Holiday rentals with a pool in San Diego

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

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

4.82 out of 5 average rating, 184 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.

Guest house in Lake Murray

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.

4.97 out of 5 average rating, 151 reviews

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

This is your perfect Guest House with a salt & heated pool + hot tub. Located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to the beaches, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike up Cowell Mountain next door at Mission Trails Park or around 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.

Guest suite in Kit Carson

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.

5 out of 5 average rating, 178 reviews

French Garden Poolside Retreat -Wine & Safari Park

176 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.

4.93 out of 5 average rating, 134 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

Welcome to Wander Haven, a luxury central rental. With it’s on trend design, custom built stock tank pool, array of amenities and thoughtful touches throughout, you won’t ever want to leave. But when do you do decide to venture out and explore all that beautiful San Diego has to offer, you will find the central location gets you to anywhere you want to be in minutes. You’re 15 minutes or less from beaches, downtown, balboa park, sea world, the zoo and hundreds of amazing bars and restaurants.

4.93 out of 5 average rating, 104 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

Experience luxury at Bay Breeze Retreat, an exclusive oasis in the heart of Mission Bay, San Diego. This stunning residence features a private salt pool, outdoor jacuzzi spa, elegant fire pit, whole house water filter system and a state-of-the-art grill and kitchen. Inside, revel in contemporary upgrades which makes the place perfect for family gatherings of up to 8 guests. Walk to Luce Bar & Kitchen and Bird Rock Coffee. Minutes from downtown and top attractions, your perfect escape awaits.

4.9 out of 5 average rating, 157 reviews

Ocean Front at La Jolla Shores

This ocean front home is situated in the popular La Jolla Shores beach community. With its incredible seaside location, staggering views of the surf, wide sandy beach, and breathtaking sunsets this La Jolla Shores beach house is a vacation home you'll want to visit. Boasting nearly 3,000 square feet of living space with 4 bedrooms, 3 full baths, chef's kitchen with views, spacious great room with ocean views, fireplace, outdoor kitchen with built in BBQ, pool and 3 expansive outdoor decks.

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.

4.94 out of 5 average rating, 109 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

4.88 out of 5 average rating, 218 reviews

A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.

Home in Lake Murray

Bright and spacious home with views, pool & spa.

This beautiful and recently remodeled, open-floor plan home is conveniently located directly across from Cowles Mountain, one of San Diego's most visited hiking trails. Each bedroom has its own full bathroom. Perfectly located for the outdoorsy family. Tons of hiking and mountain bike trails are just across the street. Only 15 min. away from beaches, zoo, & Sea World. Gaslamp/Downtown is only 20 min. by car. After a day of exploring, come home to a newly-built, salt-water pool and spa.

4.98 out of 5 average rating, 493 reviews

Home in Encinitas

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.

A serene backyard is framed by colorful sunset skies, featuring a cozy hammock in the foreground and a comfortable seating area with grey couches. String lights add warmth to the outdoor space, complemented by lush greenery throughout the neatly landscaped yard.

5 out of 5 average rating, 215 reviews

La Jolla Beach House-Family Focused-3min to Beach

Escape to our boho-inspired Bird Rock/La Jolla beach house, perfect for families! This serene La Jolla retreat features a private pool, large hot tub, and cozy fire pit. Enjoy a private oasis with hammocks and a BBQ. Recently upgraded with modern decor and new appliances, this home comfortably accommodates your group for the ultimate relaxing getaway just minutes from La Jolla Cove and famous beaches.

A view of the inviting swimming pool surrounded by a spacious patio. Natural rock elements and vibrant landscaping enhance the outdoor area. The multi-level deck is visible, offering seating options and picturesque canyon surroundings under a clear blue sky.

4.89 out of 5 average rating, 203 reviews

The Queen House

Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!

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, 15 reviews

Home in San Diego

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

5 out of 5 average rating, 17 reviews

BIG Modern Mt Helix Home with Pool

4.95 out of 5 average rating, 109 reviews

Home in Allied Gardens

Travelers Oasis w/ Private Pool + Hot Tub

5 out of 5 average rating, 18 reviews

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.

Home in San Diego

Iconic Waterfall House

5 out of 5 average rating, 25 reviews

Airbnb Luxe: Pool, Office, Peloton and Fitness

4.97 out of 5 average rating, 306 reviews

An aerial view highlights a spacious backyard featuring a solar heated pool, hot tub, and tropical landscaping. Lounge chairs are arranged around the pool, and a palapa style cabana with seating is visible, offering an inviting outdoor space for relaxation and entertainment.

Home in Bay Park

Resort Style Living with Pool, Spa, and Bay Views!

4.9 out of 5 average rating, 125 reviews

A private backyard features a vibrant pool surrounded by palm trees, with a smooth deck area. A slide extends from the pool's edge, enhancing the playful atmosphere. Sun loungers are positioned nearby, inviting relaxation and enjoyment in a secluded environment.

Home in Solana Beach

Casa Del Oceano, Solana Beach

5 out of 5 average rating, 30 reviews

A cozy backyard features a small swimming pool surrounded by stylish lounge chairs. A colorful mural reading 'California San Diego' adds a playful touch. The space is accented by artificial grass and a beach umbrella, creating an inviting atmosphere for relaxation.

Home in Mountain View

KING bed oasis | GAME ROOM | Pool | family Hangout

Apartment rentals with a pool

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, 101 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.

4.98 out of 5 average rating, 127 reviews

Bay View Condo in Pacific Beach

4.93 out of 5 average rating, 231 reviews

A circular pool is surrounded by lounge chairs, with vibrant green umbrellas providing shaded seating. The ocean waves gently lap against the shore in the background, under a clear blue sky. A low fence encloses the area, enhancing the view of the horizon.

Apartment in Del Mar

1 Bedroom Condo at Wave Crest Resort

A spacious living area features large windows offering panoramic ocean views and allowing natural light to fill the room. A comfortable blue couch is positioned near a glass coffee table, with a television mounted above a dark wooden entertainment unit.

4.91 out of 5 average rating, 192 reviews

Enchanted Ocean Sunsets

4.93 out of 5 average rating, 216 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.

Apartment in Oceanside

Couples Retreat Beachside Studio, King Bed

Apartment in Solana Beach

The image captures a serene beach view, with vibrant purple flowers in the foreground leading to a sparkling ocean. The sun hangs brightly in the sky, casting reflections on the water's surface, while gentle waves lap at the shore in the distance.

4.98 out of 5 average rating, 101 reviews

Beach Luxury at Pelican Point

A person stands beside floor-to-ceiling windows that offer a view of the ocean during sunset. The seating area is furnished with a leather recliner, and a vibrant artwork adorns the wall. Soft lighting from two lamps enhances the warm ambiance.

4.93 out of 5 average rating, 523 reviews

Oceanfront Elegant Condo - Remarkable Amenities

4.95 out of 5 average rating, 173 reviews

Apartment in Carlsbad

🌴La Costa Resort Château🌴 Luxury Suite for 2

Other holiday rentals with a pool

4.96 out of 5 average rating, 46 reviews

A modern kitchen is showcased, featuring sleek stainless steel appliances and white cabinets. A large island with a polished marble countertop offers seating for four, illuminated by an elegant chandelier overhead. Soft light enters through a window, enhancing the inviting workspace.

Home in San Diego

French style home w/ pool, jacuzzi & home office

5 out of 5 average rating, 27 reviews

A private swimming pool is featured, surrounded by a spacious sun deck. Lounge chairs are placed nearby, offering areas for relaxation. A floating pool mat adds a playful element to the tranquil water. Lush greenery is visible in the background, completing the inviting outdoor setting.

Home in Pacific Beach

Mid-century Modern with Water Views & new Jacuzzi

Flat in Downtown San Diego

A modern living room is highlighted by a large sectional sofa in contrasting black and white, situated near expansive floor-to-ceiling windows. The stunning views of the bay and city skyline are captured in natural light, with a sleek coffee table positioned in front of the sofa.

4.99 out of 5 average rating, 77 reviews

Breathtaking Ocean, Bay, City & Petco Park Views

Flat 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, 36 reviews

Downtown Escape I Free Garage Parking

Flat in Downtown San Diego

5 out of 5 average rating, 8 reviews

Top Floor Views of Ocean, Bay, City & Petco Park

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.

4.7 out of 5 average rating, 132 reviews

The Helix House | Pool & Mountain Views

5 out of 5 average rating, 8 reviews

Private Heated Pool · Quiet La Jolla Retreat

A spacious deck with elegant railings surrounds a large swimming pool and hot tub. Lounge chairs are positioned around the pool area, offering relaxation options. The home features large windows, allowing for ocean views and natural light. Palm trees and patio lights enhance the inviting atmosphere.