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 Towers Resort
Save 100% on your flight
Price was $505, price is now $248 per person
$248
per person
Dec 4 - Dec 8
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.
Westgate Blue Tree Resort in Lake Buena Vista
Price was $771, price is now $361 per person
$361
per person
Nov 5 - Nov 11
found 11 hours 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 Town Center Resort
Save 100% on your flight
Price was $745, price is now $368 per person
$368
per person
Dec 17 - Dec 22
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 Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $762, price is now $380 per person
$380
per person
Nov 1 - Nov 7
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.
Westgate Cocoa Beach Resort
Save 100% on your flight
Price was $1,432, price is now $755 per person
$755
per person
Dec 19 - Dec 23
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Top Osteen hotels deals
The Alfond Inn
300 East New England Avenue, Winter Park, FL
Free Cancellation
Reserve now, pay when you stay
$344 nightly
The price is $387 total per night
$387 total
Sep 27 - Sep 28
Total with taxes and fees
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
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
Oct 1 - Oct 2
Total with taxes and fees
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
2416 North Orange Avenue, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $145 total per night
$145 total
Oct 13 - Oct 14
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 Aku Tiki Inn
2225 S Atlantic Ave, Daytona Beach Shores, FL
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $90 total per night
$90 total
Oct 2 - Oct 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.
Perry's Ocean Edge Resort
2209 S Atlantic Ave, Daytona Beach Shores, FL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $129 total per night
$129 total
Sep 29 - Sep 30
Total with taxes and fees
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
350 S Northlake Blvd, Altamonte Springs, FL
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $113 total per night
$113 total
Sep 30 - Oct 1
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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