Title: Holiday Cottages from CA $250 | Expedia.ca [Hotels in Holiday](https://expedia.ca/Holiday-Hotels.d10343.Travel-Guide-Hotels)[Vacation Rentals in Holiday](https://expedia.ca/Holiday-Vacation-Rentals.d10343.Travel-Guide-VacationRentals)[Flights to Holiday](https://expedia.ca/Cheap-Flights-To-Holiday.d10343.Travel-Guide-Flights)[Things to do in Holiday](https://expedia.ca/Things-To-Do-In-Holiday.d10343.Travel-Guide-Activities)[Holiday Car Rentals](https://expedia.ca/Car-Rentals-In-Holiday.d10343.Car-Rental-Guide)[Holiday Vacation Packages](https://expedia.ca/Holiday.d10343.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c4221532ba8f88da254cbbe6b5c950e3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Travel Ginger # Search Holiday Cottage Rentals from CA $250 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Holiday Cottages ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74640000/74637900/74637839/6e95301e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/75000000/74640000/74637900/74637839/17cbc701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74640000/74637900/74637839/a8756849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74640000/74637900/74637839/14377821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage - Close to Everything, Nature Lovers Dream! Odessa 10/10 Exceptional (64) "The property was clean and located near where we needed to be. The horses were adorable. Will definitely stay again. " CA $200 CA $514 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Tampa-Hotels-Early-1900s-Florida-Cottage-Close-To-Everything-Just-Remodeled-With-Lake-Access.h74637839.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74820000/74816900/74816874/w1064h722x0y0-060212bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, books](https://images.trvl-media.com/lodging/75000000/74820000/74816900/74816874/2596a8fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74820000/74816900/74816874/1b0999be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74820000/74816900/74816874/17e88bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kayaks, Canoe, Private Lake Community Odessa 9.4/10 Exceptional (16) "Great place and hosts! " CA $149 CA $315 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Tampa-Hotels-Kayaks.h74816874.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99520000/99516800/99516760/64d63a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99520000/99516800/99516760/e970afc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99520000/99516800/99516760/f3f53c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/100000000/99520000/99516800/99516760/3f433610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Happy Camper Cottage - Cozy Oasis with Outdoor Hot Tub Palm Harbor 10/10 Exceptional (10) "Perfect place to stay! Our family really enjoyed this rental. Definitely would come and stay again!" CA $99 CA $271 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Happy-Camper-Cottage-Cozy-Oasis-With-Outdoor-Hot-Tub-No-Cleaning-Fee.h99516760.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115770000/115766800/115766732/9a85cc1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/116000000/115770000/115766800/115766732/c3379b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115770000/115766800/115766732/7dc4ff30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115770000/115766800/115766732/d47d12a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Flip Flop Waterfront Beach Retreat - Close to Beaches Palm Harbor 10/10 Exceptional (1) "Loved our stay, super cute house! Very clean, beds were comfortable. We fished in the pond at the back of the property and caught a few fish! The T.V. doesn't work good, but internet was great. Very close to honeymoon island beach and beautiful park at the end of the road you can walk to and watch the sun set. Local restaurants are great and a dunkin right around the corner. Very quiet neighborhood. We'll definitely come back. " CA $99 CA $267 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Flip-Flop-Waterfront-Beach-Retreat-Close-To-Beaches.h115766732.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119040000/119038200/119038160/ece6aa01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119040000/119038200/119038160/3a129d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/120000000/119040000/119038200/119038160/6c086650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119040000/119038200/119038160/daf2f325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moon Lake Cottage Retreat in New Port Richey - 3 br/1bath w/ RV Access! Moon Lake Estates CA $201 CA $314 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/New-Port-Richey-Hotels-Moon-Lake-Cottage-Retreat-In-New-Port-Richey-3-Br1bath-W-RV-Access.h119038160.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92570000/92561200/92561136/w1458h972x5y2-d07d4377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92570000/92561200/92561136/d5eb3ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92570000/92561200/92561136/d7aeebf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92570000/92561200/92561136/57b235e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key West Style Cottage - with pool/hot-tub Dunedin 10/10 Exceptional (5) "Worked out great for our needs" CA $99 CA $250 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Key-West-Style-Cottage-With-Poolhot-Tub.h92561136.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120050000/120043700/120043693/395f12de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120050000/120043700/120043693/w2043h1365x3y0-386eaba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120050000/120043700/120043693/9540c247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120050000/120043700/120043693/a8f31c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully renovated with 2 bedrooms, 1.5 bathrooms, pet friendly & hot tub Palm Harbor CA $195 CA $460 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fully-Renovated-With-2-Bedrooms.h120043693.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120040000/120039600/120039503/8c855dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120040000/120039600/120039503/699f7ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120040000/120039600/120039503/a959b21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120040000/120039600/120039503/bc61a2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub Palm Harbor CA $167 CA $408 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Enchanting-Cottage-With-AC-In-Palm-Harbor-2-Bedrooms.h120039503.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118390000/118389100/118389087/9b625fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/119000000/118390000/118389100/118389087/4f2821f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118390000/118389100/118389087/e03c78ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118390000/118389100/118389087/d48a07b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails Tarpon Springs 10/10 Exceptional (1) "We were impressed with the condition and cleanliness of the property. The owners were very responsive to texts. " CA $144 CA $360 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-1-Bedroom-Cottage-Close-To-DowntownSponge-DocksBeachesTrails.h118389087.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091943/37bff8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091943/64e33713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091943/cf42fb72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091943/45ec77fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Seaside Cottages are located just across the street from Indian Rocks Beach! Indian Rocks Beach 9.6/10 Exceptional (10) "Old school beach feel cottage!! Quaint, quiet and relaxing!!" CA $208 CA $485 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Seaside-Cottages-Are-Located-Just-Across-The-Street-From-Indian-Rocks-Beach.h101091943.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114720000/114710300/114710231/4c80bdba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114720000/114710300/114710231/c70ce3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114720000/114710300/114710231/e4a27e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114720000/114710300/114710231/23ed3b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Escape - Downtown Palm Harbor Palm Harbor 10/10 Exceptional (1) "Very clean and great communication. " CA $117 CA $286 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Coastal-Escape-Downtown-Palm-Harbor.h114710231.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27480000/27477400/27477351/4a7c68a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27480000/27477400/27477351/40f73384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27480000/27477400/27477351/33de2d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27477400/27477351/w958h1280x0y0-ac30d784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleeps 6 Daily Rentals, Pets OK, Hot Tub Clearwater 8.6/10 Excellent (55) "Host was very nice & accommodating " CA $174 CA $484 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sleeps-6-Daily-Rentals.h27477351.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84140000/84136000/84135985/w1752h1166x0y4-651c5299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/85000000/84140000/84136000/84135985/33519e20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84140000/84136000/84135985/3517940d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84140000/84136000/84135985/w1742h1170x0y0-82b8bc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cook Cottage sleeps 4 in Dunedin Downtown Dunedin 10/10 Exceptional (29) "Really great hidden gem!" CA $146 CA $543 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Cook-Cottage-Sleeps-4-In-Dunedin.h84135985.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93430000/93427100/93427024/502ac3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/94000000/93430000/93427100/93427024/0e23ba58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/94000000/93430000/93427100/93427024/180561ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/94000000/93430000/93427100/93427024/w1440h805x0y1-9f71b1a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3 Downtown Dunedin 10/10 Exceptional (24) "Great place and Location to stay and very close to Main Street .Host Jen is fantastic and always available." CA $211 CA $496 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Walk-To-Waterfront-Downtown-Barefoot-Parrot-3.h93427024.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118950000/118946100/118946036/afe93683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118950000/118946100/118946036/b405d5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118950000/118946100/118946036/f766221c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118950000/118946100/118946036/674c1138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tarpon Tides Cottage - Walking distance to the Sponge Docks & Downtown! Tarpon Springs CA $212 CA $610 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Tarpon-Tides-Cottage-Walking-Distance-To-The-Sponge-Docks-Downtown.h118946036.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27480000/27475900/27475848/933f5bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27480000/27475900/27475848/88b60d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27480000/27475900/27475848/adf35dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27480000/27475900/27475848/c00d9d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage Clearwater 9.2/10 Wonderful (57) "Great location and vibe. Owner Captain Al and housekeeper Nancy were both awesome hosts! They were around when you needed them, but never intrusive. We can't wait to go back! " CA $174 CA $755 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-To-The-Beach.h27475848.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34141700/34141655/bd6ba9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34150000/34141700/34141655/d2a841cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34141700/34141655/7c3c88f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34141700/34141655/653099ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Beach Cottage steps from beach. Pet friendly! Clearwater 9.2/10 Wonderful (124) "We LOVED staying at Capt. Al's corner cottage. It was such a cute place and perfect for what we were looking for. Walking distance to everything, steps away from the beach and so relaxing! We especially loved the hot tub that was just out the back door and the atmosphere was so "beachy"....5 stars is not enough for this little gem of a place!" CA $187 CA $498 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sleeps-5.h34141655.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93430000/93426500/93426412/cdc29775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/94000000/93430000/93426500/93426412/w1440h805x0y1-dd90fd67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93430000/93426500/93426412/c55c9625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93430000/93426500/93426412/ec252927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2 Downtown Dunedin 10/10 Exceptional (17) "This cute apartment was so clean and welcoming. We had everything we needed for the beach! The gate in back was nice for letting the dogs out without worrying about leashes. Cutest community and friendly! " CA $259 CA $559 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Private-Yard-Walk-To-Downtown-Dunedin-And-Waterfront-Barefoot-Parrot-2.h93426412.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92370000/92363800/92363757/w1458h972x5y2-906f426c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92370000/92363800/92363757/8809c3dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/93000000/92370000/92363800/92363757/e44d394c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92370000/92363800/92363757/abeb2c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key West Style Cottage - with pool/hot-tub Dunedin 9.0/10 Wonderful (4) "It was an amazing place. Peaceful and quite yet very close to the city and all the activities. We loved our stay and will return soon." CA $109 CA $262 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Key-West-Style-Cottage-With-Poolhot-Tub.h92363757.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141284/c55bdc63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141284/68f1379e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141284/74562007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141284/17e9b285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage Clearwater 9.2/10 Wonderful (52) "We enjoyed our stay. Bed was comfortable, close to everything. Cottage was just as described. Nothing too fancy but good" CA $207 CA $648 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Real-Beach-Cottage.h34141284.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22®ionId=10343&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHoliday-Cottages.d10343-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHoliday-Cottages.d10343-aaCottages.Travel-Guide-Accommodation) ## Top Holiday Hotel Reviews ![ChartHouse Clearwater Beach Marina Hotel](//images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/48a8960b_y.jpg) ### ChartHouse Clearwater Beach Marina Hotel 10/10 Excellent "Wow! This hotel is truly a hidden gem. It’s steps away from the beach, has the most amazing pool and jacuzzi. Our room was perfect. This hotel is gorgeous. 100 stars. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-ChartHouse-Clearwater-Beach-Marina-Hotel.h114455182.Hotel-Information) ![Shephard's Beach Resort](//images.trvl-media.com/lodging/1000000/870000/870000/869973/95dee199_y.jpg) ### Shephard's Beach Resort 10/10 Excellent "Cool" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shephards-Beach-Resort.h869973.Hotel-Information) ![AC Hotel Clearwater Beach](//images.trvl-media.com/lodging/71000000/70260000/70257900/70257835/w3995h2667x0y0-eca48e41_y.jpg) ### AC Hotel Clearwater Beach 10/10 Excellent "Good location " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-AC-Hotel-Clearwater-Beach.h70257835.Hotel-Information) ![The Westin Tampa Bay](//images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg) ### The Westin Tampa Bay 10/10 Excellent "Clean room and great customer service" [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![Hilton Clearwater Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg) ### Hilton Clearwater Beach Resort & Spa 10/10 Excellent "Clean and nice. Located conveniently to local shops coffee shop and food. The beach access was very nice. Provided sitting area for hotel guests. Cabanas are extra as well as the water sports but its conveniently located right off the beach access. Walking distance to pier 60. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information) ![Fairfield Inn & Suites by Marriott Clearwater Beach](//images.trvl-media.com/lodging/18000000/17170000/17162600/17162550/326c4157_y.jpg) ### Fairfield Inn & Suites by Marriott Clearwater Beach 10/10 Excellent "Very good experience" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Fairfield-Inn-Suites-By-Marriott-Clearwater-Beach.h17162550.Hotel-Information) ![Tampa Airport Marriott](//images.trvl-media.com/lodging/1000000/10000/2100/2098/4e407785_y.jpg) ### Tampa Airport Marriott 10/10 Excellent "Everything was great" [](https://expedia.ca/Tampa-Hotels-Tampa-Airport-Marriott.h2098.Hotel-Information) ![Best Western Plus Yacht Harbor Inn](//images.trvl-media.com/lodging/1000000/30000/25500/25423/85ff7441_y.jpg) ### Best Western Plus Yacht Harbor Inn 10/10 Excellent "Very nice!" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Best-Western-Plus-Yacht-Harbor-Inn.h25423.Hotel-Information) ![Comfort Suites Tampa Airport North](//images.trvl-media.com/lodging/3000000/2150000/2141800/2141751/7a73c95a_y.jpg) ### Comfort Suites Tampa Airport North 10/10 Excellent "Staff was amazing and it was quiet, no issues." [](https://expedia.ca/Tampa-Hotels-Comfort-Suites-Tampa-Airport-North.h2141751.Hotel-Information) ## Find out more about Holiday ## Holiday Cottages information | Number of reviews | 438 | | --- | --- | | Accommodation | 256 Cottages | | Lowest Price | CA $250 | | Highest Price | CA $755 | ## Explore a world of travel with Expedia - Lodging - More ways to book - [Family Hotels in Aloha Gardens](https://www.expedia.ca/Aloha-Gardens-Holiday-Hotels-Family-Hotel.0-n553248635976478423-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Aloha Gardens](https://www.expedia.ca/Aloha-Gardens-Holiday-Hotels-LGBT-Friendly-Hotel.0-n553248635976478423-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Villas in Anclote](https://www.expedia.ca/Anclote-Villas.d553248635975857581-aaVillas.Travel-Guide-Accommodation) - [Condo Resorts in Beacon Square](https://www.expedia.ca/Beacon-Square-Condominium-Resort.d553248635975867678-aaCondominiumResort.Travel-Guide-Accommodation) - [Lgbt Friendly Hotels in Beckett Bay](https://www.expedia.ca/Beckett-Bay-St-Petersburg-Clearwater-Hotels-LGBT-Friendly-Hotel.0-n553248635976469169-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - 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