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

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Hotels in Pirate's Island-Kissimmee Inc Kissimmee area of Florida

Lakeview Retreat With Private Pool Games

4608 Formby Court, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Lakeview Retreat With Private Pool Games Kissimmee villa is suitable for up to 10 people and is located about 7 km from Old Town Shopping Mall. Providing… More

Book Now

Casa 5Q Lake Berkley, Piscina Vista Lago

4608 Formby Ct, Kissimmee, United States Show map

The 5-bedroom Casa 5Q Lake Berkley, Piscina Vista Lago Kissimmee is located only 1.3 km from Medieval Times Dinner & Tournament and provides a Jacuzzi. With a maximum capacity of 10 guests, this… More

Book Now

Cozy Kissimmee Hideaway

1129 Park Ridge Circle, Kissimmee, United States Show map

Cozy Kissimmee Hideaway Villa provides a sunbathing terrace, a picnic area, and a play area for guests' leisure, and is 16 minutes' walk from Medieval Times Dinner & Tournament. The holiday home… More

Book Now

Wizardprincesscourt 15 Bd 165 Ba - 4111 Sb

4111 Sonoma Boulevard, Kissimmee, United States Show map

During the stay at Wizardprincesscourt 15 Bd 165 Ba - 4111 Sb Kissimmee villa, guests can indulge in billiard or visit the adventure-themed Congo River Golf, located 25 minutes' walk away. The 15… More

Book Now

Family Retreat 6Br Villa With Private Pool, Spa & Theater Near Disney

161 Las Fuentes Drive, Kissimmee, United States Show map

The 6-bedroom Family Retreat 6Br Villa With Private Pool, Spa & Theater Near Disney Kissimmee entices active guests with access to a fitness suite and is located about a 25-minute stroll from Xtreme… More

Book Now

Gated-Entry Townhome, With Shared Pool, Central Ac, Near Theme Parks

2342 Caravelle Cir, Kissimmee, United States Show map

The 4-bedroom Gated-Entry Townhome, With Shared Pool, Central Ac, Near Theme Parks Kissimmee villa is located around a 5-minute stroll from Wat Florida Dhammaram Buddhist Monastery and offers a… More

Book Now

Bright Home With Private Pool, Washer/Dryer And Internet

1181 Arisha Dr, Kissimmee, United States Show map

Featuring a heated pool for guests' relaxation, the 4-bedroom Bright Home With Private Pool, Washer/Dryer And Internet Kissimmee is located within a 7-km distance of Kissimmee Oaks Golf Course. More

Book Now

Easy Family Stay With Resort Pool

1006 Park Club Drive, Kissimmee, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Easy Family Stay With Resort Pool Kissimmee villa is suitable for up to 6 people and is located an 18-minute walk from Give Kids The World Village Resort. More

Book Now

Disney Escape ,Resort Pools & Tennis ,Sleeps 6 , Free Parking

1057 Park Ridge Circle, Kissimmee, United States Show map

The comfortable Disney Escape ,Resort Pools & Tennis ,Sleeps 6, Free Parking Kissimmee, situated approximately 6 km from Old Town Shopping Mall, offers a heated pool as well as a fitness studio. More

From US$ 445 Book Now

Family Resort Pool Home Near Disney

4600 Formby Ct, Kissimmee, United States Show map

Family Resort Pool Home Near Disney Kissimmee is located a 16-minute walk from Medieval Times Dinner & Tournament and provides billiard for active guests. Located 7 km from Old Town Shopping Mall… More

Book Now

Unlimited Fun 2 Family Home Near Disney

1002 Park Club Drive, Kissimmee, United States Show map

Located just 1.4 km from Give Kids The World Village Resort, the 3-bedroom Unlimited Fun 2 Family Home Near Disney Kissimmee provides access to various tourist attractions in the vicinity. With a… More

Book Now

Unlimited Fun 1 Y 3Br Pool Parking

1000 Park Club Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Unlimited Fun 1 Y 3Br Pool Parking Villa Kissimmee is suitable for up to 6 people and is located 4.3 km from Museum of Military History. Providing… More

Book Now

Brand New Modern State Of The Art Home! Sleeps 31

4101 Sonoma Blvd, Kissimmee, United States Show map

The 15-bedroom Brand New Modern State Of The Art Home! Sleeps 31 Kissimmee is located nearly 25 minutes' walk from Medieval Times Dinner & Tournament and provides a Jacuzzi. This Kissimmee holiday… More

Book Now

Cozy Three Bedrooms Townhome At Lake Berkley Resort

1123 Park Ridge Circle, Kissimmee, United States Show map

Guests of Cozy Three Bedrooms Townhome At Lake Berkley Resort Kissimmee can enjoy access to Museum of Military History, located a 10-minute drive away. More

From US$ 111 Book Now

Just 8 Miles From Disney - Vacay Townhome 1123

1123 Park Ridge Cir, Kissimmee, United States Show map

The 3-bedroom Resort Townhome With Pool Spa 1123 Kissimmee villa hosts up to 6 guests and is nestled 2.3 km from natural sites such as Shingle Creek Regional Park. More

From US$ 186 Book Now

Resort Stay Pool Access Peaceful Retreat Balcony

1122 Park Ridge Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Featuring a swimming pool, Resort Stay Pool Access Peaceful Retreat Balcony Kissimmee villa is suitable for up to 8 people and is located just 1.3 km from Medieval Times Dinner & Tournament. Offering… More

Book Now

3 Bedrooms 25 Bathrooms Lake Berkley 1121Pr

1121 Park Ridge Circle, Kissimmee, United States Show map

Offering a location around a 25-minute walk from the working Kissimmee Air Museum, the 3-bedroom 3 Bedrooms 25 Bathrooms Lake Berkley 1121Pr Kissimmee villa gives access to various tourist spots in… More

From US$ 149 Book Now

Upstay Mansion W Cinema Games Pool- Sleeps 24

Shanti Drive 2560, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Upstay Mansion W Cinema Games Pool- Sleeps 24 Kissimmee villa is located 10 minutes' drive from Museum of Military History. The 12-bedroom holiday home… More

Book Now

Remarkable Mansion Sleep 36 Cinema-Bowling Alley & More

2560 Shanti Drive, Kissimmee, United States Show map

The 14-bedroom Remarkable Mansion Sleep 36 Cinema-Bowling Alley & More Kissimmee villa is located approximately 25 minutes' walk from Fun 'n Wheels Family Fun Parks and has water slides and a terrace… More

Book Now

All Vacation Mansion W Spa-Pool-Cinema Sleep 40

2560 Shanti Drive, Kissimmee, United States Show map

To enjoy your vacation in Kissimmee, stay at the spacious 650 m² All Vacation Mansion W Spa-Pool-Cinema Sleep 40 Kissimmee apartment, which is approximately a 10-minute drive from Medieval Times… More

Book Now

New! 14Br Disney-Area Resort With Bowling & Theater

2560 Shanti Drive, Kissimmee, United States Show map

Located within 3 km of the working Kissimmee Air Museum, the 14-bedroom New! 14Br Disney-Area Resort With Bowling & Theater Kissimmee villa has a heated pool and is ideal for up to 38 guests. More

Book Now

Enchanting A Magical Orlando Trip

2560 Shanti Drive, Kissimmee, United States Show map

Nestled 2.8 km from Shingle Creek Regional Park, Enchanting A Magical Orlando Trip Kissimmee villa is boasting an aqua park and a golf course for guests' enjoyment. The 14-bedroom holiday home… More

Book Now

All Vacation Large Pool Home W-Cinema-Bowling Alley-Sleep 40

2560 Shanti Drive, Kissimmee, United States Show map

The 14-bedroom All Vacation Large Pool Home W-Cinema-Bowling Alley-Sleep 40 Kissimmee offers proximity to nearby tourist spots, such as the adventure-themed Congo River Golf, situated nearly 25… More

Book Now

12Br Family Home W Pool And Hot Tub

Shanti Drive 2560, Kissimmee, United States Show map

Situated around 6 km from Falcon's Fire Golf Course, 12Br Family Home W Pool And Hot Tub Kissimmee provides access to numerous tourist attractions in the area. More

Book Now

Super Yes - Many Amenities Relax Gym Courts

1063 Park Ridge Circle, Kissimmee, United States Show map

The 1-bedroom Super Yes - Many Amenities Relax Gym Courts Villa Kissimmee is located within 15 minutes' walk of lake berkley, giving access to various tourist spots nearby. More

From US$ 140 Book Now

Enchanting Escape 3 Bedroom Minutes From Disney!

1009 Park Ridge Circle, Kissimmee, United States Show map

Situated about a 15-minute ride from Kissimmee Oaks Golf Course, the spacious 120 m² Enchanting Escape 3 Bedroom Minutes From Disney! Kissimmee apartment also boasts easy access to Kissimmee train… More

From US$ 166 Book Now

Casita Coco - Private Pool - Foosball - Bbq

1230 Arisha Dr, Kissimmee, United States Show map

The 4-bedroom Casita Coco - Private Pool - Foosball - Bbq Kissimmee villa is located approximately 25 minutes' walk from Osceola County Welcome Center and History Museum and welcomes its guests to… More

Book Now

Family Oasis Volley , Pool , Tennis , Near Disney

1118 Park Ridge Circle, Kissimmee, United States Show map

Nestled a 5-minute drive from Osceola County Welcome Center and History Museum, Family Oasis Volley, Pool, Tennis, Near Disney Kissimmee villa entices guests to explore various tourist destinations… More

Book Now

Cozykey Vacation Rentals

Central Location Only (Not Check In Location), Kissimmee, United States Show map

Staying at Cozykey Vacation Rentals Kissimmee villa, guests can easily reach Medieval Times Dinner & Tournament, located just 1.3 km away. More

From US$ 207 Book Now

Upstay 32 Guest Mansion - Pool, Hot Tub And Games

Shanti Drive 2562, Kissimmee, United States Show map

Situated about a 10-minute ride from Shingle Creek Regional Park, the 15-bedroom Upstay 32 Guest Mansion - Pool, Hot Tub And Games Kissimmee villa is suitable for 32 guests and provides an outdoor… More

From US$ 637 Book Now

Breeze Vacation Townhome At Lake Berkley Resort

1065 Park Ridge Circle, Kissimmee, United States Show map

Guests of Breeze Vacation Townhome At Lake Berkley Resort Kissimmee can enjoy access to Capone's Dinner and Show, located 2.7 km away. More

From US$ 119 Book Now

Dream Vacay Home Just 9 Miles From Disney 1065

1065 Park Ridge Cir, Kissimmee, United States Show map

Situated about a 25-minute walk from 192 Outlet, the 3-bedroom Dream Vacay Home Just 9 Miles From Disney 1065 Kissimmee entices guests to explore various tourist attractions in the area. More

Book Now

Super Giant - 12Bd 12Bas - Sleep 38 & Near Disney

2551 Shanti Drive, Kissimmee, United States Show map

Situated 2.8 km from Shingle Creek Regional Park, the 12-bedroom Super Giant - 12Bd 12Bas - Sleep 38 & Near Disney Kissimmee villa is suitable for 16 guests and provides a swimming pool for… More

Book Now

Unlimited Fun 6

1117 Park Ridge Circle, Kissimmee, United States Show map

The 3-bedroom Unlimited Fun 6 Villa Kissimmee is located a mere 1.4 km from Give Kids The World Village Resort and provides an outdoor swimming pool, ensuring a relaxing stay. With a maximum capacity… More

Book Now

3 Bedrooms 25 Bathrooms Lake Berkley 1116Pr

1116 Park Ridge Circle, Kissimmee, United States Show map

Hosting up to 6 guests, the 3-bedroom 3 Bedrooms 25 Bathrooms Lake Berkley 1116Pr Kissimmee villa offers a convenient location nearly 20 minutes on foot from sports attractions such as the miniature… More

Book Now

Villa 4Br Pool Home & Game Room, Sleeps 8, Near Disney, Orlando Fl

1160 Arisha Drive, Kissimmee, United States Show map

Located merely 1.3 km from Medieval Times Dinner & Tournament, the 4-bedroom Villa 4Br Pool Home & Game Room, Sleeps 8, Near Disney, Orlando Fl Kissimmee features an outdoor swimming pool, a Jacuzzi,… More

Book Now

Waterfront 6-Bedroom Wizarding Villa In Lake Berkley Near Universal Studio'S Harry Potter

Lake Berkley Drive 1078, Kissimmee, United States Show map

Offering access to entertainment venues such as Xtreme Paintball Xperience, situated approximately a 25-minute walk away, the 6-bedroom Waterfront 6-Bedroom Wizarding Villa In Lake Berkley Near… More

From US$ 375 Book Now

9 Mi To Disney: Home W/ Pool Table & Water Views!

928 Lake Berkley Dr, Kissimmee, United States Show map

9 Mi To Disney: Home W/ Pool Table & Water Views! Kissimmee is located a 15-minute walk from lake berkley and provides an outdoor swimming pool, ensuring a relaxing stay. The 4-bedroom villa… More

Book Now

1120-Spacious 4Br All Suites - 20 Min To Disney

1120 Arisha Drive, Kissimmee, United States Show map

During the stay at 1120-Spacious 4Br All Suites - 20 Min To Disney Kissimmee villa, guests can indulge in ping pong and billiard or visit Old Town Shopping Mall, located 6 km away. Located a 10… More

Book Now

Cozy 3Br Home W Private Pool Near Disney

216 Bay Meadow Dr, Kissimmee, United States Show map

Featuring a swimming pool, the 3-bedroom Cozy 3Br Home W Private Pool Near Disney Kissimmee is suitable for up to 6 people and is located nearly 25 minutes' walk from Give Kids The World Village… More

Book Now

Casa 3Q Com Piscina Perto Da Disney

216 Bay Meadow Dr, Kissimmee, United States Show map

Featuring a year-round outdoor swimming pool, Casa 3Q Com Piscina Perto Da Disney Kissimmee is suitable for up to 6 people and is located a 10-minute drive from Medieval Times Dinner & Tournament. More

Book Now

8Br Family Home W Pool & Games Room- Near Disney

Shanti Drive 2555, Kissimmee, United States Show map

Staying at 8Br Family Home W Pool & Games Room- Near Disney Kissimmee, guests can easily reach the working Kissimmee Air Museum, located about a 10-minute ride away. More

From US$ 434 Book Now

8 Bd 6 Ba Veranda Palms - 2555 Sd

2555 Shanti Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 8-bedroom 8 Bd 6 Ba Veranda Palms 2555 Sd Kissimmee villa is suitable for up to 23 people and is located about 6 km from Old Town Shopping Mall. More

Book Now

Vacation Home In Orlando Florida Close To Disney

900 North Roma Way, Kissimmee, United States Show map

Offering an indoor pool for a relaxing experience, Vacation Home In Orlando Florida Close To Disney Kissimmee is located 10 minutes' drive from the family-friendly Kissimmee Go-Karts. Providing… More

From US$ 412 Book Now

Red Roof Inn Kissimmee, Fl

4624 W Irlo Bronson Memorial Hwy, Kissimmee Fl, Kissimmee, United States Show map

Featuring 6 rooms, the 2-star Red Roof Inn Kissimmee, Fl is near an entertainment district and 4.5 km from the open-air mall "Lake Buena Vista Factory Stores". This comfortable inn offers Wi-Fi in… More

From US$ 62 Book Now

3 Bedrooms 2 Bathrooms Lake Berkley 1076 Lb

1076 Lake Berkley Drive, Kissimmee, United States Show map

The 3-bedroom 3 Bedrooms 2 Bathrooms Lake Berkley 1076 Lb Kissimmee villa provides easy access to various city attractions, such as lake berkley, situated about a 5-minute walk away. This… More

From US$ 186 Book Now

Exclusive 8Br Family Villa - Pool, Bbq, Game Room & Themed Bedrooms!

2564 Sunset Dr, Kissimmee, Fl 34741, Usa, Kissimmee, United States Show map

The 8-bedroom Exclusive 8Br Family Villa - Pool, Bbq, Game Room & Themed Bedrooms! Kissimmee is located approximately 25 minutes' walk from Osceola County and has an aqua park and a patio to ensure a… More

Book Now

10 Mi To Disney: Home W/ Game Room & Lanai!

101 Las Fuentes Dr, Kissimmee, United States Show map

Located nearly a 5-minute walk from lake berkley, the 4-bedroom 10 Mi To Disney: Home W/ Game Room & Lanai! Kissimmee offers quick access to various city attractions in the vicinity. Staying at this… More

Book Now

3 Bedrooms 2 Bathrooms Lake Berkley Home

1076 Lake Berkley Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom 3 Bedrooms 2 Bathrooms Lake Berkley Home Kissimmee is suitable for up to 6 people and is located 2.3 km from Shingle Creek Regional Park. Providing… More

Book Now

Upstay Sleeps 26 W Private Pool, Hot Tub, Games

Shanti Drive 2567, Kissimmee, United States Show map

Nestled a 17-minute walk from Wat Florida Dhammaram Buddhist Monastery, Upstay Sleeps 26 W Private Pool, Hot Tub, Games Kissimmee villa entices guests to explore various tourist destinations nearby. More

From US$ 993 Book Now