Bentley's Resort Hotel - Osprey, FL


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Party-Centric Hotel Close to Florida’s Best Beaches

On a typical weekend at Bentley’s Resort Hotel, there’s a crowd gathered around the Osprey Tiki Bar and Grille for live music and dancing. Guests can grab cocktails from the bar and join in the festivities or simply kick back on a couch under one of the poolside palapas. During the day, take a dip in the infinity pool or head to the beach. Bentley’s provides free transportation to Siesta Key (Dr. Beach’s best beach of 2011), and Nokomis Beach on Casey Key is just 8 minutes away.

Almost every night, there’s a stunning sunset on the Gulf Coast. You can soak it up and then head to the hotel’s ultrasleek Morgan’s Restaurant, where chefs uses fresh, locally sourced ingredients to craft tasty burgers, steaks, and seafood dishes. With this Groupon, you’ll get a $20 dining credit you can use here or at the tiki bar. Later on, the party shifts to the Underground Lounge Bar, where DJs spin classic soul and Top 40 hits.

Like the restaurant and nightclub, guest rooms at Bentley’s are stylish and modern. They’ve all been recently renovated with European-influenced deco, including bold artwork and chic furnishings.

South Sarasota, Florida: Artsy Enclaves near Siesta Key Beach

Osprey and South Sarasota are only a short drive from Siesta Key and its namesake beach. Dr. Beach frequently names Siesta Key Beach on his annual list of America’s Best Beaches. Once you’ve set foot on the wide swath of sugarlike sand—scientifically proven to be 99% quartz—it’s hard to argue with him. The beach is one of a few on the 8-mile-long Siesta Key, which floats off the Gulf Coast just south of Sarasota. Most of the action here centers on the island’s northern tip, where the best beaches are found, near the small but lively Siesta Village. You can shop and dine at family-friendly restaurants in town or rent equipment to go fishing and kayaking. Sightings of dolphins, egrets, and manatees are pretty common.

Bookstores and art venues are plentiful a few miles up the road in Sarasota, an enclave for artists, writers, and musicians. Take in a show at the Van Wezel Performing Arts Hall, which frequently hosts touring Broadway shows and ballet performances. The building’s exterior is entirely purple, and the deep ridges of its iconic modern roof turn lilac in the Florida sun.

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What You Get

  • Stay for two in a double park-side room, king park-side room, or king pool-side room
  • $20 dining credit per stay at Osprey Beach Tiki Bar & Grill or Morgan’s Restaurant
  • Dates into October

Policies and Fees

  • Reservations: Dates cannot be changed once booked; valid only for night(s) purchased
  • Cancellation policy: 48-hour cancellation notice required prior to check-in or reservation is non-refundable; reservations made within cancellation window are non-refundable.
  • Rates may vary by date and are subject to availability

No-shows will be charged total Groupon rate; no refunds, rescheduling, or rebooking allowed.


  • Outdoor infinity pool
  • Two restaurants
  • Underground Lounge Bar
  • Free transportation to the beach

The Fine Print

  • Dates cannot be changed once booked; valid only for night(s) purchased
  • 48-hour cancellation notice required prior to check-in or reservation is non-refundable; reservations made within cancellation window are non-refundable
  • No-shows will be charged total Groupon rate
  • Traveler name must match ID at time of check-in
  • No refunds will be processed by Groupon after check-in
  • Must be 18 or older to check in
  • Credit card required at check-in
  • Not valid with reward points

Other Details

Room Details

Double Park-Side Room

  • Two double beds
  • Standard occupancy: 2
  • Maximum occupancy: 4
  • Adding occupants above standard: $10 per night for each additional guest

King Park-Side or Pool-Side Room

  • One king bed
  • Standard occupancy: 2
  • Maximum occupancy: 2

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: please contact the property for handicap-accessibility requests or options.
  • Room upgrades: upgrades may be available at check-in for an additional cost.

Getting There

  • Nearest airport: Sarasota-Bradenton International Airport (SRQ; 17 miles)
  • Cab fare: about $48 from SRQ, including a 15% tip
  • Distance from Fort Myers: 62 miles

Traveler's Tips

  • Osprey Tiki Bar & Grille is open 7 days a week, Underground Lounge Bar is open on Friday and Saturday, and Morgan’s Restaurant is open Wednesday–Sunday evenings.

Customer Reviews

101 Ratings

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


Catherine G. ·
Reviewed July 22, 2016
Walk out to the pool from your porch


Suzy F. ·
Reviewed July 16, 2016


Candida P. ·
Reviewed July 15, 2016
Loved the décor and comfort of the rooms. Pool area was as expected quaint.
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