
Vacation 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

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool
2021 CUSTOM guesthouse with pool in Hillcrest/San Diego Zoo/Balboa Park /Marston Hill area.Full kitchen , a queen bed, a queen sleeper sofa & crib. Full bath, indoor/outdoor dining, WiFi, smart TV, pool, AC/heating, BBQ& free parking. Walking to restaurants/bars/shops/stores (Trader Joe's, Ralph's & Whole Foods). Under a mile to Farmers Market. Minutes' drive to all San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play Crib, crib mattress & cover are provided

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!

Cozy Spanish Casita w/ Mountain View in Ramona
Perfect getaway for wine lovers and hikers in this serene spanish ranch style casita with beautiful orchard & mountain views! Enjoy visiting Ramona's local wineries, hiking Mt. Woodson or Iron Mountain, swimming in the pool, stargazing, golfing, a day trip to Julian, or San Diego Wild Animal Park. The Casita has one private bedroom with a king bed and a cozy upstairs loft with a full bed located in a second room. Casita sits on top of a hill with the main house. Please read entire listing.

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.

Ocean Views from Patio on the Pacific!
Patio on the Pacific has beautiful ocean views from the living room, master bedroom, and balcony. On a nice day in Oceanside, you can enjoy the sailboats going by on the Pacific from the couch! To relax and recharge, use the buildings pools and spas or enjoy the 5 min walk to the beach + strand. Enjoy working here with 200mbps Internet and a dedicated desk in the bedroom. Our condo is a corner unit on the top floor (accessible via elevator) of building G in the North Coast Village.

Upscale condo with Rooftop Deck & Ocean View!
Our upscale unit is a 3rd floor 'penthouse' in the "A" building on the south side of North Coast Village. It has a fantastic view of the surf, sand and the Oceanside Pier from your large dedicated rooftop balcony! There's a beautiful, fully upgraded kitchen, a king in the master and a queen sleeper sofa in the LR. Upstairs is a large & open loft bedroom with a queen Murphy bed, a breakfast nook and a 75” TV. And did we mention your new happy place, that fabulous rooftop deck?

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.

Tranquil Poolside Studio
Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.
Popular amenities for San Diego County rentals with a pool
House rentals with a pool

3BR Urban Oasis with Pool and Hot Tub in San Diego

Luxurious Midcentury Home, Private Pool at DeAnza

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

Lionhead - Private Boutique Home

Resort Style Home with Hot Jacuzzi & Relaxing Pool

Luxe Home w. Serene Backyard Spa

Upscale Resort House /Views, Saltwater Pool/Spa !

Retreat:GameRoom/PuttGreen/Volleyball/Pool/HotTub
Condo rentals with a pool

Studio Condo and Wave Crest Resort

Ocean front condo heart of pacific beach

Beachfront 1BR Condo | Pool | Hot Tub | Sleeps 4

Centrally located n UCSD/ utc-laJolla

Oceanside Beach & Oceanview condo newly remodeled

Enchanted Ocean Sunsets

Beautifully remodeled 10th floor oceanfront condo

✻Beautiful & Spacious Oside Oasis Family Retreat✻
Other vacation rentals with a pool

Lovely Guesthouse in garden setting

Fun and relaxation in the same location.

Peaceful Valley Ocean View - Restful and Relaxing

Studio Chalet in the Hills of Vista

Oceanfront Sky View - Pacific Beach Condo

Gorgeous Ocean Views with A/C!

Jamul Hacienda | Couples Retreat | Pool & Views!

Rancho Relaxo / Spacious Detached Guest House
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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
- Tijuana Beach
- Pacific Beach
- Coronado Beach
- Balboa Park
- Pechanga Resort Casino
- San Diego Zoo
- PGA WEST Private Clubhouse
- Moonlight State Beach
- Liberty Station
- Belmont Park
- Anza-Borrego Desert State Park
- PGA WEST Nicklaus Tournament Course
- Oceanside Harbor
- Sesame Place San Diego
- Coronado Shores Beach
- Monterey Country Club
- Things to do San Diego County
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