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From153US$ /night
Check-in
29Jan2026Select date
Check-out
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Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

1660 South Tamiami Trail, Osprey, Florida, United States, 34229
-
Close to Oscar Scherer State Park
Great
8.4
/10
4.2
/5

Amenities

Bentley's Boutique Hotel offers an expansive outdoor pool area that includes a waterfall and spa. The hotel includes a fitness center equipped with modern workout gear. Guests can enjoy complimentary breakfast featuring hot and cold items each morning.

Rooms

Each room at Bentley's Boutique Hotel is equipped with a refrigerator and microwave for added convenience. The hotel offers a variety of room types, including oversized suites with separate living areas. Rooms also include flat-screen televisions and high-quality bedding.

Location

Situated in Osprey, Florida, Bentley's Boutique Hotel is just a short drive from the beautiful Gulf Coast beaches. The hotel is conveniently located near the Myakka River State Park, which is perfect for outdoor enthusiasts. Shopping and dining options are within easy reach at nearby Venice and Sarasota.

Dining

On-site, the hotel boasts a restaurant that serves a variety of fresh dishes crafted daily. Guests can enjoy the outdoor bar area that offers light snacks and refreshing beverages. The hotel also features a lounge area for relaxation and socializing.

Entertainment

The hotel offers a game room equipped with billiards and other entertainment options. Guests can also enjoy live music nights, which provide lively entertainment during weekends. Outdoor movie nights are hosted by the pool, offering a unique viewing experience.

Highlights

Location: Close to Gulf Coast beaches

Rooms: Oversized suites available

Dining: On-site restaurant serving fresh dishes

Entertainment: Outdoor movie nights

Must-do experiences

  • Kayak through the scenic Osprey Wetlands for wildlife spotting.
  • Savor the fresh stone crab at Sandbar Tiki & Grille on the water.
  • Visit the nearby Historic Spanish Point for a taste of local history.
  • Discover the charm of Osprey's Farmer's Market on Saturdays.
  • Take a sunset stroll at Casey Key Beach for stunning views.
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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Double Room Two Double Beds
4 persons
305 sq. feet 
Shower
Heating
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
King Room
2 persons
305 sq. feet 
Shower
Heating
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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • Non-smoking rooms
  • Free Wi-Fi
  • Parking
  • Safe deposit box
  • 24-hour reception
  • Rooms/ Facilities for disabled
  • 24-hour security
  • Air conditioning in public areas
  • Smoke detectors

Sports & Fitness

  • Exercise gym

Dining

  • Breakfast
  • Bar/ Lounge area

Spa & Leisure

  • Swimming pool

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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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
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Oscar Scherer State Park
Oscar Scherer State Park
9 minutes' walk
A natural oasis offers trails for hiking and biking, picnic areas, and diverse wildlife. Ideal for outdoor activities.
Historic Spanish Point
Historic Spanish Point
5-minute drive
This historic site showcases Florida's pioneer heritage with beautiful gardens and walking trails set along the bay.
Legacy Trail
Legacy Trail
30 minutes walking
A scenic trail perfect for biking and walking, connecting residents with parks and vibrant natural surroundings.
Blackburn Point Park
Blackburn Point Park
20 minutes' walk
Offers playgrounds, fishing spots, and picnic tables along the water, making it great for families.
Kayaking at Casey Key
10-minute drive
Rent kayaks to enjoy a thrilling paddle around mangrove tunnels and spot wildlife in serene, beautiful waters.
Yoga at Oscar Scherer State Park
9 minutes' walk
Join classes focused on relaxation and mindfulness amidst nature, perfect for rejuvenation and inner peace.
Clever Monkey Craft Grill & Bar
Clever Monkey Craft Grill & Bar
9 minutes' walk
Casual eatery serving local craft beers and creative burgers, known for its vibrant atmosphere. Reservations recommended.
The Boathouse
5-minute drive
Offering seafood with waterfront views, this restaurant is a local favorite known for fresh catches and outdoor seating.
The Venice Theatre
15-minute drive
This charming venue hosts a variety of performances, from musicals to dramas, providing engaging shows for all ages.
Nokomis Beach Concert Series
10-minute drive
Live music events on the beach feature local bands in a laid-back atmosphere, perfect for families and music lovers.
Getting around
City Centre
Osprey35 min  ·  1.8 mi
Airports
Sarasota Bradenton International Airport (SRQ)44 min  ·  17.8 mi
Charlotte County Airport (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
Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room

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Bentley'S Boutique Hotel; Best Western Premier Collection Osprey Exterior photo

Bentley'S Boutique Hotel; Best Western Premier Collection

8.4
Great707 reviews
1.8 mi from center
138 US$
153 US$
per night
Mobile-only price