Bentley'S Boutique Hotel; Best Western Premier Collection, Osprey - Reviews, Room Options & Prices 2025

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About the Hotel

1660 South Tamiami Trail, Osprey, Florida, United States of America, 34229

Bentley's Boutique Hotel is a unique Cape Cod-influenced property located in Osprey, Florida, nestled between Sarasota and Venice. The hotel offers proximity to iconic beaches, including Siesta Key Beach, and features a beautiful outdoor pool setting. Guests can enjoy views of stunning sunsets from the beach just a few steps away. This family-friendly resort includes modern amenities and is situated off Highway 41, providing convenient access to local attractions.

Location

The hotel is located in Osprey, Florida, approximately 18.5 miles from Sarasota Bradenton International Airport. Guests have easy access to natural attractions such as Oscar Scherer State Park, just a short drive away. The resort is also within a 15-mile radius of Siesta Key Beach and 5 miles from Nokomis Beach, making it an excellent destination for coastal activities.

Rooms

The resort features 88 recently renovated air-conditioned rooms. Each room includes a refrigerator and an LCD television for guest entertainment. Private bathrooms are equipped with rainfall showerheads and complimentary toiletries. Guests can choose from Deluxe King or Deluxe Double Bed accommodations, with rooms overlooking either the custom-built Infinity Pool or Park View.

Eat & Drink

Guests can enjoy drinks and snacks at the Tiki Bar and Bistro located on-site. A complimentary hot/cold buffet breakfast is served daily from 7 AM. The resort also features a poolside bar and two additional bars/lounges for refreshing drinks. Dining options cater to a variety of tastes and preferences, enhancing the guest experience.

Leisure & Business

Bentley's Boutique Hotel offers an outdoor pool, perfect for relaxation and recreation. The property includes a fully equipped business center and meeting rooms, totaling 5,005 square feet of conference space. Complimentary wireless Internet access is available throughout the hotel, ensuring connectivity for both leisure and business travelers.

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The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals

Double Room

Max:

4 persons

28 m²

Shower

Heating

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Pool Side Double Room

Max:

4 persons

28 m²

Shower

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Pool Side King Room

Max:

2 persons

28 m²

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Getting around

A guide to all available transportation options

City Center

Osprey 1.8 mi

Airports

Sarasota Bradenton International (SRQ) 17.8 mi

Charlotte County (PGD) 41.0 mi

Bus

Bus stop 3.4 mi

Facilities

Experience a variety of amenities at the boutique hotel, crafted to ensure your comfort and unforgettable moments

Delicious Breakfast!

“The breakfast every morning was a good treat, offering a good variety of options that left us ready to start our day!” view full review

Comfortable Room!

“Our room had a lovely large patio area complete with table and chairs, perfect for relaxing in the evening breeze.” view full review

Great Outdoor Space!

“The outdoor seating area provided a lovely spot to unwind, complete with a fan for comfort during warmer days.” view full review

Convenient Amenities!

“The self-catering options were convenient, making it easy to enjoy meals in the comfort of our room when we wanted.” view full review

General

Non-smoking rooms
Free Wi-Fi
Parking lot
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
Restaurant
Bar/ Lounge area

Spa & Leisure

Swimming pool

Room features

Air conditioning
In-room safe
Ironing facilities

Bathroom

Hair dryer
Free toiletries

Media

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

Room decor

Carpeted floor

Location

1660 South Tamiami Trail, Osprey, Florida, United States of America, 34229

Map view

1660 South Tamiami Trail, Osprey, Florida, United States of America, 34229

City landmarks

Parks

Oscar Scherer State Park

2300 ft

928 S Tamiami Trl

Tervis Tumbler

4300 ft

Grace Bible Fellowship Church

4600 ft

Church

Our Saviour's Lutheran Church

4700 ft

Historic Site

Historic Spanish Point

2.1 mi

Bridges

Blackburn Swing Bridge

1.0 mi

Blackburn Point Rd

Blackburn Point Swing Bridge

1.1 mi

Parks

Blackburn Point Park

1.4 mi

6202 Oscar Scherer State Park

Lake Osprey

1.2 mi

Beach

Casey Key

1.5 mi

Legacy Trail

1.6 mi

Amusement Park

Bay Street Park

1.8 mi

Nature reserve

Scherer Thaxton Preserve

2.7 mi

Nokomis Church

2.8 mi

Siesta Key Tennis

2.8 mi

Tamiami Trail

Tropical Carwash

4.0 mi

Gallery

The Cottage Art Gallery

4.2 mi

Farm

Nokomis Groves

4.3 mi

Nearby

Parks

Oscar Scherer State Park

2300 ft

Restaurants

Clever Monkey Craft Grill & Bar

2200 ft

1272 south Tamiami trail

Reviews and Ratings

Feedback from previous guests about their experience.

78%

enjoyed the hotel and would happily stay again

7.8/10

Very good

Rooms

7.4

Location

8.8

Service

8.4

Dining

6.8

Jack

United States of America, March 2025

9.0/10

Bentley's Boutique Hotel offers a uniquely charming experience in Osprey, Florida. The retro style and clean, modern renovations set a welcoming atmosphere. I especially enjoyed the pool and lively Tiki Bar, where I was treated to exceptional hospitality. The only downside was the limited dining options on certain nights, but the personalized dinner experience made up for it. This hotel is definitely a memorable spot I would recommend to friends.

Rooms

9.0

The rooms were newly renovated, clean, and had a cozy retro vibe.

Service

10.0

The staff was incredibly attentive and went above and beyond to make our stay special.

Location

8.0

Situated in quiet Osprey, it's close enough to Sarasota's attractions and has a relaxed atmosphere.

Dining

9.0

While the dining options were limited during our stay, the chef provided a delightful custom dinner that was truly memorable.

Facilities

9.0

The pool area was spotless and inviting, with a lovely Tiki Bar that enhanced the overall ambiance.

Christopher

United States of America, March 2025

5.0/10

The hotel has potential but is currently hindered by some management issues and maintenance problems. While some rooms are clean and comfortable, I encountered several frustrating situations, including staff unprofessionalism and poor breakfast quality. The dining experience was lackluster, and the facilities could benefit from attention. However, given its lower price point, it might be worth considering for a budget stay.

Rooms

6.0

The rooms were generally clean and comfortable, but I experienced issues with air conditioning and had to move rooms multiple times due to various problems.

Service

5.0

The service was quite disappointing on this occasion, as the management was unprofessional and unhelpful when I raised concerns.

Location

7.0

The location is decent, but I felt the overall ambiance of the hotel detracted from the potential it has.

Dining

5.0

The breakfast left much to be desired, lacking quality and variety, which was disappointing compared to other hotels I have stayed at.

Facilities

5.0

While some facilities like the pool area were acceptable, overall maintenance seemed lacking, particularly in common areas.

Edwin

United States of America, February 2025

9.0/10

This boutique hotel really stood out for its great value and lovely amenities. The rooms were spacious and clean, which made for a comfortable stay. The pool area was perfect for relaxation, but the breakfast could use some improvement in variety. Still, the location was fantastic, allowing easy access to Venice without the high costs of staying right in the city.

Rooms

9.0

The rooms were spacious, clean, and comfortable, providing a great place to unwind. The view from our room overlooking the pond was lovely.

Service

10.0

The service was attentive and personalized, with the staff doing a wonderful job even accommodating a large group.

Location

10.0

The location was awesome, with quick access to beautiful nearby beaches and plenty of shopping and dining options around. It was easy to travel back and forth to Venice without the higher hotel rates.

Dining

7.0

Breakfast was decent, but I felt it could improve as there were limited options and some items ran out too soon. Overall, it was nice to enjoy it by the pool.

Facilities

9.0

The pool area was nicely maintained and secure, with comfy cabana areas that made for a relaxing atmosphere.

Warren

United States of America, February 2025

7.8/10

My stay at this boutique hotel was quite mixed. The location was fantastic, close to everything I wanted to explore. The staff was friendly and went above and beyond to assist. However, the noise level from parties was unbearable, and I was quite disappointed with the cleanliness of the rooms, which felt a bit too worn. Overall, while there were definitely some positive aspects, the cons made it hard to fully enjoy my stay.

Rooms

5.0

The rooms seemed clean at first, but once I lifted the duvet, it looked like it had been ravaged. I loved that my room faced the pool, allowing me to enjoy the lively atmosphere and music from my private space.

Service

9.0

The service was top-notch. The staff was genuinely helpful and accommodating, which made a difference in my experience.

Location

10.0

Located in a great spot, it provided easy access to the beach and restaurants. It felt very convenient for exploring the area.

Dining

7.0

While the dining options weren't extensive, they were sufficient for my needs. I'd love to see more diverse and healthier selections available at the pool bar.

Facilities

8.0

The overall facilities were well-maintained and added to the charm of the hotel, especially the pool area.

Amy

United States of America, November 2024

8.6/10

I really enjoyed my stay at this hotel, which was recently updated and overall quite appealing. The rooms were equipped with everything needed, although they can be a bit noisy at night. It offers a great breakfast and a lovely tiki bar area that added to the whole experience. While the service was fantastic, and I appreciated the warm hospitality, the dining options felt somewhat limited during busy hours. All in all, a good value for the price, especially considering the nice pool area and comfortable atmosphere.

Rooms

8.0

The rooms were great with everything you need, including a large shower cubicle and a patio facing the pool. However, be aware that it can get noisy at night after hours.

Service

10.0

The service was outstanding, with staff truly aiming to make my stay enjoyable.

Location

9.0

The location is very comfortable and convenient, with easy access to nearby beaches and restaurants, perfect for a little getaway.

Dining

7.0

The breakfast was good, but there could be more variety and seating capacity to accommodate the number of guests.

Facilities

9.0

The pool area was large and well-maintained, providing a nice courtyard atmosphere.