Family-friendly holiday rentals in Rancho San Diego

4.98 out of 5 average rating, 137 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

This home is ideal for FAMILY trips and QUIET friend groups Hours of entertainment in the private backyard that includes heated pool, waterslide, grotto, spa, gazebo, half bath, BBQ, and more. Clean and spacious home with over 2,100 sqft of living space. Minutes from everything San Diego has to offer. Distance to main attractions: SDSU- 5 mi Downtown/PetcoPark park-11 mi SD Zoo/balboa park-12 mi SD Airport- 13 mi Old town- 14 mi Coronado-15 mi Belmont park/Mission beach-18mi Sea world- 18mi

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 115 reviews

The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.

Guesthouse in Jamul

San Diego Mountain Retreat

3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

KitchenFamilyBathroom

4.99 out of 5 average rating, 231 reviews

A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.

Guesthouse in El Cajon

Modern mountain guest house. Incredible views

Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.

FamilyKitchenBeach

4.85 out of 5 average rating, 427 reviews

Cozy 4bd Family Home near all SD Attractions!

This sunny, 4bd home located on a private cul de sac in Mount Helix. Perfect for both family vacations & business trips. Conveniently situated near freeways & grocery stores. It’s comfortably furnished with a fully equipped kitchen. We have new beach chairs towels & toys! Pac-n-play available, fast Wi-Fi and smart TVs. The home features a quiet, private fenced backyard, BBQ, & covered patio. There’s plenty of room for kids to play! Please note that parties and events are not allowed.

Indoor spacesKitchenBreakfast

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, 179 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.

FamilyIndoor spacesView

4.92 out of 5 average rating, 102 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!

Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!

FamilyKitchenParking

4.98 out of 5 average rating, 127 reviews

A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.

Home in Jamul

Jamul Hacienda | Couples Retreat | Pool & Views!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Indoor spacesFamilyCleanliness

4.96 out of 5 average rating, 227 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)

Indoor spacesFamilyOutdoor spaces

4.98 out of 5 average rating, 124 reviews

Quiet Country Home

Extremely clean home. Fenced private yard with Webber Genesis BBQ & Tables. Outdoor smoking. 25 minutes to beach or downtown. Rural area with animals “talking”. Horse visits and carrots included. Seasonal Fruits & Vegetables. 1st bedroom: king/full bath. 2nd bedroom: queen/work desk. 3rd bedroom: full & 2 twin trundle. All dishes/appliances. Crib & Highchair available Host lives in a separate complete 1 bedroom studio with a shared laundry room.

Indoor spacesFamilyValue

An open-concept living area is highlighted by vaulted ceilings and natural light from large windows. A spacious L-shaped sofa is positioned around a coffee table, facing a wall-mounted TV above a modern fireplace. Nearby, a dining area can be seen through an archway.

4.99 out of 5 average rating, 133 reviews

Spacious & Fun | 5br, 4.5ba | Hot Tub | Views

Experience sunny San Diego from this 5 bedroom, 4.5 bathroom foothill home. Wake up to panoramic views of the surrounding hillsides and gather in the spacious living and dining rooms. The home is conveniently located just 15-20 minutes from San Diego's famous beaches and top attractions. After a day of exploration, unwind in the backyard area featuring a hot tub, fire pit, pool table, and life-sized chessboard.

KitchenFamilyWi-Fi

4.96 out of 5 average rating, 394 reviews

Private Vineyard Estate w/ Guest House & Hot Tub

Enjoy a quiet oasis where family and friends can relax and play within the privacy of a gated 2-acre vineyard with endless on-site activities. The home layout is ideal for families or friends, with 4 bedrooms in the main house and the convenience and privacy of a separate Guest House (included in rental) with a full kitchen, living room, bathroom and bedroom. **Please no extra guests, events or gatherings**

KitchenFamilyCleanliness

4.97 out of 5 average rating, 224 reviews

An open concept studio loft is depicted, featuring a light-filled living space. A comfortable sofa is positioned in the foreground, with a sliding barn door leading to a kitchenette and laundry area. Natural light streams through a large window, brightening the entire room.

Guesthouse in El Cajon

Mt Helix Studio Loft with Mountain Views

Mountain Views: Freshly renovated, quiet and spacious studio loft in private neighborhood. Close to coffee shops, grocery stores, and quick access to major highways. 500 sqft open concept. Laundry, Fast Internet, Cable TV and streaming services. Additionally, if you like oranges and avocados we grow them on the property (Seasonal of course). We also have a chicken coop and fresh eggs on request.

Indoor spacesFamilyValue

Popular amenities for Rancho San Diego family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 421 reviews

A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.

Farm stay in Lakeside

The Outside Inn at The Tipsy Goat Ranch

KitchenIndoor spacesLayout

4.98 out of 5 average rating, 280 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

Indoor spacesFamilyCleanliness

Superhost

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.

4.89 out of 5 average rating, 142 reviews

Sunnyside Resort Spa, Beach, Zoo, Arcade

FamilyKitchenAir conditioning

4.96 out of 5 average rating, 178 reviews

Beautiful 3,000 Sq Ft Tropical Oasis

Indoor spacesKitchenAccess

5.0 out of 5 average rating, 302 reviews

A private outdoor area features a heated pool surrounded by lush green grass and modern loungers. An inviting fire pit is centrally located, with two stylish chairs positioned nearby. The backdrop includes well-maintained shrubbery and tall trees, enhancing the tranquil ambiance.

Home in Serra Mesa

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit

KitchenIndoor spacesDecor

Superhost

Home in San Diego

Stylish San Diego Home with Hot Tub Near SDSU

KitchenIndoor spacesCleanliness

4.9 out of 5 average rating, 125 reviews

4.86 out of 5 average rating, 123 reviews

Entertainers Dream Pool Home

KitchenIndoor spacesCheckout

Double glass doors provide access to the patio, revealing views of a kidney-shaped pool surrounded by a deck. Lush greenery and hills are visible in the background, creating a serene outdoor setting.

4.77 out of 5 average rating, 137 reviews

Views - Quiet Mt. Helix Home - Pool -Sleeps 11

Indoor spacesKitchenBeach

Family- and pet-friendly home rentals

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, 133 reviews

East Watch- a private getaway

FamilyIndoor spacesHiking

4.98 out of 5 average rating, 164 reviews

A spacious two-story guest house is presented, featuring a smooth concrete driveway and a large carport. The exterior is characterized by creamy white walls and stone accents. A basketball hoop is positioned nearby, contributing to the outdoor recreational possibilities.

Guesthouse in Lakeside

Cozy ADU in San Diego’s suburban rural mix area.

Indoor spacesKitchenOutdoor spaces

4.97 out of 5 average rating, 133 reviews

A light-filled dining area features a simple white table set for two, complemented by wooden chairs. A comfortable seating area with neutral cushions is positioned against a green wall, while a glimpse of the kitchen is visible in the background, showcasing charming decor and a welcoming ambiance.

Guest suite in El Cajon

Farmhouse Cottage Retreat with Beautiful View’s

KitchenIndoor spacesHeating

A private guest home features a modern exterior with corrugated metal siding and a vibrant red door. A wooden deck is visible, surrounded by greenery, providing an inviting entrance. Two small windows are positioned on either side of the door, offering natural light.

4.99 out of 5 average rating, 326 reviews

Hawks nest

KitchenFamilyCheckout

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, 143 reviews

Zen Retreat: 3-Bedroom Oasis near La Mesa Village

Indoor spacesKitchenParks

4.96 out of 5 average rating, 123 reviews

Villa in Spring Valley

Modern 3-Bedroom Villa, Luxurious Outdoor Oasis

Indoor spacesKitchenTV

4.98 out of 5 average rating, 257 reviews

A spacious living area is equipped with a plush sofa and light-colored chairs, accented by decorative pillows. A wooden coffee table rests on a colorful area rug. Natural light fills the room through two windows, highlighting a work desk and welcoming artwork on the wall.

Guesthouse in El Cajon

Fletcher Hills - modern 1 BR.Easy, no step access.

FamilyIndoor spacesBeach

4.96 out of 5 average rating, 160 reviews

A well-lit bedroom featuring a spacious bed adorned with decorative pillows and a soft bedspread. Two stylish lamps flank the bed, providing additional lighting. Natural light enters through a window, which is dressed with light curtains, emphasizing a serene and relaxing atmosphere.

Home in Spring Valley

Paradise View Staycation Q Bed, Sofa-bed *420 *

FamilyKitchenNearby

Family-friendly home rentals with a pool

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, 182 reviews

Private 1 BR Paradise Retreat

Indoor spacesKitchenAmenities

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, 234 reviews

La Cabana

Indoor spacesKitchenSleep quality

Superhost

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.

4.85 out of 5 average rating, 263 reviews

San Diego Pool | Fire Pit | Sunshine | Sleeps 10

FamilyKitchenParking

A serene courtyard features smooth stones and desert landscaping, accented by palm trees and a vibrant green plant. The rustic entryway, marked by wooden doors, invites guests into the home while sunlight filters through the foliage above.

4.85 out of 5 average rating, 27 reviews

Weekend at Berny's

KitchenIndoor spacesComfort

A spacious outdoor area showcases a sparkling pool and a heated spa, both surrounded by palm trees and vibrant greenery. The patio features lounge seating, and a wooden deck extends toward the pool, inviting relaxation in the warm sun.

5.0 out of 5 average rating, 66 reviews

*San Diego Oasis* Sunrise Views Pool Spa Sleeps 13

Indoor spacesKitchenPool

4.76 out of 5 average rating, 82 reviews

A spacious pool area is framed by a smooth, curved edge with clear turquoise water. Lush palm trees and colorful potted plants surround the pool, providing a vibrant outdoor setting, enhanced by natural sunlight filtering through the clouds.

Home in Rancho San Diego

Palmeras House: Pool + outdoor BBQ

Indoor spacesFamilyNearby

5.0 out of 5 average rating, 16 reviews

Home in Lakeside

KitchenFamilySleep quality