
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.

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.

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

Secluded Casita in Wine Region
The Casita is a separate building next to our home. Its unique design with saltilo tile and natural stone kitchen gives it lots of character. You will enjoy a private bedroom and separate living space. Close to Orfila winery, and San Diego's incredible wine region. You will have a private patio with access from french doors in your unit. There is a bbq and pool in our shared back yard space, available for our guests only, upon request. This space is not offered for parties, or gatherings, sorry.

Couples Retreat Beachside Studio, King Bed
Take a walk on the beach in the morning, play in the sand all day, and then jump into the pool before dinner and relax on the balcony at sunset. Our studio has all the amenities you'd need to feel right at home. The property has a large gym with saunas, 2 salt water pools and hot tubs, a ping pong table, and beach access. We have a fully equipped kitchen to make a beautiful meal or BBQ down near the pool, even order take out from one of the many highly rated restaurants near by for a picnic.

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!

Casa De Colores
Need some color in you life? Come stay in our one of a kind home- groovy wall mural, bright decor, rainbow speckled floors. Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture Our property also offers the ultimate in convenience: - Acclaimed restaurants and cafes are just minutes away - Close to the Airport, Zoo, Balboa Park, and Downtown - Close to many world-class beaches

Oceanside California Vacation Rental
Oceanside, California's Top Vacation Rental Location. North Coast Village is a beautiful BEACHFRONT complex located next door to the Oceanside Harbor, with quaint Cape Cod-style shops and a variety of restaurants. Activities available at the harbor include boat and jet-ski rental, sailing lessons, whale-watching tours, deep-sea fishing adventures, and more. Short walk to the Pier and a variety of shops and restaurants. You will never be bored in Oceanside. Managed by BrooksBeachVacations

Resort-Style Living, Pool, Close to All San Diego
Nestled in a quiet, discreet neighborhood, our private air-conditioned studio offers a safe & serene retreat. Attached to a stunning ranch-style executive home, it features an amazing pool for your relaxation. We are conveniently located a short distance away from the Gaylord Convention Center, the Olympic Training Center, downtown San Diego, Comic-Con, major attractions, concert venues, beaches, airport & Mexico. Enjoy a complimentary butler tray that includes coffee, tea & snacks.

Buena Creek Vista | Main House • Subdivided • Pool
Enjoy this private 1,050 sq ft 2BR/2BA lower-level suite on our secluded 1-acre hillside estate in San Marcos. Features a private patio with beautiful mountain views, renovated bathrooms, a convenient kitchenette, and an in-unit laundry room (no living room). Hosts live upstairs (the home pictured is sub divided entirely with no shared living spaces). The saltwater pool and spa are shared with the detached guest house 100 ft away, which can also be rented separately (inquire with hosts)

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.

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

Lux Casita with Pickleball & Resort Amenities
Escape to this inviting Casita, where bright white walls and French doors fill each room with light and warmth. Thoughtfully furnished and full of charm, it offers a serene retreat with private resort-style amenities, including a tennis court, pool, and lush gardens. Step outside to hiking and biking trails, then return to cozy comfort. An optional second suite provides extra space for a relaxed, luxurious stay.
Popular amenities for San Diego County rentals with a pool
House rentals with a pool

Luxurious Midcentury Home, Private Pool at DeAnza

Entertainers Dream Pool Home

Surf Cottage w/Pool & Firepit 10min from the beach

Luxury Retreat W/ Views: Golf, GameRoom, Pool, Spa

Designer Luxury Rental With Pool

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Luxe Home w. Serene Backyard Spa

Upscale Resort House /Views, Saltwater Pool/Spa !
Condo rentals with a pool

Upscale condo with Rooftop Deck & Ocean View!

One Bedroom Ocean Front Condo!

Enchanted Ocean Sunsets

✻Beautiful & Spacious Oside Oasis Family Retreat✻

🌴La Costa Resort Château🌴 Luxury Suite for 2

The Coast Getaway

2 Bd Poolside Condo in Beachfront Community!

Windows to the Ocean
Other holiday rentals with a pool

Fun and relaxation in the same location.

Cute, clean private studio. Close to the beach!

Beach Apartment near Oceanside Pier

Cozy and relaxing beach vibe 1 bedroom condo

Cottage On The Greens - Stunning Golf Course Views

Oceanfront Sky View - Pacific Beach Condo

Jamul Hacienda | Couples Retreat | Pool & Views!

*KING BED* Adorable 2bd 2ba condo, very Central
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- Oceanside City Beach
- LEGOLAND California
- San Diego Convention Center E Ent
- SeaWorld San Diego
- University of California-San Diego
- Petco Park
- San Diego Zoo Safari Park
- Torrey Pines State Beach
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- Pechanga Resort Casino
- San Diego Zoo
- PGA WEST Private Clubhouse
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- Liberty Station
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- PGA WEST Nicklaus Tournament Course
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