Title: The Best 4 Star Hotels in Osprey, FL from $157 | Expedia.com

[Osprey Travel Guide](https://expedia.com/Osprey.dx55888)[Hotels in Osprey](https://expedia.com/Osprey-Hotels.d55888.Travel-Guide-Hotels)[Vacation Rentals in Osprey](https://expedia.com/Osprey-Vacation-Rentals.d55888.Travel-Guide-VacationRentals)[Flights to Osprey](https://expedia.com/Cheap-Flights-To-Osprey.d55888.Travel-Guide-Flights)[Things to do in Osprey](https://expedia.com/Things-To-Do-In-Osprey.d55888.Travel-Guide-Activities)[Car Rentals in Osprey](https://expedia.com/Car-Rentals-In-Osprey.d55888.Car-Rental-Guide)[Osprey Vacation Packages](https://expedia.com/Osprey.d55888.Destination-Travel-Guides)

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

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

## Check availability on Osprey 4 Star Hotels

Tonight

[Apr 8 - Apr 9](https://www.expedia.com/Hotel-Search?regionId=55888&startDate=2026-04-08&endDate=2026-04-09&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Apr 9 - Apr 10](https://www.expedia.com/Hotel-Search?regionId=55888&startDate=2026-04-09&endDate=2026-04-10&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=55888&startDate=2026-04-10&endDate=2026-04-12&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=55888&startDate=2026-04-17&endDate=2026-04-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Osprey 4-star hotels

![Property amenity](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/2384a13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/c9bc57e8.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/b7bacdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### The Westin Sarasota

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

Central Sarasota

9.0/10

Wonderful

(1,185 reviews)

"Clean friendly staff, great location. "

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

Debra

$261 nightly

$295 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/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/adc14854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/86d1825b.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)

### DoubleTree by Hilton Sarasota Bradenton Airport

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

Sarasota

8.8/10

Excellent

(1,595 reviews)

"We love the hotel super clean and comfortable "

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

Juan

$139 nightly

$157 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/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)

![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/9b658401.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)

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

### Lido Beach Resort

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

Lido Key

8.8/10

Excellent

(1,005 reviews)

"Beautiful resort and sunsets!"

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

Christina

$369 nightly

$417 total

Apr 26 - Apr 27

Total with taxes and fees

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/31e6e20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/c1b0fd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast (USD 18.00 per person)](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/ef052367.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)

### Legacy Hotel at IMG Academy

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

Bradenton

9.0/10

Wonderful

(979 reviews)

"Very nice hotel!"

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

Bernard

$185 nightly

$209 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/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)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/af42aafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/79a4b428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/928bedb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zota Beach Resort

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

Longboat Key

9.0/10

Wonderful

(999 reviews)

"Beautiful property. "

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

Richard

$269 nightly

$304 total

Apr 26 - Apr 27

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/93021f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Room | Pillowtop beds, minibar, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/21b61591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/04230bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Pool View King Suite | View from room](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/e1a96b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casey Key Resorts - Mainland

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

Osprey

8.8/10

Excellent

(1,130 reviews)

"Clean room, great staff, quiet!"

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

Jerel

$145 nightly

$164 total

Apr 14 - Apr 15

Total with taxes and fees

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

![Room, 1 King Bed, Ocean View | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/22300/22224/a1349b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/30000/22300/22224/d63fa866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22300/22224/670a9e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cirque St. Armands Beachside

[](https://www.expedia.com/Sarasota-Hotels-Cirque-St-Armands-Beachside.h22224.Hotel-Information)

Lido Key

8.6/10

Excellent

(1,000 reviews)

"Staff were lovely Hotel was amazing Restaurant food was stunning "

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

Sarah

$334 nightly

$377 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Cirque-St-Armands-Beachside.h22224.Hotel-Information)

![Outdoor pool, open 7:00 AM to 7:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/6c79dcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/49b22d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, rooftop bar, lobby lounge](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/894b7c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/6478b990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art Ovation Hotel, Autograph Collection

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

Central Sarasota

9.4/10

Exceptional

(1,000 reviews)

"Very nice hotel and staff"

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

Raymond

$203 nightly

$229 total

May 3 - May 4

Total with taxes and fees

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

![Breakfast, lunch, dinner served; local and international cuisine ](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/3763f29c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/698bb636.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)

![Breakfast, lunch, dinner served; local and international cuisine ](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/7122f3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sarasota Modern, a Tribute Portfolio Hotel

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

Central Sarasota

8.2/10

Very Good

(538 reviews)

"Great stay!"

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

Sara

$185 nightly

$210 total

May 3 - May 4

Total with taxes and fees

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

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

![Signature Room | In-room safe, iron/ironing board, free WiFi](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 | In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/3e86e596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite | Living area | TV](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/37b9a9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SeaSpray Resort

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

Siesta Key

9.6/10

Exceptional

(105 reviews)

"Perfect location, nice amenities for the beach, pet friendly, would stay here again! Super convenient and clean "

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

Jayline

$309 nightly

$349 total

May 3 - May 4

Total with taxes and fees

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

![Poolside bar](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/29df1f80.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/1000000/30000/27600/27542/00505e30.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/1000000/30000/27600/27542/2ba8ee89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Resort at Longboat Key Club

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

Longboat Key

9.0/10

Wonderful

(701 reviews)

"The staff is all so friendly and accommodating. We also enjoyed our suite on the beach very much. They were even so kind as to upgrade us to a better view since it was our anniversary. We will be coming back. "

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

Barbara

$549 nightly

$620 total

May 3 - May 4

Total with taxes and fees

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

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

![Beach/ocean view](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/3e26fcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/7dab4f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Chadwick Cove Resort & Marina

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

Manasota Key

10/10

Exceptional

(17 reviews)

"Great place and location "

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

Cathy

$324 nightly

$363 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.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, 1 Bedroom | Living room | TV](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/455b2f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/4f87f0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Dining room](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/5eaf06e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bradenton Apartments by Landing

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

Bradenton

7.4/10

Good

(58 reviews)

"Perfect place "

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

chavelys

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

![House, Multiple Beds (Bungalow 1) | Beach](https://images.trvl-media.com/lodging/102000000/101010000/101003900/101003898/0d7232c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo, 2 Bedrooms, Pool Access | Living room](https://images.trvl-media.com/lodging/102000000/101010000/101003900/101003898/d33c141c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Multiple Beds (Bungalow 1) | Outdoor dining](https://images.trvl-media.com/lodging/102000000/101010000/101003900/101003898/1cc6544e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo, 2 Bedrooms, Pool Access | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/102000000/101010000/101003900/101003898/834ba8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hidden Paradise by Beachside Management

[](https://www.expedia.com/Siesta-Key-Hotels-Hidden-Paradise-By-Beachside-Management.h101003898.Hotel-Information)

South Village

10/10

Exceptional

(4 reviews)

"Close to the beach and clean "

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

Mike Allen

[](https://www.expedia.com/Siesta-Key-Hotels-Hidden-Paradise-By-Beachside-Management.h101003898.Hotel-Information)

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

![Luxury Apartment, 3 Bedrooms, Pool Access | 3 bedrooms, individually decorated, individually furnished](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) | Exterior](https://images.trvl-media.com/lodging/94000000/93870000/93862600/93862595/6ccbf680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Multiple Beds (Vue B) | Living area | 32-inch TV with cable channels](https://images.trvl-media.com/lodging/94000000/93870000/93862600/93862595/w1800h1199x0y1-e4aa9864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Vue By Beachside Management

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

Siesta Key

10/10

Exceptional

(3 reviews)

"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.com/Siesta-Key-Hotels-Ocean-Vue-By-Beachside-Management.h93862595.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/121000000/120460000/120453700/120453692/9f50a253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Condo, 2 Bedrooms, Balcony, Lagoon View | Living area](https://images.trvl-media.com/lodging/121000000/120460000/120453700/120453692/cb9b9963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120460000/120453700/120453692/7a0cda88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Condo, 2 Bedrooms, Balcony, Lagoon View | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/121000000/120460000/120453700/120453692/82e69294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anchorage Resort

[](https://www.expedia.com/Siesta-Key-Hotels-Anchorage-Resort.h120453692.Hotel-Information)

South Village

[](https://www.expedia.com/Siesta-Key-Hotels-Anchorage-Resort.h120453692.Hotel-Information)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/67000000/66890000/66883300/66883249/c177b12e.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/da2c5654.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)

![Exterior](https://images.trvl-media.com/lodging/67000000/66890000/66883300/66883249/22459dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Club at Siesta Key Poolside D

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

South Village

9.4/10

Exceptional

(3 reviews)

"Nice getaway. "

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

Jeff

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

![Smart TV](https://images.trvl-media.com/lodging/100000000/99570000/99566300/99566262/18175c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99570000/99566300/99566262/c81651c6.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 

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

South Village

8.6/10

Excellent

(4 reviews)

"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.com/Siesta-Key-Hotels-Coastal-Paradise-Condo.h99566262.Hotel-Information)

![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/16000000/15610000/15603000/15602940/5912b755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/16000000/15610000/15603000/15602940/2044f88e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/16000000/15610000/15603000/15602940/6e669eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool-Side Condo | Living area | Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/16000000/15610000/15603000/15602940/5c89b147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Del Mar Longboat Key

[](https://www.expedia.com/Sarasota-Hotels-Casa-Del-Mar-Longboat-Key.h15602940.Hotel-Information)

Longboat Key

9.4/10

Exceptional

(159 reviews)

"Great value, with easy access to beautiful beach. "

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

Timothy

[](https://www.expedia.com/Sarasota-Hotels-Casa-Del-Mar-Longboat-Key.h15602940.Hotel-Information)

![Premier Condo | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100870000/100862900/100862818/b7942e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/101000000/100870000/100862900/100862818/w2044h1324x6y4-fcc07c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100870000/100862900/100862818/dcb9909e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Condo | Living room | 40-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/101000000/100870000/100862900/100862818/972dc22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Key 

[](https://www.expedia.com/Siesta-Key-Hotels-Siesta-Key.h100862818.Hotel-Information)

Siesta Key

10/10

Exceptional

(6 reviews)

"The property was well taken care of, well stocked, and just overall lovely. We enjoyed it very much!"

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

John

[](https://www.expedia.com/Siesta-Key-Hotels-Siesta-Key.h100862818.Hotel-Information)

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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 St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/6b2968af_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL

$1,074 nightly

$1,214 total

Apr 26 - Apr 27

Total with taxes and fees

9.8/10 Exceptional! (68 reviews)

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

![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

$652 nightly

$736 total

May 7 - May 8

Total with taxes and fees

9.2/10 Wonderful! (1,001 reviews)

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

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

[See all properties in Osprey.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=4%2F9%2F2026&endDate=4%2F10%2F2026&regionId=55888&star=40)

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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.com/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23&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

![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/93021f2f_y.jpg)

### Casey Key Resorts - Mainland

8/10 Good

"Great place"

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

![Cirque St. Armands Beachside](https://images.trvl-media.com/lodging/1000000/30000/22300/22224/a1349b0e_y.jpg)

### Cirque St. Armands Beachside

10/10 Excellent

"The staff was incredible. They were so helpful and accommodating. Texting with the front desk was the icing on the cake."

[](https://expedia.com/Sarasota-Hotels-Cirque-St-Armands-Beachside.h22224.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

"Good option, clean, updated and friendly staff"

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

![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/2384a13f_y.jpg)

### The Westin Sarasota

10/10 Excellent

"Beautiful property - amazing staff!! Can’t wait to return!! "

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

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

### Lido Beach Resort

8/10 Good

"The good: staff was over the top friendly, cheerful, helpful, couldn’t do enough for you. The restaurant Drift is amazing. Bar is great, food is excellent, service above and beyond. The not so good: Beach chairs are reserved at 7am when they open but aren’t physically sat in until 10:30-11:00\. We got to the beach at 8:30 and got chairs but not along the waters edge while we watched the chairs in front of us sitting empty for 3 hours. Doesn’t seem right or fair to me. Our room was immaculate however we were given a 1st floor standard room with no view - shame on me for using Hotels.com and not understanding which building my room was in. We were in the older building and it was noisy as the occupants above us were stomping around late into the night. Always ask for the NEW tower when booking a room. Our room was equipped with a full kitchen which was a surprise but of no use to us for a one night stay. It’s a fantastic family oriented resort and I highly recommend it for families with young children. "

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

![Legacy Hotel at IMG Academy](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/31e6e20e_y.jpg)

### Legacy Hotel at IMG Academy

10/10 Excellent

"Very friendly staff great place to stay "

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

![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/928bedb0_y.jpg)

### Zota Beach Resort

10/10 Excellent

"Amazing place! Wonderful staff!"

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

## Find out more about Osprey

## Osprey Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Osprey, Florida are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Osprey 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Osprey. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Osprey, Florida, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Osprey hotels offer everything your heart desires.

## Frequently asked questions

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

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

> - Search for the lowest price from $736

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

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- [Hotels with Free Breakfast in Gulf Gate Estates ](https://www.expedia.com/Gulf-Gate-Estates-Sarasota-Hotels-Hotels-With-Complimentary-Breakfast.0-n553248623282278406-0-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels)
- [Business Hotels in Gulf Gate Estates ](https://www.expedia.com/Gulf-Gate-Estates-Sarasota-Hotels-Business-Hotel.0-n553248623282278406-0-tBusinessHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Gulf Gate Estates ](https://www.expedia.com/Gulf-Gate-Estates-Sarasota-Hotels-Hotels-With-Balconies.0-n553248623282278406-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & in Gulf Gate Estates ](https://www.expedia.com/Gulf-Gate-Estates-Sarasota-Hotels-Adults-Only-Resorts.0-n553248623282278406-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Hotels near Crescent Beach ](https://www.expedia.com/Crescent-Beach-Hotels.0-l553248621532652551-0.Travel-Guide-Filter-Hotels)
- [Hotels near Siesta Key Marina ](https://www.expedia.com/Siesta-Key-Marina-Hotels.0-l6295966-0.Travel-Guide-Filter-Hotels)
- [Hotels near Gulf Gate Mall ](https://www.expedia.com/Gulf-Gate-Mall-Hotels.0-l553248621563219821-0.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Siesta Key ](https://www.expedia.com/Siesta-Key-Hotels-Oceanfront-Hotels.0-0-d6881-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels near Nokomis Beach ](https://www.expedia.com/Nokomis-Beach-Hotels.0-l6128289-0.Travel-Guide-Filter-Hotels)
- [Laurel Hotels ](https://www.expedia.com/Laurel-Hotels.d553248635976389566.Travel-Guide-Hotels)
- [Hotels near Serenoa Golf Club ](https://www.expedia.com/Serenoa-Golf-Club-Hotels.0-l6295707-0.Travel-Guide-Filter-Hotels)
- [Beach Hotels in Siesta Key ](https://www.expedia.com/Siesta-Key-Hotels-Beach-Hotel.0-0-d6881-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Hotels near Aloha Kai ](https://www.expedia.com/Aloha-Kai-Siesta-Key-Hotels.0-n553248635976469168-0.Travel-Guide-Filter-Hotels)

- [Flights to Casey Key ](https://www.expedia.com/Cheap-Flights-To-Casey-Key.d6167273.Travel-Guide-Flights)
- [Flights to Sarasota ](https://www.expedia.com/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)

- [Nancy's Consignments ](https://www.expedia.com/Nancys-Consignments-Osprey.d553248621532652544.Vacation-Attraction)
- [Historic Spanish Point ](https://www.expedia.com/Historic-Spanish-Point-Osprey.d6295820.Vacation-Attraction)
- [Oscar Scherer State Park ](https://www.expedia.com/Oscar-Scherer-State-Park-Osprey.d6296013.Vacation-Attraction)
- [Jim Neville Marine Preserve ](https://www.expedia.com/Jim-Neville-Marine-Preserve-Siesta-Key.d6295999.Vacation-Attraction)
- [Visit Vamo ](https://www.expedia.com/Sarasota-Vamo.dx553248623282278448)
- [Stoneybrook Golf & Country Club ](https://www.expedia.com/Stoneybrook-Golf-Country-Club-Palmer-Ranch.d6068717.Vacation-Attraction)
- [Pelican Plaza ](https://www.expedia.com/Pelican-Plaza-Vamo.d6296232.Vacation-Attraction)
- [Sarasota Square ](https://www.expedia.com/Sarasota-Square-Vamo.d553248621563219817.Vacation-Attraction)
- [Turtle Beach ](https://www.expedia.com/Turtle-Beach-Florida.d6296228.Vacation-Attraction)
- [Visit Casey Key ](https://www.expedia.com/Casey-Key.dx6167273)
- [Casey Key Vacations ](https://www.expedia.com/Casey-Key.d6167273.Destination-Travel-Guides)
- [Gulf Gate Golf Club ](https://www.expedia.com/Gulf-Gate-Golf-Club-Gulf-Gate-Estates.d6295672.Vacation-Attraction)
- [Point of Rocks ](https://www.expedia.com/Point-Of-Rocks-Siesta-Key.d6295822.Vacation-Attraction)
- [Visit Gulf Gate Estates ](https://www.expedia.com/Sarasota-Gulf-Gate-Estates.dx553248623282278406)
- [Crescent Beach ](https://www.expedia.com/Crescent-Beach-Siesta-Key.d553248621532652551.Vacation-Attraction)
- [Siesta Key Marina ](https://www.expedia.com/Siesta-Key-Marina-Siesta-Key.d6295966.Vacation-Attraction)
- [Nokomis Beach ](https://www.expedia.com/Nokomis-Beach-Casey-Key.d6128289.Vacation-Attraction)

- [Car rentals near Osprey Village ](https://www.expedia.com/Car-Rentals-In-Osprey-Village.d553248635976482375.Car-Rental-Guide)
- [Car rentals near Historic Spanish Point ](https://www.expedia.com/Car-Rentals-In-Historic-Spanish-Point.d6295820.Car-Rental-Guide)
- [Car rentals near Oscar Scherer State Park ](https://www.expedia.com/Car-Rentals-In-Oscar-Scherer-State-Park.d6296013.Car-Rental-Guide)
- [Car rentals near Turtle Beach ](https://www.expedia.com/Car-Rentals-In-Turtle-Beach.d6296228.Car-Rental-Guide)
- [Car rentals near Casey Key ](https://www.expedia.com/Car-Rentals-In-Casey-Key.d6167273.Car-Rental-Guide)
- [Car rentals near Legacy Trail ](https://www.expedia.com/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)
- [Car rentals near Gulf Gate Estates ](https://www.expedia.com/Car-Rentals-In-Gulf-Gate-Estates.d553248623282278406.Car-Rental-Guide)
- [Car rentals near Nokomis Beach ](https://www.expedia.com/Car-Rentals-In-Nokomis-Beach.d6128289.Car-Rental-Guide)
- [Car rentals near Laurel ](https://www.expedia.com/Car-Rentals-In-Laurel.d553248635976389566.Car-Rental-Guide)

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

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