
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.

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

Stylish Relaxation-Panoramic Views-Private OASIS!
~BRAND NEW DRIVEWAY~Perched high on granite hills, our comfy, stylish bungalow is perfect for a quiet getaway in San Diego. Brew your morning coffee and stroll to the pool to let the expansive views of the city fuel your daily adventures. Host a barbeque in the spacious, private backyard after your day at the beach. Cozy up in the recliner loveseat and enjoy the big screen 4k smart TV (with cable). 420 Friendly! “Enjoy the hillside pool—just coordinate with Johnny for your own private swim.”

The Outside Inn at The Tipsy Goat Ranch
Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

Mid-Century Style Family House with Spa
Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas, Desert Inn 3/4 acre.Less than 20 minute drive to beaches/Zoo/Sea World/Downtown, . With a swimming pool/hot tub, whole House have AC to. surrounded by California Oak/orange/lemonpomegranate trees and herb garden this home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. No loud parties please, this is a quite community.

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.

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.

“Pineapple Express”
Aloha! If your looking for a relaxing & mellow vibe, We invite you to stay the night in our cozy 1948 16ft Travelo travel trailer, “The Pineapple Express” Enjoy your private pool and hot tub, behold a beautiful San Diego sunset from the hillside deck or pull up a stool at the Tiki Bar for your morning coffee. We now have an outdoor gas grill, hot water pitcher, microwave, mini fridge and utility sink for food prep! Hablamos español Deaf friendly 🏳️🌈. Alycen ASL fluent.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is your perfect Guest House with a salted & 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.

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!

Comfy, Cozy Flat With Pool & Spa!
Our flat has a patio that enjoys great sunsets. We are freeway close to all, easy in and easy out!! You’ll love the place because of the comfy bed, space, patio and access to pool and spa. Also, the yard can be enjoyed for relaxing, eating, bonfires, horseshoes and cornhole. An adjoining space is also an AIRBNB studio suite. Great for traveling friends or as an alternative place to consider for your stay. Look for Foemer man Cave with Pool And Spa.

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.

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 through the beautiful valley. Beautiful Mountain Retreat with ocean view. Private entrance. Full kitchen (toaster oven only). Access to shared pool. Beautiful sunsets. Newly remodeled. (NO SMOKING) Your Co-host lives upstairs and is available for you if needed! The backyard is a shared area.
Popular amenities for La Mesa rentals with a pool
House rentals with a pool

Airbnb Luxe: Designer Pool, Fitness and Office

Casa Bahia Beautiful San Diego Home with Pool

Lionhead - Private Boutique Home

The Pool House

San Diego's Finest Retreat

University Heights Oasis Getaway

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

Modern Hilltop Home: Roomy, Views, Family-Friendly
Condo rentals with a pool

Studio Condo and Wave Crest Resort

Bay View Condo in Pacific Beach

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

Enchanted Ocean Sunsets

Beautifully remodeled 10th floor oceanfront condo

Cozy clean 1 bedroom centrally located by beaches

Spacious 2 BR w/ Free Parking & WiFi
Other vacation rentals with a pool

Suburban poolside cozy casita, with a beachy vibe

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

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

Hilltop 2200sqft Oasis: Pool, Views, BBQ

Sunset house

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

Hilltop Family Retreat | Heated Pool & Ocean Views

Private House in the Hills, Pool, Pickleball court
When is the best time to visit La Mesa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,950 ZAR | R3,533 ZAR | R3,950 ZAR | R4,300 ZAR | R4,167 ZAR | R5,300 ZAR | R5,867 ZAR | R5,567 ZAR | R4,417 ZAR | R4,267 ZAR | R4,000 ZAR | R4,133 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 R333 ZAR per night before taxes and fees

Verified guest reviews
Over 6,070 verified reviews to help you choose

Family-friendly vacation rentals
80 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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