Title: Osprey Vacation Rentals from CA $315: Short-Term Rentals for 2026 | Expedia.ca

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![Great Heron](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Osprey vacation rentals

![Beach towels](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/68ecfea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/fc1eb47f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/94de1111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/9ce5bade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Osprey Home

[](https://www.expedia.ca/Osprey-Hotels-Charming-Osprey-Home.h120681763.Hotel-Information)

Bay Acres

10/10

Exceptional

(1 review)

"Upon entering the property, we felt it was clean, bright and very welcoming. We loved the decor and the nice spaces in this two bedroom, two bath home. We thought the location was perfect, right across the main street is Walmart for quick grocery items, and we liked the amenities including a kettle for hot tea, a coffeemaker and a fully equipped kitchen! We would have liked to have more than two beach towels, but we made do with two. The laundry room was convenient for washing clothes and did...

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

Van-Ha N.

CA $360

CA $673 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Osprey-Hotels-Charming-Osprey-Home.h120681763.Hotel-Information)

![Cabin (Tiny House - Green Lifeguard Stand) | Living area](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/c4c71831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House - The Siesta) | Private kitchen](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/aa92991f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House - The Siesta)](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/13a5c36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House - The Siesta) | Living area](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/69212d51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny House Siesta

[](https://www.expedia.ca/Sarasota-Hotels-Tiny-House-Siesta.h21430911.Hotel-Information)

Sarasota

8.4/10

Very good

(349 reviews)

"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"

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

Justice

CA $136

CA $320 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Sarasota-Hotels-Tiny-House-Siesta.h21430911.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/f85b62a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/28955014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/cfa0f723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Room (Specialty Room)](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/7faca073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Beach Resorts

[](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

South Village

9.4/10

Exceptional

(5,287 reviews)

"Wonderful stay!"

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

Victoria

CA $273

CA $344 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/9a646a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/78c2df61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/9b700b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Pets Not Allowed](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/cc664fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kon Tiki Inn

[](https://www.expedia.ca/Venice-Hotels-Kon-Tiki-Inn.h90021825.Hotel-Information)

Venice Island

10/10

Exceptional

(253 reviews)

"Great place! "

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

Michelle

CA $399

CA $451 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Venice-Hotels-Kon-Tiki-Inn.h90021825.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4232d07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Retreat Suite | Private kitchen](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/7e61bdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hideaway Studio | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/018c8641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captiva Beach Resort

[](https://www.expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information)

South Village

9.0/10

Wonderful

(1,196 reviews)

"The front desk staff was professional and friendly. "

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

Agnieszka

CA $321

CA $386 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information)

![Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/b278ba9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/e6cbbbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/bf379373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/4b30e45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hibiscus Suites - Gateway to Siesta Key

[](https://www.expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information)

Sarasota

8.6/10

Excellent

(2,248 reviews)

"Very clean, and staff was extremely nice. "

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

Maribeth

CA $299

CA $338 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/d705f490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![57-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/58d9a582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/278a5fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/e9de80f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ringling Beach House

[](https://www.expedia.ca/Sarasota-Hotels-The-Ringling-Beach-House.h5452904.Hotel-Information)

Siesta Key

9.0/10

Wonderful

(352 reviews)

"great location, very clean, quiet"

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

Joaquin

[](https://www.expedia.ca/Sarasota-Hotels-The-Ringling-Beach-House.h5452904.Hotel-Information)

![Beachside One Bedroom Suite](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/31f9068d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/fa86635e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bayside Two Bedroom](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c30fa425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c6914d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Beach Retreat

[](https://www.expedia.ca/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

Casey Key

9.2/10

Wonderful

(595 reviews)

"The location is ideal, rooms are nice and the owners are extremely accommodating. "

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

Catherine

CA $279

CA $315 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72570000/72569400/72569341/2205650e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72570000/72569400/72569341/55efd716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72570000/72569400/72569341/8bf9dab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, dining tables](https://images.trvl-media.com/lodging/73000000/72570000/72569400/72569341/f4ccb449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much more

[](https://www.expedia.ca/Bradenton-Hotels-Near-To-The-Beach.h72569341.Hotel-Information)

Bayshore Gardens

9.2/10

Wonderful

(36 reviews)

"Very nice place, easy check in, and communicative host"

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

Cristopher M.

CA $103

CA $237 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Bradenton-Hotels-Near-To-The-Beach.h72569341.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90210000/90201700/90201631/3bce123d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90210000/90201700/90201631/80adbf9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90210000/90201700/90201631/37f08500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90210000/90201700/90201631/b7c79ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \[lounge like locals\] walk to siesta beach +bikes

[](https://www.expedia.ca/Siesta-Key-Hotels-Lounge-Like-Locals-Walk-To-Siesta-Beach-Bikes.h90201631.Hotel-Information)

Siesta Key

9.8/10

Exceptional

(29 reviews)

"The property was very clean and conveniently located ."

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

David

CA $380

CA $778 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Siesta-Key-Hotels-Lounge-Like-Locals-Walk-To-Siesta-Beach-Bikes.h90201631.Hotel-Information)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e9ce27d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/c6eb17ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/66da17bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/816bf8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn On Siesta Key

[](https://www.expedia.ca/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information)

Siesta Key

10/10

Exceptional

(194 reviews)

"Very charming place! Great location for the beach and restaurants. Would definitely stay again."

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

Blaine

CA $659

CA $821 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/112000000/111600000/111594000/111593945/a513603c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111600000/111594000/111593945/fcf007c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111600000/111594000/111593945/cfb63e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111600000/111594000/111593945/6732718a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nestled in North Port. Updated 2 Bed / 1 Bath.

[](https://www.expedia.ca/North-Port-Hotels-Nestled-In-North-Port-Updated-2-Bed-1-Bath.h111593945.Hotel-Information)

North Port

10/10

Exceptional

(16 reviews)

"Great place loved how clean and put together everything was would definitely stay here again"

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

Jacob

CA $151

CA $347 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/North-Port-Hotels-Nestled-In-North-Port-Updated-2-Bed-1-Bath.h111593945.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/ca9e4b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/0a86937c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/5a3a0e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/364b5edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming cottage for 2 across warm mineral springs park

[](https://www.expedia.ca/North-Port-Hotels-Charming-Cottage-For-2-Across-Warm-Mineral-Springs-Park.h112257306.Hotel-Information)

Warm Mineral Springs

9.4/10

Exceptional

(13 reviews)

"Property was perfect for the price."

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

William M.

CA $89

CA $221 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/North-Port-Hotels-Charming-Cottage-For-2-Across-Warm-Mineral-Springs-Park.h112257306.Hotel-Information)

![447 Avenida De Mayo, Siesta Key, FL W/Pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/d4eb4c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![711 Beach Rd, Siesta Key, FL No Pool | Living area](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/5e8feac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![511 Avenida De Mayo, Siesta Key, FL W/Pool | Living area](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/ad08dd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/1d0ef5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Key Island Rentals

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information)

Siesta Key

9.6/10

Exceptional

(59 reviews)

"Wonderful stay,Great owners,Fun times"

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

Cornelia

CA $420

CA $731 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information)

![Deluxe Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/5b42b650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Room](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/1e7203ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/a2fa219e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/3e86e596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SeaSpray Resort

[](https://www.expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information)

Siesta Key

9.6/10

Exceptional

(91 reviews)

"Very clean very quiet and a great location to the beach."

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

Dave

CA $668

CA $755 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/96dfb133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/6e62c16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/505b553e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/654d6bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverside Oasis 1Bed/1Bath

[](https://www.expedia.ca/Sarasota-Hotels-Riverside-Oasis-1bed1bath.h62599089.Hotel-Information)

Bayou Oaks

9.2/10

Wonderful

(43 reviews)

"Excellent place to stay"

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

garry s.

CA $86

CA $179 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Sarasota-Hotels-Riverside-Oasis-1bed1bath.h62599089.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/1cbee306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/d30a16ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/90cc31e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/5bac585b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Fun: Ping Pong, Bbq, Walk to Park Nearby

[](https://www.expedia.ca/Sarasota-Hotels-Family-Fun-Ping-Pong.h125192112.Hotel-Information)

Fruitville

CA $140

CA $725 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Sarasota-Hotels-Family-Fun-Ping-Pong.h125192112.Hotel-Information)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/93000000/92830000/92824800/92824739/c9652d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92830000/92824800/92824739/5c794cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92830000/92824800/92824739/f1592504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/93000000/92830000/92824800/92824739/9da898b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful University Pines Studio in Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-University-Pines-Studio-In-Sarasota.h92824739.Hotel-Information)

Sarasota

9.8/10

Exceptional

(36 reviews)

"This is our 3rd year staying at this property. We love the location and convince of a quiet neighborhood off university road. We also appreciate the updated amenities and the bed topper is a huge plus for us! "

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

Cecillia C.

CA $98

CA $239 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Sarasota-Hotels-University-Pines-Studio-In-Sarasota.h92824739.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113200000/113194800/113194752/a401be53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/114000000/113200000/113194800/113194752/2047490b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113200000/113194800/113194752/e54293e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113200000/113194800/113194752/124c7580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette

[](https://www.expedia.ca/Sarasota-Hotels-New-Waterfront-Unit.h113194752.Hotel-Information)

Whitfield Estates

9.8/10

Exceptional

(26 reviews)

"Great stay! "

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

Natalie P.

CA $110

CA $237 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Sarasota-Hotels-New-Waterfront-Unit.h113194752.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/b4b33828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/w1349h899x1y1-8bbaebd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/9f228ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/w1347h899x1y1-02530c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Beach Paradise. Ground Floor unit 64

[](https://www.expedia.ca/Sarasota-Hotels-Beach-Front-One-Bedroom-Condo-Paradise-Ground-Floor.h67598524.Hotel-Information)

Longboat Key

10/10

Exceptional

(62 reviews)

"The condo was very clean and the beach was very close."

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

Rick C.

CA $216

CA $530 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Sarasota-Hotels-Beach-Front-One-Bedroom-Condo-Paradise-Ground-Floor.h67598524.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=2026-02-20&endDate=2026-02-21&regionId=55888&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

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## Top Osprey Hotel Reviews

![Siesta Key Palms Resort](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda_y.jpg)

### Siesta Key Palms Resort

10/10 Excellent

"I would highly recommend it "

[](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information)

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg)

### Kompose Boutique Hotel

10/10 Excellent

"I love staying here when I’m in Sarasota. The rooms are efficient. The work out facility is outstanding with circuit training, free weights, Peloton, stair master, tread. The breakfast is plentiful. The staff are friendly. And the price is excellent. A great value. I look forward to my next visit. "

[](https://expedia.ca/Sarasota-Hotels-Kompose-Boutique-Hotel.h38215316.Hotel-Information)

![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg)

### Golden Host Resort - Sarasota

10/10 Excellent

"Friendly staff. Clean room. "

[](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information)

![Hyatt Place Sarasota/Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg)

### Hyatt Place Sarasota/Bradenton Airport

10/10 Excellent

"Asked and received a first floor room. "

[](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information)

![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg)

### Lido Beach Resort

10/10 Excellent

"Amazing location with the most friendly staff: everyone from the front desk to the servers to the pool attendants to the cleaning staff were all helpful with genuine smiles. The option of an adult only pool & hot tub area was a nice touch. Great restaurants on site and a convenient (and free!) shuttle to downtown area were especially appreciated in the chilly weather. Chairs on the private beach with free towels are also convenient with bar service provided to the area as well. Room was spotless with all the amenities we could want. We loved our stay!"

[](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information)

![Extended Stay America Premier Suites - Bradenton](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_y.jpg)

### Extended Stay America Premier Suites - Bradenton

10/10 Excellent

"Courteous staff, immaculate room and extremely comfortable bed. Great place to stay."

[](https://expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information)

![Tropical Breeze Resort](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg)

### Tropical Breeze Resort

10/10 Excellent

"Staff were wonderful. Room clean. "

[](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information)

![Hibiscus Suites - Gateway to Siesta Key](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07_y.jpg)

### Hibiscus Suites - Gateway to Siesta Key

10/10 Excellent

"Room was great!"

[](https://expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information)

![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg)

### Tropical Beach Resorts

10/10 Excellent

"Nice room and location!"

[](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

## Find out more about Osprey

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 Osprey. 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 Osprey ](https://expedia.ca/Osprey-Private-Vacation-Homes.d55888-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Osprey ](https://expedia.ca/Osprey-Condos.d55888-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Osprey ](https://expedia.ca/Osprey-Apartments.d55888-aaApartments.Travel-Guide-Accommodation)
- [Villas in Osprey ](https://expedia.ca/Osprey-Villas.d55888-aaVillas.Travel-Guide-Accommodation)
- [Cottages in Osprey ](https://expedia.ca/Osprey-Cottages.d55888-aaCottages.Travel-Guide-Accommodation)
- [Aparthotels in Osprey ](https://expedia.ca/Osprey-Apart-Hotels.d55888-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Osprey ](https://expedia.ca/Osprey-Resort-Hotels.d55888-aaResortHotels.Travel-Guide-Accommodation)
- [Guest Houses in Osprey ](https://expedia.ca/Osprey-Guest-Houses.d55888-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Osprey ](https://expedia.ca/Osprey-Motels.d55888-aaMotels.Travel-Guide-Accommodation)
- [Chalets in Osprey ](https://expedia.ca/Osprey-Chalets.d55888-aaChalets.Travel-Guide-Accommodation)
- [Houseboats in Osprey ](https://expedia.ca/Osprey-Houseboats.d55888-aaHouseboats.Travel-Guide-Accommodation)
- [Farmstay in Osprey ](https://expedia.ca/Osprey-Agritourism.d55888-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Osprey ](https://expedia.ca/Osprey-Bed-And-Breakfast.d55888-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Osprey ](https://expedia.ca/Osprey-Cabins.d55888-aaCabins.Travel-Guide-Accommodation)
- [RV Parks in Osprey ](https://expedia.ca/Osprey-RV-Parks.d55888-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Osprey?

### What are some of the best vacation rentals in Osprey?

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### What’s there to see and do in Osprey?

### What’s a vacation rental in Osprey like?

### Expedia's Latest Trends

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- [Car rentals in Fort Myers](https://expedia.ca/Car-Rentals-In-Fort-Myers.d602729.Car-Rental-Guide)

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- [Things to do in Daytona Beach](https://expedia.ca/Things-To-Do-In-Daytona-Beach.d6023995.Travel-Guide-Activities)
- [Things to do in Naples](https://expedia.ca/Things-To-Do-In-Naples.d602724.Travel-Guide-Activities)
- [Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)
- [Things to do in Cape Coral](https://expedia.ca/Things-To-Do-In-Cape-Coral.d6521.Travel-Guide-Activities)
- [Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)

Packages

- [Key West Vacations](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides)

Vacation Rentals

- [Naples Rentals](https://expedia.ca/Naples-Vacation-Rentals.d602724.Travel-Guide-VacationRentals)

General

- [Visit Cocoa Beach](https://expedia.ca/Cocoa-Beach.dx6549)

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