Hotels with Swimming Pool, Holiday Florida

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 Swimming Pool

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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.

A hotel dining area with multiple tables and chairs, a counter with food and beverage options, and large windows providing natural light.

A lobby with a reception desk, green upholstered seating, a white coffee table, and a blue patterned rug.

A hotel room with a large bed, two bedside lamps, a wooden nightstand, a desk, and a chair.

1. Fairfield Inn & Suites Holiday Tarpon Springs

Holiday

Dive into poolside paradise with premium loungers and sun-dappled waters at this serene hotel retreat.

P6,699

P7,503 total

includes taxes & fees

Oct 11 - Oct 12

A swimming pool with a tiled deck, a building with a blue facade, and a clear sky.

A modern reception area with a wooden panel wall, a crescent moon design, and a counter with computers.

A modern hotel with a prominent 'Comfort Inn & Suites' sign, a well-lit entrance, and a landscaped area with a small pool.

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.

2. 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.

P5,010

P5,611 total

includes taxes & fees

Nov 1 - Nov 2

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 hotel room with a flat-screen TV, a desk, a chair, a sofa, and a window with curtains.

A Hampton Inn & Suites hotel with a modern design, featuring multiple floors and a well-lit facade.

3. Hampton Inn & Suites Tarpon Springs

Tarpon Springs

Dive into poolside paradise with sunny Florida skies and Gulf breezes at this refreshing Tarpon Springs retreat.

P7,130

P8,057 total

includes taxes & fees

Oct 18 - Oct 19

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 bar area with wooden chairs, a counter with bottles, and a TV mounted on the wall.

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.

4. 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.

P5,010

P5,662 total

includes taxes & fees

Oct 12 - Oct 13

A swimming pool with a water fountain, surrounded by palm trees and outdoor seating with umbrellas.

A gym with treadmills, elliptical machines, and free weights.

An outdoor seating area with wicker furniture and a glass-top table with a fire feature.

A view through a window of a natural landscape with a body of water, trees, and vegetation.

5. 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.

P6,881

P7,706 total

includes taxes & fees

Oct 19 - Oct 20

A hotel with a swimming pool, lounge chairs, and umbrellas.

A Hampton Inn hotel with a modern exterior, a covered entrance, and an American flag.

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

Trinity

Soak in sparkling sunshine at this spotless hotel with a serene outdoor pool and fitness facilities.

P7,130

P7,985 total

includes taxes & fees

Oct 12 - Oct 13

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.

An open doorway leading to a reception area with a dark wood reception desk, a chandelier, and decorative wall sconces.

A bar area with a long counter, multiple bar stools, and a well-stocked liquor shelf.

7. Innisbrook Resort

Palm Harbor

Float in one of 6 outdoor pools at this Tudor resort with a waterslide, hot tubs, and poolside bar.

P8,879

P13,219 total

includes taxes & fees

Nov 4 - Nov 5

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.

A modern kitchen with dark wood cabinets, granite countertops, and built-in appliances.

An outdoor patio area with a wooden pergola, seating, and a bar.

8. 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.

P6,859

P7,682 total

includes taxes & fees

Oct 11 - Oct 12

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

Gulfview Hotel on the Beach

10/10 Excellent

"Nice beach access"

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent

"Staff was very helpful and friendly. Room was very clean and I had an amazing beach view. The staff in Trópico Rooftop Cantina by the pool were very friendly and the menu was excellent and delicious."

Hilton Clearwater Beach Resort & Spa

10/10 Excellent

"The staff were all extremely helpful."

Opal Sands Resort

10/10 Excellent

"Totally enjoyable stay. The staff members were attentive and helpful. The location was great too."

Shephard's Beach Resort

10/10 Excellent

"Yo me encuentro en esta propiedad es hotel tiene tantas actividades para hacer q no tienes necesidad de salir afuera si quieres pasar un fin de semana relajado este es la mejor opción"

Grand Hyatt Tampa Bay

10/10 Excellent

"Nice"

Sailport Waterfront Suites

10/10 Excellent

"This is by far my favorite place to stay for a staycation! I only live about 25 minutes from here, but I come here several times a month and stay for the weekend. I love it because it’s close to whiskey Joe’s, and also has its own poolside bar and restaurant. There’s also a Tiki Beach in volleyball. The rooms are small condos with everything you need! The staff is awesome and Friendly! I love this place!"

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.

Room 1

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Check availability on Holiday Hotels with Swimming Pool

Our top choices for Holiday hotels with a pool

1. Fairfield Inn & Suites Holiday Tarpon Springs