Holiday rentals with a pool in La Mesa

The property features a spacious backyard with a heated pool surrounded by lounge chairs. Palm trees line the perimeter, and soft lighting illuminates the outdoor area during sunset. The two-story house overlooks the pool, creating an inviting atmosphere for relaxation and gatherings.

4.95 out of 5 average rating, 240 reviews

Family Pool Retreat + Gym, Fire Pits, Views (Sleep

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

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, 158 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.

4.94 out of 5 average rating, 202 reviews

A swimming pool reflects sunlight under a clear blue sky, surrounded by a patio area. A colorful hammock is suspended near the pool, while potted plants add greenery. The adjoining building features large windows and a seating area.

Guest suite in La Mesa

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.

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, 195 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.

4.93 out of 5 average rating, 102 reviews

San Diego Oasis: Private Pool & Sunny Escape!

¡Bienvenidos a nuestro retiro en La Mesa! 🌟 Nos apasiona compartir la magia de este lugar con nuestros huéspedes. Disfruta de la comodidad y conveniencia en esta casa de 2 recámaras y 2 baños, meticulosamente remodelada para ti. ✨ Prepara tu traje de baño, tus bolsas de compras y tu espíritu aventurero para vivir lo mejor de la zona desde nuestro acogedor hogar. 🏡 ¡Tu escapada perfecta comienza aquí! 🌴🛍️ Reservar con nosotros es vivir una experiencia inolvidable. 🥂✨

4.96 out of 5 average rating, 208 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)

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, 114 reviews

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! 🌄

Superhost

4.84 out of 5 average rating, 109 reviews

Mountain View• Solar-heated Pool •HotTub •GameRoom

☀️Welcome to our fun, newly updated home in a quiet, secure neighborhood in La Mesa ☀️ 🌊Swim in our beautiful blue, solar-heated pool while enjoying an elevated mountain view, perfect for relaxation and fun. Unwind in our fantastic game room, equipped with a pool table, arcade machines and pop-a-hoop, offering endless entertainment for guest at all age. End the day in our in-home movie theater, where you can enjoy your favorite films in ultimate comfort. ☀️

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, 287 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

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.

4.92 out of 5 average rating, 217 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 queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

A view of the inviting swimming pool surrounded by a spacious patio. Natural rock elements and vibrant landscaping enhance the outdoor area. The multi-level deck is visible, offering seating options and picturesque canyon surroundings under a clear blue sky.

4.89 out of 5 average rating, 205 reviews

The Queen House

Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!

The pool area features a clear swimming pool surrounded by lounge chairs, palm trees, and a shaded seating space. The scenic backdrop showcases mountains under a partly cloudy sky, emphasizing the tranquil outdoor atmosphere.

5 out of 5 average rating, 420 reviews

Private Poolside Cabana

Poolside cabana with incredible mountain view in the Mt. Helix area. Located 20 mins - Downtown and beaches. 10 mins - SDSU and trolley. Bottle of wine waiting with comfortable King sized bed and luxury bathroom. Small kitchen area includes Keurig, microwave, blender, toaster and small fridge.

Popular amenities for La Mesa rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The backyard area features a saltwater pool, surrounded by inviting lounge chairs and palm trees. A patio with umbrellas offers shaded seating, while the upper balcony of the house overlooks the scene. Lush greenery enhances the tranquil ambiance of the outdoor oasis.

4.93 out of 5 average rating, 71 reviews

5br Home with Pool, Hot Tub, BBQ, Putting green

Superhost

Home in San Diego

New place to stay

NEW Ultra Lux - Pool, Hot Tub, Mini Golf, Game Rm

5 out of 5 average rating, 28 reviews

Airbnb Luxe: Pool, View, Office and Fitness

4.97 out of 5 average rating, 31 reviews

Traveler's Dream Private Pool Home with Arcade

A saltwater pool with a built-in spa is framed by a stone patio, offering an inviting space for relaxation. Adjacent to the pool, a covered outdoor bar area with a grill and seating is visible, surrounded by lush greenery.

4.96 out of 5 average rating, 82 reviews

Resort-Style Pool House

A resort-style pool area is highlighted by a palm tree and soft lighting from string lights above. A pink flamingo float and beach balls rest in the clear water, showcasing a serene evening ambiance.

4.95 out of 5 average rating, 37 reviews

Pool + Hot Tub, BBQ, Chef Kitchen, SDSU, San Diego

5 out of 5 average rating, 29 reviews

Home in Jamul

Private Mountaintop Retreat

4.91 out of 5 average rating, 218 reviews

A private pool is surrounded by natural stone and lush greenery. Palm trees provide shade, while a bamboo privacy fence enhances the secluded atmosphere. The clear blue water invites relaxation, showcasing gentle ripples under the sunlight.

Home in Bonita

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

Apartment rentals with a pool

4.89 out of 5 average rating, 542 reviews

A circular pool is surrounded by lounge chairs and vibrant green umbrellas, offering shade and comfort. In the background, the Pacific Ocean is visible, with a clear blue sky above and a few birds flying. Lush landscaping enhances the outdoor space.

Apartment in Del Mar

Studio Condo at Wave Crest Resort

An aerial view captures the oceanfront condo alongside the sandy beach, with an expansive coastline stretching below. The surrounding neighborhood features a mix of residential and commercial structures, interconnected by roads and pathways, creating a vibrant coastal community.

4.86 out of 5 average rating, 203 reviews

Ocean front condo heart of pacific beach

Apartment in Solana Beach

Wooden benches are arranged along a railing, offering views of the ocean. A palm tree and planters filled with flowers enhance the serene outdoor space. The clear blue sky contrasts with the calm ocean waters, creating a peaceful setting for relaxation.

4.83 out of 5 average rating, 133 reviews

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

A spacious living area features large windows offering panoramic ocean views and allowing natural light to fill the room. A comfortable blue couch is positioned near a glass coffee table, with a television mounted above a dark wooden entertainment unit.

4.91 out of 5 average rating, 197 reviews

Enchanted Ocean Sunsets

Apartment in Solana Beach

The image captures a serene beach view, with vibrant purple flowers in the foreground leading to a sparkling ocean. The sun hangs brightly in the sky, casting reflections on the water's surface, while gentle waves lap at the shore in the distance.

4.97 out of 5 average rating, 104 reviews

Beach Luxury at Pelican Point

A bright living room features large glass doors opening to breathtaking ocean views. A comfortable white sectional sofa is surrounded by two plush armchairs. Wall art and a round coffee table enhance the inviting atmosphere, while a potted plant adds a touch of greenery.

4.99 out of 5 average rating, 209 reviews

Luxury Oceanfront Condo with Unbelievable Views

Apartment in Spring Valley

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.

4.8 out of 5 average rating, 160 reviews

Spacious 2 BR w/ Free Parking & WiFi

A spacious living area features large glass sliding doors that reveal an expansive ocean view with a sunset. Comfortable seating includes a modern gray sectional and two accent chairs, inviting relaxation. The room is illuminated with warm, natural light, enhancing the serene coastal atmosphere.

4.94 out of 5 average rating, 328 reviews

Beach Front Condo - Capri by the Sea - Remodeled

Other holiday rentals with a pool

The entrance features a welcoming pathway lined with shrubs, leading to an intricately designed front door beneath a porch light. Inside, a spacious game room showcases a pool table and a stylish bar area under modern lighting. The vibrant arcade room is visible, filled with various games. The backyard retreat boasts a sparkling pool surrounded by lounge chairs, with the evening sky enhancing the serene atmosphere.

5 out of 5 average rating, 49 reviews

Surreal Serenity Escape wIth Game Room, Pool & Spa

A swimming pool is surrounded by sun loungers and flowering plants. A large pink flamingo float is placed in the clear blue water, while a cozy canopy lounge area is visible in the background under a sunny sky.

4.93 out of 5 average rating, 43 reviews

Your Own Suburban Oasis!

4.83 out of 5 average rating, 18 reviews

Sunset Summit by Coastline Vacation Rentals

5 out of 5 average rating, 29 reviews

A light-filled living area is depicted with a comfortable white sectional sofa and a cozy armchair. A dining table is visible in the background, accompanied by a well-equipped kitchen. Shelving units feature books and decorative baskets, contributing to a tidy and inviting space.

Apartment in La Mesa

Gated, parking, sunny upstairs unit. Save 10%.

5 out of 5 average rating, 78 reviews

A modern kitchen features green cabinetry and a spacious island with seating. Stainless steel appliances and a window above the sink provide natural light. Open shelving displays kitchen essentials, while a door leads to the outside, enhancing accessibility.

Home in San Diego

San Diego's Finest Retreat

A spacious outdoor area features a shimmering saltwater pool, surrounded by comfortable lounge chairs and lush greenery. A jacuzzi is positioned adjacent to the pool, creating a relaxing retreat. Soft lighting from overhead string lights enhances the inviting atmosphere of this outdoor oasis.

4.93 out of 5 average rating, 45 reviews

Spacious Oasis w/ Pool, Sauna, and Secret Arcade

This outdoor area showcases a large pool surrounded by modern lounge chairs and vibrant umbrellas. A spacious patio features a hot tub and seating around a BBQ grill, with palm trees framing the scene. The evening sky is filled with warm hues of orange and pink.