Title: Oldsmar Vacation Rentals from CA $209: 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)

![](https://images.trvl-media.com/place/141455/ca92cd1e-64d9-405d-8033-01564984bdd0.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[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 three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-05-22&endDate=2026-05-24&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

![Grand Suite, 3 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/131fbebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/2485702a.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, 2 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/1545f9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Avalon Club

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

Clearwater Beach

9.4/10

Exceptional

(503 reviews)

"Location , staff and suite all are very good! "

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

Ali

CA $310

CA $405 total

includes taxes & fees

Feb 1 - Feb 2

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

![Presidential Suite, 3 Bedrooms, Bay View | Water view](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/47519109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 3 Bedrooms, Bay View | Balcony view](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/02a97701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/82d8d77c.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)

### FUSION Resort Waterfront Suites

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

Treasure Island

9.2/10

Wonderful

(1,120 reviews)

"It was amazing the staff was friendly and everything was beautiful "

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

kevionna

CA $250

CA $330 total

includes taxes & fees

Jan 28 - Jan 29

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

![On the beach](https://images.trvl-media.com/lodging/2000000/1360000/1353000/1352988/ef5c319b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Condo, Balcony, Ocean View (Gulf Front) | Laundry](https://images.trvl-media.com/lodging/2000000/1360000/1353000/1352988/4aaa3a2e.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)

![Premium Condo, Balcony, Ocean View (Gulf Front) | In-room dining](https://images.trvl-media.com/lodging/2000000/1360000/1353000/1352988/52ebd9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Surf Beach Treasure Island Resort

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

Treasure Island

9.2/10

Wonderful

(859 reviews)

"Clean room, convenient location and friendly staff"

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

Jingjing

CA $319

CA $627 total

includes taxes & fees

Jan 28 - Jan 29

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

![Suite, 2 Bedrooms, 2 Bathrooms (Gulf Front) | Living area](https://images.trvl-media.com/lodging/34000000/33560000/33551400/33551358/8f951941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Penthouse, 3 Bedrooms (Gulf Front) | Living area](https://images.trvl-media.com/lodging/34000000/33560000/33551400/33551358/b0df45f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms, 2 Bathrooms (Bay Front) | Terrace/patio](https://images.trvl-media.com/lodging/34000000/33560000/33551400/33551358/ed23c44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Provident Oceana Beachfront Suites

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

Treasure Island

9.4/10

Exceptional

(617 reviews)

"We loved our stay. Front office staff very kind! Our bayside suite views were phenomenal, plenty of dolphin sightings right from your balcony. Beautiful sunrises out the back, gorgeous beach sunsets in the front of the building. Loved the organization and management of a hotel but yet the functionality of a condo-like suite with full kitchen and bedrooms. Can’t wait to go back!"

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

Ashley

CA $256

CA $320 total

includes taxes & fees

Jan 28 - Jan 29

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

![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)

![2 bedrooms, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/880000/871900/871861/330dd621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/880000/871900/871861/50ae7229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Vistas Two Bedroom Beachfront Suites

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

Sunshine Beach

8.8/10

Excellent

(3,446 reviews)

"Great location!"

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

Kyle

CA $246

CA $317 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sunset-Vistas-Two-Bedroom-Beachfront-Suites.h871861.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](https://images.trvl-media.com/lodging/2000000/1380000/1375300/1375270/099aaf56.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)

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

### Barefoot Beach Resort

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

Indian Shores

9.0/10

Wonderful

(911 reviews)

"The room was clean. Everyone was kind. Easy to access. Will stay again. "

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

Melissa Nicole

CA $1,259

CA $1,443 total

includes taxes & fees

Feb 21 - Feb 22

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

![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)

![On the beach, white sand](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154628/881612ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Condo, 2 Bedrooms, Balcony, Beachfront (Gulf Front) | In-room dining](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154628/f3a9f3f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### South Beach Oceanfront Resort

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

Sunshine Beach

9.2/10

Wonderful

(1,128 reviews)

"Excellent location! Clean condo, and having to see the ocean from the balcony was amazing. Bed was comfortable. Staff were friendly and happy. Definitely will be booking again. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Ryan

CA $215

CA $436 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-South-Beach-Condo-Hotel-By-Sunsational-Beach-Rentals-LLC.h1154628.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, 2 Bedrooms, Kitchen | Living area](https://images.trvl-media.com/lodging/4000000/3360000/3351700/3351643/4b1f2da6.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)

![View from property](https://images.trvl-media.com/lodging/4000000/3360000/3351700/3351643/0a13d8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Westwinds Waterfront Resort

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

Treasure Island

9.0/10

Wonderful

(695 reviews)

"Clean comfortable rooms with an amazing view."

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

Kristin

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

![Lunch and dinner served, pool views ](https://images.trvl-media.com/lodging/2000000/1520000/1511600/1511581/18ca7b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio King or Queen, Waterfront View | Balcony](https://images.trvl-media.com/lodging/2000000/1520000/1511600/1511581/5110b71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1511600/1511581/56919794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1511600/1511581/4cd2bb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beso Del Sol Resort

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beso-Del-Sol-Resort.h1511581.Hotel-Information)

Dunedin

8.8/10

Excellent

(685 reviews)

"Great room!"

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

Agnes

CA $197

CA $274 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beso-Del-Sol-Resort.h1511581.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)

![The Adaline #7 - Second Floor Suite](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/f4efda1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/3f355849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Adaline #8 - 2nd Floor Suite | Living area](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/1f4974e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Adaline

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

Hyde Park

9.6/10

Exceptional

(65 reviews)

"Really a great place. Everything was perfect."

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

John

CA $232

CA $535 total

includes taxes & fees

Jan 28 - Jan 29

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

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073016/d4780f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073016/d008b7e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073016/4a0f5f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073016/577c04c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Casita - Steps From 7th Ave

[](https://www.expedia.ca/Tampa-Hotels-La-Casita-Steps-From-7th-Ave.h123073016.Hotel-Information)

Ybor City

CA $159

CA $402 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Tampa-Hotels-La-Casita-Steps-From-7th-Ave.h123073016.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/106000000/105670000/105660200/105660150/w1439h960x0y0-f4ec1ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/106000000/105670000/105660200/105660150/917c6e13.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)

![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/106000000/105670000/105660200/105660150/75c49dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Resort Condo Gulf Sun Set 

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

Dunedin

10/10

Exceptional

(3 reviews)

"The place was nice quiet and clean. Nice little tiki bar on site also. Good communication before arrival also. "

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

joe

CA $434

CA $742 total

includes taxes & fees

Jan 30 - Jan 31

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

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1150900/1150826/ff97f2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | Dining room](https://images.trvl-media.com/lodging/2000000/1160000/1150900/1150826/01ea2f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1150900/1150826/0d478823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Kitchenette](https://images.trvl-media.com/lodging/2000000/1160000/1150900/1150826/acdfa22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Fold Hotels Indian Shores

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Legacy-Vacation-Resorts-Indian-Shores.h1150826.Hotel-Information)

Indian Shores

9.2/10

Wonderful

(944 reviews)

"This is a delightful place for family time with our daughter. It's an easy walk to the beach, the hot tub was a treat at the end of the day, and the room is a great place to relax and visit."

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

Kimberly

CA $229

CA $279 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Legacy-Vacation-Resorts-Indian-Shores.h1150826.Hotel-Information)

![Family Cottage | Terrace/patio](https://images.trvl-media.com/lodging/39000000/38300000/38291100/38291016/e7a8976f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/39000000/38300000/38291100/38291016/93be3aa7.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)

![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)

### BeachTrail Lodging

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

Indian Rocks Beach

9.8/10

Exceptional

(96 reviews)

"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 $274

CA $619 total

includes taxes & fees

Jan 28 - Jan 29

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

![Exclusive Apartment | Terrace/patio](https://images.trvl-media.com/lodging/91000000/90230000/90223600/90223588/abbc5665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, Balcony, Bay View | Living area](https://images.trvl-media.com/lodging/91000000/90230000/90223600/90223588/w2499h1665x1y1-ca5dbb90.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)

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

### The BC Resort on the Water

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

St. Petersburg

7.4/10

Good

(16 reviews)

"Great location, great price, great customer service"

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

Charles

CA $227

CA $460 total

includes taxes & fees

Jan 30 - Jan 31

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

![Exterior](https://images.trvl-media.com/lodging/98000000/97200000/97197100/97197015/5691832e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/98000000/97200000/97197100/97197015/27ea03a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/98000000/97200000/97197100/97197015/dad54cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/98000000/97200000/97197100/97197015/3db8cbb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### John's Pass Hotel

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Johns-Pass-Hotel.h97197015.Hotel-Information)

Madeira Beach

8.6/10

Excellent

(287 reviews)

"Great location, staff and room"

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

Saori

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Johns-Pass-Hotel.h97197015.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)

![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2310000/2301500/2301415/d82865b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Pool View (3 Bedroom Penthouse Suite) | Living room](https://images.trvl-media.com/lodging/3000000/2310000/2301500/2301415/4150877f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Pool View (3 Bedroom Penthouse Suite) | View from room](https://images.trvl-media.com/lodging/3000000/2310000/2301500/2301415/868a2346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crystal Palms Beach Resort

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

Sunshine Beach

8.8/10

Excellent

(2,369 reviews)

"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 $195

CA $244 total

includes taxes & fees

Feb 2 - Feb 3

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

![Junior Apartment, 1 Queen Bed with Sofa bed, Patio | Living area](https://images.trvl-media.com/lodging/121000000/120470000/120464800/120464787/w2499h1666x1y1-2354754a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 2 Bedrooms, Patio | Living area](https://images.trvl-media.com/lodging/121000000/120470000/120464800/120464787/w2499h1666x1y1-65eb1494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/121000000/120470000/120464800/120464787/w2499h1405x1y1-b4388f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 2 Bedrooms, Patio | Living area](https://images.trvl-media.com/lodging/121000000/120470000/120464800/120464787/w2499h1665x1y1-d43e98c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Island

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

Isle of Palms

10/10

Exceptional

(1 review)

"Smaller than we thought but great host and nice stay"

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

Carol

CA $232

CA $566 total

includes taxes & fees

Jan 28 - Jan 29

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

![Exterior](https://images.trvl-media.com/lodging/11000000/10240000/10234700/10234643/9c718fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/11000000/10240000/10234700/10234643/6f87abf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/11000000/10240000/10234700/10234643/01154597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch TV with satellite channels](https://images.trvl-media.com/lodging/11000000/10240000/10234700/10234643/7c36a3ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunshine Cozy Cottages

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sunshine-Cozy-Cottages.h10234643.Hotel-Information)

Indian Rocks Beach

9.2/10

Wonderful

(38 reviews)

"Cottages are as advertised, comfortable and near the beach and restaurants are in walking distance."

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

Gordon

CA $259

CA $551 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sunshine-Cozy-Cottages.h10234643.Hotel-Information)

![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)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/d8f0b535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549763/48fdcb58.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)

### Cozy St Pete Home \~ 2 Mi to Madeira Beach!

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

Bay Pines

10/10

Exceptional

(1 review)

"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 $333 total

includes taxes & fees

Feb 3 - Feb 4

[](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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&regionId=141455&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America&regionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CONDO)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America&regionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America&regionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America&regionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America&regionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America&regionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America&regionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CABIN)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Oldsmar%2C+Florida%2C+United+States+of+America&regionId=141455&latLong=28.034185%2C-82.6651&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=HOUSE_BOAT)

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## Top Oldsmar Hotel Reviews

![Grand Hyatt Tampa Bay](https://images.trvl-media.com/lodging/1000000/10000/7600/7558/c83fd2a1_y.jpg)

### Grand Hyatt Tampa Bay

10/10 Excellent

"We love the Casita, this was our 2nd stay and will be back!"

[](https://expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.Hotel-Information)

![Hyatt House Tampa Airport Westshore](https://images.trvl-media.com/lodging/58000000/57940000/57932000/57931971/81fdbc9d_y.jpg)

### Hyatt House Tampa Airport Westshore

10/10 Excellent

"Very nice room and staff only thing I didn’t like is you pay 12.00 a day for parking on the hotel grounds .. over all very nice stay "

[](https://expedia.ca/Tampa-Hotels-Hyatt-House-Tampa-Airport-Westshore.h57931971.Hotel-Information)

![DoubleTree by Hilton Tampa Rocky Point Waterfront](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg)

### DoubleTree by Hilton Tampa Rocky Point Waterfront

10/10 Excellent

"room ready early, nice pool to hang at, staff profesionnal and happy, room clean"

[](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information)

![The Westshore Grand, A Tribute Portfolio Hotel, Tampa](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/bb4afd26_y.jpg)

### The Westshore Grand, A Tribute Portfolio Hotel, Tampa

10/10 Excellent

"It was great! Good service, immaculate room, helpful and friendly staff, in a great location work lots of great restaurants and coffee places nearby. Would go back! "

[](https://expedia.ca/Tampa-Hotels-The-Westshore-Grand.h5781.Hotel-Information)

![Barefoot Beach Club](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682_y.jpg)

### Barefoot Beach Club

10/10 Excellent

"Yes the room was clean daytime host was very good and accommodating, no nighttime host just a phone number. Excellent location on the beach and short walk to John's Pass and local restaurants. Will definitely stay there again on our next trip. Had our Granddaughter visiting us from up North while on College break and she loved it. It's our 3rd visit from Central fl so we new the area definitely worth the money."

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.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

"Clean rooms and staff was very helpful! Arranged our shuttle ride to port and Busch gardens. Breakfast was great, lots of options hot foods and regular breakfast items. "

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

![Bilmar Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/9900/9862/171d2adc_y.jpg)

### Bilmar Beach Resort

10/10 Excellent

"Property was well kept. Front desk staff was so nice, helpful and knowledgeable. Room was very clean. We will definitely be back "

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Bilmar-Beach-Resort.h9862.Hotel-Information)

![Ramada by Wyndham Tampa Westshore Airport South](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/cfa6c456_y.jpg)

### Ramada by Wyndham Tampa Westshore Airport South

10/10 Excellent

"Great experience "

[](https://expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.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

"I chose this hotel because it was conveniently located between the airport and cruise port, and it was a good price. The rooms were clean, the staff was friendly and knowledgeable, and the hotel grounds were well cared for. The only negative was that we would have had to cross the busy street to get to a restaurant for dinner. But there was a Subway a short walk from the hotel, and the lady making the subs was awesome. "

[](https://expedia.ca/Tampa-Hotels-Hotel-South-Tampa-Suites.h21685.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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## Frequently asked questions

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- [Beach Hotel in Brandon](https://expedia.ca/Brandon-Hotels-Beach-Hotel.0-0-d6131428-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Best Western Hotels in Zephyrhills](https://expedia.ca/Zephyrhills-Hotels-Best-Western.0-0-d10682--bBestWestern.Travel-Guide-Filter-Hotels)
- [Marriott Hotels & Resorts Hotels in Brandon](https://expedia.ca/Brandon-Hotels-Marriott-Hotels-Resorts.0-0-d6131428--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [Best Western Hotels in Brandon](https://expedia.ca/Brandon-Hotels-Best-Western.0-0-d6131428--bBestWestern.Travel-Guide-Filter-Hotels)
- [Hotels in Wesley Chapel](https://expedia.ca/Wesley-Chapel-Hotels.d6048146.Travel-Guide-Hotels)
- [LGBT Friendly Hotels in Seffner](https://expedia.ca/Seffner-Hotels-LGBT-Friendly-Hotel.0-0-d183120-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Hilton Hotels Hotels in Apollo Beach](https://expedia.ca/Apollo-Beach-Hotels-Hilton-Hotels.0-0-d6399--bHiltonHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Wesley Chapel](https://expedia.ca/Wesley-Chapel-Hotels-Hotel-With-Pool.0-0-d6048146-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Pet-friendly Hotels in Zephyrhills](https://expedia.ca/Zephyrhills-Hotels-Pet-Friendly-Hotel.0-0-d10682-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Brandon](https://expedia.ca/Brandon-Hotels.d6131428.Travel-Guide-Hotels)
- [Hotels near Benchmark International Arena](https://expedia.ca/Benchmark-International-Arena-Hotels.0-l6139257-0.Travel-Guide-Filter-Hotels)
- [Ski Hotels in Brandon](https://expedia.ca/Brandon-Hotels-Ski-Hotel.0-0-d6131428-tSkiHotel.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Flights to Zephyrhills](https://expedia.ca/Cheap-Flights-To-Zephyrhills.d10682.Travel-Guide-Flights)
- [Cheap Flights to Wesley Chapel](https://expedia.ca/Cheap-Flights-To-Wesley-Chapel.d6048146.Travel-Guide-Flights)

Cars

- [Hertz Car Rentals In Brandon](https://expedia.ca/Hertz-Car-Rentals-In-Brandon.d6131428-c40.Car-Rental-Guide-Suppliers)
- [pickup Car Rentals in Zephyrhills](https://expedia.ca/Pickup-Car-Rentals-In-Zephyrhills.d10682-tPickup.Car-Rental-Guide-Class)
- [Avis Car Rentals In Zephyrhills](https://expedia.ca/Avis-Car-Rentals-In-Zephyrhills.d10682-c41.Car-Rental-Guide-Suppliers)

Activities

- [Things to do in Brandon](https://expedia.ca/Things-To-Do-In-Brandon.d6131428.Travel-Guide-Activities)
- [Things to do in Apollo Beach](https://expedia.ca/Things-To-Do-In-Apollo-Beach.d6399.Travel-Guide-Activities)

Packages

- [Adventure Island](https://expedia.ca/Adventure-Island-Terrace-Park.d503014.Vacation-Attraction)
- [Busch Gardens Tampa Bay](https://expedia.ca/Busch-Gardens-Tampa-Bay-Terrace-Park.d6048135.Vacation-Attraction)
- [Zephyrhills Vacations](https://expedia.ca/Zephyrhills.d10682.Destination-Travel-Guides)
- [ZooTampa at Lowry Park](https://expedia.ca/ZooTampa-At-Lowry-Park-Lowry-Park-Central.d503056.Vacation-Attraction)

Vacation Rentals

- [Zephyrhills Vacation Rentals](https://expedia.ca/Zephyrhills-Vacation-Rentals.d10682.Travel-Guide-VacationRentals)

General

- [Visit Zephyrhills](https://expedia.ca/Zephyrhills.dx10682)
- [Visit Apollo Beach](https://expedia.ca/Apollo-Beach.dx6399)
- [Visit Land O' Lakes](https://expedia.ca/Land-O-Lakes.dx123944)

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