Find Hotels with a Pool in Windward, FL

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Check availability on Windward Hotels with a Pool

Top Windward Hotels with a Pool

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

2.0 star property
Venice Island
  • Outdoor pool
  • Pool loungers
  • Near the beach
7.6 out of 10, Good, (1003)
Poolside tranquility awaits at this well-maintained getaway near Venice Beach. Guests adore the clean, peaceful swimming area surrounded by a lovely courtyard. After exploring nearby attractions, unwind with convenient room service from the highly-rated on-site restaurant.
The price is NT$1,714
NT$2,023 total
includes taxes & fees
Nov 23 - Nov 24
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Baymont by Wyndham Punta Gorda/Port Charlotte

2.5 star property
Punta Gorda
  • Outdoor pool
  • Pool umbrellas
  • Hot tub
8.4 out of 10, Very Good, (1107)
Sparkling waters await at the immaculately maintained outdoor pool, where umbrellas provide perfect shade between refreshing dips. After swimming, guests can soothe tired muscles in the clean hot tub before retiring to comfortable, well-appointed rooms.
The price is NT$2,216
NT$2,482 total
includes taxes & fees
Nov 23 - Nov 24
Baymont by Wyndham Punta Gorda/Port Charlotte

Comfort Inn & Suites

2.5 star property
Port Charlotte
  • Outdoor pool
  • Pool loungers
  • Hot tub
8.4 out of 10, Very Good, (1000)
Floating in the clean, warm outdoor pool marks the perfect start to vacation days. Sun worshippers appreciate the loungers while umbrellas offer cool retreats. After exploring nearby gardens, guests rejuvenate in the pristine hot tub.
The price is NT$2,623
NT$2,937 total
includes taxes & fees
Nov 23 - Nov 24
Comfort Inn & Suites

Sleep Inn & Suites Port Charlotte - Punta Gorda

2.5 star property
Port Charlotte
  • Outdoor pool
8.2 out of 10, Very Good, (1000)
Dive into aquatic bliss at the refreshing outdoor pool, complemented by fitness facilities and recreational options like kayaking and biking trails. Mornings begin with hearty breakfast buffets, followed by comfortable, well-equipped rooms awaiting after your swim.
The price is NT$2,490
NT$2,789 total
includes taxes & fees
Dec 11 - Dec 12
Sleep Inn & Suites Port Charlotte - Punta Gorda

Hampton Inn & Suites North Port

2.5 star property
North Port
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Restaurant
  • Air conditioning
9.4 out of 10, Exceptional, (587)
Swimming enthusiasts appreciate the clean, beautiful seasonal outdoor pool at this modern hotel. Beyond aquatic enjoyment, guests rave about the amazing breakfast buffet, attentive staff, and peaceful atmosphere.
The price is NT$3,685
NT$4,164 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn & Suites North Port

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4.0 star property
Punta Gorda
  • 2 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • 2 hot tubs
9.2 out of 10, Wonderful, (1621)
Swimming bliss awaits at twin outdoor pools framed by private cabanas and stylish loungers. Guests savor craft cocktails from poolside bars while hot tubs offer therapeutic relaxation. Beyond the water, 7 restaurants and a full-service spa complete the luxury escape.
The price is NT$5,597
NT$7,630 total
includes taxes & fees
Nov 25 - Nov 26
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Motel 6 Venice, FL

2.0 star property
Gateway
  • Outdoor pool
  • Near the beach
8.4 out of 10, Very Good, (343)
Swimming enthusiasts relish the pristine outdoor pool, accessible daily from 8:00 AM to 9:00 PM. Beyond aquatic pleasures, this dog-friendly motel features charcoal grills, picnic areas, and easy access to Venice Beach for complete vacation satisfaction.
The price is NT$1,683
NT$1,952 total
includes taxes & fees
Nov 23 - Nov 24
Motel 6 Venice, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

2.5 star property
Port Charlotte
  • Outdoor pool
  • Pool loungers
7.8 out of 10, Good, (1121)
Poolside bliss awaits at the sun-drenched outdoor pool complete with comfortable loungers for maximum relaxation. Beyond refreshing dips, guests appreciate the immaculately clean rooms, helpful staff, and convenient amenities like free breakfast.
The price is NT$2,553
NT$2,859 total
includes taxes & fees
Nov 30 - Dec 1
Country Inn & Suites by Radisson, Port Charlotte, FL

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

2.5 star property
New York Section
  • Outdoor pool
7.2 out of 10, Good, (1000)
Swimming sessions await at the outdoor pool, open daily from 9 AM to 8 PM. Beyond aquatic recreation, guests appreciate the consistently clean rooms, comfortable beds, and friendly staff who provide excellent service throughout their stay.
The price is NT$2,337
NT$2,618 total
includes taxes & fees
Nov 23 - Nov 24
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

Holiday Inn Express & Suites Punta Gorda by IHG

2.5 star property
Punta Gorda
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (1000)
Sparkling blue waters welcome swimmers to this vacation oasis where the perfectly heated outdoor pool creates refreshing respite. Sun loungers line the deck, offering prime spots to unwind after energizing workouts in the 24-hour fitness center.
The price is NT$3,584
NT$4,014 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express & Suites Punta Gorda by IHG
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.

Top Windward Hotel Reviews

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Frequently asked questions

What are some hotels with pools in Windward?
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton: Features 7 restaurants, 2 outdoor pools, and 2 pool bars. Country Inn & Suites by Radisson, Port Charlotte, FL: Offers buffet, an outdoor pool, and free self parking. Motel 6 Venice, FL: Provides 10 beach bars, an outdoor pool, and a snack bar/deli. The Suites at Fishermen's Village- 2 Bedroom Suites: Features 2 bars, an outdoor pool, and a snack bar/deli. Comfort Inn & Suites: Features a snack bar/deli, an outdoor pool, and daily.
What is there to see and do in Windward?
The picturesque setting of Little Gasparilla Island Beach and Boca Grande Beach showcase the area's natural beauty. Discover sights such as Stump Pass Beach State Park, Englewood Beach, and Blind Pass Beach during your stay.