Title: 4 Stars Hotels in Osprey, Florida from CA $204 - Find Cheap Osprey Hotels With 4 Stars | Expedia.ca

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

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

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## Check availability on Osprey 4 Star Hotels

Tonight

[Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-13&endDate=2026-01-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-14&endDate=2026-01-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-23&endDate=2026-01-25&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/17000000/16820000/16819000/16818933/7ee146c3.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)

### The Westin Sarasota

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

Central Sarasota

9.0/10

Wonderful

(1,171 reviews)

"Friendly staff and spotless room. "

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

Bernie

CA $470

CA $566 total

includes taxes & fees

Jan 29 - Jan 30

[](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)

![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/adc14854.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.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information)

Sarasota

8.8/10

Excellent

(1,537 reviews)

"Great stay "

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

Erickson

CA $180

CA $204 total

includes taxes & fees

Jan 19 - Jan 20

[](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)

![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/9b658401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/74878f74.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

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

Lido Key

8.8/10

Excellent

(1,006 reviews)

"We had an amazing stay !"

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

Owen

CA $401

CA $516 total

includes taxes & fees

Jan 25 - Jan 26

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

![Aerial view](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/9e488af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/894b7c58.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)

### Art Ovation Hotel, Autograph Collection

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

Central Sarasota

9.4/10

Exceptional

(1,001 reviews)

"Nice staff, and hotel… beautiful area near the bay"

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

Danielle

CA $375

CA $467 total

includes taxes & fees

Feb 8 - Feb 9

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/31e6e20e.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)

![Lobby](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/094a6663.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.ca/Sarasota-Hotels-Legacy-Hotel-At-IMG-Academy.h22882236.Hotel-Information)

Bradenton

9.0/10

Wonderful

(936 reviews)

"Very clean and staff was great"

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

Derek

CA $261

CA $334 total

includes taxes & fees

Jan 15 - Jan 16

[](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)

![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)

![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/07d4eefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zota Beach Resort

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

Longboat Key

9.0/10

Wonderful

(1,000 reviews)

"Wonderful hotel! Loved our stay, room and staff! Thank you!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Pam

CA $318

CA $422 total

includes taxes & fees

Jan 19 - Jan 20

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

![Room, 1 King Bed, Ocean View](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)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/22300/22224/76ce0480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cirque St. Armands Beachside

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

Lido Key

8.6/10

Excellent

(1,007 reviews)

"Staff - phenomenal! Lovely renovation "

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

Marybeth

CA $359

CA $461 total

includes taxes & fees

Jan 19 - Jan 20

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

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

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

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

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

### SeaSpray Resort

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

Siesta Key

9.4/10

Exceptional

(84 reviews)

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

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

Dave

CA $423

CA $478 total

includes taxes & fees

Jan 19 - Jan 20

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

![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)

![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)

### The Sarasota Modern, a Tribute Portfolio Hotel

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

Central Sarasota

8.2/10

Very good

(521 reviews)

"Great stay!"

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

Sara

CA $323

CA $404 total

includes taxes & fees

Feb 1 - Feb 2

[](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)

![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/1000000/30000/27600/27542/2ba8ee89.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)

### The Resort at Longboat Key Club

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

Longboat Key

9.0/10

Wonderful

(691 reviews)

"Everything Perfect!"

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

Tomas

CA $679

CA $845 total

includes taxes & fees

Jan 15 - Jan 16

[](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, 1 Bedroom | Living room](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/455b2f06.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)

![Apartment, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/017af173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bradenton Apartments by Landing

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

Bradenton

7.4/10

Good

(57 reviews)

"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)

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

![Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/aa27a0eb.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)

![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)

### Chadwick Cove Resort & Marina

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

Manasota Key

10/10

Exceptional

(15 reviews)

"Great place and location "

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

Cathy

CA $114

CA $752 total

includes taxes & fees

Jan 15 - Jan 16

[](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)

![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) | Exterior](https://images.trvl-media.com/lodging/94000000/93870000/93862600/93862595/6ccbf680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 3 Bedrooms, Pool Access | Living room](https://images.trvl-media.com/lodging/94000000/93870000/93862600/93862595/w1799h1199x1y1-2136bfe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Vue By Beachside Management

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

![Condo (Beach Club at Siesta Key Poolside D) | Exterior](https://images.trvl-media.com/lodging/67000000/66890000/66883300/66883249/3c89ad7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66890000/66883300/66883249/345c1c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Club at Siesta Key Poolside D

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

![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)

![Deluxe Villa | Private kitchen](https://images.trvl-media.com/lodging/116000000/115140000/115131000/115130957/w1286h860x4y2-e6289e11.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 | 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)

### Bradenton Breeze 

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

West Samoset

6.0/10

(2 reviews)

"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)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/45000000/44500000/44497500/44497470/2cbaa4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/45000000/44500000/44497500/44497470/5dc7b803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44500000/44497500/44497470/08eb7b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44500000/44497500/44497470/w1125h1117x0y0-6a3a5567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Bay Isle

9.8/10

Exceptional

(12 reviews)

"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/ea4b667e.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/d411e3f6.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

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

South Village

8.0/10

Very good

(2 reviews)

"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

[](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) | Living area](https://images.trvl-media.com/lodging/16000000/15060000/15053000/15052995/24952723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 King Bed with Sofa bed, Pool View (Gulf Holiday - Unit 10)](https://images.trvl-media.com/lodging/16000000/15060000/15053000/15052995/6edd809c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf Holiday by Beachside Management

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

Siesta Key Village

7.8/10

Good

(56 reviews)

"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)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99570000/99566300/99566262/26796eb4.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/100000000/99570000/99566300/99566262/18175c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Paradise Condo 

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30380000/30373100/30373064/3a77e6a6.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30380000/30373100/30373064/bf1e6cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

South Venice

9.0/10

Wonderful

(4 reviews)

"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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## 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 $942

CA $1,155 total

Feb 11 - Feb 12

includes taxes & fees

9/10 Wonderful! (1,001 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 $1,511

CA $1,810 total

Jan 18 - Jan 19

includes taxes & fees

9.6/10 Exceptional! (59 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=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=55888&star=40)

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=55888&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=55888&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=55888&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=55888&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&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=2026-01-28&endDate=2026-01-29&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

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

### The Westin Sarasota

10/10 Excellent

"The hotel is wonderful. Check in was super easy The hotel is clean, workout room was nice and the rooftop pool-bar was great. "

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

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

### Art Ovation Hotel, Autograph Collection

10/10 Excellent

"Clean, classy hotel"

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

"Did not have breakfast "

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

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

### Lido Beach Resort

10/10 Excellent

"Excellent rooms. Clean and spacious"

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

![SeaSpray Resort](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5_y.jpg)

### SeaSpray Resort

10/10 Excellent

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

[](https://expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.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?

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

> - Search for the lowest price from CA $1,155

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

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- [All Inclusive Resorts and in Palmer Ranch ](https://www.expedia.ca/Palmer-Ranch-Sarasota-Hotels-All-Inclusive-Hotel.0-n553248635976481996-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
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- [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)
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- [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)