Discover winter rentals Puerto Rico - We found 3657 exact matches
About Puerto Rico Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Puerto Rico perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, cottages, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Puerto Rico. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Puerto Rico and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Puerto Rico Winter Rentals
What are the top rated Winter Rentals in Puerto Rico?
There are a lot of options in Puerto Rico. If you plan on staying in the Puerto Rico area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Puerto Rico:
- Luxurious Condado Beachfront 1 Bedroom, next to the Marriott Hotel.
- Amazing Italian Design Villa Steps From The Best Beach In San Juan, Puerto Rico
- Sand Castle Villa: A beautiful private resort home : Corcega Beach, Rincon, PR
- Beautiful beachfront villa at the Wyndham Grand R Mar Rainforest Beach Resort
- Oceanfront 3 Bdrm House on Surf Beach near Rincon with Private Beach Access
- Rio Mar Beach Resort - Time Magazine TOP 100 World's Greatest Places 2018
- Beachfront Luxury Villa: 3BR, 3.5BA,Gazebo,Pool, Secluded Beach, Gated Community
- Tres Amigos Beach House - Walk Out the Back Door to the Beach!
- Spacious one bedroom condo with Beach access, ocean view, free wifi and parking
- Location, Location, Location! Deluxe Two Bedroom Villa DIRECTLY on the Ocean.
How much does it cost to rent a place to stay near Puerto Rico in the wintertime?
The average cost for winter rentals in Puerto Rico is $479 per night. Vacation Cottage has a wide list of great winter places to stay near Puerto Rico that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Puerto Rico that allow pets?
Yes, here are the top cottage/chalet rentals in Puerto Rico that allow you to bring your pet or dog:
- Beach Front Paradise
- Costa Bonita Private Villas
- Sonsoleá Host
- Immaculate Beachfront Studio great view & location, next to Condado Marriott, PR
See all pet-friendly vacation rentals in Puerto Rico on Vacation Cottage
Do you have any winter rentals in Puerto Rico that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Puerto Rico to find what works for you.
Are there winter accommodations in Puerto Rico that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are over 3657 private swimming pools or indoor pools accommodations near Puerto Rico along with other great amenities.
Do any winter holiday rentals in Puerto Rico have hot tubs?
About 3657 holiday rentals in Puerto Rico boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Puerto Rico?
Yes, there are many luxury places to stay in Puerto Rico for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Puerto Rico with all the best amenities for your next trip.
