
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

XTRA 10% OFF until April: Pool, outdoor fire pits,
Find your family's dream spot in San Diego! Our cozy house sits on a quiet hill, offering privacy and amazing sunset views. Dive into our pool year-round (heating at an additional cost), roast marshmallows by the fire, and cook up fun meals together. With 3 bedrooms and 2 bathrooms, it’s perfect for families, accommodating up to 9 guests. Plus, we're close to all the best attractions. Want a vacation you'll always remember? Send us a message to make it happen! 🌅🏠 We have 3 comfy beds that can

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!

Bright and spacious home with views, pool & spa.
This beautiful and recently remodeled, open-floor plan home is conveniently located directly across from Cowles Mountain, one of San Diego's most visited hiking trails. Each bedroom has its own full bathroom. Perfectly located for the outdoorsy family. Tons of hiking and mountain bike trails are just across the street. Only 15 min. away from beaches, zoo, & Sea World. Gaslamp/Downtown is only 20 min. by car. After a day of exploring, come home to a newly-built, salt-water pool and spa.

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.

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)

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 3/4 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.

Bright Contemporary 5-Bedroom Oasis, Pool and Yard
Welcome to our 5-bedroom, 3-bathroom home, offering ample space for your entire group. With a myriad of amenities, games, and relaxation areas, you may find yourself wanting to spend your entire stay simply enjoying the comforts of this exceptional home. Whether that be opting for a pool day relaxing in San Diego's mediterranean climate, or cozying up next to the fireplace with your fav movie on. This spacious rental will ensure a memorable San Diego experience! 🌄

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) There are two units on the property totally separate entrance from each other! The backyard is a shared area

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

BIG Modern Mt Helix Home with Pool

Travelers Oasis w/ Private Pool + Hot Tub

Casa Del Oceano, Solana Beach

Resort-Style Pool House

University Heights Oasis Getaway

SunnySD Private Pool-SoCal Oasis

Hilltop 2200sqft Oasis: Pool, Views, BBQ

San Diego Oasis- A Retro Retreat w/ King Size Bed!
Condo rentals with a pool

1 Bedroom Condo at Wave Crest Resort

Bay View Condo in Pacific Beach

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

Centrally located n UCSD/ utc-laJolla

Enchanted Ocean Sunsets

The Endless Summer Condo!

Luxury Oceanfront Condo with Unbelievable Views

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

Your Own Suburban Oasis!

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

Jamul Hacienda | Couples Retreat | Pool & Views!

San Diego Oasis: Private Pool & Sunny Escape!

San Diego's Finest Retreat

Hot Tub, Pool, Arcade Game, Patio, Family Friendly

Hilltop Family Retreat | Heated Pool & Ocean Views

Spacious Oasis w/ Pool, Sauna, and Secret Arcade
When is the best time to visit La Mesa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 CAD | $290 CAD | $324 CAD | $353 CAD | $342 CAD | $435 CAD | $481 CAD | $457 CAD | $362 CAD | $372 CAD | $357 CAD | $422 CAD |
| 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 $41 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
140 of La Mesa vacation rentals include wifi 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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