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

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  6.  Oakland Estates

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182 Best Vacation Rentals with Private Pool in Oakland Estates (Starting from $101)

Midnight Gold Retreat near Medical Center and SeaWorld
Midnight Gold Retreat near Medical Center and SeaWorld
Apartment
San Antonio, TX, USA
4.0k from Oakland Estates center

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

1 Bedroom4 Guests
New to Booking
$101
Average price / night
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Resort Style Backyard • Arcade Games • Hot Tub
Resort Style Backyard • Arcade Games • Hot Tub
House
San Antonio, TX, 78249, United States
1.0k from Oakland Estates center

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

5 Bedrooms16 Guests
New to Booking
$610
Average price / night
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3 Mi to Hospitals: Stylish Condo in San Antonio!
3 Mi to Hospitals: Stylish Condo in San Antonio!
Condo
San Antonio, TX, 78240, United States
2.4k from Oakland Estates center

AC, Elevator, Free Parking, Heater, Kitchen, No Smoking, Pool, TV

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$231
Average price / night
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Top-Rated Modern Family Oasis — Pool & Mini Golf
Top-Rated Modern Family Oasis — Pool & Mini Golf
House
San Antonio, TX, 78249, United States
2.6k from Oakland Estates center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Extra Bed, Fireplace, Free Parking

4 Bedrooms12 Guests
9.8

Exceptional

71 reviews

$693
Average price / night
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Mini Resort In SA, 3 Master Suites w Heated Pool, big screen & outdoor kitchen
Mini Resort In SA, 3 Master Suites w Heated Pool, big screen & outdoor kitchen
House
San Antonio, TX, 78240, United States
2.6k from Oakland Estates center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
10.0

Exceptional

17 reviews

$456
Average price / night
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Relaxing home•Optional heated pool•Spa•Central location•20 min to Lackland AFB
Relaxing home•Optional heated pool•Spa•Central location•20 min to Lackland AFB
House
San Antonio, TX, 78249, United States
2.8k from Oakland Estates center

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

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$485
Average price / night
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6k SqFt Estate -  Epic Amenities & Fun - Sleeps 22
6k SqFt Estate - Epic Amenities & Fun - Sleeps 22
House
San Antonio, TX, 78240, United States
2.9k from Oakland Estates center

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

6 Bedrooms22 Guests
New to Booking
$1508
Average price / night
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​Modern 4BR with Pool & bbq & Fire Pit & Home Theatre &Game Room—Near Six Flags!
​Modern 4BR with Pool & bbq & Fire Pit & Home Theatre &Game Room—Near Six Flags!
House
San Antonio, TX, 78230, United States
2.9k from Oakland Estates center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

4 Bedrooms12 Guests
New to Booking
$408
Average price / night
Check Availability
Spacious 4BR with Private Pool, Near Six Flags
Spacious 4BR with Private Pool, Near Six Flags
House
San Antonio, TX, 78240, United States
3.0k from Oakland Estates center

AC, Balcony, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
9.6

Exceptional

9 reviews

$369
Average price / night
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NO Cleaning Fee! Putting Green, Pool & Hot Tub w Outdoor Oasis in Great Area
NO Cleaning Fee! Putting Green, Pool & Hot Tub w Outdoor Oasis in Great Area
House
San Antonio, TX, 78230, United States
3.1k from Oakland Estates center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms10 Guests
10.0

Exceptional

46 reviews

$464
Average price / night
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3BR Townhouse with pool in Medical Center
3BR Townhouse with pool in Medical Center
House
San Antonio, TX, 78240, United States
3.2k from Oakland Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$338
Average price / night
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California Bungalow Retreat w/ Private Heated Pool
California Bungalow Retreat w/ Private Heated Pool
House
San Antonio, TX, 78249, United States
3.3k from Oakland Estates center

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

2 Bedrooms4 Guests
9.2

Superb

20 reviews

$247
Average price / night
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Cheerful 3-bedroom home
Cheerful 3-bedroom home
House
San Antonio, TX, 78240, United States
3.7k from Oakland Estates center

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

3 Bedrooms6 Guests
9.2

Superb

48 reviews

$589
Average price / night
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Boho Bucknell - 10 Minutes from Six Flags and The Rim
Boho Bucknell - 10 Minutes from Six Flags and The Rim
House
San Antonio, TX, 78249, United States
3.9k from Oakland Estates center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms10 Guests
10.0

Exceptional

8 reviews

$328
Average price / night
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Pool, Games, Pickleball & Putt Putt Fun!
Pool, Games, Pickleball & Putt Putt Fun!
House
San Antonio, TX, 78240, United States
3.9k from Oakland Estates center

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

6 Bedrooms14 Guests
New to Booking
$975
Average price / night
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Heated Pool~HotTub~HUGE Game Room~Splash Pad~4BR~Alamo City Oasis
Heated Pool~HotTub~HUGE Game Room~Splash Pad~4BR~Alamo City Oasis
House
San Antonio, TX, 78249, United States
3.9k from Oakland Estates center

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

4 Bedrooms12 Guests
10.0

Exceptional

61 reviews

$555
Average price / night
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Forest Oaks Pool House 5/2 Medical Center
Forest Oaks Pool House 5/2 Medical Center
House
San Antonio, TX, 78240, United States
4.4k from Oakland Estates center

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

5 Bedrooms14 Guests
New to Booking
$970
Average price / night
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Private Yard w/ Pool: Quiet Getaway in San Antonio
Private Yard w/ Pool: Quiet Getaway in San Antonio
House
San Antonio, TX, 78230, United States
4.5k from Oakland Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$265
Average price / night
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NEWLY REMODELED!! One Story with POOL and Hot Tub
NEWLY REMODELED!! One Story with POOL and Hot Tub
House
San Antonio, TX, 78249, United States
4.6k from Oakland Estates center

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

6 Bedrooms25 Guests
8.8

Fabulous

104 reviews

$632
Average price / night
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Do nOt ClIcK Private Pool Stocked Kitchen 4BR 5 Beds 1 KING Tile Throughout
Do nOt ClIcK Private Pool Stocked Kitchen 4BR 5 Beds 1 KING Tile Throughout
House
San Antonio, TX, 78249, United States
4.7k from Oakland Estates center

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

4 Bedrooms8 Guests
9.4

Superb

199 reviews

$389
Average price / night
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Family Fun! Pool, Hot Tub, Pickleball & More
Family Fun! Pool, Hot Tub, Pickleball & More
House
San Antonio, TX, 78238, United States
4.8k from Oakland Estates center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

5 Bedrooms14 Guests
10.0

Exceptional

61 reviews

$860
Average price / night
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6BR Pool & Game Arcade | Family + Dog Friendly
6BR Pool & Game Arcade | Family + Dog Friendly
House
San Antonio, TX, 78230, United States
4.9k from Oakland Estates center

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

6 Bedrooms18 Guests
9.8

Exceptional

26 reviews

$1060
Average price / night
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The Sunburst: Sleeps 18! Basketball & Heated Pool
The Sunburst: Sleeps 18! Basketball & Heated Pool
House
San Antonio, TX, 78230, United States
4.9k from Oakland Estates center

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

5 Bedrooms18 Guests
8.4

Very Good

6 reviews

$773
Average price / night
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Outdoor Oasis • Poolside Movie Nights • Sleeps 16
Outdoor Oasis • Poolside Movie Nights • Sleeps 16
House
San Antonio, TX, 78229, United States
4.9k from Oakland Estates center

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

5 Bedrooms16 Guests
New to Booking
$704
Average price / night
Check Availability
San Antonio Getaway near Sea World and Fiesta Texas
San Antonio Getaway near Sea World and Fiesta Texas
House
San Antonio, TX, 78250, United States
4.9k from Oakland Estates center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

4 Bedrooms10 Guests
9.8

Exceptional

17 reviews

$337
Average price / night
Check Availability
Huge Pickleball Mansion~Sleeps 26~Pool & Hot Tub
Huge Pickleball Mansion~Sleeps 26~Pool & Hot Tub
House
San Antonio, TX, 78238, United States
5.0k from Oakland Estates center

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

8 Bedrooms26 Guests
9.8

Exceptional

6 reviews

$1952
Average price / night
Check Availability
NEW Retro Luxury SoccerField+Pool+Tub+Treehouse+Pickle/Basketball+Theatre+Arcade
NEW Retro Luxury SoccerField+Pool+Tub+Treehouse+Pickle/Basketball+Theatre+Arcade
House
San Antonio, TX, 78238, United States
5.0k from Oakland Estates center

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

5 Bedrooms18 Guests
10.0

Exceptional

1 reviews

$1042
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 Oakland Estates.

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Oakland Estates Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 182 verified vacation rentals with a private pool in Oakland Estates. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Oakland Estates vary depending on the property size, location, and travel season. Rates typically start from around $101 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 Oakland Estates also welcome pets. Currently, 26 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 Oakland Estates often include additional features such as Private Pool, Pool, and Bedding/Linens. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Oakland Estates 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.