
Vacation rentals with a pool in Shelter Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Shelter Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

1 bedroom, 1 bath /Hillcrest/San Diego Zoo/Balboa
One bedroom, one bath with a pool in the Hillcrest/San Diego Zoo/Balboa Park /Marston Hill area. Full kitchen, queen bed, queen sleeper sofa & crib. 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). Walking to the Farmers Market. Minutes' drive to all San Diego beaches. No rent for children under 3, only a $95/stay flat fee. High chair, Pack & Play Crib, crib mattress & cover are provided

The Endless Summer Condo!
Let your worries drift away at this 6th floor corner condo with panoramic ocean views! With floor to ceiling windows throughout, you'll feel like you're floating above the sea! Leave your toes in the sand or walk to PB's best restaurants and attractions in minutes! When you're done exploring, put on a Beach Boys record while having dinner with the family amid a golden sunset..ah the good life! Create cherished memories that will linger long after the sun sets, here, at The Endless Summer Condo!

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit
VERY PRIVATE, COMPLETELY RENOVATED 4BR 3 Bath mid-century home with heated saltwater pool, hot tub and fire pit in totally private backyard retreat. Redone top-to-bottom, inside/out with everything new. The beds are top of the line with very high quality 100% cotton sheets and bath towels. Conveniently we are centrally located in a safe, friendly neighborhood with beautiful mountain views in the back. We never charge any fees - as we want to provide the experience we hope to get when traveling.

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.

Modern Central SD Home w/ Pool & Spa Near Beach
Experience luxury at Bay Breeze Retreat, an exclusive oasis in the heart of Mission Bay, San Diego. This stunning residence features a private salt pool, outdoor jacuzzi spa, elegant fire pit, whole house water filter system and a state-of-the-art grill and kitchen. Inside, revel in contemporary upgrades which makes the place perfect for family gatherings of up to 8 guests. Walk to Luce Bar & Kitchen and Bird Rock Coffee. Minutes from downtown and top attractions, your perfect escape awaits.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Beach<15min,Heated Pool,New Central AC, 4Br Family
Escape to a tranquil haven in the vibrant neighborhood of Serra Mesa. This spacious 4-bedroom, 2-bathroom home offers whole home AC, recently remodeled finishes and a custom built heated pool with deck. Ideal for families, the home has a welcoming ambiance and a backyard for outdoor gatherings, with comfortable furniture and 20ft outdoor Mural by a local artist. Location is convenient, with the Airport, Downtown SD, SD Zoo, and an array of attractions just a short 15-minute drive.

Lionhead - Private Boutique Home
Unwind in your private backyard resort, featuring a heated pool, complimentary Jacuzzi, cabana, and BBQ—perfect for watching planes soar over the city skyline. Amenities: High-speed Wi-Fi, Smart TVs, and a vintage record player. Location: Minutes from Downtown, the Convention Center, and easy highway access. 🏊🏼♀️🛟Optional pool heat is available for $50/day (stays under 5 days). To ensure the best experience, heating is applied to the full duration of your stay only.

Luxury Family Home Near Dining, Shops + Zoo
Welcome to Casa Clandestino🎋 Located in North Park, this fully remodeled 1914 Craftsman offers the perfect blend of location, privacy, and style. Enjoy a stunning outdoor area with a new 30 ft. Trex deck, heated pool/hot tub, resort furniture, 65-inch outdoor TV, market lights, and a 6-burner gas grill. Inside, find 4 beds, 2.5 baths, a chef’s kitchen, Carrera marble bathrooms, original hardwood floors, and coffered ceilings.

La Jolla Beach House-Family Focused-3min to Beach
Escape to our boho-inspired Bird Rock/La Jolla beach house, perfect for families! This serene La Jolla retreat features a private pool, large hot tub, and cozy fire pit. Enjoy a private oasis with hammocks and a BBQ. Recently upgraded with modern decor and new appliances, this home comfortably accommodates your group for the ultimate relaxing getaway just minutes from La Jolla Cove and famous 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.

Luxe Home w. Serene Backyard Spa
Escape to the heart of San Diego in our chic and luxurious 3-bed oasis, where upscale meets laid-back California cool. Steps from vibrant eateries, buzzing bars, and unique boutiques, this retreat offers a serene backyard with a soothing spa. Experience local attractions, beaches, and the San Diego Zoo, all a short drive away. Your ultimate San Diego adventure awaits!
Popular amenities for Shelter Island rentals with a pool
House rentals with a pool

The Queen House

Resort Style Living with Pool, Spa, and Bay Views!

Relax in Style! 4BR Pool/Spa/Firepit – SuperHost

Upscale Resort House /Views, Saltwater Pool/Spa !

Pacific Beach-Amazing Panoramic View-Heated Pool

Splash! 40' Pool, Spa, 8-min to Beach, La Jolla

BEACH 5 MINS | Heated Salt Water Pool+Spa+Firepit

Ocean Front at La Jolla Shores
Condo rentals with a pool

Bay View Condo in Pacific Beach

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

One Bedroom Ocean Front Condo!

Enchanted Ocean Sunsets

Beautifully remodeled 10th floor oceanfront condo

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU

Spacious 2 BR w/ Free Parking & WiFi
Other vacation rentals with a pool

Bright 2BR | Views &Walkability

Pacific Beach Gem | Heated Pool | Free Parking

Luxury Living Near the Beach

North Park Craftsman Oasis with Pool

Breathtaking Ocean, Bay, City & Petco Park Views

Sunset Cliffs Beach Home

Seabird Retreat | 5b 3ba | Pool, Jacuzzi, BBQ

Top Floor Views of Ocean, Bay, City & Petco Park
Destinations to explore
- Southern California Vacation rentals
- Los Angeles Vacation rentals
- Stanton Vacation rentals
- Channel Islands of California Vacation rentals
- Las Vegas Vacation rentals
- San Diego Vacation rentals
- Palm Springs Vacation rentals
- San Fernando Valley Vacation rentals
- Henderson Vacation rentals
- Las Vegas Strip Vacation rentals
- Santa Monica Vacation rentals
- Joshua Tree Vacation rentals
- Rosarito Beach
- San Diego Convention Center E Ent
- SeaWorld San Diego
- Petco Park
- University of California-San Diego
- Oceanside City Beach
- San Diego Zoo Safari Park
- Ocean Front Walk
- Pacific Beach
- Coronado Beach
- Torrey Pines State Beach
- Tijuana Beach
- San Diego Zoo
- Balboa Park
- San Diego State University
- Mission Beach
- La Misión Beach
- LEGOLAND California
- Moonlight State Beach
- Liberty Station
- Oceanside Harbor
- San Onofre Beach
- Belmont Park
- Sesame Place San Diego





