Family-friendly holiday rentals in San Diego

4.99 out of 5 average rating, 203 reviews

A dining area is framed by an elegant archway, featuring a large wood table surrounded by several chairs. A stylized chandelier hangs overhead, while large windows provide visibility to a lush green garden filled with tropical plants.

Home in Cardiff

Coastal Paradise - Luxury Spacious Resort Living!

Coastal life meets tropical paradise at this gem of a home in Cardiff by the Sea (Encinitas)-a quaint beach town central to everywhere you want to be. If you have kids (or are a kid!) then Legoland, SeaWorld, Birch Aquarium, SD Zoo, Wildlife Safari Park, Balboa Park, Del Mar Fairgrounds are all a short drive away. If you want a hipster, romantic get-away, just walk down the hill to the beach, trendy restaurants, coffee shops, shopping, surfing, sunbathing, people-watching, and just unplugging.

Home in Greater North Park

Urban Greenhouse

Vibrant home w/ lvl 2 EV, conveniently located in a quiet part of North Park, San Diego. Close to Downtown, Beaches, Balboa Park, Breweries, Bars, Shops, and the Zoo. This 1924, 840 sq ft Craftsman includes hardwood floors, central heating and air conditioning, comfortable memory foam beds with down & feather pillows, a private backyard, ample parking, beautiful front porch sunsets, and so many house plants you’ll wonder whether you’re inside or outside. Please read house rules prior to booking

4.99 out of 5 average rating, 204 reviews

4.98 out of 5 average rating, 135 reviews

The exterior of a modern cottage is displayed, showcasing a welcoming entrance with a white railing and a spacious front porch. The porch is furnished with wooden chairs and surrounded by neatly landscaped greenery and flower beds.

Home in Ocean Beach

New! Stunning Retreat Steps from Sunset Cliffs

Experience the epitome of relaxation & luxury at our splendid seaside retreat, The Carter Cottage in beautiful San Diego. Indulge in the finer things as you step into our immaculate, brand new home, meticulously crafted with a keen eye for detail. Sip coffee on our sunset deck looking towards the pacific and wind down in the evening around the natural gas fire pit. Our Cottage is equipped with luxury bedding, chefs kitchen and plenty of indoor and outdoor living spaces, you won't want to leave!

4.98 out of 5 average rating, 468 reviews

An expansive view is displayed featuring a vibrant sunset over the ocean, with gentle waves lapping at the sandy shore. The pier extends into the water, surrounded by palm trees. Soft clouds create an artistic backdrop against the colorful sky.

Home in Imperial Beach

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi. Sorry, no pets.

4.96 out of 5 average rating, 418 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

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

4.97 out of 5 average rating, 177 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 La Mesa

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.

4.99 out of 5 average rating, 272 reviews

A private backyard area features a vibrant green putting green, bordered by landscaped flower beds and a gravel pathway. String lights create a warm ambiance as they hang above. A bocce ball court is visible, situated next to a charming white home with blue-shuttered windows.

Home in Bay Park

Panoramic Ocean and Mission Bay View Home

Centrally located home in the heart of San Diego (Bay Park) with breathtaking panoramic ocean and bay views. The ideal property for families or business travelers, providing the perfect mix of on-site activities and easy access to everything San Diego has to offer. Onsite: Patio, firepit, gas grill, pool table, bocce ball, putting green, darts, cornhole, arcade games (pac man, etc.) Just blocks away: Sprouts Market, coffee, bars, ice cream, yoga, trails, and a variety of restaurants.

The elegant exterior features a spacious patio surrounding a sparkling pool, framed by lush greenery and flowering plants. The two-story home is visible in the background, showcasing large windows reflecting the vibrant colors of the sunset.

4.97 out of 5 average rating, 210 reviews

Luxury Resort: Game Room/VolleyBall/Pool/Hot Tub!

This upscale hilltop home offers the perfect balance between livelihood and serenity: only a 30 minutes drive to San Diego hot spots, yet is peaceful and secluded. Features a luxurious kitchen with top-grade appliances, spacious bedrooms, bathrooms & a fun-filled game room. The backyard showcases breathtaking mountain views, amazing sunsets, and top-tier amenities like a pool, hot tub & fire pit, all to create an incredibly blissful atmosphere. The numerous 5-star reviews tell the story.

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.

4.93 out of 5 average rating, 98 reviews

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!

4.92 out of 5 average rating, 279 reviews

A spacious outdoor deck features several green adirondack chairs and a dining set with umbrellas, providing shade. The view extends to the sandy beach and calm ocean waves, creating a relaxing environment. Coastal plants frame the area, enhancing the inviting setting.

Cottage in Mission Beach

Oceanfront House - Best Patio in MB - Sleeps 7

Enjoy the Beach, Surf and People Watch! Oceanfront 3 Bedroom 2 bath detached house - on the boardwalk in Mission Beach. It is not possible to get any closer to the beach. Sleeps 7 in regular beds: 1 king in the master bedroom, 1 queen in the center bedroom, 1 single and 2 twin (as staked bunkbeds) in the corner bedroom. Additionally, we have air mattresses for extra sleeping. We have comfy sofas and pop-ups on the front patio so that you may spend endless hours enjoying the beach!

4.92 out of 5 average rating, 183 reviews

An inviting outdoor area features a modern infinity pool, surrounded by lush greenery. Comfortable seating in blue upholstery invites relaxation, while sun loungers provide additional spaces for sunbathing. The serene atmosphere is enhanced by the tranquility of nature in the background.

Home in Hillcrest

Pool Oasis in Central Hillcrest by Park/Zoo

The enormous infinite edge pool floats above the jungle floor. Perched on a private canyon, this modern house is conveniently located in the heart of Hillcrest, walking distance to restaurants, bars, Balboa Park, the San Diego Zoo. Private paradise in walking neighborhood! Multiple private work spaces with treetop views. Cinema room with surround sound! NOTE: Not suitable for young children (heights, noise restrictions, breakables). NO PETS! NO PARTIES! (STRICT!). TOT# 641946.

4.97 out of 5 average rating, 116 reviews

Villa in Jamul

@ Paradise villa, Top view, 4600sqrt on 10 acres

TOT #COSD-00749 Experience stunning 360-degree views from every corner of this spacious villa, which spans 4,600 square feet on 10-acre lot. This is the perfect place for family gatherings and celebrations. The house features five oversized bedrooms and four bathrooms. There is parking +25 cars. Max 50 guests. Enjoy a massive pool, deck, golf, chess, pool table, foosball, ping pong, Nintendo game, and screen projector. This truly one-of-a-kind property is not to be missed!

Popular amenities for San Diego family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 131 reviews

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.

Home in El Cajon

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

5.0 out of 5 average rating, 300 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

A serene outdoor space showcases a sparkling pool adjacent to a jetted hot tub, with canyon views stretching in the background. A glass fence enhances the vista, and the surrounding landscape features palm trees and gentle hills under a clear blue sky.

4.98 out of 5 average rating, 115 reviews

ModernCoastal I View I Pool ITub

4.99 out of 5 average rating, 102 reviews

An outdoor space presents a well-maintained pool surrounded by lounge chairs and tropical plants. A fire pit is set with a bottle of champagne on an oval table. Deck umbrellas offer shade, creating a relaxing atmosphere near the pool’s edge.

Bungalow in Escondido

Bella Vita,Majestic Resort w/ Bungalow Pool House

Superhost

4.89 out of 5 average rating, 122 reviews

Stylish San Diego Home with Hot Tub Near SDSU

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.

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

4.97 out of 5 average rating, 260 reviews

4.95 out of 5 average rating, 216 reviews

A spacious living area is highlighted by a large sectional sofa, accompanied by a glass coffee table. Natural light filters through the window treatments, illuminating the neutral tones and accents from indoor plants. A gas fireplace adds warmth to the inviting space.

Home in Encinitas

The Ultimate Family Vacation Home | Hot Tub | A/C

4.96 out of 5 average rating, 222 reviews

A refreshing saltwater pool is surrounded by a clean, white fence. Two lounge chairs are positioned nearby, along with an umbrella providing shade. The pool features gentle curves, with a smooth edge and inviting blue water reflecting the sunlight.

Home in Mira Mesa

Private Pool. Jacuzzi. EV Charger. 3-Bedroom House

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 121 reviews

Home in Mission Hills

Luxury 7 BR Mission Hills Home with a View

4.89 out of 5 average rating, 218 reviews

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.

Home in La Mesa

The Queen House

4.9 out of 5 average rating, 281 reviews

The exterior of the vacation apartment is presented with a crisp white facade. A charming front door is framed by large windows, allowing natural light to enter. Lush greenery, including ornamental plants, enhances the inviting feel of the space. A small porch is visible, leading to a spacious outdoor area.

Apartment in Ocean Beach

Charming 2 Bdr: 5-min walk to beach. Monthly avail

Home in Rancho Penasquitos

“Feels like home”, close to beaches & parks

4.91 out of 5 average rating, 177 reviews

4.97 out of 5 average rating, 127 reviews

Home in Linda Vista

Modern home w/ large private yard & sunset view

4.96 out of 5 average rating, 154 reviews

A spacious living area is highlighted by a cozy sectional sofa and a wooden coffee table. Natural light floods through large windows, complementing warm wooden beams on the ceiling. A patterned tile fireplace adds a touch of elegance, while greenery adds freshness to the space.

Home in Del Mar Heights

Del Mar LoveShack

4.95 out of 5 average rating, 125 reviews

A private outdoor space features a hot tub with soft blue lighting and two lounge chairs positioned nearby. Twinkling string lights illuminate a green wall, creating a cozy ambiance. A fire pit is present, surrounded by well-maintained grass, offering a tranquil setting for relaxation.

Home in Pacific Beach

Pacific Beach, Hottub, A/C, walkable, firepit

A game room features a pool table surrounded by a sleek design and ample seating. Along one wall, vintage arcade games add a playful touch to the leisure space.

4.93 out of 5 average rating, 283 reviews

Modern Luxury w/ EPIC Backyard and Jacuzzi

Family-friendly home rentals with a pool

4.84 out of 5 average rating, 215 reviews

A tiny house is nestled in a hillside, surrounded by lush greenery and cacti. The wooden structure features a spacious deck with seating, and large windows that invite natural light. Scenic mountain views are present in the background, enhancing the tranquil setting.

Tiny home in Escondido

Lakeview Tiny House w/hillside pool

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 !

4.94 out of 5 average rating, 147 reviews

A living room features a luxury hanging chair suspended from the ceiling. Natural light filters through sheer curtains, illuminating a cozy seating area with a plush sofa and wooden coffee table. A 50” television is mounted above an elegant fireplace, enhancing the room's comfort.

Home in City Heights

Designer Luxury Rental With Pool

5.0 out of 5 average rating, 120 reviews

Home in Bay Park

Resort-Style Villa - Pool, Spa & Views

4.91 out of 5 average rating, 146 reviews

Stunning Views w/ Game Room, Pool and Hot Tub!

A serene backyard oasis features a resort-style saltwater pool surrounded by stone landscaping and lounge chairs. A waterfall cascades into the pool, with palm trees and greenery providing a natural backdrop. A putting green and outdoor seating areas enhance the inviting outdoor space.

4.98 out of 5 average rating, 105 reviews

Hidden Gem: Pool Slide/Game Room/Mini Golf & More!

An expansive outdoor space includes an inviting infinity pool reflecting the colorful sunset sky. The sleek lines of the single-level estate are complemented by an outdoor seating area and dining space, offering a perfect setting for relaxation and entertainment.

4.97 out of 5 average rating, 178 reviews

Luxury Retreat W/ Views: Golf, GameRoom, Pool, Spa