Deals on vacations and trips to Osteen
Save when you book Osteen package deals
Osteen flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $998, price is now $517 per person
$517
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the 7 outdoor pools and get free valet parking.
Westgate Cocoa Beach Resort
Price was $1,912, price is now $929 per person
$929
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free aparthotel. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
Price was $1,105, price is now $552 per person
$552
per person
Sep 1 - Sep 8
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Save 100% on your flight
Price was $1,143, price is now $643 per person
$643
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.
OYO Hotel Mustang Silverspring FL
Price was $1,189, price is now $691 per person
$691
per person
Aug 2 - Aug 5
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Orlando (MCO)
An outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.
Top Osteen hotels deals
Sheraton Orlando North Hotel
600 N Lake Destiny Dr Maitland FL
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $95 total per night
$95 total
Jul 1 - Jul 2
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the hot tub, bar/lounge, and concierge services.
Pool
Hot Tub
Perry's Ocean Edge Resort
2209 S Atlantic Ave Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $168 total per night
$168 total
Jun 17 - Jun 18
Total with taxes and fees
2 outdoor pools, an indoor pool, and a hot tub are all featured at this smoke-free resort. Families will appreciate the children's pool and barbecue grills. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Hot Tub
Best Western Aku Tiki Inn
2225 S Atlantic Ave Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $114 total per night
$114 total
Jun 22 - Jun 23
Total with taxes and fees
The hotel's outdoor pool, gym, and 2 bars/lounges are among the featured amenities. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Family-friendly amenities include a children's pool and kid-friendly dining, along with snorkeling.
Pool
Free WiFi
Nautilus Inn
1515 S Atlantic Ave Daytona Beach FL
$116 nightly
The price is $131 total per night
$131 total
Jun 24 - Jun 25
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. WiFi in public areas is free. Self parking, a terrace, and a garden are also offered.
Pool
Hot Tub
Holiday Inn Express & Suites Oceanfront by IHG
3301 S Atlantic Ave Daytona Beach Shores FL
Free Cancellation
$126 nightly
The price is $142 total per night
$142 total
Jun 23 - Jun 24
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Pool
Breakfast included
Hilton Orlando/Altamonte Springs
350 S Northlake Blvd Altamonte Springs FL
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $132 total per night
$132 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
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.
Popular places to visit
Wiregrass Prairie Preserve
Explore the great outdoors at Wiregrass Prairie Preserve, a lovely green space in Osteen. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.
Pell's Citrus & Nursery
Enjoy an outing to Pell's Citrus & Nursery during your stay in Osteen. While you're in the area, stroll along the lakeside.
Frequently asked questions
Photos of local treasures
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