Historic Downtown Kissimmee Hotel with Pool

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Check availability on Historic Downtown Kissimmee Hotel with Pool

Tonight
26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Historic Downtown Kissimmee Hotel with Pool

Outdoor pool
Beautiful home near Disney Private PoolBBQ Downtown

Beautiful home near Disney Private PoolBBQ Downtown

Historic Downtown Kissimmee
  • Outdoor pool
9.8 out of 10, Exceptional, (34)
The price is HK$1,120
HK$3,409 total
includes taxes & fees
30 Nov - 1 Dec
Beautiful home near Disney Private PoolBBQ Downtown
Outdoor pool, pool umbrellas, pool loungers
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

4.0 star property
International Drive District
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (1302)
Poolside relaxation awaits after thrilling theme park adventures, with sun loungers and umbrellas providing ideal comfort. The central location near Universal Orlando Resort, complimentary shuttle service, and daily breakfast buffet complete this perfect holiday hub.
The price is HK$903
HK$1,016 total
includes taxes & fees
30 Nov - 1 Dec
Hyatt House Orlando International Drive
Outdoor pool, open 8:00 AM to 9:00 PM, pool cabanas (surcharge)
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3.0 star property
International Drive District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (619)
Poolside luxury awaits at this pristine retreat near Universal Studios. Families appreciate the dedicated children's pool, while adults relax in cabanas with cocktails from the poolside bar after invigorating workouts in the 24-hour fitness centre.
The price is HK$522
HK$588 total
includes taxes & fees
17 Dec - 18 Dec
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
  • 4 outdoor pools
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
9.4 out of 10, Exceptional, (4299)
Swimming paradise unfolds across 4 inviting outdoor pools surrounded by swaying palms and luxurious cabanas. Refreshing poolside drinks complement sun-drenched days while nearby hot tubs offer evening relaxation after golf rounds on the 18-hole course.
The price is HK$813
HK$915 total
includes taxes & fees
14 Dec - 15 Dec
Rosen Shingle Creek
Pool
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3.0 star property
Kissimmee
  • Outdoor pool
  • Pool loungers
8.4 out of 10, Very good, (2656)
Splashing in the heated outdoor pool proves a highlight for families after Disney adventures. Kids delight in the playground, arcade, and bouncy castle while adults relax in free cabanas amid the thoughtfully designed recreational spaces.
The price is HK$443
HK$767 total
includes taxes & fees
22 Dec - 23 Dec
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Outdoor pool, pool umbrellas, pool loungers
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
Airport North
  • Outdoor pool
  • Pool loungers
  • Hot tub
7.4 out of 10, Good, (742)
Swimming and relaxation await at the inviting outdoor pool, perfectly complemented by a soothing hot tub. Fitness enthusiasts appreciate the well-equipped exercise centre, while the convenient airport shuttle and delicious free breakfast enhance every stay.
The price is HK$414
HK$465 total
includes taxes & fees
2 Dec - 3 Dec
La Quinta Inn & Suites by Wyndham Orlando Airport North
Outdoor pool, pool loungers
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

3.0 star property
Belle Isle
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (3992)
Poolside relaxation defines this Orlando retreat where travellers enjoy a pristine outdoor swimming area complete with comfortable sun loungers. The 24-hour fitness centre, airport shuttle, and sparkling clean rooms create a refreshing escape near Florida Mall.
The price is HK$572
HK$643 total
includes taxes & fees
15 Dec - 16 Dec
Wyndham Garden Orlando Airport
Outdoor pool, pool umbrellas, pool loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
Kissimmee
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
9.4 out of 10, Exceptional, (1840)
Vibrant poolside experiences await with a thrilling waterslide, luxurious hot tubs, and refreshing drinks served at the bar. Families love the spacious, modern rooms while the sauna and 24-hour fitness centre provide additional relaxation options.
The price is HK$369
HK$728 total
includes taxes & fees
1 Dec - 2 Dec
Kompose Boutique Resort at Theme Parks
Outdoor pool, pool loungers
TRYP by Wyndham Orlando

TRYP by Wyndham Orlando

3.0 star property
International Drive District
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1031)
Cooling off becomes effortless in the pristine outdoor pool surrounded by comfortable sun loungers. Guests appreciate this well-maintained aquatic retreat after theme park adventures, complementing the 24-hour fitness centre and multilingual service.
The price is HK$621
HK$699 total
includes taxes & fees
30 Nov - 1 Dec
TRYP by Wyndham Orlando
Water park
Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
Kissimmee
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (4242)
Aquatic adventures await at this vibrant retreat featuring a sprawling outdoor pool complex with a lazy river and exhilarating waterslide. Sun-seekers lounge on comfortable deck chairs while enjoying refreshments from the poolside bar, all within minutes of Orlando's famous attractions.
The price is HK$435
HK$670 total
includes taxes & fees
30 Nov - 1 Dec
Red Lion Hotel Orlando Lake Buena Vista South
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Historic Downtown Kissimmee Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Yes"
Hugo 1-night trip
Posted 3 days ago
DoubleTree by Hilton at the Entrance to Universal Orlando

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Frequently asked questions

What are some accommodation options with pools in Historic Downtown Kissimmee?
Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor swimming pools and 2 restaurants. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Offers 2 coffee shops/cafes, 3 outdoor swimming pools and complimentary wireless Internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Provides 6 outdoor swimming pools, a children's pool and 3 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Features a children's pool, an outdoor pool and 2 restaurants. Wyndham I-Drive Avanti Resort & Conference Center: Hotel, 7-minute walk from CoCo Key Water Resort. Offers a children's pool, an outdoor pool and 2 bars.
What is there to see and do in Historic Downtown Kissimmee?
Explore places such as Disney Springs™, Epcot® and Disney's Animal Kingdom® Theme Park while you're in the area. Spend some time experiencing the great outdoors at Kissimmee Lakefront Park and Lake Tohopekaliga. Visitors have positive things to say about the major shopping area in Historic Downtown Kissimmee.
When is the best time to book a hotel with a pool in Historic Downtown Kissimmee?
You may want to think about a place to stay with an outdoor pool if you're planning to visit Kissimmee in the driest months of December, February or November, when the average rainfall is 48 mm. Accommodation that has an indoor pool may be the way to go if you are visiting during the rainiest months of August, July and September when the average rainfall is 196 mm.