Exclusive The Oaks Club Vacation Deals

The Oaks Club vacation package deals

Price found within the past 48 hours. Click for updated prices.
Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Save 100% on your flight
Price was $1,230, price is now $649 per person
$649
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.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was $1,426, price is now $709 per person
$709
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
A full-service spa, free self parking, and laundry facilities are featured at this villa. Barbecue grills and a virtual front desk are also provided.
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 $1,547, price is now $912 per person
$912
per person
Mar 6 - Mar 13
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.
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Rocky Point
Save 100% on your flight
Price was $1,094, price is now $697 per person
$697
per person
Feb 1 - Feb 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. 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.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,428, price is now $915 per person
$915
per person
Feb 8 - Feb 14
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.

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 $649 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 5 - Jan 6, 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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