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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Orlando
  6.  Pleasant Hill Lakes

Refine your search

Price per night

Amenity Filter

Rating

1371 Best Vacation Rentals with Pool in Pleasant Hill Lakes (Starting from $116)

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
Check Availability
Entire Home+Pool+Ping Pong Table+Arcade
Entire Home+Pool+Ping Pong Table+Arcade
House
Kissimmee, FL, 34746, United States
2.5k from Pleasant Hill Lakes center

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

4 Bedrooms13 Guests
8.0

Good

3 reviews

$440
Average price / night
Check Availability
Ultimate Escape! Indoor Pool, Game Room, Movie Room, and more!
Ultimate Escape! Indoor Pool, Game Room, Movie Room, and more!
House
Kissimmee, FL, USA
2.5k from Pleasant Hill Lakes center

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

2 Bedrooms13 Guests
New to Booking
$172
Average price / night
Check Availability
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
Check Availability
Stars Manor-Disney-Universal-Pool-22people
Stars Manor-Disney-Universal-Pool-22people
Villa
Kissimmee, FL, USA
3.2k from Pleasant Hill Lakes center

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

7 Bedrooms22 Guests
9.5

Superb

2 reviews

$692
Average price / night
Check Availability
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
Check Availability
2668DR VILLA 5 BED/5 BA (SANITIZED)
2668DR VILLA 5 BED/5 BA (SANITIZED)
House
Kissimmee, FL, USA
4.3k from Pleasant Hill Lakes center

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

4 Bedrooms15 Guests
8.0

Good

1 reviews

$259
Average price / night
Check Availability
Amazing Story Lake Resort New Condo
Amazing Story Lake Resort New Condo
Condo
Kissimmee, FL, 34746, United States
3.9k from Pleasant Hill Lakes center

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

2 Bedrooms6 Guests
New to Booking
$231
Average price / night
Check Availability
5 Star Mansion with Private Pool on Veranda Palms Orlando Mansion 5377
5 Star Mansion with Private Pool on Veranda Palms Orlando Mansion 5377
Villa
Kissimmee, FL, USA
4.3k from Pleasant Hill Lakes center

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

1 Bedroom30 Guests
New to Booking
$3459
Average price / night
Check Availability
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
Check Availability
Exclusive Mansion with Large Private Pool on Veranda Palms Orlando Mansion 5378
Exclusive Mansion with Large Private Pool on Veranda Palms Orlando Mansion 5378
Villa
Kissimmee, FL, USA
4.3k from Pleasant Hill Lakes center

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

14 Bedrooms30 Guests
New to Booking
$1350
Average price / night
Check Availability
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
Check Availability
Perfect Mansion on Veranda Palms Orlando Mansion 5379
Perfect Mansion on Veranda Palms Orlando Mansion 5379
Villa
Kissimmee, FL, USA
4.3k from Pleasant Hill Lakes center

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

1 Bedroom30 Guests
New to Booking
$1350
Average price / night
Check Availability
Bright Pool Villa | Gated Resort • Disney Shuttle Nearby
Bright Pool Villa | Gated Resort • Disney Shuttle Nearby
Villa
Kissimmee, FL, 34746, United States
4.3k from Pleasant Hill Lakes center

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

5 Bedrooms12 Guests
New to Booking
$368
Average price / night
Check Availability
Villa Magic- Lucaya Villa Resort
Villa Magic- Lucaya Villa Resort
House
Kissimmee, FL, USA
4.3k from Pleasant Hill Lakes center

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

3 Bedrooms6 Guests
New to Booking
$211
Average price / night
Check Availability
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
Check Availability
4964RS TOWNHOUSE 4 BEDROOMS & 3 BATHROOMS + POOL
4964RS TOWNHOUSE 4 BEDROOMS & 3 BATHROOMS + POOL
House
Kissimmee, FL, USA
4.3k from Pleasant Hill Lakes center

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

4 Bedrooms11 Guests
8.3

Very Good

3 reviews

$116
Average price / night
Check Availability
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
Check Availability
6 Bedrooms 5 Bathrooms Storey Lake 2660 Ss
6 Bedrooms 5 Bathrooms Storey Lake 2660 Ss
House
Kissimmee, FL, USA
4.3k from Pleasant Hill Lakes center

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

6 Bedrooms20 Guests
New to Booking
$499
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
6 Bedroom 5 Bathroom Storey Lake 4366 Rs
6 Bedroom 5 Bathroom Storey Lake 4366 Rs
House
4.3k from Pleasant Hill Lakes center

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

6 Bedrooms16 Guests
New to Booking
$412
Average price / night
Check Availability
Modern 3BR Condo at Royal Palm Bay | Sleeps 8
Modern 3BR Condo at Royal Palm Bay | Sleeps 8
Condo
Kissimmee, FL, 34746, United States
4.3k from Pleasant Hill Lakes center

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

3 Bedrooms8 Guests
7.2

Good

9 reviews

$158
Average price / night
Check Availability
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
Check Availability
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
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
Check Availability
Modern Resort House | Pool • Wi-Fi • Minutes to Disney
Modern Resort House | Pool • Wi-Fi • Minutes to Disney
Villa
Kissimmee, FL, 34746, United States
4.3k from Pleasant Hill Lakes center

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

5 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$368
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

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 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 Pool on the Map

Frequently Asked Questions

You can explore 1371 verified vacation rentals with a pool in Pleasant Hill Lakes. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Pleasant Hill Lakes vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $116 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Pleasant Hill Lakes offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Pleasant Hill Lakes welcome pets. Currently, 18 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Pleasant Hill Lakes often include additional outdoor features such as Pool, Laundry, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Pleasant Hill Lakes offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.