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 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Holiday cottages

House (4 Bedrooms) | Interior

1. 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
Aug 15 - Aug 16
Total with taxes and fees
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
Exterior

2. 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, (30 reviews)
"Great Property. Clean, safe, peaceful. Good Location with lots to do. Would defiantly stay there again on future visits. Hosts were the best, great communication."
United States
Eric M.
$229 nightly
The price is $253
Aug 15 - Aug 16
Total with taxes and fees
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
Exterior

3. 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, (32 reviews)
"Great property in a great location. Host was very attentive and checked in often. Would definitely stay here again "
United States
Kim S.
$407 nightly
The price is $453
Aug 24 - Aug 25
Total with taxes and fees
Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!
Exterior

4. West Riverside Downtown Bungalow

West Riverside Downtown Bungalow
North River
10.0 out of 10, Exceptional, (1 review)
$220 nightly
The price is $243
Aug 24 - Aug 25
Total with taxes and fees
West Riverside Downtown Bungalow
Exterior

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

"The Salty Lime" Walk to Restaurant/bars, park.
Port Richey
10.0 out of 10, Exceptional, (2 reviews)
"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.
$318 nightly
The price is $351
Aug 16 - Aug 17
Total with taxes and fees
"The Salty Lime" Walk to Restaurant/bars, park.
Terrace/patio

6. Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa
9.8 out of 10, Exceptional, (77 reviews)
"We love ❤️!!!!! This place! I recommend and I will use definitely again. I love Mango and Bubble, our neighbors, and the clean and cozy plus also so quite. Thank you again for let us stay in this beautiful place."
United States
Maria M
$335 nightly
The price is $375
Aug 21 - Aug 22
Total with taxes and fees
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Property grounds

7. 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.
$257 nightly
The price is $288
Aug 16 - Aug 17
Total with taxes and fees
Adorable Waterfront Cottage
Property grounds

8. The White Door Studio.

The White Door Studio.
Lutz
10.0 out of 10, Exceptional, (1 review)
$135 nightly
The price is $149
Aug 17 - Aug 18
Total with taxes and fees
The White Door Studio.
Outdoor spa tub

9. 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, (23 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.
$280 nightly
The price is $311
Aug 16 - Aug 17
Total with taxes and fees
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Exterior

10. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (29 reviews)
"It was perfect for what we needed. It was clean and maintained well. Great location close to the heart of town."
United States
Sean
$183 nightly
The price is $204
Aug 16 - Aug 17
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Exterior

11. The Cook Cottage sleeps 4 in Dunedin

The Cook Cottage sleeps 4 in Dunedin
Downtown Dunedin
10.0 out of 10, Exceptional, (40 reviews)
"The cottage has everything we needed. The location was great! We could walk everywhere for shops and restaurants which were very dog friendly. We loved the Pinellas trail. "
United States
carol l.
$336 nightly
The price is $370
Aug 17 - Aug 18
Total with taxes and fees
The Cook Cottage sleeps 4 in Dunedin
Private kitchen

12. 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.
$285 nightly
The price is $319
Aug 15 - Aug 16
Total with taxes and fees
Amazing cottage in sunny Tampa close to everything.
Property grounds

13. 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, (23 reviews)
"Great place, walking distance to everything! Highly recommend!"
United States
David R.
$317 nightly
The price is $353
Aug 19 - Aug 20
Total with taxes and fees
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Property grounds

14. 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, (18 reviews)
"Great location, easy walk to all the fun stuff. "
United States
Patrick G.
$329 nightly
The price is $368
Sep 2 - Sep 3
Total with taxes and fees
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Exterior

15. 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
Aug 16 - Aug 17
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Exterior

16. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.6 out of 10, Exceptional, (18 reviews)
"The location and cottage were great! Quiet area"
United States
Thomas W.
$174 nightly
The price is $194
Aug 17 - Aug 18
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Flat-screen TV, Netflix, Hulu, streaming services

17. 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
$245 nightly
The price is $272
Aug 18 - Aug 19
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
Terrace/patio

18. Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Clearwater
9.8 out of 10, Exceptional, (169 reviews)
"Perfect location for the beach and restaurants. "
United States
Heather S.
$241 nightly
The price is $268
Aug 17 - Aug 18
Total with taxes and fees
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Outdoor pool

19. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.2 out of 10, Wonderful, (36 reviews)
"Walkable to downtown and a great chicken place called Jardin de Pollo that is super close! Pool area was relaxing and I enjoyed that there was a designated lot to park that was not street parking. "
United States
Gianna
$184 nightly
The price is $205
Aug 24 - Aug 25
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Exterior

20. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (15 reviews)
"Great stay and located close to downtown."
United States
Michael
$219 nightly
The price is $244
Aug 15 - Aug 16
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
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

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

8/10 Good
"Breakfast"
Jaime 1-night trip
Posted 1 hour ago
Wyndham Grand Clearwater Beach

Find out more about Holiday

Holiday Cottages information

Number of reviews
688
Accommodation
264 Cottages
Lowest Price
$149
Highest Price
$679

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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