
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.

the Belvedere
The Belvedere offers an unforgettable retreat with breathtaking sunsets. A short 10-minute drive from the ocean, this serene single-story home is designed for comfort and accessibility, featuring four bedrooms and two modern bathrooms. The outdoor shower beckons you to cool off while indulging in alfresco dining on the terrace. Watch the sun dip below the horizon while making every dinner a memorable experience. Close to restaurants and grocery stores, yet secluded enough for ultimate relaxation

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

Stunning 2BR/2BA| Plunge Pool, AC, Private
Modern 2 bed|2 full bath in the heart of San Diego. Featuring trendy interiors, stock tank pool, and thoughtful amenities, this space is designed for relaxation & comfort. Enjoy seamless indoor-outdoor living with cozy touches that make you feel at home. Casa Luna is perfectly located minutes from North Park, Downtown, Balboa Park, the zoo, close to beaches & a vibrant dining scene. Whether you’re here to unwind or explore, Casa Luna is your ideal home for an unforgettable San Diego experience.

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.

ModernCoastal I View I Pool ITub
Spectacular canyon views are the backdrop to this stunning, modern newly renovated San Diego home! The jetted hot tub with water falling in the sparkling pool, the natural light streaming through the french doors, huge screened folding door, and skylights, the beautiful Great Room with the inviting living room, gourmet kitchen, indoor/outdoor dining, comfy beds, spectacular rooms & bath, sunset vista point, outdoor BBQ & backyard loungers and daybed are all designed to get you in vacation mode!

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.

windows of the world. views, pool/spa and fun yard
Welcome to HIGHER ELEVATION, a 7500 square-foot lot, newly remodeled new pool, spa and backyard full of games! 5-bedroom 4-bathroom (+ a/c & heat) hillside home designed in a modern-concept overlooking San Diego and Mission Bay (FIREWORKS) with breath taking views of sea world and from La Jolla to downtown! We're centrally located, near many attractions (eg beaches, Sea World, Zoo, downtown (read the neighborhood section for details). We are neighbors to USSD and a 15 min walk to the Trolley.

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.

Casa De Colores
Need some color in you life? Come stay in our one of a kind home- groovy wall mural, bright decor, rainbow speckled floors. Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture 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

Resort Style Living with Pool, Spa, and Bay Views!
Resort style home with pool (unheated), hot tub (with hot tub heating fee), outdoor entertaining space, bay 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. 2300 square feet of indoor living and much more outdoors. Your ideal home base for enjoying all that San Diego has to offer.

OB studio, ocean views, hot tub & garage parking!
Casita De 7 Palmeras is an open floor plan studio located in Ocean Beach which is a central location to explore San Diego's best beaches and attractions. Spend the day at the beach, zoo, Sea World, or wherever, and then come back and unwind in the amazing hot tub or on the view terrace to enjoy the amazing sunset! Garage parking, top quality Cal King bed, ocean / bay views, fast & reliable WIFI, premium Direct TV HD channel package, and Fujitsu split air-conditioning!
Popular amenities for Shelter Island rentals with a pool
House rentals with a pool

Pacific Beach-Amazing Panoramic View-Heated Pool

Luxury SD Retreat • Pool • Hot Tub • EV Charger

Bright and spacious home with views, pool & spa.

San Diego Pool House with Luxury King/Queen Suites

The Queen House

Upscale Resort House /Views, Saltwater Pool/Spa !

Tropical Oasis: spa, solar heated pool, waterslide

Traveler's Dream:Outdoor Bar, Cabana, Arcade, Pool
Condo rentals with a pool

Windows to the Ocean

Oceanfront Condo

Cozy home central to beaches & attractions

Luxury Oceanfront Condo with Unbelievable Views

Beautifully remodeled 10th floor oceanfront condo

Oceanfront Elegant Condo - Remarkable Amenities

Enchanted Ocean Sunsets

Beach Front Condo - Capri by the Sea - Remodeled
Other vacation rentals with a pool

Downtown Dream 4

Cozy Home by SDSU - 8ft deep heated pool+hot tub

Skyline Vista | Panoramic Bay, City Views + Pool

Point Loma Woods- Mid century home with pool

Heated Pool+Gazebo+ Private Suite: Up to 16 people

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

Relaxing Palms | Private Pool, Hot Tub & Fire Pit

Casa sunset
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