
Holiday rentals in La Playa
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Top-rated holiday rentals in La Playa
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Kellogg’s Beach Cozy Home
Have fun with the whole family at this stylish place just a block away from Kellogg's Beach of San Diego Bay. Relax in our cozy home with a spacious kitchen and peaceful deck and backyard with wonderful trees and lots of space to play or relax. Kellogg's beach is a hidden gem. Enjoy your vacation just a block away from the beach while enjoying our stylish home with a peaceful backyard with beautiful trees just below our deck. The property lot splits between this home and a detached small home
ValueLocationParking
4.94 out of 5 average rating, 176 reviews
Cottage at Cabrillo Cozy garden studio
Relax at this peaceful and centrally located quaint studio Cottage. Close to all the excitement San Diego has to offer. Located in the Wooded area of Point Loma, close to beaches, San Diego bay and Cabrillo National Monument is minutes away. Step inside and enjoy the convenience of a sun filled and open layout. The exterior has a private bricked patio and a private evergreen filled yard. An ideal space to unwind & relax. 10 minute Uber ride to/from the airport. Weekday lower rate. No pets.
FamilyLocationGetting around
4.92 out of 5 average rating, 102 reviews
Private Hideaway, Shelter Island, Beach & Bay
Spotless studio apartment with all amenities. Relax on the private patio enjoying a panoramic view of Downtown and San Diego Bay, or get cozy in a love-seat by the outdoor Chiminea. The unit has a full kitchen and an outdoor BBQ. Private parking right out front. Quiet neighborhood, but close to Downtown, Beaches, SeaWorld and the World Famous San Diego Zoo. Walk to local restaurants, bars, Eppig brewery, bay side trails, grocery store, & sports fishing. No dogs due to host health issues.
FamilyLocationAccess
4.94 out of 5 average rating, 753 reviews
Bayview Paradise
Known as the Huguette House, this luxury private single-family two bedrooms two bathrooms home in La Playa the heart of Point Loma, San Diego offers 180-degree panoramic views of the world-famous San Diego Bay and Downtown Skyline. views of the San Diego bay, marina, and Coronado Island during the day and spectacular views of the Downtown San Diego skyline at night, fully equipped kitchen, and laundry room, 2 bedroom suites with queen beds .2 luxury bathrooms, HDTV, computer desk and WFI
LocationValueBack garden
4.99 out of 5 average rating, 155 reviews
Gorgeous Bay Views, Private Comfy Deck & Much More
Relax on your large, private deck with beautiful views of San Diego Bay, downtown skyline, Coronado, nearby mountains, and the Pacific ocean. Watch the fighter jets take off from North Island and the Navy & cruise ships. You have lovely sunrises and can watch the sunset reflected off the skyline from the same deck chair! Our home is located less than 10 minutes from the airport, Shelter Island, and VERY EASY walking distance to restaurants, shops, yoga, the bay, and FREE pickleball/tennis.
LocationValueWalkability
4.9 out of 5 average rating, 195 reviews
Beautiful New 2BR/2.5BA Coastal Home In Point Loma
*** Point Loma***Each Bedroom Has Its Own Bathroom**First Floor Patio & Second Story Balcony**10 ' Vaulted Ceilings***Washer/Dryer ***BBQ***Fountain***Kohler Black Matte Finished Hardware***Italian Marble Counter Tops***High End Luxury Finishes***European Porcelain Floors**8' Mahogany Solid Core Doors***Assigned Tandem Parking For Two Cars***Walk to Humphries By The Bay Concerts*** The Home Is In A Quiet Neighborhood With A Respectful 10:00 PM Quiet Hours In Place Policy. Not A Party Home.
ValueLocationParks
4.97 out of 5 average rating, 309 reviews
Point Loma Retreat - 4 Streets to the Bay
You are welcome to stay in this gorgeous Point Loma house with all considerate finishes, AC, floor, walls, windows, lights, paintings, kitchen cabinets, counters, appliance, full bath, walk in closet and new furniture! The space features 1 bedroom, 1 bathroom, 1 walk in storage. Living, dining, and kitchen are laid out in a welcoming open space. You'll enjoy incredible access to the scenic harbor front and marina in a calm and peaceful dead end street with no traffic, high end neighbor.
FamilyLocationAccuracy
4.97 out of 5 average rating, 153 reviews
Bright Studio in Ocean Beach | Short Walk to Beach
Enjoy this newly remodeled stylish studio in the heart of Ocean Beach. Light and bright with a refreshing ocean breeze from its large central window. It’s just over a half a mile to Dog Beach and a quick ride to Sunset Cliffs, with some of the best surfing and beaches in San Diego. This studio has its own private entrance, full bathroom with shower, and kitchenette. In addition, the studio includes a standing desk with a large second monitor to accommodate your remote working needs.
LocationValueAir conditioning
4.93 out of 5 average rating, 234 reviews
Romantic Bay View Suite • Rooftop deck & jacuzzi
Luxury Romantic Gateway Experience. Wake up to breathtaking views of the San Diego skyline and bay from your private rooftop deck. Relax in a stylish suite with a king-size adjustable bed, spa-style indoor Jacuzzi for two, and exclusive access to a rooftop fire pit and garden corner—perfect for a romantic night under the stars. Nestled in Point Loma, one of San Diego’s most exclusive and quiet neighborhoods, just minutes from Little Italy, the airport, and the beach.
LocationValueParking
4.93 out of 5 average rating, 263 reviews
Sunset Cliffs Hideaway
Kick back and relax in this peaceful, stylish space. Spacious Bedroom in private residence with private entrance, easy parking, located 1.5 blocks from beautiful Sunset Cliffs. Less than 15 min drive to all of the best San Diego has to offer. Walking distance to Ocean Beach (~1 mi), a funky beach town with its own casual style. Room is "hotel style" with private entrance, small patio, bed, bath, fridge and microwave; no access to main house.
LocationValueQuiet
4.96 out of 5 average rating, 234 reviews
Bright & Modern OB Getaway
This newly built, 2 bedroom/2 bath, is the bright & airy, modern & stylish beach getaway you've been looking for! You'll be located 2 blocks from the beach, and are walking distance to a variety of different restaurants, coffee shops, yoga studios, and nightlife options. The rooftop deck provides an amazing panoramic view for catching sunsets, and even the Sea World fireworks show. Bikes and beach gear ready for use!
FamilyValueComfort
4.98 out of 5 average rating, 131 reviews
🌴Private Guest Suite in Pt. Loma Wooded Area🌞⛱
Located 2 miles from the beach and 1 mile from the bay! Your 2-bedroom private guest suite is the 1st floor of a luxury private residence in the upscale wooded area of Pt. Loma San Diego. Located in a quiet neighborhood, a private entrance opens to a kitchenette, charming lounge area, two well-appointed bedrooms, and one roomy bathroom. Enjoy a private deck and yard for dining, grilling or lounging.
FamilyLocationSleep quality
4.98 out of 5 average rating, 188 reviewsPopular amenities for La Playa holiday rentals
Other great holiday rentals in La Playa

Shelter Island Village - 1 Bedroom Apt.
FamilyValueView
4.98 out of 5 average rating, 216 reviews
Hilltop Villa Offering Uninterrupted Ocean Vistas
LocationFamilyAccess
4.87 out of 5 average rating, 289 reviews
New Luxury Condo on Ocean Cliff, 2 Bedroom Suites
ValueLocationLayout
4.93 out of 5 average rating, 107 reviews
Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite
FamilyValueOutdoor spaces
4.9 out of 5 average rating, 110 reviews
Savor Panoramic Harbor and Skyline Views near Shelter Island
LocationFamilyCondition
4.91 out of 5 average rating, 317 reviews
On The Beach Casa- with private bay access.
LocationFamilyKitchen
4.79 out of 5 average rating, 48 reviews
Boho-Style Point Loma Retreat, Large Outdoor Deck
FamilyLocationDecor
4.8 out of 5 average rating, 10 reviews
Point Loma Hideaway - brand new!
FamilyLocationComfort
4.98 out of 5 average rating, 45 reviewsDestinations to explore
- San Diego Holiday rentals
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- SeaWorld San Diego
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- LEGOLAND California
- University of California-San Diego
- Petco Park
- San Diego Zoo
- San Diego Convention Center E Ent
- San Diego Zoo Safari Park
- Pacific Beach
- San Diego State University
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- Torrey Pines State Beach
- Mission Beach
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