Villas Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Villas Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum
The Forum
Save 100% on your flight
Price was $797, price is now $464 per person
$464
per person
Dec 2 - Dec 10
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Calusa Nature Center and Planetarium and Topgolf are located nearby.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $1,442, price is now $759 per person
$759
per person
Dec 2 - Dec 10
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,214, price is now $697 per person
$697
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $851, price is now $491 per person
$491
per person
Dec 2 - Dec 10
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Barbara B Mann Hall and Bell Tower Shops are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,580, price is now $926 per person
$926
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,372, price is now $806 per person
$806
per person
Dec 2 - Dec 10
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star golf aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
Top Hotel Deals
Hilton Garden Inn Ft Myers
12600 University Dr, Fort Myers, FL
1.79 km from Villas
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Doubletree by Hilton Fort Myers at Bell Tower Shops
13051 Bell Tower Drive, Fort Myers, FL
0.11 km from Villas
Stay at this 4-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Homewood Suites by Hilton - Fort Myers
5255 Big Pine Way, Fort Myers, FL
0.2 km from Villas
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Fairfield Inn & Suites by Marriott Ft. Myers/Cape Coral
7090 Cypress Terrace, Fort Myers, FL
1 km from Villas
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
13.84 km from Villas
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
13.79 km from Villas
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive, Bonita Springs, FL
16.18 km from Villas
Stay at this 4-star golf aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita ...
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
1538 Cape Coral Pkwy E, Cape Coral, FL
7.68 km from Villas
Book a stay at this business-friendly hotel in Cape Coral. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sanibel Island Beach Resort
1231 Middle Gulf Dr, Sanibel, FL
21.83 km from Villas
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Pink Shell Beach Resort and Marina
275 Estero Blvd, Fort Myers Beach, FL
13.77 km from Villas
Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
The Perry Hotel Naples
12155 Tamiami Trail N, Naples, FL
30.64 km from Villas
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are ...
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr, Fort Myers, FL
15.72 km from Villas
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property ...
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave, Fort Myers, FL
4.46 km from Villas
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Feb 7 - Sat, Feb 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, found 2 days ago
$90
Roundtrip
found 2 days ago
Sat, Feb 7 - Sat, Feb 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$106 Roundtrip, found 2 days ago
$106
Roundtrip
found 2 days ago
Sat, Feb 7 - Sat, Feb 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$115 Roundtrip, found 2 days ago
$115
Roundtrip
found 2 days ago
Sun, Nov 9 - Thu, Nov 13
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$134 Roundtrip, found 3 days ago
$134
Roundtrip
found 3 days ago
Tue, Nov 4 - Sun, Nov 9
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago