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- Winter Rental
San Diego Winter Rentals & Holiday Homes
Discover winter rentals San Diego - We found 6219 exact matches
- San Diego
- ·
- Middletown
- 0.28 mi to center
10.0
-
Oceanfront -
Hot Tub -
Parking -
Ocean View
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
6.7
-
Parking
-
Pool -
Balcony/Terrace -
Air Conditioner
-
Parking
-
Pool
-
Balcony/Terrace
-
Air Conditioner
- San Diego
- ·
- South Park
- 0.18 mi to center
9.8
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
- San Diego
- ·
- Mission Beach
- 0.81 mi to center
10.0
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Parking
-
Pool
-
Kitchen
-
Internet
-
Parking
-
Pool
-
Kitchen
-
Internet
- San Diego
- ·
- East Village
- 0.14 mi to center
10.0
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- San Diego
- ·
- North Park
- 0.62 mi to center
10.0
-
Hot Tub
-
Parking
-
Air Conditioner
-
Internet
-
Hot Tub
-
Parking
-
Air Conditioner
-
Internet
- San Diego
- ·
- Ocean View Hills
- 0.66 mi to center
10.0
-
Private Pool -
Oceanfront
-
Hot Tub
-
Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- San Diego
- ·
- East Village
- 0.36 mi to center
10.0
-
Oceanfront
-
Hot Tub
-
Breakfast -
Pool
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Pool
- San Diego
- ·
- Mission Beach
- 0.07 mi to center
10.0
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- San Diego
- ·
- South Park
- 0.32 mi to center
10.0
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- San Diego
- ·
- Central Mission Beach
- 0.16 mi to center
10.0
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- San Diego
- ·
- Sunset Cliffs
- 0.27 mi to center
10.0
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
10.0
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- San Diego
- ·
- Fairmount Park
- 0.28 mi to center
10.0
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- San Diego
- ·
- Crown Point
- 0.53 mi to center
10.0
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- San Diego
- ·
- Mission Beach
- 0.10 mi to center
10.0
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
- San Diego
- ·
- North Pacific Beach
- 1.19 mi to center
10.0
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
10.0
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- San Diego
- ·
- Point Loma
- 0.12 mi to center
9.8
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- San Diego
- ·
- North Pacific Beach
- 1.20 mi to center
9.8
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- San Diego
- ·
- North Pacific Beach
- 1.19 mi to center
9.8
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- San Diego
- ·
- Mission Beach
- 0.68 mi to center
9.8
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- San Diego
- ·
- Crown Point
- 0.36 mi to center
9.8
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
About San Diego Winter Rental on Bradenton Beach Rentals
Planning on a winter vacation in San Diego? Discover 6219 places to stay in San Diego, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Bradenton Beach Rentals, we have a wide range of listings for accommodations in San Diego, CA that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. Bradenton Beach Rentals winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
San Diego winter accommodation starts at US $556, and the most popular properties in San Diego are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, Bradenton Beach Rentals will make your winter trip memorable.
Bradenton Beach Rentals offers a great deal for travelers planning on renting a place in San Diego, to enjoy these benefits and to book your winter vacation homes, go to Bradenton Beach Rentals filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around San Diego and unlock even more amazing deals.
Frequently Asked Questions About San Diego Winter Rental
What are the top rated Winter Rentals in San Diego?
There are a lot of options in San Diego. If you plan on staying in the San Diego area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in San Diego:
- Spacious Beach Studio
- 50' from Ocean - Amazing View - Private Cottage - Not a Condo
- Storybook Beach House 2 blocks from the Beach or Mission Bay with Pool & Hot tub
- Your Luxury Condo On The Ocean, Unobstructed Sunset And Ocean Views, Central Air
- Find your beach bliss!
- Perfect Location to Beach/SD Attractions, Parking, Beach Chairs, Boogie Boards!
- Luxury Pacific Beach Family Getaway Steps to Beach Jacuzzi Yard AC Garage BBQ
- Oceanfront Luxury Condo, Sounds of the Surf, Beautiful Sunsets
- VIEWS! VIEWS! VIEWS! 4 Master Suites 5 Star Architectural Designer with Spa
- Centrally Located, Private Bungalow with AC and parking space
How much does it cost to rent a place to stay near San Diego in the wintertime?
The average cost for winter rentals in San Diego is $556 per night. Bradentonbeachrentals has a wide list of great winter places to stay near San Diego that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in San Diego that allow pets?
Yes, here are the top cottage/chalet rentals in San Diego that allow you to bring your pet or dog:
- Romantic Guest House, Spectacular Views, Close to everything , Private Hot Tub
- Homey Modern 2BR-15min to Gaslamp, SeaWorld, Beach
- Hipster Haven
- Ocean Views - SEAGIRT RETREAT- 4 BD/4 BTH - Air Conditioning - Family Getaway
See all pet-friendly vacation rentals in San Diego on Bradentonbeachrentals
Do you have any winter rentals in San Diego that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in San Diego to find what works for you.
Are there winter accommodations in San Diego that have indoor swimming pools?
As of 2026, the data from Bradentonbeachrentals shows that there are over 6219 private swimming pools or indoor pools accommodations near San Diego along with other great amenities.
