Pine Manor Vacations from $577

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Your Pine Manor Vacation

Say bye-bye to the worries of planning and hello to a Pine Manor vacation package. With your travel details organized before you leave, you can focus on discovering the best of this city, starting with Hancock, which is good for watersports, views and walking. You'll want to take in the sights during your trip to Pine Manor. Don't miss leading attractions such as Edison and Ford Winter Estates, Imaginarium Hands - On Museum and Edison Mall. Stop dreaming and start traveling. Check out the broad range of options on Expedia today and finally put your Pine Manor vacation plans into gear!

The Latest Pine Manor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

Save 100% on your flight
$577
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,009 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

$1,296
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (1,074 reviews)
No complaints.

Reviewed on Sep 1, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Save 100% on your flight
$639
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,011 reviews)
So nice to have the benefit of being able to enjoy both the beach side and bay side.

Reviewed on Aug 31, 2026

Casa Ybel Resort

Casa Ybel Resort

Mid Island
Save 100% on your flight
$762
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (412 reviews)
The property is super convenient the beaches across the street a volleyball pool and then a huge lighted pool. The rooms were very clean older but clean and very comfortable. Mine felt like a little apartment tiki bar downstairs is great. The food is good. The drinks were good. They do play music until about midnight so if you don’t like music till that time, this isn’t the place for you lol. We will definitely stay here again.

Reviewed on Aug 30, 2026

Windward Passage Resort

Windward Passage Resort

Save 100% on your flight
$843
per person
Nov 12 - 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 Pine Manor

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

A bridge over water with a clear sky.

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.

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

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.

Pine Manor Hotel Deals

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
$223 nightly
$248 total
Sep 15 - Sep 16
Total with taxes and fees
Marriott Sanibel Harbour Resort & Spa
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
$183 nightly
$204 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (2,511 reviews)
"Hotel was beautiful and conveniently located close to the beach."

Reviewed on Sep 1, 2026

Margaritaville Beach Resort Fort Myers
Baymont by Wyndham Fort Myers Central

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 13 - Sep 14
Total with taxes and fees
Baymont by Wyndham Fort Myers Central
See all 15,948 properties in Pine Manor
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.

Things to do

2.5-Hour Guided Group Kayak Tour on Big Hickory Pass

2.5-Hour Guided Group Kayak Tour on Big Hickory Pass

$55
per adult
2.5-Hour Guided Group Kayak Tour on Big Hickory Pass
Fort Myers Beach Sunset and Dolphin Watching Cruise

Fort Myers Beach Sunset and Dolphin Watching Cruise

$63
per adult
100% of travellers recommend
Fort Myers Beach Sunset and Dolphin Watching Cruise
Copacetic Day Sail

Copacetic Day Sail

$70
per adult
100% of travellers recommend
Copacetic Day Sail
See all activities in Fort Myers
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.