Photo by Jignesh Patel

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Find holiday rentals that suit your style

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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

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 AU$926
includes taxes & fees
6 Nov - 7 Nov
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 AU$378
includes taxes & fees
11 Nov - 12 Nov
West Riverside Downtown Bungalow
A single-story house with a green exterior, a concrete driveway, and a white garage door.

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 price is AU$464
includes taxes & fees
30 Nov - 1 Dec
"The Salty Lime" Walk to Restaurant/bars, park.
A hot tub on a wooden deck with a house in the background.

4. 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 AU$367
includes taxes & fees
8 Nov - 9 Nov
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A small, single-story house with a porch and a screened-in area.

5. 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, (33 reviews)
"Small, quaint, and very well put together. Everything you will need for a stay in the area"
United States
Jason A.
The price is AU$294
includes taxes & fees
18 Nov - 19 Nov
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (36 reviews)
"Had an amazing stay at this beautiful cottage! The place was very clean, spacious, and comfortable, making it the perfect spot to relax and enjoy our time away. I felt safe throughout the stay, and the location was excellent, with cafés and restaurants within walking distance. The host was wonderful (very easy to communicate back and forth with, even left an itinerary with recommendations, LOVEDDD THATTT) and truly, appreciated the opportunity to stay here. Would absolutely recommend this...
United States
Nayeli
The price is AU$275
includes taxes & fees
18 Nov - 19 Nov
Key West Style Cottage - with pool/hot-tub
A wooden deck with a fire pit and two Adirondack chairs.

7. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.6 out of 10, Exceptional, (29 reviews)
"Awesome stay"
United States
Amber P.
The price is AU$390
includes taxes & fees
6 Nov - 7 Nov
Adorable Waterfront Cottage
A covered outdoor area with a wooden deck, surrounded by gravel and greenery, overlooking a fenced equestrian area with trees and a clear sky.

8. Feed Horses at Breakfast - Private Gated Cottage

Feed Horses at Breakfast - Private Gated Cottage
Odessa
9.8 out of 10, Exceptional, (80 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 AU$504
includes taxes & fees
9 Nov - 10 Nov
Feed Horses at Breakfast - Private Gated Cottage
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

9. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (45 reviews)
"Best location to enjoy everything in Dunedin with all the things you would need. Lovely cottage!"
United States
Amy H.
The price is AU$575
includes taxes & fees
8 Nov - 9 Nov
Downtown Dunedin Cozy 1 bedroom Cottage
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
9.2 out of 10, Wonderful, (39 reviews)
"Great quiet location. Very comfortable"
United States
dan g.
The price is AU$276
includes taxes & fees
15 Nov - 16 Nov
Key West Style Cottage - with pool/hot-tub
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

11. 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, (232 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is AU$429
includes taxes & fees
10 Nov - 11 Nov
The Purple Flower - 30 Second walk to the Beach. Free parking.
A single-story house with a white garage, a front door, and a small porch.

12. Garden Cottage ,Cozy 2 BR Near Clearwater Beach

Garden Cottage ,Cozy 2 BR Near Clearwater Beach
Largo
The price is AU$276
includes taxes & fees
16 Nov - 17 Nov
Garden Cottage ,Cozy 2 BR Near Clearwater Beach
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 AU$276
includes taxes & fees
9 Nov - 10 Nov
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, (23 reviews)
"This place was very accommodating, clean and updated like new. The pool was wonderful and grounds were very nice. A short drive (2 min) or 10 min walk to all the restaurants and breweriesWe would definitely stay there again"
United States
Tom D.
The price is AU$275
includes taxes & fees
8 Nov - 9 Nov
Key West Style Cottage - with pool/hot-tub
A balcony with wicker furniture, a small round table, and two bottles of Corona Extra.

15. 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 AU$579
includes taxes & fees
1 Dec - 2 Dec
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
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, (18 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 AU$288
includes taxes & fees
8 Nov - 9 Nov
Key West Style Cottage - with pool/hot-tub
A waterfront patio with red seating and palm trees.

17. 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 AU$342
includes taxes & fees
24 Nov - 25 Nov
Pool Cottage King Suite
A two-story house with a front porch, a mailbox, and a tree in the front yard.

18. 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, (27 reviews)
"Clean and convenient! Nice getaway spot!"
United States
Drew A.
The price is AU$543
includes taxes & fees
24 Nov - 25 Nov
No Damage Walk to Downtown Dunedin and Waterfront Yard Pets OK Barefoot Parrot 2
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

19. 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 AU$276
includes taxes & fees
9 Nov - 10 Nov
Key West Style Cottage - with pool/hot-tub
An indoor swimming pool with a water feature, surrounded by palm trees and ambient lighting.

20. Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub

Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub
Clearwater
6.8 out of 10, (3 reviews)
"New management is friendly and onsite. Great improvement"
United States
Darrick J.
The price is AU$288
includes taxes & fees
13 Nov - 14 Nov
Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear 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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Learn more about Holiday

Nestled along the Gulf Coast, this relaxed town offers pristine beaches and the stunning Anclote River Park for kayaking adventures. Locals recommend exploring the Suncoast Trail by bike and timing your visit to Holiday's lively seasonal festivals where seafood is always the star.

See all hotels in Holiday
A calm lake with a dock, a boat, and a building surrounded by trees.
Photo by Jignesh Patel
Open Photo by Jignesh Patel

Frequently Asked Questions

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 Theatre 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.