
Holiday houses in Shelter Island
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Top-rated holiday rentals in Shelter Island
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Savor Panoramic Harbor and Skyline Views near Shelter Island
The views in our house are absolutely spectacular! The location is central to great restaurants, downtown SD, SeaWorld, and bay beaches where you can kayak or paddle board. It is a ideal choice for vacations and for business travelers looking for a comfortable place to call home while traveling. Entire House, 3 Patios, and parking for car in garage and driveway We like to stay out of our guests way during their stay, but we will always be accessible either via phone call or text; but if you are so relaxed and you don't want to expend energy to text or call, merely ring the wifi doorbell and it will connect to our cell phone and we can address any questions you may have. The mid-century modern house sits on the side of a hill in the La Playa neighborhood of Point Loma, overlooking the harbor. It is a quiet neighborhood, within walking distance of the harbor, beach, nice restaurants, and amenities. Please note 24 hours before arrival, we will provide you a door code you can use to enter the home, the same code locks the home when you come and go during your stay.

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

Vintage Spanish Revival Home - Balboa Park - Alcazar Court
• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

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.

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.

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

Bay View Suite • Rooftop Deck + Indoor Jacuzzi
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. Ideal for romantic getaways or peaceful stays with a view.

Charming 2 BR /2 BA Home In Beautiful Point Loma
***Turnkey Single Story Living***2BR/2BA*** 2018 Cape Code in Roseville Point Loma***Village Living***Just Three Blocks to Pont Loma Sea Food***Sport Fishing***Better Buzz***San Diego Bay Harbor***One of two Houses on One Lot. (2 on 1).***It's in the Back.***Vaulted Ceilings***Fiber Internet ***Washer/Dryer ***Your Own Exclusive Fenced Private Turf Grassy Yard***Two Car Tandem Driveway Parking***Sea Port Village, Gaslamp, Airport, In Minutes***Grocery Store /4 Restaurants/Pub 3 Blocks***

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.

Ocean Views w Stunning Sunsets by the Firepit!
Welcome to our stunning 3-bedroom retreat in the heart of Sunset Cliffs, where panoramic ocean views and coastal luxury await you! ✨ Perched majestically on the hill overlooking the Pacific Ocean, this spacious and beautifully appointed home 🏡 offers the perfect blend of comfort and style for your San Diego getaway. Step inside and be greeted by an abundance of natural light streaming through the expansive windows, illuminating the open-concept living space 🌴

🌴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.

Boho Flat 1 block from exclusive beach!
Escape to this bright and charming coastal flat, just minutes from the beach. Perfect for couples or solo travelers, this thoughtfully designed space features a plush king bed, cozy dining nook, relaxing living area with pull-out sofa, and a fresh, inviting bathroom. Enjoy peaceful mornings, stylish comfort, and an easy location close to everything Point Loma offers.
Popular amenities for Shelter Island holiday rentals
Other great holiday rentals in Shelter Island

Spanish Harbor House, Sleeps 8

Bayside Retreat

Point Loma Hideaway - brand new!

San Diego, Ocean Beach El Nido: cozy two-bedroom

Renovated 1BR in Point Loma Near Harbor & Airport

Chic Upper Ocean Beach Casita Surf+Family Friendly

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite

3BR Charmer: Family-Friendly & Minutes to Beach!
Destinations to explore
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- Rosarito Beach
- San Diego Convention Center E Ent
- SeaWorld San Diego
- Oceanside City Beach
- San Diego Zoo Safari Park
- Ocean Front Walk
- Pacific Beach
- Coronado Beach
- Tijuana Beach
- Torrey Pines State Beach
- Balboa Park
- San Diego Zoo
- San Diego State University
- Moonlight State Beach
- Mission Beach
- La Misión Beach
- San Onofre Beach
- Oceanside Harbor
- Liberty Station
- LEGOLAND California
- Belmont Park
- Sesame Place San Diego
- Black's Beach
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