A staircase with wooden steps leads to the upper level, creating an open atmosphere.

4.78 out of 5 average rating, 119 reviews

Bohemian Chic Retreat - Tiny Home near Disney

Tiny house rentals with outdoor seating

4.78 out of 5 average rating, 117 reviews

A charming cottage exterior is depicted, featuring a light green facade and white railings. A single turquoise chair is positioned on the porch. Lush greenery and ornamental plants line the walkway, complemented by a landscaped area with mulch and natural textures.

Bungalow in Kissimmee

Sandcastle Cottage#51 Tropical Palms Kissimmee, FL

The exterior of the cottage is highlighted by a welcoming front porch featuring two teal chairs. A white railing surrounds the steps, leading to the entrance. Natural light pours in through large windows, illuminating the inviting facade.

4.87 out of 5 average rating, 320 reviews

Great reviews! Tiny home in quiet & safe area

A charming manufactured home is presented with a light blue exterior and white railings. A welcoming front porch with steps leads to the entrance. Lush palm trees and manicured landscaping enhance the outdoor space. Nearby units are visible along the well-maintained pathway.

4.86 out of 5 average rating, 274 reviews

Small World Cottage, 12 miles from Epic Universe

4.96 out of 5 average rating, 227 reviews

A collage of inviting spaces within the townhome is displayed. It includes a cozy living area with seating, a modern kitchen with granite countertops, and two colorful bedrooms, showcasing unique decor. A welcoming sign stating 'Be our Guest' is prominently featured.

Townhouse in Kissimmee

BE OUR GUEST! Close to Disney and Universal - Pool

4.93 out of 5 average rating, 281 reviews

A charming guesthouse is nestled among lush tropical vegetation, surrounded by diverse greenery and tall trees. Sunlight filters through the leaves, casting dappled light on the exterior and patio area, creating a serene and inviting atmosphere.

Guesthouse in Windermere

Paradise nook near Orlando's theme parks

Guesthouse in Thornton Park

A cozy sleeping area is featured with a spacious bed dressed in a textured blanket. A small kitchenette area is visible in the background, accompanied by a wall-mounted shelf adorned with greenery. Natural light filters in through a nearby window, illuminating the warm wooden floor.

4.99 out of 5 average rating, 253 reviews

Black House- Private Cottage in Thornton Park!

Guesthouse in Thornton Park

A charming exterior of a cottage-style house is framed by lush greenery and well-kept landscaping. A friendly Golden Retriever stands on the front lawn, which features a mix of plants and decorative elements. A welcoming porch with seating is visible, inviting relaxation.

4.9 out of 5 average rating, 804 reviews

Thornton Park's Historic Guest House - private

The exterior of a charming yellow cottage is presented, featuring a welcoming front porch with white railings. Two sets of stairs lead up to the entrance. Large windows illuminate the interior, while a spacious driveway and manicured lawn are visible in front.