Family-friendly vacation rentals in Casa de Oro-Mount Helix

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, 130 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

4.96 out of 5 average rating, 135 reviews

A spacious room features a comfortable king bed with light bedding and a decorative pillow. A dining area includes a round table with four chairs. Natural light enters through a window, complemented by dark curtains. A small lamp and artwork are placed on a dresser.

Guest suite in La Mesa

Relaxing guest studio in La Mesa

Relax with the whole family at this peaceful place to stay. Forget your worries in this spacious and serene space. This is a fully furnished suite with: -2 Off-street parking spots -1 King-size bed -1 Pull-out Queen-size sofa bed -Smart-TV (Use your app log-ins for services) -295 Mbps Wifi -Fully equipped kitchen -Dining area with hidden leaf table to eat or work comfortably. !!! Very Important !!! -NO SMOKING -NO PETS -NO EXTRA GUESTS **There will be some construction noise during the day.**

Guest suite in Spring Valley

A spacious pool area is surrounded by palm trees, featuring a clear swimming pool with a gentle slope and a water slide. A decorative mural with tropical motifs can be seen on the adjacent wall, enhancing the outdoor recreational space.

4.98 out of 5 average rating, 220 reviews

2 Bdrm, Kid-Friendly, Yard, Pool, Play, & Spa!

Our family-friendly home rests on the foothills of Mt Helix, 15-20 mins to downtown and beaches. Your space is a converted 2-bdrm basement unit with private entrance and access to a large patio, play area, backyard w/ pool and spa. You are steps away from a beautiful nature trail and park; Estrella County Park. Our family of 3 lives above the unit and we strive to provide a wonderful, relaxing stay for our guests. We are close to all that San Diego has to offer without the chaos of the city.

4.89 out of 5 average rating, 273 reviews

A luxurious pool area is highlighted by a natural stone waterfall cascading over a textured rock formation. Colorful inflatable balls float on the shimmering blue water. Comfortable lounge chairs are positioned nearby, surrounded by lush greenery and vibrant flowers.

Villa in La Mesa

Private Villa: Pool, Slide & Hot Tub – $799 Sale

🍂 Fall/Winter Sale! ❄️ 🎉 Sale: $799/night (Reg. $899 - $999) 🗓️ Valid through Feb 28, 2026 🌴 Perfect for holiday get-togethers (up to 16 people)! ✅ Taxes paid by owners! (Cleaning and Airbnb fees apply.) 💬 Some of our reviews: 🌅 "Perfect for our group trip—amazing views and outdoor spaces." 🏊‍♂️"Kitchen, pool, and hot tub made our stay unforgettable." 🎉 "So many fun activities—swimming, jacuzzi, pool slide, and more." 🏡 "This was one of the best Airbnb properties we've ever been to."

4.94 out of 5 average rating, 126 reviews

The outdoor pool area features a clear, inviting pool surrounded by a stone deck. Tall palm trees sway gently in the background, which is complemented by lush greenery. A shade sail is stretched overhead, providing comfort on sunny days.

Guest suite in La Mesa

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!

4.96 out of 5 average rating, 123 reviews

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.

Guesthouse in San Diego

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is the 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 Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

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.

4.91 out of 5 average rating, 197 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.

4.96 out of 5 average rating, 245 reviews

A pool table with a blue felt surface is positioned under a covered outdoor area, surrounded by lush greenery. The scene includes palm trees and various plants in the background, providing a serene view of the surrounding landscape.

Guest suite in El Cajon

NEW! Valley View Garden Suite

Kick back, relax, and enjoy the view in this delightful, 1 bedroom w/ livingroom suite. 20 mins from beaches, downtown, Sea World, Zoo. 2 mi to Grossmont Hosp, 8 mi to SDSU, 3 mi to Gillespie Field The suite is attached on the side of a house. But it is completely separate and has its own private entrance. The back patio & side breezeway are just for you . Free, reserved, off-street parking.

Guest suite in Spring Valley

A cozy living area features a brown sofa adorned with decorative pillows and a vintage trunk serving as a coffee table. A dark bookshelf displays themed books and collectibles, while warm lighting from pendant lamps highlights the artistic ceiling above.

4.97 out of 5 average rating, 120 reviews

The Witch’s Inn

Ready to escape the boring San Diego sunshine and pretend you’re in the wizarding world for the night? This magical nook is perfect for those wishing to celebrate a special occasion, have a fantasy movie marathon, or just escape the muggle world for a little while. Outside you’ll find stunning sunset views and a 40 foot wide (almost finished) mural of Diagon Alley to complete your experience!

A well-maintained putting green is surrounded by lush greenery, featuring multiple flags indicating different holes. A sand trap is positioned nearby, and a winding path made of stone leads through the garden space, enhancing the serene outdoor environment.

4.94 out of 5 average rating, 145 reviews

Pool Side Safari Cabin (On Backside of our Home)

This newly remodeled Safari Cabin is your ticket to a relaxing vacation in the exciting Southern California area. The large master suite and living space with kitchen sleeps 4, with 1 queen bed , 1 queen sofa bed. The Cabin sits on the backside of our house. You will have a private locked entrance and parking for one vehicle in front and another space past our driveway.

A spacious studio room features a queen-sized bed with a blue comforter, enhanced by wooden beams overhead. A comfortable seating area includes a sofa and coffee table. Large glass doors open to a patio, allowing natural light to fill the space.

4.99 out of 5 average rating, 281 reviews

Spacious, private Mt. Helix country style studio

Located in a quiet and lush neighborhood, in hills of La Mesa. This private studio has everything you need to relax and experience the California life: comfy queen size bed, full kitchen, patio, bbq, and fire pit. Within walking distance to Mt. Helix Historic Park for a spectacular 365-degree view of San Diego. You are 20 minutes from the beach, airport, and mountains.