Surfside Winter Rentals & Golf course

Discover winter rentals Surfside - We found 765 exact matches

About Surfside Winter Rental on StayAndPlay

StayAndPlay offers a diverse selection of golf retreats and elevated accommodations in Surfside, FL, perfect for your winter golf escape or seasonal retreat. Our listings include golf villas, golf cabins, luxurious golf resorts, charming golf cottage, and other unique properties, ensuring you'll find the perfect golf getaway. These accommodations feature premium amenities such as Wi-Fi, heated outdoor hot tubs, private decks, fireplaces, and breathtaking views of golf courses or mountains, making for an unforgettable experience.

Whether you're looking to unwind in a peaceful golf course setting or enjoy winter golf adventures, StayAndPlay connects you with the finest golf retreats and elevated accommodations. From snow-dusted fairways to tranquil mountain escapes, our collection ensures your winter golf getaway is truly magical.

StayAndPlay offers incredible deals for travelers seeking elevated golf accommodations in Surfside. Choose from a variety of winter golf vacation rentals with ease. Use our interactive map to explore all golf villas and other golf retreats in and around Surfside.

Show more
Show less

Frequently Asked Questions About Surfside Winter Rentals

There are a lot of options in Surfside. If you plan on staying in the Surfside area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Surfside:

The average cost for winter rentals in Surfside is $369 per night. StayAndPlay.com has a wide list of great winter places to stay near Surfside that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage/chalet rentals in Surfside that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Surfside on StayAndPlay

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Surfside to find what works for you.
As of 2025, the data from StayAndPlay shows that there are over 765 private swimming pools or indoor pools accommodations near Surfside along with other great amenities.

About 765 holiday rentals in Surfside boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in Surfside for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Surfside with all the best amenities for your next trip.