Search Deals onVillas Vacation Packages
Villas Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
White Orchid Apartments
Iona
per person
May 6 - May 11
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this guesthouse in Fort Myers. Enjoy free WiFi, premium TV channels, and memory foam beds. Popular attractions Key West Express and San Carlos Bay - Bunche Beach Preserve are located nearby.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach
South End
Save 100% on your flight
per person
May 18 - May 24
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star cottage in Marco Island. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.
Private Pool + Sunroom Beach Escape at Manatee
Naples Park
Save 100% on your flight
per person
May 18 - May 24
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star cottage in Naples. Enjoy free parking, patios, and air conditioning. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Villa Marco Island
Save 100% on your flight
per person
May 5 - May 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Stay at this 3.5-star beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions City of Marco Island Racquet Center and Marco Island Historical Museum are located nearby.
Sanibel Island Beach Resort
Save 100% on your flight
per person
May 8 - May 12
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
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. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.
Swiftwater Apartments By Barsala
per person
May 14 - May 18
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star aparthotel in Port Charlotte. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions North Charlotte Regional Park and Charlotte Sports Park are located nearby.
Bellasera Resort
Old Naples
Save 100% on your flight
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.
Inn on Fifth
Old Naples
per person
May 20 - May 24
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.
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
Doubletree by Hilton Fort Myers at Bell Tower Shops
13051 Bell Tower Drive, Fort Myers, FL
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
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. ...
Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Save an average of 15% on thousands of hotels when you're signed in
Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
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 Times Square ...
Pink Shell Beach Resort and Marina
275 Estero Blvd, Fort Myers Beach, FL
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 ...
Sanibel Island Beach Resort
1231 Middle Gulf Dr, Sanibel, FL
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. ...
Edison Beach House
830 Estero Blvd., Fort Myers Beach, FL
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and ...
The Perry Hotel Naples
12155 Tamiami Trail N, Naples, FL
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 ...
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.
Sat, Apr 12 - Mon, Apr 14
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$96 Roundtrip, found 6 days ago
$96
Roundtrip
found 6 days ago
Fri, Apr 25 - Mon, Apr 28
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Fri, Jun 20 - Tue, Jun 24
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$100 Roundtrip, found 13 hours ago
$100
Roundtrip
found 13 hours ago
Wed, May 28 - Wed, Jun 4
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$106 Roundtrip, found 11 hours ago
$106
Roundtrip
found 11 hours ago
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