
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
4.94 out of 5 average rating, 176 reviews
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, 136 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.
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.
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
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.
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.
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.
4.97 out of 5 average rating, 153 reviews
Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit
The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.
4.94 out of 5 average rating, 198 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.
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!
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.
4.98 out of 5 average rating, 188 reviewsPopular amenities for La Playa holiday rentals
Other great holiday rentals in La Playa

Bright Studio in Ocean Beach | Short Walk to Beach
4.93 out of 5 average rating, 234 reviews
Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite
4.9 out of 5 average rating, 110 reviews
Savor Panoramic Harbor and Skyline Views near Shelter Island
4.91 out of 5 average rating, 317 reviews
On The Beach Casa- with private bay access.
4.79 out of 5 average rating, 48 reviews
Point Loma Hideaway - brand new!
4.98 out of 5 average rating, 45 reviews
Boho-Style Point Loma Retreat, Large Outdoor Deck
4.8 out of 5 average rating, 10 reviews
Point Loma 4 Bedroom|Skyline Views + Family-Ready
4.95 out of 5 average rating, 19 reviews
La Playa | Charming Bayside Bungalow
4.78 out of 5 average rating, 72 reviewsDestinations to explore
- San Diego Holiday rentals
- Los Angeles Holiday rentals
- Las Vegas Holiday rentals
- Paradise Holiday rentals
- Big Bear Lake Holiday rentals
- Palm Springs Holiday rentals
- Joshua Tree Holiday rentals
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- Santa Barbara Holiday rentals
- Ensenada Holiday rentals
- West Hollywood Holiday rentals
- Long Beach Holiday rentals
- SeaWorld San Diego
- Rosarito Beach
- Coronado Beach
- 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
- Balboa Park
- Tijuana Beach
- Torrey Pines State Beach
- Mission Beach
- Las Olas Resort & Spa
- Ocean Front Walk
- Oceanside City Beach
- La Misión Beach
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- South Mission Beach, San Diego
- Liberty Station





