Special offers and Exclusive deals

Search Hotels

2026-11-06
2026-11-07
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Holiday Homes in Kissimmee

2402 Windsor Renovated Pool Heat Near 192 Disney

Kissimmee, United States Show map

Staying at 2402 Windsor Renovated Pool Heat Near 192 Disney Kissimmee villa, guests can easily reach Highlands Reserve Boulevard, located about a 10-minute ride away. More

Book Now

4684Ch - Fun And Games Retreat

4684 Cheyenne Point Trail, Kissimmee, United States Show map

4684Ch - Fun And Games Retreat Villa Kissimmee can host up to 6 guests and is situated nearly a 10-minute ride from family venues such as Fun 'n Wheels Family Fun Parks. Providing guests with Wi-Fi… More

Book Now

Calypso Cay Disney Retreat

5002 Mangrove Alley, Kissimmee, United States Show map

The 2-bedroom Calypso Cay Disney Retreat Kissimmee villa entices active guests with access to a fitness studio and is located around a 10-minute ride from Medieval Times Dinner & Tournament. More

Book Now

Spacious Resort Style Home W/ Enclosed Pool, Shared Pool & Hot Tub,-Dog Friendly

8937 Rhodes St, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 5-bedroom Spacious Resort Style Home W/ Enclosed Pool, Shared Pool & Hot Tub,-Dog Friendly Kissimmee is situated about 25 minutes' walk from Northeast… More

Book Now

Breezy Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8069Dr

8069 Dreamsicle Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Breezy Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8069Dr Kissimmee is located just a 6-minute walk from… More

From US$ 363 Book Now

Sun-Kissed 5Br Villa Pool & Family Ready

1509 Carey Palm Circle, Kissimmee, United States Show map

Located approximately 6 km from The Legends Golf Course, the 5-bedroom Sun-Kissed 5Br Villa Pool & Family Ready Kissimmee has an outdoor swimming pool and is ideal for up to 10 guests. Offering… More

From US$ 277 Book Now

Championsgate Resort 6 Bedroom Private Pool Spa Home 1716

1113 Kingsbarn Street, Kissimmee, United States Show map

Located approximately 10 minutes' drive from Highlands Reserve Boulevard, the 5-bedroom Championsgate Resort 6 Bedroom Private Pool Spa Home 1716 Kissimmee has an outdoor swimming pool and is ideal… More

Book Now

A Dream Getaway

9003 Pelican Cove Trace, Kissimmee, United States Show map

Ensuring a relaxing stay with a hot tub, A Dream Getaway Villa Kissimmee is situated 2.8 km from Northeast Regional City Park and can accommodate 14 guests. Located 25 minutes' stroll from Highlands… More

Book Now

4 Bd 3 Ba Bella Vida 550 Lf

550 Las Fuentes Drive, Kissimmee, United States Show map

The 4-bedroom 4 Bd 3 Ba Bella Vida 550 Lf Villa Kissimmee provides easy access to various city attractions, such as lake berkley, situated about a 5-minute walk away. This holiday home hosts up to 11… More

Book Now

5 Bedrooms 4 Bathrooms Storey Lake 4375 Sl

4375 Scene Lane, Kissimmee, United States Show map

Featuring a heated pool, 5 Bedrooms 4 Bathrooms Storey Lake 4375 Sl Kissimmee villa is suitable for up to 12 people and is located 25 minutes' walk from Shingle Creek Regional Park. More

Book Now

4 Bedrooms

1126 Kingsbarn, Kissimmee, United States Show map

Staying at the 3-bedroom 4 Bedrooms Kissimmee villa, guests can easily reach Highlands Reserve GC, located about a 10-minute drive away. With a maximum capacity of 11 guests, this Kissimmee holiday… More

Book Now

9Br House With Pool Table Near Disney Area

9195 Breeze Mist Terrace, Kissimmee, United States Show map

9Br House With Pool Table Near Disney Area Kissimmee villa is located in the West Kissimmee district, 7 km from Na'vi River Journey and features a swimming pool as well as views of the lake. Suitable… More

Book Now

Remarkable Cozy 4Bed-3Ba Townhouse

4562 Baleno Lane, Kissimmee, United States Show map

Nestled 10 minutes' drive from Kissimmee Golf Club, Remarkable Cozy 4Bed-3Ba Townhouse Kissimmee villa entices guests to explore various tourist destinations nearby. More

Book Now

04 Bd / 03 Ba / Sleeps 08 / Storey Lake Resort

4847 Clock Tower Drive, Kissimmee, United States Show map

The 4-bedroom 04 Bd / 03 Ba / Sleeps 08 / Storey Lake Resort Kissimmee villa hosts up to 8 guests and is nestled approximately 4 km from natural sites such as Local amusement Theme Park. More

Book Now

Freshly Updated Near Disney Private Pool Resort

1056 Tourmaline Dr, Kissimmee, Fl 34746, Kissimmee, United States Show map

The 5-bedroom Freshly Updated Near Disney Private Pool Resort Kissimmee villa can host up to 12 guests, boasting a convenient location around a 25-minute stroll from iconic cultural attractions such… More

Book Now

Stylish 2-Bed Condo With Resort Amenities/Patio

3191 Paradox Circle Unit 206 Kissimmee, Fl, 34746, Us, Kissimmee, United States Show map

The 2-bedroom Stylish 2-Bed Condo With Resort Amenities/Patio Kissimmee villa offers quick access to such city attractions as Lennar at Storey Lake, located nearly 5 minutes' walk away. This… More

Book Now

2614 Veranda Palms

2614 Tranquility Way, Kissimmee, United States Show map

Located 25 minutes' walk from Medieval Times Dinner & Tournament, 2614 Veranda Palms Kissimmee villa has a swimming pool and is ideal for up to 15 guests. The 1-bedroom holiday home offers guests a… More

Book Now

3179 Yellow Lantana Lane

3179 Yellow Lantana Lane, Kissimmee, United States Show map

Ensuring a relaxing stay with a hot tub, 3179 Yellow Lantana Lane Kissimmee villa is situated 3.8 km from Northeast Regional City Park and can accommodate 9 guests. Located around 10 minutes by car… More

Book Now

Orlando Villa 6461: Luxury 5-Bed Pool Home Near Disney

1113 Kingsbarn St, Kissimmee, United States Show map

Located approximately a 10-minute ride from Highlands Reserve GC, the 5-bedroom Orlando Villa 6461: Luxury 5-Bed Pool Home Near Disney Kissimmee has an outdoor swimming pool and is ideal for up to 10… More

Book Now

Grh9346 - Storey Lake Resort - 4 Bed 3 Baths Townhome

4837 Lullaby Lane, Kissimmee, United States Show map

The 4-bedroom Grh9346 - Storey Lake Resort - 4 Bed 3 Baths Townhome Kissimmee villa is located 2.6 km from the miniature Congo River Golf and provides mini golf for active guests. Located 10 minutes… More

Book Now

5Br Townhouse With Spa Near Disney Area

2438 Dubai St, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Featuring a heated pool, 5Br Townhouse With Spa Near Disney Area Kissimmee villa is suitable for up to 13 people and is located 10 minutes by car from Highlands Reserve Boulevard. More

Book Now

5 Bedrooms

9133 Sommerset Hills Dr, Kissimmee, United States Show map

Located nearly a 10-minute drive from Highlands Reserve Boulevard, the 5-bedroom 5 Bedrooms Kissimmee villa has an outdoor swimming pool and is ideal for up to 12 guests. More

From US$ 173 Book Now

Palm Tree Paradise Cottage Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8109Su

8109 Surf Street, Kissimmee, United States Show map

The 8-bedroom Palm Tree Paradise Cottage Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8109Su Kissimmee is located just 5 minutes on foot from Splendid China and offers… More

Book Now

4 Bd 3 Ba West Lucaya 8984 Sp

8984 Silver Place, Kissimmee, United States Show map

Located approximately 3 km from The Legends Golf Course, the 1-bedroom 4 Bd 3 Ba West Lucaya 8984 Sp Villa Kissimmee has a swimming pool and is ideal for up to 8 guests. More

Book Now

3 Bedrooms 3 Bathrooms Champions Gate 1143 Cd

1143 Challenge Drive, Kissimmee, United States Show map

Featuring a swimming pool, 3 Bedrooms 3 Bathrooms Champions Gate 1143 Cd Kissimmee villa is suitable for up to 10 people and is located 3.5 km from Highlands Reserve Boulevard. More

Book Now

Your Oasis Awaits! Indulge At Florida Hideaways 4Bd Pool Home

1071 Marcello Blvd, Kissimmee, United States Show map

The 4-bedroom Your Oasis Awaits! Indulge At Florida Hideaways 4Bd Pool Home Kissimmee is situated only 5 minutes' stroll from lake berkley, featuring such comforts as Wi-Fi and a car park. The… More

From US$ 325 Book Now

3 Bedroom 25 Bathroom Fiesta Key 4728Hh

4728 Hemingway House St, Kissimmee, United States Show map

Located only 6 minutes' walk from Eagle Pointe South, the 3-bedroom 3 Bedroom 25 Bathroom Fiesta Key 4728Hh Kissimmee villa offers quick access to various city attractions in the vicinity. With a… More

Book Now

Extended-Stay Condo In Reunion Golf Resort

1598 Heritage Crossing Ct Apt 202 Unit 202, Kissimmee, United States Show map

The 3-bedroom Extended-Stay Condo In Reunion Golf Resort Kissimmee villa accommodates up to 8 guests and offers a prime location about 25 minutes on foot from shopping venues such as Champions Gate… More

Book Now

729- Sofisticado 2 Quartos | Quarto Avengers & Vista Golfe

729 Ocean Course Avenue, Kissimmee, United States Show map

Located 4.5 km from Rum Run, the 2-bedroom 729- Sofisticado 2 Quartos | Quarto Avengers & Vista Golfe Kissimmee villa has an outdoor swimming pool and is ideal for up to 5 guests. More

Book Now

3031 Beach Palm

3031 Beach Palm Avenue, Kissimmee, United States Show map

3031 Beach Palm Kissimmee villa is just a 5-minute walk from Paradise Palms Boulevard, offering guests to unwind at a Jacuzzi. Located about 6 km from the 145-foot Tree of Life Sculpture, the 4… More

Book Now

6 Bedrooms 5 Bathrooms Champions Gate 8939Tw

8939 Takeaway Way, Kissimmee, United States Show map

Located a 10-minute drive from Rum Run, 6 Bedrooms 5 Bathrooms Champions Gate 8939Tw Kissimmee villa offers a games room for guests' leisure. The 6-bedroom holiday home features a swimming pool and… More

Book Now

9 Bd 65 Ba Solara Resort 1828 Cv

1828 Caribbean View Terrace, Kissimmee, United States Show map

During the stay at the 9-bedroom 9 Bd 65 Ba Solara Resort 1828 Cv Kissimmee villa, guests can indulge in billiard or visit Northeast Regional City Park, located about 25 minutes' walk away. Hosting… More

From US$ 387 Book Now

Gorgeous 2Br With Waterpark & Private Game Room

Challenge Drive 1159, Kissimmee, United States Show map

Located merely 12 minutes' walk from ChampionsGate Country Club Golf, the 2-bedroom Gorgeous 2Br With Waterpark & Private Game Room Kissimmee villa has a swimming pool and is ideal for up to 9 guests. More

Book Now

Disney Getaway - Private Pool - Game Room - Sleeps 10

3177 Bear Path, Kissimmee, United States Show map

Along with access to such natural sites as Local amusement Theme Park, about a 25-minute walk away, the 3-bedroom Disney Getaway - Private Pool - Game Room - Sleeps 10 Kissimmee villa offers an… More

Book Now

6Br House With Spa Near Disney Attractions

4692 Golden Beach Ct, Kissimmee, United States Show map

Offering access to entertainment venues such as Xtreme Paintball Xperience, situated merely 1.8 km away, the 6-bedroom 6Br House With Spa Near Disney Attractions Kissimmee villa can host up to 14… More

Book Now

Spacious 5Br Home In Kissimmee, Osceola County, Perfect For 18 Guests!

2661 Calistoga Avenue, Kissimmee, United States Show map

The 5-bedroom Spacious 5Br Home In Kissimmee, Osceola County, Perfect For 18 Guests! offers proximity to nearby tourist spots, such as Osceola County Welcome Center and History Museum, situated… More

Book Now

Grh9244 - Storey Lake Resort - 5 Bed 4 Baths Townhome

4801 Brier Rose Lane, Kissimmee, United States Show map

The 5-bedroom Grh9244 - Storey Lake Resort - 5 Bed 4 Baths Townhome Kissimmee villa entices active guests with access to a fitness area and is located nearly a 10-minute ride from Give Kids The World… More

Book Now

Pond Access & Grill! Group Escape, 19 Mi To Wdw

2621 Meadow View Ct, Kissimmee, United States Show map

Situated within a 10-minute drive of the huge Lake Tohopekaliga, the 4-bedroom Pond Access & Grill! Group Escape, 19 Mi To Wdw Villa Kissimmee provides fitness classes, as well as a fitness room for… More

Book Now

8Br Resort Villa Near Disney With Private Pool, Spa And Gameroom

Windsor At Westside, 2131 Tripoli Court, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 8-bedroom 8Br Resort Villa Near Disney With Private Pool, Spa And Gameroom Kissimmee is suitable for up to 16 people and is located approximately 3 km from… More

Book Now

8Br Storey Lake Villa | 6 King Beds, Theater, Game Room, Pool & Jacuzzi

2845 Bookmark Drive, Kissimmee, United States Show map

Offering guests to unwind in a hot tub, 8Br Storey Lake Villa | 6 King Beds, Theater, Game Room, Pool & Jacuzzi Kissimmee is located a 25-minute walk from Fantasy Surf. The 8-bedroom villa… More

Book Now

Disney World Group Getaway In Reunion Resort!

7756 Somersworth Dr, Kissimmee, United States Show map

The welcoming Disney World Group Getaway In Reunion Resort! Kissimmee villa is located 3.6 km from Indian Ridge and provides a Jacuzzi. This 6-bedroom holiday home hosts up to 16 guests and provides… More

Book Now

Disney Getaway: Pool, Spa & Lake Views

1899 Tropical Palms Circle, Kissimmee, United States Show map

Located approximately 15 minutes' drive from The Legends Golf Course, the 7-bedroom Disney Getaway: Pool, Spa & Lake Views Kissimmee villa has a swimming pool and is ideal for up to 18 guests. The… More

Book Now

Plunge Pool Oasis Bella Vida Resort Close To Parks

4563 Ada Ln, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Plunge Pool Oasis Bella Vida Resort Close To Parks Kissimmee villa offers proximity to nearby tourist spots, such as Osceola County Welcome Center and History Museum, situated about a 25-minute walk… More

From US$ 202 Book Now

Rc152P Fairway Gem

1152 Castle Pines Court, Kissimmee, United States Show map

Located about 15 minutes' drive from Watson Golf Course, the 5-bedroom Rc152P Fairway Gem Villa Kissimmee has a swimming pool and is ideal for up to 10 guests. This accommodation offers guests a… More

Book Now

Sl3111 - 4Br House Sleeps 10 In Storey Lake Resort

3111 Pequod Place, Kissimmee, United States Show map

Sl3111 - 4Br House Sleeps 10 In Storey Lake Resort Kissimmee villa is located 3 km from Pioneer Village at Shingle Creek and provides a swimming pool, ensuring a relaxing stay. More

Book Now

4 Bd 3 Ba Lucaya Village 7-101

2964 Lucayan Harbor Court Building 7 - Unit 101, Kissimmee, United States Show map

Hosting up to 12 guests, the 4-bedroom 4 Bd 3 Ba Lucaya Village 7-101 Kissimmee villa offers a convenient location about a 10-minute ride from sports attractions such as Falcon's Fire Golf Club. More

Book Now

Brand New 5 Bedroom Single Home Nearby Disney

Dubai Street, Kissimmee, United States Show map

Brand New 5 Bedroom Single Home Nearby Disney Kissimmee is located about 10 minutes' drive from Polo Park Golf Course, giving access to various tourist spots nearby. More

From US$ 179 Book Now

Terra Verde Resort Vacation Home For Families

136 Madiera Beach Boulevard, Kissimmee, United States Show map

Staying at Terra Verde Resort Vacation Home For Families Kissimmee, guests can easily reach the miniature Pirates Island Adventure Golf, located nearly a 25-minute walk away. More

Book Now

Jimmy Cricket New Themed House

Sunshine Ridge Loop, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 7-bedroom Jimmy Cricket New Themed House Villa Kissimmee is suitable for up to 18 people and is located about 10 minutes' drive from Tuscan Hills Boulevard. More

From US$ 351 Book Now

Elegant Reunion Retreat 3 Bd 3 Ba 7509 Se

7509 Seven Eagles Way, Kissimmee, United States Show map

Elegant Reunion Retreat 3 Bd 3 Ba 7509 Se Villa Kissimmee, located a 5-minute walk from Reunion Resort Golf Course, can host up to 8 guests. More

Book Now