Family-friendly holiday rentals in La Mesa

4.92 out of 5 average rating, 123 reviews

HotTub & 100+ Game Arcade Family Getaway San Diego

Nearby📍 ✈️ San Diego Airport - 20min drive 🦓 San Diego Zoo – 17 min drive 🌸 Balboa Park – 17 min drive 🐬 SeaWorld – 22 min drive 🏙 Gaslamp Quarter – 20 min drive 🏡 Old Town San Diego – 20 min drive 🏖 Mission Beach – 25 min drive ⚾ Petco Park – 20 min drive 🌄 Mount Helix Park (scenic views) – 8 min drive ☕ Best Coffee: Public Square Coffee House (5 min) 🧭 Best Family Activity: San Diego Zoo (17 min) 🛍 Best Shopping: Grossmont Center (5 min) 🌿 Best Nature Spot: Mount Helix Park (8 min)

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, 181 reviews

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

An outdoor seating area is equipped with sectional sofas arranged around a fire pit, featuring a grassy lawn surrounded by lush greenery. A large tree provides shade, while a spacious porch is visible in the background, contributing to the serene atmosphere.

4.94 out of 5 average rating, 160 reviews

Family Fun! Game Garage + Big Yard + Free Parking

Embodying the epitome of cool! This home has the perfect blend of a vintage feel with a modern touch. Stepping inside, you’re greeted by an atmosphere of fun & creativity. A large private serene retreat in the backyard w/abundant seating and fire pit. Huge 3-car garage bonus space with games. Located just minutes from downtown La Mesa, many dining options & conveniences. Everything you need & more! Distance to: San Diego Zoo: 18 min Sea World: 23 min SDSU: 13 min Airport: 19 min Gaslamp: 18 min

An open layout studio is presented, featuring a cozy seating area with a grey couch and a rustic wooden coffee table. A dining space with a round table and chairs is visible. The kitchen area, equipped with modern appliances, is complemented by a ceiling fan with decorative light fixtures.

4.98 out of 5 average rating, 154 reviews

NEW construction - Studio by Village of La Mesa

New studio - Attached Dwelling Unit (ADU) with a private entrance. Walking distance to the Village of La Mesa which has several restaurants, shops and a Vons. Very close to SDSU and quick access to multiple freeways that take you to beaches, mountains, SD Zoo, the nightlife in downtown SD (8, 94, 125). Access to shared laundry room, 2 parking spaces and its own outdoor area. AC & heat. WiFi. Netflix, Hulu with live TV, Apple TV, Disney +, Prime Video and HBO Max. Crib and high chair upon request

4.98 out of 5 average rating, 278 reviews

A bright and inviting living area features a mustard-yellow sofa complemented by patterned cushions. Two armchairs in light grey are positioned around a wooden coffee table, while an acoustic guitar is mounted on the wall. A television is mounted beside large windows that allow natural light to stream in.

Bungalow in La Mesa

Townhouse - Hot Tub, Fire Pit La Mesa Village

Enjoy a stylish experience at this centrally-located bungalow. Just a short walk to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. The outdoor space has a hot tub, fire pit, yard games, & bbq. Hop on the trolley to get anywhere. Traveling with additional friends and family? We have the Casita de Pueblo located at the same location. Check it out under our other listings where you can book both. 20 min drive to the Beach, Downtown, Balboa Park, or Old Town

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, 177 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.

A contemporary casita is featured with a neatly landscaped front yard and stone pathway leading to the entrance. A garage is visible to the left, and large windows allow natural light to illuminate the welcoming exterior, which is surrounded by lush greenery.

4.9 out of 5 average rating, 140 reviews

Sunnyside Resort Spa, Beach, Zoo, Arcade

SEND US A MESSAGE FOR SPECIAL OFFER! Imagine booking the most memorable experience with your party! Kick back and relax in a safe, stylish casita. Check in contactless and enjoy! Cozy, comfy, and a perfect base for exploring the city. Cook your own meal in the alluring kitchen or enjoy your meal at the cute dining area outside. Great for family's or trips with friends! The entire guest house is is 5 minutes from SDSU, 15 minutes from the beach and 15 minutes from downtown San Diego! Enjoy

A private deck is shown, featuring a red umbrella over a round table with four chairs. The entrance to the guest house is framed by glass doors and accompanied by a vibrant red door. Lush greenery and flowerbeds enhance the outdoor space.

4.99 out of 5 average rating, 231 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Stunning guest house that's 15 minutes to San Diego Zoo + downtown San Diego. The cottage is decorated with mid-century and one-of-a kind furniture in a comfy living space overlooking a gorgeous garden. Enjoy the the garden on your private deck, watch TV while relaxing in the handcrafted Nicaraguan rocker or 1950s Danish slipper chair. The cottage also has a comfy queen-sized bed and a full kitchen that's stocked with what you'd need. Oh, and all guests arrive to a homemade loaf of bread.

A welcoming living area features a spacious beige sectional sofa adorned with patterned throw pillows. Natural light filters through a large window, complemented by soft, flowing curtains. A dark ottoman with decorative details adds a contrasting element to the cozy space.

4.96 out of 5 average rating, 141 reviews

Zen Retreat: 3-Bedroom Oasis near La Mesa Village

Relax in this charming 3-bedroom, 1-bathroom home located just 1 mile from the heart of Historic Downtown La Mesa Village. Nestled in a quiet, central neighborhood, this cozy retreat offers easy access to major freeways, top-rated restaurants, and the local trolley line making it a breeze to explore the best of San Diego. Within 10 to 15 miles, you’ll find yourself in iconic destinations like Downtown San Diego, Balboa Park, Coronado Island, scenic beaches, and beautiful mountain trails.

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, 204 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.

4.94 out of 5 average rating, 148 reviews

Palm Cottage, San Diego

Palm Cottage sits in the heart of La Mesa Village, San Diego. Enjoy the charm of a historic home with a fully remodeled and stylish interior featuring both Dutch & French doors letting in plenty of sunshine. A large private yard w/ covered outdoor living area creates the ultimate indoor/outdoor lifestyle. You're steps from the local grocery store, village shopping, coffee shops, restaurants, bars and the trolley. You could not ask for a better location!

4.91 out of 5 average rating, 119 reviews

San Diego Oasis: Private Pool & Sunny Escape!

Welcome to our retreat in La Mesa! 🌟 We're passionate about sharing the magic of this place with our guests. Enjoy the comfort and convenience of this 2-bedroom, 2-bathroom home, meticulously remodelled for you. ✨ Get your swimwear, your shopping bags and your adventurous spirit ready to experience the best of the area from our cosy home. 🏡 Your perfect getaway starts here! 🌴🛍️ Booking with us is an unforgettable experience. 🥂✨

Popular amenities for La Mesa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

Private Villa: Pool, Slide & Hot Tub

4.9 out of 5 average rating, 295 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.

4.99 out of 5 average rating, 101 reviews

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

A private pool is surrounded by a spacious patio, featuring a built-in spa and floating pool accessories. Lounge chairs are arranged by the poolside, while the nearby house is complemented by green shrubbery and playful palm trees. Bright sunlight highlights the inviting blue water.

4.9 out of 5 average rating, 111 reviews

QUIET HOME -3 Bedroom & Den, + POOL, sleep 8 plus

4.86 out of 5 average rating, 121 reviews

Entertainers Dream Pool Home

4.93 out of 5 average rating, 98 reviews

A dining area is highlighted by a round wooden table surrounded by six wooden chairs. A cozy blue sofa is positioned nearby, with large glass doors opening to a pool area. Natural light enhances the space, complemented by a modern pendant light overhead.

Home in San Diego

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

4.89 out of 5 average rating, 113 reviews

*NO TAX*/Heated Pool/Hot Tub/Pizza Oven/Playground

4.98 out of 5 average rating, 135 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

4.96 out of 5 average rating, 123 reviews

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.

Home in El Cajon

Family Fun Oasis Pool Spa and Game Room

Family- and pet-friendly home rentals

The interior of the studio showcases a spacious layout, featuring a king size bed adorned with yellow and white pillows. A dark gray sofa complements the decor, facing a coffee table with a plant. Large glass doors provide a view of the garden and outdoor seating.

4.9 out of 5 average rating, 312 reviews

2 Bed Hidden Oasis | Garden, Laundry, Parking

4.94 out of 5 average rating, 210 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)

4.89 out of 5 average rating, 278 reviews

A serene pool area features crystal-clear water, with striped lounge floats anchored in the center. Surrounding palm trees offer shade, while natural stone accents decorate the pool's edge. The sound of a waterfall can be faintly heard, contributing to a calming atmosphere.

Guest suite in El Cajon

Tranquil Poolside Studio

4.93 out of 5 average rating, 715 reviews

The interior of the dome showcases unique angular wooden walls, creating a modern architectural feature. A spacious open area includes a small dining table with a chair, a comfortable sofa, and a television. Large windows provide natural light and views of the outside greenery.

Dome in La Mesa

Dome Life

A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.

4.98 out of 5 average rating, 130 reviews

East Watch- a private getaway

An outdoor patio area features a round table with four chairs, all adorned with colorful cushions. A large red umbrella provides shade, and a decorative rug adds vibrancy to the stone surface. Surrounding greenery and blooming plants create a serene environment.

4.98 out of 5 average rating, 341 reviews

Travel Writer's Pad

A colorful studio space features turquoise walls and a ceiling fan. A comfortable sofa with decorative pillows is paired with a coffee table. A bed with a floral-patterned comforter sits against a window, while a TV and white refrigerator complete the modern setup.

4.99 out of 5 average rating, 355 reviews

SDCannaBnB #2 *420 *parking *dog-friendly *hot tub

An inviting game room is highlighted by a polished pool table, surrounded by warm wooden beams overhead. A modern kitchen area is visible, featuring sleek appliances. Nearby, a laundry area is equipped with stacked machines, creating a functional and comfortable space for relaxation and entertainment.

4.96 out of 5 average rating, 99 reviews

San Diego Retreat ·Jacuzzi + Billiards +Sleeps 12!

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 260 reviews

A spacious outdoor area features a clear blue pool surrounded by palm trees. Lounge chairs are positioned nearby, and a shaded table with chairs offers a spot for relaxation. The backyard showcases a privacy fence and ample sunlight.

Home in El Cajon

San Diego Pool | Fire Pit | Sunshine | Sleeps 10

4.96 out of 5 average rating, 222 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 !

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.

4.93 out of 5 average rating, 250 reviews

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

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, 231 reviews

La Cabana

Villa in Rancho San Diego

An inviting outdoor entertainment area features a heated saltwater pool surrounded by elegant lighting and stylish lounge furniture. Inflatable swan floats rest in the water, while vibrant umbrellas provide shade over seating. Lush landscaping enhances the serene environment, making it ideal for relaxation.

Enchanted Paradise! Pool+Spa+Outdoor Kitchen

4.92 out of 5 average rating, 214 reviews

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.

4.88 out of 5 average rating, 124 reviews

Bright Contemporary 5-Bedroom Oasis, Pool and Yard

4.94 out of 5 average rating, 155 reviews

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.

Home in El Cajon

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