Exclusive The Oaks Club Vacation Deals

The Oaks Club vacation package deals

Price found within the past 48 hours. Click for updated prices.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,019, price is now $650 per person
$650
per person
Mar 4 - Mar 7
found 1 day 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.
Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Save 100% on your flight
Price was $1,285, price is now $695 per person
$695
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
This guesthouse includes a garden and a virtual front desk. Take advantage of the free self parking.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,481, price is now $1,964 per person
$1,964
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip non-stop 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.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Save 100% on your flight
Price was $1,814, price is now $1,027 per person
$1,027
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and conveniences like a 24-hour front desk and wedding services.
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $1,370, price is now $855 per person
$855
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Landing Bradenton Near G.T. Bray Park

Landing Bradenton Near G.T. Bray Park

4 out of 5
Save 100% on your flight
Price was $1,991, price is now $1,299 per person
$1,299
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
This aparthotel features an outdoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A virtual front desk are provided for your convenience.

Frequently asked questions

How much are vacation packages to The Oaks Club?
If you love the idea of hassle-free planning and impressive savings, our $650 The Oaks Club vacation package will be perfect for you. With your hotel and flights sorted, organizing your trip around this fabulous attraction is easier than ever.
Where can I get the best vacation package deals for The Oaks Club?
Travelocity is the only place you need to go to score a great The Oaks Club package deal. Take your pick of 400 airlines and 1,000,000 properties across the globe and craft a travel itinerary that's right for you. With so much choice, now's the time to book your next big adventure.
Why should I book my The Oaks Club vacation bundle via Travelocity?
Whether you're planning a weeks-long vacation or a last-minute weekend escape, we have plenty of tempting destinations to choose from at an affordable rate. What's more, we offer 24/7 support, top-notch service and a Price Match Guarantee. Save yourself money and time and secure your dream vacation today.

Top The Oaks Club hotel deals

Charming Florida Beach Home w King Bed Patio

Charming Florida Beach Home w King Bed Patio

2 out of 5
Osprey FL
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
Huge Pool, Close to Beaches, Restaurants, Shopping & More!

Huge Pool, Close to Beaches, Restaurants, Shopping & More!

Osprey FL
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 families will appreciate the onsite laundry facilities. A garden and barbecue grills are also provided.
Pool
Kitchen
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

2.5 out of 5
1650 South Tamiami Trail Osprey FL
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $159 total per night
$159 total
Jan 4 - Jan 5, 2026
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
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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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