Tiny house vacation rentals in Osceola County

Find and book unique tiny house rentals on Airbnb

Top-rated tiny house rentals in Osceola County

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

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Guest favorite

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.

Cottage in Kissimmee

4.91 out of 5 average rating, 169 reviews

Modern Vacation Cottage near Walt Disney World

Our cozy, modern vacation cottage is nestled in a quiet, private community just 4 miles from Walt Disney World and convenient to all the fun that Orlando has to offer. The cottage features 1 bedroom with a high-quality queen bed, a living room, a full bathroom, and a fully-stocked kitchen with a new dishwasher, refrigerator, microwave, and oven. Centrally located to all of the Orlando attractions, our cottage is a very comfortable and special place to enjoy all of the magic and sunshine of FL!

Guest favorite

The entrance of the house is framed by white railings and steps leading up to a covered porch. Large windows allow natural light to fill the space, while tropical landscaping adds a refreshing touch to the front yard.

Cottage in Kissimmee

4.9 out of 5 average rating, 259 reviews

Be Our Guest Sandcastle Cottage 81

Located-Encore Tropical Palms RV Resort 5 min to Disney property and minutes away from various restaurants. Old Town and Fun Spot are right next to the property. New renovated floors just installed! (May 2023) Has private bedroom with queen bed and upstairs loft with 2 twin beds for the kids. Newer sofa and recliner and washer/dryer. Stainless Steel Appliances and granite tile counter tops in kitchen. Smart TV in living room. Resort style pool with kiddie area. Miniature Golf area. Free WiFi

Top guest favorite

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.

Cottage in Kissimmee

4.99 out of 5 average rating, 171 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!!

Guest favorite

A charming cottage with a screened-in porch is set against a vibrant green lawn and palm trees. A smooth driveway leads to the entrance, while the structure features light-colored siding and dark windows for contrast.

Tiny home in Kissimmee

4.84 out of 5 average rating, 255 reviews

Tiny Home - Clean, Safe & Great Location.

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. 17 miles to MCO airport.

Guest favorite

A living area features a light-colored sofa with accent pillows, complemented by a circular coffee table. A patterned rug in shades of red and beige adds warmth. Natural light enters through two windows with yellow curtains, and a front door is prominently displayed.

Cottage in Kissimmee

4.97 out of 5 average rating, 119 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.

Top guest favorite

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

4.96 out of 5 average rating, 210 reviews

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!

Guest favorite

A newly constructed tiny home is nestled among lush greenery and palm trees. The entrance features a charming door, with a small deck leading up to it. Surrounding areas are maintained with natural landscaping, creating a serene environment.

Tiny home in Babson Park

4.92 out of 5 average rating, 377 reviews

Lil cedar tiny home, on crooked lake

Newly constructed tiny home.locatedon one of Florida's most prestigious lakes.crooked lake in s central floridais noted for its spring fed,clear water and white sand beaches,as well as it's amazing fishing and boating opportunities.the tiny house sits on 3/4 acre property overlooking crooked lake.the "million dollar view" as it's been called is spectacular at sunrise.the tiny house has an open ,airy, feel,with its comfortable roomy bedroom loft,and all the amenities of home.

Guest favorite

A sleeping area is equipped with a spacious bed adorned with navy and white accents. Neutral wall colors complement decorative framed wall art. A bedside table and lamp are positioned beside the bed, with a welcoming pillow displayed prominently. The entry to a well-lit kitchen is visible in the background.

Cottage in Kissimmee

4.93 out of 5 average rating, 413 reviews

Bungalow cottage close to Disney Universal, for 4!

A full cottage for 4! The perfect place. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new furnishings, fresh linens, fresh paint! Privately owned. This cottage is our favorite!!! We also just updated the A/C. Check our unit. We also have three other cottages on property, the Bitty Bungalow, Bitty Bliss, and the Bitty Blossom. All cottages are within 70 yards of each other.

Guest favorite

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.

Cottage in Kissimmee

4.95 out of 5 average rating, 490 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.

Guest favorite

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.

Cottage in Kissimmee

4.93 out of 5 average rating, 273 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!!!

Guest favorite

A functional kitchen area features dark blue cabinetry complemented by light countertops. An adjacent dining table with four high-backed chairs is positioned near a window. A wall-mounted television displays colorful imagery, while warm lighting enhances the inviting atmosphere.

Cottage in Kissimmee

4.93 out of 5 average rating, 107 reviews

Tropical Cottage

Cozy, Rustic and very private Cottage with its own washer and dryer, it's centrally located, just minutes from all major theme parks, attractions, restaurants, and much more. Only 4 miles to Disney. Nice Manufacture home with rustic and country touches in the beautiful Encore Sherwood Forest, a community full of tranquility with a stunning poll to enjoy and relax.

Guest favorite

A modern tiny home features a welcoming front porch with white railings, accessible by stairs. Large windows allow ample natural light, and the residence is surrounded by well-kept grounds. A driveway is visible in front, providing convenient parking.

Tiny home in Kissimmee

4.93 out of 5 average rating, 167 reviews

Tiny House Vacation Stay Near Disney & Universal

Located in the family friendly Mill Creek RV Resort. This tiny house is the perfect place to stay while visiting the Orlando area. Within 15 miles of both Walt Disney World and Universal Studios and less than 10 miles from MCO airport. Located close to the LOOP with shopping, entertainment, and restaurants.