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.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $441, price is now $213 per person
$213
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,340, price is now $606 per person
$606
per person
Nov 19 - Nov 26
found 1 day ago
Roundtrip 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.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $771, price is now $361 per person
$361
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $691, price is now $334 per person
$334
per person
Dec 3 - Dec 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 a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.
Knights Inn Kissimmee

Knights Inn Kissimmee

2 out of 5
Save 100% on your flight
Price was $442, price is now $220 per person
$220
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a snack bar/deli, and a picnic area are also on offer.

Top Osteen hotels deals

The Alfond Inn

The Alfond Inn

4 out of 5
300 East New England Avenue, Winter Park, FL
Free Cancellation
Reserve now, pay when you stay
The price is $398 total per night
$398 total
per night
Oct 5 - Oct 6
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, poolside bar, and laundry facilities.
Pool
Spa
Nautilus Inn

Nautilus Inn

2.5 out of 5
1515 S Atlantic Ave, Daytona Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $123 total per night
$123 total
per night
Oct 1 - Oct 2
This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a grocery/convenience store are also on offer.
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
The price is $145 total per night
$145 total
per night
Oct 13 - Oct 14
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 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
The price is $100 total per night
$100 total
per night
Sep 28 - Sep 29
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
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
The price is $138 total per night
$138 total
per night
Oct 4 - Oct 5
This resort features a bar/lounge, a poolside bar, and an outdoor pool. Families will appreciate the children's pool and barbecue grills. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
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
The price is $97 total per night
$97 total
per night
Oct 19 - Oct 20
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
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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

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

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

Frequently asked questions

How much are vacation packages to Osteen?
Travelocity offers great package deals to Osteen, including flights and hotels, from an impressive $213. 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