Title: Oldsmar Cottages from CA $242 | 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) ![](https://mediaim.expedia.com/destination/9/bdfc3ac9f0e70f83dea85c86d485d5b2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Oldsmar Cottage Rentals from CA $242 - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Oldsmar Cottages ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532800/93532726/3a0969db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532800/93532726/b61cccd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532800/93532726/57866025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532800/93532726/4fdd57f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-friendly Tampa Home < 3 Mi to Ocean! Port Tampa City 10/10 Exceptional (3) "Located in a quiet, Safe area. The Duplex was clean and had adequate amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $209 CA $484 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Tampa-Hotels-Sun-Kissed-Pet-Friendly-Home-3-Mi-To-Ocean.h93532726.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92570000/92560800/92560722/w1458h972x5y2-72fee7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/93000000/92570000/92560800/92560722/b5e52113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/93000000/92570000/92560800/92560722/w1457h972x0y0-30c103a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92570000/92560800/92560722/w1296h972x2y2-88958b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key West Style Cottage - with pool/hot-tub Dunedin 10/10 Exceptional (4) "We booked a short stay and this property did not disappoint. Very close to the central Dunedin hot-spots with great food and drinks. The property is well maintained, very clean, with great amenities including plenty of parking. Management communication and the check-in process was as good and easy and it gets. Looking forward to booking another stay in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John B. CA $91 CA $242 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Key-West-Style-Cottage-With-Poolhot-Tub.h92560722.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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114720000/114710300/114710231/e4a27e86.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114720000/114710300/114710231/e5c9d6a4.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill L. CA $105 CA $277 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Coastal-Escape-Downtown-Palm-Harbor.h114710231.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74640000/74637900/74637839/66bf130e.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) ![Dining](https://images.trvl-media.com/lodging/75000000/74640000/74637900/74637839/a8756849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage - Close to Everything, Nature Lovers Dream! Odessa 10/10 Exceptional (64) "Great property, cozy house." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) German P. CA $201 CA $509 total includes taxes & fees Nov 23 - Nov 24 [](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) ![Exterior](https://images.trvl-media.com/lodging/75000000/74820000/74816900/74816874/1b0999be.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) ![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) "Very nice! We had a few issues with figuring out how fans worked, how air conditioning worked. Bed was ok. Bathroom needs a grab bar but I’m told that will be coming when remodeled. Host attentive" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara M. CA $150 CA $318 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Tampa-Hotels-Kayaks.h74816874.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/d0cd2b2d.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) ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76970000/76965400/76965357/979f3238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Waterfront Cottage Odessa 9.6/10 Exceptional (20) "Michael’s place was great and he was super accommodating! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelsey CA $175 CA $399 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Tampa-Hotels-Adorable-Waterfront-Cottage.h76965357.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) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121630000/121621500/121621457/aefe87a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121630000/121621500/121621457/b46cc400.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) ### The White Door Studio. Lutz CA $112 CA $154 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Tampa-Hotels-Charming-Cottage-With-AC-In-Lovely-Lutz.h121621457.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120450000/120449900/120449859/fc0a5f4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120450000/120449900/120449859/d16feeab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120450000/120449900/120449859/cf17e3f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120450000/120449900/120449859/2b0f9c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous 2-bedroom cottage with AC in Largo Largo 10/10 Exceptional (3) "Not only was everything exactly how they list it but the hosts are an amazing hospitable couple that are very courteous to their guests. They made the process simple and were very helpful with any questions asked. Place was clean, backyard was awesome for the pups and we loved the hot tub! Everything was well maintained and very comfortable stay. If we come back to the area we know where to go! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ben A. CA $140 CA $441 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fabulous-2-Bedroom-Cottage-With-AC-In-Largo.h120449859.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/w4320h2817x0y15-a8b011ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113640000/113633800/113633724/d045fd43.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) ### Peaceful cottage with AC in St. Petersburg - Close to Everything! St. Petersburg 10/10 Exceptional (1) "Excellent host - Very customer service oriented." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda C. CA $168 CA $388 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Peaceful-Cottage-With-AC-In-St-Petersburg-Close-To-Everything.h113633724.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) ![Smart TV, offices](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/faab9c20.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) ### Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes Historic Old Northeast 10/10 Exceptional (4) "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 $211 CA $501 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cute-Historic-Renovated-Bungalow-In-The-Heart-Of-St-Pete.h89675681.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/84ff60ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/02ca1ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/6d2a54fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/63210d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy St Pete Home ~ 2 Mi to Madeira Beach! Bay Pines 10/10 Exceptional (1) "Spacious for a one bedroom flat. Exceptionally quiet. Would stay there again. A good value. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HELEN CA $108 CA $297 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy-St-Pete-Home-2-Mi-To-Madeira-Beach.h105549763.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 (2) "We were impressed with the condition and cleanliness of the property. The owners were very responsive to texts. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $145 CA $358 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-1-Bedroom-Cottage-Close-To-DowntownSponge-DocksBeachesTrails.h118389087.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) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120040000/120039600/120039503/0955c491.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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120040000/120039600/120039503/699f7ae5.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 10/10 Exceptional (16) "Home was exactly as advertised. Will stay here again when in the area." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michelle H. CA $168 CA $410 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Enchanting-Cottage-With-AC-In-Palm-Harbor-2-Bedrooms.h120039503.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) ![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) ![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) ### Sleeps 6 Daily Rentals, Pets OK, Hot Tub Clearwater 8.6/10 Excellent (55) "Very cozy. The shower was very interesting. The loft was clean and comfortable. Captain Al was very accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina B. CA $175 CA $486 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sleeps-6-Daily-Rentals.h27477351.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/83000000/82993800/82993730/1983489a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/83000000/83000000/82993800/82993730/e0d5a7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/83000000/83000000/82993800/82993730/f3a9414c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/83000000/82993800/82993730/ff315c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Openings for October and November at our Beach Cottage-3 minutes to the Gulf! Largo 9.6/10 Exceptional (5) "The property was beautiful and beachy! So many small special touches! Wish we had more time, and could have stayed longer! I will definitely be back on my next trip down!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandy CA $183 CA $537 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beach-Cottage-3-Minutes-To-The-Gulf-Of-Mexico.h82993730.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36330000/36328000/36327948/w1920h1333x0y0-ad75ce75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/37000000/36330000/36328000/36327948/d5b09f7c.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/37000000/36330000/36328000/36327948/481dc49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/37000000/36330000/36328000/36327948/90-2f48b6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Purple Flower - 30 Second walk to the Beach. Free parking. Clearwater 9.8/10 Exceptional (198) "Great place to stay for a beach trip, would absolutely stay here again if we come back to Clearwater Beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $138 CA $322 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-30-Second-Walk-To-The-Beach-Newly-Renovated-No-Hurricane-Damage-Free-Parking.h36327948.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091939/14fe4fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091939/4f92fb1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091939/0eb5a4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101100000/101092000/101091939/85b843f3.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 10/10 Exceptional (3) "We are locals, so looking for a quick weekend getaway— this absolutely exceeded our expectations! Megan and Scott communicated quickly about any questions we had, the cottages are so quiet and quaint, in an absolutely ideal location. Walk to the beach is directly across the street, next to cafe de Paris if you want a delicious breakfast. The cottage has everything we needed for our weekend. Clean, nicely decorated, very comfortable! Would stay again ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor C. CA $175 CA $441 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Seaside-Cottages-Are-Located-Just-Across-The-Street-From-Indian-Rocks-Beach.h101091939.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121800000/121799400/121799335/3300800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121800000/121799400/121799335/d9427f59.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/122000000/121800000/121799400/121799335/8df1526d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121800000/121799400/121799335/bf64db38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing cottage in sunny Tampa close to everything. Lowry Park Central CA $168 CA $392 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Tampa-Hotels-Amazing-Cottage-In-Sunny-Tampa-Close-To-Everything.h121799335.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) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115770000/115766800/115766732/d47d12a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115770000/115766800/115766732/651c1d38.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) ### The Flip Flop Waterfront Beach Retreat - Close to Beaches Palm Harbor 10/10 Exceptional (2) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara M. [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Flip-Flop-Waterfront-Beach-Retreat-Close-To-Beaches.h115766732.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) ![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) ![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) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27480000/27475900/27475848/a2268c7c.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 (58) "Excellent location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristi S. CA $175 CA $747 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-To-The-Beach.h27475848.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=2025-11-25&endDate=2025-11-26®ionId=141455&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%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](//images.trvl-media.com/lodging/1000000/30000/27400/27302/cfa6c456_y.jpg) ### Ramada by Wyndham Tampa Westshore Airport South 10/10 Excellent "All good " [](https://expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.Hotel-Information) ![DoubleTree by Hilton Tampa Rocky Point Waterfront](//images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg) ### DoubleTree by Hilton Tampa Rocky Point Waterfront 10/10 Excellent "The room was impecable, the staff was exceptional, and everything around the hotel was convenient. My view was beautiful! Definitely will be staying there again!" [](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![OASIS BAY SUITES, Tampa, Busch Gardens, USF](//images.trvl-media.com/lodging/104000000/103790000/103788900/103788835/6ccfa0f3_y.jpg) ### OASIS BAY SUITES, Tampa, Busch Gardens, USF 10/10 Excellent "It was clean and nice place to stay" [](https://expedia.ca/Tampa-Hotels-OASIS-BAYSUITES.h103788835.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 "Excellent!" [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![Hotel Alba, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg) ### Hotel Alba, Tapestry Collection by Hilton 10/10 Excellent "The hotel has a wonderful ambience. The service was fantastic. We enjoyed our State immensely, and we are booking the hotel again a year from now." [](https://expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.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 "Rooms were great, staffs were very friendly and helpful. Very convenient to restuarant, beach " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information) ![Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG](//images.trvl-media.com/lodging/1000000/10000/3600/3530/db84dfc1_y.jpg) ### Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG 10/10 Excellent "Very satisfied with services all around " [](https://expedia.ca/Tampa-Hotels-Airport-Inn.h3530.Hotel-Information) ![Hotel South Tampa & Suites](//images.trvl-media.com/lodging/1000000/30000/21700/21685/ebc5e46f_y.jpg) ### Hotel South Tampa & Suites 10/10 Excellent "Good" [](https://expedia.ca/Tampa-Hotels-Hotel-South-Tampa-Suites.h21685.Hotel-Information) ![Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG](//images.trvl-media.com/lodging/1000000/910000/901800/901720/d9f838b5_y.jpg) ### Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG 10/10 Excellent "Friendly employees " [](https://expedia.ca/Tampa-Hotels-Holiday-Inn-Express-Hotel-Suites-Tampa-Northwest-Oldsmar.h901720.Hotel-Information) ## Find out more about Oldsmar ## Oldsmar Cottages information | Number of reviews | 428 | | --- | --- | | Accommodation | 500 Cottages | | Lowest Price | CA $242 | | Highest Price | CA $747 | ## Frequently asked questions ### Why book your cottage in Oldsmar with Expedia? > We think that a vacation should be simple, so if you're looking for cottages in Oldsmar at an affordable rate, Expedia has you covered. Stick to the budget and select a cheap option surrounded by wilderness, or book an upscale cottage to spoil your loved ones. ### How can I find cheap cottages in Oldsmar? > Expedia is here to help you track down cheap cottages in Oldsmar. To reserve your special stay in a couple of clicks, use our convenient filter tool to refine your search by star rating, budget and amenities. ### What is there to do in Oldsmar near my cottage? > If you're ready to discover the sights of Oldsmar, be sure to visit [Oldsmar Flea Market](https://www.expedia.ca/Oldsmar-Flea-Market-Tampa.d6128347.Vacation-Attraction). It's a winner with locals and travelers alike. ## 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) - [Farmstay in Dunedin](https://www.expedia.ca/Dunedin-Agritourism.d7932-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Dunedin](https://www.expedia.ca/Dunedin-Apart-Hotels.d7932-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Dunedin](https://www.expedia.ca/Dunedin-Apartments.d7932-aaApartments.Travel-Guide-Accommodation) - [B&B in Dunedin](https://www.expedia.ca/Dunedin-Bed-And-Breakfast.d7932-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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