
Vacation rentals with a pool in Hillcrest
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Top-rated rentals with a pool in Hillcrest
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Private 1 BR Paradise retreat
Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

Casita w/Private Pool, King Bed, Full Kitchen!
Perfect poolside retreat suitable for small families and couples! The pool house boasts a fully-equipped kitchen, a private pool, front patio and sunbathing deck! You'll enjoy a luxurious king-size bed and a convenient full-size fold-out couch, perfect for kids! Plus, all the amenities necessary for a memorable stay. Located in one of San Diego's most central neighborhoods of Mission Hills, you're just a stroll away from restaurants, Old Town, the light rail, and easy access to the I-5 highway!

On park. 1 bed apt.has air & small kitchen+w&d
Apt is UPSTAIRS on park side. Queen bed in bedroom. 2 XL twin beds in living room. OLD unit. NOT for those who want modern perfection. TIGHT parking for 1 small car. Walk to brewery, bars, restaurants &coffee shops. Close to zoo, downtown and Hillcrest. Dogs considered. Tempurpedic Bed and 2 Twin beds. Full kitchen, W&D, , WiFi and free smaller size car parking ..not big trucks yes limit 2 dogs and they must be sociable dogs visiting must be walked not left alone all day or all night

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool
2021 CUSTOM guest home with pool in Hillcrest/San Diego Zoo/Balboa Park area. Full kitchen, a queen bed, a queen sleeper sofa, and a crib. Full bath, indoor/outdoor dining, WiFi, smart TV, pool, AC/heating, BBQ& free parking. Walking to restaurants/bars/shops/stores (Trader Joe's, Ralph's & Whole Foods). Under a mile to Farmers Market Sprouts. Minutes' drive to San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play/Crib, crib mattress, and cover are provided.

Mission Hills Charming suite, walkable to all.
Heart of Mission Hills, upscale area, this private suite, separate from the house, is perched above the pool (separate from main house), own entrance, room has walkin closet, small fridge, swivel TV, electric fireplace to warm you up. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit and steamed, as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

Designer Luxury Rental With Pool
Welcome to Wander Haven, a luxury central rental. With it’s on trend design, custom built stock tank pool, array of amenities and thoughtful touches throughout, you won’t ever want to leave. But when do you do decide to venture out and explore all that beautiful San Diego has to offer, you will find the central location gets you to anywhere you want to be in minutes. You’re 15 minutes or less from beaches, downtown, balboa park, sea world, the zoo and hundreds of amazing bars and restaurants.

Luxury Oceanfront Condo with Unbelievable Views
Welcome to your oasis! Prepare to be awestruck by the breathtaking views at Sunset Pacifica. This fully renovated condo features two ensuite bedrooms with the beachy SoCal vibe you desire. Ideally located on the boardwalk, you're minutes from La Jolla, Downtown, the San Diego Zoo, Embarcadero, and top restaurants, bars, and entertainment spots. Whether you're in the mood for exploration or relaxation, you'll find it here- lounging poolside or on the sandy shores of the stunning Pacific Ocean.

Hillcrest canyon home casita with pool access
Stay in a private canyon home in Hillcrest with pool access -just a few miles to the airport, downtown and little Italy. Walk to your favorite bars and restaurants in Hillcrest and Mission Hills, or explore Balboa Park, the world famous San Diego Zoo, and many of the nearby beaches, which are only a 10 -20 minute drive away. You will be 3 miles away from the Convention Center. My home is centrally located within 2 miles from the airport and almost everything is a 10 minute drive away.

Lionhead - Private Boutique Home
Heated pool, spa, cabana and views. Boutique hotel vibes in San Diego. Palm Springs meets South Beach with a splash of groovy. Location is perfect for Downtown, conventions, shows in town. Highway friendly. Private backyard for bbq, food, drinks and relaxing. Pool is heated with cozy spa to relax and watch the planes take off. Hi speed Wifi, smart TV's, record player with albums. 19 speakers in the ceilings with connection to your phone for optimal happiness. Plug and play!

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

University Heights Oasis Getaway
Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture Perfect for both families and professionals, our property also offers the ultimate in convenience: - Acclaimed restaurants and cafes are just minutes away - Close to the Airport, Zoo, Balboa Park, and Downtown - Close to many world-class beaches

Your Modern Lux Pool Resort in the Heart of SD
Welcome to our canyon front, mountain-modern home in Hillcrest & University Heights. Just 3 blocks from the adored Vermont St. Bridge, you'll be right in the heart of Hillcrest and able to escape the city when it's time to relax. Enjoy spa-like accommodations, modern amenities, premium linens & toiletries, and sprawling outdoor spaces. Whoever you are, we are committed that you LOVE your stay.
Popular amenities for Hillcrest rentals with a pool
House rentals with a pool

Modern Central SD Home w/ Pool & Spa Near Beach

The Queen House

Bright Contemporary 5-Bedroom Oasis, Pool and Yard

Airbnb Luxe: Designer Pool, Fitness and Office

Casa Bahia Beautiful San Diego Home with Pool

Bright and spacious home with views, pool & spa.

Stunning 2BR/2BA| Plunge Pool, AC, Private

5m to Zoo & pool- The San Diego Poolside Paradise
Condo rentals with a pool

Best Beach in seconds! AC Luxury KING Beds!

Ocean-Bay-Sunset View Condo in Pacific Beach!

Bay View Condo in Pacific Beach

Ocean front condo heart of pacific beach

One Bedroom Ocean Front Condo!

Comfortable & convenient accommodation @ San Diego

Enchanted Ocean Sunsets

Amazing View, Excellent Location in Little Italy!
Other vacation rentals with a pool

Treehouse Retreat in Mission Hills

Literal neighbor to Balboa Park!

*KING BED* Adorable 2bd 2ba condo, very Central

Casita Arroyo - 1 BR guesthouse with pool/hot tub

Luxury High-Rise | Downtown SD

Downtown Escape I Free Garage Parking

Modern 3 bed/ 3.5 bath Townhome in Little Italy

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU
When is the best time to visit Hillcrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 192 | € 174 | € 174 | € 174 | € 190 | € 199 | € 206 | € 200 | € 194 | € 173 | € 228 | € 220 |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Quick stats about vacation rentals with a pool in Hillcrest

Total vacation rentals
Explore 70 vacation rentals in Hillcrest

Nightly prices starting at
Hillcrest vacation rentals start at € 69 per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Hillcrest vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillcrest rentals
Destinations to explore
- Rentals with a hot tub Hillcrest
- Rentals with a washer and dryer Hillcrest
- House rentals Hillcrest
- Rentals with a fireplace Hillcrest
- Apartment rentals Hillcrest
- Guesthouse rentals Hillcrest
- Pet-friendly rentals Hillcrest
- Condo rentals Hillcrest
- Rentals with a beach view Hillcrest
- Rentals with outdoor seating Hillcrest
- Family-friendly rentals Hillcrest
- Hotel rooms Hillcrest
- Fitness-friendly rentals Hillcrest
- Cottage rentals Hillcrest
- Rentals with an EV charger Hillcrest
- Rentals with a patio Hillcrest
- Rentals with beach access Hillcrest
- Rentals with a fire pit Hillcrest
- Rentals with breakfast 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
- Tijuana Beach
- SeaWorld San Diego
- Pacific Beach
- LEGOLAND California
- University of California San Diego
- San Diego Zoo Safari Park
- Coronado Beach
- Balboa Park
- Pechanga Resort Casino
- San Onofre Beach
- La MisiĂłn Beach
- Oceanside Harbor
- Coronado Shores Beach
- Moonlight Beach
- Liberty Station
- Belmont Park
- Sesame Place San Diego
- Black's Beach
- Law Street Beach
- Torrey Pines Golf Course
- Strand Beach




