Holiday rentals with a pool in San Diego County

Find and book unique homes with a pool on Airbnb

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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Guest favourite

Guest suite in Encinitas

4.98 out of 5 average rating, 429 reviews

Spacious Casita with 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.

1–8 Sep

$461 SGD per night

Guest favourite

Guest house in Escondido

4.92 out of 5 average rating, 638 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.

12–19 Aug

$233 SGD per night

Guest favourite

Guest suite in San Diego

4.84 out of 5 average rating, 276 reviews

Amazing View, Pool, 1BR w/ full kitchen & sofa bed

Recent major renovations include a full-kitchen. Separate apartment within a house (the 1st floor of a 3-story house; this is not a space for partying as we live upstairs and you will hear footsteps). Quiet hours at 10pm. Private entrance. 1 bedroom w/queen, 1 queen sleeper-sofa, full bath, full kitchen, wonderful view of hot air balloons at sunset. Hot tub is not available for guests. LGBT-friendly. Multicultural Ally. 24-hour check-in. 7 m. to the beach, 20 m to downtown. No smoking, no pets.

17–24 Oct

$162 SGD per night

Guest favourite

Guest house in San Diego

4.93 out of 5 average rating, 122 reviews

Modern Guest House with pool, steps to SDSU

Casita within easy walking distance to SDSU, Viejas Arena, Cal Coast Credit Union Open Air Theatre, shops, and transit. Casita includes Tempur-Pedic Queen bed and a love seat which converts to twin bed. Enjoy the peaceful canyon side garden, firetpit and pool, or relax in the hammock. Panoramic door opens completely to let in our wonderful weather and the view. Note: Pool is heated with a solar cover, comfy for swimming APR-OCT. Max 3 guests, no children/infants due to unfenced pool.

7–14 Oct

$167 SGD per night

Guest favourite

Apartment in San Diego

4.99 out of 5 average rating, 106 reviews

Luxury Oceanfront Condo with Unbelievable Views

Welcome to your Oasis! You will be completely in awe of the breathtaking views that Sunset Pacifica has to offer. This fully renovated condo features two ensuite bedrooms decorated with the beachy SoCal vibe you are looking for. Centrally located on the boardwalk and just minutes to La Jolla, Downtown, the famous SD Zoo, Embarcadero, restaurants, bars and entertainment. There is so much to do here or just lounge around poolside or on the sandy shores of the beautiful Pacific Ocean.

11–18 Sep

$1,006 SGD per night

Guest favourite

Tiny home in Escondido

4.94 out of 5 average rating, 225 reviews

Sunrise View Chateauette

Covid-19 vaccinations required. Located in picturesque San Pasqual Valley. Along with host and her husband, 3 friendly dogs & a dozen hens roam on this fully fenced 2 acre hobby farm & mini orchard. Infinity pool & hot tub w/ panoramic views of surrounding mountains. Minutes to historic Old Escondido, San Diego Safari Park, Stone Brewery, boutique wineries, trails and Lake Hodges. Mins to hwy, 30 minutes to San Diego, beaches and Airport. 25 minutes to Temecula wine country.

3–10 Oct

$147 SGD per night

Guest favourite

Campervan/Motorhome in La Mesa

4.97 out of 5 average rating, 180 reviews

“Pineapple Express”

Aloha! If your looking for a relaxing & mellow vibe, We invite you to stay the night in our cozy 1948 16ft Travelo travel trailer, “The Pineapple Express” Enjoy your private pool and hot tub, behold a beautiful San Diego sunset from the hillside deck or pull up a stool at the Tiki Bar for your morning coffee. We now have an outdoor gas grill, hot water pitcher, microwave, mini fridge and utility sink for food prep! Hablamos español Deaf friendly 🏳️‍🌈. Alycen ASL fluent.

28 May – 4 Jun

$124 SGD per night

Guest favourite

Townhouse in Encinitas

4.98 out of 5 average rating, 112 reviews

Gorgeous Ocean Views with A/C!

Large twin home, ocean views, 2 minute walk down to the beach! 2 bedrooms plus bonus room. Watch the dolphins and listen to the waves. Experience the ultimate beach life in charming Leucadia, Encinitas. Located in the guard gated community of Seabluffe, enjoy heated pool, jacuzzi, brand new Tennis/Pickle Ball courts & beach access. Stocked with beach, entertaining, kids/baby supplies to make travel easier. Close to great restaurants, cafes & attractions!

27 Sep – 4 Oct

$706 SGD per night

Guest favourite

Guest house in San Diego

4.91 out of 5 average rating, 413 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private guest suite, separate from the house, is perched above the pool (separate building from main house), own entrance; sure to provide privacy. 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 with Clorox as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

17–24 Oct

$140 SGD per night

Guest favourite

Guest house in San Diego

4.94 out of 5 average rating, 333 reviews

The BEST NEST Clean, peaceful, private, affordable

This lovely private & separate unit is comfortable, clean and convenient. Your completely private suite is accessible via your own entrance. Minutes from major attractions, away from the hustle and bustle. Newly remodeled living room and FULL kitchen. Located in a nice neighborhood just off major freeways. Sip your morning coffee, relax and enjoy the gorgeous San Diego weather in the quaint, outdoor garden.

20–27 Feb

$154 SGD per night

Guest favourite

Guest suite in Valley Center

4.91 out of 5 average rating, 141 reviews

Hilltop Hideaway. Incredible Mountain Views

This quaint two story guest house comes complete with stunning Mountain View’s. Enjoy the beautiful sunset each night sipping on a glass of wine while lounging by the pool on a summer night. The space is a great couple getaway destination. The entire backyard pool area is designated just for you! I respect your privacy and will be available upon request.

23–30 Sep

$149 SGD per night

Guest favourite

Farm stay in Oceanside

4.94 out of 5 average rating, 416 reviews

Lake View Modern Farm House Retreat

Modern farm setting with a cool ocean breeze. Adjacent to 500 acre park for all your outdoor activities. 7 miles to the Oceanside harbor. Beautiful scenic views in the country but just minutes to town and beach. Enjoy all the amenities you need for a restful stay with tree top views and occasional farm animals overlooking the lake. Animal lovers a must.

15–22 Apr

$188 SGD per night