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San Pedro Winter Rentals & Holiday Homes
Discover winter rentals San Pedro - We found 7 exact matches
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- Wheelchair Accessible
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About San Pedro Winter Rental on Beach Bay Cottages
Planning on a winter vacation in San Pedro? Discover 7 places to stay in San Pedro, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Beach Bay Cottages, we have a wide range of listings for accommodations in San Pedro 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. Beach Bay Cottages winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
San Pedro winter accommodation starts at US $63, and the most popular properties in San Pedro 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, Beach Bay Cottages will make your winter trip memorable.
Beach Bay Cottages offers a great deal for travelers planning on renting a place in San Pedro, to enjoy these benefits and to book your winter vacation homes, go to Beach Bay Cottages 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 Pedro and unlock even more amazing deals.
Frequently Asked Questions About San Pedro Winter Rental
What are the top rated Winter Rentals in San Pedro?
There are a lot of options in San Pedro. If you plan on staying in the San Pedro 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 Pedro:
- Apartamentos Las Orquideas
- Private studio in the heart of Curridabat
- Penthouse San José Costa Rica
- HOTEL EL MUNDO IN A CASTLE
- Tropical Vista iFreses, 2nd floor! AC, TV and Pool
- Great Veiws 17th Floor IFreses! WiFI, A/C, Pool.
- Apartotel Tairona
- Apartotel Tairona
- Casa Kibi Kibi
- In The Wind Hostel And Guesthouse
How much does it cost to rent a place to stay near San Pedro in the wintertime?
The average cost for winter rentals in San Pedro is $63 per night. Beachbaycottages has a wide list of great winter places to stay near San Pedro 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 Pedro that allow pets?
Yes, here are the top cottage/chalet rentals in San Pedro that allow you to bring your pet or dog:
- Relaxing Apartment Ifreses! 17th Floor view!
- CONDO CASA INN # 3 BEST LOCATION FOR BUSINESS, VACATION, STUDIES AND HEALTH CARE
- CONDO CASA INN # 5 EXCELLENT LOCATION, WIDE APARTMENT, FAMILIES, EXTENDED STAY
- CONDO CASA INN # 4, near the main UNIVERSITIES COSTA RICA.
- Private studio in the heart of Curridabat
- Agatha Apartment
- In The Wind Hostel And Guesthouse
- Tropical Vista iFreses, 2nd floor! AC, TV and Pool
See all pet-friendly vacation rentals in San Pedro on Beachbaycottages
Do you have any winter rentals in San Pedro 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 Pedro to find what works for you.
Are there winter accommodations in San Pedro that have indoor swimming pools?
As of 2026, the data from Beachbaycottages shows that there are over 7 private swimming pools or indoor pools accommodations near San Pedro along with other great amenities.