Vacation rentals with a pool in San Diego

4.99 out of 5 average rating, 164 reviews

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.

Guesthouse in La Mesa

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

4.87 out of 5 average rating, 393 reviews

The outdoor area features a spacious salt-water pool surrounded by natural rock formations and tropical palm trees. A jacuzzi is located nearby, and the peaceful setting offers ample space for relaxation and enjoyment of the sun.

Guesthouse in Coronado

Coronado Island Pool Cottage

2 blocks from the Beach, the Cottage offers a peaceful, clean & private stay with exclusive use of the pool, jacuzzi, bikes, beach items, surfboards, deck chairs, Cable TV & Wifi. 3 rooms: QUEEN BEDROOM has AC, heater, ironing, hangers & 8 foot mirrors. LOUNGE ROOM has AC, heater, QUEEN sofa-bed, Cable TV, microwave, fridge/freezer, toaster, cutlery, coffee/tea, & bottled water. BATHROOM has walk-in shower, all toiletries & towels. BEFORE BOOKING, please click/read the “SHOW MORE" details here:

4.99 out of 5 average rating, 178 reviews

A bright living space features a warm wooden ceiling and large windows. A comfortable orange sofa is paired with a wooden coffee table on a patterned area rug. The kitchen, visible in the background, includes modern appliances and white cabinetry, enhancing the cozy atmosphere.

Home in Hillcrest

1 bedroom, 1 bath /Hillcrest/San Diego Zoo/Balboa

One bedroom, one bath with a pool in the Hillcrest/San Diego Zoo/Balboa Park /Marston Hill area. Full kitchen, queen bed, queen sleeper sofa & crib. 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). Walking to the Farmers Market. Minutes' drive to all San Diego beaches. No rent for children under 3, only a $95/stay flat fee. High chair, Pack & Play Crib, crib mattress & cover are provided

Guesthouse in Rancho Santa Fe

A spacious outdoor area features a pool and spa surrounded by tropical landscaping and palm trees. Sunlight reflects off the water's surface, creating a serene ambiance. Comfortable seating is arranged nearby, enhancing the inviting atmosphere of the space.

4.99 out of 5 average rating, 182 reviews

Rancho Relaxo / Spacious Detached Guest House

Welcome to your peaceful getaway! Perfect for 2 guests. We live onsite, but you will have privacy plus a friendly vibe. Enjoy a king bed, steam room, jacuzzi, and pool. Relax by the fire pit, fully stocked kitchen, premium TV channels. Wireless internet. Quiet, secure, and secluded. Close to Rancho Santa Fe Village, Del Mar Fairgrounds and Race Track, shopping, beaches, golf, and more! No parties or loud gatherings. We welcome mature, polite guests who appreciate a calm stay. Limit 2 guests.

4.82 out of 5 average rating, 191 reviews

A tiny house is nestled in a hillside, surrounded by lush greenery and cacti. The wooden structure features a spacious deck with seating, and large windows that invite natural light. Scenic mountain views are present in the background, enhancing the tranquil setting.

Tiny home in Escondido

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

5 out of 5 average rating, 182 reviews

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

French Garden Poolside Retreat -Wine & Safari Park

180 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.

A bright living room features large glass doors opening to breathtaking ocean views. A comfortable white sectional sofa is surrounded by two plush armchairs. Wall art and a round coffee table enhance the inviting atmosphere, while a potted plant adds a touch of greenery.

4.99 out of 5 average rating, 207 reviews

Luxury Oceanfront Condo with Unbelievable Views

Welcome to your oasis! Prepare to be awestruck by the breathtaking views at Sunset Pacifica. This fully renovated condo features two ensuite bedrooms with the beachy SoCal vibe you desire. Ideally located on the boardwalk, you're minutes from La Jolla, Downtown, the San Diego Zoo, Embarcadero, and top restaurants, bars, and entertainment spots. Whether you're in the mood for exploration or relaxation, you'll find it here- lounging poolside or on the sandy shores of the stunning Pacific Ocean.

4.97 out of 5 average rating, 155 reviews

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.

Guesthouse in La Mesa

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Home in University Heights

A colorful living area features a vibrant blue couch adorned with decorative pillows. A round white coffee table sits prominently on a multi-colored rug, while a television is mounted above a red cabinet. Artwork and framed prints decorate the pink walls, enhancing the playful ambiance.

4.95 out of 5 average rating, 115 reviews

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

4.94 out of 5 average rating, 186 reviews

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit

The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.

4.96 out of 5 average rating, 101 reviews

The exterior of the guest house is showcased, featuring a distinctive green roof and large windows. A spacious patio area is seen in front, accompanied by a relaxing swimming pool that curves around a stone structure.

Guesthouse in San Marcos

Somerset Cottage romantic getaway with spa & pool

You will be staying on a 4 acre property in your own private guest house. Over 1,000 square feet of studio space, a best fit for 2. There is a sofa bed. Private Parking and entrance. 1 Cal King Bed, 1 Sofa Bed, 1 Bath, Kitchenette( No oven or dishwasher), Pool Table, Ping Pong Table. You will have private use of the swimming pool and patio area. Romantic and relaxing. Close to Cal State San Marcos. Surrounded by nature and wild life but minutes to freeway and shopping.

4.85 out of 5 average rating, 105 reviews

Home in La Mesa

Mountain View• Solar-heated Pool •HotTub •GameRoom

☀️Welcome to our fun, newly updated home in a quiet, secure neighborhood in La Mesa ☀️ 🌊Swim in our beautiful blue, solar-heated pool while enjoying an elevated mountain view, perfect for relaxation and fun. Unwind in our fantastic game room, equipped with a pool table, arcade machines and pop-a-hoop, offering endless entertainment for guest at all age. End the day in our in-home movie theater, where you can enjoy your favorite films in ultimate comfort. ☀️

Popular amenities for San Diego rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 21 reviews

NEW! Hot Tub/Pool/Fire Pit/10 Mins to Beach

4.92 out of 5 average rating, 108 reviews

A spacious outdoor patio showcases a private pool and hot tub, surrounded by comfortable seating and a fire pit. An activity area features games such as foosball and cornhole, with lounge chairs positioned for relaxation. Lush green landscaping complements the inviting space.

Home in Bay Park

Modern Central SD Home w/ Pool & Spa Near Beach

Home in Greater North Park

An inviting outdoor space is framed by a wooden pergola, showcasing a clear blue sky above. The heated saltwater pool reflects sunlight, while comfortable lounge chairs are positioned nearby. A covered area with an umbrella offers shade, enhancing relaxation in this tranquil retreat.

4.95 out of 5 average rating, 21 reviews

North Park Craftsman Oasis with Pool

4.93 out of 5 average rating, 103 reviews

A private hot tub is set beside a sparkling pool, surrounded by palm trees and lush landscaping. Bright blue skies create a sunny atmosphere, while an expansive green lawn offers ample space for outdoor activities. The gazebo in the background enhances the inviting outdoor space.

Home in Solana Beach

Luxury San Diego 5 Bedroom Oasis

4.93 out of 5 average rating, 138 reviews

A living room features a luxury hanging chair suspended from the ceiling. Natural light filters through sheer curtains, illuminating a cozy seating area with a plush sofa and wooden coffee table. A 50” television is mounted above an elegant fireplace, enhancing the room's comfort.

Home in City Heights

Designer Luxury Rental With Pool

4.96 out of 5 average rating, 206 reviews

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

Upscale Resort House /Views, Saltwater Pool/Spa !

4.94 out of 5 average rating, 16 reviews

A private balcony features a round wooden table surrounded by four wicker chairs, offering an unobstructed view of the ocean. The glass railing complements the modern design, providing a clear line of sight to the sandy beach and gentle waves beyond.

Home in Solana Beach

SurfSong Dream - Beachfront

4.97 out of 5 average rating, 118 reviews

A well-appointed backyard features a heated pool with a waterfall, surrounded by palm trees and lounge chairs. An outdoor dining area is under a covered gazebo, providing a view of the landscaped space. Soft evening light hints at a serene atmosphere.

Home in Spring Valley

Tropical Oasis: spa, solar heated pool, waterslide

Condo rentals with a pool

4.89 out of 5 average rating, 534 reviews

A circular pool is surrounded by lounge chairs and vibrant green umbrellas, offering shade and comfort. In the background, the Pacific Ocean is visible, with a clear blue sky above and a few birds flying. Lush landscaping enhances the outdoor space.

Condo in Del Mar

Studio Condo and Wave Crest Resort

A dining area features a round table with high wooden stools, set against a large arched window showcasing views of the neighborhood. A chalkboard on the wall offers a welcoming message, complemented by light-colored walls and wooden flooring.

4.98 out of 5 average rating, 104 reviews

Ocean-Bay-Sunset View Condo in Pacific Beach!

An arched window frames a serene view of palm trees and distant hills at dusk. The soft hues of a fading sunset create a calming atmosphere. Neighborhood rooftops are visible below, with twinkling lights in the distance hinting at urban life.

4.96 out of 5 average rating, 129 reviews

Bay View Condo in Pacific Beach

4.83 out of 5 average rating, 133 reviews

Wooden benches are arranged along a railing, offering views of the ocean. A palm tree and planters filled with flowers enhance the serene outdoor space. The clear blue sky contrasts with the calm ocean waters, creating a peaceful setting for relaxation.

Condo in Solana Beach

Del Mar Beach Club-AC, pool,jacuzzi,tennis, views!

A wooden deck provides a vantage point overlooking the sandy beach and ocean. The distant condo buildings line the shore, with pedestrians enjoying the beach and pier visible in the background. The scene is illuminated by warm sunset light, enhancing the coastal atmosphere.

4.83 out of 5 average rating, 205 reviews

One Bedroom Ocean Front Condo!

4.93 out of 5 average rating, 219 reviews

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.

Condo in Oceanside

Couples Retreat Beachside Studio, King Bed

A bright and airy living room features large floor-to-ceiling windows showcasing expansive ocean views. Comfortable seating arrangements consist of a plush sofa and armchairs, accented by light decor. A coffee table sits at the center, complemented by side tables with lamps, fostering a relaxing atmosphere.

5 out of 5 average rating, 124 reviews

The Endless Summer Condo!

A bright living area features a large window with ocean views and light blue skies. A wooden coffee table rests on a patterned rug, surrounded by comfortable seating. A flat-screen TV is located on a white media console, enhancing the room's modern look.

4.97 out of 5 average rating, 193 reviews

Beautifully remodeled 10th floor oceanfront condo

Other vacation rentals with a pool

Apartment in Downtown San Diego

4.94 out of 5 average rating, 35 reviews

Fun and relaxation in the same location.

A spacious living area features high ceilings and large windows, allowing natural light to fill the space. Two comfortable couches are arranged around a circular coffee table on a patterned rug. A staircase leads to a mezzanine level, while greenery adds a touch of nature.

5 out of 5 average rating, 18 reviews

Iconic Waterfall House

5 out of 5 average rating, 15 reviews

Home in Pacific Beach

Heated Pool | Steps to Bay | Roofdeck & Parking

5 out of 5 average rating, 4 reviews

San Diego Pool Home Oasis | Large Backyard Retreat

Apartment in Downtown San Diego

A spacious living area features large floor-to-ceiling windows showcasing a partial city and bay view. A comfortable navy blue sofa, adorned with an orange throw pillow, faces a mounted 65-inch smart TV. A round coffee table and stylish dining area are visible, enhancing the contemporary feel.

5 out of 5 average rating, 37 reviews

Downtown Escape I Free Garage Parking

5 out of 5 average rating, 4 reviews

Condo in Del Mar

Del Mar Beach *Wave Crest*

4.7 out of 5 average rating, 132 reviews

A stylish outdoor deck features a round table with three black stools, accompanied by a bottle of wine and two glasses. A sunset casts warm light over the landscape, highlighting distant hills and a serene atmosphere.

Home in La Mesa

The Helix House | Pool & Mountain Views