Holiday rentals with a pool in San Diego County

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Top-rated rentals with a pool in San Diego County

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Top guest favourite
A modern living area features a comfortable sofa adorned with decorative pillows. A flat-screen TV is mounted on the wall above a brick fireplace. Sliding glass doors provide access to a balcony with outdoor seating and views of the surroundings.
Flat in Oceanside
4.96 out of 5 average rating, 277 reviews

Beach Apartment near Oceanside Pier

Clean modern Space with a panoramic view of the harbor and beach! NORTH COAST VILLAGE, located in Oceanside, California, this recently fully remodeled beach dream has 1 Bedroom, 1 bath, sleeps 4, full kitchen, gas fireplace and ocean view balcony G unit offers you a beach resort lifestyle. Amenities at North Coast Village include patios and balconies overlooking the ocean, direct beach access, 24-hour security, a heated pool and jacuzzi, exercise gym room, recreation game rooms, putting greens, fitness center, and an outdoor BBQ grill area supplied with beach toys, beach chairs, beach umbrella, boggie boards, etc. The lush tropical grounds with its waterfalls and soothing koi ponds, make this community a serene place to vacation. Only 45 minutes to Disneyland, 30 minutes to Seaworld, and Legoland is only 10 minutes away, no pets & no smoking. Rental terms: 3 night minimum June thru August $200 Monday-Thursday and $220 Friday-Sunday Holidays and special events $200 to $220 Offer weekly and monthly discounts cleaning fee $150 fully refundable security deposit $300 no pets allowed (URL HIDDEN) You have access to all amenities, pools, barbecues, fitness center and sauna. There is also an event space that can be booked separately. Let us know if you wish to hold an event and we can put you in touch with the management. Please do not hesitate to reach out for any needs, questions, tips while in town. The apartment is in a great complex with a relaxed beach resort vibe. The property is located right by the water. There is a community amphitheater nearby that holds summer outdoor movies and concerts. There are many great restaurants and shops in walking distance. You are close to the train station and bus station. You are close to everything so feel free to travel light. Fast Wifi Cable for Sports and Movies Apple TV for movies, games and music for when you just want to stay in.

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.

Top guest favourite
Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.
Guest house in La Mesa
4.99 out of 5 average rating, 149 reviews

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

Top guest favourite
The kitchen area features a blend of natural stone walls and modern cabinetry. A small dining table with woven placemats is set for two. Essential appliances, including a refrigerator and coffee maker, are visible, alongside dishware neatly organized on the shelf.
Guest house in Escondido
4.9 out of 5 average rating, 122 reviews

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.

Top guest favourite
A view from the balcony showcases a sandy beach dotted with umbrellas and people enjoying the sun. Palm trees line the shore, while gentle waves roll towards the beach. The iconic pier stretches into the ocean, framed by a clear blue sky.
Apartment in Oceanside
4.92 out of 5 average rating, 210 reviews

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.

Guest favourite
A cozy sleeping area features a spacious bed with a striped throw blanket adorned with decorative tassels. A flat-screen TV is mounted on the wall, and a small table is positioned beside the bed. Soft lighting is provided by wall sconces, creating a calm ambiance.
Guest house in San Diego
4.9 out of 5 average rating, 493 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private suite, separate from the house, is perched above the pool (separate from main house), own entrance, room has walkin closet, small fridge, swivel TV, electric fireplace to warm you up. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit and steamed, as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

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
A green, manicured lawn is highlighted with a white gazebo and ornamental garden seating. Towering palm trees flank the scene, while a staircase leads up to a spacious home nestled in the background. Shadows create a gentle pattern on the grass from surrounding elements.
Guest suite in Escondido
5 out of 5 average rating, 175 reviews

French Garden Poolside Retreat -Wine & Safari Park

175 Perfect 5.0 Reviews – Amazing views, peaceful and beautiful guest suite on a French estate in San Diego Wine Country close to the Wild Animal Park. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of the vinyards/mountains situated on the golf course with full access to the pool, spa, covered parking, EV chg. and private European garden park. Beautiful luxury guest apartment with a kitchen, sitting room, bathroom, steam shower/sauna and bedroom.

Guest favourite
An aerial view captures the oceanfront condo alongside the sandy beach, with an expansive coastline stretching below. The surrounding neighborhood features a mix of residential and commercial structures, interconnected by roads and pathways, creating a vibrant coastal community.
Apartment in San Diego
4.86 out of 5 average rating, 188 reviews

Ocean front condo heart of pacific beach

Gorgeous ocean-front condo with amenities galore. In the heart of bustling Pacific Beach, this 1 BR condo has it all: a magnificent, unobstructed ocean view on the 10th floor; steps from the beach, restaurants, shops, and bars; a roomy, delightful living space with floor-to-ceiling windows; a modern, fully equipped kitchen, and parking spot! Leave your worries behind, soak up the sun, check out San Diego’s many attractions — or just kick back and relax in this peaceful, beach-front oasis.

Top guest favourite
Apartment in Oceanside
4.96 out of 5 average rating, 166 reviews

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

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, 144 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.

Top guest favourite
Home in Encinitas
4.98 out of 5 average rating, 488 reviews

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.

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