Holiday, FL Villas Rentals

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

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Our top choices for Holiday villas

A single-story house with a garage and a front yard.

1. Boutique Stay: Near Beach, PSP4, Billiard or PingPong, Fire Pit, Private Yard

Park Lake Estates

Vicki E.

$198 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with a dining area, a refrigerator, and a painting on the wall.

2. 2-bedroom villa in tranquil Tampa with cool AC breeze

Carrollwood

Max r.

$216 nightly

Nov 30 - Dec 1

Total with taxes and fees

An outdoor wooden table with chairs and a large umbrella.

3. Wilderness Escape, by Breathtaking Natl Park

Town 'n' Country

Julie D.

$314 nightly

Nov 16 - Nov 17

Total with taxes and fees

A covered patio area with a table and chairs, a grill, and views of a red barn and a white house.

4. The Flo's house, Snowbird Winter Haven • Spacious 1800 sq ft Home with New Lanai

Lake Magdalene

$356 nightly

Nov 22 - Nov 23

Total with taxes and fees

A large green building with a covered patio area, a pool, and a waterfront view.

5. Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa

Town 'n' Country

Melinda B.

$936 nightly

Nov 16 - Nov 17

Total with taxes and fees

A covered outdoor area with wicker furniture, a pool, and a view of a lake and palm trees.

6. The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool

Clearwater

A R.

$1,047 nightly

Nov 18 - Nov 19

Total with taxes and fees

An outdoor pool area with a covered patio, bar stools, and Adirondack chairs.

7. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

Largo

Jason D.

$497 nightly

Nov 16 - Nov 17

Total with taxes and fees

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Top Holiday Hotel Reviews

Sailport Waterfront Suites

10/10 Excellent

"Our room had a wonderful view, we felt surrounded by the Bay. The 2 room suite had the minimal items we needed. It was a bit dated but clean, and the beds were very comfortable with great linens. The pool and restaurant were added bonuses. The food was great and prices were very reasonable. The front desk kept in communication with us. I would definitely recommend if you need a place between the beaches and downtown Tampa with great views."

Pelican Pointe Clearwater Beach Hotel

8/10 Good

"Great location and value! 3 minute walking distance to the beach as well as cafes, resturants, bars and shops. Anything we needed we had easy access to. The heated pool was a plus since pools in October tend to be cold. Clean and spacious rooms also with a kitchenette. I took off a star because the housekeeper barged in on me and my partner without knocking which actually was very scary at first. Then, she yelled at us because we didn't have the Do Not Disturb sign on... but it was very early and she didn't even knock before making her way in. It's common courtesy to knock regardless if a sign is up and clearly the shower was running. Also, on the first day I requested a late check out as our flight was not until 6pm and she told me that I can let her know again the day before which made me think I could get the late checkout. Then, when I went down to confirm, I was met with another staff member who told me they couldn't do that but her tone was very rude about it and threw her coworker under the bus and said she's not a manager so she is not auhorized to do anything. Maybe other people asked and she was sick of it? Not sure but it's fine if a hotel can't do late check out as they technically don't have to, just be consistent with the communication and tone is very important when speaking. Despite those 2 things, I still think the hotel itself was great."

Wyndham Grand Clearwater Beach

10/10 Excellent

"An absolutely wonderful experience! ⭐⭐⭐⭐⭐ My family and I spent the weekend at this amazing beachfront hotel, and it exceeded all our expectations! Stunning ocean views, an unbeatable location, spotless accommodations, exceptional service, and fantastic restaurants. Everything you need for a perfect getaway is right here! The live music in the lobby at night adds such a cozy, elegant, and relaxing atmosphere. Every detail made our stay truly unforgettable. We can’t wait to come back! Highly recommended! ❤️"

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Holiday Villas information

Number of reviews	144
Accommodation	85 Villas
Lowest Price	$219
Highest Price	$1,169

Frequently asked questions

How much do villas in Holiday cost?

Rates for villas in Holiday range between $219 and $1,169 per night. Whatever your budget, you'll find a place that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Why book your villa in Holiday with Expedia?

Expedia makes it easy to find your ideal villa in Holiday. Vacationing with the kids? Use our helpful filters to search for stays with amenities like a pool. If you have a certain budget, choose how much you want to spend and the star rating of the property. We'll help you find the right stay that suits your style and taste.

How can I find cheap villas in Holiday?

With Expedia's user-friendly filter tool, locating cheap villas in Holiday is easy. To find accommodations that are gentle on your bank balance, narrow your search by star rating, amenities and budget.

What is there to do near my villa in Holiday?

The ideal travel accessory is a well-planned schedule. Anclote River Park is a top place to start your sightseeing in Holiday.

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Things to do in Tarpon Springs

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Our top choices for Holiday villas

1. Boutique Stay: Near Beach, PSP4, Billiard or PingPong, Fire Pit, Private Yard

2. 2-bedroom villa in tranquil Tampa with cool AC breeze

3. Wilderness Escape, by Breathtaking Natl Park

4. The Flo's house, Snowbird Winter Haven • Spacious 1800 sq ft Home with New Lanai

5. Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa

6. The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool

7. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

Find vacation rentals that suit your style

Top Holiday Hotel Reviews

Sailport Waterfront Suites

Pelican Pointe Clearwater Beach Hotel

Hilton Clearwater Beach Resort & Spa

Shephard's Beach Resort

Opal Sol

ChartHouse Clearwater Beach Marina Hotel

Wyndham Grand Clearwater Beach

Find out more about Holiday

Holiday Villas information

Frequently asked questions

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Villas in Holiday

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Holiday villas

1. Boutique Stay: Near Beach, PSP4, Billiard or PingPong, Fire Pit, Private Yard

2. 2-bedroom villa in tranquil Tampa with cool AC breeze

3. Wilderness Escape, by Breathtaking Natl Park

4. The Flo's house, Snowbird Winter Haven • Spacious 1800 sq ft Home with New Lanai

5. Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa

6. The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool

7. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

Find vacation rentals that suit your style

Top Holiday Hotel Reviews

Sailport Waterfront Suites

Find out more about Holiday

Holiday Villas information

Frequently asked questions

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