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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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Top guest favourite
A charming tiny cabin is depicted, featuring a wooden exterior and several windows. A small wooden deck is surrounded by potted plants and flowers, with a seated area. A friendly dog rests on the deck, enjoying the sunny outdoor setting.
Tiny home in Rainbow
5 out of 5 average rating, 459 reviews

The Tiny Cabin - Coral Tree House

*Owners live on site, are available to answer questions and provide assistance, but give guests their privacy. *The sleeping porch is not heated. *Cooking is limited. *There are 3 rentals on the property. All have access to the pool/jacuzzi. *Riley, the world's sweetest dog, lives on the property. *Parents, the pool is unfenced and there are no vertical posts in the stair railings. *To preserve the peaceful atmosphere, only registered guests are allowed on the property. *No pets. *No smoking.

Top guest favourite
The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.
Guest house in Jamul
4.98 out of 5 average rating, 101 reviews

San Diego Mountain Retreat

3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

Top guest favourite
A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.
Farm stay in Lakeside
4.96 out of 5 average rating, 390 reviews

The Outside Inn at The Tipsy Goat Ranch

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

Top guest favourite
Holiday home in Escondido
5 out of 5 average rating, 139 reviews

Plateau Retreat | Panoramic View | Close Safari Park

This is an estate that rivals its surrounding beauty by its wonderful views, and comforting rooms. This property invites guests to spend their days hanging out at the pool, having a friendly competition playing foosball, and even gazing at the starry night sky at dark at the campfire! Go outside to relax in the comforting hot tub! In the morning, the view is a stunning European country style view, while at night it is a glamorous city view. This is the perfect place to go for family trips!

Guest favourite
A scenic view captures lush hillsides and a calm lake under a clear sky, with a rainbow arching gracefully over the landscape. Green vegetation sprawls across the area, adding vibrancy to the tranquil scene.
Guest house in Escondido
4.91 out of 5 average rating, 840 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you'll feel a million miles away as you take in the stunning views, enjoy morning coffee on the deck, refresh in the saltwater pool, indulge in a moonlit outdoor shower, relax & recharge with a poolside massage, or sip wine by the fire bowl. A short walk to lake w/boating, fishing & miles of hiking & biking trails. Great restaurants, SD Zoo Safari Park, wineries, breweries, & ocean beaches all nearby.

Top guest favourite
A serene outdoor area features comfortable wooden chairs beside a pool, surrounded by landscaped gardens. A pergola provides shade over a small table, inviting relaxation. Clear blue skies enhance the tranquil atmosphere, and the distant view includes lush greenery and distant structures.
Farm stay in Santa Ysabel
5 out of 5 average rating, 143 reviews

Adobe Acres Ranch House

Behind the gates of our modern adobe ranch house is your private oasis while still being steps away from the vibrant but quaint little town of Wynola. Just minutes from Main Street Julian + walking distance to Julian Station with food, Julian Hard Cider, and antique shops. Skip the pie lines in Julian-- walk out your front door to get your goodies at our across-the-street neighbor, Mom's Pie! Combine it with our private Adobe Acres Ranch Casita for the ultimate private mountain retreat!

Top guest favourite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guest house in San Diego
4.97 out of 5 average rating, 145 reviews

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

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

Guest favourite
A dining space features a round table with four white chairs, complemented by a potted plant. Large glass doors slide open to reveal expansive views of the backyard, pool, and surrounding hills, with soft evening light illuminating the scene.
Home in Spring Valley
4.96 out of 5 average rating, 192 reviews

Upscale Resort House /Views, Saltwater Pool/Spa !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

Guest favourite
Home in Oceanside
4.98 out of 5 average rating, 131 reviews

Group Getaway near Beach—Pool, Hot Tub, Sauna, Gym

Welcome to "South O"asis, South Oceanside's peaceful poolside escape! You'll chill by the pool during the day & soak in the hot tub at night. Energize yourself with our sauna & gym before relaxing on the sand at nearby beaches. Nestled conveniently between Carlsbad & Oceanside's beaches and pier, our quiet "South O" neighborhood boasts food markets, coffee shops, & restaurants, all within walking or biking distance. Use our bikes touring the coast, making memories!

Top guest favourite
Guest suite in Fallbrook
4.99 out of 5 average rating, 232 reviews

Fallbrook-Mountain Rim Retreat-Endless Views

Enjoy views to the ocean, atop a secluded mountain retreat with 52 acres of private hiking trails. Look out on the private waterfall lagoon pool and sip coffee among acres of fruit and palm trees. Or enjoy the attached, indoor bouldering/yoga room before you start your day. In the evenings enjoy amazing sunsets while relaxing by the gas fire pit. The views are amazing and endless. Follow us on social media for photos/updates-search mountain rim retreat.

Top guest favourite
A spacious living area features a light-colored couch and a cozy daybed, enhancing comfort. Natural light floods the room through large glass doors, which open to the outside. A wooden coffee table sits in the center, and inviting artwork adds a touch of character.
Guest house in Temecula
4.96 out of 5 average rating, 251 reviews

Cozy Studio Near Temecula Wineries!

Come get away from it all at this private and cozy retreat in the heart of the gorgeous Temecula Wine County. This is a one bedroom, one bath guest studio detached from the main house with a private entrance. Wake up to the sound of birds chirping with an amazing view of the sunrise. Enjoy a hot cup of coffee and watch as the hot air balloons fill the backyard above. Shared pool area in backyard, no hot tub use. PERMIT #003430

Superhost
A large, inviting swimming pool features a curved design with clear blue water. Stone accents outline the pool, and a jacuzzi is positioned nearby. Lush greenery and rock formations enhance the space, while lounge seating is arranged on the surrounding patio.
Guest house in Spring Valley
4.88 out of 5 average rating, 216 reviews

San Diego family bungalow!

The bungalow is close to all of the famous San Diego iconic activities. Most are within 20 minutes of the bungalow. Mountains and fishing are less than 1 hour away, desert is 2 hours away and Disneyland is 1 1/2 hours away. You will love our bungalow. It is the perfect place for a family vacation. The pool, trampoline, play structure are wonderful and you don't need to drive anywhere. It is impossible to heat the pool.

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