
Exclusive The Oaks Club Vacation Deals

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

Compass Hotel by Margaritaville Anna Maria Sound
Save 100% on your flight
Price was $830, price is now $471 per person
$471
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking. Free WiFi in public areas, a snack bar/deli, and a communal living room are also on offer.


The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $1,775, price is now $1,010 per person
$1,010
per person
Jan 21 - Jan 24
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
A private beach and an outdoor pool are featured at this smoke-free aparthotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.

DoubleTree by Hilton Tampa Rocky Point Waterfront
Rocky Point
Save 100% on your flight
Price was $1,030, price is now $653 per person
$653
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Bali Hai Beachfront Resort and Spa
Price was $2,150, price is now $1,385 per person
$1,385
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
A full-service spa and an outdoor pool are featured at this smoke-free resort. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. There's a poolside bar on site, and laundry facilities and concierge services are also provided.

Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $842, price is now $543 per person
$543
per person
Jan 21 - Jan 24
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.
Frequently asked questions
Top The Oaks Club hotel deals

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

Casey Key Resorts - Mainland
1650 South Tamiami Trail, Osprey, FL
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $145 total per night
$145 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A business center, a terrace, and a snack bar/deli are also on offer.
Pool
Pet friendly

Huge Pool, Close to Beaches, Restaurants, Shopping & More!
A water park and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and conveniences like a garden and laundry facilities.
Pool
Hot Tub
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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