Osteen Holidays
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Top Flight + Hotel Deals in Osteen
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Price was €1,223, price is now €951 per person
€951
per person
2 May - 8 May
found 10 hours ago
Return direct flight included
Athens (ATH) to Orlando (MCO)
8.8/10 Excellent! (3,229 reviews)
Room was quiet,clean.Pool was very clean but cold.Weather didn't help though.
Reviewed on 1 Mar 2026
Meliá Orlando Celebration
Price was €1,517, price is now €1,230 per person
€1,230
per person
2 May - 8 May
found 10 hours ago
Return direct flight included
Athens (ATH) to Orlando (MCO)
8.6/10 Excellent! (1,549 reviews)
Staff was great. .room was outdated, furniture was chipped, bathroom tile was broken..and tried to repair.... just not what i expected from a Melia Hotel.
Great front staff and bar tender, pool area very nice.
Reviewed on 27 Feb 2026
Kapp and Kappy B&B
Historic Downtown Kissimmee
Price was €1,379, price is now €1,119 per person
€1,119
per person
2 May - 8 May
found 10 hours ago
Return direct flight included
Athens (ATH) to Orlando (MCO)
9.8/10 Exceptional! (125 reviews)
It truly felt like home. The communal area had everything we needed and then some. Coffee tea soda beer wine snacks. Comfy and cozy.
Reviewed on 21 Feb 2026
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Florida Center
Price was €1,331, price is now €1,132 per person
€1,132
per person
2 May - 8 May
found 10 hours ago
Return direct flight included
Athens (ATH) to Orlando (MCO)
9/10 Wonderful! (520 reviews)
Was planning on staying for only one night then woke up an hour before checkout and decided we wanted to stay again. All staff was extremely friendly and managed to get us a new room on the same floor in barely an hour! They accommodated us so well and it was very clean. The king suite was absolutely amazing and the normal king was great as well. Tons of fun stuff to do super close by and overall it was an amazing stay. Thank you Hilton!
Reviewed on 27 Feb 2026
Top hotels in Osteen
Sheraton Orlando North Hotel
600 N Lake Destiny Dr Maitland FL
Fully refundableReserve now, pay when you stay
The price is €112 per night from 1 Apr to 2 Apr
€112
1 Apr - 2 Apr
includes taxes & fees
8.4/10 Very Good! (1,020 reviews)
spotless room, friendly and helful staff
Reviewed on 27 Feb 2026
The Shores Resort & Spa
2637 S Atlantic Avenue Daytona Beach Shores FL
Fully refundableReserve now, pay when you stay
The price is €146 per night from 11 Mar to 12 Mar
€146
11 Mar - 12 Mar
includes taxes & fees
9/10 Wonderful! (1,750 reviews)
Bartender Doug was very friendly and made amazing cocktails!! Room was clean and had an amazing view! The resort overall could use some updates and or sprucing up but nothing I couldn’t overlook again! Hope to come back & visit them soon!!
Reviewed on 28 Feb 2026
Comfort Suites Downtown
2416 North Orange Avenue Orlando FL
Fully refundableReserve now, pay when you stay
The price is €125 per night from 23 Mar to 24 Mar
€125
23 Mar - 24 Mar
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Staff was helpful and professional. Room was clean and larger than expected. Good breakfast. We would stay here again.
Reviewed on 25 Feb 2026
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 visit its top-notch restaurants.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
