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

Casa Del Oceano Solana Beach
Nestled on a half-acre in a private neighborhood in Solana Beach, overlooking the Pacific Ocean, “Casa Del Oceano” (House of the Ocean) is the perfect destination for those that are seeking peace, tranquility, and seclusion from the hectic world that confronts us all. We love to host families. The house is set up perfect for it! If you’re planning a rowdy, wild, party filled stay, this is not the place for you. We ask our guests to be noise courteous to our neighbors between 10:00 pm - 7:00 am.
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Oceanfront Condo
Private parking, a relaxing pool & jacuzzi, and direct beachfront living- all in one stunning retreat. HIGH LEVEL condo (Best Views!) Wake up to waves and breathtaking ocean views. Enjoy coffee with a sunrise over Crystal Pier, then walk to the sand in seconds. Lounge by the pool, grill outdoors, or unwind on the rooftop terrace with a sunset. Newly renovated kitchen & bathrooms. No cleaning fees—just a stress-free, luxury stay. Fall asleep to the sound of waves. Your beachfront escape awaits.
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BEACH 5 MINS | Heated Salt Water Pool+Spa+Firepit
Escape to The Chalcedony: Your Ultimate Modern and Spacious Oasis near the Beach - Luxury, Leisure, and More Await! Discover the perfect blend of relaxation and entertainment at our newly renovated resort style home featuring a heated salt water pool, hot tub, outdoor TV, fire pit, BBQ, Nintendo, central AC, and more – all designed for your group or family’s enjoyment. Minutes away from world class beaches, SeaWorld, La Jolla, Gaslamp District, San Diego Zoo, and breathtaking city + ocean views.
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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.
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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.
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Law Street Retreat
RENOVATED…Studio with separate entrance in gated property 6 blocks from beach in Pacific Beach. Bikes now available! Ask host for details. Sleeps 3, amenities include a queen bed and a fold single bed couch with full bath, small fridge, microwave, smart TV, 100mbps WiFi and air conditioning. Guests are welcome to enjoy the pool, outside shower and BBQ. Pets are welcome. There is a $50 fee per pet per stay. The studio is attached to the pool house. The pool pump is behind 2 doors & runs daily.
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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.
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Ocean Front at La Jolla Shores
This ocean front home is situated in the popular La Jolla Shores beach community. With its incredible seaside location, staggering views of the surf, wide sandy beach, and breathtaking sunsets this La Jolla Shores beach house is a vacation home you'll want to visit. Boasting nearly 3,000 square feet of living space with 4 bedrooms, 3 full baths, chef's kitchen with views, spacious great room with ocean views, fireplace, outdoor kitchen with built in BBQ, pool and 3 expansive outdoor decks.
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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.
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Windows to the Ocean
Located by the Ocean in Pacific Beach, few blocks from the Crystal Pier, this luxurious 2-bedroom condo is steps away from restaurants, cafes, bars, nightlife, shopping and of course, the beach! Floor-to-ceiling windows from every room are perfect for enjoying unobstructed views of the ocean, either while sipping a morning cup of coffee or staring at a stunning sunset. Whether you are looking to experience an active beach-front lifestyle or just have a relaxing break, you will find it here!
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Crown Point Gem with Salt Water Pool
This Cottage home is a beautiful Oasis in San Diego's Crown Point neighborhood. Our home is 2 blocks from Mission Bay with access to bike paths, water sports, and playgrounds for the kids. Easily walk to great restaurants, coffee shops, night life and shopping. With our cool saltwater pool, hot tub, grill and relaxing patio space you wont even need to leave the house to get that vacation feeling. Please let us know if you would like the pool heated, we charge $75/night for this service.
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Pacific Beach-Amazing Panoramic View-Heated Pool
LAJOLLA / PACIFIC BEACH - Mt. Soledad Spectacular Luxury View Home - 180 Degree Amazing Panoramic Views. Upgraded home located on Mt. Soledad - unobstructed views of Mission Bay, Downtown, Ocean & Mountains from every room. Over 1000 ft of outdoor entertaining decks. - Heated Pool - Jacuzzi - Sauna - Viking BBQ - Outdoor Fire Pit - Luxury bedding - 2 outdoor LED Tv's - 6 total large screen LED Tv's - iPad Remotes - Indoor / Outdoor Music -Direct TV, Apple Tv, Netflix, High Speed WiFi
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Popular amenities for Sail Bay rentals with a pool
House rentals with a pool

the Belvedere
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Tropical Oasis: spa, solar heated pool, waterslide
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windows of the world. views, pool/spa and fun yard
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Traveler's Dream:Outdoor Bar, Cabana, Arcade, Pool
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Your Modern Lux Pool Resort in the Heart of SD
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An Oasis,Heated Pool, JQZ,Grill,Ocean&MTN View
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Heated Pool + Hot Tub | Games | 10 min to Beach
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Luxury San Diego 5 Bedroom Oasis
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Condo rentals with a pool

Ocean front condo heart of pacific beach
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Beautifully remodeled 10th floor oceanfront condo
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SEA Forever OceanFront Pacific Beach View Paradise
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The Endless Summer Condo!
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Ocean-Bay-Sunset View Condo in Pacific Beach!
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Enchanted Ocean Sunsets
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Oceanfront Elegant Condo - Remarkable Amenities
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Bay View Condo in Pacific Beach
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Other vacation rentals with a pool

The Outside Inn at The Tipsy Goat Ranch
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Private Apartment - Secluded 2 Acre Estate/Orchard
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Casa sunset
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Pacific Teatro
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Hot Tub/Pool/Fire Pit/10 Mins to Beach
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Relaxing Palms | Private Pool, Hot Tub & Fire Pit
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San Diego Oasis- A Retro Retreat w/ King Size Bed!
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Modern 3 bed/ 3.5 bath Townhome in Little Italy
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- SeaWorld San Diego
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- San Diego Zoo
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