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

Total vacation rentals
Explore 240 vacation rentals in Chula Vista

Nightly prices starting at
Chula Vista vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 8,490 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
240 of Chula Vista vacation 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.

Stunning 2BR/2BA| Plunge Pool, AC, Private
Modern 2 bed|2 full bath in the heart of San Diego. Featuring trendy interiors, stock tank pool, and thoughtful amenities, this space is designed for relaxation & comfort. Enjoy seamless indoor-outdoor living with cozy touches that make you feel at home. Casa Luna is perfectly located minutes from North Park, Downtown, Balboa Park, the zoo, close to beaches & a vibrant dining scene. Whether you’re here to unwind or explore, Casa Luna is your ideal home for an unforgettable San Diego experience.

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

San Diego Mountain Retreat
3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

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.

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.

Upscale Resort House /Views, Saltwater Pool/Spa !
This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

Private Villa: Pool, Slide & Hot Tub
Summary: * Spacious: 5,000 SF indoor living space & 10,000+ SF outdoor living space * Fantastic Pool: Complete with waterslide, cave /grotto & multiple fountains / waterfalls * Relaxing Hot Tub: 5 hours of free heating daily from 5pm-10pm * Event Policy: No weddings, events, or parties with 16 or more guests * Accommodates: This home can accommodate up to 16 guests /see “more things to note" for more info on beds/air mattresses

QUIET HOME -3 Bedroom & Den, + POOL, sleep 8 plus
Welcome to the La Mesa Pool House! Our cozy house in La Mesa is the perfect place to relax and recharge with the family. This house is walking distance to many great La Mesa eateries such as Terra Restaurant and Surf and Soul. We are also located just 10 minutes away from San Diego State University and we are less than 20 minutes from all major attractions in San Diego: downtown, Little Italy, Zoo, Sea World, beaches and more!
Popular amenities for Chula Vista rentals with a pool
House rentals with a pool

Luxury SD Retreat • Pool • Hot Tub • EV Charger

Beautiful Chula Vista Retreat

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

San Diego Oasis: Private Pool & Sunny Escape!

Bright and spacious home with views, pool & spa.

Pool house w/Playground, Mini Golf, King Bed

Beautiful Bonita - Breath Taking Views

Designer Luxury Rental With Pool
Condo rentals with a pool

Ocean-Bay-Sunset View Condo in Pacific Beach!

Ocean front condo heart of pacific beach

The Endless Summer Condo!

REJUVENATE @Ocean123 *Available Now,Just Send Msg*

Luxury Oceanfront Condo with Unbelievable Views

Cozy clean 1 bedroom centrally located by beaches

Spacious 2 BR w/ Free Parking & WiFi

Oceanfront Elegant Condo - Remarkable Amenities
Other vacation rentals with a pool

San Diego Resort. Pool, Views, and Outdoor Living

Casita Bonita

Private 1 BR Paradise Retreat

San Diego Pool Home Oasis | Large Backyard Retreat

Private Poolside Cabana

Pool + Hot Tub, BBQ, Chef Kitchen, SDSU, San Diego

Seabird Retreat | 5b 3ba | Pool, Jacuzzi, BBQ

Sunset house
When is the best time to visit Chula Vista?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $296 CAD | $295 CAD | $327 CAD | $323 CAD | $296 CAD | $347 CAD | $410 CAD | $406 CAD | $324 CAD | $324 CAD | $310 CAD | $310 CAD |
| 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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- SeaWorld San Diego
- Rosarito Beach
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- University of California-San Diego
- LEGOLAND California
- San Diego Zoo
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