Search Holiday Cottages
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Holiday cottages
1. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
Lakefront Anglers Oasis in Holiday! 8 Mi to BeachTahitian Development
$606 nightly
The price is $679
Sep 5 - Sep 6
Total with taxes and fees
2. Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!
Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!Tarpon Springs Greektown Historic District
10.0 out of 10, Exceptional, (32 reviews)
"Great property in a great location. Host was very attentive and checked in often. Would definitely stay here again "
Kim S.
$393 nightly
The price is $438
Sep 11 - Sep 12
Total with taxes and fees
3. West Riverside Downtown Bungalow
West Riverside Downtown BungalowNorth River
10.0 out of 10, Exceptional, (1 review)
$217 nightly
The price is $240
Sep 8 - Sep 9
Total with taxes and fees
4. "The Salty Lime" Walk to Restaurant/bars, park.
"The Salty Lime" Walk to Restaurant/bars, park.Port Richey
10.0 out of 10, Exceptional, (2 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!"
Theresa B.
$317 nightly
The price is $350
Sep 9 - Sep 10
Total with taxes and fees
5. Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near TampaOdessa
9.6 out of 10, Exceptional, (30 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."
Hannah P.
$186 nightly
The price is $206
Sep 8 - Sep 9
Total with taxes and fees
6. 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 tubPalm 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! "
Kathy D.
$267 nightly
The price is $298
Sep 7 - Sep 8
Total with taxes and fees
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."
Maria M
$330 nightly
The price is $370
Sep 5 - Sep 6
Total with taxes and fees
8. Key West Style Cottage - with pool/hot-tub
Key West Style Cottage - with pool/hot-tubDunedin
9.4 out of 10, Exceptional, (29 reviews)
"It was perfect for what we needed. It was clean and maintained well. Great location close to the heart of town."
Sean
$173 nightly
The price is $193
Sep 7 - Sep 8
Total with taxes and fees
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.
Find vacation rentals that suit your style
Private vacation homes
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Holiday Hotel Reviews
Pelican Pointe Clearwater Beach Hotel
10/10 Excellent
Find out more about Holiday
Holiday Cottages information
Number of reviews | 384 |
|---|---|
Accommodation | 264 Cottages |
Lowest Price | $149 |
Highest Price | $679 |
Frequently asked questions
Explore a world of travel with Expedia
- Cruise Ships in Clearwater
- Motels in New Port Richey
- Condo Rentals in Pinellas County
- Capsule Hotels in Manatee County
- Condo Rentals in Tampa
- Tampa Hotels
- Capsule Hotels in St. Petersburg - Clearwater
- Lodges in Clearwater
- Motels in Holiday
- Motels in Tampa
- B&B in Pinellas County
- Cottages in Anclote
- Motels in Pinellas County
- Ranches in St. Petersburg - Clearwater
- Motels in Tarpon Springs
- Hostels in St. Petersburg
- Apartments in Tarpon Springs
- Vacation Homes in Holiday
- Cheap Hotels in Tampa
- Condo Resorts in St. Petersburg
- Condo Rentals in Holiday
- Cottages in St. Petersburg - Clearwater
- Houseboats in Holiday
- Safari Tentalow in Manatee County
- Cruise Ships in St. Petersburg
- B&B in Clearwater
- B&B in Tarpon Springs
- Apartments in Tampa
- Hotels near Raymond James Stadium
- Hotels near Tampa Intl.
- Safari Tentalow in St. Petersburg - Clearwater
- Condo Rentals in St. Petersburg - Clearwater
- Apartments in Holiday
- Hostels in Pinellas County
- Cabin Rentals in Holiday
- Condo Rentals in Madeira Beach
- Resorts in St. Petersburg
- Cottages in Clearwater
- B&B in Holiday
- Clearwater Beach Hotels
- Condo Rentals in Clearwater Beach
- Cabin Rentals in Pinellas County
- Villas in Pinellas County
- Clearwater Hotels
- Resorts in Holiday
- Houseboats in Tarpon Springs
- Hostels in Clearwater
- Treehouses in Manatee County
- Resorts in Tampa
- Oceanfront Hotels in Clearwater Beach
- Aparthotels in Clearwater
- Condo Rentals in New Port Richey
- Apartments in Clearwater
- Resorts in Clearwater
- Hotels near Port of Tampa
- Houseboats in Anclote
- Vacation Homes in St. Petersburg - Clearwater
- Villas in Holiday
- Guest Houses in Pinellas County
- Vacation Homes in Tarpon Springs
- Villas in Tarpon Springs
- St. Petersburg - Clearwater Hotels
- Condo Rentals in Tarpon Springs
- Hotels near Busch Gardens Tampa Bay
- Condo Resorts in Holiday
- Cottages in Tarpon Springs
- Motels in Clearwater Beach
- Flights to Clearwater Beach
- Flights from Minneapolis (MSP) to Tampa (TPA)
- Flights from Cleveland (CLE) to Tampa (TPA)
- Flights from Miami (MIA) to Tampa (TPA)
- Flights from Tampa Intl.
- Flights from Houston (IAH) to Tampa (TPA)
- Flights from Denver (DEN) to Tampa (TPA)
- Flights from Fort Lauderdale (FLL) to Tampa (TPA)
- Flights to St. Petersburg - Clearwater
- Flights to Tampa
- Flights from Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
- Flights from Washington (DCA) to Tampa (TPA)
- Flights from Philadelphia (PHL) to Tampa (TPA)
- Flights from Pittsburgh (PIT) to Tampa (TPA)
- Flights from Hartford (BDL) to Tampa (TPA)
- Flights from Raleigh (RDU) to Tampa (TPA)
- Flights from Detroit (DTW) to Tampa (TPA)
- Flights from Boston (BOS) to Tampa (TPA)
- Flights from Dallas (DFW) to Tampa (TPA)
- Flights from Chicago (ORD) to Tampa (TPA)
- Flights from New York (NYC) to Tampa (TPA)
- Flights from Orlando (MCO) to Tampa (TPA)
- Flights from Charlotte (CLT) to Tampa (TPA)
- Flights from Cincinnati (CVG) to Tampa (TPA)
- Flights from Atlanta (ATL) to Tampa (TPA)
- Flights from Los Angeles (LAX) to Tampa (TPA)
- Flights from Baltimore (BWI) to Tampa (TPA)