Vacation Rentals with Pool in Hillcrest, CA: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
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430 Best Vacation Rentals with Pool in Hillcrest (Starting from $116)

4221 Urban oasis in Hillcrest Mission Hills
4221 Urban oasis in Hillcrest Mission Hills
House
San Diego, CA, USA
0.7k from Hillcrest center

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

5 Bedrooms12 Guests
8.2

Very Good

8 reviews

$949
Average price / night
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Cozy 1-bedroom condo in serene San Diego with WiFi
Cozy 1-bedroom condo in serene San Diego with WiFi
Condo
San Diego, CA, 92103, United States
0.4k from Hillcrest center

Barbecue, Free Parking, Heater, Hot Tub, Internet, Microwave, No Smoking, Pool, TV

1 Bedroom2 Guests
New to Booking
$142
Average price / night
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Pool Room - Entire Guest Suite - Private Entrance
Pool Room - Entire Guest Suite - Private Entrance
House
San Diego, CA, USA
1.0k from Hillcrest center

Accommodations, Pools, Parking, Homestays, Lodgings, Places to stay

1 Bedroom2 Guests
7.5

Good

18 reviews

$116
Average price / night
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Designer Hillcrest Retreat with Pool & Gym – Walking Distance to Top Dining
Designer Hillcrest Retreat with Pool & Gym – Walking Distance to Top Dining
Apartment
San Diego, CA, 92103, United States
0.4k from Hillcrest center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom4 Guests
New to Booking
$344
Average price / night
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WorldMark San Diego – Mission Valley
WorldMark San Diego – Mission Valley
Resort
San Diego, CA, USA
1.5k from Hillcrest center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Jacuzzis, Places to stay, Family

170 Bedrooms10 Guests
7.0

Good

38 reviews

$140
Average price / night
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Cozy Condo in the Heart of Hillcrest
Cozy Condo in the Heart of Hillcrest
Condo
San Diego, CA, 92103, United States
0.4k from Hillcrest center

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

1 Bedroom3 Guests
10.0

Exceptional

5 reviews

$123
Average price / night
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Epic Resort Villa: Pool Spa Firepit View Games
Epic Resort Villa: Pool Spa Firepit View Games
House
Hillcrest, San Diego, California, USA
1.7k from Hillcrest center

Sports/Activities, Fireplace/Heating, Accessibility, Internet, Hot Tub, Guest Services, Pool

1 Bedroom10 Guests
New to Booking
$804
Average price / night
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San Diego Swimming Pool on Stunning Canyon in Hillcrest Mission Hills -Walkable!
San Diego Swimming Pool on Stunning Canyon in Hillcrest Mission Hills -Walkable!
House
San Diego, CA, 92103, United States
0.7k from Hillcrest center

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

3 Bedrooms8 Guests
9.8

Exceptional

66 reviews

$642
Average price / night
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Sunset Views Spa Pool Game Room BBQ Firepit
Sunset Views Spa Pool Game Room BBQ Firepit
House
San Diego, CA, USA
1.8k from Hillcrest center

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

1 Bedroom8 Guests
New to Booking
$1092
Average price / night
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Resort-Like Pnthouse near Zoo/Balboa Park,100% Renewable Energy, Monthly Booking
Resort-Like Pnthouse near Zoo/Balboa Park,100% Renewable Energy, Monthly Booking
Condo
San Diego, CA, 92103, United States
0.8k from Hillcrest center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom2 Guests
10.0

Exceptional

21 reviews

$143
Average price / night
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“Backyard Is OMG” Spa Pool BBQ Game Room Views
“Backyard Is OMG” Spa Pool BBQ Game Room Views
House
San Diego, CA, USA
1.8k from Hillcrest center

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

1 Bedroom10 Guests
New to Booking
$1766
Average price / night
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Luxe Modern Escape. Pool,H.Tub+Park+ Gym, Close to beaches and walk everywhere !
Luxe Modern Escape. Pool,H.Tub+Park+ Gym, Close to beaches and walk everywhere !
Condo
San Diego, CA, 92103, United States
0.8k from Hillcrest center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$912
Average price / night
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Pineapple Haven
Pineapple Haven
Apartment
San Diego, CA, USA
1.9k from Hillcrest center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms5 Guests
9.4

Superb

35 reviews

$505
Average price / night
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Pool oasis home in central Hillcrest by park/zoo
Pool oasis home in central Hillcrest by park/zoo
House
San Diego, CA, 92103, United States
0.9k from Hillcrest center

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

4 Bedrooms10 Guests
9.6

Exceptional

4 reviews

$909
Average price / night
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Stunning Views, Rooftop Vista, Pool & Spa
Stunning Views, Rooftop Vista, Pool & Spa
Villa
San Diego, CA, USA
2.6k from Hillcrest center

Pool, Air Conditioner, Security/Safety, Hot Tub, View, Pet Friendly, Barbecue/Outdoor Cooking

1 Bedroom12 Guests
New to Booking
$855
Average price / night
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Ideal Hillcrest Walkable Location; Restaurants, Shops, Balboa Park, etc.
Ideal Hillcrest Walkable Location; Restaurants, Shops, Balboa Park, etc.
Condo
San Diego, CA, 92103, United States
0.9k from Hillcrest center

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

2 Bedrooms4 Guests
9.8

Exceptional

30 reviews

$154
Average price / night
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Crowne Plaza Hotel Mission Valley by IHG
Crowne Plaza Hotel Mission Valley by IHG
Resort
Hillcrest, San Diego, California, USA
2.6k from Hillcrest center

Accommodations, Pools, Resorts, Parking, 4-star, Lodgings, Hot tubs, Places to stay, Accessible hotels

540 Bedrooms14 Guests
7.8

Good

328 reviews

$229
Average price / night
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Banker's Hill \"The Carriage House\" Lower Unit. Pets welcome and near Balboa Park
Banker's Hill \"The Carriage House\" Lower Unit. Pets welcome and near Balboa Park
House
San Diego, CA, 92103, United States
1.3k from Hillcrest center

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

2 Bedrooms4 Guests
10.0

Exceptional

73 reviews

$323
Average price / night
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Tropical Resort Home in the Heart of San Diego
Tropical Resort Home in the Heart of San Diego
House
San Diego, CA, USA
2.9k from Hillcrest center

Wellness Facilities, Fireplace/Heating, Pool, Sports/Activities, Hot Tub, Balcony/Terrace, Internet

5 Bedrooms15 Guests
New to Booking
$1804
Average price / night
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Custom home with cabana, heated pool, spa and view
Custom home with cabana, heated pool, spa and view
House
San Diego, CA, 92103, United States
1.3k from Hillcrest center

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

3 Bedrooms5 Guests
10.0

Exceptional

128 reviews

$732
Average price / night
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Worldmark Mission Valley, 2 Bdrm, 2 Bthrm, Full Kitchen
Worldmark Mission Valley, 2 Bdrm, 2 Bthrm, Full Kitchen
Condo
San Diego, CA, 92108, United States
1.5k from Hillcrest center

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

2 Bedrooms6 Guests
New to Booking
$402
Average price / night
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Cozy 2-bedroom in pleasant San Diego. Only 15min away from Convention Center
Cozy 2-bedroom in pleasant San Diego. Only 15min away from Convention Center
Apartment
San Diego, CA, 92108, United States
1.6k from Hillcrest center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$454
Average price / night
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☀️26’ SunDeck w/Ocean VIEWS  SUNSETS! - Fast Wifi
☀️26’ SunDeck w/Ocean VIEWS SUNSETS! - Fast Wifi
House
San Diego, CA, 92103, United States
1.7k from Hillcrest center

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

2 Bedrooms6 Guests
9.8

Exceptional

76 reviews

$552
Average price / night
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Private Luxury Resort Home in ♥ of the City - Pool ♥ Spa ♥ Outdoor Lounge ♥ Casa Paradiso
Private Luxury Resort Home in ♥ of the City - Pool ♥ Spa ♥ Outdoor Lounge ♥ Casa Paradiso
House
San Diego, CA, 92103, United States
1.7k from Hillcrest center

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

4 Bedrooms10 Guests
10.0

Exceptional

159 reviews

$1615
Average price / night
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Beautiful historic home and gardens near downtown!
Beautiful historic home and gardens near downtown!
House
San Diego, CA, 92103, United States
1.7k from Hillcrest center

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

3 Bedrooms4 Guests
10.0

Exceptional

49 reviews

$439
Average price / night
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Central, remodeled condo!
Central, remodeled condo!
Condo
San Diego, CA, 92103, United States
1.8k from Hillcrest center

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

1 Bedroom4 Guests
New to Booking
$153
Average price / night
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Spacious Spanish Family Home - Zoo, Old Town, Beaches, Downtown and Attractions
Spacious Spanish Family Home - Zoo, Old Town, Beaches, Downtown and Attractions
Villa
San Diego, CA, 92103, United States
1.8k from Hillcrest center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1731
Average price / night
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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 Hillcrest.

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Hillcrest Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 430 verified vacation rentals with a pool in Hillcrest. 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 Hillcrest 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 Hillcrest 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 Hillcrest welcome pets. Currently, 38 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 Hillcrest often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Hillcrest 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.