
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.

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.

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!

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.

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.

Private Apartment - Secluded 2 Acre Estate/Orchard
Enjoy our serene and beautiful loft apartment in south Rancho Santa Fe. Quiet and completely private retreat on garden like 2 acre farm estate with orchard. Kid friendly and just minutes from the beach, fair grounds, restaurants, golf, horse riding, hiking, and shopping. This spacious 900 sq ft. getaway includes wifi, 2 smart ROKU TVs, full kitchenette, dining table, King bed, additional two twin XL beds. 7 miles from the beach, 2.5 miles from Trader Joe's and multiple restaurants.

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.

Heated Pool + Hot Tub | Games | 10 min to Beach
Coastal Charm Meets Urban Convenience: Your San Diego Sanctuary with a Private Heated Pool Discover the perfect blend of coastal charm and urban convenience in this stunning San Diego retreat, featuring a sparkling pool, 7-person hot tub, a outdoor patio table with a fire pit, plenty of outdoor lounging and a ton of games. Prime Location: Conveniently located just a short drive from the beautiful beaches of San Diego.

The Queen House
Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!
Popular amenities for Sail Bay rentals with a pool
House rentals with a pool

Beach<15min,Heated Pool,New Central AC, 4Br Family

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

Casa Bahia Beautiful San Diego Home with Pool

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

ModernCoastal I View I Pool ITub

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

Tropical Oasis: spa, solar heated pool, waterslide

Beach House w/ Private Pool & Spa mins to beach!
Condo rentals with a pool

Studio Condo and Wave Crest Resort

ICON Skyline View · Best Choice · Pool & Gym

Cozy apartment with ocean views • TIJ beaches • Private parking

Del Mar Beach Club-AC, pool,jacuzzi,tennis, views!

One Bedroom Ocean Front Condo!

Luxury studio on the 22nd floor

Karol’s apartment with 3 pools & jacuzzi Seaview

REJUVENATE @Ocean123 *Available Now,Just Send Msg*
Other vacation rentals with a pool

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

NEW Ultra Lux - Pool, Hot Tub, Mini Golf, Game Rm

Paradise just south of the border.

Pacific Beach Gem | Heated Pool | Free Parking

Luxury Living Near the Beach

North Park Craftsman Oasis with Pool

Mid-century Modern with Water Views & new Jacuzzi

Sunset house
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- Rosarito Beach
- San Diego Convention Center E Ent
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- University of California-San Diego
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