Title: 4 Stars Hotels in Osprey, Florida from CA $193 - Find Cheap Osprey Hotels With 4 Stars | Expedia.ca

 

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# 4 Stars Hotels in Osprey, Florida from CA $193

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## Check availability on Osprey 4 Star Hotels

Tonight

[Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-28&endDate=2025-11-29&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 29 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-29&endDate=2025-11-30&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-28&endDate=2025-11-30&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-12-05&endDate=2025-12-07&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Osprey 4 Star Hotels

![Serves lunch and dinner](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves lunch and dinner](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/764fdfc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/b7bacdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/9034aec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Westin Sarasota

Central Sarasota

9.0/10

Wonderful

(1144)

"Would always recommend for any Vacation or Business in Sarasota"

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

Santiago

CA $308

CA $382 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/336c148c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/406757f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/adc14854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Sarasota Bradenton Airport

Sarasota

8.8/10

Excellent

(1514)

"Great stay "

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

Erickson

CA $171

CA $193 total

includes taxes & fees

Dec 2 - Dec 3

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

![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/e35264a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/0566c4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/9d02e259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lido Beach Resort

Lido Key

8.8/10

Excellent

(1008)

"Beautiful place, beautiful view, wonderful staff, super convenient location"

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

Patricia Kathleen

CA $362

CA $472 total

includes taxes & fees

Dec 14 - Dec 15

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

![Ballroom](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/w4000h2662x0y0-652c5c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/3c9a9299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/814c880d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/8c483fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art Ovation Hotel, Autograph Collection

Central Sarasota

9.4/10

Exceptional

(1006)

"Nice hotel"

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

Miguel

CA $279

CA $360 total

includes taxes & fees

Dec 14 - Dec 15

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/b6421168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/ea63899d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/a3c5f914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Legacy Hotel at IMG Academy

Bradenton

9.0/10

Wonderful

(920)

"Great amenities and location. "

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

Amber

CA $245

CA $317 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Sarasota-Hotels-Legacy-Hotel-At-IMG-Academy.h22882236.Hotel-Information)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/81405baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, Pool View](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/b9b12d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/94d8d980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zota Beach Resort

Longboat Key

9.0/10

Wonderful

(1006)

"Lovely poolside lanai area off room & white sandy beach"

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

Courtney

CA $293

CA $395 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/30000/22300/22224/b91ee19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/30000/22300/22224/acedd7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22300/22224/97400825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/22300/22224/d465f7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cirque St. Armands Beachside

Lido Key

8.4/10

Very good

(1005)

"Amazing place "

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

elvira

CA $390

CA $495 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Sarasota-Hotels-Holiday-Inn-Lido-Beach.h22224.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)

![Signature Room](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/1e7203ea.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)

### SeaSpray Resort

Siesta Key

9.4/10

Exceptional

(70)

"Clean room, incredibly helpful staff. Will be staying here again"

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

Caleb

CA $348

CA $393 total

includes taxes & fees

Dec 14 - Dec 15

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

![3 outdoor pools, open 9:00 AM to 9:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/f22dde90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/e7fd7d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Kitchen | View from room](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/29bd68d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/3a54adfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

8.0/10

Very good

(516)

"Really nice stylish hotel, enjoyed it "

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

Nataliia

CA $213

CA $280 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Sarasota-Hotels-The-Sarasota-Modern.h27704596.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/80c7e20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/492e9797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/29df1f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Resort at Longboat Key Club

Longboat Key

9.0/10

Wonderful

(689)

"Amazing staff, Sherman the concierge was the absolute best making our experience the greatest it could possibly be! We will be back again and again!"

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

Jared

CA $572

CA $709 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/w2398h1348x2y6-214d5e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/8e37360c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/ca54386b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms, 2 Bathrooms | Terrace/patio](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/805c28e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bradenton Apartments by Landing

Bradenton

7.6/10

Good

(54)

"Perfect place "

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

chavelys

[](https://www.expedia.ca/Bradenton-Hotels-Barsala-At-Champions-Walk.h108753056.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/08b5bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/3375a4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/4fdb1405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/105c6d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chadwick Cove Resort & Marina

Manasota Key

10/10

Exceptional

(14)

"Great place and location "

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

Cathy

CA $110

CA $755 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information)

![House, Multiple Beds (Vue B) | Beach](https://images.trvl-media.com/lodging/94000000/93870000/93862600/93862595/w1799h1199x1y1-251e8487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Multiple Beds (Vue B) | Exterior](https://images.trvl-media.com/lodging/94000000/93870000/93862600/93862595/e6d7868c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 3 Bedrooms, Pool Access](https://images.trvl-media.com/lodging/94000000/93870000/93862600/93862595/w1800h1199x0y1-93912ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Multiple Beds (Vue B) | Outdoor dining](https://images.trvl-media.com/lodging/94000000/93870000/93862600/93862595/w1799h1199x1y1-073b5641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Vue By Beachside Management

Siesta Key

10/10

Exceptional

(3)

"It was a beautiful home and clean and very close to the beach!"

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

Malisa

[](https://www.expedia.ca/Siesta-Key-Hotels-Ocean-Vue-By-Beachside-Management.h93862595.Hotel-Information)

![Condo (Beach Club at Siesta Key Poolside D) | Exterior](https://images.trvl-media.com/lodging/67000000/66890000/66883300/66883249/46f274c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66890000/66883300/66883249/9d21ae8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo (Beach Club at Siesta Key Poolside D) | Private kitchen](https://images.trvl-media.com/lodging/67000000/66890000/66883300/66883249/43017915.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/67000000/66890000/66883300/66883249/da89a02e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Club at Siesta Key Poolside D

South Village

9.4/10

Exceptional

(3)

"Nice getaway. "

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

Jeff

[](https://www.expedia.ca/Sarasota-Hotels-Beach-Club-At-Siesta-Key-Poolside-D.h66883249.Hotel-Information)

![Deluxe Villa | Living area](https://images.trvl-media.com/lodging/116000000/115140000/115131000/115130957/w1270h862x20y1-2157a508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115140000/115131000/115130957/w1286h850x4y0-d4db1721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115140000/115131000/115130957/600d6329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115140000/115131000/115130957/w1286h858x4y3-7d39bd0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bradenton Breeze

West Samoset

6.0/10

(2)

"It was good! "

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

Shayna

[](https://www.expedia.ca/Bradenton-Hotels-Bradenton-Breeze.h115130957.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44500000/44497500/44497470/d1e926a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/45000000/44500000/44497500/44497470/91c109e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/45000000/44500000/44497500/44497470/88d363fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video-game console, DVD player](https://images.trvl-media.com/lodging/45000000/44500000/44497500/44497470/dad6371e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.

Bay Isle

9.8/10

Exceptional

(11)

"We loved staying in this home. Having the pool was a great addition. John and Tori were great hosts. They answered all of our questions promptly."

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

Kim K.

[](https://www.expedia.ca/Siesta-Key-Hotels-Dog-Friendly-Gated-Spacious-Siesta-Key-Getaway-Pool.h44497470.Hotel-Information)

![Condo (House of Sun Siesta Key Crescent Beac) | Exterior](https://images.trvl-media.com/lodging/67000000/66890000/66882800/66882768/30fdbf70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo (House of Sun Siesta Key Crescent Beac) | Exterior](https://images.trvl-media.com/lodging/67000000/66890000/66882800/66882768/6fdcf274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo (House of Sun Siesta Key Crescent Beac) | Exterior](https://images.trvl-media.com/lodging/67000000/66890000/66882800/66882768/f5385106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo (House of Sun Siesta Key Crescent Beac) | Exterior](https://images.trvl-media.com/lodging/67000000/66890000/66882800/66882768/61587577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House of The Sun Siesta Key Crescent Beach

South Village

8.0/10

Very good

(2)

"The area is beautiful. The condo was very nice. Has everything in it. You can cook if you prefer. The Gulf of Mexico was right behind the condo walk out on to the beach. It also has a pool. I have no complains I would def go back again . "

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

Margaret Theresa

CA $798

CA $1,495 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Sarasota-Hotels-House-Of-Sun-Siesta-Key-Crescent-Beach.h66882768.Hotel-Information)

![Condo, 1 King Bed with Sofa bed, Pool View (Gulf Holiday - Unit 10) | Beach](https://images.trvl-media.com/lodging/16000000/15060000/15053000/15052995/2fa1e63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 King Bed with Sofa bed, Pool View (Gulf Holiday - Unit 10) | Living area](https://images.trvl-media.com/lodging/16000000/15060000/15053000/15052995/bd442fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 King Bed with Sofa bed, Pool View (Gulf Holiday - Unit 10) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15060000/15053000/15052995/e61dda70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 King Bed with Sofa bed, Pool View (Gulf Holiday - Unit 10) | Pool](https://images.trvl-media.com/lodging/16000000/15060000/15053000/15052995/91b5b74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf Holiday by Beachside Management

Siesta Key Village

7.8/10

Good

(56)

"Amazing access to the beach and walkable to the village."

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

Amy A

[](https://www.expedia.ca/Sarasota-Hotels-Gulf-Holiday-By-Beachside-Management.h15052995.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99570000/99566300/99566262/8b3e9756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Building design](https://images.trvl-media.com/lodging/100000000/99570000/99566300/99566262/a5124d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Private kitchen](https://images.trvl-media.com/lodging/100000000/99570000/99566300/99566262/e35221d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99570000/99566300/99566262/26796eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Paradise Condo

South Village

8.6/10

Excellent

(4)

"The condo was great. Clean, neighborhood was clean and safe. Was walking distance to the beach. Less than 10 min walk from the condo to the water. Kitchen well equipped. Property has a washer and dryer in common area. But you need quarters. There were 5 of us. It was big enough for all of us to be comfortable. Near walking distance to restaurants and some shopping. Short drive to anything else you need. I would stay here again. "

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

Sergio

[](https://www.expedia.ca/Siesta-Key-Hotels-Coastal-Paradise-Condo.h99566262.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30380000/30373100/30373064/03ea05a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/31000000/30380000/30373100/30373064/ecf745e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/31000000/30380000/30373100/30373064/edf53fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30380000/30373100/30373064/230ac5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Original bungalow 4 blocks to Manasota Beachterazzo floors screen house + lanai

South Venice

9.0/10

Wonderful

(4)

"Lovely"

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

Stephanie E.

[](https://www.expedia.ca/Englewood-Hotels-Original-Bungalow-4-Blocks-To-Manasota-Beachterazzo-Floors-Screen-House-Lanai.h30373064.Hotel-Information)

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Save an average of 15% on thousands of hotels when you're signed in

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## Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Osprey.

![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr Sarasota FL

CA $767

CA $958 total

Dec 15 - Dec 16

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

[](https://expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.Hotel-Information)

![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL

CA $1,033

CA $1,270 total

Dec 9 - Dec 10

includes taxes & fees

9.6/10 Exceptional! (56 reviews)

[](https://expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Osprey.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&regionId=55888&star=40)

You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&regionId=55888&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&regionId=55888&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&regionId=55888&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&regionId=55888&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&regionId=55888&star=40&star=40&amenities=WATER_PARK)

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.

## Learn more about Osprey

Paddle through Oscar Scherer State Park's serene waterways where you might spot eagles, turtles, and alligators along the way. Nearby Sarasota's white-sand beaches and Myakka River State Park offer perfect day trips from this peaceful Gulf Coast community.

[See all hotels in Osprey](https://www.expedia.ca/Hotel-Search?startDate=2025-12-13&endDate=2025-12-14&adults=2&regionId=55888)

![Great Heron](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=900&h=582&p=1&q=high)

## Top Osprey Hotel Reviews

![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

"Great location and nice hotel. Staff was friendly and accommodating "

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

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

### Lido Beach Resort

10/10 Excellent

"Ocean view and beach view. I'd do it again."

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

"Great stay!"

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

## Find out more about Osprey

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Osprey are calling your name. Known for providing first-rate service in amazing locations, each of the Osprey 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Osprey. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Osprey, Florida, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Osprey hotels with 4 Stars provide everything you need to unwind in style.

## Frequently asked questions

### What are the best 4-star hotels in Osprey?

> Kick back in comfortable luxury at [Siesta Key Palms Resort](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information). According to reviews by travellers, this is one of Osprey's popular 4-star hotels.

### How much does it cost to stay in a 4-star hotel in Osprey?

> To book a 4-star hotel in Osprey that's within your budget, make use of Expedia's filter tool. Check out what's available during your preferred dates and use our pricing filter to set your maximum rate. You can also list your results by the most economical stay first.
> 
>   
> 
> -   Search for the lowest price from CA $958

### What's the difference between 5-star and 4-star hotels in Osprey?

> Give yourself the luxury treatment during your Osprey vacation by staying at a 4-star hotel. As well as featuring upmarket surroundings, these properties are typically packed with amenities such as complimentary bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your stay an even more lavish and unforgettable one. 24-hour front desk, luxurious spas and gourmet dining are only the start of the exclusive conveniences and services you'll likely get access to.

## Explore a world of travel with Expedia

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-   [Rivendell Hotels](https://www.expedia.ca/Rivendell-Osprey-Hotels.0-n553248635976481518-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Sarasota Square](https://www.expedia.ca/Sarasota-Square-Hotels.0-l553248621563219817-0.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Sorrento Shores](https://www.expedia.ca/Sorrento-Shores-Osprey-Hotels-Historic-Hotel.0-n553248635976480913-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Waterpark Hotels in Sorrento Shores](https://www.expedia.ca/Sorrento-Shores-Osprey-Hotels-Waterpark-Hotels.0-n553248635976480913-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
-   [Hotels near Stoneybrook Golf & Country Club](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Hotels.0-l6068717-0.Travel-Guide-Filter-Hotels)
-   [Hotels near The Oaks Club](https://www.expedia.ca/The-Oaks-Club-Hotels.0-l553248635976489805-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Turtle Beach](https://www.expedia.ca/Turtle-Beach-Hotels.0-l6296228-0.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Beach-Hotel.0-n553248623282278448-0-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Boutique-Hotel.0-n553248623282278448-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Oceanfront-Hotels.0-n553248623282278448-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Vamo Hotels](https://www.expedia.ca/Vamo-Sarasota-Hotels.0-n553248623282278448-0.Travel-Guide-Filter-Hotels)

-   [Casey Key Vacations](https://www.expedia.ca/Casey-Key.d6167273.Destination-Travel-Guides)
-   [Visit Casey Key](https://www.expedia.ca/Casey-Key.dx6167273)
-   [Jim Neville Marine Preserve](https://www.expedia.ca/Jim-Neville-Marine-Preserve-Siesta-Key.d6295999.Vacation-Attraction)
-   [Visit Legacy Trail](https://www.expedia.ca/Legacy-Trail.dx553248621532652531)
-   [Oscar Scherer State Park](https://www.expedia.ca/Oscar-Scherer-State-Park-Osprey.d6296013.Vacation-Attraction)
-   [Visit Rivendell](https://www.expedia.ca/Osprey-Rivendell.dx553248635976481518)
-   [Visit Osprey Village](https://www.expedia.ca/Osprey-Village.dx553248635976482375)
-   [Visit Palmer Ranch](https://www.expedia.ca/Sarasota-Palmer-Ranch.dx553248635976481996)
-   [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)

-   [Car rentals near Casey Key](https://www.expedia.ca/Car-Rentals-In-Casey-Key.d6167273.Car-Rental-Guide)
-   [Discount Quebec Rental Cars in Casey Key](https://www.expedia.ca/Discount-Quebec-Car-Rentals-In-Casey-Key.d6167273-c1137.Car-Rental-Guide-Suppliers)

-   [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 4 Star Hotels in Osprey on Expedia.com](https://www.expedia.com/4Star-Osprey-Hotels.s40-0-d55888.Travel-Guide-Filter-Hotels)