Holiday rentals with a pool in Gaslamp Quarter

4.99 out of 5 average rating, 177 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

4.93 out of 5 average rating, 132 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.

4.98 out of 5 average rating, 111 reviews

A serene backyard features a heated pool surrounded by palm trees and lounge chairs. The space is designed for relaxation and outdoor enjoyment, showcasing a clean landscape with concrete pathways and decorative gravel.

Home in Normal Heights

Private Heated Pool | Sleeps 10

A family-friendly SD home with a private heated pool and spacious backyard for relaxing and playing. The Home ⁘ 3 Bedrooms & 2 Bathrooms ⁘ Personal A/C & Heat in Every Room ⁘ Complimentary Washer & Dryer ⁘ 2 Rollaway Beds Available Upon Request Outdoor Space ⁘ Private Heated Pool (inquire about fee) ⁘ Outdoor Shower & Wood Burning Fire Pit ⁘ Fenced Backyard ⁘ Pool Toys, Loungers, & Umbrellas Family-Friendly ⁘ Pack n’ Play & Games ⁘ Pets Welcome upon Request ⁘ Quiet Residential Neighborhood

4.93 out of 5 average rating, 101 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.

4.88 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.

4.94 out of 5 average rating, 178 reviews

Home in Fleetridge

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.

4.97 out of 5 average rating, 148 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

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.

An inviting outdoor space is highlighted by a swimming pool with a water feature, surrounded by lounge chairs and a wooden deck. A movie screen is set up for outdoor viewing, while landscaped areas add greenery to the scene.

4.97 out of 5 average rating, 103 reviews

SD Group Retreat | Pool, Hot Tub, Theater, near DT

Welcome to Casa Leon — a private, resort-style group retreat in San Diego. Perfect for bachelorette & bachelor trips, birthdays, family gatherings, and group getaways, this newly remodeled home blends privacy, space, and unforgettable experiences. Enjoy hot tub movie nights under the stars, poolside hangs, and fireside evenings—all just minutes from Downtown, Gaslamp, Balboa Park, the Airport, SeaWorld, and the SD Zoo.

Home in University Heights

A tranquil pool area is surrounded by lush landscaping, featuring palm trees and various plants. Two lounge chairs with an umbrella are positioned beside the pool, reflecting a serene evening sky with hues of pink and purple.

4.96 out of 5 average rating, 159 reviews

University Heights Oasis Getaway

Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture Perfect for both families and professionals, 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

5 out of 5 average rating, 213 reviews

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.

Home in Bird Rock

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.

Home in University Heights

An aerial view captures the spacious outdoor area, featuring a rectangular pool surrounded by sun loungers and umbrellas. Lush greenery is visible alongside neatly arranged pathways and stone retaining walls, complementing the mountain-modern design of the home in the background.

4.89 out of 5 average rating, 166 reviews

Your Modern Lux Pool Resort in the Heart of SD

Welcome to our canyon front, mountain-modern home in Hillcrest & University Heights. Just 3 blocks from the adored Vermont St. Bridge, you'll be right in the heart of Hillcrest and able to escape the city when it's time to relax. Enjoy spa-like accommodations, modern amenities, premium linens & toiletries, and sprawling outdoor spaces. Whoever you are, we are committed that you LOVE your stay.

4.93 out of 5 average rating, 281 reviews

A vibrant heated pool is surrounded by minimalistic landscaping, featuring tall cacti and a clean white fence. Soft lounge chairs are positioned nearby for relaxation. The clear water reflects the blue sky, creating a refreshing setting for leisure and enjoyment.

Home in Mission Hills

Lionhead - Private Boutique Home

Experience boutique hotel vibes where Palm Springs meets South Beach. This "plug-and-play" retreat features a private backyard resort with a heated pool ($50/day for stays 5 days or less), Jacuzzi, cabana, and BBQ—perfect for watching planes take off over the city. Enjoy high-speed Wi-Fi, Smart TVs, and a vintage record player, all minutes from Downtown, conventions, and easy highway access.

Popular amenities for Gaslamp Quarter rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A private backyard features a sparkling hot tub surrounded by a spacious patio. Modern seating areas with cushions are arranged under a pergola, alongside a dining space with a grill. String lights are visible overhead, creating a relaxing atmosphere in the outdoor retreat.

4.9 out of 5 average rating, 30 reviews

San Diego Modern Home with Pool/Hot tub

4.95 out of 5 average rating, 105 reviews

Home in Allied Gardens

Travelers Oasis w/ Private Pool + Hot Tub

A serene outdoor seating area is surrounded by lush gardens, featuring a comfortable wicker sofa and an accompanying ottoman. The space is illuminated softly by garden lights, with a sparkling pool visible nearby, and colorful flowers add vibrancy to the setting.

5 out of 5 average rating, 30 reviews

Luxury San Diego Oasis | Pool, Sauna +Lush Gardens

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

4.97 out of 5 average rating, 303 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!

The private pool area is surrounded by palm trees and cacti, with lounge chairs positioned for relaxation. A shaded dining area is visible in the background, complemented by the warm glow of a sunset sky. The scene creates a serene outdoor retreat.

4.86 out of 5 average rating, 105 reviews

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

4.94 out of 5 average rating, 18 reviews

North Park Craftsman Oasis with Pool

5 out of 5 average rating, 28 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

Condo rentals with a pool

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

4.96 out of 5 average rating, 260 reviews

The kitchen features modern appliances, including a stainless steel refrigerator, microwave, and range. A spacious granite countertop offers ample workspace, while cabinets provide organized storage. The area is brightly lit with recessed lighting, enhancing the clean and functional design.

Condo in University City

Centrally located n UCSD/ utc-laJolla

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.

4.85 out of 5 average rating, 202 reviews

One Bedroom Ocean Front Condo!

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

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, 113 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, 189 reviews

Beautifully remodeled 10th floor oceanfront condo

4.81 out of 5 average rating, 107 reviews

A light-filled living area features a comfortable white sofa adorned with various pillows. A small marble table sits in front of the sofa, complemented by fresh tulips in a vase. A side chair and decorative elements add to the inviting ambiance.

Condo in La Mesa

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU

4.8 out of 5 average rating, 158 reviews

A comfortable living area features a light-toned sofa adorned with colorful cushions and a wooden coffee table. A green chair complements the space, while a decorative wall art piece and potted plant add interest. A dining area is visible in the background.

Condo in Spring Valley

Spacious 2 BR w/ Free Parking & WiFi

Other holiday rentals with a pool

4.92 out of 5 average rating, 13 reviews

Kid Paradise! pool, tramp, play structure, views!

Treehouse in Mission Hills

A light-filled open living space features a spacious bed complemented by a soft area rug. A kitchenette with a countertop and two wooden stools is positioned beside a seating area with a gray sofa. Large windows provide views of the surrounding greenery.

4.88 out of 5 average rating, 24 reviews

Treehouse Retreat in Mission Hills

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.

4.98 out of 5 average rating, 44 reviews

French style home w/ pool, jacuzzi & home office

Home in Clairemont Mesa West

The outdoor space features a private heated pool surrounded by five lounge chairs, each positioned for sun exposure. Colorful floaties are seen in the water. A shaded patio area is visible in the background, providing an inviting space for relaxation.

4.99 out of 5 average rating, 89 reviews

Pool, Hot Tub, AC, Games, 10 min to Beach Big Yard

4.94 out of 5 average rating, 88 reviews

A welcoming living area features a leather sofa and a round coffee table, complemented by a modern electric fireplace. Natural light filters through sheer curtains, illuminating decorative vases along the floor. A cozy hanging chair and a potted plant add warmth to the space.

Home in Cherokee Point

Stunning 2BR/2BA| Plunge Pool, AC, Private

5 out of 5 average rating, 25 reviews

An inviting pool area is shown with a clear blue pool surrounded by tan decking. Lounge chairs are placed nearby, and a pergola offers shaded seating. Lush greenery and distant hillside views enhance the outdoor space under a bright blue sky.

Guesthouse in El Cajon

Sunset house

4.81 out of 5 average rating, 54 reviews

An outdoor area is showcased, featuring a tranquil pool and spa surrounded by neatly arranged pavers and synthetic grass. Sun loungers are positioned nearby, while a lively inflatable flamingo floats in the pool, adding a playful touch to the inviting space.

Home in Serra Mesa

Hillside Getaway house