Vacation Rentals with Private Pool in Pleasant Hill Lakes, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
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  6.  Pleasant Hill Lakes

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751 Best Vacation Rentals with Private Pool in Pleasant Hill Lakes (Starting from $123)

Storey Lake Resort 32 - Hosted by Top Villas
Storey Lake Resort 32 - Hosted by Top Villas
Apartment
Kissimmee, FL, USA
1.2k from Pleasant Hill Lakes center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family

1 Bedroom7 Guests
New to Booking
$292
Average price / night
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An Oasis of 4 bedrooms 4 baths with private pool
An Oasis of 4 bedrooms 4 baths with private pool
House
Kissimmee, FL, 34746, United States
2.7k from Pleasant Hill Lakes center

AC, Barbecue, Fireplace, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave

4 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$599
Average price / night
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MagicalEverAfter Sleep17 HTD Pool Game Rm LakeView
MagicalEverAfter Sleep17 HTD Pool Game Rm LakeView
House
Kissimmee, FL, USA
5.0k from Pleasant Hill Lakes center

Entertainment, Ocean View, Wellness Facilities, Guest Services, Business Services, Air Conditioner, Kitchen

5 Bedrooms17 Guests
10.0

Exceptional

1 reviews

$482
Average price / night
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Beautiful Luxurious home in Orlando w Private Pool
Beautiful Luxurious home in Orlando w Private Pool
House
Kissimmee, FL, 34746, United States
3.0k from Pleasant Hill Lakes center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
New to Booking
$396
Average price / night
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Upstay Home w Pool Hot Tub & Patio - Pet Friendly
Upstay Home w Pool Hot Tub & Patio - Pet Friendly
House
Kissimmee, FL, USA
7.0k from Pleasant Hill Lakes center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom12 Guests
New to Booking
$377
Average price / night
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Luxury villa  close to city yet very serene/private/spacious and close to nature
Luxury villa close to city yet very serene/private/spacious and close to nature
Villa
Kissimmee, FL, 34758, United States
3.9k from Pleasant Hill Lakes center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
8.8

Fabulous

6 reviews

$243
Average price / night
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Vacation home Orlando Florida United States
Vacation home Orlando Florida United States
House
Kissimmee, FL, USA
7.2k from Pleasant Hill Lakes center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$810
Average price / night
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Private Ranch Style Suite Enourmous Yard
Private Ranch Style Suite Enourmous Yard
House
Kissimmee, FL, 34746, United States
4.1k from Pleasant Hill Lakes center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom3 Guests
7.0

Good

2 reviews

$172
Average price / night
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Stunning 5 bedroom pool home in gated community minutes from Disney
Stunning 5 bedroom pool home in gated community minutes from Disney
House
Kissimmee, FL, USA
7.7k from Pleasant Hill Lakes center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis

5 Bedrooms14 Guests
New to Booking
$268
Average price / night
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ALWAYS FREE POOL HEAT - 2 KINGS, Games room! 5 smart TV’s - S/Steel appliances
ALWAYS FREE POOL HEAT - 2 KINGS, Games room! 5 smart TV’s - S/Steel appliances
House
Kissimmee, FL, 34758, United States
4.3k from Pleasant Hill Lakes center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
9.6

Exceptional

211 reviews

$227
Average price / night
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5 Bedroom Pool Home in Gated Community Near Disney
5 Bedroom Pool Home in Gated Community Near Disney
House
Kissimmee, FL, USA
7.7k from Pleasant Hill Lakes center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

5 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$306
Average price / night
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RS4964 Storey Lake Home 4BDRM 3BATH Private Pool Free Waterpark
RS4964 Storey Lake Home 4BDRM 3BATH Private Pool Free Waterpark
House
Kissimmee, FL, 34746, United States
4.3k from Pleasant Hill Lakes center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms11 Guests
8.8

Fabulous

8 reviews

$290
Average price / night
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8 Mi to Disney World Home with Lanai and Game Room!
8 Mi to Disney World Home with Lanai and Game Room!
House
Kissimmee, FL, USA
8.1k from Pleasant Hill Lakes center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$123
Average price / night
Check Availability
Disney Retreat - Magical Kid Friendly! Resort Close to Disney!
Disney Retreat - Magical Kid Friendly! Resort Close to Disney!
House
Kissimmee, FL, 34746, United States
4.3k from Pleasant Hill Lakes center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$321
Average price / night
Check Availability
Thematic House with Private PoolSPAGame Room
Thematic House with Private PoolSPAGame Room
House
Kissimmee, FL, USA
8.9k from Pleasant Hill Lakes center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

1 Bedroom12 Guests
New to Booking
$133
Average price / night
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Cheerful 12 BR  11.5 BA Game Villa   Sleep 25 near Disney
Cheerful 12 BR 11.5 BA Game Villa Sleep 25 near Disney
House
Kissimmee, FL, 34746, United States
4.3k from Pleasant Hill Lakes center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater

12 Bedrooms25 Guests
10.0

Exceptional

5 reviews

$1289
Average price / night
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30-Guest Home w Theme Rooms Games Resort Access
30-Guest Home w Theme Rooms Games Resort Access
House
Kissimmee, FL, USA
9.2k from Pleasant Hill Lakes center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

12 Bedrooms30 Guests
9.0

Fabulous

2 reviews

$538
Average price / night
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Vacation 3-bed/2bath house with renovated pool!
Vacation 3-bed/2bath house with renovated pool!
House
Kissimmee, FL, 34758, United States
4.3k from Pleasant Hill Lakes center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Pool

3 Bedrooms8 Guests
New to Booking
$219
Average price / night
Check Availability
Beautiful 12Bed11.5Bath House At Bella Vida
Beautiful 12Bed11.5Bath House At Bella Vida
House
Kissimmee, FL, USA
9.2k from Pleasant Hill Lakes center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

12 Bedrooms24 Guests
New to Booking
$1003
Average price / night
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DR2668 Storey Lake Home 5 bed 5 bath Free Waterpark
DR2668 Storey Lake Home 5 bed 5 bath Free Waterpark
House
Kissimmee, FL, 34746, United States
4.3k from Pleasant Hill Lakes center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

5 Bedrooms15 Guests
10.0

Exceptional

7 reviews

$369
Average price / night
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4BR Heated Pool Home Close to Disney and Lakes
4BR Heated Pool Home Close to Disney and Lakes
House
Kissimmee, FL, USA
9.2k from Pleasant Hill Lakes center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms12 Guests
New to Booking
$242
Average price / night
Check Availability
Beautiful Villa 25 mins to Disney
Beautiful Villa 25 mins to Disney
House
Kissimmee, FL, 34758, United States
4.3k from Pleasant Hill Lakes center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
8.8

Fabulous

3 reviews

$181
Average price / night
Check Availability
Relax in our hot tub at our 4 Bedroom, 3 Bathroom villa in Doral Woods
Relax in our hot tub at our 4 Bedroom, 3 Bathroom villa in Doral Woods
Villa
Kissimmee, FL, 34758, United States
4.4k from Pleasant Hill Lakes center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
9.8

Exceptional

39 reviews

$262
Average price / night
Check Availability
Stunning 6BR Lakeview @Storey Lake | Disney - 2929
Stunning 6BR Lakeview @Storey Lake | Disney - 2929
House
Kissimmee, FL, 34746, United States
4.4k from Pleasant Hill Lakes center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Heater, Hot Tub, Internet

6 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$484
Average price / night
Check Availability
Village Resort close to theme parks! Family vacation home with Club House
Village Resort close to theme parks! Family vacation home with Club House
House
Kissimmee, FL, 34758, United States
4.7k from Pleasant Hill Lakes center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$254
Average price / night
Check Availability
Mel & Mo's Disney Dream Paradise
Mel & Mo's Disney Dream Paradise
House
Kissimmee, FL, 34758, United States
4.7k from Pleasant Hill Lakes center

AC, Arcade, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, No Smoking

6 Bedrooms14 Guests
9.0

Fabulous

2 reviews

$237
Average price / night
Check Availability
Villa with Private Pool and Spa
Villa with Private Pool and Spa
Villa
Kissimmee, FL, 34758, United States
4.7k from Pleasant Hill Lakes center

AC, Arcade, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms14 Guests
9.6

Exceptional

51 reviews

$357
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in Pleasant Hill Lakes.

Stay Near Pleasant Hill Lakes's Top Attractions

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

Pleasant Hill Lakes Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 751 verified vacation rentals with a private pool in Pleasant Hill Lakes. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Pleasant Hill Lakes vary depending on the property size, location, and travel season. Rates typically start from around $123 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Pleasant Hill Lakes also welcome pets. Currently, 27 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Pleasant Hill Lakes often include additional features such as Private Pool, Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Pleasant Hill Lakes include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.