Vacation Rentals with Private Pool in Windcrest, TX: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Texas

  5.  San Antonio
  6.  Windcrest

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48 Best Vacation Rentals with Private Pool in Windcrest (Starting from $254)

Spacious - 4 bedrm, 2 bath, pool, hot tub near Randolph AFB in San Antonio!
Spacious - 4 bedrm, 2 bath, pool, hot tub near Randolph AFB in San Antonio!
House
San Antonio, TX, 78239, United States
3.2k from Windcrest center

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

4 Bedrooms10 Guests
8.8

Fabulous

5 reviews

$400
Average price / night
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Sleeps 10 - Pool - Hot Tub - Fire Pit - Playground
Sleeps 10 - Pool - Hot Tub - Fire Pit - Playground
House
San Antonio, TX, 78218, United States
3.8k from Windcrest center

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

4 Bedrooms10 Guests
New to Booking
$526
Average price / night
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Spacious 5-bedroom house with private pool in a central San Antonio location.
Spacious 5-bedroom house with private pool in a central San Antonio location.
House
Live Oak, TX, 78233, United States
4.0k from Windcrest center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms14 Guests
9.8

Exceptional

9 reviews

$390
Average price / night
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Starcrest 4 Br Haven~Pool~Hot Tub~Putt Putt~Arcade
Starcrest 4 Br Haven~Pool~Hot Tub~Putt Putt~Arcade
House
San Antonio, TX, 78218, United States
4.3k from Windcrest center

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

4 Bedrooms14 Guests
7.0

Good

4 reviews

$580
Average price / night
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8 Bedroom~Pickleball~Heated Pool~Sleeps 22~.5 acre~ Hot Tub~Game Room Mini Golf
8 Bedroom~Pickleball~Heated Pool~Sleeps 22~.5 acre~ Hot Tub~Game Room Mini Golf
House
San Antonio, TX, 78217, United States
4.5k from Windcrest center

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

8 Bedrooms22 Guests
10.0

Exceptional

16 reviews

$1106
Average price / night
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Private Pool & Hot Tub: Dog-Friendly Live Oak Home
Private Pool & Hot Tub: Dog-Friendly Live Oak Home
House
Live Oak, TX, 78233, United States
4.5k from Windcrest center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Kitchen

3 Bedrooms6 Guests
New to Booking
$295
Average price / night
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Private Pool Casita Near Alamo Heights | King Bed | Quiet, Central San Antonio | Full Kitchen, Grill
Private Pool Casita Near Alamo Heights | King Bed | Quiet, Central San Antonio | Full Kitchen, Grill
House
San Antonio, TX, 78217, United States
4.7k from Windcrest center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

94 reviews

$386
Average price / night
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Private Pool Cozy 3BR | Game Room | 2 King Beds
Private Pool Cozy 3BR | Game Room | 2 King Beds
House
San Antonio, TX, 78233, United States
5.0k from Windcrest center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$381
Average price / night
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4BR Home~ Backyard Pool Oasis ~ Pet Friendly
4BR Home~ Backyard Pool Oasis ~ Pet Friendly
House
Converse, TX, 78109, United States
5.1k from Windcrest center

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

4 Bedrooms8 Guests
9.0

Fabulous

20 reviews

$351
Average price / night
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Aloha: 4Br Private Pool Tiki Bar & Game Lounge!
Aloha: 4Br Private Pool Tiki Bar & Game Lounge!
House
San Antonio, TX, 78233, United States
5.2k from Windcrest center

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

4 Bedrooms10 Guests
6.0

Review score

2 reviews

$637
Average price / night
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Stunning Pool overlooking Golf course with Game room
Stunning Pool overlooking Golf course with Game room
House
San Antonio, TX, 78217, United States
5.3k from Windcrest center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms12 Guests
8.8

Fabulous

34 reviews

$408
Average price / night
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Luxury Newly Renovated Home w/Private Pool+Fire Pit+BBQ Near Downtown&Airport
Luxury Newly Renovated Home w/Private Pool+Fire Pit+BBQ Near Downtown&Airport
House
San Antonio, TX, 78209, United States
6.0k from Windcrest center

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

4 Bedrooms12 Guests
8.8

Fabulous

10 reviews

$460
Average price / night
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Pickleball & Heated Pool & Game Room & Mini Golf
Pickleball & Heated Pool & Game Room & Mini Golf
House
San Antonio, TX, 78209, United States
6.1k from Windcrest center

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

5 Bedrooms14 Guests
10.0

Exceptional

12 reviews

$928
Average price / night
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Nona Kay Getaway\nPutting Green ~ Rooftop Oasis ~ Pool
Nona Kay Getaway\nPutting Green ~ Rooftop Oasis ~ Pool
House
San Antonio, TX, 78217, United States
6.1k from Windcrest center

AC, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
New to Booking
$600
Average price / night
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Soak, Sizzle & Score: Pool, Games & More!
Soak, Sizzle & Score: Pool, Games & More!
House
San Antonio, TX, 78217, United States
6.2k from Windcrest center

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

3 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$578
Average price / night
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Pet-Friendly San Antonio Vacation Rental w/ Pool!
Pet-Friendly San Antonio Vacation Rental w/ Pool!
House
San Antonio, TX, 78217, United States
6.6k from Windcrest center

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

4 Bedrooms10 Guests
10.0

Exceptional

16 reviews

$322
Average price / night
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Cozy 3BR Home with Pool, WiFi & AC in a Quiet Neighborhood!
Cozy 3BR Home with Pool, WiFi & AC in a Quiet Neighborhood!
House
San Antonio, TX, 78217, United States
6.6k from Windcrest center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$338
Average price / night
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Arcade + Movie Theater + Pool Oasis + Near Airport
Arcade + Movie Theater + Pool Oasis + Near Airport
House
San Antonio, TX, 78217, United States
6.6k from Windcrest center

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

4 Bedrooms12 Guests
New to Booking
$844
Average price / night
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Airport Paradise-Pool-Game Room\n\n
Airport Paradise-Pool-Game Room\n\n
House
San Antonio, TX, 78217, United States
6.8k from Windcrest center

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

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$254
Average price / night
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Historic charmer with a pool, gardens, gym, &  game room- dogs ok
Historic charmer with a pool, gardens, gym, & game room- dogs ok
House
San Antonio, TX, 78209, United States
6.8k from Windcrest center

AC, Arcade, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms10 Guests
9.0

Fabulous

2 reviews

$621
Average price / night
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Cozy Family Home w/ In-Law Suite Downstairs!
Cozy Family Home w/ In-Law Suite Downstairs!
House
Converse, TX, 78109, United States
7.1k from Windcrest center

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

6 Bedrooms13 Guests
New to Booking
$260
Average price / night
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Family Fun Oasis ~ Heated Pool ~ Hot Tub ~ Game Room ~ Outdoor Bar ~ Fire Pit
Family Fun Oasis ~ Heated Pool ~ Hot Tub ~ Game Room ~ Outdoor Bar ~ Fire Pit
House
San Antonio, TX, 78247, United States
7.3k from Windcrest center

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

5 Bedrooms12 Guests
9.4

Superb

10 reviews

$682
Average price / night
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Spacious & Fun near Downtown | Pool, Games, Mural!
Spacious & Fun near Downtown | Pool, Games, Mural!
House
San Antonio, TX, 78209, United States
7.4k from Windcrest center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

5 Bedrooms14 Guests
10.0

Exceptional

39 reviews

$772
Average price / night
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Luxe San Antonio Vacation Rental w/ Private Pool!
Luxe San Antonio Vacation Rental w/ Private Pool!
House
San Antonio, TX, 78233-7425, United States
7.5k from Windcrest center

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

4 Bedrooms10 Guests
9.6

Exceptional

27 reviews

$404
Average price / night
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Spacious 4-bedroom house with Swimming Pool and Games
Spacious 4-bedroom house with Swimming Pool and Games
House
San Antonio, TX, 78247, United States
7.6k from Windcrest center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms16 Guests
New to Booking
$343
Average price / night
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La Casa-Elegant, Designer Estate-Paradise only 5 Minutes from Airport
La Casa-Elegant, Designer Estate-Paradise only 5 Minutes from Airport
House
San Antonio, TX, 78209, United States
7.7k from Windcrest center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms14 Guests
9.6

Exceptional

72 reviews

$702
Average price / night
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Rainbow Casas - Vibrant Primary Casa and Casita with Pool
Rainbow Casas - Vibrant Primary Casa and Casita with Pool
House
San Antonio, TX, 78209, United States
7.7k from Windcrest center

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

6 Bedrooms10 Guests
New to Booking
$554
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 Windcrest.

Stay Near Windcrest's Top Attractions

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Windcrest Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 48 verified vacation rentals with a private pool in Windcrest. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Windcrest vary depending on the property size, location, and travel season. Rates typically start from around $254 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 Windcrest also welcome pets. Currently, 22 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 Windcrest often include additional features such as Fireplace/Heating, Pool, and Private Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Windcrest 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.