Cottage holiday rentals in Kissimmee

A charming blue cottage is depicted, showcasing a combination of large windows and decorative greenery. The entrance is framed by a small garden, with a stone border and a variety of plants, creating an inviting outdoor space. A covered porch area is also visible.

4.89 out of 5 average rating, 245 reviews

Cozy Private Cottage 5 miles from Disney!

This cottage is located on a 4 star resort. There is a shared pool & two hot tubs you have access to. The community is very safe & quiet neighborhood. This home has been completely decorated in a beach teme decor and has everything you will need for a short or long stay. And is conveniently located in the heart of Kissimmee, Florida. -4 miles to Disney World -4 miles to medieval times dinner -.2 miles to ALDI, Dollar Tree, CVS, Krispy Kreme -2 miles to Walmart & Old Twn -7 miles to Sea World

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, 202 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, 208 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.

4.95 out of 5 average rating, 142 reviews

Woodland Escape

Step inside our Cottage and be captivated by the seamless blend of Country and tropical charm, touches of Disney cinematography , breathtaking wood views. Near all the theme parks, especially Disney World, only 4 miles away. Endless restaurants and premier shopping hotspots are right outside your doorstep. Sit back and relax on our rear porch, enjoying nature while watching the 55-inch Smart TV, surrounded by decorative accents. Private laundry room, Pack n Play and Stroller are included.

4.93 out of 5 average rating, 359 reviews

Bitty Bliss Tiny House| Near Disney & Universal

Welcome to Bitty Bliss, a cozy tiny cottage getaway just 20 minutes from Disney and Universal and only 5 minutes from shopping and dining. Enjoy resort style amenities including pickleball, mini golf, a new gym, and rec room. Smoke free and pet free with no resort or parking fees. Sleeps up to 4 with a queen bed and a comfy sleeper sofa for rest and adventure Perfect for couples, families, or theme park trips, offering comfort, charm, convenience, and a relaxing home base after full days.

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.

4.97 out of 5 average rating, 153 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.

An aerial view of the pool area features two pools surrounded by lush greenery and palm trees. The shallow pool has a unique shape with lounging areas, while the larger pool offers numerous sunbed arrangements. Gazebos are visible near the water's edge.

4.96 out of 5 average rating, 230 reviews

Family Friendly Resort:2/2 Private Patio - Disney!

Welcome to our 2/2 PET FRIENDLY villa just 8 minutes to Disney! Nearby you will find Lake Buena Vista Outlets, Universal Studios, Disney Springs, Old Town, restaurants and more! Stay includes: Disney Costumes Wi-Fi Washer/Dryer Free Parking Access to shuttle to Disney 4 pools including kids area/Calypso Cay Pools withTiki Bar 24 HR Gym, Volleyball/Basketball Court Mini Putt Putt Kids items available upon requests - strollers, high chairs, pack and play, etc.

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, 508 reviews

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

Located in the middle of it all. Hundreds of restaurants/shopping/grocery stores/pharmacies. You will love our great porch and the quiet atmosphere. One awesome thing about our neighborhood is that even though it is centrally located, you cannot hear any noise. 15 minutes from Disney, Sea World and Universal!! Deer, raccoons, and large water birds walk down the streets. Our cottage is great for families, couples, solo adventurers or business travel.

4.85 out of 5 average rating, 138 reviews

Chic Cottage near Disney - Lots of Amenities!

A stylish experience at this centrally-located place. Enjoy the comfort of a boutique little house and not be worried about paying a lot of money, then this is perfect for you! You'll be staying in a Cottage that's been decorated and equipped for you to unwind after a long day in the parks or doing shopping. Tasteful, cozy, practical, and fully equipped, ideal for couples or small families. The Complex has a pool, a Mini Golf course, and a gym.

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, 542 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.

The exterior of the cottage features a light blue facade, complemented by a white door and multiple windows. A screened-in sunroom extends from the front, providing a bright and airy space. Potted plants decorate the entryway, enhancing the cottage's welcoming appearance.

4.8 out of 5 average rating, 140 reviews

Cozy Cottage 5mins From Disney Parks!

Comfortable little cottage nestled in one of the nicest RV Resorts Kissimmee has to offer. Whether you're here for the Orlando Attractions (Disney, Universal, Sea World, etc.), random getaway, or escaping the Great White North, you will enjoy staying here. Lots of friendly people as well as activities galore. You will have access to all of the amenities of the RV park (Pool, Gym, Sport Facilities, Clubhouse, etc).

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.