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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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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, 838 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.

Luxe
Holiday home in Fallbrook
4.99 out of 5 average rating, 150 reviews

Grand Pacifico - Breathtaking views -Infinity Pool

Welcome to the Grand Pacifico. Where peace and serenity meets sophistication, style and luxury. This unique & dreamy one of kind vacation resort is the crown jewel of our Fallbrook/Temecula collections. Enjoy million dollar panoramic views from nearly every room with a cascading infinity pool vanishing into the sunset. Our first review stated : "This is the BEST vacation place we’ve ever stayed at". We invite you to come and see what the buzz is all about. This South Pacific paradise awaits you!

Top guest favourite
Home in Ramona
4.97 out of 5 average rating, 317 reviews

Wine Country Retreat - Tranquility Hottub/Views

Our famed Wine Country Retreat is back online! (LTR for the last year) Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

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

Guest favourite
A wooden deck features a soaking tub, surrounded by a potted plant. Large windows allow natural light into the cabin. The rustic landscape is visible in the background, providing a serene outdoor setting.
Cabin in Ramona
4.8 out of 5 average rating, 143 reviews

Wine Country Cabin Near San Diego - Private

Kick back and relax in this private cabin on 9 acre ranch. It’s a true get away. Come enjoy all the amenities including: Queen bed, full kitchen/bath, spa shower, 9 acres of private trails, intentional spaces, majestic views and a huge deck with a soaking tub to cool you in the summer (June - October). New A/C and heating. Enjoy a 5 minute walk to Milagro Winery and return to Littlepage for the amazing sunset. Or venture 15 minutes to the towns of Ramona, Julian or San Ysabel. Book Now!

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!

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!

Guest favourite
A saltwater infinity pool is illuminated by soft blue lighting, creating a serene ambience at dusk. Views of the surrounding hills and distant city lights are captured in the background, enhancing the tranquil outdoor space.
Home in Escondido
4.93 out of 5 average rating, 107 reviews

Beautiful private oasis in San Diego serene views

Fully gated, private home has 3 bedrooms and 2.5 baths, and offers amazing views.Take a swim in a saltwater infinity pool, or soak in the saltwater hot tub. Help yourself to 8 different fruit trees onsite, or lounge by the outdoor fire pit. Plenty of parking space. Shuffle board table for game entertainment. Walking distance from The Welk Resort, which offers 8 pools, 2 golf courses, a spa and restaurants. Attractions close by San Diego Zoo Safari Park and Temecula wineries.

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, 191 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
A lakefront home is framed by lush palm trees and vibrant greenery. Soft hues of sunset illuminate the structure's large windows, reflecting a serene ambiance. Swans glide gracefully on the water, enhancing the tranquil lakeside setting.
Home in San Marcos
4.9 out of 5 average rating, 108 reviews

Lake House 1475 San Diego on the lake

Gorgeous San Diego lake resort, driving distance to the Ocean, 1.5 hours from Disneyland, 40 minutes from Sea World, 20 minutes from Wild Animal Park, 15 minutes from Legoland, 45 minutes from San Diego Zoo If you have a family this a great place to stay If you are a retired couple, this is a great place to stay If you are getting married and looking for an amazing place to have a wedding Lake San Marcos is a gorgeous venue and our house is very close to the resort

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