
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.

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.

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!

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!

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

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!

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.

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!

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!

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.

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.

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)

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
Popular amenities for San Diego County rentals with a pool
House rentals with a pool

The Queen House

Cozy University Heights Cottage

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Designer Luxury Rental With Pool

Hilltop 2200sqft Oasis: Pool, Views, BBQ

Luxe Home w. Serene Backyard Spa

EV Tesla Charger。Pool。 Hot Tub。Single Family Home

Infinity Pool & Spa-Private-Endless Views-Luxury
Apartment rentals with a pool

Studio Condo at Wave Crest Resort

*Beach Break* Oceanfront/Balcony/Walk Everywhere

Bay View Condo in Pacific Beach

Centrally located n UCSD/ utc-laJolla

Ocean Views from Patio on the Pacific!

Couples Retreat Beachside Studio, King Bed

The Endless Summer Condo!

Spacious 2 BR w/ Free Parking & WiFi
Other holiday rentals with a pool

Fun and relaxation in the same location.

Lux Villa: Heated Pool, Sauna, & Gym

The Little House in the Oaks

Cottage On The Greens - Stunning Golf Course Views

Breathtaking Ocean, Bay, City & Petco Park Views

San Diego hilltop retreat

Luxury Escape | Heated Pool/Spa • Views + Events

Sunset house
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- LEGOLAND California
- Oceanside City Beach
- San Diego Convention Center E Ent
- SeaWorld San Diego
- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
- Ocean Front Walk
- Torrey Pines State Beach
- Tijuana Beach
- Coronado Beach
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- Balboa Park
- Pechanga Resort Casino
- San Diego Zoo
- PGA WEST Private Clubhouse
- Liberty Station
- Moonlight State Beach
- PGA WEST Nicklaus Tournament Course
- Anza-Borrego Desert State Park
- Belmont Park
- Oceanside Harbor
- Sesame Place San Diego
- Monterey Country Club
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- Things to do California
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