
Holiday 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
2021 CUSTOM guesthouse with pool in Hillcrest/San Diego Zoo/Balboa Park /Marston Hill area.Full kitchen , a queen bed, a queen sleeper sofa & 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. Minutes' drive to all San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play Crib, crib mattress & cover are provided

Tropical Oasis: spa, solar heated pool, waterslide
This home is ideal for FAMILY trips and QUIET friend groups Hours of entertainment in the private backyard that includes heated pool, waterslide, grotto, spa, gazebo, half bath, BBQ, and more. Clean and spacious home with over 2,100 sqft of living space. Minutes from everything San Diego has to offer. Distance to main attractions: SDSU- 5 mi Downtown/PetcoPark park-11 mi SD Zoo/balboa park-12 mi SD Airport- 13 mi Old town- 14 mi Coronado-15 mi Belmont park/Mission beach-18mi Sea world- 18mi

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.

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.

Beautifully remodeled 10th floor oceanfront condo
Located on the 10th floor of the beautiful Capri by the Sea in Pacific Beach, this beautifully remodeled one bedroom condo has unbelievable views through its floor to ceiling windows. All kitchen amenities, beach toys, big screen TV, Cable, WiFi, one parking spot in gated lot with option for more. Steps to beach, short walk to lots of restaurants and bars. Resort style complex offering 360 degree view roof deck, gas BBQ, secure private pool and spa, hot water beach shower, and 24-hr security.

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.

Resort Style Living with Pool, Spa, and Bay Views!
Resort style home with pool, hot tub (with heating fee), outdoor entertaining space, bay and ocean views, multiple patios, modern amenities, comfortable beds, and more. Convenient location to freeways, Seaworld, Mission Bay, Beaches, Downtown, Balboa Park, Airport, La Jolla and other attractions. Perfect for families and groups. Two car garage parking included. 2300 square feet of indoor living and much more outdoors. Your ideal home base for enjoying all that San Diego has to offer.

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

Paradise Lagoon Resort Style Pool Getaway
A unique one-of-a-kind poolside oasis with a tiki bar and spacious 4-bedroom house Welcome to Paradise Lagoon! This stunning home is the perfect place to relax and unwind with your family and friends. With its private pool (*best in San Diego), tiki bar, game room, and roomy 4-bedroom layout fit for multiple families, you'll never want to leave. Come make some magical memories with family and friends in your own resort style vacation home.

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.

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

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.
Popular amenities for Shelter Island rentals with a pool
House rentals with a pool

3 bedroom home with pool 15 minutes from beaches

Travelers Oasis w/ Private Pool + Hot Tub

Surf Cottage w/Pool & Firepit 10min from the beach

Sunset Cliffs Beach Home

ModernCoastal I View I Pool ITub

Pacific Teatro

San Diego Oasis- A Retro Retreat w/ King Size Bed!

BEACH 5 MINS | Heated Salt Water Pool+Spa+Firepit
Apartment rentals with a pool

Ocean-Bay-Sunset View Condo in Pacific Beach!

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

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

Oceanfront Elegant Condo - Remarkable Amenities
Other holiday rentals with a pool

NEW! Hot Tub/Pool/Fire Pit/10 Mins to Beach

Luxury Resort: Pool, Spa, Swim-Up Bar & Bay Views

Luxury San Diego Oasis | Pool, Sauna +Lush Gardens

Beach house with pool & hot tub!

French style home w/ pool, jacuzzi & home office

Mid-century Modern with Water Views & new Jacuzzi

North Park Craftsman Oasis with Pool

Luxury Living Near the Beach
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Channel Islands of California Holiday rentals
- Las Vegas Holiday rentals
- San Diego Holiday rentals
- Palm Springs Holiday rentals
- San Fernando Valley Holiday rentals
- Henderson Holiday rentals
- Las Vegas Strip Holiday rentals
- Joshua Tree Holiday rentals
- Santa Monica Holiday rentals
- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- San Diego Convention Center E Ent
- Oceanside City Beach
- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
- Ocean Front Walk
- Tijuana Beach
- Torrey Pines State Beach
- Pacific Beach
- Balboa Park
- Coronado Beach
- San Diego Zoo
- Liberty Station
- Moonlight State Beach
- La Misión Beach
- San Onofre Beach
- Belmont Park
- San Diego State University
- Oceanside Harbor
- Sesame Place San Diego
- Black's Beach




