Arborwood Vacation Packages 2026 from $466

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Arborwood Vacation

Say farewell to planning hassles and hello to a Arborwood vacation package. With your travel details organized before you go, you can focus on discovering every inch of this city, starting with Hancock, which is good for watersports, views and walking. If taking in sights is part of the program during your trip to Arborwood, visit top attractions like JetBlue Park at Fenway South, Edison Mall and CenturyLink Sports Complex. Whoever you're heading away with and whatever you want to spend, your dream Arborwood vacation is only clicks away with Expedia.

The Latest Arborwood Vacation Packages

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

Latitude 26 Waterfront Resort & Marina

Save 100% on your flight

$466

per person

Oct 31 - Nov 7

found 24 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,006 reviews)

Tween Waters Island Resort & Spa

Save 100% on your flight

$908

per person

Nov 7 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,011 reviews)

The Perry Hotel Naples

Save 100% on your flight

$815

per person

Oct 31 - Nov 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,074 reviews)

We had a pleasant stay. The hotel is very modern and the staff is friendly. Our room was very nice and clean. The only issue we had was trying to reach guest services over night. I left a message with guest services and also messaged them through the expedia app and no one replied to my request to have a later check out. When I called in the morning, they said they had already met the amount of courtesy late check out requests and that I would have to pay for any extra time. Anyways, don’t know if I would come back when visiting seed to table.

Reviewed on Aug 30, 2026

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight

$664

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (1,004 reviews)

Great place , no problem with parking . 5 minutes walking to the beach and to the restaurants . We enjoy the pool and the jacuzzi recommended 100 % . I definitely will rent here again .

Reviewed on Aug 30, 2026

Windward Passage Resort

Save 100% on your flight

$995

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (9 reviews)

Where to stay in Arborwood

Find the best Arborwood areas and neighborhoods for the activities you enjoy most. Learn more about Arborwood

A beach at sunset with the sun reflecting on the water, palm trees, and a clear sky.

Villas

1 out of top 10 points of interest in this area

The beaches and abundant dining options are top of the list for many visitors to Villas. A stop by Bell Tower Shops or Regal Belltower might round out your trip.

An aerial view of a coastal area with a bridge connecting two land masses, a beach, and a clear blue sky.

Iona

While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center.

Punta Rassa

1 out of top 10 points of interest in this area

Punta Rassa is a destination visitors seek out for is beaches, abundant dining options, and waterfront views. You might want to check out attractions like Sanibel Harbour or Sanibel Harbour Beach while you're exploring the neighborhood.

A pier extending into the water with two gazebos at the end, under a sunset sky.

South Fort Myers

While visiting South Fort Myers, you might make a stop by sights like Estero Bay Preserve State Park and Castle Golf.

Daniels Corridor

2 out of top 10 points of interest in this area

While visiting Daniels Corridor, you might make a stop by sights like Six Mile Cypress Slough Preserve and Lee Health Sports Complex.

Arborwood Hotel Deals

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr Fort Myers FL

Fully refundableReserve now, pay when you stay

$223 nightly

$248 total

Sep 13 - Sep 14

Total with taxes and fees

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

Fully refundableReserve now, pay when you stay

$210 nightly

$234 total

Sep 28 - Sep 29

Total with taxes and fees

Baymont by Wyndham Fort Myers Central

4850 S Cleveland Ave Fort Myers FL

Fully refundableReserve now, pay when you stay

$66 nightly

$73 total

Sep 6 - Sep 7

Total with taxes and fees

6.8/10 (1,156 reviews)

"the property was centrally located making my business journeys convient One thing I didn't care for was the 'luke-warm' swimming pool water. The daily room servicing and cleaning was appreciated, and parking was close by A small breakfast buffet would've been nice.. Otherwise all was great!"

Reviewed on Aug 30, 2026

See all 15,095 properties in Arborwood

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.