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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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 30 - Aug 31
Total with taxes and fees
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
Exterior

2. 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.
$399 nightly
The price is $444
Sep 10 - Sep 11
Total with taxes and fees
Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!
Exterior

3. West Riverside Downtown Bungalow

West Riverside Downtown Bungalow
North River
10.0 out of 10, Exceptional, (1 review)
$219 nightly
The price is $242
Aug 30 - Aug 31
Total with taxes and fees
West Riverside Downtown Bungalow
Exterior

4. 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)
"The hosts were so responsive and helpful during our stay. The bed was super comfy and the house was stocked with anything one may need. I would recommend this place to anyone in the Odessa area."
United States
Hannah P.
$187 nightly
The price is $207
Aug 31 - Sep 1
Total with taxes and fees
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
Outdoor spa tub

5. 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.
$271 nightly
The price is $302
Aug 30 - Aug 31
Total with taxes and fees
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
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 30 - Aug 31
Total with taxes and fees
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Exterior

7. 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 30 - Aug 31
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Property grounds

8. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (26 reviews)
"Awesome stay"
United States
Amber P.
$257 nightly
The price is $288
Aug 31 - Sep 1
Total with taxes and fees
Adorable Waterfront Cottage
Exterior

9. Adorable Villa 1 min to Downtown Dunedin

Adorable Villa 1 min to Downtown Dunedin
Dunedin
10.0 out of 10, Exceptional, (13 reviews)
"Darling clean villa. Great location that is walking distance to shops and restaurants. Additional towels would be helpful. We would stay here again."
United States
Kris H.
$234 nightly
The price is $261
Sep 26 - Sep 27
Total with taxes and fees
Adorable Villa 1 min to Downtown Dunedin
Exterior

10. Cozy Cottage in the Heart of Dunedin

Cozy Cottage in the Heart of Dunedin
Dunedin
9.8 out of 10, Exceptional, (17 reviews)
"Great location, walk to shops and restaurants. Cottage is very cozy and cute with everything you need."
United States
Laura S.
$228 nightly
The price is $253
Sep 13 - Sep 14
Total with taxes and fees
Cozy Cottage in the Heart of Dunedin
Property grounds

11. 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, (25 reviews)
"Clean and convenient! Nice getaway spot!"
United States
Drew A.
$317 nightly
The price is $353
Aug 31 - Sep 1
Total with taxes and fees
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Property grounds

12. 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.
$304 nightly
The price is $339
Aug 30 - Aug 31
Total with taxes and fees
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Property grounds

13. The White Door Studio.

The White Door Studio.
Lutz
10.0 out of 10, Exceptional, (1 review)
$135 nightly
The price is $149
Sep 2 - Sep 3
Total with taxes and fees
The White Door Studio.
Property grounds

14. Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3

Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Downtown Dunedin
10.0 out of 10, Exceptional, (32 reviews)
"Places to eat very close a within waljing distance."
United States
Ellen W.
$304 nightly
The price is $339
Aug 30 - Aug 31
Total with taxes and fees
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Exterior

15. 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.
$173 nightly
The price is $193
Aug 30 - Aug 31
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
10.0 out of 10, Exceptional, (8 reviews)
"In the heart of Dunedin. Clean and lovely place to stay. Met all our needs. "
United States
sharon h.
$174 nightly
The price is $194
Aug 30 - Aug 31
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Pool

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.2 out of 10, Wonderful, (37 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
$183 nightly
The price is $204
Aug 30 - Aug 31
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Living area

18. 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, (223 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
$241 nightly
The price is $268
Sep 1 - Sep 2
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
Terrace/patio

19. 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, (170 reviews)
$240 nightly
The price is $267
Sep 1 - Sep 2
Total with taxes and fees
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
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
$214 nightly
The price is $239
Aug 30 - Aug 31
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

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent
"Clean rooms, nice gym and pool, friendly staff, right across the street from the beach…I do feel like it was overpriced a bit and parking is expensive but otherwise, great stay."
Lucky 4-night trip
Posted less than an hour ago
Hyatt Regency Clearwater Beach Resort and Suites

Find out more about Holiday

Holiday Cottages information

Number of reviews
748
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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