Deals on vacations and trips to Osteen

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Osteen flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 out of 5
Historic Downtown Kissimmee
Price was $754, price is now $362 per person
$362
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and a communal living room are also on offer.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $2,246, price is now $674 per person
$674
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,887, price is now $646 per person
$646
per person
Jan 27 - Feb 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,682, price is now $746 per person
$746
per person
Feb 5 - Feb 10
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free condo resort. 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.
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
Price was $1,499, price is now $692 per person
$692
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This vacation home features an outdoor pool and a gym. Bring the family and enjoy the free kid's club, playground, and arcade/game room. Enjoy the hot tub and perks like free self parking and free WiFi.

Top Osteen hotels deals

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
$117 nightly
The price is $133 total per night
$133 total
Dec 21 - Dec 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
Comfort Suites Downtown

Comfort Suites Downtown

2.5 out of 5
2416 North Orange Avenue Orlando FL
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $121 total per night
$121 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Best Western International Speedway Hotel

Best Western International Speedway Hotel

2.5 out of 5
2620 W International Speedway Blvd Daytona Beach FL
Free Cancellation
Reserve now, pay when you stay
$53 nightly
The price is $60 total per night
$60 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF

3 out of 5
11805 Research Pkwy Orlando FL
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $102 total per night
$102 total
Nov 23 - Nov 24
Total with taxes and fees
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.
Pool
Hot Tub
Nautilus Inn

Nautilus Inn

2.5 out of 5
1515 S Atlantic Ave Daytona Beach FL
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $123 total per night
$123 total
Nov 30 - Dec 1
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
Embassy Suites by Hilton Orlando North

Embassy Suites by Hilton Orlando North

3.5 out of 5
225 Shorecrest Dr Altamonte Springs FL
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $138 total per night
$138 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like cooked-to-order breakfast and free self parking.
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.

Popular places to visit

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.

Pell's Citrus & Nursery

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.

Wiregrass Prairie Preserve

Frequently asked questions

How much are vacation packages to Osteen?
Travelocity offers great package deals to Osteen, including flights and hotels, from an impressive $362. 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