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The Villages Vacation Packages

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The Villages Flight + Hotel Packages

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

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $619, price is now $347 per person
$347
per person
Jul 15 - Jul 20
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.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $870, price is now $392 per person
$392
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this 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 Complex are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $816, price is now $375 per person
$375
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 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 Complex are located nearby.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $793, price is now $366 per person
$366
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 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 Complex are located nearby.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Price was $1,573, price is now $740 per person
$740
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this 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’s Volcano Bay and The Orlando Eye are located nearby.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Save 100% on your flight
Price was $1,064, price is now $588 per person
$588
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orlando International Premium Outlets and Aquatica are located nearby.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Save 100% on your flight
Price was $721, price is now $398 per person
$398
per person
Jun 24 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona International Speedway and Daytona Beach Boardwalk are located nearby.
Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

4 out of 5
Save 100% on your flight
Price was $881, price is now $507 per person
$507
per person
Jun 24 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy 2 outdoor pools, 4 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona International Speedway and Daytona Beach Boardwalk are located nearby.

The Villages Vacation Packages 3-4 Night Stays

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

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $469, price is now $289 per person
$289
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $1,085, price is now $685 per person
$685
per person
Jun 21 - Jun 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $517, price is now $327 per person
$327
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $1,422, price is now $906 per person
$906
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)

The Villages Vacation Packages 5-7 Night Stays

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

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $816, price is now $375 per person
$375
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,325, price is now $563 per person
$563
per person
May 30 - Jun 6
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $1,029, price is now $456 per person
$456
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $870, price is now $392 per person
$392
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Jun 1 - Wed, Jun 10
TTN
Mercer
MCO
Orlando Intl.
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Jun 1 from Mercer to Orlando Intl., returning Wed, Jun 10, priced at $80 found 2 hours ago
Frontier Airlines
Mon, Jun 1 - Wed, Jun 3
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$90 Roundtrip, found 1 hour ago
$90
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Jun 1 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Jun 3, priced at $90 found 1 hour ago
Frontier Airlines
Thu, May 28 - Tue, Jun 9
LGA
LaGuardia
MCO
Orlando Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 28 from LaGuardia to Orlando Intl., returning Tue, Jun 9, priced at $92 found 1 day ago
Frontier Airlines
Wed, May 27 - Tue, Jun 16
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$114 Roundtrip, just found
$114
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, May 27 from Philadelphia Intl. to Orlando Intl., returning Tue, Jun 16, priced at $114 just found