Bentley'S Boutique Hotel; Best Western Premier Collection Osprey Exterior photoBentley'S Boutique Hotel; Best Western Premier Collection Osprey Room photoBentley'S Boutique Hotel; Best Western Premier Collection Osprey Room photo
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From153US$ /night
Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

1660 South Tamiami Trail, Osprey, Florida, United States, 34229
-
Close to Historic Spanish Point
Great
8.4
/10
3.9
/5

Rooms at Bentley's

Located in Osprey, Bentley's Boutique Hotel offers 88 air-conditioned rooms. Rooms are 28 square metres and include refrigerators, LCD televisions, iPod docking stations, and cable programming. Guests can select either a Deluxe King or Deluxe Double Bed. Each spacious room includes a work desk, ironing facilities, air conditioning, and a carpeted floor. Private bathrooms feature showers with rainfall showerheads and complimentary toiletries. Rooms overlook either the custom-built Infinity Pool or Park View. Free WiFi is available throughout the hotel.

Dining Options

A complimentary hot/cold buffet breakfast is served daily from 7 AM. Guests can enjoy a bite to eat at the Tiki Bar and Bistro. Refreshing drinks are available from the poolside bar or one of the 2 bars/lounges.

Leisure and Activities

Guests can enjoy the outdoor pool. There is free use of the on-site fitness centre. Oscar Scherer is perfect for kayaking. Award-winning golf courses are available. Beach property located on Casey Key, 5 miles south of main property, Beautiful sunsets await you from beach which is just steps away.

Location and Access

Bentley's Boutique Hotel is located off Highway 41 in Osprey, Florida. It is 30 km from Sarasota Bradenton International. Landmarks nearby include Bay Street Park (3 km), Historic Spanish Point (3 km), and Nokomis Groves (7 km). It's a short drive to the historical district and Oscar Scherer State Park. Siesta Key Public Beach is 8.9 mi away, and Venice Beach is 7.5 mi away. Historic Spanish Point is 7 minutes away.

Hotel Services

This Art Deco resort includes complimentary wireless Internet access and concierge services. A 24-hour business center, and complimentary newspapers are available in the lobby. There is also a business center. The resort has 5005 square feet of space consisting of a conference center and meeting rooms and wedding services.

“This boutique hotel distinguishes itself with an Art Deco design, offering a unique aesthetic in Osprey. Its location provides convenient access to both Sarasota and Venice, while the inclusion of complimentary breakfast and internet adds value for guests; plus, the outdoor pool and multiple bars create a resort-like experience. Overall, I think this property will appeal to travelers seeking a stylish and well-situated base for exploring the area.”
Hotel logo
David MillerEditor, UsFlorida
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Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
Double Room Two Double Beds Poolside
4 persons
305 sq. feet 
Shower
Heating
King Room Roll Shower Disability Access Poolside
2 persons
305 sq. feet 
Shower
Heating
Double Room Two Double Beds
4 persons
305 sq. feet 
Shower
Heating
King Room Poolside
2 persons
305 sq. feet 
Shower
Heating
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Calendar of room availability and rates

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Facilities

Amenities are designed to ensure comfort and memorable stays

General

  • Non-smoking rooms
  • Free Wi-Fi in public areas
  • Safe deposit box
  • 24-hour reception
  • 24-hour security
  • Air conditioning in public areas
  • Smoke detectors

Dining

  • Bar/ Lounge area

Room features

  • Air conditioning
  • Ironing facilities

Bathroom

  • Hair dryer
  • Free toiletries

Media

  • Flat-screen TV
  • Direct dial telephone
  • AM/FM alarm clock

Room decor

  • Carpeted floor
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Bentley'S Boutique Hotel; Best Western Premier Collection Location

1660 South Tamiami Trail, Osprey, Florida, United States, 34229
Map view
1660 South Tamiami Trail, Osprey, Florida, United States, 34229
Nearby
Park
Oscar Scherer State Park
2300 ft
Restaurants
Clever Monkey Craft Grill & Bar
2200 ft
1272 south Tamiami trail
Explore Osprey
Explore Osprey
Top Attractions
Activities
Dining
Entertainment
Oscar Scherer State Park
9 minutes' walk
A natural haven featuring hiking trails, a variety of wildlife, and beautiful scenery ideal for outdoor enthusiasts.
Historic Spanish Point
5-minute drive
A historical site showcasing 5,000 years of history with nature trails, gardens, and ancient artifacts from the indigenous people.
Casey Key
12-minute drive
A picturesque barrier island perfect for relaxing on the beach, offering stunning sunsets and opportunities for water sports.
Legacy Trail
30-minute walk
A scenic multi-use trail ideal for biking and walking, stretching through beautiful landscapes perfect for both relaxation and exercise.
Nokomis Groves
15-minute drive
A local favorite for fresh citrus and homemade ice cream, offering a charming family-friendly atmosphere and unique treats.
Clever Monkey Craft Grill & Bar
9 minutes' walk
A casual eatery known for its creative burgers and craft beers, featuring a lively atmosphere and outdoor seating options.
The Cottage
12-minute drive
A charming restaurant offering coastal cuisine with a focus on fresh ingredients, known for its inviting ambiance and patio dining.
Siesta Key Village
15-minute drive
A vibrant area with shops, restaurants, and live music; perfect for an evening out with family or friends looking for nightlife.
Florida Studio Theatre
20-minute drive
A dynamic venue for performing arts, featuring various shows and events including comedy nights and family-friendly plays.
Local transportation
City Centre
Osprey35 min  ·  1.8 mi
Airports
Sarasota Bradenton International (SRQ)44 min  ·  17.8 mi
Charlotte County (PGD)99 min  ·  41.0 mi
Bus
Bus stop9 min  ·  3.4 mi
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Property information and rules
Check-in
from 15:00-23:00
Check-out
from 05:00-11:00
Guest Parking
Public parking is possible on site for free.
Internet
Wireless internet is available in public areas for free.
Breakfast
All visitors are offered a american breakfast for a fee. 
Pets
Pets are not allowed.
Year renovated:
2012
Number of rooms:
139

Guest ratings and reviews

Guest feedback from past stays
Review score
Based on 21 verified reviews
6.1/10
Guest rating
43%
Recommend
Pros
Poolside room
Friendly front desk
Competitive rates
Cons
Missing blinds
Guest reviews
based on 707 reviews
8.4/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About Bentley'S Boutique Hotel; Best Western Premier Collection
What is the check-in and check-out policy at Bentley's Boutique Hotel; Best Western Premier Collection?
Check-in is at 15:00 and check-out is at 11:00.
How far is Bentley's Boutique Hotel; Best Western Premier Collection from Sarasota Bradenton International Airport?
The hotel is 30 km from Sarasota Bradenton International Airport, which is approximately a 34-minute drive.
What are the nearby attractions to Bentley's Boutique Hotel; Best Western Premier Collection?
Nearby attractions include Oscar Scherer State Park (3 km), Historic Spanish Point (10 km), and Siesta Key Public Beach (14 km).
What facilities can guests expect at Bentley's Boutique Hotel; Best Western Premier Collection?
Facilities include an outdoor pool, two bars, complimentary Wi-Fi, and a fitness center.
Does Bentley's Boutique Hotel; Best Western Premier Collection offer any dining options?
Guests can enjoy drinks and food at the Tiki Bar and Bistro on-site.
What types of rooms are available at Bentley's Boutique Hotel; Best Western Premier Collection?
Guests can choose between Deluxe King and Deluxe Double Bed rooms.
What amenities are included in the rooms at Bentley's Boutique Hotel; Best Western Premier Collection?
Rooms include air conditioning, flat-screen TVs, mini refrigerators, and private bathrooms with complimentary toiletries.
Is parking available at Bentley's Boutique Hotel; Best Western Premier Collection?
The hotel offers complimentary on-site parking for guests.
What recreational activities are offered at Bentley's Boutique Hotel; Best Western Premier Collection?
The hotel offers access to outdoor swimming and a nearby golf course.
Is Bentley's Boutique Hotel; Best Western Premier Collection suitable for business travel?
The hotel features a conference center and business center for corporate needs.

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Rooms and Guests2 Guests, 1 Room