Title: Osprey Villas from CA $338 | Expedia.ca

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# Search Osprey Villa Rentals from CA $338

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## Check prices for these dates

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)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four 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)

## Browse Select Osprey Villas

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/4fa642db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/4c4d818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/5bfa2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/deff4a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Manasota Key

10/10

Exceptional

(43)

"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "

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

Renay S.

CA $189

CA $452 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Englewood-Hotels-Turtle-Cay-At-The-Beach-Shack-Come-On-Down.h76584797.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/3a125d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/e60f8ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/2d646a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/edb2ba1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Manasota Key

10/10

Exceptional

(43)

"We had a wonderful experience. We 100% recommend this property and hosts. "

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

Christian S.

CA $189

CA $452 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Englewood-Hotels-Seashell-Shanty-At-The-Beach-Shack-Come-On-Down.h76584800.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/d5d9d853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/5f15e0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/af298390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/67a1fb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Englewood South

10/10

Exceptional

(2)

"The house is spotlessly clean and beautifully decorated. Extremely comfortable with every possible amenity. Quiet neighborhood close to the beaches. The hosts were easily accessible. Top rating!! We will definitely return."

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

Mark H.

CA $239

CA $626 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Englewood-Hotels-Luxury-Villa-Englewood-Private-Pool-Game-Room-6-Mins-To-Beaches.h92900657.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/f4d7dece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/2473d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/0fe821d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/396ffa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Manasota Key

10/10

Exceptional

(40)

"Location was great, property condition is excellent!"

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

Mabel

CA $189

CA $452 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Englewood-Hotels-Flamingos-Nest-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h56833487.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/55c79603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b07cceab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e4e0411b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e1476281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in South Village

10/10

Exceptional

(37)

"We arrived early and the owner was very communicative about when we could get in the space. He sent us a code beforehand, so we were able to go straight in, drop our bags, eat lunch across the street, and head to the beach. Everything is as shown. Super clean, stocked kitchen, plenty of beach gear, etc. We would definitely consider staying again."

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

TATE J.

CA $187

CA $543 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/c73f6e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/8280f79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/2b2d6e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/42045d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Manasota Key

10/10

Exceptional

(24)

"It was very clean, very nice place with tons to offer."

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

Zac I.

CA $306

CA $656 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Englewood-Hotels-Seaglass-Inn-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h68478742.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/a4b50094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/983c7f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/f6b6e3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/97e655f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in South Bradenton

CA $152

CA $338 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/9220dadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/890844af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/00d4e656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/3742725c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Manasota Key

10/10

Exceptional

(37)

"Great place with snacks!"

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

Nancy N.

CA $306

CA $656 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Englewood-Hotels-Pineapple-Express-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h55022187.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/78f56739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/412cb606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/9774e114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/f5f2631b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Casey Key

10/10

Exceptional

(4)

"Had a very relaxing time. Nice short walk to the beach"

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

Mitch K.

CA $238

CA $355 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/38d2d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/be9dde33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/99e91ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/b0cdaecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Central Sarasota

9.6/10

Exceptional

(7)

"Would stay again "

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

Josh R.

CA $414

CA $694 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/b7f3242f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/559f6800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/a3474ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/19acc46c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Bradenton

CA $138

CA $787 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/94000000/93980000/93971200/93971188/w507h683x258y0-0bef1200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93980000/93971200/93971188/w507h683x259y0-e4d19516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/94000000/93980000/93971200/93971188/w903h683x60y0-3fde82d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/94000000/93980000/93971200/93971188/w1024h576x0y52-d19895dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in North Port

9.8/10

Exceptional

(7)

"Very relaxing..very spacious..decor was outstanding..very clean .and inviting..love it"

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

MajDeidre F.

CA $484

CA $1,117 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/North-Port-Hotels-Stunning-Retreat-Endless-Summer-Villa-3BR-2BA-With-Heated-Pool.h93971188.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/a543b33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/4106445b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/3926e1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/367eb462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in South Bradenton

CA $410

CA $1,128 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/06e154e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/912c173e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/4cf8f217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/919f5c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in South Village

10/10

Exceptional

(35)

"Perfect for our family, we will be back! "

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

Dan S.

CA $174

CA $526 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Siesta-Key-Hotels-Newly-Remodeled-150-Yards-To-Beach-And-Restaurants.h67268187.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/9edd8dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/w1024h681x0y2-ba0b3b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/w1024h678x0y3-f9ccfe07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/c7966ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Casey Key

CA $638

CA $1,822 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Nokomis-Hotels-1-Beachfront-Mansion-Heated-Pool-Theater.h123347473.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/b6e143ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/99ec3b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/3928740d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/5ec32e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Casey Key

10/10

Exceptional

(1)

"Perfect getaway"

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

Joseph K.

CA $310

CA $533 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-2-K-Beds-Villa-4.h56027498.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/4d010c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/4b0b2ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/6ae10106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/66585125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Casey Key

10/10

Exceptional

(2)

"Clean and updated cottage across the street from beach and walking distance to two restaurants. Responsive management and easy to work with. Quiet sleeping . Nice stay"

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

Joanne K.

CA $310

CA $533 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-Villa-K-Beds-7.h56027522.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/3a0631f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/cd734073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/c0d5c67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/17360aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Casey Key

CA $310

CA $535 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-K-Beds-Villa-9.h56027626.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/0254bd94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/0861e15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/5721bcab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/0f42b863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Casey Key

10/10

Exceptional

(1)

"The escape at Casey key was a great place to stay , was clean rooms were nice and updated and look forward to next Memorial Day weekend"

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

Roger B.

CA $482

CA $793 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-3-Bed-2-Bath-3K-Beds-Villa-5.h56027278.Hotel-Information)

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

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## Find vacation rentals that suit your style

Condos

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Private vacation homes

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Cottages

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Apartments

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Villas

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## Top Osprey Hotel Reviews

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

### Kompose Boutique Hotel

10/10 Excellent

"First time staying here and very impressed!"

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

![Comfort Suites Sarasota - Siesta Key](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637457/a4f997ef_y.jpg)

### Comfort Suites Sarasota - Siesta Key

10/10 Excellent

"We had a perfect stay. Friendly staff, clean room, gym was good too. Next time we visit we'll stay there again."

[](https://expedia.ca/Sarasota-Hotels-Comfort-Suites-Sarasota-Siesta-Key.h5637457.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

"Room was good, service was good"

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

"Close to airport! Clean and comfortable! "

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

![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg)

### Carlisle Inn

10/10 Excellent

"Very courier very comfortable everything was good"

[](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.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

"spotless largeroom "

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

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

### The Westin Sarasota

10/10 Excellent

"All of it!"

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

"Beautiful venue! You know you are on vacation when you are there! "

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

![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg)

### Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent

"Very clean and courteous staff"

[](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information)

## Find out more about Osprey

## Osprey Villas information

| Number of reviews | 265        |
| ----------------- | ---------- |
| Accommodation     | 413 Villas |
| Lowest Price      | CA $338    |
| Highest Price     | CA $1,128  |

## Frequently asked questions

### How much do villas in Osprey cost?

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### Are there any family-friendly villas in Osprey?

### Why book your villa in Osprey with Expedia?

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- [Visit Casey Key ](https://www.expedia.ca/Casey-Key.dx6167273)
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- [Visit Vamo ](https://www.expedia.ca/Sarasota-Vamo.dx553248623282278448)
- [Stoneybrook Golf & Country Club ](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Palmer-Ranch.d6068717.Vacation-Attraction)

- [Casey Key Vacation Rentals ](https://www.expedia.ca/Casey-Key-Vacation-Rentals.d6167273.Travel-Guide-VacationRentals)

- [Things to do in Casey Key ](https://www.expedia.ca/Things-To-Do-In-Casey-Key.d6167273.Travel-Guide-Activities)

- [Book Villas in Osprey on Expedia.com ](https://www.expedia.com/Osprey-Villas.d55888-aaVillas.Travel-Guide-Accommodation)