A beach with people standing and facing the ocean, with their arms raised. There are two suitcases on the sand.

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Check availability on Holiday Hotels with a Pool

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Holiday hotels with a pool

A swimming pool with a no diving sign, lounge chairs, and a lifeguard on duty sign.
Room
A lobby with a reception desk, green upholstered seating, a white coffee table, and a blue patterned rug.
A hotel dining area with multiple tables and chairs, a counter with food and beverage options, and large windows providing natural light.

1. Fairfield Inn & Suites Holiday Tarpon Springs

Fairfield Inn & Suites Holiday Tarpon Springs
Holiday
  • Dive into poolside paradise with premium loungers and sun-dappled waters at this serene hotel retreat.
₩143,542
₩160,767 total
includes taxes & fees
Oct 18 - Oct 19
Fairfield Inn & Suites Holiday Tarpon Springs
A swimming pool with a tiled deck, a building with a blue facade, and a clear sky.
A hotel room with a large bed, a wooden nightstand, a desk, and a chair. There is a window with curtains, a wall-mounted lamp, and a patterned wall.
A modern kitchen with a central island, a dining area with yellow chairs, and a living space with a blue sofa.
A modern reception area with a wooden panel wall, a crescent moon design, and a counter with computers.

2. Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District
New Port Richey
  • Escape to a sparkling oasis at this downtown hotel with a refreshing outdoor pool experience.
₩113,373
₩126,978 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn & Suites New Port Richey Downtown District
A pool area with a pathway leading to a building, surrounded by potted plants and palm trees.
A gazebo with a view of the water, surrounded by palm trees.
A spacious dining area with a long wooden table and matching chairs, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.
A Hampton Inn & Suites hotel with a modern design, featuring multiple floors and a well-lit facade.

3. Hampton Inn & Suites Tarpon Springs

Hampton Inn & Suites Tarpon Springs
Tarpon Springs
  • Dive into poolside paradise with sunny Florida skies and Gulf breezes at this refreshing Tarpon Springs retreat.
₩146,960
₩166,065 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Tarpon Springs
A hotel with a swimming pool, outdoor seating, and palm trees.
A covered outdoor seating area with a pool, lounge chairs, and a table.
A hotel room with a bed, a desk with a television, a chair, a nightstand with a lamp, and a view of the outdoors through the window.
A lobby with a leather sofa, two armchairs, a wooden coffee table, and two lamps.

4. Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South
Tarpon Springs
  • Soak up the sun at this tranquil hotel pool retreat with comfortable lounge chairs and beautiful landscaped gardens.
₩107,355
₩121,311 total
includes taxes & fees
Oct 18 - Oct 19
Quality Inn & Suites Tarpon Springs South
A swimming pool with a water fountain, surrounded by palm trees and outdoor seating with umbrellas.
A view through a window of a natural landscape with a body of water, trees, and vegetation.
An outdoor seating area with wicker furniture and a glass-top table with a fire feature.
A modern lobby with seating areas, a reception desk, and vending machines.

5. Holiday Inn Express & Suites Trinity by IHG

Holiday Inn Express & Suites Trinity by IHG
Trinity
  • Dive into serene waters at this hotel's picturesque outdoor pool area, complete with sun loungers and a rejuvenating hot tub.
₩147,429
₩165,120 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express & Suites Trinity by IHG
A hotel with a swimming pool, lounge chairs, and umbrellas.
A hotel reception desk with a wooden panel design and a "Welcome to the Sun Shine State" sign.
A modern hotel lobby with wooden flooring, multiple seating areas including a long communal table, individual chairs, and a sofa.
A hotel room with two beds, a wooden headboard, a flat-screen TV, and a carpeted floor.

6. Hampton Inn Odessa Trinity

Hampton Inn Odessa Trinity
Trinity
  • Soak in sparkling sunshine at this spotless hotel with a serene outdoor pool and fitness facilities.
₩152,763
₩171,095 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Odessa Trinity
A pool with a lifeguard chair, a no diving sign, and a building with a red roof in the background.
A hotel room with two beds, a desk with a lamp, a TV, and a bathroom visible through an open door.
A wooden sauna with benches and a tiled floor.
A hotel entrance with a Coca-Cola vending machine, a sign for 'SNACKS, BEVERAGES, ICE', and a 'CLEARANCE' sign indicating 8 ft clearance.

7. Tarpon Shores Inn

Tarpon Shores Inn
Tarpon Springs
  • Outdoor pool paradise awaits with luxurious loungers and rejuvenating hot tub for the perfect aquatic retreat.
₩92,478
₩104,500 total
includes taxes & fees
Oct 13 - Oct 14
Tarpon Shores Inn
A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a gazebo and a beach area.
A golf course with a pond, trees, and a clear sky.
A bar area with a long counter, multiple bar stools, and a well-stocked liquor shelf.
A spacious bar area with high ceilings and stone pillars, surrounded by multiple seating options including bar stools and cushioned chairs.

8. Innisbrook Resort

Innisbrook Resort
Palm Harbor
  • Float in one of 6 outdoor pools at this Tudor resort with a waterslide, hot tubs, and poolside bar.
₩193,729
₩287,065 total
includes taxes & fees
Oct 25 - Oct 26
Innisbrook Resort
A pool area with a covered seating area, palm trees, and a building in the background.
A spacious lobby with a curved sectional sofa, a round coffee table, and a green patterned rug. There are glass doors leading to a balcony, a reception desk, and a fireplace.
An outdoor patio area with a wooden pergola, seating, and a bar.
A spacious living area with a fireplace, comfortable seating, and a large chandelier.

9. Homewood Suites by Hilton Tampa - Port Richey

Homewood Suites by Hilton Tampa - Port Richey
Port Richey
  • Splash into tropical bliss at this sun-soaked hotel with twin pools and poolside grilling paradise.
₩146,960
₩164,596 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Tampa - Port Richey
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A breakfast tray with food and drinks on a balcony overlooking the ocean.
A beach with a pier extending into the ocean, numerous umbrellas, and a lifeguard tower.
A balcony with a view of the beach and ocean.

10. Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
Clearwater Beach
  • Lounging poolside with cocktails in paradise; discover beachfront bliss with luxury cabanas.
₩288,531
₩379,046 total
includes taxes & fees
Oct 28 - Oct 29
Wyndham Grand Clearwater Beach
View all properties

Choose what matters most at hotels with a pool in Holiday

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Holiday Hotel Reviews

Sailport Waterfront Suites

Sailport Waterfront Suites

8/10 Good
"It was ok"
Gail 1-night trip
Posted less than an hour ago
Sailport Waterfront Suites
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

10/10 Excellent
"Loved it"
Shany 2-night trip
Posted 2 hours ago
Edge Hotel Clearwater Beach
Shephard's Beach Resort

Shephard's Beach Resort

10/10 Excellent
"Everything was great but the staff was amazing, just very nice all the way around!!"
Tami 3-night trip
Posted 5 hours ago
Shephard's Beach Resort
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

10/10 Excellent
"Great rooms with awesome views of the bay"
Inbar 2-night trip
Posted 6 hours ago
Grand Hyatt Tampa Bay
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"No complaints at all. Everything and everyone was perfect! We would definitely stay here again."
Michele 5-night trip
Posted 6 hours ago
Wyndham Grand Clearwater Beach
Gulfview Hotel on the Beach

Gulfview Hotel on the Beach

8/10 Good
"Older hotel but well maintained, clean, friendly helpful staff, and great location - near restaurants, bars, live entertainment, and the public beach. Pool overlooking their private sand beach on the inlet from the bay."
Tim 5-night trip
Posted 8 hours ago
Gulfview Hotel on the Beach
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

10/10 Excellent
":)"
Robert 4-night trip
Posted 12 hours ago
Pelican Pointe Clearwater Beach Hotel

Frequently asked questions

What are some accommodations with pools in Holiday?
Wyndham Grand Clearwater Beach: Hotel, 2-minute walk from Pier 60 Park. Features 3 restaurants, an outdoor pool, and a full-service spa. Hyatt Regency Clearwater Beach Resort and Suites: Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers a children's pool, an outdoor pool, and 2 restaurants. Hilton Clearwater Beach Resort & Spa: Resort, 1-minute walk from Pier 60 Park. Provides a private beach, 2 outdoor pools, and 3 restaurants. Fairfield Inn & Suites by Marriott Clearwater Beach: Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Features daily, an outdoor pool, and complimentary wireless internet access. The Westin Tampa Bay: Hotel, 8-minute walk from Tampa Bay. Offers a private beach, an outdoor pool, and complimentary bicycles.
What is there to see and do in Holiday?
The picturesque setting of Anclote River Park and Lake Conley 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.

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