A marina with boats docked, a large building on the left, and a city skyline in the background.

Winter Beach Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winter Beach holiday rentals

1. Disney's Vero Beach Resort

Disney's Vero Beach Resort
5.0 star property
Vero Beach
9.0 out of 10, Wonderful, (293 reviews)
"Lovely property one of the best beach hotels I’ve been to."
United States
Daniel
Disney's Vero Beach Resort

2. Seaspray Surf Lodge

Seaspray Surf Lodge
2.5 star property
South Beach
9.0 out of 10, Wonderful, (721 reviews)
"Great location (2 min walk from beach and short drive to everything else). Clean room, friendly staff. It's an older property but had an enjoyable stay."
United States
Edward
The price is NZ$321
includes taxes & fees
30 Oct - 31 Oct
Seaspray Surf Lodge

3. River Rentals Sebastian

River Rentals Sebastian
4.0 star property
Sebastian
10.0 out of 10, Exceptional, (24 reviews)
"Very clean, great location, great host."
United States
Pavel
The price is NZ$509
includes taxes & fees
18 Oct - 19 Oct
River Rentals Sebastian

4. Road Runner Travel Resort - Caravan Park

Road Runner Travel Resort - Caravan Park
2.5 star property
Fort Pierce
9.4 out of 10, Exceptional, (102 reviews)
"Our family had an amazing stay, the pool was fun, everyone was friendly and our cabin was the perfect fit. "
United States
Benjamin
The price is NZ$349
includes taxes & fees
15 Oct - 16 Oct
Road Runner Travel Resort - Caravan Park

5. Family Getaway w/ Backyard Oasis in Vero Beach!

Family Getaway w/ Backyard Oasis in Vero Beach!
3.0 star property
Vero Beach
The price is NZ$872
includes taxes & fees
18 Oct - 19 Oct
Family Getaway w/ Backyard Oasis in Vero Beach!

6. Hutchinson Island Beach Retreat | Pets Welcome

Hutchinson Island Beach Retreat | Pets Welcome
3.0 star property
Fort Pierce
The price is NZ$640
includes taxes & fees
12 Oct - 13 Oct
Hutchinson Island Beach Retreat | Pets Welcome

7. Oceanfront Inn Room #8 - Partial Ocean View - King Bed

Oceanfront Inn Room #8 - Partial Ocean View - King Bed
3.0 star property
Fort Pierce
Oceanfront Inn Room #8 - Partial Ocean View - King Bed

8. Sunrise Views & Beach Access | BBQ + Free Parking

Sunrise Views & Beach Access | BBQ + Free Parking
3.0 star property
Fort Pierce
The price is NZ$650
includes taxes & fees
13 Oct - 14 Oct
Sunrise Views & Beach Access | BBQ + Free Parking

9. Steps to Surfers Paradise | Family Beach Condo

Steps to Surfers Paradise | Family Beach Condo
3.0 star property
Fort Pierce
The price is NZ$666
includes taxes & fees
12 Oct - 13 Oct
Steps to Surfers Paradise | Family Beach Condo

10. Treasure Coast Hideaway | Dogs Welcome, No Fees

Treasure Coast Hideaway | Dogs Welcome, No Fees
3.0 star property
Fort Pierce
The price is NZ$640
includes taxes & fees
15 Oct - 16 Oct
Treasure Coast Hideaway | Dogs Welcome, No Fees

11. Oceanfront Inn Room #10- Standard Room - King Bed

Oceanfront Inn Room #10- Standard Room - King Bed
3.0 star property
Fort Pierce
The price is NZ$421
includes taxes & fees
13 Oct - 14 Oct
Oceanfront Inn Room #10- Standard Room - King Bed
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Winter Beach Hotel Reviews

Find out more about Winter Beach

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winter Beach holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winter Beach. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winter Beach. Seeing all the best attractions is bound to make you fall in love with Winter Beach. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winter Beach short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Winter Beach?

Yes, there are holiday rentals close to the most popular sights in Winter Beach, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winter Beach has to offer?

Centrally located to shopping & 10 Minutes to the Beach! : This holiday home rental outside of Winter Beach is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Winter Beach?

Expedia has 4 holiday rentals for your stay in Winter Beach.

What can I see and do in Winter Beach?

Explore the area and family-friendly sights such as North County Aquatic Center, or get out into nature at a spot like Wabasso Beach Park. Indian River Shores Beach and Vero Beach Country Club are a couple of places you'll find in the wider area.

What are holiday rentals like in Winter Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Beach. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.