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Vacation rentals with a pool in Sail Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sail Bay

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
The property features a spacious backyard with a heated pool surrounded by lounge chairs. Palm trees line the perimeter, and soft lighting illuminates the outdoor area during sunset. The two-story house overlooks the pool, creating an inviting atmosphere for relaxation and gatherings.
Home in La Mesa
4.95 out of 5 average rating, 240 reviews

Family Pool Retreat + Gym, Fire Pits, Views (Sleep

Find your family's dream spot in San Diego! Our cozy house sits on a quiet hill, offering privacy and amazing sunset views. Dive into our pool year-round (heating at an additional cost), roast marshmallows by the fire, and cook up fun meals together. With 3 bedrooms and 2 bathrooms, it’s perfect for families, accommodating up to 9 guests. Plus, we're close to all the best attractions. Want a vacation you'll always remember? Send us a message to make it happen! 🌅🏠 We have 3 comfy beds that can

Top guest favorite
A spacious bedroom features a large bed with decorative pillows, positioned near floor-to-ceiling windows. The sun sets over the ocean, creating a warm glow that reflects on the water. A bedside lamp and a potted plant add a touch of nature to the serene setting.
Condo in San Diego
4.96 out of 5 average rating, 112 reviews

Oceanfront Luxury - Voted #1 SD Rental + AC!

Private parking, a relaxing pool & jacuzzi, and direct beachfront living—all in one stunning retreat. 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 golden sunset. Newly renovated kitchen & bathrooms. No cleaning fees—just a stress-free, luxury stay. Fall asleep to the sound of waves and wake up in paradise. Your beachfront escape awaits.

Top guest favorite
A bright living room features large glass doors opening to breathtaking ocean views. A comfortable white sectional sofa is surrounded by two plush armchairs. Wall art and a round coffee table enhance the inviting atmosphere, while a potted plant adds a touch of greenery.
Condo in San Diego
4.99 out of 5 average rating, 210 reviews

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.

Guest favorite
A private entrance is surrounded by lush green foliage, providing a sense of seclusion. The entrance door, painted in a calm blue, leads to the interior space. A paved walkway extends toward the pool area, enhancing the overall tranquil setting.
Guesthouse in San Diego
4.79 out of 5 average rating, 443 reviews

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.

Guest favorite
An aerial view captures the oceanfront condo alongside the sandy beach, with an expansive coastline stretching below. The surrounding neighborhood features a mix of residential and commercial structures, interconnected by roads and pathways, creating a vibrant coastal community.
Condo in San Diego
4.86 out of 5 average rating, 204 reviews

Ocean front condo heart of pacific beach

Gorgeous ocean-front condo with amenities galore. In the heart of bustling Pacific Beach, this 1 BR condo has it all: a magnificent, unobstructed ocean view on the 10th floor; steps from the beach, restaurants, shops, and bars; a roomy, delightful living space with floor-to-ceiling windows; a modern, fully equipped kitchen, and parking spot! Leave your worries behind, soak up the sun, check out San Diego’s many attractions — or just kick back and relax in this peaceful, beach-front oasis.

Guest favorite
A spacious living area is showcased with a comfortable leather sofa and a decorative rug. A dining table with four chairs is positioned near floor-to-ceiling windows, offering natural light. Art pieces adorn the walls, complementing the inviting atmosphere.
Condo in San Diego
4.92 out of 5 average rating, 205 reviews

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!

Top guest favorite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guesthouse in San Diego
4.97 out of 5 average rating, 158 reviews

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.

Guest favorite
A spacious living area features large windows offering panoramic ocean views and allowing natural light to fill the room. A comfortable blue couch is positioned near a glass coffee table, with a television mounted above a dark wooden entertainment unit.
Condo in San Diego
4.91 out of 5 average rating, 197 reviews

Enchanted Ocean Sunsets

Ocean front condo In Pacific Beach with spectacular sunsets and stunning views of Mission Beach and La Jolla. Beach front location just steps away from the sand and waves. Enjoy surfing, paddle boarding, long walks on the boardwalk, bike rentals, boat rentals, volleyball, fabulous restaurants and a vibrant night life! Delightful location close to amazing attractions including Sea World, San Diego Zoo and Balboa park. Come spoil yourself in this newly remodeled luxurious space!

Guest favorite
Home in San Diego
4.96 out of 5 average rating, 105 reviews

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.

Guest favorite
Townhouse in San Diego
4.87 out of 5 average rating, 167 reviews

UTC Venetian 3 miles La Jolla Beach UCSD Scripps

Approx 3 miles from the most famous La Jolla beach! Only a mile away from UCSD with bus stop right outside the side gate. One of the nicest and most convenient locations in UTC/La jolla. Located right by the 5 and 805 freeway w/52 nearby! Walking distance to Wholefoods, Chase & Citi bank, CVS, Rubios, Nordstroms Rack, Starbucks, CPK, Trader Joes, Ralphs, Wells Fargo, Ross, Best Buy, AMC movie theater, and many restaurants ALSO Westfield Shopping Mall and so much more!

Superhost
Home in La Mesa
4.84 out of 5 average rating, 109 reviews

Mountain View• Solar-heated Pool •HotTub •GameRoom

☀️Welcome to our fun, newly updated home in a quiet, secure neighborhood in La Mesa ☀️ 🌊Swim in our beautiful blue, solar-heated pool while enjoying an elevated mountain view, perfect for relaxation and fun. Unwind in our fantastic game room, equipped with a pool table, arcade machines and pop-a-hoop, offering endless entertainment for guest at all age. End the day in our in-home movie theater, where you can enjoy your favorite films in ultimate comfort. ☀️

Top guest favorite
A private pool is surrounded by natural stone and lush greenery. Palm trees provide shade, while a bamboo privacy fence enhances the secluded atmosphere. The clear blue water invites relaxation, showcasing gentle ripples under the sunlight.
Home in Chula Vista
4.91 out of 5 average rating, 218 reviews

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

Enjoy this stunning family friendly home with beautiful views! From the front deck you have beautiful ocean views and bay views. You can also have views of Coronado bridge and downtown. This large family friendly home is well-appointed with 3 bedrooms, 2 baths, and two living rooms that has an air mattress to comfortably sleep 10 guests. There are spacious areas for gathering, private poolside oasis with beautiful views.

Popular amenities for Sail Bay rentals with a pool

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