Title: Osprey Vacation Rentals from CA $220: Short-Term Rentals for 2026 | Expedia.ca

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![Great national park to take your RV and lots of hiking and biking trails. ](https://images.trvl-media.com/place/55888/ca315bf1-6b48-4e36-9bdd-18ae2b73f28a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Frank Methling

# Osprey Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-12-14&endDate=2025-12-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-12-15&endDate=2025-12-16&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=55888&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)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-12-26&endDate=2025-12-28&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

![House](https://images.trvl-media.com/lodging/100000000/99230000/99225800/99225713/91ed60d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/100000000/99230000/99225800/99225713/0e37bf6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/100000000/99230000/99225800/99225713/d838df32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/100000000/99230000/99225800/99225713/83080812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Florida Beach Home w King Bed Patio

[](https://www.expedia.ca/Osprey-Hotels-Charming-Florida-Beach-Home-W-King-Bed-Patio.h99225713.Hotel-Information)

Bay Acres

10/10

Exceptional

(2)

"The best place to stay! Super clean home and friendly service. I would stay here again. "

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

Alyssa

[](https://www.expedia.ca/Osprey-Hotels-Charming-Florida-Beach-Home-W-King-Bed-Patio.h99225713.Hotel-Information)

![Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Bedrooms (Preferred Suite)](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/30b32834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/ab658cfb.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)

### Tropical Beach Resorts

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

South Village

9.4/10

Exceptional

(5149)

"Great place, easy beach access and property was beautiful. "

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

Maria

CA $174

CA $228 total

includes taxes & fees

Dec 15 - Dec 16

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

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Luxury Single | Private kitchenette](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/13f03971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4d68eb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Florida Family Single | Private kitchen](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/06d7bc78.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

(1171)

"Clean room, snd friendly staff. Great location "

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

Stephanie

CA $241

CA $295 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](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/2000000/1220000/1213000/1212924/6ff58e07.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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/f710e6e0.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

(2212)

"Excellent location! Friendly staff, clean and updated rooms."

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

Elba

CA $194

CA $220 total

includes taxes & fees

Dec 15 - Dec 16

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

![Deluxe Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/be5906a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Studio Suite](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/c5bfb01f.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)

### SeaSpray Resort

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

Siesta Key

9.4/10

Exceptional

(77)

"Perfect location, helpful staff, awesome place! "

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

Mark Gregory

CA $426

CA $481 total

includes taxes & fees

Dec 15 - Dec 16

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

![Property amenity](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, free WiFi](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/w5097h3107x0y0-f4bbaa75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch TV with cable channels, MP3 dock](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/2e2e6989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, free cabanas](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/876c7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Residences at Siesta Key Beach by Hyatt Vacation Club

[](https://www.expedia.ca/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information)

South Village

9.6/10

Exceptional

(299)

"Great spacious room with updated amenities as well as a great white beach and amazing staff! "

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

Rebecca

CA $545

CA $686 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information)

![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)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/2c6b16f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool, open 7:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/e9c999e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/ed6dadf8.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

(344)

"great location, very clean, quiet"

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

Joaquin

CA $298

CA $477 total

includes taxes & fees

Dec 24 - Dec 25

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

![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)

![Exterior](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/d76cc0aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House Blue Lifeguard Stand)](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/aa6fce22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 2 Bedrooms (Tiny House - Aqua Oasis)](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/8f76b808.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

(346)

"Enjoyable stay. "

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

Lori

CA $119

CA $301 total

includes taxes & fees

Dec 21 - Dec 22

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

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

![Full-size fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/04923579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/c0cd244a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/f58c5935.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

(246)

"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"

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

Joan

CA $224

CA $253 total

includes taxes & fees

Dec 16 - Dec 17

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

![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/45ae6432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/aa15caa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![711 Beach Rd, Siesta Key, FL No Pool](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/5d33a805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/08963d61.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

(53)

"Wonderful stay,Great owners,Fun times"

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

Cornelia

CA $161

CA $386 total

includes taxes & fees

Dec 18 - Dec 19

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

![On the beach, white sand](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/d13a0271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Beachside Efficiency | Bathroom](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/8ce15104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bayview 3 Bedroom | Living room](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/5c776782.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

(576)

"Location, very clean and comfortable. Nice efficiency."

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

Chuck

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

![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/1bfe228b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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 Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e6c99f5d.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)

### The Inn On Siesta Key

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

Siesta Key

10/10

Exceptional

(191)

"Great place to stay! "

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

Carlos

CA $262

CA $373 total

includes taxes & fees

Dec 15 - Dec 16

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

![Garden](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/90d49a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms (225 Sea Escape) | Private kitchen](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/c5e64875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/ae35116d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/984b49c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Palms By the Beach

[](https://www.expedia.ca/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.Hotel-Information)

South Village

9.4/10

Exceptional

(137)

"Comfy and clean, nice and close to the beach. Pool was very clean. Quiet, safe area. Would highly recommend!"

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

Lynn

[](https://www.expedia.ca/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/120000000/119992300/119992278/f9cd6895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/120000000/119992300/119992278/951793c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/120000000/119992300/119992278/e00c046b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/120000000/119992300/119992278/2360b046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport.

[](https://www.expedia.ca/Siesta-Key-Hotels-3-Bedroom-Townhome-In-Siesta-Key-Close-To-Beaches.h119992278.Hotel-Information)

Siesta Key

8.4/10

Very good

(5)

CA $309

CA $443 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Siesta-Key-Hotels-3-Bedroom-Townhome-In-Siesta-Key-Close-To-Beaches.h119992278.Hotel-Information)

![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/2173fe57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/ade5882a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/5a507f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/262d7ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Villas of Venice Beach

[](https://www.expedia.ca/Sarasota-Hotels-Tropical-Villas-Of-Venice-Beach.h37877891.Hotel-Information)

Venice Island

9.6/10

Exceptional

(241)

"Clean, but very outdated. "

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

Tim

[](https://www.expedia.ca/Sarasota-Hotels-Tropical-Villas-Of-Venice-Beach.h37877891.Hotel-Information)

![Condo, Pool View | Private kitchen](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/0ea98630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![39-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/044717f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/d3b33d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Lake View | Private kitchen](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/74e8ca6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Heron Suites & Villas

[](https://www.expedia.ca/Sarasota-Hotels-Siesta-Heron-Suites-Villas.h59661429.Hotel-Information)

Siesta Key

8.6/10

Excellent

(38)

"It was perfect for my family of 4 for our beach vacation!!"

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

Jesse

CA $485

CA $826 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Sarasota-Hotels-Siesta-Heron-Suites-Villas.h59661429.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/74000000/73780000/73778600/73778592/72ee17ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73778600/73778592/21be89fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73778600/73778592/86ff2132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, table tennis, offices](https://images.trvl-media.com/lodging/74000000/73780000/73778600/73778592/def8dd9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steps to Beach/Siesta Village-Resort Pool w/Slide

[](https://www.expedia.ca/Siesta-Key-Hotels-Heated-PoolSpa-And-Waterslide.h73778592.Hotel-Information)

Siesta Key Village

10/10

Exceptional

(41)

"This was the perfect place to stay for a large family with kids. The location to the beach and restaurants couldn't have been more convenient. Amazing vacation!"

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

Frances E.

[](https://www.expedia.ca/Siesta-Key-Hotels-Heated-PoolSpa-And-Waterslide.h73778592.Hotel-Information)

![On the beach, white sand](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/81bf853e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 2 Bedrooms, Partial Ocean View, Courtyard Area | View from room](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/38876c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Studio | Private kitchen](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/75543294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Club I Beach Resort

[](https://www.expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information)

Longboat Key

9.2/10

Wonderful

(335)

"Very nice beach themed bungalow. Loved the quiet and the views. "

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

Jennifer

[](https://www.expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/5a12d0ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/be9fb020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/f9b8957b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/c2ba7ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

[](https://www.expedia.ca/Siesta-Key-Hotels-Luxury-Beach-Home-Pool.h87365320.Hotel-Information)

Siesta Key Village

9.8/10

Exceptional

(25)

"The check in and kitchen environment was great no complaints "

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

nicholas c.

[](https://www.expedia.ca/Siesta-Key-Hotels-Luxury-Beach-Home-Pool.h87365320.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/ae9c7c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/06c79d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Large 2 Bedrooms, 1 Bath, Kitchen, Patio | Private kitchen](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/5c2f5058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Large 2 Bedrooms, 1 Bath, Kitchen, Patio | Living area](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/95eba461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Venice Beach Villas

[](https://www.expedia.ca/Sarasota-Hotels-Venice-Beach-Villas.h7806268.Hotel-Information)

Venice Island

9.4/10

Exceptional

(469)

"Everything was on point. "

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

Adalid

[](https://www.expedia.ca/Sarasota-Hotels-Venice-Beach-Villas.h7806268.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-28&endDate=2025-12-29&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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=VACATION_HOME)

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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=CONDO)

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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=APART_HOTEL)

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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=COTTAGE)

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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=APARTMENT)

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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=VILLA)

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## Top Osprey Hotel Reviews

![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg)

### The Westin Sarasota

10/10 Excellent

"Great roof top bar! Good views, service, and heaters for the first chilly night of the season"

[](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.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

"It is located near the places I need to visit when I'm in Sarasota. Its clean, safe and staff is very friendly. It has a funky 60s retro style and I don't need much more for a quick trip. Great price!"

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

"Was wonderful stay and I will back. Large rooms well updated "

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

"Staff was very kind and welcoming "

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

![DoubleTree by Hilton Sarasota Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg)

### DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent

"This young lady that checked me in was very friendly and nice. She was great with her service."

[](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.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

"Each room has a full kitchen, so breakfast is sparce"

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

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

### Siesta Key Palms Resort

10/10 Excellent

"Yes!"

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

![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg)

### Casey Key Resorts - Mainland

10/10 Excellent

"Room was very clean and also nice and quiet"

[](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information)

![Art Ovation Hotel, Autograph Collection](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/w4000h2662x0y0-652c5c90_y.jpg)

### Art Ovation Hotel, Autograph Collection

10/10 Excellent

"Really clean good atmosphere "

[](https://expedia.ca/Sarasota-Hotels-Art-Ovation-Hotel.h19900973.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)
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- [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?

### How many vacation rentals are there in Osprey?

### 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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Flights

- [Flights to Sarasota](https://expedia.ca/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)
- [Flights to Naples](https://expedia.ca/Cheap-Flights-To-Naples.d602724.Travel-Guide-Flights)
- [Flights to Fort Myers](https://expedia.ca/Cheap-Flights-To-Fort-Myers.d602729.Travel-Guide-Flights)
- [Flights to Daytona Beach](https://expedia.ca/Cheap-Flights-To-Daytona-Beach.d6023995.Travel-Guide-Flights)
- [Flights to Punta Gorda](https://expedia.ca/Cheap-Flights-To-Punta-Gorda.d9394.Travel-Guide-Flights)
- [Flights to Cape Canaveral](https://expedia.ca/Cheap-Flights-To-Cape-Canaveral.d6484.Travel-Guide-Flights)
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General

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## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app