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.

Fairfield Inn & Suites by Marriott Sarasota Lakewood Ranch

per person

Aug 29 - Sep 2

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Chadwick Cove Resort & Marina

Save 100% on your flight

per person

Aug 26 - Sep 2

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Sarasota (SRQ)

This smoke-free condo features a marina and 7 restaurants. Dine at the beachfront restaurant and relax with beach umbrellas. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.

The Pointe Condos by Barsala

Port Tampa City

Save 100% on your flight

per person

Sep 1 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Sarasota (SRQ)

An outdoor pool, free self parking, and barbecue grills are featured at this aparthotel. WiFi in public areas is free. A virtual front desk are provided for your convenience.

Captiva Beach Resort

Save 100% on your flight

per person

Aug 30 - Sep 4

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) 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.

Sailport Waterfront Suites

Rocky Point

Save 100% on your flight

per person

Sep 1 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Sarasota (SRQ)

This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. You'll appreciate the gym, poolside bar, and snack bar/deli.

Palmetto Marriott Resort & Spa

Save 100% on your flight

per person

Aug 4 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Sarasota (SRQ)

A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi. 2 poolside bars and 3 bars/lounges are featured at this hotel, along with a 24-hour gym.

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 $347 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

2-bedroom Spacious townhome in Osprey

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Casey Key Resorts - Mainland

1650 South Tamiami Trail, Osprey, FL

Free Cancellation

Reserve now, pay when you stay

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. Relax with a drink at the poolside bar and enjoy perks like free self parking.

Spark by Hilton Sarasota Siesta Key Gateway

6600 S Tamiami Trl, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

This hotel features an outdoor pool, a hot tub, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.

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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.