We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

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.

0 of 0 items showing

1 of 3 pages

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, 125 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

The property features a spacious backyard with a heated pool surrounded by lounge chairs. Palm trees line the perimeter, and soft lighting illuminates the outdoor area during sunset. The two-story house overlooks the pool, creating an inviting atmosphere for relaxation and gatherings.

Home in La Mesa

4.96 out of 5 average rating, 200 reviews

XTRA 10% OFF until Aug: Heated pool, outdoor fire

Find your family's dream spot in San Diego! Our cozy house sits on a quiet hill, offering privacy and amazing sunset views. Dive into our warm pool year-round, roast marshmallows by the fire, and cook up fun meals together. With 3 bedrooms and 2 bathrooms, it’s perfect for families, accommodating up to 9 guests. Plus, we're close to all the best attractions. Want a vacation you'll always remember? Send us a message to make it happen! 🌅🏠 We have 3 comfy beds that can sleep 6. But we can provid

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 Otay Mesa

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 heated pool is framed by a spacious deck featuring lounge chairs. A vibrant red umbrella provides shade nearby. Palm trees and greenery offer a touch of nature, with the house and outdoor seating areas in view.

Home in Chula Vista

4.86 out of 5 average rating, 103 reviews

Dream Vacation! Sunny 3 Bedroom Home!

Beautiful family vacation retreat! Amazing backyard includes your own private heated pool, a spacious deck for relaxing with lounge chairs, dining spaces, and fire table. Fenced for privacy. Inside enjoy the game room and arcade, smart TVs located throughout the house, and air conditioning. Strong Wi-Fi signal, including the outdoor deck area. Amazing location close to all SD has to offer: within 20 minutes of the zoo, beaches, Sea World, downtown, and the airport! Private parking.

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

4.95 out of 5 average rating, 110 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, 130 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 San Diego

4.96 out of 5 average rating, 118 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

4.78 out of 5 average rating, 157 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 private outdoor area features a heated pool surrounded by lush green grass and modern loungers. An inviting fire pit is centrally located, with two stylish chairs positioned nearby. The backdrop includes well-maintained shrubbery and tall trees, enhancing the tranquil ambiance.

Home in Serra Mesa

5 out of 5 average rating, 229 reviews

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit

COMPLETELY renovated 4BR 3 Bath mid-century home with heated pool, hot tub and fire pit in totally private backyard retreat. We renovated the house top-to-bottom, inside and out and everything is brand new. The beds are top quality with very high quality 100% cotton sheets and bath towels. The house is centrally located in a safe, friendly neighborhood and has beautiful mountain views in the back. Additionally, we do not charge any fees for anything!

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, 357 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

4.91 out of 5 average rating, 193 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, 190 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.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Chula Vista rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A single-story home is set in a quiet neighborhood, featuring a light-colored exterior and a welcoming front porch. Lush greenery surrounds the property, with several trees and landscaped areas enhancing the spacious outdoor setting.

5 out of 5 average rating, 44 reviews

Charming Craftsman Retreat - SD | Pool & Jacuzzi

An outdoor area features a spacious pool surrounded by lounge chairs and colorful umbrellas. The two-story house is visible in the background, illuminated by warm lights. Soft purple lighting accentuates the pool's edge, creating a relaxing ambiance as the sun sets.

Home in University Heights

4.89 out of 5 average rating, 149 reviews

Your Modern Lux Pool Resort in the Heart of SD

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, 205 reviews

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

The front exterior of the Craftsman home is showcased, featuring a warm entrance with double doors and a spacious porch. Elegant light fixtures illuminate the path, leading to landscaped green lawn and charming swing chairs on either side. Soft drapes create a cozy ambiance.

Home in Greater North Park

4.97 out of 5 average rating, 167 reviews

Luxurious North Park Home - Walk to Dining & Shops

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 San Carlos

4.87 out of 5 average rating, 198 reviews

Bright and spacious home with views, pool & spa.

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 San Diego

5 out of 5 average rating, 13 reviews

KING bed oasis | GAME ROOM | Pool | family Hangout

Top guest favorite

5 out of 5 average rating, 90 reviews

Beautiful Scenic Views of Coronado Bridge!

Top guest favorite

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

4.99 out of 5 average rating, 160 reviews

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

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.

Condo in Pacific Beach

4.97 out of 5 average rating, 119 reviews

Bay View Condo in Pacific Beach

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.

Condo in Pacific Beach

4.86 out of 5 average rating, 166 reviews

Ocean front condo heart of pacific beach

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, 241 reviews

Centrally located n UCSD/ utc-laJolla

The condominium complex features a centrally located pool surrounded by landscaped areas. The building displays multiple balconies, with palm trees adding to the tropical ambiance. The sky above is partly cloudy, creating a serene atmosphere in the courtyard.

Condo in Pacific Beach

4.86 out of 5 average rating, 184 reviews

One Bedroom Ocean Front Condo!

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 Downtown

4.88 out of 5 average rating, 113 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, 162 reviews

Enchanted Ocean Sunsets

A clear view of a pool area overlooking the ocean features two pools, one rectangular and one octagonal. Lush palm trees line the perimeter, and the sandy beach stretches out in the background beneath a bright blue sky.

Condo in Tijuana

4.95 out of 5 average rating, 142 reviews

REJUVENATE @Ocean123 *Available Now,Just Send Msg*

Top guest favorite

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

4.97 out of 5 average rating, 172 reviews

Beautifully remodeled 10th floor oceanfront condo

Other vacation rentals with a pool

A charming entrance is framed by diverse landscaping featuring palm trees and shrubs. A pathway leads to a welcoming front door, complemented by a large window. The exterior showcases a contemporary design with white walls and dark trim, illuminated by the warm hues of a sunset.

Home in Chula Vista

4.79 out of 5 average rating, 29 reviews

Palomania - 4bedroom, games, and pool

A clear blue swimming pool reflects sunlight, showcasing gentle ripples on the water's surface. A sandy area is visible at the pool's edge, featuring a small starfish positioned on the light-colored surface.

Apartment in Chula Vista

5 out of 5 average rating, 39 reviews

Serene & Spacious Suite in SoCal/1 Queen bed/Pool

Top guest favorite

A serene pool area features a cascading waterfall illuminated in soft purple hues. The water flows gently into the heated pool, adding a calming effect to the ambiance. Wood paneling surrounds the pool, creating a private and tranquil atmosphere.

Villa in San Diego

4.98 out of 5 average rating, 60 reviews

Lux Villa: Heated Pool, Sauna, & Gym

Guesthouse in Bonita

4.89 out of 5 average rating, 28 reviews

Casita Bonita

A single-story home is presented amidst a sunset sky with vibrant hues. The front yard features landscaped greenery alongside a spacious driveway leading to a garage. Light from the front entrance outlines the welcoming entryway.

Home in Paradise Hills

4.9 out of 5 average rating, 30 reviews

Modern SD Oasis w/ Pool & HotTub

A tranquil outdoor space features a clear-blue saltwater pool reflecting the surrounding greenery. A shaded lounge area with a large umbrella offers seating, while a wooden pergola provides structure. Lush plants are positioned along the pool's edge, contributing to the serene atmosphere.

Home in Greater North Park

4.93 out of 5 average rating, 15 reviews

North Park Craftsman Oasis with Pool

A living area is presented with a vibrant yellow sofa complemented by decorative cushions. A circular table sits on a striped rug, surrounded by a leather armchair. A small potted plant adds a touch of greenery, and large glass doors lead to a balcony, offering natural light.

Apartment in Downtown

4.86 out of 5 average rating, 70 reviews

Downtown Dream 3

A private pool area is surrounded by lush greenery, highlighting bright flowers and palm trees. Comfortable seating is positioned nearby, with a pergola visible in the background. The sunset casts warm colors over the scene, enhancing the tranquil outdoor setting.

Home in La Mesa

4.91 out of 5 average rating, 45 reviews

SunnySD Private Pool-SoCal Oasis

Quick stats about vacation rentals with a pool in Chula Vista

Total rentals
250 properties
Nightly prices starting at
G$6,269 GYD before taxes and fees
Total number of reviews
8.4K 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