Windward Passage Resort

Property class: 2
Beachfront hotel with outdoor pool, near Key West Express

Choose dates to view prices

Windward Passage Resort puts you within a 10-minute drive of Key West Express. Guests can take a dip in the outdoor pool, and the Hot tub makes for a relaxing end to the day.

Reviews

8.4 out of 10
Very good

Popular amenities

  • Pool
  • Free parking
  • Free Wi-Fi
  • Air-conditioning
  • Laundry facilities

Room options

Available filters for rooms
Showing 3 of 3 rooms

View all photos for Deluxe Condo, Ocean View

A room with a dining table, chairs, a sofa, a coffee table, a ceiling fan, and a view of the ocean through a sliding door.

Deluxe Condo, Ocean View

  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Standard Condo, 1 Bedroom

A hotel room with a bed, a TV, a dresser, a window with curtains, and a wall-mounted air conditioner.

Standard Condo, 1 Bedroom

  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Deluxe Condo, 2 Bedrooms, Ocean View

A hotel room with a balcony, a flat-screen TV, a ceiling fan, and a painting.

Deluxe Condo, 2 Bedrooms, Ocean View

8.0 out of 10
Very good
(1 review)
  • Ocean view
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 2 Single Beds and 1 Queen Sofa Bed

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About the area

Map
418 Estero Blvd, Fort Myers Beach, FL, 33931

What's nearby

  • Lynn Hall Memorial Park - 5 min walk - 0.4 km
  • Bowditch Point Park - 6 min walk - 0.6 km
  • Estero Boulevard Beach - 14 min walk - 1.2 km
  • Times Square - 14 min walk - 1.2 km
  • Crescent Beach Family Park - 15 min walk - 1.3 km

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.) - 42 min drive

Restaurants

  • ‪The Whale - ‬17 min walk
  • ‪The Yucatan Beach Stand - ‬14 min walk
  • ‪License to Chill Bar - ‬14 min walk
  • ‪Doc Ford’s Rum Bar & Grille - ‬5 min drive
  • ‪Mr. Waves Island Bar - ‬13 min walk

About this property

Windward Passage Resort

  • Windward Passage Resort puts you within a 10-minute drive of Key West Express. Guests can take a dip in the outdoor pool, and the Hot tub makes for a relaxing end to the day.

At a glance

Hotel size

    • 53 rooms

Arriving/Leaving

    • Check-in start time: 3:00 PM; check-in end time: 4:00 PM
    • Late check-in subject to availability
    • Minimum check-in age – 21
    • Check-out time is 10:00 AM

Special check-in instructions

    • The front desk is open Monday - Friday (8:00 AM - 4:00 PM) and Saturday - Saturday (7:00 AM - 5:00 PM)
    • Front desk staff will greet guests on arrival at the property
    • If you are planning to arrive after 4:00 PM please contact the property in advance using the information on the booking confirmation
    • Information provided by the property may be translated using automated translation tools

Required at check-in

    • Credit card, debit card or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 21

Children

    • No cots (infant beds)

Pets

    • Pets not allowed

Internet

    • Free WiFi in public areas
    • Free Wi-Fi in rooms (speed: 250+ Mbps (good for 3–5 people or up to 10 devices))

Parking

    • Free uncovered on-site self-parking

Other information

    • Designated smoking areas

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Reviews

Windward Passage Resort Reviews

8.4

Very good

9.8

Cleanliness

8.8

Amenities

9.0

Staff & service

9.6

Property conditions & facilities

Reviews

Verified review

10/10 Exceptional

Clean, beachfront, great staff, close attractions
Verified review

8/10 Very good

Great location, very clean
Verified review

10/10 Exceptional

Everything about this place was great . The only thing g we found very uncomfortable was the sofa bed . We made a reservation for 4 people so I expected the sofa bed to be comfortable as well . Other than everything was awesome . I will go again .
Verified review

10/10 Exceptional

Was just there in Aug 2026. Amazing view. Off the beach. All the fun is right outside your door. Most definitely recommend
Verified review

10/10 Exceptional

We had an excellent stay, the entire staff was super friendly and helpful. We will definitely stay there again!
Verified review

2/10 Poor

I rented the place that was in the picture. The place they put us in looked nothing like the pictures. We were on the 4th floor. In the picture it looked as though we would be on the ground floor which is what we wanted.
Verified review

6/10 Good

This is a Time-Share property and the view from my room was anything, but what it shows on the picture. I was placed in the end unit of the motel building in the parking lot with the only view of the gulf if I would walk thru the parking lot, under the main building to the beach. The whole area is still under construction. So, my room that was nice and recently remodeled faced the parking lot on one side, and a fence with construction behind it on the other side. It was almost as if I pissed someone off really bad. The pool is ok, the beach area is great. No service from staff at all. They expect you to do own laundry and take own garbage out. Beach chairs you need to have your own or take theirs and bring them back. Cushions are extra, but no one to get them from if after 4pm. Check in is no earlier than 3, the the office closes at 4. There are no signs for the property and office not visible from parking and no instructions are provided. You need to get to the lock box by the office, call after hours service who will provide a code to access lock box to get your key. Next day you can get the parking pass, extra key and instructions where to take your garbage.
Verified review

10/10 Exceptional

It was fabulous
Verified review

8/10 Very good