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The Oaks Club Vacation Packages

The Oaks Club Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Venice Hotel Venezia
Cedar Cove Resort and Cottages
Venice Beach Villas
The Capri at Siesta
Twin Palms at Siesta
Tropical Breeze Resort
Captiva Beach Resort
Pelican Post at Anna Maria Island Inn
The Cottages at Siesta Key
Casey Key Resorts - Mainland
Turtle Beach Resort and Inn
Siesta Palms By the Beach

3-4 Night Vacations in The Oaks Club

Price found within the past 48 hours. Click for updated prices.
The Capri at Siesta
Cedar Cove Resort and Cottages
Twin Palms at Siesta
Tropical Breeze Resort

5-7 Night Vacations in The Oaks Club

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Venice Hotel Venezia
Cedar Cove Resort and Cottages
Venice Beach Villas
The Capri at Siesta

The Oaks Club Last Minute Hotel Deals

Casey Key Resorts - Mainland
Casey Key Resorts - Mainland
3 out of 5
1650 South Tamiami Trail, Osprey, FL
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Casey Key Resorts - Mainland
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
3 out of 5
6600 S Tamiami Trl, Sarasota, FL
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Spark by Hilton Sarasota Siesta Key Gateway
Turtle Beach Resort and Inn
Turtle Beach Resort and Inn
3.5 out of 5
9049 Midnight Pass Road, Siesta Key, FL
Book a stay at this spa hotel in Siesta Key. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Siesta Key Beach and Turtle Beach ...
Turtle Beach Resort and Inn
Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
Tropical Beach Resorts
Siesta Heron Suites & Villas
Siesta Heron Suites & Villas
3.5 out of 5
8254 Midnight Pass Rd, Siesta Key, FL
Stay at this 3.5-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Siesta Key Beach and Turtle Beach ...
Siesta Heron Suites & Villas
Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta Key
3 out of 5
5690 Honore Ave, Sarasota, FL
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Comfort Suites Sarasota - Siesta Key
Siesta Key Palms Resort
Siesta Key Palms Resort
3.5 out of 5
1800 Stickney Point Rd, Sarasota, FL
Stay at this 3.5-star hotel in Sarasota. Enjoy 2 outdoor pools, free bicycles on site, and a garden. Our guests praise the pool and the helpful staff in our ...
Siesta Key Palms Resort
Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta Key
2.5 out of 5
1735 Stickney Point Rd, Sarasota, FL
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful ...
Hibiscus Suites - Gateway to Siesta Key
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.

Book the perfect getaway to The Oaks Club

With Hotwire, booking your next trip to Osprey is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to The Oaks Club while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar The Oaks Club flight and hotel package for as low as $314.

Living it up in Osprey means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s The Oaks Club, Osprey vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in The Oaks Club for some of the best accommodations and flight deals.

FAQs about cheap The Oaks Club packages:

How to get cheap vacation deals to The Oaks Club?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $115.

How much are The Oaks Club packages?

Vacation packages to The Oaks Club vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $314.

How to find cheap car rentals near The Oaks Club?

Hotwire partners with some of the most reliable car rental companies in Osprey to bring you the best car rental deals in The Oaks Club for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to The Oaks Club now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to The Oaks Club right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.