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Find Hotels with a Pool in Holiday, FL

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Check availability on Holiday Hotels with a Pool

Top Holiday Hotels with a Pool

BBQ/picnic area
Fairfield Inn & Suites Holiday Tarpon Springs

Fairfield Inn & Suites Holiday Tarpon Springs

2.5 star property
Holiday
  • Outdoor pool
9.0 out of 10, Wonderful, (1001)
Dive into the inviting outdoor pool, a centerpiece for relaxation after exploring nearby Tarpon Springs. Attentive staff ensure a seamless stay while guests enjoy comfortable rooms, complimentary breakfast, and fitness amenities.
The price is NT$3,035
NT$3,399 total
includes taxes & fees
Dec 7 - Dec 8
Fairfield Inn & Suites Holiday Tarpon Springs
Terrace/patio
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4.0 star property
Rocky Point
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.2 out of 10, Very Good, (1001)
Poolside perfection awaits at this waterfront retreat where sun loungers surround the heated outdoor pool. Guests savor delicious meals at the waterfront restaurant while enjoying stunning sunsets. Bicycles are available for exploring nearby beaches and downtown Tampa.
The price is NT$3,784
NT$4,295 total
includes taxes & fees
Nov 16 - Nov 17
DoubleTree by Hilton Tampa Rocky Point Waterfront
Outdoor pool, pool umbrellas, sun loungers
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4.0 star property
Clearwater Beach
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
  • Hot tub
9.4 out of 10, Exceptional, (2799)
Swimming becomes an indulgent ritual at the pristine outdoor pool complex, complete with sun loungers, umbrellas, and poolside cocktail service. After refreshing dips, guests unwind in the bubbling hot tub or pamper themselves at the full-service spa.
The price is NT$5,639
NT$7,597 total
includes taxes & fees
Dec 1 - Dec 2
Wyndham Grand Clearwater Beach
Outdoor pool
Best Western Plus Yacht Harbor Inn

Best Western Plus Yacht Harbor Inn

2.5 star property
Downtown Dunedin
  • Outdoor pool
  • Hot tub
8.6 out of 10, Excellent, (1003)
Sparkling waters beckon at this coastal retreat, featuring a pristine outdoor pool paired with a rejuvenating hot tub. Marina views create a peaceful backdrop while beachfront adventures remain just minutes away, complemented by flavorful dining at Bon Appetit restaurant.
The price is NT$3,084
NT$3,502 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Yacht Harbor Inn
Outdoor pool
Courtyard by Marriott Tampa Northwest/Veterans Expressway

Courtyard by Marriott Tampa Northwest/Veterans Expressway

3.0 star property
Citrus Park
  • Outdoor pool
9.2 out of 10, Wonderful, (1009)
Sparkling outdoor pool creates a peaceful oasis amid manicured gardens and comfortable terrace seating. After swimming laps, guests savor delicious meals at the on-site bistro before retreating to spacious, individually furnished rooms.
The price is NT$3,133
NT$3,555 total
includes taxes & fees
Nov 20 - Nov 21
Courtyard by Marriott Tampa Northwest/Veterans Expressway
Outdoor pool
Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South

2.5 star property
Tarpon Springs
  • Outdoor pool
8.0 out of 10, Very Good, (1011)
Sparkling waters beckon in the outdoor pool sanctuary, surrounded by pretty gardens and plenty of seating for sunbathing or relaxation. After swimming, guests appreciate the comfortable beds and peaceful atmosphere in their clean, spacious rooms.
The price is NT$2,369
NT$2,677 total
includes taxes & fees
Nov 20 - Nov 21
Quality Inn & Suites Tarpon Springs South
Outdoor pool
Rodeway Inn Port Richey North

Rodeway Inn Port Richey North

2.0 star property
Bayonet Point
  • Outdoor pool
7.4 out of 10, Good, (1000)
Sparkling waters await in the sunshine-filled outdoor pool, accessible from 9:00 AM to 9:00 PM daily. Beyond aquatic relaxation, guests appreciate the exceptionally friendly staff, immaculately clean rooms, and peaceful atmosphere that creates a truly restful stay.
The price is NT$1,974
NT$2,304 total
includes taxes & fees
Nov 24 - Nov 25
Rodeway Inn Port Richey North
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 Holiday Hotel Reviews

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"BEST STAYCATION EVER! Loved everything about our stay! "
Edward 1-night trip
Posted 1 day ago
Wyndham Grand Clearwater Beach

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Frequently asked questions

What are some accommodations with pools in Holiday?
The Westin Tampa Bay: Resort, 2-minute walk from St. Petersburg - Clearwater Beaches. Offers a private beach, 2 outdoor pools, and 3 restaurants. Hilton Clearwater Beach Resort & Spa: Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Provides 3 restaurants, an outdoor pool, and a full-service spa. Wyndham Grand Clearwater Beach: Hotel, 9-minute walk from Tampa Bay. Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. DoubleTree by Hilton Tampa Rocky Point Waterfront: Hotel located near Tampa Bay. Offers 2 restaurants, 2 outdoor pools, and complimentary wireless internet access. Grand Hyatt Tampa Bay: Resort, 1-minute walk from St. Petersburg - Clearwater Beaches. Features 3 restaurants, an outdoor pool, and a full-service spa.
What is there to see and do in Holiday?
The picturesque setting of Anclote Gulf Park and Anclote River Park showcase the area's natural beauty. Discover sights such as Key Vista Nature Park during your stay. You'll also discover lots of options for restaurants in Holiday.
When is the best time to book a hotel with a pool in Holiday?
Taking into account the local weather in Holiday is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 64°F. Average annual precipitation for Holiday is 42 inches.