
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.

*Newly* Renovated Luxury 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.

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.

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.

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.

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.

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!

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.

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

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.

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit
The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.

Eco-Friendly Mount Soledad Pad with Views and Heated Pool
Savor the ocean tang from the front patio while taking in 180+ degree views of the downtown city lights, peek-a-boo's of Pacific Beach, Crystal Pier, Mission Beach, Ocean Beach & Ocean Beach Pier all while staring directly over Mission Bay and the Sea World Fireworks. The interior features mid-century modern touches, and has been designated as a "Demonstration Home" and won the coveted "Excellence Award" from SDG&E for its energy and water efficiency, plus indoor air quality.
Popular amenities for Sail Bay rentals with a pool
House rentals with a pool

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

Your Modern Lux Pool Resort in the Heart of SD

Casa Del Oceano, Solana Beach

Traveler's Dream:Outdoor Bar, Cabana, Arcade, Pool

Stunning 2BR/2BA| Plunge Pool, AC, Private

Designer Luxury Rental With Pool

ModernCoastal I View I Pool ITub

the Belvedere
Condo rentals with a pool

Studio Condo and Wave Crest Resort

Ocean-Bay-Sunset View Condo in Pacific Beach!

Bay View Condo in Pacific Beach

Ocean front condo heart of pacific beach

Enchanted Ocean Sunsets

Beach Luxury at Pelican Point

Beautifully remodeled 10th floor oceanfront condo

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

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

Relaxing Palms | Private Pool, Hot Tub & Fire Pit

Pacific Beach Luxury | Heated Pool | New AC

The Outside Inn at The Tipsy Goat Ranch

OB studio, ocean views, hot tub & garage parking!

Sunset house

Modern 3 bed/ 3.5 bath Townhome in Little Italy

Luxe Retreat•Pool•Spa•Game Room•Home Theater•Yoga
Destinations to explore
- San Diego Vacation rentals
- Los Angeles Vacation rentals
- Las Vegas Vacation rentals
- Palm Springs Vacation rentals
- Big Bear Lake Vacation rentals
- Tijuana Vacation rentals
- Joshua Tree Vacation rentals
- Long Beach Vacation rentals
- Santa Barbara Vacation rentals
- West Hollywood Vacation rentals
- Santa Monica Vacation rentals
- Big Bear Vacation rentals
- Family-friendly rentals Sail Bay
- Apartment rentals Sail Bay
- Pet-friendly rentals Sail Bay
- Rentals with a kayak Sail Bay
- Rentals with a hot tub Sail Bay
- Rentals with lake access Sail Bay
- Hotel rooms Sail Bay
- Beachfront rentals Sail Bay
- Waterfront rentals Sail Bay
- Cottage rentals Sail Bay
- Condo rentals Sail Bay
- House rentals Sail Bay
- Townhouse rentals Sail Bay
- Rentals with beach access Sail Bay
- Rentals with pools San Diego
- Rentals with pools San Diego County
- Rentals with pools California
- Rentals with pools United States
- SeaWorld San Diego
- Coronado Beach
- Rosarito Beach
- LEGOLAND California
- University of California-San Diego
- San Diego Zoo
- Petco Park
- San Diego Zoo Safari Park
- San Diego Convention Center E Ent
- Pacific Beach
- Balboa Park
- Tijuana Beach
- Pechanga Resort Casino
- San Diego State University
- Torrey Pines State Beach
- Mission Beach
- Oceanside City Beach
- Ocean Front Walk
- San Clemente State Beach
- Las Olas Resort & Spa
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- San Onofre Beach





