
Exclusive The Oaks Club Vacation Deals

The Oaks Club vacation package deals
Price found within the past 48 hours. Click for updated prices.

Tropical Beach Resorts
South Village
Price was $675, price is now $494 per person
$494
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A garden, a library, and a picnic area are also on offer.

Captiva Beach Resort
South Village
Save 100% on your flight
Price was $1,264, price is now $767 per person
$767
per person
Apr 30 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.

The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $2,557, price is now $1,580 per person
$1,580
per person
Apr 20 - Apr 23
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
A private beach and an outdoor pool are featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.

Seaside at Anna Maria Island Inn
Save 100% on your flight
Price was $2,862, price is now $1,915 per person
$1,915
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
An outdoor pool is featured at this hotel, along with free WiFi in public areas and a safe deposit box.

Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,589, price is now $1,136 per person
$1,136
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

Manasota Key Resort
Save 100% on your flight
Price was $1,411, price is now $1,033 per person
$1,033
per person
Apr 9 - Apr 13
found 18 hours ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
This smoke-free hotel's private beach and marina are among the highlights. Enjoy the outdoor pool and perks like free self parking and free WiFi. A terrace, a picnic area, and laundry facilities are also on offer.
Frequently asked questions
Top The Oaks Club hotel deals

Charming Florida Beach Home w King Bed Patio
Osprey FL
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.

Casey Key Resorts - Mainland
1650 South Tamiami Trail Osprey FL
Free Cancellation
Reserve now, pay when you stay
$223 nightly
The price is $252 total per night
$252 total
Feb 15 - Feb 16
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free beach shuttle. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Pet friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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