Photo by Travel Ginger

Search Holiday Homes in Holiday

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Sep - 7 Sep
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Browse Select Holiday Holiday Homes

Our top choices for Holiday holiday homes

The Tarpon Treasure - Family Home 5 Mins to Beach
House

The Tarpon Treasure - Family Home 5 Mins to Beach

2.0 star property
10.0 out of 10, Exceptional, (2)
"Chill Place great vibes"
The Tarpon Treasure - Family Home 5 Mins to Beach
The Gemma by Brightwild
Jade House at The Gemma | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

The Gemma by Brightwild

5.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing property"
The price is 27.177.376 ₫
48.442.321 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Gemma by Brightwild
Jade House at The Gemma
House, Accessible | 6 bedrooms, desk, Internet

Jade House at The Gemma

2.0 star property
Jade House at The Gemma
Pool Hottub 5 Miles Clearwater IRB Pet Friendly
House | 2 bedrooms, Internet

Pool Hottub 5 Miles Clearwater IRB Pet Friendly

2.0 star property
Pool Hottub 5 Miles Clearwater IRB Pet Friendly
Four Bed Home With Pool Game Room Bar Near Beach
House

Four Bed Home With Pool Game Room Bar Near Beach

2.0 star property
Four Bed Home With Pool Game Room Bar Near Beach
The Perfect Family Retreat w Pool and Games
Interior

The Perfect Family Retreat w Pool and Games

3.5 star property
The Perfect Family Retreat w Pool and Games
8 Bdrm Mansion 10 Mn To Honeymoon Island Beach
House, Multiple Bedrooms, Private Pool, Pool View | Pool | Outdoor pool

8 Bdrm Mansion 10 Mn To Honeymoon Island Beach

2.0 star property
8 Bdrm Mansion 10 Mn To Honeymoon Island Beach
The Keys Bungalow On The Cotee River
Bungalow, 1 Bedroom, Smoking, Balcony | Marina

The Keys Bungalow On The Cotee River

3.5 star property
10.0 out of 10, Exceptional, (2)
"Fantastic location and a very friendly host. Great spot for dock fishing and close to several beaches. Really happy we found this place. "
The Keys Bungalow On The Cotee River
Pool Spacious Central Home 7mile to Beach
House | Desk

Pool Spacious Central Home 7mile to Beach

2.0 star property
4.0 out of 10, (1)
"We were really excited for our vacation at this property, but it was filled with multiple issues that left us frustrated. The yard hadn’t been mowed, and the pool was dirty and green upon our arrival. We couldn’t use it for the first two days. They added chemicals a few days later, without notifying us, it was unusable for several more hours. We had specifically chosen this property for its pool. We had multiple maintenance issues. The dryer was broken, the water heater wasn’t working, and there...
Pool Spacious Central Home 7mile to Beach
Heated Pool Hot tub Clearwater Dunedin Pet Friendly
House, Accessible | 2 bedrooms, desk, iron/ironing board, Internet

Heated Pool Hot tub Clearwater Dunedin Pet Friendly

3.0 star property
Heated Pool Hot tub Clearwater Dunedin Pet Friendly
Studio in Clearwater Perfect for 2
Basic Studio | 1 bedroom, free WiFi

Studio in Clearwater Perfect for 2

2.0 star property
Studio in Clearwater Perfect for 2
Cocoon Island Villa
House, Multiple Beds, Pool Access, Garden View (Cocoon Island Villa) | Living area | 42-inch flat-screen TV with digital channels, fireplace

Cocoon Island Villa

4.0 star property
Cocoon Island Villa
Sapphire Shores in Clearwater Beach
House, Accessible | 7 bedrooms, Internet

Sapphire Shores in Clearwater Beach

2.0 star property
Sapphire Shores in Clearwater Beach
Onyx House at The Gemma
House, Accessible | Desk, Internet

Onyx House at The Gemma

2.0 star property
Onyx House at The Gemma
Akoya House at The Gemma
House | Desk, Internet

Akoya House at The Gemma

2.5 star property
Akoya House at The Gemma
Fun Family-friendly Largo Home Heated Pool
House | 4 bedrooms, Internet

Fun Family-friendly Largo Home Heated Pool

2.0 star property
Fun Family-friendly Largo Home Heated Pool
Two Amazing Homes at The Gemma
House, Accessible | 12 bedrooms, desk, Internet

Two Amazing Homes at The Gemma

2.0 star property
The price is 84.896.731 ₫
134.315.508 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Two Amazing Homes at The Gemma
Salty Sunrise in Clearwater Beach
House, Accessible | 6 bedrooms, Internet

Salty Sunrise in Clearwater Beach

2.0 star property
Salty Sunrise in Clearwater Beach
Sunset Sky in Clearwater Beach
House, Accessible | 6 bedrooms, Internet

Sunset Sky in Clearwater Beach

2.0 star property
Sunset Sky in Clearwater Beach
The Akoya Pearl - 2 Beach Homes Steps From CWB
House, Accessible | Desk, Internet

The Akoya Pearl - 2 Beach Homes Steps From CWB

2.0 star property
The Akoya Pearl - 2 Beach Homes Steps From CWB
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Holiday Hotel Reviews

The Westin Tampa Bay

The Westin Tampa Bay

10/10 Excellent
"Awesome "
Daniel 1-night trip
Posted 1 day ago
The Westin Tampa Bay