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Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Featured Cottages in Holiday and around

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Terrace/patio

Cozy Cottage - Close to Everything, Nature Lovers Dream!

10.0 out of 10, Exceptional, (64)
"The property was clean and located near where we needed to be. The horses were adorable. Will definitely stay again. "
The price is €344
includes taxes & fees
13 Nov - 14 Nov
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Coastal Escape - Downtown Palm Harbor
Exterior

Coastal Escape - Downtown Palm Harbor

10.0 out of 10, Exceptional, (1)
"Very clean and great communication. "
Coastal Escape - Downtown Palm Harbor
Kayaks, Canoe, Private Lake Community
Exterior

Kayaks, Canoe, Private Lake Community

9.4 out of 10, Exceptional, (16)
"Great place and hosts! "
The price is €199
includes taxes & fees
14 Oct - 15 Oct
Kayaks, Canoe, Private Lake Community
The Flip Flop Waterfront Beach Retreat - Close to Beaches
Terrace/patio

The Flip Flop Waterfront Beach Retreat - Close to Beaches

10.0 out of 10, Exceptional, (1)
"Loved our stay, super cute house! Very clean, beds were comfortable. We fished in the pond at the back of the property and caught a few fish! The T.V. doesn't work good, but internet was great. Very close to honeymoon island beach and beautiful park at the end of the road you can walk to and watch the sun set. Local restaurants are great and a dunkin right around the corner. Very quiet neighborhood. We'll definitely come back. "
The Flip Flop Waterfront Beach Retreat - Close to Beaches
Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails
Exterior

Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails

10.0 out of 10, Exceptional, (2)
"Excellent property close to the Sponge Docks area. The host is very responsive and I will definitely stay here again."
Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails
Key West Style Cottage - with pool/hot-tub
Property grounds

Key West Style Cottage - with pool/hot-tub

9.0 out of 10, Wonderful, (4)
"It was an amazing place. Peaceful and quite yet very close to the city and all the activities. We loved our stay and will return soon."
Key West Style Cottage - with pool/hot-tub
Happy Camper Cottage - Cozy Oasis with Outdoor Hot Tub
Exterior

Happy Camper Cottage - Cozy Oasis with Outdoor Hot Tub

10.0 out of 10, Exceptional, (10)
"Perfect place to stay! Our family really enjoyed this rental. Definitely would come and stay again!"
Happy Camper Cottage - Cozy Oasis with Outdoor Hot Tub
The Cook Cottage sleeps 4 in Dunedin
Property grounds

The Cook Cottage sleeps 4 in Dunedin

10.0 out of 10, Exceptional, (30)
"Really great hidden gem!"
The price is €346
includes taxes & fees
15 Oct - 16 Oct
The Cook Cottage sleeps 4 in Dunedin
Moon Lake Cottage Retreat in New Port Richey - 3 br/1bath w/ RV Access!
Property grounds

Moon Lake Cottage Retreat in New Port Richey - 3 br/1bath w/ RV Access!

Moon Lake Cottage Retreat in New Port Richey - 3 br/1bath w/ RV Access!
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Terrace/patio

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
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Property grounds

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

10.0 out of 10, Exceptional, (24)
"Great place and Location to stay and very close to Main Street .Host Jen is fantastic and always available."
The price is €311
includes taxes & fees
14 Oct - 15 Oct
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
The Seaside Cottages are located just across the street from Indian Rocks Beach!
Outdoor dining

The Seaside Cottages are located just across the street from Indian Rocks Beach!

10.0 out of 10, Exceptional, (1)
"These cottages are absolutely amazing. So quiet and clean. The owners are so attentive. If you need anything they are there so quick. The salt water pool was an added bonus. So clean and beautiful. There is no children allowed at the cottages That is one of the reasons why we choice them. We will definitely be staying there again. We love IRB also so much to do and the beach is amazing."
The Seaside Cottages are located just across the street from Indian Rocks Beach!
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
Exterior

100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

9.2 out of 10, Wonderful, (57)
"Great location and vibe. Owner Captain Al and housekeeper Nancy were both awesome hosts! They were around when you needed them, but never intrusive. We can't wait to go back! "
The price is €478
includes taxes & fees
20 Oct - 21 Oct
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
Fully renovated with 2 bedrooms, 1.5 bathrooms, pet friendly & hot tub
Exterior

Fully renovated with 2 bedrooms, 1.5 bathrooms, pet friendly & hot tub

Fully renovated with 2 bedrooms, 1.5 bathrooms, pet friendly & hot tub
The Purple Flower - 30 Second walk to the Beach. Free parking.
Outdoor dining

The Purple Flower - 30 Second walk to the Beach. Free parking.

9.8 out of 10, Exceptional, (196)
"Great little place to stay, literally a 1 minute walk to the beach! Mary was fast to respond with communication and pretty much everything was supplied within the unit. We will definitely stay again! Thanks for being a great host Mary!"
The Purple Flower - 30 Second walk to the Beach. Free parking.
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Beach nearby, sun-loungers, beach towels

Sleeps 6 Daily Rentals, Pets OK, Hot Tub

8.6 out of 10, Excellent, (55)
"Host was very nice & accommodating "
The price is €305
includes taxes & fees
17 Oct - 18 Oct
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
No Hurricane Damage Walk to Downtown Dunedin and Waterfront Barefoot Parrot 1
Property grounds

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

10.0 out of 10, Exceptional, (15)
"Spacious two bedroom with all the comforts of home and within walking distance to all downtown Dunedin has to offer!"
No Hurricane Damage Walk to Downtown Dunedin and Waterfront Barefoot Parrot 1
Historic Beach Cottage steps from beach. Pet friendly!
Exterior

Historic Beach Cottage steps from beach. Pet friendly!

9.2 out of 10, Wonderful, (124)
"We LOVED staying at Capt. Al's corner cottage. It was such a cute place and perfect for what we were looking for. Walking distance to everything, steps away from the beach and so relaxing! We especially loved the hot tub that was just out the back door and the atmosphere was so "beachy"....5 stars is not enough for this little gem of a place!"
The price is €314
includes taxes & fees
14 Oct - 15 Oct
Historic Beach Cottage steps from beach. Pet friendly!
No Damage Walk to Downtown Dunedin and Waterfront Yard Pets OK Barefoot Parrot 2
Property grounds

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

10.0 out of 10, Exceptional, (17)
"This cute apartment was so clean and welcoming. We had everything we needed for the beach! The gate in back was nice for letting the dogs out without worrying about leashes. Cutest community and friendly! "
The price is €356
includes taxes & fees
21 Oct - 22 Oct
No Damage Walk to Downtown Dunedin and Waterfront Yard Pets OK Barefoot Parrot 2
Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage
Sun-loungers, beach towels

Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage

9.2 out of 10, Wonderful, (52)
"We enjoyed our stay. Bed was comfortable, close to everything. Cottage was just as described. Nothing too fancy but good"
The price is €436
includes taxes & fees
26 Oct - 27 Oct
Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage
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
"This the best most affordable place on the beach. Its safe, quiet, and clean. "
Heather L. 1-night trip
Posted 13 hours ago
Fairfield Inn & Suites by Marriott Clearwater Beach

Find out more about Holiday

Holiday Cottages information

Number of reviews
635
Accommodation
249 Cottages
Lowest Price
€199
Highest Price
€478

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.