Search Deals onRutland Vacation Packages
Rutland Flight + Hotel Packages
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![Westgate Palace Hotel / Universal / I-Drive](https://images.trvl-media.com/lodging/1000000/110000/106200/106143/f465ad44_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Westgate Palace Hotel / Universal / I-Drive
per person
Mar 18 - Mar 20
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.
![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/7162505a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Palazzo Lakeside Hotel
per person
Apr 2 - Apr 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
![Ocean Sands Beach Boutique Inn - 1 Acre Private Beach](https://images.trvl-media.com/lodging/1000000/810000/809000/808920/840e5a8d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star beach hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Castillo de San Marcos National Monument and St. George Street are located nearby.
![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/efcba059_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Westgate Vacation Villas Resort
per person
Apr 12 - Apr 14
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.
![The Tropical Oaks Villa - Near Disney](https://images.trvl-media.com/lodging/40000000/39810000/39804300/39804289/10801b41_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Tropical Oaks Villa - Near Disney
Save 100% on your flight
per person
Apr 2 - Apr 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star villa in Kissimmee. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Disney Springs™ and Old Town are located nearby.
![Westgate River Ranch Resort & Rodeo](https://images.trvl-media.com/lodging/1000000/900000/899200/899141/78aafd6c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Alhambra Villas](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784933/bc2e5d3f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Alhambra Villas
per person
Apr 2 - Apr 8
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.
![Mi Casa Hotel](https://images.trvl-media.com/lodging/1000000/10000/9200/9181/18f20250_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Mi Casa Hotel
Save 100% on your flight
per person
Mar 20 - Mar 25
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the pool and the bar in our reviews. Popular attractions Universal Orlando Resort and Universal Studios Florida are located nearby.
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