Bentley’s Resort Hotel - Osprey, FL

$95 for a One-Night Stay at Bentley’s Resort Hotel in Osprey, FL ($159 Value)

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$159 40% $64
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Party-Centric Hotel on Florida’s West Coast

On a typical weekend night at Bentley’s Resort Hotel, crowds gather around the Osprey Beach Pool for live music and cocktails. After a dance by the tiki bar, you can kick back on a couch under one of the poolside palapas. The pool deck is undoubtedly the heart of the hotel, but when the ocean calls, Bentley’s provides free transportation to some of the best beaches on Florida’s west coast, including Siesta Key—Dr. Beach's best beach of 2011—and Nokomis Beach on Casey Key.

The chef at the hotel's ultra-sleek restaurant, Morgan’s, uses fresh, locally sourced ingredients to create dishes such as grouper piccata. After a stunning sunset on the Gulf coast, the party shifts to the Jaguar Lounge and its adjacent Underground Nightclub, where DJs spin classic soul, top 40, and electronic dreidels. Like the restaurant and nightclub, accommodations at Bentley’s are modern and sleek. Bold artwork and modern fixtures adorn the Euro-chic rooms, each one named after a station on the London underground.

South Sarasota: Refuge for Endangered Birds and Artists

Just down the street from Bentley’s Resort Hotel, you’ll find the entrance to Oscar Scherer State Park, where stands of scrubby flatwood trees serve as a refuge for the threatened Florida scrub jay. Keep an eye out for its sapphire and cream plumage while biking or hiking through the park's trails or canoeing the blackwater South Creek (canoe rentals are available at the ranger station).

Bookstores and art venues are plentiful a few miles up the road in Sarasota, an enclave for artists, writers, and musicians. The Van Wezel Performing Arts Hall—a frequent host of Broadway and ballet shows—stands out as one of Sarasota's cultural hubs. The building’s exterior is entirely purple, and the deep ridges of its iconic modern roof turn lilac in the Florida sun.

Read the Fine Print for important info on travel dates and other restrictions.

What You Get

  • $95 for a one-night stay for two adults in a king or two double pool-view room; up to two kids 15 or younger stay free
  • Bottle of wine

Book by: 7/14/12
Travel by: 8/15/12

Read the Fine Print for important info on travel dates and other restrictions.


  • Outdoor pool
  • Complimentary breakfast
  • Two restaurants
  • Underground Nightclub and Jaguar Lounge
  • Transportation to area attractions

Customer Reviews

(101 ratings)

100% Verified Reviews
All reviews are from people who have redeemed deals with this merchant.


Valerie S. ·

July 16, 2012
Everything about my stay was awesome. Friendly staff, great breakfast, pool area and tiki bar was very relaxing. Just what I was looking for.


Catherine G. ·
1 rating   2 reviews  
July 22, 2016
Walk out to the pool from your porch


Suzy F. ·

July 16, 2016

The Fine Print

  • Must book by 7/14/12 or promotional value expires
  • Must complete travel by 8/15/12
  • Not valid 6/8-6/9, 6/30, or 7/1-7/4
  • Limit 3 per person, may buy 3 more as gifts
  • Limit 3 per visit
  • Subject to availability
  • Must cancel by 3PM 1-day prior to scheduled arrival or fee up to Groupon price applies
  • Must be 21 or older to check in and consume alcohol
  • Credit card required at booking and check-in
  • Must provide first and last name at checkout, which will be provided to Bentley's Resort Hotel
  • 12% tax not included.

Other Details

Room Details

  • One king bed or two double beds
  • Standard occupancy: 2
  • Maximum occupancy: 3 in king rooms; 4 in double rooms
  • Adding occupants above standard: $10 per night for each additional occupant 16 or older; no charge for additional occupants 15 or younger
  • 37-inch LCD TV
  • WiFi

Hotel Policies

  • Check in: 3 p.m.
  • Check out: 11 a.m.
  • Parking: free
  • Rollaways: not available
  • Smoking policy: no smoking inside the property
  • Pet policy: pets are not allowed inside the property.
  • Accessibility: handicap-accessible rooms are available upon request during booking.
  • Room upgrades: upgrade to a suite for $70 plus tax.

What It's Worth

  • $95 for a one-night stay for two adults in a king or two double pool-view room; up to two kids 15 or younger stay free (up to a $129 value)
  • Bottle of wine (a $30 value)

    Total value: up to $159

Getting There

  • By plane: 17 miles from Sarasota-Bradenton International Airport (SRQ)
  • By cab: about $50 from SRQ
  • By car: 70 miles north of Fort Myers (RSW); 70 miles south of Tampa (TPA)
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