
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.

Palazzo Lakeside Hotel
Price was $967, price is now $285 per person
$285
per person
Mar 19 - Mar 23
found 2 days 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.

Residence Inn by Marriott Daytona Beach Oceanfront
Price was $2,546, price is now $1,000 per person
$1,000
per person
Feb 26 - Mar 4
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 Towers Resort
Price was $968, price is now $441 per person
$441
per person
Mar 30 - Apr 5
found 1 day 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.

Westgate Town Center Resort
Save 100% on your flight
Price was $719, price is now $333 per person
$333
per person
Mar 26 - Mar 30
found 2 days 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 $1,757, price is now $864 per person
$864
per person
Apr 9 - Apr 13
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.
Top Osteen hotels deals

The Shores Resort & Spa
2637 S Atlantic Avenue Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $230 total per night
$230 total
Jan 26 - Jan 27
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

The Alfond Inn
300 East New England Avenue Winter Park FL
Free Cancellation
Reserve now, pay when you stay
$331 nightly
The price is $373 total per night
$373 total
Feb 1 - Feb 2
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

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
1060 Greenwood Blvd Lake Mary FL
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $102 total per night
$102 total
Feb 1 - Feb 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

Best Western International Speedway Hotel
2620 W International Speedway Blvd Daytona Beach FL
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $70 total per night
$70 total
Jan 29 - Jan 30
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

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

La Quinta Inn & Suites by Wyndham Orlando UCF
11805 Research Pkwy Orlando FL
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $99 total per night
$99 total
Jan 25 - Jan 26
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.
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
