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Compare 205 Cottages in Holiday with updated reviews, rates, and availability.

Fridge, microwave, oven, stovetop
BRAND NEW! Cozy Bungalow - Steps to the Beach- Perfect for Social Distancing.
10.0 out of 10, Exceptional, (116)
"Easy access to the beach. They had beach chairs and umbrella available for use. Neighborhood is quiet and peaceful. We had Hulu available to watch movies. We enjoyed coffee in the mornings on the beach. Sunsets were beautiful. Easy access to several restaurants with live music. Thank you for a very pleasant stay!"
BRAND NEW! Cozy Bungalow - Steps to the Beach- Perfect for Social Distancing.
Fridge, microwave, oven, stovetop
Cozy Cottage - Close to Everything, Nature Lovers Dream!
10.0 out of 10, Exceptional, (29)
"We enjoyed a wonderful experience in this cozy cottage. The home had everything we needed and wanted - quiet, relaxing, great amenities (thanks for the eggs!), and close to Tarpon Springs while still feeling remote. The fenced-in yard, with neighboring and friendly horses, was perfect for our dog. We appreciated the electronic gate. Thank Dave ~ we look forward to a future visit!"
The price is $159
$327 total
includes taxes & fees
May 5 - May 6
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Outdoor pool, a heated pool
BANANA BREEZE COTTAGE. Steps away from the beach Heated pool.
10.0 out of 10, Exceptional, (44)
"This cottage is wonderfully located on Clearwater Beach. Near restaurants and shopping. There is a wonderful state park near by. The grounds are nicely landscaped, very quiet and an easy place to sit and read."
BANANA BREEZE COTTAGE. Steps away from the beach Heated pool.
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Outdoor pool, a heated pool
The Lazy Lemon Cottage Steps From the Beach, Frenchys and Palm Pavilion.
10.0 out of 10, Exceptional, (100)
"My son and I came down to Clearwater to catch some spring training games"
The Lazy Lemon Cottage Steps From the Beach, Frenchys and Palm Pavilion.
Outdoor pool
Cozy and roomy cottage
10.0 out of 10, Exceptional, (31)
"Thoroughly enjoyed our stay. The property is clean and well maintained. The owners did a great job creating a little tropical oasis where you can kick back and relax. Our favorite part was the hot tub. Especially at this time of the year when the temperatures drop at night. Only a 15 minute drive to Honeymoon Island State Park. The room includes beach towels. They also have a few beach chairs and bikes that you can use while you're there. Recommend eating at Prohibition Dunedin. The brisket was...
Cozy and roomy cottage
Outdoor pool, a heated pool
COCONUT CABANA Heated Pool, two minutes walk to Beach.
10.0 out of 10, Exceptional, (95)
"Coconut Cabana is close to the beach and a short walk to almost everything you’d want to do in Clearwater. The pools are small, but we never had a problem with them being crowded. There are plenty of chairs by the pools and chairs and tables in the shared backyard area. It’s not the fanciest or the newest, but I felt it was a good value in a fantastic location. "
COCONUT CABANA Heated Pool, two minutes walk to Beach.
Exterior
Tampa Bay Area Cottage w/ Gas Grill and Fire Pit!
10.0 out of 10, Exceptional, (19)
"Loved this house for my family. Fenced in yard for the dog, great location to downtown safety harbor. Most comfy beds ever!"
Tampa Bay Area Cottage w/ Gas Grill and Fire Pit!
Outdoor pool
Coral Cottage pool/firepit a 2 bed 2 bath sleeps 6
10.0 out of 10, Exceptional, (22)
"We really enjoyed our stay at this property. The backyard and pool area is a tropical oasis! Everything you need, comfortable beds and immaculately clean. We will definitely stay here again!"
Coral Cottage pool/firepit a 2 bed 2 bath sleeps 6
1 bedroom, WiFi, bed sheets
Key West Style Cottage - with pool/hot-tub
10.0 out of 10, Exceptional, (1)
"Loved the cottage, it was perfect! Much larger than we expected. We loved the pool and hot tub. Excellent location, we walked to everything. They have a fun sense of humor in their TV instructions and signage around the property. It was the foundation of a PERFECT vacation."
The price is $108
$221 total
includes taxes & fees
May 8 - May 9
Key West Style Cottage - with pool/hot-tub
Property grounds
Walk to Waterfront & Downtown ~Barefoot Parrot 3
10.0 out of 10, Exceptional, (7)
"Took an overnight trip to visit Dunedin with my mom and sister. Barefoot Parrot was the perfect spot to spend the night. Nicely decorated and immaculate! We didn’t stay long enough to take advantage of all the amenities, but Jen’s local guide with suggestions for shopping, restaurants and beaches was quite helpful. Highly recommend!"
The price is $193
$359 total
includes taxes & fees
May 6 - May 7
Walk to Waterfront & Downtown ~Barefoot Parrot 3
Smart TV
.Tiki Hut in tropical paradise
10.0 out of 10, Exceptional, (16)
"This was my second time staying at the tiki hut house I’m going back with another set of two weeks. This is the most relaxing place you could ever imagine. The grounds are spectacular and really smell like a tropical. I will move back again and I can highly recommend. My only criticism would be the upstair bed could use new mattresses."
.Tiki Hut in tropical paradise
View from property
Anclote River casita, vacation rental.Tarpon Springs,FL
10.0 out of 10, Exceptional, (2)
"This property was amazing and very clean. The host was very helpful and friendly. Definitely will book this again."
Anclote River casita, vacation rental.Tarpon Springs,FL
Outdoor dining
Peaceful Clearwater Retreat by Lake
10.0 out of 10, Exceptional, (9)
"Perfect place for us! Very clean, great floor plan, new appliances! Great amenities! Leslie is a gracious, friendly host!"
Peaceful Clearwater Retreat by Lake
Terrace/patio
Cottage by the gulf
10.0 out of 10, Exceptional, (21)
"My husband and I just spent the month of March at Denay’s lovely home in Dunedin, Fl. From start to finish, our stay was wonderful. Our check in was very smooth. We arrived at night and there were lights on for us, which was nice. The home is beautiful, very clean and spacious and well equipped for a longer stay. The location can’t be beat. You are literally right next to the Pinellas trail and across the street from Blue Jays stadium and also a short walk to downtown. Denay is a superb host....
Cottage by the gulf
Aerial view
Frenchy's Cottage 482 in Clearwater Beach
10.0 out of 10, Exceptional, (8)
"We were very impressed with this cute 3 bedroom 2 bath updated cottage! Loved having the backyard outdoor space with patio table and grill and our own laundry area was very convenient! We were able to spend more time with our family staying here over a hotel room. I was happy to find shampoo/conditioner and soap in each shower and beach towels for our use. The only thing missing were ice trays to make ice for our drinks. It also would have been nice to have an extra garbage bag or two and an...
Frenchy's Cottage 482 in Clearwater Beach
Property grounds
Adorable Waterfront Cottage
10.0 out of 10, Exceptional, (11)
"We totally enjoyed the stay. Perfect little cabin for the 2 of us. Would highly recommend."
Adorable Waterfront Cottage
Fridge, microwave, oven, stovetop
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
9.8 out of 10, Exceptional, (120)
"Place is really cute, well kept, thoughtful in amenities for guests (directions how to do everything, enough places to store/hang clothes, towels). Layout is perfect for a couple or friend with two separate bedrooms and dedicated bath."
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Property grounds
Brand New! 30 Second walk to the Beach. PRIVATE & PERFECT FOR SOCIAL DISTANCING
9.8 out of 10, Exceptional, (147)
"This cozy little beach cottage is clean and well maintained and in the perfect location, just a few steps from the beach. It’s also just a short walk to downtown Clearwater Beach where you can find plenty of shops and restaurants. The owners provide everything needed for a beach vacation for two! We look forward to staying here again."
Brand New! 30 Second walk to the Beach. PRIVATE & PERFECT FOR SOCIAL DISTANCING
Outdoor pool, a heated pool
Gulf of Mexico Canal Cottage with Heated Pool and Boat Dock
9.8 out of 10, Exceptional, (48)
"We had a wonderful time, and really enjoyed this place. It had everything we needed. Great location, clean and accommodating!"
Gulf of Mexico Canal Cottage with Heated Pool and Boat Dock
Pool | Outdoor pool, a heated pool
TANGERINE DREAM spacious 2 BR 2BA perfect location heated pool.
9.8 out of 10, Exceptional, (105)
"Great house, pool, and location!"
TANGERINE DREAM spacious 2 BR 2BA perfect location heated pool.
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See all available properties in Holiday
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.

Other property types in Holiday

Standard Suite, 2 Bedrooms, Ocean View | View from room
The Avalon Club
4.0 star property
9.6 out of 10, Exceptional, (292)
"The property was newer and the lobby was clean. Our suite was lovely- especially the floor to ceiling sliding doors that offer a lovely view and sunlight! Plenty of chairs, umbrellas and kid toys to bring to the beach, was also a pleasant surprise. "
The price is $225
$289 total
includes taxes & fees
May 9 - May 10
The Avalon Club
Beach | On the beach, sun loungers, beach towels
Top Floor , Walk to Beach, Pool, Free Parking, #427, Sleeps 6
8.8 out of 10, Excellent, (24)
"Very quiet. Very comfortable and the staff were very informative and polite. I would highly recommend. .R.Talbert"
Top Floor , Walk to Beach, Pool, Free Parking, #427, Sleeps 6
Beach nearby, beach volleyball, fishing
Sailport Waterfront Suites
3.5 star property
8.4 out of 10, Very Good, (4095)
"Love the tiki bar and food atmosphere "
The price is $129
$164 total
includes taxes & fees
May 11 - May 12
Sailport Waterfront Suites
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.

Holiday Cottages information

Number of reviews
828
Accommodation
205 Cottages
Lowest Price
$108
Highest Price
$193

Frequently asked questions

Why book your cottage in Holiday with Expedia?
Booking a cottage in Holiday is as easy as working out your travel dates and picking your ideal place for a vacation in the outdoors. From luxurious retreats to affordable stays and cottages that include amenities like laundry facilities, Expedia has something for all styles. As for epic deals? We’ve got you covered!
How can I find cheap cottages in Holiday?
Expedia is here to help you easily track down cheap cottages in Holiday. To reserve a superb stay in just a few clicks, simply use our convenient filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in Holiday near my cottage?
Holiday has enough sights and experiences to keep you occupied for weeks (or months!), starting with Werner Boyce Salt Springs State Park. Lane Glo Bowling, West Pasco Historical Society Museum and Library and Richey Suncoast Theater are other well-known attractions. If you have time to spare, Jimmy Ferraros Studio Theatre and Jay B. Starkey Wilderness Park are nice finishing touches to your itinerary.

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