Find Hotels with a Pool in Winter Beach, FL

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Check availability on Winter Beach Hotels with a Pool

Our top choices for Winter Beach hotels with a pool

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Hutchinson Island Hotel

Hutchinson Island Hotel

Hutchinson Island Hotel
2.5 star property
Fort Pierce
8.4 out of 10, Very Good, (1359)
"The breakfast and view is the best!"
United States
Marisa
Hutchinson Island Hotel
Outdoor pool, sun loungers
Prestige Hotel Vero Beach

Prestige Hotel Vero Beach

Prestige Hotel Vero Beach
2.0 star property
South Beach
8.4 out of 10, Very Good, (1001)
"Great place"
United States
Rosa
The price is ￥20,099
￥22,511 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Prestige Hotel Vero Beach
Outdoor pool, pool umbrellas, sun loungers
Disney's Vero Beach Resort

Disney's Vero Beach Resort

Disney's Vero Beach Resort
5.0 star property
Vero Beach
9.0 out of 10, Wonderful, (270)
"Great stay clean and friendly. We will be back"
United States
robert
Disney's Vero Beach Resort
Outdoor pool
Best Western Plus Sebastian Hotel & Suites

Best Western Plus Sebastian Hotel & Suites

Best Western Plus Sebastian Hotel & Suites
2.5 star property
Sebastian
8.6 out of 10, Excellent, (1004)
"Amber at the front desk was excellent"
United States
RUSSELL
The price is ￥16,203
￥18,148 total
includes taxes & fees
Dec 22 - Dec 23
Best Western Plus Sebastian Hotel & Suites
Outdoor pool, sun loungers
Hampton Inn Vero Beach

Hampton Inn Vero Beach

Hampton Inn Vero Beach
2.5 star property
West Vero Corridor
8.8 out of 10, Excellent, (1003)
"Clean room with updated bath. Very friendly staff, good breakfast included. Easy to park with plenty of spaces. Right off 95. Nice place, recommended. "
United States
Arthur
The price is ￥13,586
￥15,216 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Vero Beach
Terrace/patio
Star Suites: An Extended Stay Hotel

Star Suites: An Extended Stay Hotel

Star Suites: An Extended Stay Hotel
2.5 star property
Vero Beach
9.6 out of 10, Exceptional, (570)
"Was perfect for our trip, will stay again! "
United States
Christopher
The price is ￥16,520
￥18,503 total
includes taxes & fees
Dec 16 - Dec 17
Star Suites: An Extended Stay Hotel
Exterior
Ocean Breeze Inn Vero Beach

Ocean Breeze Inn Vero Beach

Ocean Breeze Inn Vero Beach
3.5 star property
Central Beach
8.6 out of 10, Excellent, (1089)
"Love love this place! Most definitely will be back! "
United States
Silvia
The price is ￥22,290
￥24,965 total
includes taxes & fees
Dec 16 - Dec 17
Ocean Breeze Inn Vero Beach
View from property
The Caribbean Court Boutique Hotel

The Caribbean Court Boutique Hotel

The Caribbean Court Boutique Hotel
3.0 star property
South Beach
9.2 out of 10, Wonderful, (861)
"Staff very courteous"
United States
Cheryl
The price is ￥17,958
￥20,113 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Caribbean Court Boutique Hotel
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
The Royal Inn Beach Hotel Hutchinson Island

The Royal Inn Beach Hotel Hutchinson Island

The Royal Inn Beach Hotel Hutchinson Island
2.5 star property
Fort Pierce
7.0 out of 10, Good, (1001)
"Great location and staff was great too!"
United States
Andrew
The price is ￥14,899
￥19,189 total
includes taxes & fees
Dec 16 - Dec 17
The Royal Inn Beach Hotel Hutchinson Island
Free daily on-the-go breakfast
Flamingo inn and suites

Flamingo inn and suites

Flamingo inn and suites
2.5 star property
West Vero Corridor
7.4 out of 10, Good, (1005)
"Clean room convenient decent breakfast "
United States
Andrew
The price is ￥13,301
￥14,896 total
includes taxes & fees
Dec 16 - Dec 17
Flamingo inn and suites
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

Flamingo inn and suites

Flamingo inn and suites

10/10 Excellent
"Courteous staff, clean and adequate room and amenities for our needs. Very comfortable bed!"
Tammy 1-night trip
Posted 21 hours ago
Flamingo inn and suites

Frequently asked questions

What are some accommodations with pools in Winter Beach?
Vero Beach Inn & Suites I-95: Features a snack bar/deli, an outdoor pool, and buffet. Costa d'Este Beach Resort and Spa: Offers a full-service spa, an outdoor pool, and 2 bars. Ocean Breeze Inn Vero Beach: Provides a private beach, an outdoor pool, and free self parking. Hutchinson Island Hotel: Features a private beach, an outdoor pool, and daily. Kimpton Vero Beach Hotel & Spa by IHG: Offers 2 restaurants, an outdoor pool, and a full-service spa.
What is there to see and do in Winter Beach?
Take a walk along the waterfront at Wabasso Beach Park and Indian River Shores Beach. Discover sights such as Vero Beach Country Club, Holman Stadium, and Riverside Theatre during your stay.
When is the best time to book a hotel with a pool in Winter Beach?
You may want to think about a place to stay that offers an outdoor swimming pool if you plan to visit Winter Beach in the driest months of February, March, or January when the average rainfall is 2 inches. Lodging that has a pool indoors may be the way to go if you are visiting during the rainiest months of August, July, and September when the average rainfall is 8 inches.