Book Villas in Holiday, FL

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Top Villas in Holiday

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

Largo FL

$493 nightly

$550 total

Dec 17 - Dec 18

Total with taxes and fees

This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Laundry facilities are provided for your convenience.

Pool

Kitchen

The Salty Pelican on the Pinellas Trail

Palm Harbor FL

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This villa features laundry facilities.

Washer

Dryer

Room in Studio - Villa La Esperanza 1

Tampa FL

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Free WiFi in public areas is available at this villa.

Free WiFi

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

Port Richey FL

$327 nightly

$361 total

Dec 14 - Dec 15

Total with taxes and fees

An outdoor pool is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

Tarpon Springs FL

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An outdoor pool is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Wilderness Escape, by Breathtaking Natl Park

Tampa FL

$256 nightly

$286 total

Dec 15 - Dec 16

Total with taxes and fees

This villa features laundry facilities.

Washer

Dryer

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

Lutz FL

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A hot tub is featured at this villa, along with laundry facilities and barbecue grills.

Pool

Hot Tub

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

Tampa FL

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A water park and an outdoor pool are featured at this villa. Families will appreciate the playground and onsite laundry facilities. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

Pool

Kitchen

Private waterfront Villa Azure w

Town 'n' Country FL

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A gym is featured at this villa, along with laundry facilities.

Air conditioning

Laundry

Exclusive Resort-Style Villa – Luxury Pool Retreat, Sleep 26+ Guests

Lutz FL

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This villa features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Experience Clearwater charm, just a quick 9-minutes to Tampa Bay

Clearwater FL

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An outdoor pool is featured at this villa, along with laundry facilities and barbecue grills.

Pool

Kitchen

The Villa at Harbor House

Safety Harbor FL

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This villa features laundry facilities.

Kitchen

Washer

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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.

Top hotels in Holiday

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

$255 nightly

$288 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

9.4/10 Exceptional! (2,874 reviews)

Holiday Villas essential information

Accommodation	93 Villas
Lowest Price	$111
Highest Price	$550
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, Exclusive Resort-Style Villa – Luxury Pool Retreat, Sleep 26+ Guests, Experience Clearwater charm, just a quick 9-minutes to Tampa Bay, The Villa at Harbor House