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Vacation rentals with a pool in Chula Vista

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chula Vista

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

The private backyard features an inviting pool, surrounded by various seating areas and lush greenery. A shaded BBQ room is visible, along with an umbrella atop a dining table. The expansive landscape offers a mix of stone pathways and flourishing plants beneath a clear blue sky.

Guesthouse in La Mesa

4.99 out of 5 average rating, 115 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 favorite

The outdoor pool glows in the evening light, revealing clear water with a unique shape. Surrounding the pool, lounge chairs and umbrellas create a tranquil space for relaxation. A gas fire pit adds warmth to the area, enhancing the captivating view of the cityscape beyond.

Home in Ocean View Hills

4.88 out of 5 average rating, 143 reviews

Ocean View Private Pool & Spa Home w/Putting Green

Welcome to your Private, resort style, pool and spa home with spectacular views day and night! 4 bedrooms, 3 baths (1 bedroom and bathroom with shower on main/ground level). Tropical setting, and just a short drive to major attractions like our world famous Beaches, Zoo, Sea World, Balboa Park, Downtown, Coronado, Outlet Shopping, Sesame Place and even Mexico! Soaring 18 foot ceilings in the Living room and Dining room. Outdoor dining, Putting Green, and lounges for resort-like relaxation.

A private pool is surrounded by a spacious brick patio, featuring lounge chairs for relaxation. The area includes a grill for outdoor cooking, with a wooden fence providing privacy. Lush greenery is visible in the background, along with cloudy skies overhead.

Home in Chula Vista

4.94 out of 5 average rating, 103 reviews

Casa Bahia Beautiful San Diego Home with Pool

Welcome to Casa Bahia! Our home has been completely upgraded and is ready to host your perfect getaway. Conveniently located close to the Chula Vista Bayfront and 10 minutes to downtown San Diego or the beach. Our home features a kitchen with top of the line appliances, brand new furniture, 4 bedrooms, 2 full bathrooms, a large pool, a yard with a lounge area, BBQ, and a clean peaceful feel. In addition, our stylish and minimalist place to stay is perfect for group or family trips.

Home in Chula Vista

4.9 out of 5 average rating, 125 reviews

An Oasis,Heated Pool, JQZ,Grill,Ocean&MTN View

Welcome home to this gorgeous remodeled and upgraded single story 3-bedroom, 2 bath panoramic view property in the heart of Chula Vista. This home is absolutely perfect to soak up the sun, relax or stay pool side and work remotely. As you walk up to the home you will notice a stunning manicured palm tree and a beautiful landscaping. Warmth and light welcome you into the spacious Living Room which offers a wall-to-wall sliding door that overlooks the back yard and the pool.

Top guest favorite

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 Lake Murray

4.95 out of 5 average rating, 109 reviews

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

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

An aerial view of a spacious backyard features a large swimming pool surrounded by palm trees. The home, with a tiled roof, is positioned nearby, showcasing a clean and tidy outdoor area. The neighborhood is visible in the background under a clear blue sky.

Home in Chula Vista

4.79 out of 5 average rating, 149 reviews

Family Home w/Pool, Hot Jacuzzi and Park Access

Spacious, pet-friendly home perfect for families or groups up to 10. Located in a quiet, residential neighborhood with direct access to a large park featuring 2 playgrounds, basketball court, fitness stations, and picnic areas. Enjoy 3–4 car parking, a full kitchen, fast Wi-Fi, and plenty of room to gather. This clean, well-loved home offers comfort, value, and a central location — ideal for those who appreciate space, convenience, and a responsive host.

Top guest favorite

A solar-heated pool glimmers in the sunlight, surrounded by inviting lounge chairs and a shaded umbrella. A cozy outdoor dining area with a table is visible in the background, framed by lush greenery and large eucalyptus trees.

Guest suite in Bonita

4.88 out of 5 average rating, 350 reviews

Resort-Style Living, Pool, Close to All San Diego

Nestled in a quiet, discreet neighborhood, our private air-conditioned studio offers a safe and serene retreat. Attached to a stunning ranch-style executive home, it features an amazing pool for your relaxation. Conveniently located near the Olympic Training Center, downtown San Diego, Comic-Con, major attractions, concert venues, beaches, the airport, and Mexico. Enjoy a complimentary butler tray that includes coffee, tea, and snacks.

A private pool is surrounded by natural stone and lush greenery. Palm trees provide shade, while a bamboo privacy fence enhances the secluded atmosphere. The clear blue water invites relaxation, showcasing gentle ripples under the sunlight.

Home in Chula Vista

4.9 out of 5 average rating, 185 reviews

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

Enjoy this stunning family friendly home with beautiful views! From the front deck you have beautiful ocean views and bay views. You can also have views of Coronado bridge and downtown. This large family friendly home is well-appointed with 3 bedrooms, 2 baths, and two living rooms that has an air mattress to comfortably sleep 10 guests. There are spacious areas for gathering, private poolside oasis with beautiful views.

The outdoor area features a refreshing pool surrounded by a spacious deck, lounge chairs, and vibrant landscaping. A gazebo stands nearby, offering shaded seating. In the background, the serene mountains create a picturesque view under a partly cloudy sky.

Guesthouse in La Mesa

4.91 out of 5 average rating, 182 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

Top guest favorite

A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable lounge chairs are positioned nearby, offering relaxation options. A shaded seating area under an umbrella provides a cozy spot for enjoying the tranquil environment.

Guesthouse in La Mesa

4.93 out of 5 average rating, 138 reviews

Pool Side Safari Cabin (On Backside of our Home)

This newly remodeled Safari Cabin is your ticket to a relaxing vacation in the exciting Southern California area. The large master suite and living space with kitchen sleeps 4, with 1 queen bed , 1 queen sofa bed. The Cabin sits on the backside of our house. You will have a private locked entrance and parking for one vehicle in front and another space past our driveway.

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.

Home in La Mesa

4.88 out of 5 average rating, 171 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!

The backyard features a scenic saltwater pool surrounded by natural stone and tropical greenery. A relaxing spa is integrated into the pool area, while lounge seating is positioned on the patio. The space is bathed in sunlight under a clear blue sky.

Home in Paradise Hills

4.85 out of 5 average rating, 204 reviews

5BR | Salt Water Pool | Hot Tub | Fire Pit| BBQ

🏡 Luxurious 5-Bedroom Getaway with Pool & Spa! Welcome to your perfect retreat! This spacious 5-bedroom, 3-bath home boasts an incredible backyard with: ☀ Sparkling Pool & Relaxing Spa ☀ Cozy Fire Pit for Nights Under the Stars ☀ BBQ Grill for Fun Cookouts ☀ 4 Bedrooms + 2 Bathrooms Downstairs ☀ 1 Private Master Suite Upstairs w/ Full Bath

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Chula Vista rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

The outdoor space features a solar-heated pool with soft lighting, alongside a hot tub glowing in green. A dining area with a table and chairs is shaded by a red umbrella. Warm string lights enhance a cozy atmosphere in the evening.

Home in Greater North Park

5 out of 5 average rating, 118 reviews

3 BR Urban Oasis with Pool and Spa in Great Area

Home in Valencia Park

5 out of 5 average rating, 5 reviews

Villa Palmas|Pool•Hot Tub•Chefs Kitchen•Firepit

An outdoor area features a clear saltwater pool surrounded by elegant lounge chairs. A shaded umbrella stands nearby, and the landscape includes rolling hills and a distant view of the mountains, providing a serene backdrop for relaxation.

Home in El Cajon

4.98 out of 5 average rating, 121 reviews

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa

A vibrant pool area is surrounded by lush palm trees and tropical plants, creating a serene atmosphere. A waterfall cascades into the sparkling turquoise water, while warm lighting accentuates the scenic outdoor space. A spacious deck with seating options is visible in the background.

Home in La Mesa

4.99 out of 5 average rating, 93 reviews

Paradise Lagoon Resort Style Pool Getaway

Top guest favorite

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 La Jolla

4.99 out of 5 average rating, 156 reviews

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

A spacious outdoor area features a clear blue pool surrounded by palm trees. Lounge chairs are positioned nearby, and a shaded table with chairs offers a spot for relaxation. The backyard showcases a privacy fence and ample sunlight.

Home in La Mesa

4.85 out of 5 average rating, 200 reviews

Sunny SD l Pool l BBQ l Pool Loungers l Sleeps 10

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

4.94 out of 5 average rating, 248 reviews

Lionhead - Private Boutique Home

The outdoor area features a private pool surrounded by lounge chairs and a beautifully crafted wooden bar. A partial view shows comfortable seating with a woven design, and the vibrant greenery adds a relaxing touch to the space.

Home in Chula Vista

4.93 out of 5 average rating, 58 reviews

Traveler's Dream:Outdoor Bar, Cabana, Arcade, Pool

Condo rentals with a pool

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

4.88 out of 5 average rating, 451 reviews

Studio Condo and Wave Crest Resort

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.

Condo in Pacific Beach

4.97 out of 5 average rating, 116 reviews

Bay View Condo in Pacific Beach

Top guest favorite

A sparkling hot tub is positioned near a spacious pool area surrounded by lush palm trees and tropical plants. Sun loungers are arranged nearby, offering relaxation options. The background features a well-maintained clubhouse, providing a welcoming ambiance for guests.

Condo in University City

4.95 out of 5 average rating, 236 reviews

Centrally located n UCSD/ utc-laJolla

A city skyline is displayed at dusk, featuring tall modern buildings and a vibrant sky transitioning from purple to orange. Outdoor seating areas are visible below, illuminated by warm lights, creating a lively urban atmosphere.

Condo in San Diego

4.91 out of 5 average rating, 104 reviews

SKYLINE VIEW 4U

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.

Condo in Pacific Beach

4.91 out of 5 average rating, 155 reviews

Enchanted Ocean Sunsets

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.

Condo in Pacific Beach

4.98 out of 5 average rating, 166 reviews

Luxury Oceanfront Condo with Unbelievable Views

A clear blue pool is surrounded by lush palm trees, with lounge chairs positioned along the poolside. The area is paved with bricks, and a spacious pool house is visible in the background, emphasizing a relaxed outdoor environment.

Condo in Pacific Beach

4.96 out of 5 average rating, 170 reviews

Beautifully remodeled 10th floor oceanfront condo

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.

Condo in Pacific Beach

4.93 out of 5 average rating, 479 reviews

Oceanfront Elegant Condo - Remarkable Amenities

Quick stats about vacation rentals with a pool in Chula Vista

Total rentals
240 properties
Nightly prices starting at
G$6,277 GYD before taxes and fees
Total number of reviews
8.2K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
130 properties have a dedicated workspace

Destinations to explore