Vacation rentals with a pool in San Diego

Private 1 BR Paradise retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

Infinity Poolside Apt. In San Diego Wine Country

150 Perfect 5.0 Reviews-Amazing views, peaceful and beautiful space in a wine country setting. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of wine country, lake, golf course and mountains on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Large luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels.

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.

Lovely Guesthouse in garden setting

Centrally located guesthouse on quarter acre lot in a beautiful community 5 minutes drive from restaurants, pubs, shops, library, SDSU. 15 minute drive to beaches, downtown, military bases, zoo, Balboa Park. 800sq’ cottage with great outdoor space- patio, gas grill, salt water/solar heated pool & hot tub, fruit trees for sharing, gardens. Central A/C and heat. Books and games for fun down time. Relax w/SMORS and drinks in the evening around the fire pit table : ) Street parking available.

Canyon House: Sunset View Tranquil Private Pool

This charming oasis remodeled inside and out sits quietly overlooking a canyon with private yard. Situated near top beaches, hiking, downtown and historic neighborhoods home to the world-famous Zoo, this location has it all. Retreat to complete privacy and serene views as you soak up endless sun and lounge poolside. Home to stylish decor, custom kitchen with new appliances and amazing outdoor living space renovated in 2025. Take in the view and brilliant sunsets in perfect San Diego weather.

Luxury Tropical Private Guesthouse in La Jolla

Beautiful private guesthouse on $5 million property with stunning views and luxury amenities. Take a dip in the tropical pool with waterslide, tiki bar, and hot tub grotto. Enjoy indoor or outdoor dining. Gated property, vaulted ceilings, marble bathroom, private balcony, parking, and trail for guests. Guesthouse has 1 bedroom with a queen bed and can accommodate an extra twin bed on the loft. House has closet, bathroom with beautiful stone shower, modern kitchen, two patios, WiFi, TV.

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit

COMPLETELY renovated 4BR 3 Bath mid-century home with heated pool, hot tub and fire pit in totally private backyard retreat. We renovated the house top-to-bottom, inside and out and everything is brand new. The beds are top quality with very high quality 100% cotton sheets and bath towels. The house is centrally located in a safe, friendly neighborhood and has beautiful mountain views in the back. Additionally, we do not charge any fees for anything!

Resort-Style Living, Pool, Close to All San Diego

Nestled in a quiet, discreet neighborhood, our private air-conditioned studio offers a safe and serene retreat. Attached to a stunning ranch-style executive home, it features an amazing pool for your relaxation. Conveniently located near the Olympic Training Center, downtown San Diego, Comic-Con, major attractions, concert venues, beaches, the airport, and Mexico. Enjoy a complimentary butler tray that includes coffee, tea, and snacks.

Entire Home Retreat* Private 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.