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 $607, price is now $390 per person
$390
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,511, price is now $860 per person
$860
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip 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.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $991, price is now $570 per person
$570
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $2,273, price is now $1,308 per person
$1,308
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip 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.
Innovation Hotel
Save 100% on your flight
Price was $2,751, price is now $1,649 per person
$1,649
per person
Dec 28 - Jan 5
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Inn on Fifth
Old Naples
Save 100% on your flight
Price was $2,279, price is now $1,383 per person
$1,383
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Pier 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. ...
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 ...
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 ...
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 ...
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 ...
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 ...
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.
Fri, Oct 31 - Sun, Nov 2
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Sun, Nov 9 - Thu, Nov 13
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$134 Roundtrip, found 18 hours ago
$134
Roundtrip
found 18 hours ago
Wed, Nov 19 - Thu, Nov 27
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$135 Roundtrip, found 3 hours ago
$135
Roundtrip
found 3 hours ago
Sat, Nov 8 - Sat, Nov 22
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$147 Roundtrip, found 3 hours ago
$147
Roundtrip
found 3 hours ago
Tue, Nov 11 - Wed, Nov 19
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$157 Roundtrip, found 3 hours ago
$157
Roundtrip
found 3 hours ago