
Holiday 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.

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!

Luxury Summer Escape! Oceanfront Condo
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.

Beautifully remodeled 10th floor oceanfront condo
Located on the 10th floor of the beautiful Capri by the Sea in Pacific Beach, this beautifully remodeled one bedroom condo has unbelievable views through its floor to ceiling windows. All kitchen amenities, beach toys, big screen TV, Cable, WiFi, one parking spot in gated lot with option for more. Steps to beach, short walk to lots of restaurants and bars. Resort style complex offering 360 degree view roof deck, gas BBQ, secure private pool and spa, hot water beach shower, and 24-hr security.

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.

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

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

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.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is your perfect Guest House with a salt & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

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!

University Heights Oasis Getaway
Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture Perfect for both families and professionals, 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

La Jolla Beach House-Family Focused-3min to Beach
Escape to our boho-inspired Bird Rock/La Jolla beach house, perfect for families! This serene La Jolla retreat features a private pool, large hot tub, and cozy fire pit. Enjoy a private oasis with hammocks and a BBQ. Recently upgraded with modern decor and new appliances, this home comfortably accommodates your group for the ultimate relaxing getaway just minutes from La Jolla Cove and famous beaches.
Popular amenities for Sail Bay rentals with a pool
House rentals with a pool

3 bedroom home with pool 15 minutes from beaches

Casa Bahia Beautiful San Diego Home with Pool

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

Luxury Family Home Near Dining, Shops + Zoo

Bright and spacious home with views, pool & spa.

Designer Luxury Rental With Pool

Cozy Modern 2BR bayside Condo W/Pool, Parking+AC

Vacation Getaway w/ Gas Grill, Hot Jacuzzi, Pool
Condo rentals with a pool

1 Bedroom Condo at Wave Crest Resort

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

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

One Bedroom Ocean Front Condo!

Enchanted Ocean Sunsets

REJUVENATE @Ocean123 *Available Now,Just Send Msg*

Beach Luxury at Pelican Point
Other holiday rentals with a pool

BIG Modern Mt Helix Home with Pool

3BD Ocean View, Steps to Beach & Downtown Solana

Iconic Waterfall House

French style home w/ pool, jacuzzi & home office

Luxury Pacific Beach Pool Retreat w/ Views

Breathtaking Ocean, Bay, City & Petco Park Views

NEW! Pool, Sauna, ArcadeMovie, SeaWorld Safari,SD3

Sunset house
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Channel Islands of California Holiday rentals
- Las Vegas Holiday rentals
- San Diego Holiday rentals
- Palm Springs Holiday rentals
- San Fernando Valley Holiday rentals
- Henderson Holiday rentals
- Las Vegas Strip Holiday rentals
- Joshua Tree Holiday rentals
- Santa Monica Holiday rentals
- Apartment rentals Sail Bay
- Pet-friendly rentals Sail Bay
- Townhouse rentals Sail Bay
- Rentals with a washing machine and dryer Sail Bay
- Rentals with beach access Sail Bay
- Rentals with a fire pit Sail Bay
- Hotel rooms Sail Bay
- Rentals with an EV charger Sail Bay
- Rentals with a kayak Sail Bay
- Fitness-friendly rentals Sail Bay
- Rentals with a hot tub Sail Bay
- Rentals with lake access Sail Bay
- Rentals with a fireplace Sail Bay
- Smoking-friendly rentals Sail Bay
- House rentals Sail Bay
- Family-friendly rentals Sail Bay
- Waterfront rentals Sail Bay
- Rentals with a patio Sail Bay
- Cottage rentals Sail Bay
- Beachfront rentals Sail Bay
- Condo rentals Sail Bay
- Rentals with outdoor seating Sail Bay
- Rentals with pools San Diego
- Rentals with pools San Diego County
- Rentals with pools California
- Rentals with pools United States
- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- San Diego Convention Center E Ent
- Oceanside City Beach
- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
- Ocean Front Walk
- Tijuana Beach
- Torrey Pines State Beach
- Pacific Beach
- Balboa Park
- Coronado Beach
- San Diego Zoo
- Pechanga Resort Casino
- San Clemente State Beach
- Liberty Station
- Moonlight State Beach
- San Onofre Beach
- Belmont Park
- Oceanside Harbor
- San Diego State University
- Sesame Place San Diego




