The Oaks Club Vacation Deals: The Oaks Club, Osprey Vacations

The Oaks Club vacation package deals

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

Captiva Beach Resort

Save 100% on your flight

per person

Jul 8 - Jul 12

found 1 day ago

Roundtrip flight included

Hartford (BDL) 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.

Cedar Cove Resort and Cottages

Save 100% on your flight

per person

Jun 21 - Jun 27

found 3 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Sarasota (SRQ)

This hotel 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.

Twin Palms at Siesta

Save 100% on your flight

per person

Jul 8 - Jul 12

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Sarasota (SRQ)

An outdoor pool, free self parking, and barbecue grills are featured at this hotel. Guests will appreciate perks like free WiFi and a free beach shuttle. A terrace, a garden, and a picnic area are also on offer.

Tropical Breeze Resort

Siesta Key Village

Save 100% on your flight

per person

Jul 8 - Jul 12

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Sarasota (SRQ)

This hotel's 2 outdoor pools and hot tub are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

The Capri at Siesta

Save 100% on your flight

per person

Jul 8 - Jul 12

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Sarasota (SRQ)

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Pelican Post at Anna Maria Island Inn

Save 100% on your flight

per person

Jun 21 - Jun 27

found 3 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Sarasota (SRQ)

This apartment features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden and barbecue grills are also provided.

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 $619 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

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.

Pet friendly

Parking included

Renovated duplex near beach with central AC & private W/D-Dogs ok

This vacation home features laundry facilities.

Kitchen

Washer

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

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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.