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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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 €605
includes taxes & fees
25 Oct - 26 Oct
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, (2 reviews)
"Can’t say enough. Excellent property, excellent and gracious hosts, perfect location. Thank you! We hope to return."
United States
Tamara P.
The price is €242
includes taxes & fees
26 Oct - 27 Oct
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 Salty Lime" Walk to Restaurant/bars, park.
A covered outdoor area with a wooden deck, surrounded by gravel and greenery, overlooking a fenced equestrian area with trees and a clear sky.

4. Feed Horses at Breakfast - Private Gated Cottage

Feed Horses at Breakfast - Private Gated Cottage
Odessa
9.8 out of 10, Exceptional, (79 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
Feed Horses at Breakfast - Private Gated Cottage
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)
"Great place for my wife and I for a weekend getaway. Allison was an attentive host and replied promptly to our needs. Off the beaten path but close to everything, including the beaches. Will stay here again."
United States
Mike C.
The price is €243
includes taxes & fees
27 Oct - 28 Oct
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A wooden deck with a fire pit and two Adirondack chairs.

6. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (27 reviews)
"Awesome stay"
United States
Amber P.
The price is €260
includes taxes & fees
30 Oct - 31 Oct
Adorable Waterfront Cottage
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (34 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 €178
includes taxes & fees
25 Oct - 26 Oct
Key West Style Cottage - with pool/hot-tub
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

8. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (45 reviews)
"Jennifer was among the most responsive hosts I've ever encountered and accommodating to no end."
United States
Grant N.
The price is €349
includes taxes & fees
25 Oct - 26 Oct
Downtown Dunedin Cozy 1 bedroom Cottage
A waterfront patio with red seating and palm trees.

9. Pool Cottage King Suite

Pool Cottage King Suite
Clearwater
9.8 out of 10, Exceptional, (11 reviews)
"Very conveniently located to the beach and various restaurants. The room was so beautiful and perfect for mine and my husband’s honeymoon! Very romantic vibes🤗"
United States
Bailey
The price is €216
includes taxes & fees
25 Oct - 26 Oct
Pool Cottage King Suite
A poolside area with lounge chairs, a small pool, and a covered patio.

10. 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 €178
includes taxes & fees
25 Oct - 26 Oct
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.

11. 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, (33 reviews)
"Excellent location. The host pulled out all the stops - they had everything to make the stay amazing!!"
United States
Lori A.
The price is €309
includes taxes & fees
3 Nov - 4 Nov
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
A covered outdoor seating area with a view of the beach and ocean.

12. No Hurricane Damage Walk to Downtown Dunedin and Waterfront Barefoot Parrot 1

No Hurricane Damage Walk to Downtown Dunedin and Waterfront 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.
The price is €339
includes taxes & fees
26 Oct - 27 Oct
No Hurricane Damage Walk to Downtown Dunedin and Waterfront Barefoot Parrot 1
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (11 reviews)
"Great communication and location is perfect for a quick walk to downtown Dunedin."
United States
Thomas C.
The price is €185
includes taxes & fees
30 Oct - 31 Oct
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.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.6 out of 10, Exceptional, (22 reviews)
"Easy access and a lot of amenities."
United States
Scott H.
The price is €178
includes taxes & fees
26 Oct - 27 Oct
Key West Style Cottage - with pool/hot-tub
A garden pathway leading to a wooden pergola with pink bougainvillea flowers.

15. Charming Newly Reno 1 min to Downtown Dunedin

Charming Newly Reno 1 min to Downtown Dunedin
Dunedin
8.8 out of 10, Excellent, (9 reviews)
"I rented this for my Mom and Brother who came to visit me here in Dunedin.I was really impressed in how easy they made the whole process. Communication was fantastic. My family really liked the property and I would definitely recommend the property. I will be a repeat customer"
United States
Paul
The price is €357
includes taxes & fees
26 Oct - 27 Oct
Charming Newly Reno 1 min to Downtown Dunedin
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 €187
includes taxes & fees
26 Oct - 27 Oct
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 €178
includes taxes & fees
4 Nov - 5 Nov
Key West Style Cottage - with pool/hot-tub
A covered patio area with a wooden pergola, a dining table with chairs, a surfboard, and a colorful rug.

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
10.0 out of 10, Exceptional, (178 reviews)
"Perfect location for the beach and restaurants. "
United States
Heather S.
The price is €270
includes taxes & fees
29 Oct - 30 Oct
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

19. 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, (230 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is €276
includes taxes & fees
25 Oct - 26 Oct
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

HomeTowne Studios by Red Roof Tampa - Airport

HomeTowne Studios by Red Roof Tampa - Airport

10/10 Excellent
"Great for the price"
Robert 2-night trip
Posted 3 hours ago
HomeTowne Studios by Red Roof Tampa - Airport

Find out more about Holiday

Holiday Cottages information

Number of reviews
776
Accommodation
276 Cottages
Lowest Price
€178
Highest Price
€605

Frequently asked questions

Why book your cottage in Holiday with Expedia?
We think that holidays 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.