
Holiday rentals with a pool in Chula Vista
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Chula Vista

Total holiday rentals
Explore 220 holiday rentals in Chula Vista

Nightly prices starting at
Chula Vista holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 8,150 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
220 of Chula Vista holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chula Vista rentals

4.8 Average rating
Chula Vista stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Chula Vista
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

Family Pool Retreat + Gym, Fire Pits, Views (Sleep
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 pool year-round (heating at an additional cost), 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

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 King and bathroom with shower on main/ground level and CA King in primary suite. Tropical setting, a short drive to major attractions like our world famous Beaches, Zoo, Sea World, Balboa Park, Downtown, Coronado, Outlet Shopping, & Sesame Place! Soaring 18 foot ceilings in the Living room and Dining room. Outdoor dining, Putting Green, and lounges for resort-like relaxation!

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.

Resort-Style Living, Pool, Close to All San Diego
Nestled in a quiet, discreet neighborhood, our private air-conditioned studio offers a safe & serene retreat. Attached to a stunning ranch-style executive home, it features an amazing pool for your relaxation. We are conveniently located a short distance away from the Gaylord Convention Center, the Olympic Training Center, downtown San Diego, Comic-Con, major attractions, concert venues, beaches, airport & Mexico. Enjoy a complimentary butler tray that includes coffee, tea & snacks.

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.

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.

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.

Beautiful Scenic Views of Coronado Bridge!
Relax with the whole family at this peaceful stylish retreat with scenic views of downtown, Coronado Bridge and the ocean. Enjoy your vacation to the fullest at this one if a kind two story, 6BR/4.5BA home! The luxurious interior features two spacious living spaces, a stunning game room and an outdoor entertainment area. The options are endless - join loved ones in a game of billiards in the game room. Enjoy a cookout with your family after a sun-drenched afternoon in the pool!

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.

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.

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.
Popular amenities for Chula Vista rentals with a pool
House rentals with a pool

The Agave House | Mountain Views & Pool

Heated Pool, Hot tub, Mountain View (Sleeps 10)

Luxury Family Home Near Dining, Shops + Zoo

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

Stunning San Diego Home w/Pool,Spa,Outdoor Oasis

Pool house w/Playground, Mini Golf, King Bed

3792 Vista Pointe

San Diego Oasis- A Retro Retreat w/ King Size Bed!
Apartment rentals with a pool

Ocean-Bay-Sunset View Condo in Pacific Beach!

Bay View Condo in Pacific Beach

Centrally located n UCSD/ utc-laJolla

The Endless Summer Condo!

Luxury Oceanfront Condo with Unbelievable Views

Beautifully remodeled 10th floor oceanfront condo

Cozy clean 1 bedroom centrally located by beaches

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU
Other holiday rentals with a pool

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

Casita Bonita

Pool, Sauna, Hot Tub · Lyon's Den

San Diego Pool Home Oasis | Large Backyard Retreat

Private Poolside Cabana

Big Pool House Oasis (Solar heated pool)

Casa sunset

Chula Vista 3BR + Children's Playroom+Pool & Park
When is the best time to visit Chula Vista?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $268 SGD | $267 SGD | $296 SGD | $293 SGD | $268 SGD | $314 SGD | $372 SGD | $368 SGD | $294 SGD | $294 SGD | $281 SGD | $281 SGD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
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