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 Vacation Villas Resort
Price was $910, price is now $311 per person
$311
per person
Apr 4 - Apr 11
found 17 hours 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 a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Palazzo Lakeside Hotel
Price was $1,145, price is now $317 per person
$317
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Westgate Town Center Resort
Price was $780, price is now $333 per person
$333
per person
Mar 16 - Mar 21
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.
Westgate Cocoa Beach Resort
Price was $2,339, price is now $1,071 per person
$1,071
per person
Feb 22 - Feb 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 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.
Westgate Towers Resort
Save 100% on your flight
Price was $681, price is now $322 per person
$322
per person
Mar 28 - Apr 1
found 20 hours ago
Roundtrip flight included
Boston (BOS) 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.
Top Osteen hotels deals
Best Western Aku Tiki Inn
2225 S Atlantic Ave Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $102 total per night
$102 total
Jan 26 - Jan 27
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
Hilton Orlando/Altamonte Springs
350 S Northlake Blvd Altamonte Springs FL
$160 nightly
The price is $180 total per night
$180 total
Feb 1 - Feb 2
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
The Shores Resort & Spa
2637 S Atlantic Avenue Daytona Beach Shores FL
$214 nightly
The price is $241 total per night
$241 total
Jan 25 - Jan 26
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and complimentary bicycles are available on site. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Hot Tub
Comfort Suites Downtown
2416 North Orange Avenue Orlando FL
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $126 total per night
$126 total
Feb 2 - Feb 3
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
DoubleTree by Hilton Hotel Orlando East - UCF Area
12125 High Tech Ave Orlando FL
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $123 total per night
$123 total
Feb 5 - Feb 6
Total with taxes and fees
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 gym and perks like free self parking.
Pool
Parking included
The Alfond Inn
300 East New England Avenue Winter Park FL
$394 nightly
The price is $443 total per night
$443 total
Jan 18 - Jan 19
Total with taxes and fees
This luxury hotel features 2 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the sauna and unwind at the bar/lounge and poolside bar.
Pool
Spa
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.
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.
Frequently asked questions
Photos of local treasures
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