Tiny house holiday rentals in Orlando

Guest house 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, 787 reviews

Thornton Park's Historic Guest House - private

Please, read my reviews so you know what to expect when staying at the Thornton Park Guest House! Jackson, our Golden Retriever, is the real Super Host! Come join us for a weekend getaway, work trip or just so you don’t have to drive home after a fun night! We welcome all to stay with us! Orlando has some amazing historic neighborhoods that most people don't know about! Here's a great spot that's only a few blocks to Lake Eola, located in one of the most beautiful neighborhoods in FL!

A cozy living area showcases a rattan sofa adorned with patterned cushions. The walls are decorated with unique artwork, native artifacts, and framed pictures. Lush tropical accents and colorful lighting fixtures create a vibrant yet tranquil atmosphere. Natural light filters through decorative window panes.

4.99 out of 5 average rating, 179 reviews

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!

Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

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, 107 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

4.91 out of 5 average rating, 208 reviews

A small, white house is framed by vibrant greenery and colorful plants. The front door, painted blue, adds a pop of color, while large windows allow light to fill the space. A wooden deck leads up to the entrance, enhancing the welcoming appeal.

Home in Winter Garden

Cozy Winter Garden Home 20 MINUTES FROM DISNEY

Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.

Tiny home in Baldwin Park

4.96 out of 5 average rating, 341 reviews

Costa Rica Vibes Free Bikes 12PM Checkout

Romantic lakefront cabin with Costa Rica vibes in Orlando. Wake to sunrise views from your heated king bed. Sip Cuban espresso in the garden, walk or bike to Baldwin, Winter Park & Downtown or explore The Cady Way Trail. Enjoy a couple’s rain shower, grill, fire pit, and hammock. Guests love the peaceful setting, artful touches, and location minutes from the airport, arena & trails. Perfect for anniversaries, solo stays, and creative escapes. ⚠️Sorry - there is no lake DOCK access.

4.99 out of 5 average rating, 143 reviews

Guest house in Orlando

Baldwin Park Guest House

Welcome to Beautiful Baldwin Park, This Brand New Private sanctuary with modern day decorations, amenities and large screen television is the perfect place for a couple or single to experience the beautiful Orlando area. Conveniently located near the Orlando International Airport, Winter Park and downtown area Enjoy your morning coffee on the private patio . This entire property is very clean and well maintained, we look forward to being your host for your next central Florida visit

Guest house 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, 267 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, 803 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, 160 reviews

Luxury Container Home w/ {repaired} Hot Tub Oasis

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.

4.98 out of 5 average rating, 103 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.

Flat 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.

Guest house 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, 266 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, 175 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.

Popular amenities for tiny home rentals in Orlando

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly tiny home rentals

Tiny home in Altamonte Springs

The exterior of a charming tiny cottage is presented, featuring a front porch with white railing. A well-maintained paved area surrounds the cottage, complemented by landscaped flower beds and a small pond with rocks, alongside lush greenery and trees in the background.

4.88 out of 5 average rating, 82 reviews

The Tiny Cottage in the Springs/ Central FL

A cozy bedroom features a spacious bed with light-colored bedding, positioned near large sliding glass doors. These doors open to a scenic view of a lake and surrounding greenery, providing ample natural light. A bedside lamp with a red base adds a pop of color.

4.89 out of 5 average rating, 37 reviews

Charming gem with lake views near Airport & Disney

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, 81 reviews

Tiny Home GetAWay, near the Parks!

The exterior of a charming cottage is shown, featuring a welcoming front porch with two chairs and a grey deck. A large glass door is flanked by windows, allowing natural light to illuminate the entryway. Lush greenery surrounds the inviting structure.

4.9 out of 5 average rating, 41 reviews

Tiny Treasure

4.69 out of 5 average rating, 16 reviews

The exterior of the tiny house is shown, featuring a light grey siding and a welcoming red door. A porch area with a railing is visible, and trees provide shade nearby. The scene conveys a peaceful atmosphere in a suburban setting.

Tiny home in Oviedo

Tiny Home in Oviedo, FL

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, 9 reviews

New Tiny House in Kissimmee

5 out of 5 average rating, 26 reviews

! Merry Magical Cottage ! A tiny home Christmas!

A cozy sleeping area is highlighted by a wall adorned with two botanical prints. The neutral-toned bed features textured bedding and decorative pillows. Soft lamps are mounted beside the bed, adding subtle illumination. A small plant and a tray with cups rest on a nightstand.

4.62 out of 5 average rating, 21 reviews

Luxury nest retreat in Kissimmee Florida

Tiny home rentals with a patio

Guest house 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.

4.91 out of 5 average rating, 91 reviews

The Green Room Orlando

4.96 out of 5 average rating, 25 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.

Guest house in Orlando

Lakeside Palm Escape

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, 268 reviews

Guesthouse in Mills 50 with yard walking to bars

The living room showcases a sectional sofa adorned with decorative pillows, paired with a marble coffee table. Soft curtains frame the windows, and a mirror reflects the light. A colorful area rug anchors the space, complemented by elegant decor elements in gold.

4.9 out of 5 average rating, 132 reviews

Luxury Tiny Cottage. Only 5 miles from Disney!

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, 199 reviews

Tiny House Orlando Getaway!

4.98 out of 5 average rating, 248 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

A comfortable living area is highlighted by a dark leather sofa with decorative pillows. A wooden coffee table sits on a patterned rug, while a round dining table and chairs are positioned by large windows allowing natural light to fill the space.

4.81 out of 5 average rating, 100 reviews

Chic Cottage near Disney - Lots of Amenities!

An open living space showcases a comfortable sofa and a TV facing the kitchen area, which features modern appliances. Bright yellow curtains complement the neutral decor. A dining table with chairs and a small vase of flowers is visible, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 179 reviews

Modern Vacation Cottage near Walt Disney World

Tiny home rentals with outdoor seating

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.

4.86 out of 5 average rating, 310 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, 271 reviews

Small World Cottage, 12 miles from Epic Universe

A light blue tiny house features a welcoming front porch with white railings and stairs leading to the entrance. The exterior is complemented by a clean driveway and soft landscaping in the surrounding area. Nearby, another tiny house in yellow adds to the charming setting.

4.95 out of 5 average rating, 360 reviews

Blue Bungalow Tiny House near all Attractions!!

4.96 out of 5 average rating, 222 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

Guest house 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, 419 reviews

Garden Cottage Efficiency

Guest house in Windermere

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.

4.94 out of 5 average rating, 277 reviews

Paradise nook near Orlando's theme parks

Colorful cottages with light-colored exteriors are framed by palm trees, situated along a paved road. Each cottage features a porch with white railings, creating a charming, welcoming appearance. The bright sky is dotted with clouds, enhancing the visibility of the well-maintained grounds.

4.86 out of 5 average rating, 484 reviews

Yay! Cool Tiny Home Near All the Parks (98)