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Winter Springs Vacation Packages

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Winter Springs Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Westgate Palace Hotel / Universal / I-Drive

per person

Apr 1 - Apr 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal Orlando Resort and Universal Studios Florida are located nearby.

Westgate River Ranch Resort & Rodeo

per person

Apr 4 - Apr 10

found 1 day ago

Roundtrip flight included

New York (LGA) to Orlando (MCO)

Stay at this 3.5-star family-friendly resort in River Ranch. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews.

Westgate Lakes Resort & Spa Universal Studios Area

per person

Mar 7 - Mar 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal Orlando Resort and Universal Studios Florida are located nearby.

Westgate Town Center Resort

per person

Apr 23 - Apr 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.

Westgate Vacation Villas Resort

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.

Westgate Towers Resort

Save 100% on your flight

per person

Mar 18 - Mar 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.

Alhambra Villas

Save 100% on your flight

per person

Mar 18 - Mar 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, a business center, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Johnson Island and London Island are located nearby.

Seasons Florida Resort

Save 100% on your flight

per person

Apr 23 - Apr 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney Springs™ and ESPN Wide World of Sports are located nearby.

Winter Springs Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.

Westgate Town Center Resort

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)