
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!

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 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.

The Outside Inn at The Tipsy Goat Ranch
Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

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.

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!

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 Del Oceano, Solana Beach

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

Mid-century Modern with Water Views & new Jacuzzi

Luxury Family Home Near Dining, Shops + Zoo

Bright and spacious home with views, pool & spa.

Designer Luxury Rental With Pool

Pacific Teatro
Apartment rentals with a pool

Studio Condo at Wave Crest Resort

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

Cozy depto. con vista al mar · Favorito

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

One Bedroom Ocean Front Condo!

Karol’s apartment with 3 pools & jacuzzi Seaview

Beach Luxury at Pelican Point
Other holiday rentals with a pool

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

Bayfront Riviera Retreat with POOL!

BIG Modern Mt Helix Home with Pool

Luxury San Diego Oasis | Pool, Sauna +Lush Gardens

Iconic Waterfall House

French style home w/ pool, jacuzzi & home office

Sunset house

Cozy Modern 2BR bayside Condo W/Pool, Parking+AC
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
- Family-friendly rentals Sail Bay
- Rentals with an EV charger Sail Bay
- Flat rentals Sail Bay
- Rentals with a kayak Sail Bay
- House rentals Sail Bay
- Pet-friendly rentals Sail Bay
- Rentals with a hot tub Sail Bay
- Apartment rentals Sail Bay
- Smoking-friendly rentals Sail Bay
- Hotel rooms Sail Bay
- Rentals with outdoor seating Sail Bay
- Rentals with beach access Sail Bay
- Rentals with lake access Sail Bay
- Waterfront rentals Sail Bay
- Townhouse rentals Sail Bay
- Rentals with a fireplace Sail Bay
- Beachfront rentals Sail Bay
- Fitness-friendly rentals Sail Bay
- Rentals with a patio Sail Bay
- Rentals with a firepit Sail Bay
- Cottage rentals Sail Bay
- Rentals with a washing machine and dryer 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
- San Diego State University
- Oceanside Harbor
- Sesame Place San Diego




