Villas Flight + Hotel packages

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

Days Inn by Wyndham Port Charlotte/Punta Gorda

per person

May 19 - May 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kidstar Park and Sun Flea Market are located nearby.

WoodSpring Suites Naples West

East Naples

per person

May 19 - May 26

found 11 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this hotel in Naples. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

Sanibel Island Beach Resort

Save 100% on your flight

per person

May 21 - May 26

found 17 hours ago

Roundtrip flight included

Boston (BOS) 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.

Naples Grande Beach Resort

Park Shore

Save 100% on your flight

per person

Jun 1 - Jun 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.

Hilton Marco Island Beach Resort and Spa

South End

Save 100% on your flight

per person

Jun 1 - Jun 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 4-star beach hotel in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.

Hilton Garden Inn Ft Myers

Villas

Save 100% on your flight

per person

May 19 - May 26

found 1 day ago

Roundtrip 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 Edison Mall and Barbara B Mann Hall are located nearby.

Lani Kai Beachfront Resort

Save 100% on your flight

per person

Jun 1 - Jun 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

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 are located nearby.

3-4 Night Vacations in Villas

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

Hilton Naples

Central Naples

per person

May 23 - May 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Sanibel Island Beach Resort

per person

May 23 - May 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Shell Island Beach Club

Save 100% on your flight

per person

May 31 - Jun 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Lani Kai Beachfront Resort

per person

May 23 - May 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)