Third Street South Flight + Hotel Packages

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

La Quinta Inn & Suites by Wyndham Naples Downtown

$421

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this 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 Fifth Avenue South and Naples Pier are located nearby.

The Perry Hotel Naples

Save 100% on your flight

$619

per person

Nov 6 - Nov 11

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.

Bellasera Resort

Save 100% on your flight

$1,967

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip non-stop 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.

Home2 Suites Naples I-75 Pine Ridge Road, FL

Save 100% on your flight

$595

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 3-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 Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.

GreenLinks Golf Villas at Lely Resort

Save 100% on your flight

$999

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 3-star spa aparthotel in Naples. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Swamp Buggy Races are located nearby.

Bayfront Inn Fifth Avenue

Save 100% on your flight

$708

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the restaurant and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

The Boat House

Save 100% on your flight

$1,212

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pelican Pier Marina and Cannon Beach are located nearby.

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Save 100% on your flight

$2,882

per person

Nov 20 - Nov 24

found 21 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Fort Myers (RSW)

Stay at this 3-star cottage in Marco Island. Enjoy free parking, private pools, and patios. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.

Park Shore Resort

Save 100% on your flight

$959

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this aparthotel in Naples. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the property condition in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.

Hilton Marco Island Beach Resort and Spa

Save 100% on your flight

$1,483

per person

Nov 22 - Nov 28

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

Stay at this 4-star beach resort 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.

Wiggins Pass Chalet

$611

per person

Nov 6 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 4-star 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.

Staybridge Suites Naples – Marco Island by IHG

Save 100% on your flight

$618

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 3-star golf 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 Flamingo Island Course - Lely Resort and Eagle Lakes Community Park are located nearby.

3-4 Night Vacations in Third Street South

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

Hilton Garden Inn Ft Myers

Villas

$314

per person

Nov 7 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Fort Myers (RSW)