Pet-friendly holiday rentals in Shelter Island

Upscale Studio

Stay just minutes from the sun-soaked shores, vibrant downtown San Diego, SeaWorld, and the world-famous San Diego Zoo. This thoughtfully designed retreat offers a seamless blend of comfort & convenience. ✨ Luxury Features Include: A massage bed with adjustable head and foot settings for ultimate relaxation A spacious, spa-inspired bathroom with a premium Toto toilet and oversized shower A kitchen equipped with a sink, fridge, toaster oven RIGHT CLICK ON MY PICTURE TO SEE ALL OF OUR PROPERTIES.

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

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

Roof Deck, King Bed, Bikes, 4 Blocks to Beach,

✨ Fully renovated in January 2023, this one-bedroom detached cottage sits in a quiet pocket of Pacific Beach. It features a private outdoor yard, rooftop deck, A/C, and gated parking. Guests have their own gated entrance with easy self check-in and are just 4 blocks from the beach. 🌴 For your stay, enjoy two bikes, beach chairs, beach towels, and boogie boards. Plus a new mattress (November 2024). 🔕 Please note: this is a peaceful property. Parties or excessive noise are not permitted.

Charming Ocean Beach Cottage minutes to Ocean w/AC

Renovated charming beach cottage just 2 blocks from the beach in Ocean Beach, California! French doors that open to private paver patio to enjoy the outdoors. Short Walk to beaches, great restaurants, bars, shops & all OB has to offer ! Brand New Heating and Air conditioning unit 1 car Garage parking onsite with laundry Fast Wifi Smart tv New memory foam mattresses on queen bed in private bedroom & queen sofa sleeper. Very comfortable! Come stay at the best beach in San Diego!

The Cozy Craftsman

Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park.  Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style.  Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away.  Perfect for couples, small groups, or business travelers exploring San Diego.

Dream HOUSE Steps to Beach & Bay

Located in the heart of Pacific Beach, this modern beach house has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *Private Outdoor Retreat w/ Kitchen, 6 Person Hot Tub, Fire Pit *Central AV *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathrooms *Bikes, boards, beach towels and toys *Walk to coffee, yoga & gyms, dining, entertainment, shopping!

Modern 1 BR Beach Waves and Sunshine

Newly renovated one bedroom luxury apartment located 2 blocks from the beach! Restaurants, pubs, and Ocean Beach / Dog Beach are within a 2 block radius. This property features an open floor plan with a well equipped kitchen, high-end finishes/appliances, air conditioning, stackable washer/dryer (in unit), 4K TVs, WiFi/high speed internet (ATT fiber), full-size pull out sofa sleeper, and designated parking.

Green Door Cottage | Charming Coastal Getaway

Just 3 blocks from the beach, Green Door Cottage is a cozy, colorful, dog-friendly escape in the heart of Ocean Beach. Enjoy a private yard, full kitchen, A/C, stylish vintage touches, and free parking for one car. Walk to top restaurants, local shops, tasting rooms, yoga studios, and Dog Beach just a few blocks away. Warm, welcoming, and full of coastal charm, it’s the perfect San Diego getaway.

Beautiful House in Hillcrest with Tub Parking AC

San Diego Villa, a Zen House in Hillcrest! Perfect Location: Centrally, within minutes of all San Diego attractions and walking distance to all major supermarkets shops and many restaurants and bars. Amazing Amenities: Hot Tub, luxurious features and appliances, Egyptian cotton sheets, and more. Comfort: peaceful and quiet with all the amenities you need, centra AC, and parking.

Modern Luxury w/ EPIC Backyard and Jacuzzi

Welcome to our newly remodeled "modern coastal" house with an incredible backyard! No detail was overlooked in this home, with designer finishes, high end furniture, and an outdoor oasis to soak in the beautiful San Diego days. Highlights include an open floor plan, jacuzzi, outdoor games, pool table, grill, string lights, and so much more. We cannot wait to host you!

Casa Nova - Cozy 1B - Driveway Parking, Backyard

This gorgeously remodeled one bedroom home is conveniently located within historic University Heights. - a quick drive to the major attractions of San Diego and mere steps to plenty of shops and restaurants right outside your front door. Please also check our other listings if you can't find the dates you're looking for.