
Holiday rentals with a pool in Hillcrest
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hillcrest
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Hillcrest rentals with a pool
House rentals with a pool

Bright and spacious home with views, pool & spa.

5m to Zoo & pool- The San Diego Poolside Paradise

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

Upscale Resort House /Views, Saltwater Pool/Spa !

Vacation Retreat + Private Pool & Hot Tub

Recently Renovated - Pool, Spacious, Kitchen

Beach House w/ Private Pool & Spa mins to beach!

Villa Caribeña -4BR Luxury w/ Heated Pool & Games
Apartment rentals with a pool

Bay View Condo in Pacific Beach

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

Luxury Living Near the Beach

One Bedroom Ocean Front Condo!

Enchanted Ocean Sunsets

Penthouse Near Mission Beach USD Golf Balboa Park!

Luxe Modern Escape | Pool/H.Tub+Park+ walkable SD!
Other holiday rentals with a pool

Urban Oasis in Hillcrest/Mission Hills

Literal neighbor to Balboa Park!

Treehouse Retreat in Mission Hills

North Park Craftsman Oasis with Pool

Breathtaking Ocean, Bay, City & Petco Park Views

Luxury High-Rise | Downtown SD

ModernCoastal I View I Pool ITub

Modern 3 bed/ 3.5 bath Townhome in Little Italy
Quick stats about holiday rentals with a pool in Hillcrest
Total rentals
60 properties
Nightly prices starting at
€ 43 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Rentals with a beach view Hillcrest
- Rentals with outdoor seating Hillcrest
- Pet-friendly rentals Hillcrest
- Rentals with an EV charger Hillcrest
- Rentals with breakfast Hillcrest
- Rentals with a firepit Hillcrest
- Rentals with a hot tub Hillcrest
- Guest house rentals Hillcrest
- Rentals with a patio Hillcrest
- Flat rentals Hillcrest
- Fitness-friendly rentals Hillcrest
- Rentals with a fireplace Hillcrest
- Apartment rentals Hillcrest
- Family-friendly rentals Hillcrest
- Hotel rentals Hillcrest
- Rentals with beach access Hillcrest
- Rentals with a washing machine and dryer Hillcrest
- Cottage rentals Hillcrest
- House rentals Hillcrest
- Rentals with pools San Diego
- Rentals with pools San Diego County
- Rentals with pools California
- Rentals with pools United States
- Rosarito Beach
- Oceanside City Beach
- Torrey Pines State Beach
- Pacific Beach
- Tijuana Beach
- SeaWorld San Diego
- University of California San Diego
- LEGOLAND California
- Coronado Beach
- San Diego Zoo Safari Park
- Balboa Park
- San Onofre Beach
- La Misión Beach
- Oceanside Harbor
- Pechanga Resort Casino
- Coronado Shores Beach
- Black's Beach
- Belmont Park
- Moonlight Beach
- Liberty Station
- Sesame Place San Diego
- Law Street Beach
- Torrey Pines Golf Course
- Santa Monica Beach