Deals on vacations and trips to Osteen

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Osteen flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $373, price is now $197 per person
$197
per person
Jan 29 - Feb 1
found 23 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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $902, price is now $437 per person
$437
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free theme park shuttle. Business travelers can take advantage of the express check-out. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $4,332, price is now $2,227 per person
$2,227
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was $899, price is now $499 per person
$499
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
A full-service spa, an outdoor pool, and a restaurant are all featured at this traditional hotel. There's fun for all ages with a free kid's club and mini golf, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a theme park shuttle.
Oceanique Resort

Oceanique Resort

3.5 out of 5
Price was $1,925, price is now $1,070 per person
$1,070
per person
Feb 6 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.

Top Osteen hotels deals

Bahama House

Bahama House

3 out of 5
2001 S Atlantic Ave Daytona Beach Shores FL
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $126 total per night
$126 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Hot Tub
The Alfond Inn

The Alfond Inn

4 out of 5
300 East New England Avenue Winter Park FL
Free Cancellation
Reserve now, pay when you stay
$313 nightly
The price is $352 total per night
$352 total
Dec 14 - Dec 15
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
Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

3.5 out of 5
600 N Lake Destiny Dr Maitland FL
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $106 total per night
$106 total
Nov 29 - Nov 30
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
Nautilus Inn

Nautilus Inn

3 out of 5
1515 S Atlantic Ave Daytona Beach FL
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $95 total per night
$95 total
Dec 6 - Dec 7
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
HomeTowne Studios by Red Roof Orlando - UCF Area

HomeTowne Studios by Red Roof Orlando - UCF Area

2 out of 5
12350 E Colonial Dr Orlando FL
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $68 total per night
$68 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Parking included
Free WiFi
Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs

4 out of 5
350 S Northlake Blvd Altamonte Springs FL
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $142 total per night
$142 total
Dec 13 - Dec 14
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
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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.

Stay near popular Osteen attractions

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.
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Frequently asked questions

How much are vacation packages to Osteen?
Travelocity offers great package deals to Osteen, including flights and hotels, from an impressive $197. With all the extra money, you could include some awesome tours or possibly add some extra nights to your exciting getaway.
Where can I get the best vacation package deals for Osteen?
Travelocity will be able to help you snap up an unbeatable Osteen package deal. With more than 400 airlines and 1,000,000 properties around the world, we're sure you'll find the perfect combination.
Why should I purchase my Osteen vacation bundle with Travelocity?
You'll not only enjoy big savings, but you'll also have access to our 24/7 support, top-notch service and a Price Match Guarantee. Wander across the globe, uncover hidden treasures and make unforgettable memories — we'll take care of the important details.
Can I save on my Osteen car rental if I combine it with hotels and flights?
Absolutely — bundle your flight, car and hotel into an Osteen vacation package and you'll save plenty. With so much to see and do in the Osteen area, having your own wheels will make exploring a joy. Once you've buckled yourself in, turn up the tunes and make tracks to Universal Studios Florida, an unmissable attraction about 30 mi from Osteen.
Which airport is best for Osteen?
Orlando Intl. Airport (MCO) is one of the top airports for Osteen. It's about 30 mi south of the city center. Your other options are Daytona Beach Intl. Airport (DAB) (25 mi away from central Osteen) and Orlando Sanford Intl. Airport (SFB) (7 mi away from central Osteen).
What is there to do in Osteen?
Osteen has plenty of places to explore, like Wiregrass Prairie Preserve and Pell's Citrus & Nursery. These well-known attractions top most tourists' to-do lists.
Where should I stay when visiting Osteen?
The Charming River-Front Lodge House is popular with many visitors. Book soon to avoid missing out.

Photos of local treasures

Browse Osteen vacation photos for more inspiration

A sunset over a calm lake with islands and a bridge.