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

Holiday Hotel Guide - Hotels with Pool in Holiday, Florida

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Check availability on Holiday Hotels with Pool

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

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 room with a large bed, two bedside lamps, a wooden nightstand, a desk, and a chair.
A hotel dining area with multiple tables and chairs, a counter with food and beverage options, and large windows providing natural light.
Room

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.
€107
includes taxes & fees
26 Oct - 27 Oct
Fairfield Inn & Suites Holiday Tarpon Springs
A backyard with a swimming pool, lounge chairs, and a patio area.
A modern living room with a blue sofa, a flat-screen TV mounted on the wall, and a decorative vase with dried flowers.
A modern living room with a flat-screen TV, a dining area with chairs, and a large window.
A kitchen with wooden cabinets, a stainless steel microwave, a toaster, a stove, and a refrigerator.

2. Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground

Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
Holiday
€241
includes taxes & fees
17 Nov - 18 Nov
Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
A poolside view with a glass of drink, a covered seating area, and a view of the sunset over a body of water.
An aerial view of a residential area with a swimming pool, a dock, and a well-maintained lawn.
Private kitchen
A modern living room with a sectional sofa, a small round table, and a bar area with stools.

3. Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
  • Lakefront paradise offers families private pool enjoyment while viewing wildlife from the water.
€367
includes taxes & fees
17 Nov - 18 Nov
Lakefront Paradise, with Heated Private Pool.
A covered outdoor swimming pool with a slide, lounge chairs, and a patio area.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.
A modern kitchen with white cabinets, a central island with bar stools, a ceiling fan, pendant lights, and a large window with blinds.
A bedroom with a bed, a nightstand, a dresser, a ceiling fan, and a sliding glass door leading to a pool area.

4. Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
Holiday Lakes West
€394
includes taxes & fees
17 Nov - 18 Nov
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
A rectangular swimming pool with clear blue water, surrounded by a black fence.
A lifeguard tower with a flat roof, multiple windows, and a metal railing.
A room with a bed, a small table with chairs, and a view of the sea through large windows.
A beach with umbrellas, beach chairs, and people swimming in the water.

5. GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
Holiday
€464
includes taxes & fees
18 Oct - 19 Oct
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
A covered outdoor seating area with a pool in the background.
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.
A dining area with a dark wooden table set for six, surrounded by brown leather chairs.
A kitchen with granite countertops, a stainless steel sink, and a coffee station.

6. Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches

Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches
Holiday
€437
includes taxes & fees
18 Oct - 19 Oct
Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches
A swimming pool with a glass enclosure, outdoor seating, and a white building with large windows.
A modern kitchen with white cabinetry, stainless steel appliances, and a coffee maker.
A dining area with a dark wooden table, four upholstered chairs, and a vase with red flowers.
A spacious living room with a grey sectional sofa, a small round table, and a flat-screen TV.

7. Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby

Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby
Holiday Lake Estates
€433
includes taxes & fees
21 Oct - 22 Oct
Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby
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 modern kitchen with a central island, a dining area with yellow chairs, and a living space with a blue sofa.

8. 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 city centre hotel with a refreshing outdoor pool experience.
€86
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites New Port Richey Downtown District
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 lobby with a leather sofa, two armchairs, a wooden coffee table, and two lamps.
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.

9. 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.
€81
includes taxes & fees
26 Oct - 27 Oct
Quality Inn & Suites Tarpon Springs South
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 bathroom with a bathtub, toilet, and sink. There are towels hanging on a rack and a hairdryer on the wall.
A hotel entrance with a Coca-Cola vending machine, a sign for 'SNACKS, BEVERAGES, ICE', and a 'CLEARANCE' sign indicating 8 ft clearance.

10. Tarpon Shores Inn

Tarpon Shores Inn
Tarpon Springs
  • Outdoor pool paradise awaits with luxurious loungers and rejuvenating hot tub for the perfect aquatic retreat.
€69
includes taxes & fees
19 Oct - 20 Oct
Tarpon Shores Inn
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

Shephard's Beach Resort

Shephard's Beach Resort

8/10 Good
"Beach view"
Laura 6-night trip
Posted 1 hour ago
Shephard's Beach Resort
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

10/10 Excellent
"Everything was wonderful from the staff to the location. Food was absolutely delicious. Delicious. We did the breakfast breakfast buffet, which had so many items very very good. They didn’t have non-dairy creamer so somebody went and looked for some in the back and came back with some French vanilla soy milk, small carton for me, which I thought was really great. They didn’t have to do that but they did. The mattress was amazing. I usually have a problem sleeping on mattresses that aren’t mine but I woke up so refreshed each morning"
D Danelle 3-night trip
Posted 2 hours ago
DoubleTree by Hilton Tampa Rocky Point Waterfront
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"Excellent visit aside from the Club Wyndham sales people constantly pestering you every single time you leave to tour the "club" side for a free 1 week vacation to any destination of your choice"
James 4-night trip
Posted 11 hours ago
Wyndham Grand Clearwater Beach
Gulfview Hotel on the Beach

Gulfview Hotel on the Beach

10/10 Excellent
"Very clean property with great staff. Love being on the beach and there are lots of chairs near the pool."
Marcia 2-night trip
Posted 12 hours ago
Gulfview Hotel on the Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

10/10 Excellent
"Excellent resort priced appropriately I will most definitely be back probably sooner than later. The room we had was on the northern side of the resort above the air conditioning units but the resort did a great job of covering them with black vented coverings. You could still see and hear them but by no means a distraction from the Gulf. I’d recommend having a room on that side it stays shaded all day really great for hot days. 10/10 I recommend"
Ted 4-night trip
Posted 13 hours ago
Hilton Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent
"We had a great stay"
Karine 4-night trip
Posted 16 hours ago
Hyatt Regency Clearwater Beach Resort and Suites
Opal Sands Resort

Opal Sands Resort

10/10 Excellent
"This hotel was absolutely gorgeous! Located right near pier 60. It had a beautiful pool and hot tub, Beach access, Beach bar, Restaurants. The rooms were amazing with balconies over looking the ocean. We had a great time and will deff be back!"
Julia 2-night trip
Posted 19 hours ago
Opal Sands Resort
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

10/10 Excellent
"We had an adventure. Our original hotel had a fire and we were forced to find different accommodations that evening. Our hostess found us a room at your hotel and took care us. We enjoyed the hot tub, pool and beach area. It was great. Thank you again for taking such great care of us."
Anonymous traveller 2-night trip
Posted 4 days ago
Pelican Pointe Clearwater Beach Hotel

Frequently asked questions

What are some accommodation options 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 swimming 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 the local weather in Holiday into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. Average annual precipitation for Holiday is 1064 mm.