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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

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
The price is €584
includes taxes & fees
14 Sept - 15 Sept
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)
"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.
The price is €181
includes taxes & fees
9 Sept - 10 Sept
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, (33 reviews)
"Great property in a great location. Host was very attentive and checked in often. Would definitely stay here again "
United States
Kim S.
Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!
Exterior

4. "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.
"The Salty Lime" Walk to Restaurant/bars, park.
Exterior

5. West Riverside Downtown Bungalow

West Riverside Downtown Bungalow
North River
10.0 out of 10, Exceptional, (1 review)
The price is €208
includes taxes & fees
22 Sept - 23 Sept
West Riverside Downtown Bungalow
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
The price is €321
includes taxes & fees
9 Sept - 10 Sept
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Property grounds

7. The White Door Studio.

The White Door Studio.
Lutz
10.0 out of 10, Exceptional, (1 review)
The White Door Studio.
Property grounds

8. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (27 reviews)
"Awesome stay"
United States
Amber P.
The price is €254
includes taxes & fees
13 Sept - 14 Sept
Adorable Waterfront Cottage
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.
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, (30 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 €170
includes taxes & fees
15 Sept - 16 Sept
Key West Style Cottage - with pool/hot-tub
Exterior

11. 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.
Adorable Villa 1 min to Downtown Dunedin
Exterior

12. Cozy Cottage in the Heart of Dunedin

Cozy Cottage in the Heart of Dunedin
Dunedin
9.8 out of 10, Exceptional, (18 reviews)
"Great location, walk to shops and restaurants. Cottage is very cozy and cute with everything you need."
United States
Laura S.
Cozy Cottage in the Heart of Dunedin
Private kitchen

13. 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.
The price is €275
includes taxes & fees
9 Sept - 10 Sept
Amazing cottage in sunny Tampa close to everything.
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.
The price is €295
includes taxes & fees
15 Sept - 16 Sept
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Property grounds

15. No Damage Walk to Downtown Dunedin and Waterfront Yard Pets OK Barefoot Parrot 2

No Damage Walk to Downtown Dunedin and Waterfront Yard 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.
No Damage Walk to Downtown Dunedin and Waterfront Yard Pets OK Barefoot Parrot 2
Property grounds

16. 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.
No Hurricane Damage Walk to Downtown Dunedin and Waterfront Barefoot Parrot 1
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)
"Great quiet location. Very comfortable"
United States
dan g.
The price is €171
includes taxes & fees
22 Sept - 23 Sept
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, (226 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is €236
includes taxes & fees
9 Sept - 10 Sept
The Purple Flower - 30 Second walk to the Beach. Free parking.
Exterior

19. 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)
"Easy access and a lot of amenities."
United States
Scott H.
The price is €170
includes taxes & fees
15 Sept - 16 Sept
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
10.0 out of 10, Exceptional, (8 reviews)
"The property was amazing. We spent the days exploring the area and spent the evenings at the pool and then sitting on the porch relaxing. Hosts were very helpful with suggestions about places to visit and places to eat. I can’t wait to come back and stay again!"
United States
Kim G.
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

Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

10/10 Excellent
"Rooms were very clean. The staff was pleasant. It was a great one-night stay."
Oleg 1-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Clearwater Beach

Find out more about Holiday

Holiday Cottages information

Number of reviews
525
Accommodation
258 Cottages
Lowest Price
€170
Highest Price
€584

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.