Compare Holiday Villas

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Featured Villas in Holiday

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

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

2 out of 5
Largo FL
$497 nightly
The price is $554 total per night
$554 total
Jan 21 - Jan 22, 2026
Total with taxes and fees
Guests of this villa enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities and barbecue grills.
Pool
Kitchen
The Salty Pelican on the Pinellas Trail

The Salty Pelican on the Pinellas Trail

Palm Harbor FL
At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Room in Studio - Villa La Esperanza 1

Room in Studio - Villa La Esperanza 1

3 out of 5
Tampa FL
Guests of this villa enjoy features like free WiFi in public areas. You'll find limited parking.
Free WiFi
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey

Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey

Port Richey FL
$319 nightly
The price is $353 total per night
$353 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

Tarpon Springs FL
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
Wilderness Escape, by Breathtaking Natl Park

Wilderness Escape, by Breathtaking Natl Park

Tampa FL
$314 nightly
The price is $352 total per night
$352 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Leithen Lodge, Your Romantic Private Scottish Baronial Castle in N.Tampa

Leithen Lodge, Your Romantic Private Scottish Baronial Castle in N.Tampa

Lutz FL
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi

Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi

Tampa FL
Guests of this villa enjoy a water park, an outdoor pool, and a gym. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this family-friendly villa include express check-in, express check-out, and laundry facilities.
Pool
Kitchen
Private waterfront Villa Azure w

Private waterfront Villa Azure w

2 out of 5
Town 'n' Country FL
This villa features a gym and laundry facilities.
Air conditioning
Laundry
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Holiday

    Rodeway Inn

    Rodeway Inn

    2337 US Highway 19 Holiday FL
    5.4/10 (263 reviews)
    Wyndham Grand Clearwater Beach

    Wyndham Grand Clearwater Beach

    100 Coronado Drive Clearwater Beach FL
    $241 nightly
    The price is $272 total per night from Jan 1 to Jan 2
    $272 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (2,946 reviews)
    Hilton Clearwater Beach Resort & Spa

    Hilton Clearwater Beach Resort & Spa

    400 Mandalay Ave Clearwater Beach FL
    $190 nightly
    The price is $215 total per night from Jan 11 to Jan 12
    $215 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    8/10 Very Good! (2,371 reviews)

Luxury Villas

Book luxury villas in Holiday
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Holiday. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Holiday, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Holiday
You won’t have a problem finding your own space in Holiday. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Holiday on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Holiday rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Holiday Villas essential information

Accommodation
84 Villas
Lowest Price
$215
Highest Price
$554
Popular accommodation
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles, The Salty Pelican on the Pinellas Trail, Room in Studio - Villa La Esperanza 1, Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey, Luxe Waterfront Home w/ Pool★Elevator★Gulf Access, Wilderness Escape, by Breathtaking Natl Park, Leithen Lodge, Your Romantic Private Scottish Baronial Castle in N.Tampa, Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi, Private waterfront Villa Azure w

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