Holiday rentals with a pool in Bonita

4.97 out of 5 average rating, 115 reviews

A well-appointed backyard features a heated pool with a waterfall, surrounded by palm trees and lounge chairs. An outdoor dining area is under a covered gazebo, providing a view of the landscaped space. Soft evening light hints at a serene atmosphere.

Home in Spring Valley

Tropical Oasis: spa, solar heated pool, waterslide

This home is ideal for FAMILY trips and QUIET friend groups Hours of entertainment in the private backyard that includes heated pool, waterslide, grotto, spa, gazebo, half bath, BBQ, and more. Clean and spacious home with over 2,100 sqft of living space. Minutes from everything San Diego has to offer. Distance to main attractions: SDSU- 5 mi Downtown/PetcoPark park-11 mi SD Zoo/balboa park-12 mi SD Airport- 13 mi Old town- 14 mi Coronado-15 mi Belmont park/Mission beach-18mi Sea world- 18mi

4.97 out of 5 average rating, 151 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

This is your perfect Guest House with a salt & heated pool + hot tub. Located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to the beaches, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike up Cowell Mountain next door at Mission Trails Park or around 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.

4.98 out of 5 average rating, 104 reviews

The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.

Guesthouse in Jamul

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

4.89 out of 5 average rating, 160 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

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!

4.89 out of 5 average rating, 388 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

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.

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.

4.88 out of 5 average rating, 115 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 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.

4.94 out of 5 average rating, 134 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.

A spacious outdoor area features a swimming pool, accompanied by colorful lounge chairs and a large umbrella for shade. A unicorn float is visible in the water, with potted flowers adding a touch of vibrancy. The home's façade offers multiple windows and seating options nearby.

4.99 out of 5 average rating, 190 reviews

Mid-Century Style Family House with Spa

This home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas Desert Inn situated on nearly an acre. Less than 20 minute drive to beaches/Zoo/Sea World/Downtown. With a swimming pool, jacuzzi, and AC. Surrounded by orange, lemon, pomegranate trees and herb garden. No loud parties please, this is a quiet community.

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.

4.91 out of 5 average rating, 138 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.

4.96 out of 5 average rating, 196 reviews

A dining space features a round table with four white chairs, complemented by a potted plant. Large glass doors slide open to reveal expansive views of the backyard, pool, and surrounding hills, with soft evening light illuminating the scene.

Home in Spring Valley

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)

A spacious outdoor area is set beside a shimmering pool, featuring a comfortable sectional sofa with soft cushions and a glass-topped coffee table. An oversized umbrella provides shade, while the surrounding patio is designed for relaxation and enjoyment in a family-friendly environment.

4.79 out of 5 average rating, 198 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.

4.8 out of 5 average rating, 158 reviews

A comfortable living area features a light-toned sofa adorned with colorful cushions and a wooden coffee table. A green chair complements the space, while a decorative wall art piece and potted plant add interest. A dining area is visible in the background.

Condo in Spring Valley

Spacious 2 BR w/ Free Parking & WiFi

This stylish place is perfect for group and family trips. We are centrally located and close to all that San Diego has. Only 10 minutes from San Diego Zoo, Gaslamp, Downtown & more. Target and other grocery stores are a 5 minute drive. Directly across the street is fast-food and local restaurants. The complex is very safe, quiet and nicely maintained. The listing includes a free parking space with plenty of parking on the street.

Popular amenities for Bonita rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 17 reviews

BIG Modern Mt Helix Home with Pool

4.81 out of 5 average rating, 32 reviews

Home in Lemon Grove

Paradise Retreat- private home with views

An open-concept living space features a modern kitchen with a large island and bar seating for four. A light-colored sofa is positioned nearby, with a stone fireplace adding warmth to the room. Natural light streams through the skylight and windows, enhancing the airy feel.

4.89 out of 5 average rating, 112 reviews

Bright Contemporary 5-Bedroom Oasis, Pool and Yard

5 out of 5 average rating, 14 reviews

5BR Chula Vista getaway:pool & jacuzzi 9 beds

Home in University Heights

An aerial view captures the spacious outdoor area, featuring a rectangular pool surrounded by sun loungers and umbrellas. Lush greenery is visible alongside neatly arranged pathways and stone retaining walls, complementing the mountain-modern design of the home in the background.

4.89 out of 5 average rating, 168 reviews

Your Modern Lux Pool Resort in the Heart of SD

A serene outdoor space is showcased at twilight, featuring a modern pool surrounded by green grass. Cozy seating areas, including hanging chairs, are visible. The adjacent bar area is illuminated, enhancing the inviting atmosphere of the private backyard.

4.96 out of 5 average rating, 96 reviews

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

A stylish outdoor deck features a round table with three black stools, accompanied by a bottle of wine and two glasses. A sunset casts warm light over the landscape, highlighting distant hills and a serene atmosphere.

4.7 out of 5 average rating, 132 reviews

The Helix House | Pool & Mountain Views

4.96 out of 5 average rating, 85 reviews

An outdoor area features a modern pickleball court surrounded by gravel paths and greenery. A set of black lounge chairs and a small table are arranged on a stone patio, inviting relaxation. A swimming pool is visible in the background, framed by palm trees.

Home in El Cajon

Private House in the Hills, Pool, Pickleball court

Condo rentals with a pool

4.98 out of 5 average rating, 127 reviews

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

Bay View Condo in Pacific Beach

4.96 out of 5 average rating, 242 reviews

Condo in Madero Sur

Luxury High-Rise Studio | Epic Views + Pool | ICON

Condo in Sección Costa de Oro

4.89 out of 5 average rating, 110 reviews

Cozy apartment with ocean view · Favourite

4.84 out of 5 average rating, 212 reviews

The exterior of a modern high-rise building is displayed against a sunset sky, showcasing multiple glass balconies. Surrounding streets are lined with vehicles, and urban development is visible in the background, highlighting the vibrant atmosphere of the area.

Condo in Agua Caliente

Luxury studio on the 22nd floor

Condo in Sección Costa de Oro

A round jacuzzi is seen with bubbling water, surrounded by a paved area. The ocean is visible in the background, enhancing the serene ambiance. Lush greenery and a distant building are also present, contributing to the overall setting.

4.84 out of 5 average rating, 122 reviews

Karol’s apartment with 3 pools & jacuzzi Seaview

4.95 out of 5 average rating, 123 reviews

A balcony view reveals a modern apartment complex with multiple balconies and large windows. An open courtyard with landscaped greenery is visible below, featuring stone pathways and seating areas. The clear sky highlights the sleek architecture and contemporary design of the surrounding buildings.

Condo in Tijuana

Modern 2BR Apt w/ Rooftop Pool

4.95 out of 5 average rating, 161 reviews

Two bright red chairs are positioned in front of a calm swimming pool, offering views of the ocean. A vibrant sunset paints the sky in shades of pink and orange, while palm trees frame the scene, enhancing the tranquil coastal atmosphere.

Condo in Tijuana

REJUVENATE @Ocean123 *Available Now,Just Send Msg*

4.97 out of 5 average rating, 192 reviews

A bright living area features a large window with ocean views and light blue skies. A wooden coffee table rests on a patterned rug, surrounded by comfortable seating. A flat-screen TV is located on a white media console, enhancing the room's modern look.

Condo in Pacific Beach

Beautifully remodeled 10th floor oceanfront condo

Other holiday rentals with a pool

5 out of 5 average rating, 52 reviews

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

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

5 out of 5 average rating, 32 reviews

A serene outdoor seating area is surrounded by lush gardens, featuring a comfortable wicker sofa and an accompanying ottoman. The space is illuminated softly by garden lights, with a sparkling pool visible nearby, and colorful flowers add vibrancy to the setting.

Home in San Diego

Luxury San Diego Oasis | Pool, Sauna +Lush Gardens

5 out of 5 average rating, 25 reviews

Airbnb Luxe: Designer Pool, Office and Fitness

4.96 out of 5 average rating, 23 reviews

Traveler's Dream Private Pool Home with Arcade

Home in Greater North Park

An inviting outdoor space is framed by a wooden pergola, showcasing a clear blue sky above. The heated saltwater pool reflects sunlight, while comfortable lounge chairs are positioned nearby. A covered area with an umbrella offers shade, enhancing relaxation in this tranquil retreat.

4.95 out of 5 average rating, 20 reviews

North Park Craftsman Oasis with Pool

5 out of 5 average rating, 27 reviews

A spacious interior features high wooden beams and a well-lit area. A comfortable bed is positioned near large glass doors, allowing natural light to illuminate the space. A cozy seating area is provided by a plush ottoman, with a dining table and chairs visible nearby.

Guest suite in Alpine

Grand Studio with exclusive resort amenities.

An illuminated solar heated pool is surrounded by a safety fence and features a soft blue hue at night. A covered patio area with seating offers a relaxing spot, while string lights enhance the ambiance of the spacious backyard.

4.87 out of 5 average rating, 87 reviews

Big Pool House Oasis (Solar heated pool)

A vibrant outdoor playground features a wooden play structure with a slide, swings, and colorful accessories. Adjacent, a spacious living area showcases a sectional sofa and decorative wall art, illuminated by natural light. The backyard pool area includes yellow umbrellas and lounge chairs, providing a relaxing spot. A mini-golf setup is visible, complete with flags and a maintenance shed.