Deals on vacations and trips to Osteen

Save when you book Osteen package deals

Choose two or more items and save on your trip:

Osteen flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $591, price is now $260 per person
$260
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $567, price is now $263 per person
$263
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Save 100% on your flight
Price was $974, price is now $554 per person
$554
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This luxury aparthotel features a golf course, free water park access, and 7 restaurants. Bring the family and enjoy the lazy river, mini golf, and kid-friendly dining. Relax with a drink at one of the 2 poolside bars and enjoy the 11 outdoor pools and gym.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $925, price is now $532 per person
$532
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Magic Village Views Trademark Collection by Wyndham

Magic Village Views Trademark Collection by Wyndham

3.5 out of 5
Save 100% on your flight
Price was $1,227, price is now $722 per person
$722
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This hotel features an outdoor pool, an outdoor tennis court, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Top Osteen hotels deals

Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

3.5 out of 5
600 N Lake Destiny Dr Maitland FL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $105 total per night
$105 total
Jul 30 - Jul 31
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.
Perry's Ocean Edge Resort

Perry's Ocean Edge Resort

2.5 out of 5
2209 S Atlantic Ave Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $146 total per night
$146 total
Aug 16 - Aug 17
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.
Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs

4 out of 5
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
Jul 26 - Jul 27
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.
Best Western Aku Tiki Inn

Best Western Aku Tiki Inn

2.5 out of 5
2225 S Atlantic Ave Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $99 total per night
$99 total
Aug 2 - Aug 3
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.
Bahama House

Bahama House

3 out of 5
2001 S Atlantic Ave Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $191 total per night
$191 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Holiday Inn Resort Daytona Beach Oceanfront by IHG

Holiday Inn Resort Daytona Beach Oceanfront by IHG

3 out of 5
1615 S Atlantic Ave Daytona Beach FL
Free Cancellation
$110 nightly
The price is $124 total per night
$124 total
Aug 11 - Aug 12
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Osteen
View all properties
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.

Stay near popular Osteen attractions

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.
See properties

Frequently asked questions

How much are vacation packages to Osteen?
Travelocity offers great package deals to Osteen, including flights and hotels, from an impressive $260. With all the extra money, you could include some awesome tours or possibly add some extra nights to your exciting getaway.
Where can I get the best vacation package deals for Osteen?
Travelocity will be able to help you snap up an unbeatable Osteen package deal. With more than 400 airlines and 1,000,000 properties around the world, we're sure you'll find the perfect combination.
Why should I purchase my Osteen vacation bundle with Travelocity?
You'll not only enjoy big savings, but you'll also have access to our 24/7 support, top-notch service and a Price Match Guarantee. Wander across the globe, uncover hidden treasures and make unforgettable memories — we'll take care of the important details.
Can I save on my Osteen car rental if I combine it with hotels and flights?
Absolutely — bundle your flight, car and hotel into an Osteen vacation package and you'll save plenty. With so much to see and do in the Osteen area, having your own wheels will make exploring a joy. Once you've buckled yourself in, turn up the tunes and make tracks to Universal Studios Florida, an unmissable attraction about 30 mi from Osteen.
Which airport is best for Osteen?
Orlando Intl. Airport (MCO) is one of the top airports for Osteen. It's about 30 mi south of the city center. Your other options are Daytona Beach Intl. Airport (DAB) (25 mi away from central Osteen) and Orlando Sanford Intl. Airport (SFB) (7 mi away from central Osteen).
What is there to do in Osteen?
Osteen has plenty of places to explore, like Wiregrass Prairie Preserve and Pell's Citrus & Nursery. These well-known attractions top most tourists' to-do lists.
Where should I stay when visiting Osteen?
The Charming River-Front Lodge House is popular with many visitors. Book soon to avoid missing out.

Photos of local treasures

Browse Osteen vacation photos for more inspiration

A sunset over a calm lake with islands and a bridge.