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Private pool
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Staffed property
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Tennis in town
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10,024 apartments

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⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

8 bedrooms
5 bathrooms

sleeps 20

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$336

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

7 bedrooms
5 bathrooms

sleeps 18

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$265

Surprise Yourself With Unforgettable Deluxe Villa w/ Private Pool+Spa+Baby Gears

Four Corners villa

8 bedrooms
6 bathrooms

sleeps 18

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$402

Dis Oasis Villa at Windsor Palms Resort - Close to Disney!

Kissimmee villa

6 bedrooms
4 bathrooms

sleeps 13

“Wonderful house for a large family group” The beds were comfortable, the house was immaculate and our needs were taken care of instantly by the owner. Close to shopping, restaurants and Disney World parks.

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$400

⭐ Spacious and Comfortable Villa - Near Theme Parks ⭐

Kissimmee villa

6 bedrooms
5 bathrooms

sleeps 14

“Fantastic Stay” The home was in a beautiful community and there was a huge resort pool with all the things one would look for in a resort setting. The home itself was immaculate and very clean upon arrival. The beds were all comfortable and the rooms were spacious. We enjoyed the home and the resort so much that we actually spent a few days less at the parks. The reservation process was simple and straightforward. All in all a great vacation!

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$265

⭐Magnificent Villa+Elegant Retreat Oasis+Private Pool+Ace Location+Waterslides⭐

Four Corners villa

8 bedrooms
6 bathrooms

sleeps 18

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$402

⭐Luxurious Villa+First Class Amenities+Abundance of Joy+Vacation Dreams Fulfill⭐

Four Corners villa

8 bedrooms
6 bathrooms

sleeps 20

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$402

Pooh's Palace in Windsor Hills

Kissimmee villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$516

⭐Deluxe Villa+Private Pool+Hot Tub+Theatre Room+Pool with Waterslides⭐

ChampionsGate villa

8 bedrooms
5 bathrooms

sleeps 18

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$401

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

8 bedrooms
5 bathrooms

sleeps 20

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$401

⭐Comfortable 8 Bedrooms Villa - Near to All Orlando Theme Parks and Attractions⭐

Davenport villa

8 bedrooms
5 bathrooms

sleeps 20

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$401

⭐Comfy 8 Bedrooms Villa at Champions Gate Golf Club - Near Disney World!⭐

Davenport villa

8 bedrooms
5 bathrooms

sleeps 20

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$336

✦Nearby Disney World - Beautiful 8 Bedrooms Villa w/ Private Pool✦

Davenport villa

8 bedrooms
5 bathrooms

sleeps 20

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$336

⭐ 6 Bedrooms 5 Bathrooms Villa - Great Deal! - Near Disney World ⭐

Kissimmee villa

6 bedrooms
5 bathrooms

sleeps 14

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$265

⭐Good Location for Theme Parks - Spacious 7 Bedrooms Villa⭐

Kissimmee villa

7 bedrooms
5 bathrooms

sleeps 18

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$265

River Strand Golf and Country Club Resort

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$229

Luxury 6 bedroom villa ✦ 3 Miles or 5 min to Disney ✦ South pool ✦Game Room

Kissimmee villa

6 bedrooms
6 bathrooms

sleeps 14

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$401

✧Miles to Disney World - Affordable and Spacious 6 Bedrooms Villa✧

Kissimmee villa

6 bedrooms
5 bathrooms

sleeps 14

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$265

✧Spacious and Colorful 6 Bedrooms Villa - Nearby Disney / Universal / SeaWorld✧

Kissimmee villa

6 bedrooms
5 bathrooms

sleeps 14

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$265

FS59000 - Terra Verde Resort - 7 Bed 4.5 Baths Villa

Kissimmee villa

7 bedrooms
5 bathrooms

sleeps 14

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$362

Family & Friends Unite For Fun✩Amazing Villa w/ Unique Upscale Amenities

Davenport villa

8 bedrooms
5 bathrooms

sleeps 20

“Amazing” We had a family of 10 and it was enough space for us. The kids loved the pool and movie room. I liked house to house was so updated and beautiful. We definitely would stay here again.

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$330

What You Want Is What You Will Get✩Special Villa w/ High-End Amenities+Private

Four Corners villa

8 bedrooms
6 bathrooms

sleeps 20

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$402

FS314856 - Emerald Island Resort - 3 Bed 3 Baths Townhouse

Kissimmee townhouse

3 bedrooms
3 bathrooms

sleeps 6

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$198

FS263883 - Reunion Resort - 5 Bed 5.5 Baths Villa

Kissimmee villa

4 bedrooms
5 bathrooms

sleeps 8

Match: Climbing frame Shared outdoor pool (heated) Private pool Tennis in town

All filters match

Price per night from

$335

The Colonies at Williamsburg - June 28-July 5

Williamsburg condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Private pool, Tennis in town, Climbing frame, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$229

Governors Green Resort 2 Bedroom w/ mini golf, playground, 2 pools, 3 hot tubs

Williamsburg villa

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 10 minutes

3 of 4 match: Climbing frame, Tennis in town, Shared outdoor pool (heated), Private pool

3 of 4 filters match

Price per night from

$172

Wonderful Windsor Palms Condo! Only 3 miles to Disney! Modern Condo!

Kissimmee apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 5 minutes

3 of 4 match: Private pool, Tennis in town, Climbing frame, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$155

Family friendly townhouse at Regal Palms Resort

Davenport townhouse

4 bedrooms
4 bathrooms

sleeps 8

3 of 4 match: Private pool, Tennis in town, Climbing frame, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$148

Condo in Naples Bay Resort - Close to 5th Ave

Naples condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Private pool, Tennis in town, Climbing frame, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$344

THE HAVEN IN EMERALD ISLAND RESORT

Kissimmee house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 1 hour 25 minutes

3 of 4 match: Climbing frame, Tennis in town, Shared outdoor pool (heated), Private pool

3 of 4 filters match

Price per night from

$172

7BR, 5 Star Resort, 3 Miles to Disney, Pool/Spa, South Facing Pool

Kissimmee house

7 bedrooms
5 bathrooms

sleeps 16

“This was a perfect size and place to enjoy The area with my class.” This was a perfect size and place for my Sp. Needs class to anchor down as we enjoyed the area.The pool was great.

Responds fast! avg. 2 hours 2 minutes

3 of 4 match: Climbing frame, Tennis in town, Shared outdoor pool (heated), Private pool

3 of 4 filters match

Price per night from

$344

Ibis Villa

Clermont villa

4 bedrooms
3 bathrooms

sleeps 8

“5 stars” Very happy with our stay. The villa was a perfect match for my family. Peacful,quite, and very clean. The pool was amazing and the pool guy kept the pool very clean. There were a few slight misunderstandings but they were resolved immediately. We could not have asked for a better vacation. Thanks for the memories.

Responds fast! avg. 2 hours 6 minutes

3 of 4 match: Shared outdoor pool (heated), Tennis in town, Climbing frame, Private pool

3 of 4 filters match

Price per night from

$155

Large Disney Pool Home w/Game Room, Resort Amenities

Orlando house

7 bedrooms
5 bathrooms

sleeps 20

3 of 4 match: Shared outdoor pool (heated), Tennis in town, Climbing frame, Private pool

3 of 4 filters match

Price per night from

$212

Secret Key Villa - villa rental in Kissimmee, Florida

Kissimmee villa

4 bedrooms
3 bathrooms

sleeps 8

“Nice place, easy access” House was clean and tidy when we arrived. Everything we needed was on site. Location is neighborhood was perfect. Easy gate and clubhouse access.

Responds fast! avg. 3 hours 4 minutes

3 of 4 match: Shared outdoor pool (heated), Tennis in town, Climbing frame, Private pool

3 of 4 filters match

Price per night from

$173