Search Deals onVillas Vacation Packages
Villas Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wiggins Pass Chalet
Price was $666, price is now $510 per person
$510
per person
Nov 14 - Nov 18
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Barefoot Beach and Vanderbilt Beach are located nearby.
Landing Incredible 1bd, Gym, Clubhouse
Hancock
Price was $1,488, price is now $1,179 per person
$1,179
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this apartment in North Fort Myers. Enjoy free parking, an outdoor pool, and a fitness center. Popular attractions Pine Island Shopping Center and Fort Myers Shopping Center are located nearby.
The Perry Hotel Naples
Price was $1,617, price is now $1,159 per person
$1,159
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Lighthouse Resort and Club
East End
Save 100% on your flight
Price was $1,715, price is now $1,234 per person
$1,234
per person
Nov 28 - Dec 5
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, a beach locale, and free bicycles on site. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,101, price is now $806 per person
$806
per person
Nov 20 - Nov 24
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel By the Sea are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $4,198, price is now $3,123 per person
$3,123
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this 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.
Olde Marco Island Inn and Suites
Olde Marco
Price was $930, price is now $707 per person
$707
per person
Dec 4 - Dec 9
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Marco Beach and Pelican Pier Marina are located nearby.
Villa Marco Island
Save 100% on your flight
Price was $1,569, price is now $1,201 per person
$1,201
per person
Dec 4 - Dec 9
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions Marco Beach and City of Marco Island Racquet Center are located nearby.
3-4 Night Vacations in Villas
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Villas
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Villas
Hilton Garden Inn Ft Myers
12600 University Dr Fort Myers FL
Book a stay at this 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
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Fairfield Inn & Suites by Marriott Ft. Myers/Cape Coral
7090 Cypress Terrace Fort Myers FL
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. ...
Save an average of 15% on thousands of hotels when you're signed in
Homewood Suites by Hilton - Fort Myers
5255 Big Pine Way Fort Myers FL
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. ...
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
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 ...
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Book a stay at this 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 ...
Fairways Inn of Naples
103 Palm River Blvd Naples FL
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Dec 1 - Tue, Dec 8
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$93 Roundtrip, found 2 days ago
$93
Roundtrip
found 2 days ago
Tue, Dec 8 - Tue, Dec 15
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$118 Roundtrip, found 7 hours ago
$118
Roundtrip
found 7 hours ago
Mon, Dec 7 - Sun, Dec 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Fri, Dec 4 - Thu, Dec 10
PSM
Portsmouth Intl.
PGD
Punta Gorda Airport
$132 Roundtrip, found 14 hours ago
$132
Roundtrip
found 14 hours ago
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