Family-friendly holiday rentals in Chula Vista

A modern living area features a sectional sofa facing a stylish fireplace, with a patterned rug underneath. The high ceiling is supported by dark beams, while a dining area is visible in the background, showcasing a large table surrounded by chairs. Natural light enters through windows.

4.95 out of 5 average rating, 104 reviews

Coastal Modern Lodge Jacuzzi/Game Room 8 beds

Remodeled spacious 3bd 2ba centrally located within 2 miles to downtown Chula Vista and 4 miles to the Bayfront. 15 mins to Downtown San Diego, Beaches, Sea World, and Zoo. Quick access to HWY 5 and 805, mins to Sesame Place and Legoland. Free driveway/street parking ft from front door of the home. Convenient when carrying belongings or coming from a long day of sightseeing. Cozy home with quality beds/ bedding. Balcony, private furnished patio and backyard w/comfy patio furniture and fire pit.

KitchenIndoor spacesHospitality

An aerial view of Zen House reveals a glass solarium and inviting outdoor spaces illuminated by soft lighting. The lush garden features various plants and cozy seating. A sleek dining area is visible, all set against the backdrop of distant city lights and a twilight sky.

4.99 out of 5 average rating, 246 reviews

Zen Retreat with Solarium & Spa Tub

A Zen-like Airbnb, combining High Design with Leisure and Resort amenities. Self-Managed : details matter. Distant Ocean View. Close to SD landmarks; within a quiet neighborhood surrounded by canyons & parks. A blissful escape. A design that provokes a unique experience; Interior-sparkling clean. Each room unique to allow you to relax in the moment. A 2nd floor solarium offers amazing views; soak in the jacuzzi tub in an exquisite bathroom; a boutique kitchen & dining open to a sensory garden.

FamilyIndoor spacesBackyard

An outdoor seating area is featured under a covered patio, furnished with a table and four red chairs. A circular stone fire pit is positioned on the ground, surrounded by grass. A wooden swing chair adds charm to the space, while strings of lights enhance the ambiance.

4.83 out of 5 average rating, 190 reviews

Beautiful and Spacious San Diego Home.

Welcome to our home! Our family owned and operated home in San Diego is the perfect place to stay if you are looking for a little rest and relaxation, or have business nearby. This 4 bedroom home with a large backyard and 2nd-story balcony is the perfect getaway for your family and friends. Beautiful beaches nearby and a short 3 miles away from the border. There is plenty to explore nearby this home. We are a military family with busy fulfilling careers, and welcome you to our comfortable home.

KitchenFamilyValue

The exterior of a recently renovated home is visible, featuring a light-colored facade and traditional roof tiles. Lush greenery surrounds the property, with neatly manicured shrubs and grass. Sunlight brightens the scene, creating a serene atmosphere within a peaceful neighborhood.

4.91 out of 5 average rating, 115 reviews

Charming 3-bedroom home with huge backyard

Recently renovated 3-bedroom home with extra-large backyard. Great indoor/outdoor living spaces. Awesome neighborhood, very peaceful and serene, yet with lots of businesses close by (Costco, Wal-Mart, Starbucks, etc.) Great location, easy access to everything! 20-minute drive to the San Diego Airport, Coronado Beach and other main attractions in downtown San Diego (San Diego Zoo, Balboa Park, Gaslamp District, Little Italy, etc.) Just a 10-minute drive to the International Border with Tijuana.

FamilyIndoor spacesLocation

4.98 out of 5 average rating, 468 reviews

An expansive view is displayed featuring a vibrant sunset over the ocean, with gentle waves lapping at the sandy shore. The pier extends into the water, surrounded by palm trees. Soft clouds create an artistic backdrop against the colorful sky.

Home in Imperial Beach

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi. Sorry, no pets.

Indoor spacesFamilyGetting around

An inviting outdoor space is presented with a private heated pool and a spacious deck. Comfortable lounge chairs face the pool, while a dining table with red umbrellas offers shade. Lush greenery surrounds the area, enhancing the sense of privacy.

4.85 out of 5 average rating, 126 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.

FamilyKitchenCleanliness

Guest suite in Chula Vista

The spacious studio includes a queen-size bed, a comfortable convertible sofa, and a wall-mounted television. A modern kitchen area is visible, featuring black cabinetry and bar seating. Natural light fills the space through large windows, with a decorative American flag adding a touch of character.

4.89 out of 5 average rating, 144 reviews

Spacious and clean studio

Studio with your own entrance. Stay in a clean, quiet, and safe neighborhood near downtown Chula Vista. This spacious studio features: • Private entrance, dedicated bathroom, and a queen-size bed. • Full-size fridge and reserved parking. Convenient Location •0.7 miles to the trolley for easy transit. •5-10 minutes to restaurants, shopping, groceries, and a casino. •15 minutes to Downtown San Diego, Balboa Park, and the Zoo. Perfect for a comfortable stay near San Diego’s best.

Indoor spacesKitchenTV

A modern living room features a light wooden floor and white walls, complemented by a pink accent wall. A flat-screen TV is mounted above a stylish cabinet, with two potted plants on top. A comfortable seating area includes a rattan chair and a coffee table.

4.92 out of 5 average rating, 153 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.

Indoor spacesKitchenBiking

A spacious living room features a plush sectional sofa with an assortment of decorative pillows. A modern coffee table made from natural wood sits on a patterned area rug. Large sliding doors allow light to enter and provide views of the outdoor pool area.

4.9 out of 5 average rating, 147 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.

FamilyKitchenHot tub

A modern living area features a spacious sectional couch adorned with green and golden pillows. A small coffee table occupies the center, while a potted plant adds a touch of greenery. Natural light streams through blinds on the window, complementing the neutral walls.

4.91 out of 5 average rating, 523 reviews

South San Diego remodeled private home!

Newly custom remodeled home that we almost moved in ourselves! We are close to some great breweries and restaurants on Third ave, and 10 minutes from San Diego proper. Enjoy being close to everything you want to be close to, but far enough to feel the quiet. Our home is in a family friendly area that we also live in, and suitable for 2 people all the way up to 8 if you want to cram in (there is only one bathroom). The yard is private and nice.

Indoor spacesKitchenValue

The kitchen features modern cabinetry in soft gray, accented by sleek stainless steel appliances. A white island countertop with bar seating for three is illuminated by pendant lights, enhancing the spacious layout. Natural light is invited through multiple windows, creating a bright and functional cooking space.

4.81 out of 5 average rating, 334 reviews

House #A Short Walking Distance To Gaylord Resorts

-Peaceful, central neighborhood -Remodeled home surrounded by some of the most iconic sights of San Diego. -Costco, Target, Walmart all within a 5 minute drive away. -Walking distance to newly opened The Gaylord Pacific Resort and Convention Center: enjoy its 4.25-acre water park, 10+ restaurants and bars. Our property is the one of closest property to the Gaylord Hotel and can be reached on foot -Living Coast Discovery Center

KitchenIndoor spacesTV

Guest suite in Otay Ranch

An entrance reveals a cozy sleeping area with a queen-size bed dressed in white linens. A kitchenette is visible to the right, and a small dining area with two chairs is included. Natural light floods the space through an open doorway.

4.9 out of 5 average rating, 292 reviews

Eastlake Otay Ranch studio in Chula Vista CA

Includes a work/eating area, a comfy queen-size bed & (recently added) memory foam topper, a full bathroom, a kitchenette, vinyl wood flooring, and ample lighting. Includes a private entrance from the side of the property with street parking. A short 8-minute walk to over 20 restaurants and tons of stores, including Baron's market. Just two blocks from the Santa Venita station, which takes you directly to Downtown San Diego.

Indoor spacesKitchenComfort

Popular amenities for Chula Vista family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious outdoor area features a large wooden table surrounded by woven furniture. A red umbrella provides shade over a lounge seating arrangement. The backyard showcases palm trees, a well-maintained lawn, and a swimming pool in the background.

4.91 out of 5 average rating, 184 reviews

Private Oasis • Pool •Spa • Near Attractions

FamilyKitchenAccuracy

A fire pit burns brightly in the center of a stone patio, surrounded by stylish, woven chairs. A wooden gazebo with string lights provides shelter, while a green backdrop adds a natural touch to the setting, complete with views of the surrounding landscape.

5.0 out of 5 average rating, 195 reviews

Panoramic Views • Jacuzzi • Putting Green+Fire Pit

FamilyKitchenBathroom

4.97 out of 5 average rating, 177 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

FamilyIndoor spacesBackyard

4.91 out of 5 average rating, 117 reviews

A charming exterior view of the villa, showcasing a landscaped pathway lined with smooth stones. The structure features large windows, and the sky is painted in soft hues of orange and pink, creating a serene backdrop against the surrounding trees.

Home in Bonita

Villa Amarone-San Diego-View, HotTub, Pet friendly

FamilyIndoor spacesParking

4.89 out of 5 average rating, 170 reviews

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

Ocean View Private Pool & Spa Home w/Putting Green

FamilyKitchenLaundry

Villa in Rancho San Diego

A serene outdoor area features a hot tub surrounded by stone elements and a waterfall feature. Sunlight filters through the overhead pergola, creating a play of light and shadow. Lush greenery and a glimpse of a spacious pool can be seen in the background.

4.9 out of 5 average rating, 295 reviews

Private Villa: Pool, Slide & Hot Tub

KitchenIndoor spacesPool

A spacious backyard is illuminated by string lights, featuring a cozy fire pit surrounded by Adirondack chairs. A putting green and lawn games, including bean bag toss, enhance the outdoor space, while a modern seating area is visible through sliding glass doors.

4.97 out of 5 average rating, 119 reviews

Hot Tub + Game Room + Fire Pit | Seabreeze Home

FamilyIndoor spacesPool

4.99 out of 5 average rating, 131 reviews

An open-concept living area is highlighted by vaulted ceilings and natural light from large windows. A spacious L-shaped sofa is positioned around a coffee table, facing a wall-mounted TV above a modern fireplace. Nearby, a dining area can be seen through an archway.

Home in El Cajon

Spacious & Fun | 5br, 4.5ba | Hot Tub | Views

KitchenIndoor spacesCheck-in

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 225 reviews

An open living space is illuminated by natural light, featuring a light-colored sofa and a woven coffee table. A bed with neutral bedding is positioned beside a bright kitchenette. Decorative elements include a round mirror, a rattan light fixture, and a potted plant, enhancing the welcoming ambiance.

Guesthouse in San Diego

Insta-worthy! 1 night/many nights, no min required

Indoor spacesFamilyLocation

4.95 out of 5 average rating, 112 reviews

The living area features a large, comfortable sectional sofa facing a wide smart TV. A sleek coffee table is positioned in front of the sofa, surrounded by decorative glassware. A work desk with a chair is located nearby, and greenery adds a touch of nature.

Apartment in Chula Vista

Free Parking • King + Queen • Shops & Waterfront

Indoor spacesFamilyComfort

Guest suite in Chula Vista

A compact sleeping area features a neatly made single bed with a light quilt and decorative pillows. An artwork depicting coastal waves is hung on the wall above the bed, and natural light filters through the window adorned with horizontal blinds.

4.92 out of 5 average rating, 142 reviews

Serenity by the lake I Beautiful quite location

KitchenFamilyBathroom

4.87 out of 5 average rating, 270 reviews

Spectacular Views and Comfort-Book Now! King Bed!

KitchenFamilyAccuracy

4.92 out of 5 average rating, 112 reviews

Modern Bay Retreat - 1 Mile to Gaylord & Near DT!

Indoor spacesKitchenWi-Fi

A private yard features a sandy play area adorned with children's toys and colorful sand molds. Adjacent to the sand area, a patio is set up with a table and chairs under a blue umbrella. A grill is positioned nearby, enhancing the outdoor space.

4.85 out of 5 average rating, 244 reviews

South San Diego Home!

KitchenIndoor spacesAmenities

4.93 out of 5 average rating, 133 reviews

A shaded outdoor seating area is furnished with a comfortable arrangement of dark wicker sofas and a coffee table. Lush greenery and vibrant flowers surround the space, providing a serene atmosphere. An umbrella offers additional shade, enhancing the inviting outdoor experience.

Condo in Chula Vista

Giraffe House

FamilyIndoor spacesOutdoor spaces

4.94 out of 5 average rating, 111 reviews

A cozy living area is featured with soft carpeting and a ceiling fan overhead. A dining table is positioned by a window with views of the exterior yard. Nearby, a seating area is provided with a dog bed and an arcade game in the corner.

Farm in Bonita

Cozy 1 Bedroom Guesthouse/ Ranch Experience

KitchenFamilyOutdoor spaces

Family-friendly home rentals with a pool

A spacious backyard is showcased with a glistening pool surrounded by a concrete deck. Green grass offers a soft contrast, while lounge chairs and a shaded seating area are positioned for relaxation. String lights illuminate the space, enhancing the outdoor ambiance during twilight.

4.95 out of 5 average rating, 108 reviews

San Diego Pool House with Luxury King/Queen Suites

KitchenFamilyView

4.99 out of 5 average rating, 181 reviews

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

Guesthouse in La Mesa

Private 1 BR Paradise Retreat

KitchenIndoor spacesBeach

4.89 out of 5 average rating, 412 reviews

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

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

FamilyKitchenNearby

Villa in Rancho San Diego

An inviting outdoor entertainment area features a heated saltwater pool surrounded by elegant lighting and stylish lounge furniture. Inflatable swan floats rest in the water, while vibrant umbrellas provide shade over seating. Lush landscaping enhances the serene environment, making it ideal for relaxation.

4.92 out of 5 average rating, 214 reviews

Enchanted Paradise! Pool+Spa+Outdoor Kitchen

KitchenIndoor spacesSleep quality

4.98 out of 5 average rating, 124 reviews

A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.

Home in Jamul

Jamul Hacienda | Couples Retreat | Pool & Views!

FamilyIndoor spacesTV

4.9 out of 5 average rating, 111 reviews

A private pool is surrounded by a spacious patio, featuring a built-in spa and floating pool accessories. Lounge chairs are arranged by the poolside, while the nearby house is complemented by green shrubbery and playful palm trees. Bright sunlight highlights the inviting blue water.

Home in La Mesa

QUIET HOME -3 Bedroom & Den, + POOL, sleep 8 plus

KitchenIndoor spacesLayout

4.91 out of 5 average rating, 119 reviews

Home in La Mesa

San Diego Oasis: Private Pool & Sunny Escape!

Indoor spacesKitchenTV