Holiday Rentals in Winter Beach

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Our top choices for Winter Beach holiday rentals

Charming Tropical Bungalow Perfectly Located in the Serene Sebastian, Florida

Charming Tropical Bungalow Perfectly Located in the Serene Sebastian, Florida
Roseland
10.0 out of 10, Exceptional, (8 reviews)
"We had a fantastic time!! The host couldn't have been more welcoming and helpful! If there were more stars to give, he would have earned them as well. Very clean and comfortable arrangement, all to our liking, great facilities to provide for a home away from home! Would recommend this bungalow and would stay there again. There is no TV, but we enjoyed the DVD collection very much."
United States
Martina L.
The price is €201
includes taxes & fees
3 Jun - 4 Jun
Charming Tropical Bungalow Perfectly Located in the Serene Sebastian, Florida

Seaspray Surf Lodge

Seaspray Surf Lodge
2.5 star property
South Beach
9.0 out of 10, Wonderful, (699 reviews)
"We had a fabulous stay for our last few nights in Florida. The accommodation was clean and well equipped and the staff looked after us very well ! We wouldn’t hesitate to stay again :-)"
United Kingdom
Martin
The price is €155
includes taxes & fees
2 Jun - 3 Jun
Seaspray Surf Lodge

Star Suites: All the comforts of home with the convenience of a hotel.

Star Suites: All the comforts of home with the convenience of a hotel.
Vero Beach
8.8 out of 10, Excellent, (21 reviews)
"Our stay was wonderful. We really enjoyed the property and it was close to my Great Aunt."
United States
Jessica B.
The price is €116
includes taxes & fees
21 Jun - 22 Jun
Star Suites: All the comforts of home with the convenience of a hotel.

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)
"Very Clean room and comfortable"
United States
brandy
The price is €168
includes taxes & fees
2 Jun - 3 Jun
Road Runner Travel Resort - Caravan Park

HISTORIC POOLSIDE RIVERFRONT CABANA WITH BOAT DOCK

HISTORIC POOLSIDE RIVERFRONT CABANA WITH BOAT DOCK
Roseland
10.0 out of 10, Exceptional, (67 reviews)
"Most relaxing place o have ever stayed"
United States
Bob B.
The price is €342
includes taxes & fees
21 Jun - 22 Jun
HISTORIC POOLSIDE RIVERFRONT CABANA WITH BOAT DOCK

Sunny Days Retreat, . 5 miles to beach, Fishing, 90min to Disney. Pet friendly

Sunny Days Retreat, . 5 miles to beach, Fishing, 90min to Disney. Pet friendly
Sebastian Highlands
10.0 out of 10, Exceptional, (50 reviews)
"Trudy our host was very welcoming and said we could contact her at any time. Her home was beautiful, very clean and contained absolutely everything we needed for a great stay. "
United States
Paul M.
The price is €243
includes taxes & fees
2 Jun - 3 Jun
Sunny Days Retreat, . 5 miles to beach, Fishing, 90min to Disney. Pet friendly

Steps to Sand! Pet-Friendly Home in Fort Pierce

Steps to Sand! Pet-Friendly Home in Fort Pierce
Fort Pierce
The price is €494
includes taxes & fees
2 Jun - 3 Jun
Steps to Sand! Pet-Friendly Home in Fort Pierce

Bigfoot's Hideout Farm and wildlife RV getaway - 5 private acres fenced in

Bigfoot's Hideout Farm and wildlife RV getaway - 5 private acres fenced in
Fellsmere
10.0 out of 10, Exceptional, (15 reviews)
"The perfect place for two fishermen to stay for a week. Clean and everything you need for an extended private week! Would definitely stay again!"
United States
Donald G.
The price is €112
includes taxes & fees
2 Jun - 3 Jun
Bigfoot's Hideout Farm and wildlife RV getaway - 5 private acres fenced in

Steps to Sand! Pet-friendly Home in Fort Pierce

Steps to Sand! Pet-friendly Home in Fort Pierce
3.0 star property
Fort Pierce
The price is €493
includes taxes & fees
2 Jun - 3 Jun
Steps to Sand! Pet-friendly Home in Fort Pierce

Disney's Vero Beach Resort

Disney's Vero Beach Resort
5.0 star property
Vero Beach
9.0 out of 10, Wonderful, (277 reviews)
"We absolutely loved our stay here. Of course it comes with a Disney price tag but it’s worth every penny for us."
United States
Laura
Disney's Vero Beach Resort

Rustic Farmhouse Beauty Nestled on a Piece of God's Country

Rustic Farmhouse Beauty Nestled on a Piece of God's Country
Fort Pierce
9.4 out of 10, Exceptional, (84 reviews)
"Unique and fun place "
United States
Laura B.
The price is €108
includes taxes & fees
2 Jun - 3 Jun
Rustic Farmhouse Beauty Nestled on a Piece of God's Country

"OLD FLORIDA" RIVERSIDE POOL COTTAGE THAT TIME FORGOT

"OLD FLORIDA" RIVERSIDE POOL COTTAGE THAT TIME FORGOT
Roseland
9.8 out of 10, Exceptional, (78 reviews)
"While the reason for our stay was less than desirable, the Old Florida cottage was a great home away from home! Glenn is very welcoming. "
United States
Lauren H.
The price is €285
includes taxes & fees
2 Jun - 3 Jun
"OLD FLORIDA" RIVERSIDE POOL COTTAGE THAT TIME FORGOT

house in Vero Beach close to beach Shared space

house in Vero Beach close to beach Shared space
Vero Beach South
4.8 out of 10, (3 reviews)
"Evan is a great host "
United States
Rodney B.
house in Vero Beach close to beach Shared space

Boaters Cove ~ 3 Car Garage Home

Boaters Cove ~ 3 Car Garage Home
Sebastian Highlands
10.0 out of 10, Exceptional, (2 reviews)
"House was super nice and in a nice quiet neighborhood. Short drive to the beach but away from the busyness of downtown. Owner was very good to work with. Would stay again. "
United States
Dustin S.
The price is €409
includes taxes & fees
14 Jun - 15 Jun
Boaters Cove ~ 3 Car Garage Home

Discover Micco charm, just a quick 23-min drive to Wabasso Beach Park

Discover Micco charm, just a quick 23-min drive to Wabasso Beach Park
Micco
10.0 out of 10, Exceptional, (5 reviews)
"Host was easy to communicate with. The apartment was very clean and had everything we needed. "
United States
Tonya P.
The price is €295
includes taxes & fees
13 Jun - 14 Jun
Discover Micco charm, just a quick 23-min drive to Wabasso Beach Park

Beautiful Rustic Decor - The Den

Beautiful Rustic Decor - The Den
Fort Pierce
9.6 out of 10, Exceptional, (55 reviews)
"Great host. Very nice stay. Even helped with a flat tire. Would stay here again"
United States
Steve P.
The price is €102
includes taxes & fees
14 Jun - 15 Jun
Beautiful Rustic Decor - The Den

Stunning 2/1 apt. on 4 acres

Stunning 2/1 apt. on 4 acres
Sebastian
9.6 out of 10, Exceptional, (8 reviews)
"Quite, very comfortable, clean. I would definitely stay again. Comfortable for a couple or small family. "
United States
Janice
The price is €295
includes taxes & fees
2 Jun - 3 Jun
Stunning 2/1 apt. on 4 acres

Sandy Pines Perch Indian River Base Camp

Sandy Pines Perch Indian River Base Camp
Roseland
9.4 out of 10, Exceptional, (3 reviews)
"Such a great cozy place with literally everything you need. Neat property and totally great hosts! "
United States
Shauna S.
The price is €199
includes taxes & fees
2 Jun - 3 Jun
Sandy Pines Perch Indian River Base Camp

Mins to Beaches & HCA Hospital: Fort Pierce Home

Mins to Beaches & HCA Hospital: Fort Pierce Home
3.0 star property
Lakewood Park
The price is €318
includes taxes & fees
14 Jun - 15 Jun
Mins to Beaches & HCA Hospital: Fort Pierce Home

The Burrow, an amazing floating cabin with pontoon rental available

The Burrow, an amazing floating cabin with pontoon rental available
Grant-Valkaria
10.0 out of 10, Exceptional, (7 reviews)
"We stayed 3 nights at the burrow. Such a unique experience and area of “Old Florida.” Come to this property if you enjoy fishing, sunsets, boating and nature. Hosts were extremely kind and helpful. Would definitely return! Plenty to explore. Burrow was very clean and comfortable! Thank you for having us. "
United States
Katie B.
The price is €326
includes taxes & fees
2 Jun - 3 Jun
The Burrow, an amazing floating cabin with pontoon rental available
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.
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Top Winter Beach Hotel Reviews

Find out more about Winter Beach

Everything you need to know about Winter Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Beach holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winter Beach holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Beach. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Beach holiday rentals we have selected for you start as low as €116 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Beach rentals

At Expedia, we put the best Winter Beach holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Beach holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Paradise Retreat! Heated Pool, Near Beaches!: This highly rated holiday home rental in Winter Beach is located on a river, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 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.