
Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices
Check prices for these dates
Hotels with a Pool in Kissimmee

1. Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks- Outdoor pool
- Poolside bar
- Pool loungers
- 2 hot tubs

2. Embassy Suites by Hilton Orlando Lake Buena Vista South
Embassy Suites by Hilton Orlando Lake Buena Vista South- Outdoor pool
- Hot tub

3. SpringHill Suites by Marriott Orlando Lake Buena Vista South
SpringHill Suites by Marriott Orlando Lake Buena Vista South- 3 outdoor pools
- Poolside bar
- Pool loungers
- Near the beach
- 2 hot tubs

4. Comfort Suites Maingate East
Comfort Suites Maingate East- Outdoor pool
- Poolside bar
- Pool loungers
- Hot tub

5. Delta Hotels by Marriott Orlando Celebration
Delta Hotels by Marriott Orlando Celebration- 2 outdoor pools
- Poolside bar
- Pool loungers
- 2 hot tubs

6. Club Sevilla
Club Sevilla- Outdoor pool
- Hot tub

7. Best Western Plus Orlando Lake Buena Vista South Inn & Suites
Best Western Plus Orlando Lake Buena Vista South Inn & Suites- Outdoor pool
- Pool loungers
- Hot tub

8. Fairfield Inn and Suites Orlando Kissimmee Celebration
Fairfield Inn and Suites Orlando Kissimmee Celebration- Outdoor pool

9. Radisson Hotel Orlando Lake Buena Vista South
Radisson Hotel Orlando Lake Buena Vista South- Outdoor pool
- Poolside bar
- Pool loungers
- Hot tub

10. Quality Inn & Suites Heritage Park
Quality Inn & Suites Heritage Park- Outdoor pool
- Pool loungers

11. Palazzo Lakeside Hotel
Palazzo Lakeside Hotel- Outdoor pool
- Pool loungers

12. Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Holiday Inn & Suites Orlando SW - Celebration Area by IHG- Outdoor pool
- Poolside bar
- Pool loungers
- Hot tub

13. Galleria Palms Hotel
Galleria Palms Hotel- Outdoor pool
- Pool loungers

14. Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort- Outdoor pool

15. Hampton Inn Kissimmee North
Hampton Inn Kissimmee North- Outdoor pool
- Pool loungers

16. Holiday Inn Resort Kissimmee by the Parks by IHG
Holiday Inn Resort Kissimmee by the Parks by IHG- 2 outdoor pools
- Poolside bar
- Pool loungers
- Hot tub

17. Staybridge Suites Orlando Royale Parc Suites by IHG
Staybridge Suites Orlando Royale Parc Suites by IHG- Outdoor pool
- Hot tub

18. Holiday Inn Express & Suites S Lake Buena Vista by IHG
Holiday Inn Express & Suites S Lake Buena Vista by IHG- 3 outdoor pools
- Poolside bar
- Pool loungers
- 2 hot tubs

19. Margaritaville Resort Orlando with H2O Waterpark
Margaritaville Resort Orlando with H2O Waterpark- 3 outdoor pools
- Poolside bar
- Pool loungers
- Hot tub

20. Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando- 4 outdoor pools
- Poolside bar
- Pool loungers
Hotels with pools and free breakfast in Kissimmee

Hotels with pools and waterparks in Kissimmee

Margaritaville Resort Orlando with H2O Waterpark
Margaritaville Resort Orlando with H2O Waterpark4-star hotels with pools in Kissimmee

Embassy Suites by Hilton Orlando Lake Buena Vista South
Embassy Suites by Hilton Orlando Lake Buena Vista SouthTop neighborhoods in Kissimmee

Reunion
Reunion is a golfer's paradise just outside Orlando with three legendary courses designed by Palmer, Nicklaus, and Watson. After teeing off, splash around at the resort water park or lounge by multiple pools scattered throughout this upscale community. When you're ready for theme parks, Disney and Universal are just 20 minutes away. Vacation homes with private pools dominate the accommodation scene, giving families plenty of space to spread out. Resort restaurants serve upscale meals, though you'll need a car to explore beyond the community's Mediterranean-style grounds. The quiet, manicured setting feels worlds away from Orlando's tourist bustle.

Historic Downtown Kissimmee
Historic Downtown Kissimmee captures Florida's past with its stunning 1890s courthouse and Victorian storefronts along Broadway Street. Stroll under heritage oaks while exploring unique shops filled with antiques and local crafts. Weekend farmers markets and street festivals bring the area to life, celebrating the region's cowboy heritage and diverse community. The lakefront area offers peaceful fishing spots and scenic views of Lake Tohopekaliga. A mix of Southern comfort food, Cuban cafes, and barbecue joints fuel your adventures. Most attractions are within the walkable six-block historic core, making it easy to explore this charming slice of old Florida.

Windsor Hills
Windsor Hills offers a perfect home base for Disney adventures with resort-style amenities just minutes from major attractions. Families love the gated communities with pools, game rooms, and themed vacation rentals ranging from cozy condos to luxury villas. After exhilarating theme park days, this quiet residential haven provides a peaceful retreat. Dining options are limited within the neighborhood, so most visitors drive 10-15 minutes to nearby tourist areas for meals. Rental cars are essential for getting around, though rideshares are readily available. The Mediterranean-style properties with private pools make Windsor Hills ideal for groups seeking comfort between park visits.

Orange Lake
Orange Lake revolves around vacation vibes with the massive Orange Lake Resort at its center. Championship golf courses, sparkling pools, and family-friendly recreation areas keep visitors entertained without leaving the neighborhood. Disney World is just minutes away, making this Four Corners spot perfect for theme park enthusiasts who want amenities galore after a day of adventure. Resort shuttles and rideshares make getting to attractions easy since public transit is limited. Dining options stick mostly to resort restaurants and nearby chains. Vacation villas and timeshare units dominate the accommodation scene, offering spacious digs with full kitchens and multiple bedrooms for families.

Lake Berkley
Kissimmee's Lake Berkley neighborhood offers attractions including beach near Lake Berkley.












































































































































