
Vacation rentals with a pool in La Mesa
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in La Mesa
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Peaceful Valley Ocean View - Restful and Relaxing
Located on the historic Mount Helix. High above the valley below, with an exquisite view of the ocean evening sunsets a the beautiful valley. Beautiful Mountain Retreat with ocean view. Private entrance. Full kitchen (toaster oven only). Access to shared pool. Beautiful sunsets. (NO SMOKING) two units on the property totally separate enterance. The backyard is a shared area “As an outdoor pool, occasional leaves or natural debris may be present between scheduled professional cleanings.”

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

San Diego Pool | Fire Pit | Sunshine | Sleeps 10
Escape to a fresh 4-bedroom retreat for family and friends (10 ppl max). Updated in January of 2024 with new furniture, and fixtures. Bask in the sun on the deck, take a dip in the pool. Enjoy the private and fenced backyard, BBQ, or the recently renovated and modern Kitchen. This home is perfect for vacations or remote work. Explore San Diego beaches and all the area has to offer, the most popular tourist destinations are all within a 20-30 minute drive. 20 minutes to the beach! Book with us!

Entertainers Dream Pool Home
The Lemon Ave Pool Home! Ready for your enjoyment, this home has EVERYTHING you need to enjoy a large get-together with beautiful San Diego sunshine! Sparkling pool, relaxing spa, fire pit, kids' playhouse/grass area, decks to view the gorgeous sunsets, and more! The vast open living space has a full-size kitchen for any chef's needs! 3 bedrooms, 1 King/1 Queen/2 full/1 twin mattress with 2 queen pullout couches/1 queen &1 twin portable mattress, 2 1/2 bathrooms (2 full showers with bathtubs).

Hacienda de las Campanas (Bell Hacienda)
Stay in classic, historic California Hacienda style! A complete, self-contained apartment--your casita--within our beautiful, historic Monterey Spanish Revival hacienda home, situated on a half acre. The apartment has a separate, private entrance and includes a sunlit living/dining room opening on to a large swimming pool; a small kitchenette; and a private bedroom and bathroom down your own hallway. The suite is tastefully furnished consistently with the historic Spanish architecture.

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.

Birdsong Suite | Family-friendly getaway
Welcome to our cozy and spacious Birdsong Suite! Tucked in the lush foothills of Mt Helix, on a private road, this private one-bedroom unit will accommodate up to 6 travelers (perfect for a family!). The pool and hot tub are a delight after a day of exploring. The San Diego Zoo, downtown, and Balboa Park are a mere 20 minute drive. Downtown La Mesa is only 5 minutes by car and has restaurants to suit every taste. We look forward to having you stay at our peaceful getaway!

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is your perfect Guest House with a salt & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

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)

Tranquil Poolside Studio
Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

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

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 queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.
Popular amenities for La Mesa rentals with a pool
House rentals with a pool

San Diego Oasis: Private Pool & Sunny Escape!

University Heights Oasis Getaway

25% off, Pool, Hot Tub, BBQ, EV, Central-SD, SDSU

SunnySD Private Pool-SoCal Oasis

Private House in the Hills, Pool, Pickleball court

Spacious Oasis w/ Pool, Sauna, and Secret Arcade

San Diego Oasis- A Retro Retreat w/ King Size Bed!

Private&SereneView• HeatedPool •HotTub • GameRoom
Condo rentals with a pool

Ocean-Bay-Sunset View Condo in Pacific Beach!

1 Bedroom Condo at Wave Crest Resort

Bay View Condo in Pacific Beach

Centrally located n UCSD/ utc-laJolla

Del Mar Beach Club-AC, pool,jacuzzi,tennis, views!

The Endless Summer Condo!

REJUVENATE @Ocean123 *Available Now,Just Send Msg*

Beautifully remodeled 10th floor oceanfront condo
Other vacation rentals with a pool

Your Own Suburban Oasis!

Oasis In The Hills

Casa Charles, Tropical backyard, Pool & Pizza oven

Gated community, parking, 250 Mbps. Save 10%/month

Jamul Hacienda | Couples Retreat | Pool & Views!

Surf to Skyline | 6BR Luxury Stay w/ Stunning View

Mansion Ocean View, Pool & spa

Resort-Style Pool House
When is the best time to visit La Mesa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,023 ZAR | R3,598 ZAR | R4,023 ZAR | R4,379 ZAR | R4,244 ZAR | R5,398 ZAR | R5,975 ZAR | R5,669 ZAR | R4,498 ZAR | R4,617 ZAR | R4,430 ZAR | R5,245 ZAR |
| 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 |
Quick stats about vacation rentals with a pool in La Mesa

Total vacation rentals
Explore 140 vacation rentals in La Mesa

Nightly prices starting at
La Mesa vacation rentals start at R509 ZAR per night before taxes and fees

Verified guest reviews
Over 6,300 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
140 of La Mesa vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across La Mesa rentals

4.8 Average rating
La Mesa stays are highly rated by guests—averaging 4.8 out of 5!
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- Rosarito Beach
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- SeaWorld San Diego
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