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Cottages in Holiday

Adorable Waterfront Cottage

Odessa
9.6 out of 10, Exceptional, (20)
"Clean and well stocked "
United States
Teresa H.
$254 nightly
The price is $285
Nov 16 - Nov 17
Total with taxes and fees
Adorable Waterfront Cottage

The White Door Studio.

2.0 star property
Lutz
$100 nightly
The price is $110
Nov 16 - Nov 17
Total with taxes and fees
The White Door Studio.

Kayaks, Canoe, Private Lake Community

Odessa
9.4 out of 10, Exceptional, (16)
"Very nice! We had a few issues with figuring out how fans worked, how air conditioning worked. Bed was ok. Bathroom needs a grab bar but I’m told that will be coming when remodeled. Host attentive"
United States
Barbara M.
$202 nightly
The price is $224
Nov 16 - Nov 17
Total with taxes and fees
Kayaks, Canoe, Private Lake Community

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

Port Richey
10.0 out of 10, Exceptional, (1)
"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.
$290 nightly
The price is $321
Nov 16 - Nov 17
Total with taxes and fees
"The Salty Lime" Walk to Restaurant/bars, park.

Coastal Escape - Downtown Palm Harbor

Palm Harbor
6.0 out of 10, (2)
"It was not at all like the pictures that I saw online. The kitchen had nothing maintained as far as utensils cups coffee cups. There was literally one coffee cup. The bathroom was dirty. The ceilings had what look like black mold coming out of the fans I definitely would not stay here again. The area is beautiful. It’s a great location within walking distance some great restaurants. The backyard was not maintained to sit outside and enjoy the weather. Just not a place. I would rent again. "
United States
Mandy R.
$206 nightly
The price is $230
Nov 21 - Nov 22
Total with taxes and fees
Coastal Escape - Downtown Palm Harbor

Key West Style Cottage - with pool/hot-tub

Dunedin
10.0 out of 10, Exceptional, (4)
"We booked a short stay and this property did not disappoint. Very close to the central Dunedin hot-spots with great food and drinks. The property is well maintained, very clean, with great amenities including plenty of parking. Management communication and the check-in process was as good and easy and it gets. Looking forward to booking another stay in the future!"
United States
John B.
$155 nightly
The price is $173
Nov 17 - Nov 18
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub

Cozy Cottage - Close to Everything, Nature Lovers Dream!

Odessa
10.0 out of 10, Exceptional, (64)
"Great property, cozy house."
United States
German P.
$323 nightly
The price is $363
Nov 23 - Nov 24
Total with taxes and fees
Cozy Cottage - Close to Everything, Nature Lovers Dream!

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Palm Harbor
10.0 out of 10, Exceptional, (16)
"Home was exactly as advertised. Will stay here again when in the area."
United Kingdom
Michelle H.
$263 nightly
The price is $292
Nov 17 - Nov 18
Total with taxes and fees
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Amazing cottage in sunny Tampa close to everything.

2.0 star property
Lowry Park Central
$249 nightly
The price is $279
Nov 16 - Nov 17
Total with taxes and fees
Amazing cottage in sunny Tampa close to everything.

Sleeps 6 Daily Rentals, Pets OK, Hot Tub

Clearwater
8.6 out of 10, Excellent, (55)
"Very cozy. The shower was very interesting. The loft was clean and comfortable. Captain Al was very accommodating. "
United States
Christina B.
$311 nightly
The price is $347
Nov 16 - Nov 17
Total with taxes and fees
Sleeps 6 Daily Rentals, Pets OK, Hot Tub

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

Tarpon Springs
10.0 out of 10, Exceptional, (2)
"We were impressed with the condition and cleanliness of the property. The owners were very responsive to texts. "
United States
Mark
$228 nightly
The price is $254
Nov 23 - Nov 24
Total with taxes and fees
Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails

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

Clearwater
9.8 out of 10, Exceptional, (199)
"Great place to stay for a beach trip, would absolutely stay here again if we come back to Clearwater Beach!"
United States
Anonymous traveler
$206 nightly
The price is $230
Nov 16 - Nov 17
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.

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

Clearwater
9.2 out of 10, Wonderful, (58)
"Excellent location"
United States
Kristi S.
$478 nightly
The price is $533
Nov 16 - Nov 17
Total with taxes and fees
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

Downtown Dunedin
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!"
United States
Carla P.
$327 nightly
The price is $365
Nov 18 - Nov 19
Total with taxes and fees
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2

Downtown Dunedin
10.0 out of 10, Exceptional, (18)
"Everyone in our group were very happy with this place. Layout and amenities were perfect and location near center of Dunedin couldn't be beat. Walk to restaurant, brewerys, shops and coffee shop but still easy to slip out to beaches and entertainment. Ten stars if I could. "
United States
Doug B.
$373 nightly
The price is $415
Nov 17 - Nov 18
Total with taxes and fees
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2

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

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."
United States
Rose J.
$286 nightly
The price is $319
Nov 17 - Nov 18
Total with taxes and fees
The Seaside Cottages are located just across the street from Indian Rocks Beach!

Family Beach Apartment steps from the beach. Pet Friendly!

Clearwater
8.8 out of 10, Excellent, (39)
"Our stay in our cottage was great and Highly recommend it. It was clean it was inviting great atmosphere staff was helpful I will probably do it again I have already told a few friends."
United States
stephanie s.
$442 nightly
The price is $493
Nov 16 - Nov 17
Total with taxes and fees
Family Beach Apartment steps from the beach. Pet Friendly!

Boat Dock & Bay Views: Indian Rocks Beach Retreat!

3.0 star property
Indian Rocks Beach
$599 nightly
The price is $673
Nov 16 - Nov 17
Total with taxes and fees
Boat Dock & Bay Views: Indian Rocks Beach Retreat!

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

Palm Harbor
$278 nightly
The price is $310
Nov 17 - Nov 18
Total with taxes and fees
Fully renovated with 2 bedrooms, 1.5 bathrooms, pet friendly & hot tub

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

Moon Lake Estates
$223 nightly
The price is $247
Nov 16 - Nov 17
Total with taxes and fees
Moon Lake Cottage Retreat in New Port Richey - 3 br/1bath w/ RV Access!
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

Find out more about Holiday

Holiday Cottages information

Number of reviews
481
Accommodation
256 Cottages
Lowest Price
$110
Highest Price
$673

Frequently asked questions

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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?
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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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