Hotels with Pool in Historic Downtown Kissimmee, FL

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  6.  Historic Downtown Kissimmee
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Explore 192 Hotels with Pool in Historic Downtown Kissimmee from $27

Flamingo Inn
Flamingo Inn
Hotel
Kissimmee, FL, USA
1.5k from Historic Downtown Kissimmee center

Accommodations, Motels, Parking, Lodgings, Places to stay

4.8

Review score

27 reviews

$79
Average price / night
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Royal 8 Wonderful Apart/Hotel With Pool
Royal 8 Wonderful Apart/Hotel With Pool
Hotel
Kissimmee, FL, 34741, United States
2.1k from Historic Downtown Kissimmee center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Pool, Washer

10.0

Exceptional

1 reviews

$173
Average price / night
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Park Royal Orlando
Park Royal Orlando
Hotel
Historic Downtown Kissimmee, Kissimmee, Florida, USA
2.2k from Historic Downtown Kissimmee center

Cheap, Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

7.9

Good

774 reviews

$81
Average price / night
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Ambassador Inn
Ambassador Inn
Hotel
Historic Downtown Kissimmee, Kissimmee, Florida, USA
4.1k from Historic Downtown Kissimmee center

Accommodations, Pools, Motels, Parking, Lodgings, Places to stay, Accessible hotels

4.0

Review score

243 reviews

$27
Average price / night
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Weekend Getaway Suite Near Local Attractions and Restaurants
Weekend Getaway Suite Near Local Attractions and Restaurants
Hotel
Kissimmee, FL, 34741, United States
2.3k from Historic Downtown Kissimmee center

AC, Balcony, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

New to Booking
$107
Average price / night
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Enterprise Motel
Enterprise Motel
Hotel
Historic Downtown Kissimmee, Kissimmee, Florida, USA
4.2k from Historic Downtown Kissimmee center

Oceanfront, Air Conditioner, View, Smoking, Guest Services, Pool, Security/Safety

4.4

Review score

77 reviews

$68
Average price / night
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Fun Theme Park Getaway Suite in Park Royal Orlando
Fun Theme Park Getaway Suite in Park Royal Orlando
Hotel
Kissimmee, FL, 34741, United States
2.3k from Historic Downtown Kissimmee center

AC, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Microwave, No Smoking

New to Booking
$118
Average price / night
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Oak Ridge Inn
Oak Ridge Inn
Hotel
Kissimmee, FL, USA
4.3k from Historic Downtown Kissimmee center

Accommodations, Pools, Motels, Parking, Pet-friendly, Lodgings, Places to stay

New to Booking
$78
Average price / night
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Tasteful Room with 2 DBL Beds Close to Must-see Attractions
Tasteful Room with 2 DBL Beds Close to Must-see Attractions
Hotel
Kissimmee, FL, 34741, United States
2.3k from Historic Downtown Kissimmee center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Microwave, No Smoking

8.0

Good

1 reviews

$119
Average price / night
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Home 1 Suites Extended Stay - Kissimmee
Home 1 Suites Extended Stay - Kissimmee
Hotel
Kissimmee, FL, USA
4.3k from Historic Downtown Kissimmee center

Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Accessible hotels

5.9

Review score

554 reviews

$75
Average price / night
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Kissimmee Ideal Room w 2 DBL Beds & Pool Near Local Attractions
Kissimmee Ideal Room w 2 DBL Beds & Pool Near Local Attractions
Hotel
Kissimmee, FL, 34741, United States
2.3k from Historic Downtown Kissimmee center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Microwave, No Smoking

New to Booking
$119
Average price / night
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Quality Inn & Suites Heritage Park
Quality Inn & Suites Heritage Park
Hotel
Historic Downtown Kissimmee, Kissimmee, Florida, USA
4.4k from Historic Downtown Kissimmee center

Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Family

7.7

Good

536 reviews

$218
Average price / night
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Hampton Inn Kissimmee North
Hampton Inn Kissimmee North
Hotel
Kissimmee, FL, USA
5.3k from Historic Downtown Kissimmee center

Cheap, Accommodations, Pools, 3-star, Lodgings, Places to stay, Family, Accessible hotels

9.2

Superb

290 reviews

$134
Average price / night
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Amazing Vacation Home at Bella Vida BV4509
Amazing Vacation Home at Bella Vida BV4509
Resort
Kissimmee, FL, USA
5.4k from Historic Downtown Kissimmee center

Accommodations, Pools, Resorts, Lodgings, Places to stay

New to Booking
$359
Average price / night
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Stayable Kissimmee East
Stayable Kissimmee East
Hotel
Kissimmee, FL, USA
5.4k from Historic Downtown Kissimmee center

Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Family, Accessible hotels

3.7

Review score

272 reviews

$134
Average price / night
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Villas at Fortune Place
Villas at Fortune Place
Resort
Historic Downtown Kissimmee, Kissimmee, Florida, USA
5.5k from Historic Downtown Kissimmee center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Hot tubs, Places to stay, Family

8.8

Fabulous

213 reviews

$240
Average price / night
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Ramada by Wyndham Flamingo Water Park
Ramada by Wyndham Flamingo Water Park
Hotel
Kissimmee, FL, USA
5.5k from Historic Downtown Kissimmee center

Accommodations, Pools, Parking, Ramada, 3-star, Lodgings, Jacuzzis, Places to stay, Family

7.0

Good

1721 reviews

$87
Average price / night
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Private pool home close to Disney with resort ammenities
Private pool home close to Disney with resort ammenities
Resort
Kissimmee, FL, USA
5.8k from Historic Downtown Kissimmee center

Cheap, Accommodations, Pools, Parking, Resort villages, Lodgings, Jacuzzis, Places to stay, Self-catering

10.0

Exceptional

3 reviews

$227
Average price / night
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JC DISNEY House
JC DISNEY House
Resort
Kissimmee, FL, USA
6.3k from Historic Downtown Kissimmee center

Luxury, Cheap, Accommodations, Pools, Parking, Resort villages, 4-star, Lodgings, Vacation rentals

9.6

Exceptional

14 reviews

$134
Average price / night
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Terra Verde Resort
Terra Verde Resort
Resort
Kissimmee, FL, USA
6.3k from Historic Downtown Kissimmee center

Wellness Facilities, Air Conditioner, Balcony/Terrace, Smoking, Bar, Accessibility, Guest Services

9.5

Superb

6 reviews

$253
Average price / night
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Red Roof Inn Kissimmee, FL
Red Roof Inn Kissimmee, FL
Hotel
Historic Downtown Kissimmee, Kissimmee, Florida, USA
6.4k from Historic Downtown Kissimmee center

B&bs, Accommodations, Pools, Parking, Inns, Pet-friendly, Lodgings, Places to stay, Accessible hotels

6.2

Good

37 reviews

$101
Average price / night
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Pro Tip for Travelers:
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Stay Near Historic Downtown Kissimmee's Top Attractions

HotelsWithSuites can help you find hotels, resorts, and suites near many of 's top attractions, neighborhoods, and points of interest.

Historic Downtown Kissimmee Hotels with Pool on the Map

Frequently Asked Questions

Hotels with pools in Historic Downtown Kissimmee may offer indoor, outdoor, rooftop, or heated pools. Some properties also feature family-friendly or infinity pool options.

You can find 192 hotels with pools in Historic Downtown Kissimmee, with prices starting from around $27 per night, making them accessible for various budgets.

Availability depends on the property and climate. Indoor or heated pools are often open year-round, while outdoor pools may be seasonal.

Yes, many properties also provide features like Pool, Accessibility, and Guest Services alongside pool access.

Yes, you can refine your search based on pool type, guest ratings, amenities, and pricing to find the best match for your stay.