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All 1 Osprey hotels

Bentley's Boutique Hotel

3.5 of 5 Hotel   |   1660 S Tamiami Trail, Osprey, FL 34229
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Bentley's Boutique Hotel
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Ranked #1 of 1 Hotels in Osprey
Certificate of Excellence 2014
A recent review
5 of 5 stars reviewed 4 days ago
Shellqueen2014 Naples, Florida
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410 reviews from our community

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Rating summary
  • Sleep Quality
    4.5 of 5 stars
  • Location
    4 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    4.5 of 5 stars
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Naples, Florida
Senior Contributor
30 reviews 30 reviews
7 hotel reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed 4 days ago NEW

Stayed for one night. Very pleasant. Rooms seemed to have been remodeled. Interesting pool arrangement - Tiki Bar with specials as the restaurant was not open during an October visit. Seemed to be a locals hang out for specials. Our night was 'Wings" for .75 Had fish and chips - minimal fish, lots of chips. Decor not typical of Florida... More

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Senior Contributor
31 reviews 31 reviews
28 hotel reviews
37 helpful votes 37 helpful votes
4 of 5 stars Reviewed 2 weeks ago

I really had no choice as I was looking for convenience in Osprey for a specific reason and I thought, how bad could it be? Also, there had been lots of good reviews. It wasn't important and I was looking forward to a new experience, as I usually stay at the Ritz Carlton in Sarasota. For the price, this place... More

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Columbia, Missouri
Top Contributor
212 reviews 212 reviews
78 hotel reviews
163 helpful votes 163 helpful votes
3 of 5 stars Reviewed 2 weeks ago

Imagine for a minute that you owned a Holiday Inn crica 1975. And then imagine that for some unimaginable reason you decided to turn it into a "hip" hotel without tearing it down. And then imagine that you really enjoy the nightlife and you stick a nightclub into the place. But you weren't done yet. You really are a huge... More

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Koblenz, Germany
19 reviews 19 reviews
8 hotel reviews
16 helpful votes 16 helpful votes
3 of 5 stars Reviewed 4 weeks ago

The main problem I had here was that it tries to hard. It wants to be a hip and outstanding hotel and a lot of things are unsolved. Like this enourmously loud nightclub inside. The included breakfast was either empty or not working so you almost broke the handle of the juice tray. We stayed in a back room with... More

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orlando, florida
Senior Contributor
35 reviews 35 reviews
24 hotel reviews
31 helpful votes 31 helpful votes
2 of 5 stars Reviewed 4 weeks ago

Though the hotel has a nice visual appeal, overall I am unsatisfied with my stay. Cons: At check in, the receptionist told me I can park around back and go into one of two entrances. There is only one entrance in the back. The following night I switched rooms (see below) and the guy again circled two entrances on a... More

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Miami, Florida
Senior Contributor
29 reviews 29 reviews
6 hotel reviews
23 helpful votes 23 helpful votes
3 of 5 stars Reviewed September 22, 2014

Bentley's "Boutique" Hotel is good. I did my reservation through Expedia to get 40% discount from the regular rates, I just choosed the area you want to stay, Expedia gives you this hotel, was like going to a blind dating. Really this hotel does not satisfaced me 100%, I will give them just a 60%. I feel it was a... More

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3 reviews 3 reviews
1 helpful vote 1 helpful vote
4 of 5 stars Reviewed September 11, 2014

Great hotel with gorgeous beaches nearby not to mention wonderful restaurants. Check out Pelican Alley Restaurant - great seafood and great prices.. Bentley also also offer bus service to the beach. Enjoy your stay!!! We certainly did...

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Greg W, General Manager at Bentley's Boutique Hotel, responded to this review

Thank you for taking the time to write a review about your stay with us. Bentley's Boutique Hotel is in a great location to visit all the local beaches, the restaurants are wonderful as well. We hope you are able to try our delicious restaurant or tiki bar on your next visit. We look forward to your next stay with... More

Tarpon Springs, FL
Top Contributor
125 reviews 125 reviews
18 hotel reviews
64 helpful votes 64 helpful votes
4 of 5 stars Reviewed September 9, 2014

My wife and I spent a Saturday night here and arrived early for checkin. No problem, our room was ready for us. The room itself was nicely appointed, clean and well furnished, including a refrigerator and K-cup coffee pot. The bathroom included a glass walk-in shower with no door which was very attractive and functional. There was a excellent shower... More

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Greg W, Manager at Bentley's Boutique Hotel, responded to this review

We are pleased to hear how much you enjoyed your stay with us. Our poolside rooms are a wonderful set up, spacious and great for the pool entertainment. Being able to sit on your own patio enjoying the live music, fresh air and people at the pool makes for a wonderful time. Our Tiki Bar has a fun upbeat atmosphere... More

Palma, España
14 reviews 14 reviews
10 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed September 7, 2014 via mobile

We stayed only night there on our way from Miami to Tampa to meet friends. the rooms are modern and clean. The pool area with bar gives you caribbean feeling. Good breakfast. Thanks to John to prepare some cocktails when he was about to leave. I really would come back!

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Greg W, General Manager at Bentley's Boutique Hotel, responded to this review

Thank you for staying with us on your way to Tampa, its exciting to hear how much you enjoyed your night with us.The live music sets off a Caribbean feeling while sitting poolside, or relaxing at the tiki bar for a cocktail and/or a cheeseburger. We hope to see you in the future for your next stay. More

Orlando, Florida, USA
4 reviews 4 reviews
2 helpful votes 2 helpful votes
4 of 5 stars Reviewed September 3, 2014

The town of Osprey is very small and centrally located between Venice and Sarasota Florida. This hotel popped up on Groupon offering great prices on their newly renovated rooms. I booked a couple of weeks prior to Labor day weekend, and boy am I glad I had! The hotel has everything you need right on site. A pool with Tiki... More

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Greg W, General Manager at Bentley's Boutique Hotel, responded to this review

It is always a pleasure to hear how much fun people have when staying at our resort. The weekends are full of so much entertainment that is good for the entire family. We are happy to hear how much you enjoyed your stay and can not wait to host your family again. More

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Additional Information about Bentley's Boutique Hotel

Address: 1660 S Tamiami Trail, Osprey, FL 34229
Location: United States > Florida > Osprey
Price Range (Based on Average Rates): $$
Hotel Class:3.5 star — Bentley's Boutique Hotel 3.5*
Number of rooms: 88
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