Holiday rentals with a pool in San Diego County

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Top-rated rentals with a pool in San Diego County

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, 478 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.

Guest favourite

Guest house in Escondido

4.91 out of 5 average rating, 791 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, 131 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

Cottage in Pauma Valley

5 out of 5 average rating, 193 reviews

La Casita at Quixote Farm

You need a rest. See you soon™️ Since 2022, Quixote Farm has become a beloved getaway for countless guests who have returned time and again to enjoy the farms uniquely restorative effects. Modeled after a European farmstay, guests love walking in the orange groves, visiting with the rescue animals, shopping in the farmshop, enjoying a beautiful breakfast, or taking in our very popular sunset and charcuterie experience. Note:European Farmstays are exactly that: A family farm. Not a 5-star resort.

Top guest favourite

Guest house in Escondido

5 out of 5 average rating, 166 reviews

Infinity Poolside Apt. In San Diego Wine Country

162 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.

Top guest favourite

Apartment in San Diego

4.98 out of 5 average rating, 177 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.

Superhost

Guest house in Escondido

4.89 out of 5 average rating, 101 reviews

Secluded Casita in Wine Region

The Casita is a separate building next to our home. It's unique design with saltillo tile and natural stone kitchen gives it lots of character. You will enjoy a private bedroom and separate living space in this 1 bedroom unit! Less than half a mile from Orfila winery, and less than 8 miles to San Diego's incredible wine region. You will have a private patio with access from french doors in your unit. There is a bbq, firepit and pool in our shared back yard space, available upon request.

Guest favourite

Guest house in San Diego

4.97 out of 5 average rating, 189 reviews

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.

Top guest favourite

Guest house in La Mesa

4.99 out of 5 average rating, 102 reviews

Private Balcony! Sunset & SunriseVIEWS!

~PANORAMIC VIEWS~ ~PEACEFUL & PRIVATE~ ~CENTRAL LOCATION~ ~XL BALCONY~ ~POOL/SPA ADD ON PACKAGE~ OCEAN, Mountain, Harbor, & Valley views~to Pt Loma & Coronado! Historic Mt Helix neighborhood. Balcony with panoramic views~ an outdoor living space! Private entrance, 1 Driveway parking space Ask about our POOL/SPA/LOUNGE-available as an ADD ON fee package only~Scroll down for details on EXTRA deposits/fees & approval terms that apply NON SMOKING/VAPING property indoor & out

Top guest favourite

Guest house in San Diego

4.96 out of 5 average rating, 123 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 Escondido

4.97 out of 5 average rating, 172 reviews

Southern California Luxury in Quiet Neighborhood

3,000 sq. ft. home with three bedrooms, large and spacious, with heated (upon request) pool in quiet neighborhood with views. Close proximity to grocery stores and gas stations, Starbucks and 7-11. Minutes away from freeway access (15 & 78). 30 minutes or less from wine country in Temecula, Safari Park, San Diego Zoo, Sea World, Legoland (40), beaches, San Diego. world class golf courses, Stone Brewery. Escondido has beautiful climate year-round.

Top guest favourite

Home in La Mesa

4.99 out of 5 average rating, 104 reviews

Paradise Lagoon Resort Style Pool Getaway

A unique one-of-a-kind poolside oasis with a tiki bar and spacious 4-bedroom house Welcome to Paradise Lagoon! This stunning home is the perfect place to relax and unwind with your family and friends. With its private pool (*best in San Diego), tiki bar, game room, and roomy 4-bedroom layout fit for multiple families, you'll never want to leave. Come make some magical memories with family and friends in your own resort style vacation home.