Holiday rentals with a pool in Sail Bay

4.85 out of 5 average rating, 185 reviews

Spacious, Heated Pool, Kid Paradise & Near It All!

Spacious family oasis w/ tons to do for the kids! Enjoy a large backyard (rare in San Diego!) & year-round heated pool or spread out inside w/ tons of games. Perfectly located near top attractions like the Zoo & SeaWorld. Ideal for families seeking a getaway in paradise! ⭐ “If you want a pool you can swim at any time of the day this place is it...the house is near everything you want to do around San Diego!” 🏖 HIGHLIGHTS ✓ Newly remodeled ✓ Heated pool (free) ✓ Centrally-located

4.84 out of 5 average rating, 192 reviews

Home in La Mesa

Sunny SD l Pool l BBQ l Pool Loungers l Sleeps 10

Escape to a fresh 4-bedroom retreat for family and friends (10 ppl max). Updated in January of 2024 with new furniture, and fixtures. Bask in the sun on the deck, take a dip in the pool. Enjoy the private and fenced backyard, BBQ, or the recently renovated and modern Kitchen. This home is perfect for vacations or remote work. Explore San Diego beaches and all the area has to offer, the most popular tourist destinations are all within a 20-30 minute drive. 20 minutes to the beach! Book with us!

Superhost

4.87 out of 5 average rating, 165 reviews

LOVE~POOL~RELAXING~CHARMING~Stylish~SD Central.

Stunning vacation home with pool ( unheated) , centrally located in a lovely Mira Mesa neighborhood, just steps from dining & nightlife and close to SD beaches, airport, SD Zoo, Safari, Legoland, SeaWorld, shopping and attractions. Completely remodeled, open concept living as large dual pane windows light up the great room. An oversized island highlights a dream kitchen w/ quartz counters, SS appliances Enjoy private fully landscaped front yard and backyard with unheated pool and with patio.

4.88 out of 5 average rating, 142 reviews

Ocean View Private Pool & Spa Home w/Putting Green

Welcome to your Private, resort style, pool and spa home with spectacular views day and night! 4 bedrooms, 3 baths (1 bedroom and bathroom with shower on main/ground level). Tropical setting, and just a short drive to major attractions like our world famous Beaches, Zoo, Sea World, Balboa Park, Downtown, Coronado, Outlet Shopping, Sesame Place and even Mexico! Soaring 18 foot ceilings in the Living room and Dining room. Outdoor dining, Putting Green, and lounges for resort-like relaxation.

4.93 out of 5 average rating, 241 reviews

Lionhead - Private Boutique Home

Heated pool, spa, cabana and views. Boutique hotel vibes in San Diego. Palm Springs meets South Beach with a splash of groovy. Location is perfect for Downtown, conventions, shows in town. Highway friendly. Private backyard for bbq, food, drinks and relaxing. Pool is heated with cozy spa to relax and watch the planes take off. Hi speed Wifi, smart TV's, HBO, NFL Package, record player with albums. 19 speakers in the ceilings with connected to your phone for optimal happiness. Plug and play!

4.98 out of 5 average rating, 270 reviews

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

Resort style home with a solar heated pool, hot tub, 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.

4.92 out of 5 average rating, 155 reviews

Villa in El Cajon

Enchanted Paradise! ♨ Pool+Spa+Outdoor Kitchen ☀

Brand New Property! Massive garden of Eden style resort home with sprawling outdoor entertainment area and spacious open concept inside, perfect for large families with kids and responsible adults. Updated top to bottom with all new outdoor and indoor furniture, modern upgrades in all bedrooms and common areas. Centrally located and 20 minutes from the beach and all of SD's top attractions! 8 person hot tub, sparkling gas heated saltwater pool and new outdoor kitchen. Don't miss out!

5 out of 5 average rating, 108 reviews

3 BR Urban Oasis with Pool and Spa in Great Area

This special place is close to everything, making it easy to plan your visit. The charming, walkable, and historic neighborhood of University Heights provides a wonderful park, restaurants, coffeehouses, ice cream shop, bars, and markets nearby. Within 2 miles from the San Diego Zoo and historic Balboa Park. 15 minutes by car to Sea World, beaches, or downtown. The open plan of the communal areas of the house makes it a great space for spending quality time with friends or family.

Superhost

4.89 out of 5 average rating, 233 reviews

San Diego Retreat / Cal King x 2 / Pool, Parking!

Welcome to our charming single-story, 1,205 sq ft vacation retreat, centrally located in San Diego! Professionally cleaned for your comfort, the home is perfect for outdoor living with a pool, deck, and fire pit. Enjoy fast Wi-Fi, 4 smart TVs, a California King bed in the primary and second bedrooms, and double bunk beds in the third. Off-street parking is available, and it's a short walk to restaurants, grocery stores, coffee shops, and breweries. Pets are welcome fee applies.

4.96 out of 5 average rating, 136 reviews

Retreat vacation with salt water pool & hot tub

Your San Diego get-away vacation starts easily from this well-placed Mira Mesa comfy home: 🚗 15 mins to UCSD, La Jolla and Del Mar beaches 🚗 25 mins to Sea World , Balboa park, San Diego Zoo, Downtown 🚗 30 mins to Legoland, Carlsbad We’ve got everything you need for a great stay! Relax and enjoy in a resort-style saltwater pool and spa. The pool is solar-heated, so temperature may vary depending on sunlight received.

4.85 out of 5 average rating, 102 reviews

Bungalow in El Cajon

Stylish Relaxation-Panoramic Views-Private OASIS!

~BRAND NEW DRIVEWAY~Perched high on granite hills, our comfy, stylish bungalow is perfect for a quiet getaway in San Diego. Brew your morning coffee and stroll to the pool to let the expansive views of the city fuel your daily adventures. Host a barbeque in the spacious, private backyard after your day at the beach. Cozy up in the recliner loveseat and enjoy the big screen 4k smart TV (with cable). 420 Friendly!