Bentley'S Boutique Hotel; Best Western Premier Collection, Osprey ∞ Discover spa retreats, reviews & deals for 2025

Book with us and save

up to 10%

compared to Booking.com

Key details

About Resort

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

Bentley'S Boutique Hotel; Best Western Premier Collection is a 4-star family-friendly resort located off Highway 41. The hotel features complimentary wireless internet, an outdoor pool, and an on-site Tiki Bar and Bistro for dining options. It is situated in proximity to beaches and popular attractions.

Rooms & Amenities

The hotel offers 88 recently renovated air-conditioned rooms, each featuring a flat-screen TV, refrigerator, and private bathrooms with rainfall showerheads. Guests can choose between Deluxe King and Deluxe Double Bed options, with some rooms providing views of the custom-built Infinity Pool or Park.

Dining Options

Dining options include the Tiki Bar and Bistro, which serves drinks and light bites. A complimentary hot/cold buffet breakfast is available daily from 7 AM.

Leisure & Business

Leisure amenities consist of an outdoor pool, complimentary bicycles, and proximity to local attractions, such as Siesta Key Beach and Oscar Scherer State Park. The resort also features a 24-hour business center and meeting rooms totaling 5005 square feet, ideal for business travelers.

Services & Local Area

Bentley'S Boutique Hotel offers concierge services and wedding services for guests. The hotel is located just a short drive from Blackburn Point Park and Historic Spanish Point, providing opportunities for outdoor activities.

View all

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

Max:

4 persons

305 sq. feet

Shower

Heating

room details

Check Prices

Double Room Two Double Beds Poolside

Max:

4 persons

305 sq. feet

Shower

Heating

room details

Check Prices

King Room Poolside

Max:

2 persons

305 sq. feet

Shower

Heating

room details

Check Prices

Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

Getting around

Explore a range of transportation options for your spa getaway

City Centre

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

The hotel offers amenities for your comfortable stay and unforgettable experiences

Free Wi-Fi

Parking

Car park

Luggage storage

24-hour services

24-hour reception

24-hour security

General

Non-smoking rooms
Free Wi-Fi
Car park
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, 34229

Map view

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

City landmarks

Park

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

Bridge

Blackburn Swing Bridge

1.0 mi

Blackburn Point Rd

Blackburn Point Swing Bridge

1.1 mi

Park

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

Park

Oscar Scherer State Park

2300 ft

Restaurants

Clever Monkey Craft Grill & Bar

2200 ft

1272 south Tamiami trail

Reviews and Ratings <br />

Feedback from previous guests about their experience.

64%

loved the resort and would return for another relaxing stay

6.4/10

Nice

Rooms

7.2

Location

8.0

Service

8.4

Dining

6.6

Dorothy

United States, February 2025

5.6/10

I had a pleasant stay at Bentley's Boutique Hotel, enjoying the unique room names and beachy atmosphere of the pool area. However, I found the breakfast offerings to be a bit underwhelming and not well-stocked, especially during peak hours. Overall, it was a nice experience, but some improvements could elevate it further.

Rooms

6.0

My room was clean and comfortable, although it had just the basics like a TV and fridge (but no microwave). The unique British-themed decor was charming.

Service

6.0

The service was friendly, but I did notice some shortcomings like the breakfast not being replenished adequately during busy times.

Location

8.0

The location is great, situated between Venice Beach and Sarasota Beach, which was perfect for my activities like kayaking at Oscar Scherer State Park.

Dining

6.0

Breakfast by the pool was self-service, boasting typical fare like eggs and sausage, but it was often running low on food when I went (especially with many guests around).

Facilities

6.0

The pool area was lovely with a tiki bar and surrounded by decking and sand, creating a relaxing vibe. However, the fitness center featured equipment that wasn't in great condition, which was disappointing.

George

United States, February 2025

7.0/10

I really enjoyed my five-night stay at Bentley's Boutique Hotel. The staff was super friendly, especially Carolyn, who offered great local tips. I loved my upgraded room with a huge patio and direct pool access. However, I found some of the food options in the area somewhat limited, and the breakfast could have used some improvement.

Rooms

8.0

Initially stayed in a cramped room, but upgraded to a much more spacious and comfortable one with a great patio. It had direct access to the pool, which was a nice bonus.

Service

10.0

The staff was beyond helpful, making my stay enjoyable. Larry at the Tiki Bar was especially great, and Carolyn stood out for her friendliness and knowledge.

Location

8.0

The hotel's location is perfect for exploring the Sarasota area and is close to beautiful beaches, though I didn't find many interesting dining options nearby.

Dining

7.0

While the breakfast was a bit bland and basic, I had an amazing experience dining at the Tiki Bar with a special grouper dinner prepared just for us. Still, I feel the regular options could use enhancement.

Facilities

9.0

The pool area was comfortable with an old-school Tiki bar vibe, making it a great place to relax. Overall, facilities were well-maintained.

Johnny

United States, January 2025

6.2/10

I had a wonderful experience at Bentley's Boutique Hotel. The unique room names added charm, and the pool area was a great spot to relax. However, the breakfast seating was limited, especially on chillier mornings.

Rooms

8.0

My room was clean and comfortable, featuring a small fridge and hair dryer. However, the lack of a vanity was a bit inconvenient for my morning routine.

Service

10.0

The staff was exceptionally hospitable, making my stay pleasant. I particularly enjoyed the service at the tiki bar, where the bartender was friendly and welcoming.

Location

9.0

The hotel's location was perfect for exploring the Sarasota/Venice area, with easy access to beaches and numerous dining options nearby.

Dining

7.0

Breakfast had typical offerings like eggs and sausage, but the seating area was quite limited. Improving this would enhance the experience.

Facilities

9.0

The pool area was surrounded by decking and sand, creating a relaxed vibe that I really appreciated, along with some lovely artwork throughout the hotel.

Charlotte

United States, November 2024

5.8/10

My stay at Bentley's Boutique Hotel was quite enjoyable. The unique pool area had a nice tiki bar, perfect for relaxing. However, the water pressure in the shower was disappointing, and breakfast hours felt a bit limited.

Rooms

6.0

I stayed in a room on the ground floor, which provided a nice view of the pool. The decor was unique, with each room having its own name on the door, but it was a bit noisy at night due to the activity outside.

Service

6.0

The staff was friendly, and I appreciated the free coffee bar. However, I found the limit of just two drink tickets for my entire stay to be a bit lacking compared to other locations.

Location

6.0

The hotel's location is decent, close to good restaurants and shopping, though it's in a mostly residential area and not the best for beach access.

Dining

6.0

Breakfast was served poolside in a glass room, which was lovely, though I wished for more fresh fruit options. I definitely enjoyed the local focaccia bread.

Facilities

6.0

The pool area was truly a highlight with decking and sand, not just your usual concrete. However, I did notice that the couches could use a more thorough cleaning.

John

United States, October 2024

7.4/10

My stay at Bentley's Boutique Hotel was full of ups and downs. The retro style with recent renovations and the friendly service made for a charming atmosphere, though the dining options and breakfast quality left something to be desired. Overall, the experience was nice mainly due to the unique dining offers and local hospitality, but I encountered some issues with smoke from neighboring patios and limited food at breakfast. 😅

Rooms

8.0

My room was spacious, clean and comfortable, but smoking from other patios dampened the experience.

Service

10.0

The staff were exceptionally friendly and attentive, making us feel welcomed throughout our stay.

Location

9.0

The hotel's location was great for access to beaches and parks, perfect for exploring the Sarasota area.

Dining

7.0

While the dining options were limited, the unique grouper dinner I was offered was a highlight.