San Diego is one of the most treasured destinations in North America. Nestled by the Mexican border, this beautiful coastal city has plenty to offer. Featuring high-energy city living and relaxing beaches, San Diego is an incredible vacation destination.
Whether you are traveling for a few days or looking to stay awhile, one of the best ways to really enjoy the city is to book one of the many incredible luxury vacation rentals in San Diego. With so many choices, it’s easy to get overwhelmed when choosing a place to call your home-away-from-home. Here are just a few of our favorites.
Unsure of which area or neighborhood is best for you? Check out our guide on the best places to stay in San Diego.
All listings featured in this article are carefully selected by our editors. We may earn a commission when you buy something through our links at no cost to you.
Best Vrbo San Diego Vacation Rentals at a Glance
- Best oceanfront luxury vacation rental in San Diego: Caspian Villa
- Best unique luxury vacation rental in San Diego: Fleetwood La Jolla Beach House
- Best value luxury vacation rental in San Diego: Pistachio Breeze
- Best design luxury vacation rental in San Diego: Cali Hi
Table of Contents
Luxury Vacation Rental in San Diego – Best Of
Best Oceanfront Villa: Caspian Villa
Pacific Beach, San Diego
Located in Pacific Beach near San Diego, this rental is perfect for beach lovers. With room for up to 10 guests, this 4 bedroom, 3 bathroom home offers spacious living areas, a beautiful outdoor patio complete with a dining area and private bar, and easy access to the beach. Whether looking to take the family to the coast or enjoy a romantic escape with that special someone, this property is not one to miss.
Most Unique: Fleetwood La Jolla Beach House
Photo credit: Vrbo
Beach Barber Tract, La Jolla, California
When looking at San Diego luxury beach rentals, this property is definitely worth a peek. Featuring plenty of both indoor and outdoor living space, this beachfront property, located steps from Windansea Beach, is guaranteed to please. This 3 bedroom, 4 bathroom home is perfect for both entertaining or just simply relaxing. With two outdoor patios to enjoy, outdoor dining, a fully equipped indoor kitchen, and so much more, this property is not one to pass up.
Best Value: Pistachio Breeze
La Jolla Shores, San Diego
For an incredible luxury rental with space for a large party, this next property is perfect. Located in La Jolla Shores, this amazing property has plenty of room for up to 16 guests. With an impressive 7 bedrooms and 6 bathrooms, luxury and style merge to create the backdrop for an incredible vacation. Enjoy the terrace and take in the beautiful sea views, take a few steps to the La Jolla Shores Park Beach for surfing and scuba lessons, or just relax around this impressive villa.
Best for Design Lovers: Cali Hi
Encinitas, California
Modern and stylish are perfect words to describe this luxury property. Indoor and outdoor living seamlessly intertwine offering plenty of room for up to 9 guests. Featuring 4 bedrooms and 4 bathrooms, this architectural delight offers fantastic ocean views, spacious living areas, and beautiful ocean views. Whether you are looking to enjoy the beach or stay on the property and enjoy the private pool and hot tub, this property is a great place to relax and enjoy all San Diego has to offer.
Best Luxury Vacation Rental in Downtown San Diego
Mila by AvantStay
Downtown San Diego, San Diego, California
Looking for a vacation property with a little something extra? This 4-story penthouse condo located in Little Italy is the place for you! Featuring 5 bedrooms and 3 full baths, this stunning home offers plenty of space for everyone in your group. From the rooftop patio with outdoor cooking and dining, to enjoying one of several patios, this condo has everything you need for an incredible getaway. Every room of the house offers a fantastic view of the surrounding area.
Read next: 12 Best Vacation Rentals in Downtown San Diego
Best Luxury Vacation Rental in Central San Diego
Balboa by AvantStay
Bankers Hill, San Diego, California
Trendy, yet cozy, this amazing 6 bedroom, 3 bathroom condo is one of the best San Diego luxury vacation rentals. Featuring beautiful hardwood floors, plenty of living space and incredible views of Balboa Park, this rental is great for the family or for a getaway with friends. Fully equipped with everything you need to enjoy your stay in the area, this property offers a luxurious experience and all the comforts of home. Our favorite feature of this rental is the spacious balcony complete with outdoor grill and gas-powered fire pit. This space is perfect for relaxing after a long day or for entertaining family and friends.
Best Luxury Vacation Rental in La Jolla
Lemon Parasol
San Diego, California
Nestled in the beautiful hills of Hidden Valley, this property is great for larger groups looking to get away from it all. With 6 bedrooms, 5 bathrooms, and room for up to 14 guests, this property offers plenty of both indoor and outdoor space. Enjoy all the comforts of home inside, or relax outside by the pool while enjoying the grill and outdoor eating area. Enjoy the fully furnished chef’s kitchen, one of several balconies, or enjoy a friendly game of pool in the spacious game room. Whether you are coming for work or play, this property is perfect for groups or families.
Open Azure
Photo credit: Plum Guide
San Diego, California
In the heart of San Diego’s La Jolla area sits this luxury vacation property. Featuring 4 bedrooms and plenty of room for up to 10 guests, this property has everything you need for an amazing getaway. With views of both the ocean and the nearby mountains, this property seamlessly merges both indoor and outdoor living. With plenty of room to entertain, and easy access to all La Jolla has to offer, this home has everything you need for an amazing holiday.
Retract and Recline
La Jolla Shores, San Diego
La Jolla has so much to offer the savvy traveler and this property is perfectly situation to provide the best of everything the area has to offer. From the open living spaces to the incredible ocean views, this 4 bedroom, 5 bathroom home has everything you need for an amazing family getaway. With plenty of room for up to 8 guests, this home is fully equipped to help you make memories with those you love.
Californian Cocktail
San Diego, California
Beach-Chic is the perfect way to describe this luxury property. Nestled in the hills of La Jolla, the Californian Cocktail offers fabulous ocean views, plenty of space for up to 10 guests, and all the amenities expected of a luxury villa. Our favorite feature of this property is full outdoor kitchen and dining area complete with an amazing alfresco bar.
Best Luxury Vacation Rental in Pacific Beach
Private Villa with Pool
Photo credit: Vrbo
North Pacific Beach, San Diego, California
This next property is one of the best luxury villas in San Diego. Featuring 4 bedrooms, 4.5 bathrooms, and room for up to 10 guests, this property is in a class of its own. A private pool designed for entertaining, a bubbling spa, and an outdoor grill are just a few of the amenities featured at this property. Our favorite part of this villa is the Master Suite. Located on the entry-level, this suite features a king-sized bed, ocean views, and an incredible en-suite bath complete with a large soaking tub and steam shower.
This property is no longer available. You might be interested in this similar property: Luxury Vacation A Block From The Water.
Read next: 15 Gorgeous Vrbo San Diego Vacation Rentals
Best Luxury Vacation Rental in San Diego Bay
Sea La Vie
Photo credit: Plum Guide
San Diego, California
Located steps from the beach, this all-inclusive villa is perfect for creating an amazing family adventure. A private pool, spacious decks, and plenty of room for all to relax and enjoy all the area has to offer, this 4 bedroom, 3 bathroom condo is one of the best luxury rentals in the area.
Best Luxury Vacation Rental in Rancho Santa Fe
Casa Molino
California
Located in the exclusive Covenant area of Rancho Santa Fe, this luxury property features 5 incredible bedrooms, each with its own private bathroom, a fabulous swimming pool with outdoor dining, and two amazing acres to enjoy while you stay. Enjoy a day exploring the surrounding area or spend the day lounging by the beautiful pool and spa. The fully furnished patio comes complete with a gas fire pit and is a perfect place to enjoy after-dinner drinks and great conversation. Inside, guests will enjoy impeccable furnishings, beautiful views, and comforts that will make you want to forget all about going home. Our favorite feature is the amazing, state-of-the-art kitchen filled with stainless steel appliances, an incredible double oven, and everything you need to create an unforgettable meal.
Best Luxury Vacation Rental in Mission Beach
My Blue Ocean
Mission Beach, San Diego
For a cozy, but luxurious getaway, this next property is perfect. Located in Mission Beach, this 2 bedroom, 2 bath home has everything you need for a more intimate escape. Featuring unobstructed views of the beach and nearby boardwalk, this open floorplan home has been cleverly designed to create the perfect intimate atmosphere, while maintaining the highest level of luxury.
Stillness
Mission Beach, San Diego
Luxury and grace, this top-floor property offers views and living unlike any other. Featuring impressive views of the Pacific Ocean, spacious terraces, and high-end finishes around every corner, staying here will make you never want to go home. Our favorite feature is the state-of-the-art kitchen filled with the best appliances and gadgets in the culinary world. Whether looking to relax with a few or with a crew, this 4 bedroom, 4 bathroom property is the place to make memories that will last a lifetime.
Best Luxury Vacation Rental in Northern San Diego
Monte Del Mar
San Diego, California
An escape unlike any other, the Monte Del Mar is the ultimate backdrop for an amazing vacation. Featuring stunning views of the city and surrounding area, this 5 bedroom home has plenty of space to accommodate up to 11 guests. Fully furnished with everything you need, this property is guaranteed to please even the pickiest of travelers. Our favorite feature is the cozy living area complete with working fireplace. Take a few steps and you are out on one of several balconies offering fabulous ocean views.
Beachy Touch
Encinitas, California
Cozy and comfortable, this condo is nestled in the heart of San Diego. Featuring a fully equipped kitchen and all the comforts of home, this beautiful condo offers style and elegance and makes for a great place to call home while visiting the area. With room for up to 6 guests, this property offers access to all the best San Diego has to offer.