Holiday rentals with a pool in San Diego

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Top-rated rentals with a pool in San Diego

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite

Guest suite in Encinitas

4.98 out of 5 average rating, 473 reviews

Lux Casita with Pickleball & Resort Amenities

White walls and French doors open up each room to create a feeling of calm throughout the home. From the designer furnishing and tasteful decor items to the tennis court and pool outside, this Casita is as spacious as it is stylish. The property is resort like, without the crowds. Play tennis, shoot hoops, lay by the pool, or stroll through the garden. Hiking and mountain bike trails are out the back door. PLEASE NOTE: price indicated is for two guests staying in the one bedroom one bath with full kitchen. Optional second bedroom, bathroom can be added for an additonal $198 per night. Our place is very private, yet close by car to many attractions. 7 miles to the beach, 20 minutes to Legoland. Hiking out the back door, you will find endless trails and great mountain biking. Guests can use the tennis court and relax in their own private yard. Pool is available, although it is not heated. Hot tub is also available, but a $20.00 usage fee is needed to get it hot (It's big, and takes a lot of gas to get hot!) We live on the property, but it is very private. I can be reached easily by phone or text if something is needed. Nestled in a quiet neighborhood that evokes a country vibe, the casita is accessible to all San Diego has to offer. Hiking trails are just outside with the beaches, local restaurants, and boutique shops just a short drive away. Permit Number: RNTL-007165-2017 A car is needed. The City of Encinitas charges an additional 10% TOT tax which I will add to the booking after confirmation. You will receive a request for payment before your arrive and it is separate from your reservation fee. Extra person charge of $25 per night The casita is close to Del Mar race track, Legoland, beaches, hiking, and equestrian centers.

Superhost

Guest house in Rancho Bernardo

4.91 out of 5 average rating, 763 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Top guest favourite

Guest house in La Mesa

4.99 out of 5 average rating, 117 reviews

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

Top guest favourite

Guest house in Escondido

5 out of 5 average rating, 153 reviews

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.

Guest favourite

Guest house in Mission Hills

4.91 out of 5 average rating, 460 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private suite, separate from the house, is perched above the pool (separate from main house), own entrance, room has walkin closet, small fridge, swivel TV, electric fireplace to warm you up. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit and steamed, as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

Guest favourite

Apartment in Pacific Beach

4.98 out of 5 average rating, 167 reviews

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.

Top guest favourite

Home in Greater North Park

5 out of 5 average rating, 118 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.

Top guest favourite

Guest house in San Diego

4.95 out of 5 average rating, 111 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

Top guest favourite

Home in Serra Mesa

5 out of 5 average rating, 221 reviews

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!

Top guest favourite

Guest suite in Bonita

4.88 out of 5 average rating, 350 reviews

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.

Guest favourite

Guest house in La Mesa

4.91 out of 5 average rating, 183 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

Guest favourite

Guest house in Point Loma Peninsula

4.88 out of 5 average rating, 478 reviews

Pool house at Sunset Cliffs, Ocean Beach, Hot Tub!

This is a unique property at the top of Sunset Cliffs within a mile to Ocean Beach! Close to Downtown Gaslamp. The property has a phenomenal entertaining backyard, great for relaxing by the pool during the day, Hot Tub, or sitting by the fire or rooftop bar at night with a glass of wine! Walk down to the bottom of the street and you will find 2 miles of walking trails next to the ocean cliffs!