Title: Oldsmar Vacation Rentals from CA $175: Short-Term Rentals for 2026 | Expedia.ca

[Oldsmar Travel Guide](https://expedia.ca/Oldsmar.dx141455)[Hotels in Oldsmar](https://expedia.ca/Oldsmar-Hotels.d141455.Travel-Guide-Hotels)[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 gazebo at Veterans Memorial Park in Oldsmar, Florida](https://images.trvl-media.com/place/141455/ca92cd1e-64d9-405d-8033-01564984bdd0.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Oldsmar Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-12-12&endDate=2025-12-13&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-12-13&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oldsmar vacation rentals

![Standard Suite, 2 Bedrooms, Ocean View | View from room](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/2f946e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/f8154075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/db5219ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Clearwater Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Avalon-Beach-Club.h67572769.Hotel-Information)

9.4/10

Exceptional

(488)

"The room was clean and the size was very accommodating for the group we had"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hollie

CA $296

CA $390 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Avalon-Beach-Club.h67572769.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/2000000/1360000/1353000/1352988/f3ef25d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Condo, Balcony, Ocean View (Gulf Front) | Living area](https://images.trvl-media.com/lodging/2000000/1360000/1353000/1352988/2d2c9f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1360000/1353000/1352988/d5698288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1360000/1353000/1352988/3eb41bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Treasure Island

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Surf-Beach-Resort-By-Sunsational-Beach-Rentals-LLC.h1352988.Hotel-Information)

9.2/10

Wonderful

(853)

"Room was clean and the front desk was very nice. We would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca

CA $229

CA $517 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Surf-Beach-Resort-By-Sunsational-Beach-Rentals-LLC.h1352988.Hotel-Information)

![Presidential Suite, 3 Bedrooms, Bay View](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/bea713d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/c1da260b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/8accce75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/2c9bbf90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Treasure Island

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-FUSION-Resort.h36176495.Hotel-Information)

9.2/10

Wonderful

(1104)

"The property was so nice, clean, staff was extremely friendly."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tiffany

CA $214

CA $288 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-FUSION-Resort.h36176495.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90230000/90223600/90223588/d7d3b56c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, Balcony, Bay View | Terrace/patio](https://images.trvl-media.com/lodging/91000000/90230000/90223600/90223588/w2499h1664x1y1-bf3160db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo | Living room](https://images.trvl-media.com/lodging/91000000/90230000/90223600/90223588/1eec5bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Apartment, Balcony, Bay View | Living area](https://images.trvl-media.com/lodging/91000000/90230000/90223600/90223588/5ba63039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in St. Petersburg

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-BC-Resort-On-The-Water.h90223588.Hotel-Information)

7.4/10

Good

(16)

"Great location, great price, great customer service"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charles

CA $161

CA $398 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-BC-Resort-On-The-Water.h90223588.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/34000000/33560000/33551400/33551358/162f1150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, 2 Bedrooms, 2 Bathrooms (Bay Front) | Living area](https://images.trvl-media.com/lodging/34000000/33560000/33551400/33551358/644ae509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/34000000/33560000/33551400/33551358/92117304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/34000000/33560000/33551400/33551358/7dffacbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Treasure Island

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Provident-Oceana-Beachfront-Suites.h33551358.Hotel-Information)

9.4/10

Exceptional

(611)

"I believe the pool area the Jacuzzi should be open at least till 9:00 or 10:00 p.m."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

GARY

CA $171

CA $225 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Provident-Oceana-Beachfront-Suites.h33551358.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003219/1c6ff36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003219/da50ddeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003219/4a9374cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003219/b8d0a099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Ybor City

[](https://www.expedia.ca/Tampa-Hotels-NEW-Casa-Fuente-Ybor-Bungalow-Steps-To-7th-Ave.h109003219.Hotel-Information)

10/10

Exceptional

(1)

"We had a wonderful experience at this house. It was clean, spacious, and beautifully maintained, with all the amenities we needed for a comfortable stay. We truly felt at home. Highly recommended!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sean

CA $315

CA $729 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Tampa-Hotels-NEW-Casa-Fuente-Ybor-Bungalow-Steps-To-7th-Ave.h109003219.Hotel-Information)

![Premium Condo, 1 Bedroom | In-room dining](https://images.trvl-media.com/lodging/2000000/1380000/1375300/1375270/1e2635cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/2000000/1380000/1375300/1375270/7990675d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Condo, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/2000000/1380000/1375300/1375270/b51a5530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1380000/1375300/1375270/bd06c28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Indian Shores

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Resort.h1375270.Hotel-Information)

9.0/10

Wonderful

(905)

"Was just as advertised, staff went out of their way to make sure both condos booked were close together. Smooth check in process, even arriving after hours. Great price to be as close to the beach as we were. Definitely would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dustin

CA $178

CA $221 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Resort.h1375270.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/4000000/3360000/3351700/3351643/91a34767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom, Kitchen, Bay View | Private kitchen](https://images.trvl-media.com/lodging/4000000/3360000/3351700/3351643/868a00b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/4000000/3360000/3351700/3351643/04bae7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/4000000/3360000/3351700/3351643/d9c0a266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Treasure Island

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Westwinds-Waterfront-Resort.h3351643.Hotel-Information)

9.0/10

Wonderful

(692)

"AWESOME location! Right on the bay and 25 steps to the Gulf! 2 minute walk to Publix; 3 minute walk to Walgreens. 1.5 block to a Treasure Island Beach, where there was a sand castle festival for 3 days. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

susan

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Westwinds-Waterfront-Resort.h3351643.Hotel-Information)

![Jade House at The Gemma | Living area](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/79e8e064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/a1fe2dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Jade House at The Gemma](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/bacd0ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Onyx House at The Gemma | Private spa tub](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/d9b050db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Clearwater Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Gemma-By-Brightwild.h104287738.Hotel-Information)

10/10

Exceptional

(2)

"Amazing property"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rusty

CA $1,410

CA $2,520 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Gemma-By-Brightwild.h104287738.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532800/93532726/afb08868.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/94000000/93540000/93532800/93532726/0266ab0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532800/93532726/3a0969db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Port Tampa City

[](https://www.expedia.ca/Tampa-Hotels-Sun-Kissed-Pet-Friendly-Home-3-Mi-To-Ocean.h93532726.Hotel-Information)

10/10

Exceptional

(4)

"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 $186

CA $507 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Tampa-Hotels-Sun-Kissed-Pet-Friendly-Home-3-Mi-To-Ocean.h93532726.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/1000000/880000/871900/871861/694550f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/880000/871900/871861/fd36750d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach views, open daily](https://images.trvl-media.com/lodging/1000000/880000/871900/871861/285fc249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/880000/871900/871861/0d06635c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Sunshine Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sunset-Vistas-Two-Bedroom-Beachfront-Suites.h871861.Hotel-Information)

8.8/10

Excellent

(3409)

"The location is EXCELLENT, the staff was welcoming and accommodating, and our room had everything we needed to fulfill our goal of being beach bums and mermaids... We can't wait to come back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaimie

CA $184

CA $247 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sunset-Vistas-Two-Bedroom-Beachfront-Suites.h871861.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154628/2fcb9744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154628/d4258ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154628/896c57ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154628/e919a394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Sunshine Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-South-Beach-Condo-Hotel-By-Sunsational-Beach-Rentals-LLC.h1154628.Hotel-Information)

9.2/10

Wonderful

(1122)

"Great place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela

CA $208

CA $429 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-South-Beach-Condo-Hotel-By-Sunsational-Beach-Rentals-LLC.h1154628.Hotel-Information)

![Family Cottage | Private kitchen](https://images.trvl-media.com/lodging/39000000/38300000/38291100/38291016/6f80b708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment 1 | Private kitchen](https://images.trvl-media.com/lodging/39000000/38300000/38291100/38291016/ec446b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/39000000/38300000/38291100/38291016/72297797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cottage | Terrace/patio](https://images.trvl-media.com/lodging/39000000/38300000/38291100/38291016/f18b6d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Indian Rocks Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-BeachTrail-Lodging.h38291016.Hotel-Information)

9.8/10

Exceptional

(96)

"Great location to walk to the water park or the beach."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leslie

CA $222

CA $562 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-BeachTrail-Lodging.h38291016.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120470000/120464800/120464787/w2499h1405x1y1-c51b8d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Apartment, 1 Queen Bed with Sofa bed, Patio](https://images.trvl-media.com/lodging/121000000/120470000/120464800/120464787/w2499h1666x1y1-b7feb076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 2 Bedrooms, Patio | Private kitchen](https://images.trvl-media.com/lodging/121000000/120470000/120464800/120464787/2f8a1a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/121000000/120470000/120464800/120464787/w2500h1405x0y1-32c21eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Isle of Palms

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Treasure-Island.h120464787.Hotel-Information)

CA $159

CA $442 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Treasure-Island.h120464787.Hotel-Information)

![House](https://images.trvl-media.com/lodging/107000000/106960000/106955400/106955337/39c0a25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/107000000/106960000/106955400/106955337/9e4afbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/107000000/106960000/106955400/106955337/9829ca1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106960000/106955400/106955337/f5cac5d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Tarpon Springs

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Tarpon-Treasure-Family-Home-5-Mins-To-Beach.h106955337.Hotel-Information)

9.6/10

Exceptional

(4)

"Chill Place great vibes"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Crissie

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Tarpon-Treasure-Family-Home-5-Mins-To-Beach.h106955337.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2310000/2301500/2301415/3379c3cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Pool View (3 Bedroom Penthouse Suite) | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2310000/2301500/2301415/435d2b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/3000000/2310000/2301500/2301415/7a07a61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Accessible, Pool View (2 Bedroom Suite ADA) | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2310000/2301500/2301415/406db257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Sunshine Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Crystal-Palms-Beach-Resort.h2301415.Hotel-Information)

8.8/10

Excellent

(2359)

"Unit size was very nice and the linens were good quality. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

CA $164

CA $209 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Crystal-Palms-Beach-Resort.h2301415.Hotel-Information)

![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/106000000/105670000/105660200/105660150/b0f4fdbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Triple Room, Balcony](https://images.trvl-media.com/lodging/106000000/105670000/105660200/105660150/92015782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/106000000/105670000/105660200/105660150/w1440h959x0y1-aeff60f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/106000000/105670000/105660200/105660150/bec369ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Dunedin

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Waterfront-Resort-Condo-Gulf-Sun-Set.h105660150.Hotel-Information)

10/10

Exceptional

(3)

"Great place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

CA $311

CA $605 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Waterfront-Resort-Condo-Gulf-Sun-Set.h105660150.Hotel-Information)

![Deluxe Apartment](https://images.trvl-media.com/lodging/100000000/99930000/99923500/99923404/w1600h1199x0y1-0bc5447e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Apartment](https://images.trvl-media.com/lodging/100000000/99930000/99923500/99923404/c66255fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment](https://images.trvl-media.com/lodging/100000000/99930000/99923500/99923404/w1600h1199x0y1-6147dfe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99930000/99923500/99923404/152cdf07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Rocky Point

[](https://www.expedia.ca/Tampa-Hotels-The-Hemingway.h99923404.Hotel-Information)

7.6/10

Good

(18)

"Great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

elvis

CA $151

CA $388 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Tampa-Hotels-The-Hemingway.h99923404.Hotel-Information)

![The Adaline #6 - 2nd Floor Suite | Dining room](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/2cb71c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/e4c62b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Adaline #7 - Second Floor Suite | View from room](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/73c042ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/9e84d960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Hyde Park

[](https://www.expedia.ca/Tampa-Hotels-The-Adaline.h96044015.Hotel-Information)

9.6/10

Exceptional

(58)

"4th time staying here. Amazing stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dawn

CA $205

CA $507 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Tampa-Hotels-The-Adaline.h96044015.Hotel-Information)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/a32b2e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/0c573aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/04a63237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/0b266d8d.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)

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 $110

CA $335 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy-St-Pete-Home-2-Mi-To-Madeira-Beach.h105549763.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.

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## Top Oldsmar Hotel Reviews

![Hilton Tampa Airport Westshore](https://images.trvl-media.com/lodging/1000000/10000/5900/5870/13bee16f_y.jpg)

### Hilton Tampa Airport Westshore

10/10 Excellent

"Na"

[](https://expedia.ca/Tampa-Hotels-Hilton-Tampa-Airport-Westshore.h5870.Hotel-Information)

![Hilton St. Petersburg Carillon Park](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/38c82250_y.jpg)

### Hilton St. Petersburg Carillon Park

10/10 Excellent

"Breakfast was perfect. Room was perfect "

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Carillon-Park.h1363982.Hotel-Information)

![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg)

### Wyndham Grand Clearwater Beach

10/10 Excellent

"Ok"

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information)

![Hotel South Tampa & Suites](https://images.trvl-media.com/lodging/1000000/30000/21700/21685/ebc5e46f_y.jpg)

### Hotel South Tampa & Suites

10/10 Excellent

"Great room, very clean! The staff were super friendly."

[](https://expedia.ca/Tampa-Hotels-Hotel-South-Tampa-Suites.h21685.Hotel-Information)

![Pier House 60 Clearwater Beach Marina Hotel](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/371277b8_y.jpg)

### Pier House 60 Clearwater Beach Marina Hotel

10/10 Excellent

"All good"

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Pier-House-60-Clearwater-Beach-Marina-Hotel.h1622046.Hotel-Information)

![OASIS BAY SUITES, Tampa, Busch Gardens, USF](https://images.trvl-media.com/lodging/104000000/103790000/103788900/103788835/6ccfa0f3_y.jpg)

### OASIS BAY SUITES, Tampa, Busch Gardens, USF

10/10 Excellent

"The room was clean, and the staff were extraordinarily kind at the front desk. What a wonderful experience all around. "

[](https://expedia.ca/Tampa-Hotels-OASIS-BAYSUITES.h103788835.Hotel-Information)

![Hampton Inn & Suites Tampa Airport Avion Park Westshore](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/3e0be467_y.jpg)

### Hampton Inn & Suites Tampa Airport Avion Park Westshore

10/10 Excellent

"Airport shuttle was efficient."

[](https://expedia.ca/Tampa-Hotels-Hampton-Inn-Suites-Tampa-Airport-Avion-Park-Westshore.h15816033.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

"Very nice staff"

[](https://expedia.ca/Tampa-Hotels-The-Barrymore-Hotel-Tampa-Riverwalk.h2040.Hotel-Information)

![Hyatt Regency Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/c3ff81f1_y.jpg)

### Hyatt Regency Clearwater Beach Resort & Spa

10/10 Excellent

"Beautiful. Staff is great! Its a must stay"

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information)

## Find out more about Oldsmar

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oldsmar. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Oldsmar ](https://expedia.ca/Oldsmar-Private-Vacation-Homes.d141455-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Oldsmar ](https://expedia.ca/Oldsmar-Condos.d141455-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Oldsmar ](https://expedia.ca/Oldsmar-Apartments.d141455-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Oldsmar ](https://expedia.ca/Oldsmar-Cottages.d141455-aaCottages.Travel-Guide-Accommodation)
- [Villas in Oldsmar ](https://expedia.ca/Oldsmar-Villas.d141455-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Oldsmar ](https://expedia.ca/Oldsmar-Resort-Hotels.d141455-aaResortHotels.Travel-Guide-Accommodation)
- [Guest Houses in Oldsmar ](https://expedia.ca/Oldsmar-Guest-Houses.d141455-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Oldsmar ](https://expedia.ca/Oldsmar-Apart-Hotels.d141455-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Oldsmar ](https://expedia.ca/Oldsmar-Motels.d141455-aaMotels.Travel-Guide-Accommodation)
- [B&B in Oldsmar ](https://expedia.ca/Oldsmar-Bed-And-Breakfast.d141455-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Oldsmar ](https://expedia.ca/Oldsmar-Cabins.d141455-aaCabins.Travel-Guide-Accommodation)
- [Townhomes in Oldsmar ](https://expedia.ca/Oldsmar-Townhomes.d141455-aaTownhomes.Travel-Guide-Accommodation)
- [Houseboats in Oldsmar ](https://expedia.ca/Oldsmar-Houseboats.d141455-aaHouseboats.Travel-Guide-Accommodation)
- [Condo Resorts in Oldsmar ](https://expedia.ca/Oldsmar-Condominium-Resort.d141455-aaCondominiumResort.Travel-Guide-Accommodation)
- [Chalets in Oldsmar ](https://expedia.ca/Oldsmar-Chalets.d141455-aaChalets.Travel-Guide-Accommodation)
- [Hostels in Oldsmar ](https://expedia.ca/Oldsmar-Hostels.d141455-aaHostels.Travel-Guide-Accommodation)
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- [RV Parks in Oldsmar ](https://expedia.ca/Oldsmar-RV-Parks.d141455-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Oldsmar?

### What are some of the best vacation home rentals in Oldsmar?

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