Title: Oldsmar Cottages from CA $170 | Expedia.ca [Oldsmar Travel Guide](https://expedia.ca/Oldsmar.dx141455)[Hotels in Oldsmar](https://expedia.ca/Oldsmar-Hotels.d141455.Travel-Guide-Hotels)[Vacation Rentals in Oldsmar](https://expedia.ca/Oldsmar-Vacation-Rentals.d141455.Travel-Guide-VacationRentals)[Flights to Oldsmar](https://expedia.ca/Cheap-Flights-To-Oldsmar.d141455.Travel-Guide-Flights)[Oldsmar Car Rentals](https://expedia.ca/Car-Rentals-In-Oldsmar.d141455.Car-Rental-Guide)[Oldsmar Vacation Packages](https://expedia.ca/Oldsmar.d141455.Destination-Travel-Guides) ![A drone photo of fishing pier in Tampa Bay, Florida. An aerial view of the natural beauty of a city park.](https://images.trvl-media.com/place/141455/70840b93-13a2-48b2-bf43-521b35c12b65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/141455/70840b93-13a2-48b2-bf43-521b35c12b65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oldsmar cottages ![Smart TV](https://images.trvl-media.com/lodging/118000000/117640000/117635000/117634912/5ae309d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117635000/117634912/d9e7a171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117640000/117635000/117634912/b4d7fbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117640000/117635000/117634912/422384d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Lowry Park Central [](https://www.expedia.ca/Tampa-Hotels-Eco-Friendly-Charming-Tampa-Cottage-Full-Kitchen.h117634912.Hotel-Information) 9.8/10 Exceptional (16 reviews) "We had a nice stay! Place was just right for us clean, Quiet, close to everything! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna S. CA $110 CA $230 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Tampa-Hotels-Eco-Friendly-Charming-Tampa-Cottage-Full-Kitchen.h117634912.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/a4fcf168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/4fd895ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/7a5a145e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/acb1f94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bay Pines [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy-St-Pete-Home-2-Mi-To-Madeira-Beach.h105549763.Hotel-Information) 9.0/10 Wonderful (2 reviews) "Very clean comfy sheets and towels" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anita CA $109 CA $332 total includes taxes & fees Apr 4 - Apr 5 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy-St-Pete-Home-2-Mi-To-Madeira-Beach.h105549763.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74640000/74637900/74637839/6e95301e.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) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74640000/74637900/74637839/7e48dea7.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) ### Cottage in Odessa [](https://www.expedia.ca/Tampa-Hotels-Early-1900s-Florida-Cottage-Close-To-Everything-Just-Remodeled-With-Lake-Access.h74637839.Hotel-Information) 9.8/10 Exceptional (68 reviews) "Great place very comfortable. We loved our stay. You may want to replenish the horse treats because my wife and I enjoyed feeding and spoiling them lol." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luke J. CA $195 CA $510 total includes taxes & fees Mar 16 - Mar 17 [](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/122000000/121630000/121621500/121621457/284c63a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121630000/121621500/121621457/9e2d7904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121630000/121621500/121621457/fbc9ff72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/122000000/121630000/121621500/121621457/c6c2e8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Lutz [](https://www.expedia.ca/Tampa-Hotels-Charming-Cottage-With-AC-In-Lovely-Lutz.h121621457.Hotel-Information) CA $128 CA $170 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Tampa-Hotels-Charming-Cottage-With-AC-In-Lovely-Lutz.h121621457.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76970000/76965400/76965357/c26037db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/77000000/76970000/76965400/76965357/b9c0aefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76970000/76965400/76965357/cbfc918d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76970000/76965400/76965357/80e1f194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Odessa [](https://www.expedia.ca/Tampa-Hotels-Adorable-Waterfront-Cottage.h76965357.Hotel-Information) 9.6/10 Exceptional (23 reviews) "Property was beautiful and the host is a wonderful man. Had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William C. CA $172 CA $393 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Tampa-Hotels-Adorable-Waterfront-Cottage.h76965357.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122500000/122493800/122493707/3690c525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122500000/122493800/122493707/fb608af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122500000/122493800/122493707/aac3ccdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122500000/122493800/122493707/f7225c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Palmetto Beach [](https://www.expedia.ca/Tampa-Hotels-Tiny-Cottage-In-Tampa-The-PelicanYborDTownCruise-Port.h122493707.Hotel-Information) CA $128 CA $293 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Tampa-Hotels-Tiny-Cottage-In-Tampa-The-PelicanYborDTownCruise-Port.h122493707.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92320000/92318400/92318341/w1457h972x0y0-00e2f7dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/93000000/92320000/92318400/92318341/4b112a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92320000/92318400/92318341/w1458h972x5y2-e9d2c65e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92320000/92318400/92318341/e65947c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Dunedin [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Key-West-Style-Cottage-With-Poolhot-Tub.h92318341.Hotel-Information) 9.2/10 Wonderful (26 reviews) "Great little place in the perfect location in Dunedin. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim S. CA $187 CA $360 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Key-West-Style-Cottage-With-Poolhot-Tub.h92318341.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87840000/87835600/87835533/cc64bef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87840000/87835600/87835533/f81fed16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87840000/87835600/87835533/9f038f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87840000/87835600/87835533/ab60fb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Temple Crest [](https://www.expedia.ca/Tampa-Hotels-Hot-Tub.h87835533.Hotel-Information) 10/10 Exceptional (13 reviews) "Place is amazing. Close to everything and safe. Hot tub is amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ken M. CA $296 CA $485 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Tampa-Hotels-Hot-Tub.h87835533.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091943/c19c7b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091943/355da947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091943/43eb4054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091943/w1279h853x0y0-ead8d365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Indian Rocks Beach [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Seaside-Cottages-Are-Located-Just-Across-The-Street-From-Indian-Rocks-Beach.h101091943.Hotel-Information) 9.8/10 Exceptional (14 reviews) "We enjoyed our stay. The cart, chairs and umbrella were a bonus for us. We enjoyed the short walk to the beach and coco’s being so close. We would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary M. CA $232 CA $509 total includes taxes & fees Apr 14 - Apr 15 [](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/114000000/113640000/113633800/113633724/5db1dc9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113640000/113633800/113633724/69e847c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113640000/113633800/113633724/w4320h2894x0y2-640d2915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113640000/113633800/113633724/w4320h2827x0y0-b4b22550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in St. Petersburg [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Peaceful-Cottage-With-AC-In-St-Petersburg-Close-To-Everything.h113633724.Hotel-Information) 8.0/10 Very good (2 reviews) "Excellent host - Very customer service oriented." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda C. CA $199 CA $427 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Peaceful-Cottage-With-AC-In-St-Petersburg-Close-To-Everything.h113633724.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/7c5e23ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/d993b6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/904bf92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/6de34255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in St. Petersburg [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.Hotel-Information) 10/10 Exceptional (3 reviews) "The house was decorated nicely, it was clean, and inside/outside was well kept. The hosts were lovely and responded quickly to questions with precise information. If I need a place to stay in Gulfport again, I would not hesitate to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen J. CA $196 CA $556 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.Hotel-Information) ![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/124000000/124000000/123993900/123993818/9399b430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/124000000/123993900/123993818/41623b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/124000000/123993900/123993818/9af30f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/124000000/123993900/123993818/348c0ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in St. Petersburg [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-4-Mi-To-Dtwn-St-Pete-Pet-Friendly-Home-W-Yard.h123993818.Hotel-Information) CA $205 CA $740 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-4-Mi-To-Dtwn-St-Pete-Pet-Friendly-Home-W-Yard.h123993818.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/89889a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/4a886c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/d2bed439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/0fb35f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Historic Old Northeast [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cute-Historic-Renovated-Bungalow-In-The-Heart-Of-St-Pete.h89675681.Hotel-Information) 10/10 Exceptional (8 reviews) "The location is great. in a few minutes you are in North Shore Park walking along Tampa Bay. The cottage was clean and cozy. We just might rent it again next time we visit family in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia S. CA $307 CA $635 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cute-Historic-Renovated-Bungalow-In-The-Heart-Of-St-Pete.h89675681.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120720000/120713100/120713031/4cc28be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120720000/120713100/120713031/8c1a9fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120720000/120713100/120713031/57a4e29c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120720000/120713100/120713031/e51dda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in North River [](https://www.expedia.ca/New-Port-Richey-Hotels-Downtown-Bungalow2.h120713031.Hotel-Information) CA $149 CA $354 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/New-Port-Richey-Hotels-Downtown-Bungalow2.h120713031.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27480000/27477400/27477351/4c19d1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27480000/27477400/27477351/4a7c68a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27480000/27477400/27477351/2c2d0296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27480000/27477400/27477351/419c0a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Clearwater [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sleeps-6-Daily-Rentals.h27477351.Hotel-Information) 8.6/10 Excellent (55 reviews) "Walk to the beach and nearby restaurants, set up a little beach camp with all the toys and chairs provided. It was our second stay and I’m sure we’ll be back again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Max F. CA $233 CA $559 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sleeps-6-Daily-Rentals.h27477351.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141700/34141655/4c1275d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34150000/34141700/34141655/4b33b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Clearwater [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sleeps-5.h34141655.Hotel-Information) 9.2/10 Wonderful (133 reviews) "Host was very friendly great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) anna w. CA $172 CA $481 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sleeps-5.h34141655.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112910000/112905300/112905262/b6778c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112910000/112905300/112905262/7be30009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112910000/112905300/112905262/6591f01f.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/113000000/112910000/112905300/112905262/4dd9d003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Port Richey [](https://www.expedia.ca/Port-Richey-Hotels-The-Salty-Lime-Walk-To-Restaurantbars.h112905262.Hotel-Information) 10/10 Exceptional (1 review) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa B. CA $193 CA $556 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Port-Richey-Hotels-The-Salty-Lime-Walk-To-Restaurantbars.h112905262.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 dining](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141284/a33ebfd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141284/f475c1c4.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) ### Cottage in Clearwater [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Real-Beach-Cottage.h34141284.Hotel-Information) 9.0/10 Wonderful (54 reviews) "Clean, cozy, and only steps from the beach! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber CA $318 CA $790 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Real-Beach-Cottage.h34141284.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93430000/93426900/93426806/6c255407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93430000/93426900/93426806/e8fa4027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/94000000/93430000/93426900/93426806/facd3514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93430000/93426900/93426806/e7a0e979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Downtown Dunedin [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-No-Hurricane-Damage-Walk-To-Downtown-Dunedin-And-Waterfront-Barefoot-Parrot-1.h93426806.Hotel-Information) 10/10 Exceptional (15 reviews) "Great location, easy walk to all the fun stuff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick G. CA $362 CA $685 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-No-Hurricane-Damage-Walk-To-Downtown-Dunedin-And-Waterfront-Barefoot-Parrot-1.h93426806.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/a8f31c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/121000000/120050000/120043700/120043693/w2046h1361x2y4-01719b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120050000/120043700/120043693/5dd35ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Palm Harbor [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fully-Renovated-With-2-Bedrooms.h120043693.Hotel-Information) CA $312 CA $608 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fully-Renovated-With-2-Bedrooms.h120043693.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=2026-03-28&endDate=2026-03-29®ionId=141455&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_141455) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America®ionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America®ionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America®ionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America®ionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America®ionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America®ionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America®ionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=CABIN) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America®ionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=HOUSE_BOAT) Residences [](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America®ionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=RESIDENCE) ![](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%2FOldsmar-Cottages.d141455-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOldsmar-Cottages.d141455-aaCottages.Travel-Guide-Accommodation) ## Top Oldsmar Hotel Reviews ![Ramada by Wyndham Tampa Westshore Airport South](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/42141115_y.jpg) ### Ramada by Wyndham Tampa Westshore Airport South 4/10 Poor "Seemed dirty, loud , and very outdated Bathroom wall was cracked, mirror was also crack.. would never stay again" [](https://expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.Hotel-Information) ![Sailport Waterfront Suites](https://images.trvl-media.com/lodging/1000000/50000/49600/49550/d9daabd7_y.jpg) ### Sailport Waterfront Suites 10/10 Excellent "Beautiful view and I enjoyed the pool/ bar restaurant vibe. " [](https://expedia.ca/Tampa-Hotels-Sailport-Waterfront-Suites.h49550.Hotel-Information) ![BAY INN](https://images.trvl-media.com/lodging/114000000/113140000/113135000/113134924/5930741e_y.jpg) ### BAY INN 10/10 Excellent "Good stay " [](https://expedia.ca/Tampa-Hotels-BAY-INN.h113134924.Hotel-Information) ![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/9591df75_y.jpg) ### Wyndham Grand Clearwater Beach 8/10 Good "Beach view was awesome " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![The Westin Tampa Bay](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg) ### The Westin Tampa Bay 6/10 Okay "Pool under construction. No place to rinse off if you go to their beach area. " [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![ChartHouse Clearwater Beach Marina Hotel](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/e23b12d0_y.jpg) ### ChartHouse Clearwater Beach Marina Hotel 10/10 Excellent "This hotel was decorated beautifully and rooms are very clean. Will definitely come back here. Is located on a marina. Beautiful views from room and pool. One thing to note is not enough soap in the room, so make sure to bring some with you. The staff was friendly and helpful. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-ChartHouse-Clearwater-Beach-Marina-Hotel.h114455182.Hotel-Information) ![HomeTowne Studios by Red Roof Tampa - Airport](https://images.trvl-media.com/lodging/108000000/107490000/107489600/107489593/415cefef_y.jpg) ### HomeTowne Studios by Red Roof Tampa - Airport 10/10 Excellent "Nice clean room. More than adequate for over night stay to catch cruise ship. Friendly, helpful staff." [](https://expedia.ca/Tampa-Hotels-Hometowne-Studios-Tampa.h107489593.Hotel-Information) ![SureStay Hotel by Best Western St. Pete Clearwater Airport](https://images.trvl-media.com/lodging/1000000/10000/3900/3851/636946ab_y.jpg) ### SureStay Hotel by Best Western St. Pete Clearwater Airport 6/10 Okay "A blah motel clean enough but low end accomadation. A place to sleep." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-SureStay-Hotel-By-Best-Western-St-Pete-Clearwater-Airport.h3851.Hotel-Information) ![The Barrymore Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/10000/2100/2040/70d6d2bc_y.jpg) ### The Barrymore Hotel Tampa Riverwalk 10/10 Excellent "This is our favorite hotel to stay at when going to Lightning games. It's safe, clean, comfortable and convenient. A shuttle can take you to the arena! Parking is only $10/night - the least expensive around. Our room is always clean and quiet. The staff is super friendly and helpful. It's a high end hotel without all of the extra fees. We love it!" [](https://expedia.ca/Tampa-Hotels-The-Barrymore-Hotel-Tampa-Riverwalk.h2040.Hotel-Information) ## Find out more about Oldsmar ## Oldsmar Cottages information | Number of reviews | 420 | | ----------------- | ------------ | | Accommodation | 508 Cottages | | Lowest Price | CA $170 | | Highest Price | CA $790 | ## Frequently asked questions ### Why book your cottage in Oldsmar with Expedia? ### How can I find cheap cottages in Oldsmar? ### What is there to do in Oldsmar near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Westchase ](https://www.expedia.ca/5Star-Westchase-Tampa-Hotels.s50-n553248635077748315-0.Travel-Guide-Filter-Hotels) - [Bay Towne Hotels ](https://www.expedia.ca/Bay-Towne-St-Petersburg-Clearwater-Hotels.0-n553248635976474176-0.Travel-Guide-Filter-Hotels) - [Hotels near Chi Chi Rodriguez Golf Club ](https://www.expedia.ca/Chi-Chi-Rodriguez-Golf-Club-Hotels.0-l6277237-0.Travel-Guide-Filter-Hotels) - 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