Holiday rentals with a pool in Casa de Oro - Mount Helix

4.98 out of 5 average rating, 132 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

FamilyValueView

4.98 out of 5 average rating, 114 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

LocationFamilyParking

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.

4.97 out of 5 average rating, 174 reviews

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.

ValueFamilyComfort

4.99 out of 5 average rating, 112 reviews

AmazingVIEWS! Hilltop Guest House with XL Balcony~

~PANORAMIC SUNRISE & SUNSET VIEWS~ ~PEACEFUL & PRIVATE~ ~CENTRAL LOCATION~ ~XL BALCONY~ OCEAN, Mountain, Harbor, & Valley VIEWS ~to Pt Loma & Coronado! Historic Mt Helix neighborhood. Extra large balcony to enjoy an outdoor living space! Private entrance 1 Driveway parking space NON SMOKING/VAPING of any substances on the property indoor & out Read about our limited ADD ON feature package: POOL/SPA/LOUNGE, requiring additional fees & approval terms that apply. Scroll down for details

LocationValueView

4.99 out of 5 average rating, 101 reviews

The image captures a modern saltwater pool illuminated in vibrant blue tones. Surrounding vegetation and trees frame the pool area, enhancing privacy. A gated fence ensures security, while landscaped features and lounge chairs offer inviting relaxation options.

Home in La Mesa

Mt. Helix Resort+ Pool/Spa, Pickleball, Amenities!

NEWLY REMODELED/RENOVATED! Amazing resort sitting on almost 1 acre with approx. 3000 sqft of living space (plus 2000 sqft of entertainment rooms) in Central SD County, perched up in prestigious Mt Helix with a huge private driveway, privacy and more amenities than any other in the area. Brand new heated pool, Jacuzzi, pickle-ball court, fire-pit, playground, indoor movie theater, game room, putting green, granny flat, and more Furnished brand new top to bottom with high end furniture

ValueFamilyHeating

4.99 out of 5 average rating, 201 reviews

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.

Home in La Mesa

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.

ValueFamilyAmenities

4.98 out of 5 average rating, 120 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!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

ValueFamilyBeach

An outdoor seating area is equipped with a sectional couch surrounding a stone fire pit, with flames flickering invitingly. A large dining table offers ample seating. The heated pool glistens in the background, surrounded by lounge chairs and shaded umbrellas.

4.96 out of 5 average rating, 120 reviews

Family Fun Oasis Pool Spa and Game Room

Exceptional home w/heated pool and spa in a quiet neighborhood; kitchen has everything you need and more! Perfect for families with kids of various ages or multiple families. What to Expect: - Heated pool w/safety cover - Hot tub - Game Room - Trampoline - Jungle gym - Baby/toddler supplies (pack N play/High Chair) - Spacious master suite. - 20 mins to the beach, the San Diego Zoo, Balboa Park, Sea World, Little Italy and downtown San Diego and all that it has to offer!

LocationValueBackyard

4.97 out of 5 average rating, 116 reviews

Villa in Jamul

@ Paradise villa, Top view, 4600sqrt on 10 acres

TOT #COSD-00749 Experience stunning 360-degree views from every corner of this spacious villa, which spans 4,600 square feet on 10-acre lot. This is the perfect place for family gatherings and celebrations. The house features five oversized bedrooms and four bathrooms. There is parking +25 cars. Max 50 guests. Enjoy a massive pool, deck, golf, chess, pool table, foosball, ping pong, Nintendo game, and screen projector. This truly one-of-a-kind property is not to be missed!

FamilyValueNearby

4.96 out of 5 average rating, 219 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)

LocationFamilyBarbecue

A cozy interior features wooden paneling and a comfortable grey sofa with a decorative pillow. A small kitchenette is equipped with cabinets and appliances. A dining table is set for two, and a guitar is displayed on the wall, adding a touch of creativity to the space.

4.93 out of 5 average rating, 228 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 king size bed and a memory foam sofa bed, with a well equipped kitchenette. Plenty of parking in driveway (max 2 cars). Please read entire listing for details.

ValueLocationPool

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, 294 reviews

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

ValueFamilyBeach

Popular amenities for Casa de Oro - Mount Helix rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

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 Diego

4.87 out of 5 average rating, 236 reviews

Bright and spacious home with views, pool & spa.

ValueLocationBarbecue

4.86 out of 5 average rating, 121 reviews

Home in La Mesa

Entertainers Dream Pool Home

ValueLocationCheckout

5.0 out of 5 average rating, 108 reviews

A landscaped backyard features a pathway of concrete pavers lined with gravel, leading to a seating area with modern outdoor furniture. To one side, a wooden deck provides elevated space with views of the surrounding area and palm trees, complemented by open sky.

Home in Del Cerro

Modern Hilltop Home: Roomy, Views, Family-Friendly

LocationFamilyBackyard

4.98 out of 5 average rating, 113 reviews

A serene outdoor space showcases a sparkling pool adjacent to a jetted hot tub, with canyon views stretching in the background. A glass fence enhances the vista, and the surrounding landscape features palm trees and gentle hills under a clear blue sky.

Home in San Diego

ModernCoastal I View I Pool ITub

LocationFamilyComfort

4.96 out of 5 average rating, 175 reviews

Beautiful 3,000 Sq Ft Tropical Oasis

LocationFamilyParking

An outdoor area features a clear saltwater pool surrounded by elegant lounge chairs. A shaded umbrella stands nearby, and the landscape includes rolling hills and a distant view of the mountains, providing a serene backdrop for relaxation.

4.94 out of 5 average rating, 154 reviews

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa

LocationFamilyView

4.94 out of 5 average rating, 195 reviews

Home in San Diego

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit

LocationFamilyAccuracy

5.0 out of 5 average rating, 296 reviews

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

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

LocationValueDecor

Condo rentals with a pool

Superhost

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

4.79 out of 5 average rating, 166 reviews

Spacious 2 BR w/ Free Parking & WiFi

FamilyValueIndoor spaces

4.82 out of 5 average rating, 121 reviews

A light-filled living area features a comfortable white sofa adorned with various pillows. A small marble table sits in front of the sofa, complemented by fresh tulips in a vase. A side chair and decorative elements add to the inviting ambiance.

Condo in La Mesa

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU

FamilyLocationGetting around

Condo in Hipódromo Aguacaliente

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.

4.85 out of 5 average rating, 225 reviews

Luxury studio on the 22nd floor

LocationValueCleanliness

Condo in Playas de Tijuana

4.89 out of 5 average rating, 134 reviews

Cosy apartment with sea views • TIJ beaches • Private parking

LocationValueKitchen

Condo in Playas de Tijuana

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.

4.95 out of 5 average rating, 177 reviews

REJUVENATE @Ocean123 *Available Now,Just Send Msg*

FamilyLocationParks

4.92 out of 5 average rating, 193 reviews

A cozy living room features a comfortable gray couch adorned with a woven throw, complemented by a small circular table and a patterned area rug. Natural light floods the space through glass sliding doors that lead to a balcony with seating, framed by soft curtains.

Condo in Mission Valley

Cozy home central to beaches & attractions

ValueFamilyAccuracy

Superhost

Condo in Pacific Beach

4.9 out of 5 average rating, 125 reviews

Oceanfront Condo

FamilyLocationTV

4.98 out of 5 average rating, 289 reviews

A spacious bedroom area features a large window with city views, allowing natural light to illuminate the room. A comfortable bed is placed beside the window, while a cozy seating area with a sofa is positioned nearby, offering a relaxing space to enjoy the scenery.

Condo in Tijuana

ICON Skyline View · Best Choice · Pool & Gym

FamilyValueHospitality

Other holiday rentals with a pool

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.

4.99 out of 5 average rating, 179 reviews

Private 1 BR Paradise Retreat

ValueLocationAccess

A well-maintained putting green is surrounded by lush greenery, featuring multiple flags indicating different holes. A sand trap is positioned nearby, and a winding path made of stone leads through the garden space, enhancing the serene outdoor environment.

4.94 out of 5 average rating, 154 reviews

Pool Side Safari Cabin-On the backend of our Home

LocationFamilyTV

Apartment in Spring Valley

A serene sunset view is captured with soft hues of purple, pink, and orange streaking the sky. Silhouetted hills create a calming backdrop, while the dimming light gently transitions the scenery into evening.

4.89 out of 5 average rating, 186 reviews

Comfy, Cozy Flat With Pool & Spa!

LocationValueCheckout

4.96 out of 5 average rating, 416 reviews

A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.

Farm stay in Lakeside

The Outside Inn at The Tipsy Goat Ranch

FamilyLocationBackyard

4.96 out of 5 average rating, 48 reviews

An inviting pool area is shown with a clear blue pool surrounded by tan decking. Lounge chairs are placed nearby, and a pergola offers shaded seating. Lush greenery and distant hillside views enhance the outdoor space under a bright blue sky.

Guesthouse in El Cajon

Sunset house

LocationFamilyBarbecue

A serene courtyard features smooth stones and desert landscaping, accented by palm trees and a vibrant green plant. The rustic entryway, marked by wooden doors, invites guests into the home while sunlight filters through the foliage above.

4.83 out of 5 average rating, 24 reviews

Weekend at Berny's

LocationValueComfort

5.0 out of 5 average rating, 33 reviews

Home in Descanso

Infinity Pool & Spa-Private-Endless Views-Luxury

LocationFamilyView

A grand colonial-style mansion is showcased, surrounded by lush greenery and gentle hills. The expansive two-story structure features a wrap-around balcony, multiple windows, and a dedicated three-car garage, illustrating a spacious and elegant design in a serene setting.