The Best Hotels with a Pool in Holiday, FL from SAR 278 in 2026

Q: What are some accommodations with pools in Holiday?

Wyndham Grand Clearwater Beach : Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Features 3 restaurants, an outdoor pool, and a full-service spa. Hilton Clearwater Beach Resort & Spa : Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers a private beach, 2 outdoor pools, and 3 restaurants. Grand Hyatt Tampa Bay : Hotel located near Tampa Bay. Provides 2 restaurants, 2 outdoor pools, and complimentary wireless internet access. Hyatt Regency Clearwater Beach Resort and Suites : Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Features a children's pool, an outdoor pool, and 2 restaurants. The Westin Tampa Bay : Aparthotel, 9-minute walk from Tampa Bay. Features a snack bar/deli, a pool, and kitchens.

Check availability on Holiday Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Holiday hotels with a pool

Fairfield Inn & Suites Holiday Tarpon Springs

Holiday

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

SAR 601 total

includes taxes & fees

27 Apr - 28 Apr

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

Holiday

SAR 2,109 total

includes taxes & fees

15 Apr - 16 Apr

Lakefront Paradise, with Heated Private Pool.

Tahitian Development

Lakefront paradise offers families private pool enjoyment while viewing wildlife from the water.

SAR 1,974 total

includes taxes & fees

15 Apr - 16 Apr

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

Holiday Lakes West

Tarpon Shores Inn

Tarpon Springs

Outdoor pool paradise awaits with luxurious loungers and rejuvenating hot tub for the perfect aquatic retreat.

SAR 278 total

includes taxes & fees

5 May - 6 May

Rodeway Inn Port Richey North

Bayonet Point

Dive into tropical tranquility at this hotel's refreshing poolside retreat with pavilion lounging.

SAR 297 total

includes taxes & fees

1 May - 2 May

Quality Inn & Suites Conference Center

The Heights

Splash into leisure at this inviting hotel featuring a clean outdoor pool, hot tub, and children's pool with poolside bar service.

SAR 342 total

includes taxes & fees

3 May - 4 May

Comfort Suites Tampa Airport North

Town 'n' Country

Dive into this poolside paradise with serene swimming and hot tub relaxation just minutes from Tampa Airport.

SAR 437 total

includes taxes & fees

2 May - 3 May

View all properties

Choose what matters most at hotels with a pool in Holiday

Breakfast included

Hot tub

Top Holiday Hotel Reviews

Gulfview Hotel on the Beach

2/10 Terrible

"Hotel corridors and room smell. Very unpleasant stay."

Wyndham Grand Clearwater Beach

10/10 Excellent

"We've stayed here two years in a row and have now had another great experience. Very clean, great amenities, friendly staff and unmatched location. Pool area does get very crowded during the day, but we just go to the beach instead! Family friendly, great for couples (us) and every trip in between. Will be back next year!"

Clearwater Beach Sheraton Resort on Sand Key

10/10 Excellent

"Room was clean, only issue was the air conditioner leaked but we just kept things away from it. Love that it had a good truck and car at the pool and lots of things to keep the kids busy on the beach. Hot tub was always hot (feel like hot tubs at hotels are always like warm) we got there early and our room was surprisingly ready. We really had a great stay and highly recommend. "

Country Inn & Suites by Radisson, Tampa Airport North, FL

10/10 Excellent

"The mattress was much better this stay and the young lady at the deck was such a nice helpful girl very impressed with her I wish I got her name but she was working Tuesday 4/14 in the afternoon, evening so respectful give her a raise 🤗"

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Find More Hotels near Holiday

More Hotel Options in Holiday

Beach Hotels in Holiday

Explore more hotels

See a list of all hotels in Holiday

Frequently asked questions

What are some accommodations with pools in Holiday?

Wyndham Grand Clearwater Beach: Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Features 3 restaurants, an outdoor pool, and a full-service spa. Hilton Clearwater Beach Resort & Spa: Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers a private beach, 2 outdoor pools, and 3 restaurants. Grand Hyatt Tampa Bay: Hotel located near Tampa Bay. Provides 2 restaurants, 2 outdoor pools, and complimentary wireless internet access. Hyatt Regency Clearwater Beach Resort and Suites: Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Features a children's pool, an outdoor pool, and 2 restaurants. The Westin Tampa Bay: Aparthotel, 9-minute walk from Tampa Bay. Features a snack bar/deli, a pool, and kitchens.

What is there to see and do in Holiday?

The picturesque setting of Anclote River Park and Key Vista Nature Park showcase the area's natural beauty. Discover sights such as Tarpon Springs Sponge Docks, Sunset Beach, and Robert K Rees Memorial 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

Change your mind

Treat yourself

Be picky

Check availability on Holiday Hotels with a Pool

Our top choices for Holiday hotels with a pool

Fairfield Inn & Suites Holiday Tarpon Springs

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

Lakefront Paradise, with Heated Private Pool.