Hotels in Osprey
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Where to stay in Osprey?
Casey Key Resorts - Mainland
Casey Key Resorts - Mainland
2.5 star property
Osprey
8.8 out of 10, Excellent, (1114)
8.8/10
Excellent
(1114)
- Luxuriate poolside at this Osprey retreat, minutes from Nokomis and Turtle beaches.
The price is $109
$109
$124 total
includes taxes & fees
Dec 22 - Dec 23
Siesta Heron Suites & Villas
Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38)
8.6/10
Excellent
(38)
- Walk to vibrant Siesta beaches from this stylish villa with pool and free parking.
The price is $182
$182
$407 total
includes taxes & fees
Dec 22 - Dec 23
Turtle Beach Resort
Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (334)
8.8/10
Excellent
(334)
The price is $230
$230
$289 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Siesta Key Palms Resort
Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1005)
9.2/10
Wonderful
(1005)
- Beach getaway with two pools and a garden lounge, just minutes from Siesta Key.
The price is $90
$90
$153 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Tropical Beach Resorts
Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5162)
9.4/10
Exceptional
(5162)
- Beach retreat with kitchenettes near Siesta Key Beach and outdoor adventures.
The price is $127
$127
$166 total
includes taxes & fees
Dec 22 - Dec 23
Twin Palms at Siesta
Twin Palms at Siesta
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (581)
9.6/10
Exceptional
(581)
- Siesta Key's beachside retreat with a stunning outdoor pool for relaxation and fun.
The price is $195
$195
$220 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Casey Key Resorts - Beachfront
Casey Key Resorts - Beachfront
2.0 star property
Casey Key
8.8 out of 10, Excellent, (1001)
8.8/10
Excellent
(1001)
- Seaside escape minutes from Nokomis Beach with complimentary parking and WiFi.
The price is $180
$180
$227 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.6 out of 10, Exceptional, (360)
9.6/10
Exceptional
(360)
- Located near Nokomis Beach with a refreshing outdoor pool for sunny Florida days.
The price is $118
$118
$133 total
includes taxes & fees
Dec 24 - Dec 25
Captiva Beach Resort
Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1176)
9.0/10
Wonderful
(1176)
- Serene beachside oasis with access to Siesta Key's pristine shores and local dining.
The price is $160
$160
$198 total
includes taxes & fees
Dec 22 - Dec 23
Escape Coastal Resort on Casey Key
Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
9.8 out of 10, Exceptional, (238)
9.8/10
Exceptional
(238)
- Serene beachside escape with marina access just steps from Nokomis shores.
The price is $145
$145
$219 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.4 out of 10, Very Good, (1865)
8.4/10
Very Good
(1865)
- Serene poolside retreat, minutes from Siesta Key Beach with free shuttle service.
The price is $127
$127
$144 total
includes taxes & fees
Dec 23 - Dec 24
The Residences at Siesta Key Beach by Hyatt Vacation Club
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (301)
9.6/10
Exceptional
(301)
The price is $396
$396
$498 total
includes taxes & fees
Jan 21 - Jan 22, 2026
The Capri at Siesta
The Capri at Siesta
3.0 star property
South Village
9.6 out of 10, Exceptional, (713)
9.6/10
Exceptional
(713)
- Tuscan-style hotel steps from Siesta Key Beach with convenient outdoor pool.
The price is $217
$217
$245 total
includes taxes & fees
Dec 26 - Dec 27
Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta Key
3.0 star property
Sarasota
9.0 out of 10, Wonderful, (1895)
9.0/10
Wonderful
(1895)
The price is $125
$125
$142 total
includes taxes & fees
Dec 22 - Dec 23
Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2215)
8.6/10
Excellent
(2215)
The price is $145
$145
$163 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn - Near Serenoa Golf Club
Quality Inn - Near Serenoa Golf Club
2.5 star property
Sarasota
7.2 out of 10, Good, (1001)
7.2/10
Good
(1001)
- Quiet comfort just 15 minutes from Siesta Key Beach with outdoor pool and free perks.
The price is $67
$67
$76 total
includes taxes & fees
Dec 22 - Dec 23
Days Inn by Wyndham Sarasota I-75
Days Inn by Wyndham Sarasota I-75
2.0 star property
Sarasota
6.4 out of 10, (534)
6.4/10
(534)
- Oceanside location with easy access to Siesta Key and Crescent beaches.
The price is $68
$68
$77 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Express Sarasota East - I-75 by IHG
Holiday Inn Express Sarasota East - I-75 by IHG
2.5 star property
Sarasota
8.0 out of 10, Very Good, (1005)
8.0/10
Very Good
(1005)
- Relaxing stay in Sarasota with easy beach access and complimentary perks.
The price is $110
$110
$124 total
includes taxes & fees
Dec 28 - Dec 29
Home2 Suites by Hilton Nokomis Sarasota Casey Key
Home2 Suites by Hilton Nokomis Sarasota Casey Key
3.0 star property
Nokomis
9.2 out of 10, Wonderful, (819)
9.2/10
Wonderful
(819)
- Unwind near Nokomis Beach with a sunny pool and complimentary breakfast.
The price is $139
$139
$157 total
includes taxes & fees
Dec 28 - Dec 29
A Beach Retreat
A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (577)
9.2/10
Wonderful
(577)
- Oceanfront sanctuary with private kitchenettes and pillowtop beds by Nokomis Beach.
The price is $184
$184
$208 total
includes taxes & fees
Dec 22 - Dec 23
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.
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.
Budget hotels in Osprey and vicinity
8.2 out of 10, Very Good, (357)
8.2/10
Very Good
(357)
The price is $65
$65
$75 total
includes taxes & fees
Dec 22 - Dec 23
7.2 out of 10, Good, (1001)
7.2/10
Good
(1001)
The price is $67
$67
$76 total
includes taxes & fees
Dec 22 - Dec 23
Quality Inn Bradenton - Sarasota North
Quality Inn Bradenton - Sarasota North2.5 star property
Bayshore Gardens
7.6 out of 10, Good, (1003)
7.6/10
Good
(1003)
The price is $67
$67
$76 total
includes taxes & fees
Dec 28 - Dec 29
8.2 out of 10, Very Good, (765)
8.2/10
Very Good
(765)
The price is $69
$69
$81 total
includes taxes & fees
Dec 22 - Dec 23
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway2.0 star property
Venice Island
7.6 out of 10, Good, (1004)
7.6/10
Good
(1004)
The price is $69
$69
$81 total
includes taxes & fees
Dec 22 - Dec 23
7.4 out of 10, Good, (1004)
7.4/10
Good
(1004)
The price is $71
$71
$80 total
includes taxes & fees
Dec 22 - Dec 23
8.2 out of 10, Very Good, (44)
8.2/10
Very Good
(44)
The price is $79
$79
$88 total
includes taxes & fees
Dec 22 - Dec 23
8.4 out of 10, Very Good, (2165)
8.4/10
Very Good
(2165)
The price is $76
$76
$86 total
includes taxes & fees
Dec 22 - Dec 23
8.0 out of 10, Very Good, (233)
8.0/10
Very Good
(233)
The price is $79
$79
$89 total
includes taxes & fees
Dec 28 - Dec 29
9.2 out of 10, Wonderful, (1005)
9.2/10
Wonderful
(1005)
The price is $90
$90
$153 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Extended Stay America Premier Suites - Bradenton
Extended Stay America Premier Suites - Bradenton2.5 star property
Bradenton
9.0 out of 10, Wonderful, (376)
9.0/10
Wonderful
(376)
The price is $94
$94
$106 total
includes taxes & fees
Dec 28 - Dec 29
Ramada by Wyndham Sarasota Waterfront
Ramada by Wyndham Sarasota Waterfront3.0 star property
Whitfield Estates
7.8 out of 10, Good, (1000)
7.8/10
Good
(1000)
The price is $99
$99
$112 total
includes taxes & fees
Dec 22 - Dec 23
8.6 out of 10, Excellent, (343)
8.6/10
Excellent
(343)
The price is $101
$101
$114 total
includes taxes & fees
Dec 29 - Dec 30
Courtyard by Marriott Sarasota Bradenton Airport
Courtyard by Marriott Sarasota Bradenton Airport3.0 star property
Bayou Oaks
8.6 out of 10, Excellent, (670)
8.6/10
Excellent
(670)
The price is $101
$101
$114 total
includes taxes & fees
Dec 23 - Dec 24
DoubleTree by Hilton Sarasota Bradenton Airport
DoubleTree by Hilton Sarasota Bradenton Airport4.0 star property
Sarasota
8.8 out of 10, Excellent, (1525)
8.8/10
Excellent
(1525)
The price is $102
$102
$115 total
includes taxes & fees
Dec 23 - Dec 24
7.8 out of 10, Good, (863)
7.8/10
Good
(863)
The price is $102
$102
$120 total
includes taxes & fees
Dec 22 - Dec 23
8.8 out of 10, Excellent, (1114)
8.8/10
Excellent
(1114)
The price is $109
$109
$124 total
includes taxes & fees
Dec 22 - Dec 23
9.0 out of 10, Wonderful, (1228)
9.0/10
Wonderful
(1228)
The price is $109
$109
$123 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Holiday Inn Express & Suites Nokomis Sarasota South by IHG2.5 star property
Nokomis
9.6 out of 10, Exceptional, (360)
9.6/10
Exceptional
(360)
The price is $118
$118
$133 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Express Sarasota East - I-75 by IHG
Holiday Inn Express Sarasota East - I-75 by IHG2.5 star property
Sarasota
8.0 out of 10, Very Good, (1005)
8.0/10
Very Good
(1005)
The price is $110
$110
$124 total
includes taxes & fees
Dec 28 - Dec 29
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.
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.
Go beyond your typical stay in Osprey
Apart hotel
Ocean view
Apartment
Family friendly
Cottage
Pet friendly
Condo
When is the best time to visit Osprey?
When is the best time to visit Osprey?Our prices for hotels in Osprey are cheapest in July
When is the best time to visit Osprey?
When is the best time to visit Osprey?
Our prices for hotels in Osprey are cheapest in July
Price trends for hotels in Osprey
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Osprey
December
Low crowds
High 22°C / low 16°C. Sunny most days.
View properties in December 22°
December, Low crowds, average high temperature 22 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
20°
January, High crowds, average high temperature 20 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
22°
February, High crowds, average high temperature 22 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
23°
March, High crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
26°
April, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
28°
May, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
30°
June, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
31°
July, High crowds, average high temperature 31 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
31°
August, Low crowds, average high temperature 31 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
30°
September, Low crowds, average high temperature 30 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
28°
October, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
25°
November, Low crowds, average high temperature 25 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
Monthly weather averages (˚C)
Top neighborhoods in Osprey
Top landmarks in Osprey
Photo by Jessica M Dobbins
Open Photo by Jessica M Dobbins
Historic Spanish Point
4.5/5 (17 reviews)
If you're planning a bit of sightseeing during your trip, head to Historic Spanish Point— just one of the landmarks located 0.4 mi (0.7 km) from central Osprey. Why not take a stroll along the beaches and watch the sunset while you're here?
Nancy's Consignments
3.7/5 (3 reviews)
Nancy's Consignments is in the heart of Osprey Village, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Nancy's Consignments, you'll love Jim Neville Marine Preserve, located nearby.
Learn more about Osprey
Notable for its live music, Osprey features attractions such as Oscar Scherer State Park and Turtle Beach. Visitors to this beachside city speak highly of the bars whereas sights include Nokomis Beach and Historic Spanish Point.
Check out reviews of Osprey hotels guests love
Siesta Key Palms Resort
10/10 Excellent
"staff really cared room clean very unique and cool boutiqueproperty "
Spark by Hilton Sarasota Siesta Key Gateway
10/10 Excellent
"Beautiful clean room with large shower and toiletries. Coffee and water refreshments all day.
Very friendly, helpful staff.
"
Tropical Beach Resorts
10/10 Excellent
"Nice to come back to a clean room everyday. Location is perfect, walking distance to everything."
Kompose Boutique Hotel
10/10 Excellent
"Excellent stay! the hotel was lovely! The room spotless and the staff courteous and extremely pleasant and helpful! Will definitely stay there again when i come to town!"
DoubleTree by Hilton Sarasota Bradenton Airport
10/10 Excellent
"Excellent "
The Westin Sarasota
10/10 Excellent
"Very clean and nice staff. Loved the location. The rooftop bar and pool area was a great view. True prices were really good and the Cuban was very large and delicious!"
Casey Key Resorts - Mainland
10/10 Excellent
"No complaints about anything. Very satisfied."
Hyatt Place Sarasota/Bradenton Airport
10/10 Excellent
"Staff was great, the breakfast was way better than other options in the area, room was clean and quiet. "
SeaSpray Resort
10/10 Excellent
"Very nice room. Location excellent "
Frequently asked questions
What accommodations do travelers like in Osprey?
Casey Key Resorts - Mainland is a property that our guests really like.
Can I book refundable accommodations in Osprey?
If you want the flexibility to change your travel plans to Osprey, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I consider staying in Osprey if I'm looking for a reasonably priced accommodation?
An inexpensive option worth considering is Casey Key Resorts - Mainland.
Where can I stay in Osprey if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 20 vacation homes.
What will the weather in Osprey be like during my vacation?
August and July are typically the warmest months in Osprey when the average temp is 82°F. January and February are the coldest months when the average temperature is 66°F. August and September are the months with the most rain.
Why should I book my Osprey hotel through Hotels.com?
There are plenty of reasons to book your Osprey travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.