Special offers and Exclusive deals

Search Hotels

2026-06-08
2026-06-09
Guests

Filter Results

Hotels by class

Hotel name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Kissimmee holiday rentals

Stunning 4-Bedroom Family Getaway With Private Pool 297

1160 Kingsbarn St, Kissimmee, United States View map

Welcome to the Stunning 4-Bedroom Family Getaway With Private Pool 297, a serene retreat designed for families seeking relaxation and adventure in the heart of Kissimmee. Nestled just a short 50… More

From US$ 226 Book Now

New To Market Spacious Private Pool Retreat

9105 Stromboli Court, Kissimmee, United States View map

**Welcome to New To Market Spacious Private Pool Retreat, an enchanting getaway nestled just 34 km from the heart of Kissimmee. This inviting residence offers a perfect blend of contemporary… More

From US$ 252 Book Now

Large Home Pool Spa & Game Room Near Disney

4815 Cumbrian Lakes Drive, Kissimmee, United States View map

Staying at Large Home Pool Spa & Game Room Near Disney Kissimmee, guests can visit the miniature Congo River Golf, which is approximately a 15-minute ride away. More

Book Now

Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp57

2470 Santorini Dr, Kissimmee, United States View map

Nestled in the West Kissimmee district, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp57 Kissimmee villa is about a 10-minute drive from Tuscan Hills Boulevard and offers a… More

Book Now

Flash 20 Off Gorgeous Vacation Home Near Everywhere

2661 Calistoga Avenue, Kissimmee, United States View map

**Flash 20 Off Gorgeous Vacation Home Near Everywhere Kissimmee - Your Gateway to Leisure and Comfort** More

Book Now

Qj942N Tranquility At Bear'S Den

942 Jack Nicklaus Ct, Kissimmee, United States View map

Positioned just 23 km from Kissimmee, Qj942N Tranquility At Bear's Den offers an inviting sanctuary where adventure meets relaxation. This exquisite villa serves as an ideal retreat for families and… More

From US$ 1601 Book Now

Private Pool At Hidden Gem Ready For Your Family:)

103 Pansy Court, Kissimmee, United States View map

**Welcome to the Hidden Gem**, your idyllic retreat nestled in the vibrant heart of Kissimmee. Just 11 kilometers from the bustling center of Kissimmee and a mere 20 kilometers from Orlando… More

From US$ 98 Book Now

Disney-Themed Oasis With Private Pool & Spa

2916 Simile Street, Kissimmee, United States View map

Situated 3.1 km from Medieval Times Dinner & Tournament, the 6-bedroom Disney-Themed Oasis With Private Pool & Spa Kissimmee villa invites guests to relax at a patio. Guests can enjoy cycling… More

Book Now

Luxurious Home With Private Pool In Kissimmee

681 Drop Shot Drive, Kissimmee, United States View map

Luxurious Home With Private Pool In Kissimmee entices active guests with access to a fitness area and is located 10 minutes' drive from the Rum Run. Featuring a patio, this holiday home is situated 3… More

Book Now

New Luxury Oasis At Magic Village

5533 Torino Rd, Kissimmee, United States View map

**Welcome to New Luxury Oasis At Magic Village**, an exquisite retreat nestled just 14 km from the vibrant heart of Kissimmee, Florida. Surrounded by lush gardens and palm trees, this elegant… More

From US$ 315 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw17

2470 Santorini Dr, Kissimmee, United States View map

During the stay at Disney Getaway Private Pool Themed Bedrooms. Book Now Dw17 Kissimmee villa, guests can indulge in an indoor pool or visit Highlands Reserve Boulevard, located 2.9 km away. This… More

Book Now

Your Orlando Escape - Gated Resort With Amenities

4005 Venetian Bay Drive, Kissimmee, United States View map

**Your Orlando Escape - Gated Resort With Amenities** is a premier destination offering an exquisite blend of luxury and comfort just 10 minutes' drive from the vibrant city of Kissimmee. Nestled in… More

From US$ 316 Book Now

Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp58

2470 Santorini Dr, Kissimmee, United States View map

Located approximately a 10-minute drive from the Emerald Island Boulevard, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp58 Kissimmee villa features an indoor pool, a… More

Book Now

Near Parks Private Heated Pool Resort Access Games

2968 Buccaneer Palm Rd, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

During the stay at Near Parks Private Heated Pool Resort Access Games Kissimmee villa, guests can indulge in a hot tub or visit the Emerald Island Boulevard, located 3.1 km away. More

Book Now

Pet Friendly Escape Pool Spa Minutes From Disney 185

8860 Cabot Cliffs Drive, Kissimmee, United States View map

**Pet Friendly Escape Pool Spa Minutes From Disney 185** Nestled just 29 kilometers from the vibrant city of Kissimmee, the Pet Friendly Escape Pool Spa Minutes From Disney 185 welcomes families and… More

Book Now

Dluxx Stylish Retreat 3 Suites Near Disney 3216

3216 Sustainable Wy, Kissimmee, United States View map

Located 4.9 km from the Windsor Hills, Dluxx Stylish Retreat 3 Suites Near Disney 3216 Kissimmee villa gives access to various tourist sites in the vicinity. More

Book Now

Storey Lake Resort 1071 - Hosted By Top Villas

4824 Dedication Street, Kissimmee, United States View map

Storey Lake Resort 1071 - Hosted By Top Villas Kissimmee is located just 6 minutes' stroll from Shadi Agha Mosque and offers a treatment room for guests' relaxation. Offering a swimming pool, the… More

Book Now

Clean & Decor Free Waterpark Flowrider 1872

1872 Tropical Palms Circle, Kissimmee, United States View map

Situated within a 4-km distance of the Emerald Island Boulevard, the 4-bedroom Clean & Decor Free Waterpark Flowrider 1872 Kissimmee villa includes a swimming pool, as well as a Jacuzzi and an indoor… More

Book Now

8038 King Palm

8038 King Palm Circle, Kissimmee, United States View map

**Welcome to 8038 King Palm Villa, a tranquil oasis nestled just 28 km from the heart of Kissimmee and a short drive from the magic of Orlando International Airport. This charming retreat promises… More

From US$ 241 Book Now

7 Bedrooms 5.5 Baths Windsor Westside 2476 Ds

2476 Dubai Street, Kissimmee, United States View map

Situated in the West Kissimmee district, 2.5 km from Tuscan Hills Boulevard, 7 Bedrooms 55 Bathrooms Windsor Westside2476 Kissimmee villa comes with a swimming pool for guests to unwind. More

Book Now

Barefoot Breeze - Storey Lake By Shine Villas #833 Townhouse

2897 Simile Street, Kissimmee, United States View map

**Welcome to Barefoot Breeze - Storey Lake By Shine Villas #833 Townhouse**, a serene escape nestled within the vibrant Kissimmee area, just 13 km from the charming attractions of the city. This… More

From US$ 186 Book Now

3097Pequod Townhouse

3097 Pequod Pl, Kissimmee, United States View map

Situated in the charming community of Kissimmee, the 3097Pequod Townhouse offers a delightful retreat just 12 kilometers from the vibrant attractions of central Kissimmee. This beautifully appointed… More

Book Now

Gorgeous Villa With Pool And Spa

910 Marcello Boulevard, Kissimmee, United States View map

The Gorgeous Villa With Pool And Spa is a serene oasis located just a short 10-minute drive from the vibrant attractions of Kissimmee. This exquisite escape combines luxurious accommodations with a… More

Book Now

4Q/3B - Bella Vida Retreat: Piscina Privativa

750 Las Fuentes Drive, Kissimmee, United States View map

Situated just 5 minutes' walk from lake berkley, 4Q/3B - Bella Vida Retreat: Piscina Privativa Villa Kissimmee provides access to numerous tourist attractions in the area. More

Book Now

Brand New 9 Bedroom Single Family Storey Lake 18St

2818 Storey Cove Ave, Kissimmee, United States View map

Located within 6 km of Old Town Shopping Mall, Brand New 9 Bedroom Single Family Storey Lake 18St Kissimmee villa provides access to various tourist attractions in the vicinity. More

Book Now

Private Pool Spa Lake View

8920 Takeaway Way, Kissimmee, United States View map

Situated 4.5 km from Tuscan Hills Boulevard, Private Pool Spa Lake View Kissimmee villa entices guests to explore various tourist attractions in the area. The property offers guests a relaxing… More

Book Now

Luxury Villa 9 Bedroomspoolgames Room

8828 Cruden Bay Ct, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, Luxury Villa 9 Bedroomspoolgames Room Kissimmee is located nearly a 10-minute ride from Highlands Reserve GC. Featuring a patio, the Kissimmee holiday… More

From US$ 616 Book Now

Heritage Crossing

1599 Heritage Crossing Court, Kissimmee, United States View map

Heritage Crossing Kissimmee is a serene beacon of comfort located just 21 kilometers from the vibrant heart of Kissimmee. This exceptional retreat seamlessly merges luxury with leisure, providing an… More

Book Now

Vibrant Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8031Kd

8031 Knee Deep Road, Orlando, United States View map

The 4-bedroom Vibrant Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8031Kd Kissimmee is situated just moments from Splendid China and offers guests to relax… More

Book Now

Shvww1- Windsor At Westside Resort - 8 Bed 6 Baths Villa

2151 Tripoli Court, Kissimmee, United States View map

Located a 10-minute drive from the Ship Wreck Island Water Park, Windsor At Westside Resort - 8 Bed 6 Baths Villa Kissimmee offers karaoke for guests' leisure. This villa features opportunities for… More

Book Now

Beautiful, Home In A Gated Community

255 Magical Way, Kissimmee, United States View map

**Welcome to Beautiful, Home In A Gated Community**, your serene escape nestled just 7 km from the vibrant heart of Kissimmee and within a convenient 25 km from Orlando International Airport. This… More

From US$ 316 Book Now

Ever After Adventure Villa - Themed Rooms, Game Room, Private Pool Near Disney

Sunrise Key Drive 8531, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 3.5 km from Mystic Dunes Golf Course, the 5-bedroom Treasure Hunt Retreat Villa At Allevo Homes Kissimmee comes with a swimming pool for guests… More

Book Now

Vibrant Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access- 3000Sp

3000 Sea Plane Lane, Kissimmee, United States View map

Situated about a 20-minute walk from Mighty Jungle Golf, the 4-bedroom Vibrant Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access- 3000Sp Kissimmee invites guests to relax… More

From US$ 468 Book Now

Charming And Luxury House At Champions Gate

952 Leader Street, Kissimmee, United States View map

Situated 3.2 km from Highlands Reserve Boulevard, Charming And Luxury House At Champions Gate Villa Kissimmee provides access to numerous tourist attractions in the area. More

Book Now

Casablanca Villa Home

4804 Cumbrian Lakes Drive, Kissimmee, United States View map

Casablanca Villa Home Kissimmee is situated in the old part of Kissimmee and invites guests to unwind at a private swimming pool. More

Book Now

9290 Sommerset

9290 Sommerset Hills Dr, Kissimmee, United States View map

Welcome to the exquisite 9290 Sommerset, nestled in the vibrant heart of Kissimmee, just 30 kilometers from Orlando. This refined retreat combines luxury and comfort, providing guests with an… More

Book Now

Comfy Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2926Sr

2926 Salted Rim Road, Orlando, United States View map

During the stay at Comfy Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2926Sr Kissimmee, guests can indulge in a Jacuzzi or visit the Avatar Flight of Passage… More

Book Now

Casa Palmero Home

2969 Buccaneer Palm Rd Paradise Palms, Kissimmee, United States View map

**Welcome to Casa Palmero, a serene retreat just 34 kilometers from the vibrant heart of Kissimmee.** Nestled within lush surroundings, this stunning destination offers a perfect blend of comfort and… More

Book Now

15 Min From Disney World Championsgate Resort Townhouse With Club House Pools Water Park Gym

1167 Drop Lane, Kissimmee, United States View map

**Introducing the Ultimate Orlando Retreat** Conveniently situated, the **15 Min From Disney World Championsgate Resort Townhouse** is just a brief 50-minute drive from Kissimmee, making it easily… More

From US$ 198 Book Now

5372 Lovely Home Inside Disney Area

5372 Diplomat Court, Kissimmee, United States View map

Experience the enchantment of Orlando at the 5372 Lovely Home Inside Disney Area, an exquisite retreat nestled within the charming Celebration community. This meticulously designed residence is mere… More

From US$ 157 Book Now

Casa 5Q C/ Piscina E Game Room - Champions Gate

8943 8943 Play Through Drive, Kissimmee, United States View map

Located 3.6 km from the Rum Run, Casa 5Q C/ Piscina E Game Room - Champions Gate Kissimmee entices guests to relax in a hot tub. More

Book Now

Windsor Palms 4 Bedroom Vacation Home 2252

2252 Wyndham Palms Way, Kissimmee, United States View map

Located nearly 25 minutes' walk from the Emerald Island Boulevard, the 4-bedroom Game Room 4 Bd Private Pool Bbq 2252 Kissimmee villa provides access to various tourist attractions in the vicinity. More

Book Now

4 Bedroom 3 Bathroom Storey Lake 2425Rt

2425 Reading Trail, Kissimmee, United States View map

Welcome to the elegant charm of the 4 Bedroom - 3 Bathroom - Storey Lake 2425Rt, nestled in the heart of Kissimmee, just a leisurely 10-minute drive from the vibrant attractions of the area. This… More

Book Now

Disney-Area 4Br | Pool + Patio

Sunny Oak Trail 114, Kissimmee, United States View map

Situated 3.3 km from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks, Disney-Area 4Br | Pool + Patio Kissimmee villa provides access to numerous tourist attractions in the area. More

Book Now

Moradda Harry Porter Theme Vacation Home Near To Disney Parks! 8115

8115 Roseville Boulevard, Kissimmee, United States View map

8115, Your ideal retreat for an enchanting getaway in Kissimmee. Nestled within a charming community just 18 km from Walt Disney World, this delightful vacation home offers exceptional access to the… More

From US$ 178 Book Now

Amazing Villa 9Bdrmgames Room At Solara Resort

8959 Hilton Rdg Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Amazing Villa 9Bdrmgames Room At Solara Resort Kissimmee is located 4 km from the Emerald Island Boulevard and provides a private swimming pool, ensuring a relaxing stay. More

Book Now

Elegant Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 621La

621 Lasso Dr,, Orlando, United States View map

**Discover the Charm of Celebration** Embark on an unforgettable experience at the Elegant Home Near Disney with Private Pool and Waterpark & Resort Access at Encore Resorts Reunion - 621La. More

From US$ 601 Book Now

Luxurious Reunion Resort Perfect For Family & Pet Friendly Home

7407 Excitement Drive, Reunion, Kissimmee, United States View map

In the enchanting surroundings of Kissimmee, the Luxurious Reunion Resort Perfect for Family & Pet Friendly Home invites guests to experience a delightful blend of comfort and sophistication. Just a… More

Book Now

Spacious 5Br W Pool Near Disney Resort

8999 Cabot Cliffs Dr, Kissimmee, United States View map

The 5-bedroom Spacious 5Br W Pool Near Disney Resort Kissimmee villa is located 3.9 km from Tuscan Hills Boulevard and provides a Jacuzzi. The property features a private pool and is ideal for up to… More

Book Now

Vacation Paradise Home, Private Pool, Game Room Bl102

378 Marcello Blvd, Kissimmee, United States View map

The family-friendly Vacation Paradise Home, Private Pool, Game Room Bl102 Kissimmee is located 4.5 km from the Congo River Golf and provides bowling, ping-pong, and billiards for active guests. More

From US$ 1464 Book Now