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 $588, price is now $259 per person
$259
per person
May 7 - May 12
found 1 day ago
Roundtrip non-stop 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.
Extended Stay America Suites Orlando Conv Ctr Universal Blvd
International Drive District
Price was $1,621, price is now $421 per person
$421
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Westgate Lakes Resort & Spa Universal Studios Area
Price was $1,104, price is now $414 per person
$414
per person
May 3 - May 10
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 Town Center Resort
Save 100% on your flight
Price was $642, price is now $277 per person
$277
per person
May 7 - May 12
found 1 day ago
Roundtrip non-stop 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 Vacation Villas Resort
Save 100% on your flight
Price was $603, price is now $263 per person
$263
per person
May 7 - May 12
found 1 day ago
Roundtrip non-stop 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.
Top Osteen hotels deals
Sheraton Orlando North Hotel
600 N Lake Destiny Dr Maitland FL
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $137 total per night
$137 total
Mar 15 - Mar 16
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.
Pool
Hot Tub
The Shores Resort & Spa
2637 S Atlantic Avenue Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $180 total per night
$180 total
Mar 11 - Mar 12
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
$131 nightly
The price is $148 total per night
$148 total
Mar 23 - Mar 24
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
Perry's Ocean Edge Resort
2209 S Atlantic Ave Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $166 total per night
$166 total
Mar 10 - Mar 11
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.
Pool
Hot Tub
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
1060 Greenwood Blvd Lake Mary FL
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $113 total per night
$113 total
Mar 1 - Mar 2
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
1515 S Atlantic Ave Daytona Beach FL
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $120 total per night
$120 total
Mar 9 - Mar 10
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
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
Browse Osteen vacation photos for more inspiration
