Kid-friendly holiday rentals in Sail Bay

4.96 out of 5 average rating, 198 reviews

Kids Paradise San Diego - Funhouse

Every day is a play day at this kids’ paradise in San Diego Guesthouse! There’s no shortage of exciting things for kids to do, including a huge outdoor playset, a vast array of toys and books, plus a slumber party-ready bedroom. Kids can splash around in the sparkling outdoor pool, while parents relax in the hot tub with a book and a cocktail. (4 adults MAX). Liv Follow us on IG "Kids Paradise San Diego" Create Lasting Memories In San Diego With Us & Learn More Below! We have more homes. Best

4.93 out of 5 average rating, 209 reviews

Guesthouse in San Diego

Farm Vibe near City with Friendly Goats & Big Deck

Charming home has spacious bedroom (king bed), full bath, living/dining area and fully stocked kitchen all with stylish touches. Relax and lounge on back deck while saying hello to the friendly goats. Your lodging is the nearest area by the city where you can have a touch of countryside as well as modern amenities throughout w/keyless entry, fast WiFi & smart TV (W/D also on property). It's a perfect space for a couple, small family or group of friends looking for a bit of it all next to it all!

4.96 out of 5 average rating, 494 reviews

Swanky Casa Ocean Beach 1 Blk to Beach w A/C

Two bedrooms & prime location! 250 steps to the beach 2 blocks the mainstreet. Split system A/C for independent control of each bedroom. Amenities include surfboards, bikes, & beach toys. Ocean Beach offers numerous bars/restaurants including the famous Hodad's & OB Noodle House, antique stores, & weekly Farmer's Market. Excellent walkability! PLEASE NOTE: Currently has potential for construction noise, a new unit is being built behind the home. Risk for noise is reflected in the rental rate.

4.93 out of 5 average rating, 226 reviews

Home in Chula Vista

Ocean Breeze, Newly Remodeled, Playroom

Newly remodeled home, beautiful backyard. -Covered deck with outdoor furniture and patio lounge area. -Open concept floor plan for indoor entertaining -Separate detached bonus playroom for kids and people of all ages to enjoy. -Fully stocked kitchen. -Lightening fast WiFi -Beach chairs, umbrella and mat, wagon - 6 Mins DriveAway from 1.2 billon Bayfront Dev -12 Minutes to Downtown San Diego and Airport -13 Minutes to San Diego Zoo -5 Minutes to In-N-Out burger -70, 60, 55 inch TVs

4.89 out of 5 average rating, 170 reviews

Townhouse in San Diego

Comfortable and Spacious PB Townhouse

We love this place. Our home has great access to everything San Diego has to offer. A short distance to the beach, Belmont Park, Sea World, and only 15 minutes to La Jolla Cove, Balboa Park or Downtown San Diego. You'll be living in a beautiful San Diego Beach Community while you're here. Our home is spacious with three full bathrooms and a game room downstairs. Please note: this is a second floor townhouse and we have neighbors downstairs, quiet are hours from 10 PM-8AM.

Guest suite in Spring Valley

4.92 out of 5 average rating, 284 reviews

Helix House - San Diego -Family Friendly- Sleeps 8

Charming guest house in quiet neighborhood of Mount Helix. Attached unit with private entrance, hosts a double bunk, beneficial to families . Located 11 miles from downtown San Diego, perfect for couples & families looking to bike, hike and explore San Diego while being a few miles from the beach. One mile from historic La Mesa village with boutique stores, eclectic restaurants and Friday Farmers Market. Owner's dog has access to backyard, but no access to Helix House.

4.91 out of 5 average rating, 163 reviews

Condo in San Diego

NEW Family Getaway2 FAST Wi-Fi AC BBQ Parking Crib

Hosted by Pacific Beach Luxury. Ideally located one block to the beach and near the heart of Pacific Beach, this brand new bedroom 2 bath condo has it all for your family beach vacation! Everything inside has been completely remodeled and beautifully decorated, equipped with central A/C, TV, parking, & shared patio. Beach/baby gear provided. Guest must be 25 years or older. No parties and quiet hours 9pm-9am. Internet speed is 1Gbps. This is a first floor unit.

4.84 out of 5 average rating, 119 reviews

Cottage in San Diego

923 Sandbox- Beach Cottage With Parking!

Be the first to stay at this Extraordinary Property in the Hottest Neighborhood in San Diego! Newly renovated, this gorgeous Pacific Beach cottage is 200 yards away from the sand and 700 yards away from the bay. Nested in the middle of many award winning restaurants, coffee shops, bars and trendy shops. Countless fun beach and bay actives are all within minutes walk from the property. One Parking Spot is included which is super rare for PB!

4.8 out of 5 average rating, 222 reviews

Family Friendly 4/2, AC with Yard, Toys

We're not the fanciest but we try hard to be a clean space with everything needed so families can gather together with their kids. 3 bedrooms and one playroom/bedroom (which does not have it's own closet). Central AC and heat. This home is central to all San Diego attractions, with a large yard and patio area to enjoy the outdoor living San Diego is known for. If you have a pet, please contact us prior to booking. Thanks

4.86 out of 5 average rating, 280 reviews

Bungalow in San Diego

Beachy Bay Park Bungalow near Sea World & Old Town

This two-bedroom home features a queen-sized bed in one room and two full-sized beds in the other, perfect for a small family or group of friends. The private backyard features patio furniture and BBQ for family-cooked dinners and enjoying the warm San Diego climate. One perk is multiple parking spaces along the larger-than-average driveway.

4.89 out of 5 average rating, 150 reviews

New Remodel 2BR Cottage Walk to Beach/Sunset Cliff

Welcome to this newly renovated 2BR/1BA California cottage. The cottage is centrally located: 1. (~3 min) walking to local food favorites such as Little Lion Cafe and Sunnie's Mexican Cuisine. 2. (~15 min) walking to breweries and restaurants near OB pier, but just one-step removed from the hustle bustle of the OB commercial district.