Tiny house holiday rentals in Osceola County

4.91 out of 5 average rating, 172 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!

4.95 out of 5 average rating, 191 reviews

Tiny home in Kissimmee

Tiny House Orlando Getaway!

Soak up the sun and dive into summer fun at our charming 1-bedroom + loft tiny house! Just minutes from Disney, Universal, and SeaWorld (all under 15 miles!), this cozy retreat is your ideal home base for unforgettable Orlando adventures. Start your mornings on the peaceful porch with coffee, beat the heat in the pool, and enjoy family-friendly amenities like a fitness center, playground, and pickleball court. Whether you're park hopping or poolside lounging, the ultimate summer escape awaits!

4.99 out of 5 average rating, 172 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!!

4.97 out of 5 average rating, 121 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.

4.96 out of 5 average rating, 212 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!

4.86 out of 5 average rating, 291 reviews

Tiny home in Kissimmee

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.

4.93 out of 5 average rating, 414 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

4.93 out of 5 average rating, 196 reviews

Cottage in Davenport

$69! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

4.95 out of 5 average rating, 492 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.

4.94 out of 5 average rating, 277 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!!!

Superhost

4.94 out of 5 average rating, 109 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.