We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Bentley's Boutique Hotel

1660 S Tamiami Trail, Osprey, FL 34229
Hotel amenities
Book on
TripAdvisor
in partnership with
Trusted partner. We work with Tingo to make your booking as easy as possible.
1 room 1 adult
Enter dates for best prices
Check In Check Out
Check Availability
Book on
or compare prices from up to 200 sites including:
Professional photos
Bentley\\
View Map
Add Photo Write a Review

742 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
  • More
Minneapolis
Level Contributor
10 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

This was a return stay for us. We like the location, the hotel is nicely updated and comfortable. Pool area is beautiful, With a Tiki bar, no need to drive if you just want to relax! We did miss the complimentary breakfast that was offered last year.

Review collected in partnership with this hotel

Helpful?
Thank Upnorth8
Katelynn B, Guest Relations Manager at Bentley's Boutique Hotel, responded to this review

Thank you very much for leaving us a positive review about your stay. We appreciate our return guests , familiar faces are always nice. We are so happy you enjoyed our pool area and our Tiki Bar, it is a perfect place to have a nice drink our even to take a dive into the pool. We do offer a... More 

Boone, North Carolina
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 5 days ago NEW

In the high season of Florida in the Sarasota Florida area, this hotel is a 3 star hotel with a 2 star price tag. The stay included a delicious breakfast. The bathroom was wonderful and the hotel had wonderful linens and towels. The staff could not have been more helpful and friendly.

Review collected in partnership with this hotel

Helpful?
Thank Julie T
Katelynn B, Guest Relations Manager at Bentley's Boutique Hotel, responded to this review

We are so pleased to hear that you enjoyed your stay with us! We stay competitive with our rates to ensure guests get the best deals possible. Our breakfast is served in Brasserie 41 from 7 until 10:30 AM for a breakfast with a plethora of items to choose from whether its as simple as a bagel or to the... More 

Normal, Illinois
Level Contributor
20 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed 1 week ago

My only advice to the Virage owners is to add some lighting. Because of the gray walls the lighting within the bedroom area was less than ideal. Also have to let folks know - changing channels on the TV is slow, slow, slow. Be sure to take time out to enjoy the Tiki Bar attached to the Bentley!

Review collected in partnership with this hotel

Helpful?
Thank Jo D
Katelynn B, Guest Relations Manager at Bentley's Boutique Hotel, responded to this review

Thank you for sharing your experience with us we are truly grateful! We are so happy to hear that you enjoyed spending time out by our Lono Tiki Bar. When building the hotel we put the Tiki Bar in close proximity to the pool to make for a relaxing area to either swim or have a nice meal. We hope... More 

denver
Level Contributor
12 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 6 helpful votes
2 of 5 stars Reviewed 1 week ago

Read many reviews, sounded wonderful. I've stayed in wonderful boutique hotels, this just wasn't one of them. Pro: Comfortable bed Friendly and helpful staff Bathroom newly remodeled Con: Musty smell Shower new, the vent in shower badly needed cleaning; had thick layer of dust Overpriced. Had some nice features but not a 4 star by any stretch of the imagination.... More 

Helpful?
Thank kaychaney
A TripAdvisor Member
5 of 5 stars Reviewed 2 weeks ago

This is our third visit to the Bentley and love the ambiance. On this occasion, a tornado passed by a couple of miles north and took out some of the power and blew half of the seating and umbrellas into the pool. The staff were magnificent and tried their best to provide services in a difficult situation. What can the... More 

Review collected in partnership with this hotel

Helpful?
Thank A TripAdvisor Member
Katelynn B, Guest Relations Manager at Bentley's Boutique Hotel, responded to this review

Thank you for taking the time to leave such a genuine review regarding your stay with us. Your kind words are very appreciated and will go a long way to motivate our staff. Our guests safety is a top priority to us and even though a tornado struck that did not stop our staff from providing excellent customer service and... More 

Level Contributor
3 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 2 weeks ago via mobile

We had a great time at the hotel.the room was great,housekeeping was wonderful.and thanks to the bar tender John he was awesome.he kept us laughing and we really enjoyed ourselves I recommend the hotelπŸ‘ŒπŸ½πŸ‘ŒπŸ½πŸ‘ŒπŸ½πŸ‘ŒπŸ½πŸ‘ŒπŸ½πŸ‘ŒπŸ½πŸ‘ŒπŸ½πŸ‘ŒπŸ½πŸ‘ŒπŸ½πŸ‘ŒπŸ½

Helpful?
Thank Orlando0520
Katelynn B, Guest Relations Manager at Bentley's Boutique Hotel, responded to this review

We would like to personally thank you for staying with us and also relaying some great feedback about our hotel. We take pride in excellent customer service so we are pleased to hear that our housekeepers were able to service your room and anything you needed with ease. We're glad you had the opportunity to stop by Brasserie 41, our... More 

Norwalk, Connecticut
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 2 weeks ago

Local Sarasota area that is close to a ton of shopping and restaurants. Very close to touristy beaches and local alike. Easy to get to from all the area airports. Rooms are updated with new bedding and thoughtful decor. Great location for a night stay or even a week.

Review collected in partnership with this hotel

Helpful?
1 Thank keithwhite2016
Katelynn B, Guest Relations Manager at Bentley's Boutique Hotel, responded to this review

Thank you for staying with us and we appreciate you sharing your positive comments! Our location right off of US 41 and just a short drive to I-75 provides an easy commute for any traveler! We are in between two beaches , with short drives either way to Siesta Key Beach or , to the South of us, Nokomis beach.... More 

Greer
1 review
2 of 5 stars Reviewed 2 weeks ago

We had a problem. Our room was cold and we turned on the heat before leaving to go eat dinner. When we returned the room smelled like something was burning. We called and asked for a deodorizer and was told they had none. They did move us to another room, even though they had told us we had rented the... More 

Review collected in partnership with this hotel

Helpful?
Thank 710william
Pittsfield
Level Contributor
7 reviews
6 hotel reviews
5 of 5 stars Reviewed 2 weeks ago

Really pleasant surprising. A nice remodel of an old place. We were in the back building. Clean rooms, huge bath rooms, has the look of an upscale hotel. Easy to connect to wi-fi. Only two little things: the cleaning person didn't remove a previous guests soap from the shower or take care of the broken lamp. The ironing board was... More 

Review collected in partnership with this hotel

Helpful?
Thank P W
Katelynn B, Guest Relations Manager at Bentley's Boutique Hotel, responded to this review

We appreciate the time you have taken to share your feedback with us about your stay. We are pleased to hear you have enjoyed The Virage, our separate wing. When remodeling the hotel, we have designed the rooms to have a modern style. We do apologize for the minor inconveniences you have faced and we invite you to stay with... More 

A TripAdvisor Member
5 of 5 stars Reviewed 2 weeks ago

We stayed at the Virage and were very pleased! The staff was great!! We got unlucky and stayed when there was a tornado, however the staff was so accommodating and pleasant. The room was clean, spacious, and elegant. We can't wait to stay here next time we're in the area!!

Review collected in partnership with this hotel

Helpful?
Thank A TripAdvisor Member
Katelynn B, Guest Relations Manager at Bentley's Boutique Hotel, responded to this review

Thank you so much for leaving such a lovely review on our property! Unfortunately, we can not control when natural disasters happen but we can control how we handle them. We take pride in our customer service so we are so happy that regardless of the situation we were able to assist you as best as possible to make for... More 

Questions? Get answers from hotel staff and past guests. Ask a question

563 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (137)
Viewed
Family/play areas (1)
Viewed
Hotel & grounds (29)
Viewed
Dining (11)
Viewed
Room/suite (17)
Viewed
Bathroom (18)
Viewed
View from room (4)
Viewed
Pool/beach area (23)
Viewed
Other (34)

Expert photos: Taken by TripAdvisor travel experts

Viewed
All expert photos (405)
Viewed
Amenities (71)
Viewed
Bentley's Standard Double (38)
Viewed
Bentley's Temple Suite (49)
Viewed
Pool (36)
Viewed
Restaurants and Bars (61)
Viewed
The Hotel (54)
Viewed
Tiki Bar (17)
Viewed
Varage Double Queen (35)
Viewed
Varage King Sofa (44)

Management photos: Courtesy of the property manager

Viewed
All management photos (21)
Viewed
Pool/beach area (5)
Viewed
Room/suite (4)
Viewed
Hotel & grounds (5)
Viewed
Dining (3)
Viewed
Other (4)
Check In Check Out
Prices are for 1 room, 2 adults
Show Prices
Hotels you might also like...
Also consider these accommodations in or near Osprey
6.2 mi away
Tropical Beach Resorts
Tropical Beach Resorts
#3 of 12 in Siesta Key
4.5 of 5 stars 1,756 reviews
6.6 mi away
Hibiscus Suites - Sarasota / Siesta Key
5.2 mi away
Inn at the Beach
Inn at the Beach
#2 of 13 in Venice
4.5 of 5 stars 725 reviews
Show Prices
Show Prices
Show Prices
6.5 mi away
BEST WESTERN PLUS Siesta Key Gateway
4.7 mi away
Hampton Inn and Suites Bayside Venice
3.7 mi away
Turtle Beach Resort
Turtle Beach Resort
#7 of 12 in Siesta Key
4.0 of 5 stars 294 reviews
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities

Enter dates for best prices
Check In Check Out
Price Your Stay