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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Holiday cottages

A single-story house with a garage, a covered porch, and a well-maintained lawn.

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
The price is ￥43,093
￥107,199 total
includes taxes & fees
Oct 7 - Oct 8
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
A residential property with a garage, a small house with a porch, and a large tree.

2. West Riverside Downtown Bungalow

West Riverside Downtown Bungalow
North River
10.0 out of 10, Exceptional, (1 review)
The price is ￥14,633
￥37,839 total
includes taxes & fees
Oct 19 - Oct 20
West Riverside Downtown Bungalow
A building with a red roof and a sign that reads "CATCHES".

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

"The Salty Lime" Walk to Restaurant/bars, park.
Port Richey
10.0 out of 10, Exceptional, (3 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.
The price is ￥14,491
￥51,747 total
includes taxes & fees
Nov 1 - Nov 2
"The Salty Lime" Walk to Restaurant/bars, park.
A small, single-story house with a porch and a screened-in area.

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, (31 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.
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
A hot tub on a wooden deck with a house in the background.

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.
The price is ￥15,526
￥41,436 total
includes taxes & fees
Oct 8 - Oct 9
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (31 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
The price is ￥13,102
￥30,448 total
includes taxes & fees
Oct 27 - Oct 28
Key West Style Cottage - with pool/hot-tub
A wooden deck with a fire pit and two Adirondack chairs.

7. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (27 reviews)
"Awesome stay"
United States
Amber P.
The price is ￥19,747
￥45,224 total
includes taxes & fees
Oct 14 - Oct 15
Adorable Waterfront Cottage
A covered outdoor area with a wooden deck, surrounded by gravel and greenery, overlooking a fenced equestrian area with trees and a clear sky.

8. Feed Horses at Breakfast - Private Gated Cottage

Feed Horses at Breakfast - Private Gated Cottage
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
The price is ￥22,588
￥58,512 total
includes taxes & fees
Oct 7 - Oct 8
Feed Horses at Breakfast - Private Gated Cottage
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

9. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (44 reviews)
"Jennifer was among the most responsive hosts I've ever encountered and accommodating to no end."
United States
Grant N.
The price is ￥18,160
￥61,052 total
includes taxes & fees
Oct 18 - Oct 19
Downtown Dunedin Cozy 1 bedroom Cottage
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
10.0 out of 10, Exceptional, (9 reviews)
"Great communication and location is perfect for a quick walk to downtown Dunedin."
United States
Thomas C.
Key West Style Cottage - with pool/hot-tub
A poolside area with lounge chairs, a small pool, and a covered patio.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (38 reviews)
"Great quiet location. Very comfortable"
United States
dan g.
The price is ￥13,102
￥30,448 total
includes taxes & fees
Oct 8 - Oct 9
Key West Style Cottage - with pool/hot-tub
A two-story house with a covered porch, a front door, and a small outdoor seating area with chairs.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.6 out of 10, Exceptional, (19 reviews)
"Easy access and a lot of amenities."
United States
Scott H.
The price is ￥13,107
￥30,618 total
includes taxes & fees
Oct 26 - Oct 27
Key West Style Cottage - with pool/hot-tub
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

13. 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, (228 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is ￥17,623
￥39,031 total
includes taxes & fees
Oct 12 - Oct 13
The Purple Flower - 30 Second walk to the Beach. Free parking.
A covered patio area with a wooden pergola, a dining table with chairs, a surfboard, and a colorful rug.

14. 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
10.0 out of 10, Exceptional, (174 reviews)
"Perfect location for the beach and restaurants. "
United States
Heather S.
The price is ￥20,710
￥43,456 total
includes taxes & fees
Oct 13 - Oct 14
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
A covered outdoor seating area with a view of the beach and ocean.

15. 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.
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
A single-story house with a front porch, a small deck, and a pathway leading to the entrance.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (17 reviews)
"Perfect stay at this cozy cottage. Peaceful, quiet and clean. Will definitely be returning when we are back in the area. The location was great and we walked everywhere"
United States
Shane S.
The price is ￥14,364
￥32,032 total
includes taxes & fees
Oct 7 - Oct 8
Key West Style Cottage - with pool/hot-tub
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
8.6 out of 10, Excellent, (7 reviews)
"Great place to stay for two!"
United States
Greg F.
The price is ￥13,107
￥30,460 total
includes taxes & fees
Oct 12 - Oct 13
Key West Style Cottage - with pool/hot-tub
A covered outdoor seating area with a thatched roof, overlooking a beach with surfboards and a distant island.

18. 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.
The price is ￥21,659
￥52,862 total
includes taxes & fees
Oct 12 - Oct 13
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
A residential property with a brick exterior, a wooden fence, and a landscaped garden with plants and a pathway.

19. Private Lutz Studio Near Tampa Outlets – Patio & Full Kitchen

Private Lutz Studio Near Tampa Outlets – Patio & Full Kitchen
Lutz
10.0 out of 10, Exceptional, (1 review)
The price is ￥18,153
￥29,676 total
includes taxes & fees
Oct 8 - Oct 9
Private Lutz Studio Near Tampa Outlets – Patio & Full Kitchen
A covered outdoor seating area with a view of the beach and ocean.

20. 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.
The price is ￥24,899
￥56,997 total
includes taxes & fees
Oct 7 - Oct 8
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
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

CW Resort

CW Resort

10/10 Excellent
"Incredible place to stay.highly recommended."
Gisselle 2-night trip
Posted 10 hours ago
CW Resort

Find out more about Holiday

Holiday Cottages information

Number of reviews
772
Accommodation
263 Cottages
Lowest Price
￥29,676
Highest Price
￥107,199

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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