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

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Holiday cottages

House (4 Bedrooms) | Interior

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
3.0 star property
Tahitian Development
$606 nightly
The price is $679
Jul 21 - Jul 22
Total with taxes and fees
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
Terrace/patio

Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa
9.8 out of 10, Exceptional, (75 reviews)
"Nice country feel yet close to everything. Dog loved the yard."
United States
Michelle M.
$331 nightly
The price is $371
Jul 21 - Jul 22
Total with taxes and fees
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Exterior

Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!

Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!
Tarpon Springs Greektown Historic District
10.0 out of 10, Exceptional, (28 reviews)
"Great property in a great location. Host was very attentive and checked in often. Would definitely stay here again "
United States
Kim S.
$442 nightly
The price is $493
Jul 26 - Jul 27
Total with taxes and fees
Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!
Exterior

Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa

Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
Odessa
9.6 out of 10, Exceptional, (28 reviews)
"Great place and hosts! "
United States
Val S.
$226 nightly
The price is $250
Jul 28 - Jul 29
Total with taxes and fees
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
Property grounds

Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (26 reviews)
"Clean room, cold A/C, attentive and kind host, beautiful location, very accomodating"
United States
Brian J.
$254 nightly
The price is $285
Jul 21 - Jul 22
Total with taxes and fees
Adorable Waterfront Cottage
Exterior

Downtown Bungalow#2

Downtown Bungalow#2
North River
10.0 out of 10, Exceptional, (1 review)
$209 nightly
The price is $232
Jul 21 - Jul 22
Total with taxes and fees
Downtown Bungalow#2
Exterior

"The Salty Lime" Walk to Restaurant/bars, park.

"The Salty Lime" Walk to Restaurant/bars, park.
Port Richey
10.0 out of 10, Exceptional, (1 review)
"So well stocked! Thank you, James. We so enjoyed our stay. We two octogenarians loved this place; spotless, super equipped and tasteful. Outside patio was perfect.Nice job, James!"
United States
Theresa B.
$314 nightly
The price is $347
Jul 21 - Jul 22
Total with taxes and fees
"The Salty Lime" Walk to Restaurant/bars, park.
Property grounds

The White Door Studio.

The White Door Studio.
Lutz
10.0 out of 10, Exceptional, (1 review)
$140 nightly
The price is $154
Aug 4 - Aug 5
Total with taxes and fees
The White Door Studio.
Outdoor spa tub

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Palm Harbor
9.8 out of 10, Exceptional, (22 reviews)
"Our host was excellent! Very responsive to all of our requests! The Enchanting cottage was perfect for us! All of the appliances were brand new, the shower was great and the bed was comfortable! We enjoyed the deck and privacy! A peaceful quiet retreat, and close to lots of things to do! "
United States
Kathy D.
$277 nightly
The price is $308
Jul 30 - Jul 31
Total with taxes and fees
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Smart TV

Eco-Friendly Charming Tampa Cottage - Full Kitchen, Parking, Wifi

Eco-Friendly Charming Tampa Cottage - Full Kitchen, Parking, Wifi
Lowry Park Central
10.0 out of 10, Exceptional, (22 reviews)
"We had a nice stay! Place was just right for us clean, Quiet, close to everything! "
United States
Donna S.
$147 nightly
The price is $164
Aug 7 - Aug 8
Total with taxes and fees
Eco-Friendly Charming Tampa Cottage - Full Kitchen, Parking, Wifi
Exterior

Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (28 reviews)
"Great value and location! "
United States
Robert G.
$181 nightly
The price is $202
Jul 22 - Jul 23
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Exterior

2631 Cedarglen Drive

2631 Cedarglen Drive
3.0 star property
Barrington Hills
$2,637 nightly
The price is $2,979
Aug 3 - Aug 4
Total with taxes and fees
2631 Cedarglen Drive
Exterior

Walkable Dog Friendly Cottage Downtown

Walkable Dog Friendly Cottage Downtown
Dunedin
10.0 out of 10, Exceptional, (38 reviews)
"This is a great spot to enjoy the Bluejays and downtown Dunedin. Barbra is a very good host."
United States
Pete F.
$289 nightly
The price is $322
Jul 21 - Jul 22
Total with taxes and fees
Walkable Dog Friendly Cottage Downtown
Property grounds

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Downtown Dunedin
10.0 out of 10, Exceptional, (16 reviews)
"Great location, easy walk to all the fun stuff. "
United States
Patrick G.
$335 nightly
The price is $373
Jul 29 - Jul 30
Total with taxes and fees
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Property grounds

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Downtown Dunedin
10.0 out of 10, Exceptional, (22 reviews)
"Great place, walking distance to everything! Highly recommend!"
United States
David R.
$327 nightly
The price is $365
Jul 21 - Jul 22
Total with taxes and fees
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
House (2 Bedrooms) | Front of property

'driftwood Beach Suite' - Walk to Clearwater Bch

'driftwood Beach Suite' - Walk to Clearwater Bch
3.0 star property
Clearwater Beach
$460 nightly
The price is $520
Jul 29 - Jul 30
Total with taxes and fees
'driftwood Beach Suite' - Walk to Clearwater Bch
Exterior

The Cook Cottage sleeps 4 in Dunedin

The Cook Cottage sleeps 4 in Dunedin
Downtown Dunedin
10.0 out of 10, Exceptional, (39 reviews)
"Comfortable little cottage with everything you need and walking distance to everything. "
United States
Kenneth M.
$362 nightly
The price is $400
Jul 25 - Jul 26
Total with taxes and fees
The Cook Cottage sleeps 4 in Dunedin
Exterior

Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
10.0 out of 10, Exceptional, (7 reviews)
"In the heart of Dunedin. Clean and lovely place to stay. Met all our needs. "
United States
sharon h.
$173 nightly
The price is $193
Jul 21 - Jul 22
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Private kitchen

Amazing cottage in sunny Tampa close to everything.

Amazing cottage in sunny Tampa close to everything.
Lowry Park Central
10.0 out of 10, Exceptional, (1 review)
"Great stay! "
United States
Maggie R.
$281 nightly
The price is $315
Jul 31 - Aug 1
Total with taxes and fees
Amazing cottage in sunny Tampa close to everything.
Flat-screen TV, Netflix, Hulu, streaming services

The Purple Flower - 30 Second walk to the Beach. Free parking.

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater
9.8 out of 10, Exceptional, (218 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
$277 nightly
The price is $308
Jul 29 - Jul 30
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
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.
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Top Holiday Hotel Reviews

The Westin Tampa Bay

The Westin Tampa Bay

8/10 Good
"I enjoyed the turn down service."
Cheryl 3-night trip
Posted less than an hour ago
The Westin Tampa Bay

Find out more about Holiday

Holiday Cottages information

Number of reviews
510
Accommodation
263 Cottages
Lowest Price
$154
Highest Price
$2,979

Frequently asked questions

Why book your cottage in Holiday with Expedia?
We think that vacations should be a walk in the park, so if you're on the lookout for cottages in Holiday at the perfect price, Expedia has got your back. Keep the budget under control and stay in an economical option surrounded by wilderness, or splurge on an upmarket cottage to spoil your loved ones.
How can I find cheap cottages in Holiday?
The simplest way to spot cheap cottages in Holiday is with Expedia's handy filter tool. Narrow your search results by star rating, amenities and budget to access unbeatable rates with only a few clicks.
What is there to do in Holiday near my cottage?
After you've settled into your hotel, set out and explore the cool things Holiday has to offer. Anclote River Park is a top attraction to add to your must-do list.

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