Winter Beach Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Winter Beach

🍹🌞 Paradise Retreat! Heated Pool, Near Beaches!

10.0 out of 10, Exceptional, (152)
"We stayed at this property for 6 nights. It was exactly as described and pictured. It was clean, in a nice area, and well stocked with things we would need (plenty of bath and pool towels, pool/beach toys, beach chairs, etc). It was 15-20 minutes from pretty much anything we needed or wanted to do (beach, restaurants, ice cream, shopping). If we come back to the Vero Beach area we will definitely stay at this property again."
🍹🌞 Paradise Retreat! Heated Pool, Near Beaches!

Seaspray Surf Lodge

2.5 star property
9.0 out of 10, Wonderful, (644)
"Was a very cool old school Florida spot.."
Seaspray Surf Lodge

River Rentals Sebastian

4.0 star property
10.0 out of 10, Exceptional, (7)
"Place was very clean, perfectly located and felt very cozy. It was easy communicate with property manager and they accommodated all our wishes. "
The price is AU$390
includes taxes & fees
17 Aug - 18 Aug
River Rentals Sebastian

Beachtown Large Private Beautiful remodeled home, Exceptional Location, Pet OK

10.0 out of 10, Exceptional, (22)
"Great stay, everything we expected."
The price is AU$615
includes taxes & fees
18 Aug - 19 Aug
Beachtown Large Private Beautiful remodeled home, Exceptional Location, Pet OK

Vero Beach / Sebastian Beach House with Private Beach Access

10.0 out of 10, Exceptional, (167)
"A perfect place to enjoy a quiet beach (only a 2 block walk) and be close to lots of outdoor activities. Can't wait to come back!"
The price is AU$540
includes taxes & fees
7 Sept - 8 Sept
Vero Beach / Sebastian Beach House with Private Beach Access

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

2.0 star property
9.0 out of 10, Wonderful, (9)
"Nothing bad to say about this place custimer service, cleanliness, everything was great."
The price is AU$203
includes taxes & fees
18 Aug - 19 Aug
Star Suites: All the comforts of home with the convenience of a hotel.

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

10.0 out of 10, Exceptional, (29)
"Lovely spot"
The price is AU$393
includes taxes & fees
18 Aug - 19 Aug
Sunny Days Retreat, . 5 miles to beach, Fishing, 90min to Disney. Pet friendly

10% Off Summer & Fall! Casa Maria Beach & Pool Paradise

9.8 out of 10, Exceptional, (149)
"Everything was fabulous "
10% Off Summer & Fall! Casa Maria Beach & Pool Paradise

The Jamaica Oasis 4/2 with Heated Salt-water Pool & Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (10)
"Beautiful home! Loved the hot tub and pool! rooms are nice an big! Had a great time for the short stay. "
The Jamaica Oasis 4/2 with Heated Salt-water Pool & Hot Tub

Road Runner Travel Resort - Caravan Park

2.5 star property
9.4 out of 10, Exceptional, (95)
"Perfect getaway for family bonding."
The price is AU$193
includes taxes & fees
18 Aug - 19 Aug
Road Runner Travel Resort - Caravan Park

Private Ocean Beach Cottage - #2 - Sleeps 2 Adults 2 Children

9.4 out of 10, Exceptional, (93)
"Place is absolutely wonderful with the most amazing sunsets and fishing"
The price is AU$441
includes taxes & fees
17 Aug - 18 Aug
Private Ocean Beach Cottage - #2 - Sleeps 2 Adults 2 Children

🍹🌞 Florida Getaway! New Pool Heater, Fenced Yard,Close to River and Beaches!

10.0 out of 10, Exceptional, (15)
"The house was real comfortable and the pool great nice and warm. lots of amenities. Had friends over and they were impressed with the place. "
🍹🌞 Florida Getaway! New Pool Heater, Fenced Yard,Close to River and Beaches!

Tropical escape! Heated pool with hot tub ,Tiki Bar. Close Beaches, live music !

9.6 out of 10, Exceptional, (14)
"Great time with family and friends for a family friends wedding. House was well equipped,clean and bright!"
The price is AU$812
includes taxes & fees
20 Aug - 21 Aug
Tropical escape! Heated pool with hot tub ,Tiki Bar. Close Beaches, live music !

Waterfront Beauty with Lovely Intercoastal Views. 2 Bedroom/2 Baths Plus Trundle

9.6 out of 10, Exceptional, (79)
"Nice property with park next door "
Waterfront Beauty with Lovely Intercoastal Views. 2 Bedroom/2 Baths Plus Trundle

Best 4 Bedroom House w/ pool steps from the Ocean!

9.0 out of 10, Wonderful, (118)
"Beautiful home, beach area with in walking distance. Very relaxing and peaceful "
Best 4 Bedroom House w/ pool steps from the Ocean!

🌊 Luxury Coastal House ON THE BEACH w/Oceanfront Pool & VIEWS!

8.8 out of 10, Excellent, (3)
"We really enjoyed our stay here! It was very clean. Only MINOR things, there wasn’t locks on the bathroom doors, and no door knob inside the master bedroom. We would stay here again. "
🌊 Luxury Coastal House ON THE BEACH w/Oceanfront Pool & VIEWS!

SOUTH BEACH & PARK Just a Hop Skip & Jump • CORAL COTTAGE • Fun Seaside Vero

9.4 out of 10, Exceptional, (157)
"Cozy pink cottage was perfectly situated in Vero Beach and was great for our needs for a quick getaway! Thanks! "
SOUTH BEACH & PARK Just a Hop Skip & Jump • CORAL COTTAGE • Fun Seaside Vero

Direct Oceanfront Hideaway Beach House 3 story with Rooftop Terrace!

9.8 out of 10, Exceptional, (24)
"We went on a Beach Getaway and the only regret was not staying longer! The property was easy to get to and the check-in process was smooth. The hosts answered quickly when I had a question. We had the beach practically to ourselves. Everyone in our family loved the property and enjoyed the views, especially the rooftop views. Given the chance we will be back, definitely recommend! "
Direct Oceanfront Hideaway Beach House 3 story with Rooftop Terrace!

Ocean Drive Villas- Unit A

4.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and accommodating. Walking distance to everything!! Absolute perfect location and would love to stay here again in the future . Awesome vacation"
Ocean Drive Villas- Unit A

7 BR/7.5 BA Oceanfront with Private Beach Access

8.8 out of 10, Excellent, (5)
"Not bad"
7 BR/7.5 BA Oceanfront with Private Beach Access
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

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?

Beachtown Large Private Beautiful remodeled home, Exceptional Location, Pet OK: This holiday home rental outside of Winter Beach offers a selection of games, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Winter Beach?

Expedia has 5 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.