A beach with people standing and facing the ocean, with their arms raised. There are two suitcases on the sand.

Search Holiday Cottage Rentals from CA $194

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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 CA $382
CA $950 total
includes taxes & fees
Oct 3 - Oct 4
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
A small, single-story house with a porch and a screened-in area.

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, (31 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 CA $126
CA $276 total
includes taxes & fees
Sep 25 - Sep 26
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
A residential property with a garage, a small house with a porch, and a large tree.

3. West Riverside Downtown Bungalow

West Riverside Downtown Bungalow
North River
10.0 out of 10, Exceptional, (1 review)
The price is CA $144
CA $355 total
includes taxes & fees
Sep 23 - Sep 24
West Riverside Downtown Bungalow
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)
"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.
The price is CA $138
CA $365 total
includes taxes & fees
Sep 23 - Sep 24
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A residential property with a brick exterior, a wooden fence, and a landscaped garden with plants and a pathway.

5. Private Lutz Studio Near Tampa Outlets – Patio & Full Kitchen

Private Lutz Studio Near Tampa Outlets – Patio & Full Kitchen
Lutz
10.0 out of 10, Exceptional, (1 review)
The price is CA $112
CA $194 total
includes taxes & fees
Sep 23 - Sep 24
Private Lutz Studio Near Tampa Outlets – Patio & Full Kitchen
A wooden deck with a fire pit and two Adirondack chairs.

6. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (27 reviews)
"Awesome stay"
United States
Amber P.
The price is CA $176
CA $398 total
includes taxes & fees
Sep 23 - Sep 24
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.

7. 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 CA $201
CA $496 total
includes taxes & fees
Oct 3 - Oct 4
Cozy Cottage - Close to Everything, Nature Lovers Dream!
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

8. 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 CA $116
CA $270 total
includes taxes & fees
Oct 15 - Oct 16
Key West Style Cottage - with pool/hot-tub
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a table and chairs.

9. Stadium Nest /king Bed/ pet friendly

Stadium Nest /king Bed/ pet friendly
Plaza Terrace
The price is CA $87
CA $199 total
includes taxes & fees
Sep 28 - Sep 29
Stadium Nest /king Bed/ pet friendly
A museum with a brick facade, large windows, and a covered entrance.

10. 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.
The price is CA $123
CA $368 total
includes taxes & fees
Oct 3 - Oct 4
Adorable Villa 1 min to Downtown Dunedin
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

11. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (44 reviews)
"The cottage has everything we needed. The location was great! We could walk everywhere for shops and restaurants which were very dog friendly. We loved the Pinellas trail. "
United States
carol l.
The price is CA $157
CA $542 total
includes taxes & fees
Sep 23 - Sep 24
Downtown Dunedin Cozy 1 bedroom Cottage
A modern kitchen with stainless steel appliances, a central island with bar stools, and pendant lighting.

12. 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, (2 reviews)
"My wife & I absolutely LOVED the stay. Beautiful, clean & quiet property. Luis & Tom were the best hosts, went above and beyond to make sure our stay was the best it could have been. Will definitely be back, HIGHLY recommend!!!!"
United States
Gabriel H.
The price is CA $211
CA $440 total
includes taxes & fees
Sep 23 - Sep 24
Amazing cottage in sunny Tampa close to everything.
A covered outdoor seating area with a view of the beach and ocean.

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

Private Yard Walk to Downtown Dunedin & Waterfront 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.
The price is CA $192
CA $449 total
includes taxes & fees
Sep 24 - Sep 25
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
A poolside area with lounge chairs, a small pool, and a covered patio.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (38 reviews)
"Great quiet location. Very comfortable"
United States
dan g.
The price is CA $116
CA $258 total
includes taxes & fees
Sep 24 - Sep 25
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.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.6 out of 10, Exceptional, (19 reviews)
"Easy access and a lot of amenities."
United States
Scott H.
The price is CA $116
CA $270 total
includes taxes & fees
Sep 23 - Sep 24
Key West Style Cottage - with pool/hot-tub
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
10.0 out of 10, Exceptional, (9 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.
The price is CA $116
CA $271 total
includes taxes & fees
Sep 23 - Sep 24
Key West Style Cottage - with pool/hot-tub
A single-story house with a front porch, a small deck, and a pathway leading to the entrance.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (17 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 CA $128
CA $283 total
includes taxes & fees
Sep 28 - Sep 29
Key West Style Cottage - with pool/hot-tub
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

18. 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 CA $116
CA $271 total
includes taxes & fees
Sep 25 - Sep 26
Key West Style Cottage - with pool/hot-tub
A wooden deck with metal chairs, a thatched roof, and a view of the sea.

19. 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 CA $214
CA $501 total
includes taxes & fees
Oct 13 - Oct 14
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
A covered patio area with a wooden pergola, a dining table with chairs, a surfboard, and a colorful rug.

20. Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Clearwater
10.0 out of 10, Exceptional, (173 reviews)
"Perfect location for the beach and restaurants. "
United States
Heather S.
The price is CA $176
CA $373 total
includes taxes & fees
Sep 23 - Sep 24
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Holiday Hotel Reviews

Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

10/10 Excellent
"Me gustó mucho la ubicación, cerca de la playa casi 3 minutos a pie,pero el hotel tiene un transporte que te traslada por la zona gratis,y el desayuno muy variado y bueno,la limpieza,especial,solo no me gustó la piscina,muy pequeña,,pero en general el hotel muy bueno,y los empleados muy amables,y el lugar tiene una ubicación estupenda,cerca de tiendas,restaurantes,puzerias,y parques para disfrutar con los niños,,en la recepción el trato fue especial,y sobre todo la señora Shuria ."
Amalia 2-night trip
Posted less than an hour ago
Fairfield Inn & Suites by Marriott Clearwater Beach

Find out more about Holiday

Holiday Cottages information

Number of reviews
364
Accommodation
264 Cottages
Lowest Price
CA $194
Highest Price
CA $950

Frequently asked questions

Why book your cottage in Holiday with Expedia?
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?
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.

Explore a world of travel with Expedia