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Winter Beach Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winter Beach holiday rentals

Outdoor pool, pool umbrellas, pool loungers

1. Disney's Vero Beach Resort

Disney's Vero Beach Resort
5.0 star property
Vero Beach
9.0 out of 10, Wonderful, (279 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
Fishing

2. Seaspray Surf Lodge

Seaspray Surf Lodge
2.5 star property
South Beach
9.0 out of 10, Wonderful, (715 reviews)
"WE have been staying here for about 4 years and love it. The beach is across the street, It's quiet, close to downtown."
United States
Katharine
The price is HK$1,264
HK$1,416 total
includes taxes & fees
16 Aug - 17 Aug
Seaspray Surf Lodge
Property grounds

3. 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 HK$1,373
HK$1,538 total
includes taxes & fees
17 Aug - 18 Aug
Road Runner Travel Resort - Caravan Park
Beach nearby

4. 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, (56 reviews)
"Property was clean, easy access to everything, highly recommended"
United States
Monique A.
The price is HK$981
HK$2,480 total
includes taxes & fees
16 Aug - 17 Aug
Sunny Days Retreat, . 5 miles to beach, Fishing, 90min to Disney. Pet friendly
Terrace/patio

5. 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
9.0 out of 10, Wonderful, (26 reviews)
"Very clean, loved the pool. Staff was very nice and accommodating. "
United States
Addie C.
The price is HK$770
HK$1,019 total
includes taxes & fees
16 Aug - 17 Aug
Star Suites: All the comforts of home with the convenience of a hotel.
Dining

6. Patio I Firepit I 65” TV w/ Netflix I 472mbps I WD

Patio I Firepit I 65” TV w/ Netflix I 472mbps I WD
Gifford
9.4 out of 10, Exceptional, (20 reviews)
"Great place, great looking, perfect for a family of four. Host was great to work with, we will be back. "
United States
Clay C.
The price is HK$637
HK$1,936 total
includes taxes & fees
17 Aug - 18 Aug
Patio I Firepit I 65” TV w/ Netflix I 472mbps I WD
Beach nearby, sun-loungers, beach towels

7. Private Retreat: Heated Pool, Spa & Tiki Bar - Fenced Yard, Beach Gear, Pets OK

Private Retreat: Heated Pool, Spa & Tiki Bar - Fenced Yard, Beach Gear, Pets OK
Vero Beach
9.8 out of 10, Exceptional, (21 reviews)
"A beautiful place! Perfect for our family visiting for a wedding at the beach. The pool and hot tub were great and the house has everything you need. Ingrid was available and responsive to any of our questions or needs. We would definitely recommend! "
United States
Cathy D.
The price is HK$2,229
HK$5,176 total
includes taxes & fees
23 Aug - 24 Aug
Private Retreat: Heated Pool, Spa & Tiki Bar - Fenced Yard, Beach Gear, Pets OK
3 bedrooms, iron/ironing board, free WiFi, bed sheets

8. Sebastian Sunshine Retreat Coastal Oasis with Pool and Mini golf on Fl

Sebastian Sunshine Retreat Coastal Oasis with Pool and Mini golf on Fl
Sebastian Highlands
9.6 out of 10, Exceptional, (4 reviews)
"The place was clean newly updated…….. GREAT PLACE ………. Will stay again……"
United States
Edward V.
Sebastian Sunshine Retreat Coastal Oasis with Pool and Mini golf on Fl
Terrace/patio

9. Hearing Accessible King Studio | Kitchen + Pool

Hearing Accessible King Studio | Kitchen + Pool
Vero Beach South
10.0 out of 10, Exceptional, (1 review)
"The stay was short and sweet. The location is very convenient to shopping and restaurants. The space was clean, well kept, and all was as advertised. It was exactly what we were looking for our short overnight stay. In case you are wondering, the apartment is inside an extended stay hotel. Don't let that turn you off, it was very clean and the staff was very polite, welcoming, and willing to serve us for our stay. Thank you."
United States
John F.
The price is HK$967
HK$1,240 total
includes taxes & fees
20 Aug - 21 Aug
Hearing Accessible King Studio | Kitchen + Pool
3 bedrooms, desk, iron/ironing board, free WiFi

10. The Amalfi House, An organic Italian home tucked into the heart of Vero Beach.

The Amalfi House, An organic Italian home tucked into the heart of Vero Beach.
Vero Beach South
10.0 out of 10, Exceptional, (5 reviews)
"wonderful accommodations while in town visiting family for funeral "
United States
Heidi P.
The price is HK$1,116
HK$3,133 total
includes taxes & fees
17 Aug - 18 Aug
The Amalfi House, An organic Italian home tucked into the heart of Vero Beach.
Outdoor pool

11. 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, (10 reviews)
"We had a great stay at The Haven. Cottage was adorable and the grounds were so beautiful. Owner was very friendly and showed us around. The pool area and pool house were very nice as well. "
United States
Mary P.
The price is HK$1,130
HK$1,829 total
includes taxes & fees
29 Aug - 30 Aug
Charming Tropical Bungalow Perfectly Located in the Serene Sebastian, Florida
Private kitchen

12. Water side Upstairs Condo in Sebastian FL

Water side Upstairs Condo in Sebastian FL
Sebastian
10.0 out of 10, Exceptional, (1 review)
"Absolutely the best communication, location and beautiful condo."
United States
Holly
The price is HK$2,079
HK$4,110 total
includes taxes & fees
16 Aug - 17 Aug
Water side Upstairs Condo in Sebastian FL
Outdoor dining

13. "OLD FLORIDA" RIVERSIDE POOL COTTAGE THAT TIME FORGOT

"OLD FLORIDA" RIVERSIDE POOL COTTAGE THAT TIME FORGOT
Roseland
9.8 out of 10, Exceptional, (80 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 HK$1,377
HK$2,632 total
includes taxes & fees
18 Aug - 19 Aug
"OLD FLORIDA" RIVERSIDE POOL COTTAGE THAT TIME FORGOT
Interior

14. Cozy first floor waterside condo

Cozy first floor waterside condo
Sebastian
10.0 out of 10, Exceptional, (1 review)
"Perfect condo at convenient location. Walking distance to restaurants. Beautiful condo! Host is very welcoming and quick to respond!"
United States
Andrea A.
The price is HK$1,766
HK$3,719 total
includes taxes & fees
16 Aug - 17 Aug
Cozy first floor waterside condo
Coffee/tea maker, fridge, microwave, oven

15. Spacious 4-bedroom house in beautiful Vero Beach

Spacious 4-bedroom house in beautiful Vero Beach
Vero Beach South
10.0 out of 10, Exceptional, (1 review)
"The host was a great communicator "
United States
Michael C.
The price is HK$1,907
HK$5,133 total
includes taxes & fees
14 Sept - 15 Sept
Spacious 4-bedroom house in beautiful Vero Beach
Beach

16. Beachtown home, near Jackie Robinson baseball Camp,hot tub, gameroom,more Pet ok

Beachtown home, near Jackie Robinson baseball Camp,hot tub, gameroom,more Pet ok
Rosewood
10.0 out of 10, Exceptional, (35 reviews)
"We had a wonderful stay! Everything was very clean and the owners responded quickly to all our questions. Would definitely stay here again."
United States
Karla W.
The price is HK$1,243
HK$3,012 total
includes taxes & fees
14 Sept - 15 Sept
Beachtown home, near Jackie Robinson baseball Camp,hot tub, gameroom,more Pet ok
Property grounds

17. HISTORIC POOLSIDE RIVERFRONT CABANA WITH BOAT DOCK

HISTORIC POOLSIDE RIVERFRONT CABANA WITH BOAT DOCK
Roseland
10.0 out of 10, Exceptional, (74 reviews)
"Most relaxing place o have ever stayed"
United States
Bob B.
The price is HK$1,589
HK$2,900 total
includes taxes & fees
18 Aug - 19 Aug
HISTORIC POOLSIDE RIVERFRONT CABANA WITH BOAT DOCK
Iron/ironing board, free WiFi, bed sheets

18. River Rentals Sebastian

River Rentals Sebastian
4.0 star property
Sebastian
10.0 out of 10, Exceptional, (22 reviews)
"Very clean, great location, great host."
United States
Pavel
The price is HK$1,020
HK$2,241 total
includes taxes & fees
17 Aug - 18 Aug
River Rentals Sebastian
Property grounds

19. Charming 2-bedroom house with dock, AC, & Wifi. Enjoy kayaking 2 min from beach

Charming 2-bedroom house with dock, AC, & Wifi. Enjoy kayaking 2 min from beach
Vero Beach
9.0 out of 10, Wonderful, (6 reviews)
"The place was very nice. It was clean and quiet and close to the water."
United States
scott c.
The price is HK$1,059
HK$2,826 total
includes taxes & fees
16 Aug - 17 Aug
Charming 2-bedroom house with dock, AC, & Wifi. Enjoy kayaking 2 min from beach
Exterior

20. Dogs Welcome-Close to Beach-Fenced Yard

Dogs Welcome-Close to Beach-Fenced Yard
Sebastian Highlands
10.0 out of 10, Exceptional, (5 reviews)
"Great location and very nice decor"
United States
Kathleen
The price is HK$1,138
HK$2,922 total
includes taxes & fees
28 Aug - 29 Aug
Dogs Welcome-Close to Beach-Fenced Yard
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

Hutchinson Island Hotel

Hutchinson Island Hotel

10/10 Excellent
"Fair for the price, nice area"
Richard 1-night trip
Posted less than an hour ago
Hutchinson Island Hotel

Find out more about Winter Beach

Search for holiday rentals in Winter Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Beach using one of the methods below:

  • View our selection of featured holiday rentals in Winter Beach
  • Use the map to find apartments and other holiday homes in the Winter Beach neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Beach while they last

Look no further and take a look at our great range of rental properties in Winter Beach!

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.