Tiny house holiday rentals in Kissimmee

A serene bedroom features a spacious bed dressed in white linens, accompanied by decorative pillows. Soft natural light filters through sheer curtains over a window, while a colorful piece of artwork adds a touch of vibrancy to the neutral-toned walls.

4.89 out of 5 average rating, 106 reviews

20 Mins to Disney and Universal - Entire Cottage

Entire cottage, located just 20 minutes from Disney and Universal, and 15 from the Airport. Shopping and Restaurants are less than 5 minutes from the cottage. A quiet escape after a day at the theme parks. Access to the resort amenities is included in your stay, no resort or parking fee. This unit will sleep 4. One bedroom with queen bed and a pull out sofa in living room. We have four cottages at this location, Bitty Blossom, Bitty Bungalow, Bitty Bliss, and Bitty Belle, all within 70 yards.

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.

4.79 out of 5 average rating, 126 reviews

Bohemian Chic Retreat - Tiny Home near Disney

Experience tiny home living with lots of amenities just 4 miles away from Walt Disney World. The home is fully-furnished featuring at-home amenities in a comfortable setting to accommodate a family up to 5. Your family will be close to all of Central Florida's main attractions when you stay at this centrally-located tiny home. Book your next family vacation or staycation with us! This home is located in a family friendly RV resort with 2 pools, gym, playground, mini golf, game room & more.

A themed kitchenette features a bamboo bar with high seating and colorful pendant lighting. The walls are adorned with tribal art and shelves hold various artifacts. Kitchen appliances, including a refrigerator and counter space, reflect a blend of modern convenience and cultural decor.

4.99 out of 5 average rating, 195 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!!

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, 199 reviews

Modern Cottage Near Disney World | Top Rated

Our cozy, modern vacation cottage is tucked away in a quiet, private community just 4 miles from Walt Disney World and close to everything Orlando has to offer. Highly rated by past guests, (nearly 200 five star reviews) it’s known for its cleanliness, comfort, and thoughtful details. The cottage features a queen bedroom, comfortable living area, full bath, and a fully stocked kitchen with new appliances—an inviting, reliable home base to enjoy the magic and sunshine of Central Florida.

4.97 out of 5 average rating, 145 reviews

Cozy Orlando Area Cottage - 4 Miles to Disney

With Disney, popular attractions, restaurants, shops, and famous southern sunshine just minutes from your doorstep, we welcome guests to our cozy cottage for your vacation getaway. Our 1 bedroom, 1 bath cottage boasts modern amenities and entertainment options to help you relax during your stay. The cottage is located in a quiet, gated, resort community. Community amenities include an outdoor pool, hot tub, mini golf, game room, fitness center, planned activities, and tennis court.

4.97 out of 5 average rating, 239 reviews

Townhouse in Kissimmee

BE OUR GUEST! Close to Disney and Universal - Pool

Our magical Disney Getaway is a townhome with touches of Disney! You will have the ENTIRE place to yourself! It is conveniently located in Mango Key, a small gated community, only 4 miles away from Disney World and 18 miles away from Universal. It is also located near many other major attractions, supermarkets, shopping centers, restaurants, and highways. This is a spacious and comfortable town-home offering all the amenities of a private home with 2 en-suite bedrooms!

4.81 out of 5 average rating, 195 reviews

Cozy cottage close to Theme parks and shopping.

Our home is close to all area theme park attractions. 1 1/2 hrs. from each coast line. Outlet shopping near by. Our home is well kept cozy 2 bedroom place with an outdoor private patio with a gazebo with a great view of the pond. We are a short walk to outdoor pool and hot tub. Great restaurants just a short drive or walk away. Aldi's grocery store and C.V.S pharmacy close by. Disney World is 4.5 miles away Universal Studios is 13.6 miles away Sea World is 8.4 miles away

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, 336 reviews

Great reviews! Tiny home in quiet & safe area

Cozy cottage located only 4 MILES TO DISNEY WORLD!!! The cottage is so close to everything yet surrounded by lush trees, established landscaping and an ever so peaceful setting. 10 minute walk to ALDI, Dunkin Donuts, Chilis, Longhorn, Krispy Kreme, Dollar Tree, Waffle House, IHOP, Cracker Barrel, CVS and much more! 2 miles to Wal-Mart. 7 miles to Sea World. 8 miles to Orange County Convention Center. 13 miles to Universal Studios. 14 miles to Premium Outlet.

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, 372 reviews

Blue Bungalow Tiny House near all Attractions!!

Our Tiny House in Mill Creek RV Resort is minutes away from Disney, Universal, Sea World & most area attractions. Our cozy cottage has a private bedroom, full kitchen, large island, living room, bathroom, free washer/dryer, and the perfect front porch. There is a private drive and free parking. The resort is peaceful with plenty of amenities! We have four tiny house cottages - please check us out on our profile page — http://airbnb.com/users/132701751/listings

A yellow cottage is featured, with a welcoming entrance that includes a set of wooden steps leading to a covered porch. White railings frame the porch, while a ceiling fan hangs above. Lush greenery and flowering plants are positioned near the entrance, enhancing the overall charm.

4.95 out of 5 average rating, 520 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

4.98 out of 5 average rating, 280 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 cozy family retreat! Perfect for 2 guests, but can host up to 4. Parents can enjoy a private bedroom with a queen bed, while the spacious loft with two twin beds offers a fun and comfy sleep space for kids or extra guests. There’s also a full-size sofa bed, plus a full kitchen, washer/dryer, and a private patio to relax. Located in a quiet neighborhood just 15 mins from Universal and 27 from Disney. 🏡✨

The interior features light green walls and wooden cabinetry, creating a cheerful atmosphere. A small dining area with a round table and chairs is visible. A television is positioned on a cabinet, while a loft area is accessible by wooden railings above.

4.93 out of 5 average rating, 302 reviews

Tiny house, BIG FUN! Close to parks and shopping

Tiny House, BIG fun!!! Experience tiny house living in this super cute, newly re-decorated cottage. This tiny house has everything you need to enjoy your vacation - even a full kitchen!! Relax on your own private porch or take a dip in the heated saltwater pool after a day at the parks. This tiny house is conveniently located close to parks, airport and shopping!!!

Popular amenities for tiny home rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly tiny home rentals

A charming tiny home is depicted with a white exterior and a welcoming front porch. Sunlight filters through the large windows, and a stone pathway leads to the entrance. Lush green grass surrounds the home, providing a serene view of the nearby lake and marina.

5 out of 5 average rating, 23 reviews

Pet friendly lake Tiny Home Clermont CypressCove

A serene exterior view of the tiny home features a screened porch, providing an inviting space filled with natural light. A set of stairs leads up to the porch, framed by white railings and a decorative skirting. The home's exterior is painted in soft blue tones.

4.97 out of 5 average rating, 33 reviews

Pet friendly lake Tiny Home Clermont CypressCove

4.94 out of 5 average rating, 31 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!

4.94 out of 5 average rating, 16 reviews

A cozy tiny home features large windows allowing for ample natural light. A welcoming entrance is accessible via white steps, surrounded by landscaped gardens and gravel pathways. The home is set against a backdrop of greenery, enhancing its serene location.

Tiny home in Clermont

Pet friendly lake Tiny Home Clermont CypressCove

5 out of 5 average rating, 9 reviews

The exterior of a modern tiny home is shown, featuring large windows framed in white with blue accents. A well-maintained lawn with landscaped plants surrounds the home, and a set of steps leads to the entrance, providing access to the inviting interior.

Tiny home in Clermont

Pet friendly lake Tiny Home Clermont CypressCove

The exterior of a modern tiny home is showcased, featuring a screened-in porch and a light grey facade accented with white trim. Steps lead up to the entrance, surrounded by landscaped gardens and grass. Air conditioning units are visible on the side of the house.

4.89 out of 5 average rating, 9 reviews

Pet friendly lake Tiny Home Clermont CypressCove

4.97 out of 5 average rating, 36 reviews

Pet friendly lake Tiny Home Clermont CypressCove

Tiny home rentals with a patio

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.

4.87 out of 5 average rating, 151 reviews

Just Remodeled! * Awesome Tiny House

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, 213 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.

4.94 out of 5 average rating, 97 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.

4.92 out of 5 average rating, 48 reviews

Tiny Treasure

4.84 out of 5 average rating, 121 reviews

Chic Cottage near Disney - Lots of Amenities!

5 out of 5 average rating, 40 reviews

Surfs Up Mickey Tiny Home by Disney and Universal

5 out of 5 average rating, 14 reviews

Home in Wadeview Park

Private Home | Quiet, Cozy & Great Location

Home in Kissimmee

4.61 out of 5 average rating, 18 reviews

"5 Star Rated" Mill Creek Disney World Area 2769

Tiny home rentals with outdoor seating

4.78 out of 5 average rating, 120 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

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, 284 reviews

Small World Cottage, 12 miles from Epic Universe

4.97 out of 5 average rating, 87 reviews

A serene mural depicting a lush landscape with arches frames a tranquil scene featuring greenery and a flowing stream. A desk and chair are positioned in one corner, while a neatly made bed with bright red linens occupies the opposite side, complemented by wooden furniture.

Guest house in Orlando

Cozy private cabin between downtown Orlando & MCO

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.

4.85 out of 5 average rating, 434 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.

4.93 out of 5 average rating, 287 reviews

Paradise nook near Orlando's theme parks

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.

4.9 out of 5 average rating, 40 reviews

Sherwood - Disney Get'A'Way

Home in Orlando

4.45 out of 5 average rating, 11 reviews

Orlando 3BR/2BA • Family Stay with Big Savings

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.