Windward Passage Resort

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 and Estero Boulevard Beach. Guests can take a dip in the outdoor pool, and the hot tub makes for a relaxing end to the day.
Excellent

Popular amenities

  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
  • Laundry facilities

Main amenities (7)

  • On the beach
  • Outdoor pool
  • Free use of bicycles
  • Beach sun loungers
  • Hot tub
  • Self-serve laundry
  • Volleyball

Feel at home (6)

  • Kitchen
  • Laundry facilities
  • Elevator
  • In-room climate control (air conditioning)
  • Cable TV service
  • Free self parking

Room options

Showing 3 of 3 rooms
A covered outdoor seating area with a view of the beach and ocean.
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.
A bedroom with a bed, two bedside tables, a ceiling fan, and a large window with blinds.
A modern kitchen with a dining area, a view of the sea, and a balcony.

Deluxe Condo, Ocean View

  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed
A bathroom with a white sink, mirror, wooden cabinet, white toilet, and a shower curtain.
A hotel room with a bed, a TV, a dresser, a window with curtains, and a wall-mounted air conditioner.
A compact kitchen with wooden cabinets, a microwave, a stove, and a refrigerator.
A modern kitchen with white appliances, wooden cabinets, and a stainless steel sink.

Standard Condo, 1 Bedroom

  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed
A balcony with a view of a beach, a table, and chairs.
A hotel room with a balcony, a flat-screen TV, a ceiling fan, and a painting.
A bedroom with a bed, a ceiling fan, a nightstand with a lamp, a TV mounted on the wall, and a balcony with a view of the beach.
A bedroom with two single beds, a wooden dresser, a ceiling fan, an air conditioning unit, and a TV mounted on the wall.

Deluxe Condo, 2 Bedrooms, Ocean View

Very good
  • Ocean view
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 2 Twin Beds and 1 Queen Sofa Bed

Similar properties

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a stone archway.
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
8.6
Excellent
1,798 reviews
CA $134
CA $177 total
includes taxes & fees
Sep 28 - Sep 29
The Lighthouse Resort Inn & Suites
A balcony with tables set for dining, overlooking a beach with palm trees and the ocean.
  • Pool
  • Parking available
  • Free WiFi
  • Restaurant
7.8
Good
519 reviews
CA $139
CA $186 total
includes taxes & fees
Sep 28 - Sep 29
The Bay Inn at Lani Kai
A row of turquoise Adirondack chairs with umbrellas, a wooden deck, and a marina in the background.
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
9.0
Wonderful
1,002 reviews
CA $122
CA $136 total
includes taxes & fees
Sep 28 - Sep 29
Latitude 26 Waterfront Boutique Resort - Fort Myers Beach
A spacious lobby with a high ceiling, a seating area with a sofa and chairs, a small round table, and a decorative wall with artwork.
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
8.8
Excellent
1,013 reviews
CA $126
CA $140 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway
A balcony with a wicker sofa, a yellow table, and a potted plant.
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
8.6
Excellent
1,003 reviews
CA $170
CA $189 total
includes taxes & fees
Oct 5 - Oct 6
Latitude 26 Waterfront Resort & Marina
An outdoor patio with tables and chairs, umbrellas, and a pool in the background.
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
9.2
Wonderful
1,007 reviews
CA $132
CA $147 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Inn Express & Suites Ft Myers Beach-Sanibel Gateway by IHG
A large, clear swimming pool with multiple lounge areas and palm trees.
  • Pool
  • Spa
  • Pet friendly
  • Parking available
9.0
Wonderful
2,604 reviews
CA $220
CA $317 total
includes taxes & fees
Sep 30 - Oct 1
Margaritaville Beach Resort Fort Myers
A living room with a TV, sofa, coffee table, and a balcony with a view of the ocean.
  • Pool
  • Free WiFi
  • Air conditioning
  • Laundry facilities
9.2
Wonderful
781 reviews
Harbour House At The Inn
A hotel pool area with multiple lounge chairs and umbrellas, surrounded by a fence and palm trees.
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
8.2
Very good
1,358 reviews
CA $107
CA $119 total
includes taxes & fees
Sep 29 - Sep 30
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
A beach view with rows of empty wine glasses lined up on a balcony.
  • Pool
  • Parking available
  • Free WiFi
  • Restaurant
8.8
Excellent
2,063 reviews
CA $156
CA $205 total
includes taxes & fees
Sep 30 - Oct 1
Lani Kai Beachfront Resort
Compare similar properties
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!

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

  • Southwest Florida Intl. Airport (RSW) - 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
  • ‪World Famous Lighthouse Tiki Bar - ‬15 min walk

About this property

Windward Passage Resort

  • Windward Passage Resort puts you within a 10-minute drive of Key West Express and Estero Boulevard Beach. 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 cribs (infant beds)

Pets

    • Pets not allowed

Internet

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

Parking

    • Free uncovered onsite self parking

Other information

    • Designated smoking areas

Property amenities

What to do

  • On the beach
  • Beach volleyball

Services

  • Laundry facilities
  • Free bicycle rentals
  • Beach sun loungers
  • Pool loungers
  • Pool umbrellas

Facilities

  • An outdoor pool
  • Hot tub

Accessibility

  • Elevator
  • Elevator door width (inches): 33
  • Wheelchair-accessible path to elevator
  • Well-lit path to entrance
  • Stair-free path to entrance

Room amenities

Be entertained

  • 32-inch flat-screen TV
  • Cable TV channels

Home comfort

  • Climate-controlled air conditioning and heating
  • Iron/ironing board

Sleep well

  • Bed sheets provided

Freshen up

  • Soap and shampoo
  • Hair dryer
  • Towels
  • Toilet paper

Stay connected

  • Laptop-friendly workspace
  • Free WiFi (speed of 250+ Mbps (good for 3–5 people or up to 10 devices))
  • Phone

Food and drink

  • Full-sized refrigerator/freezer
  • Microwave
  • Kitchen
  • Stovetop
  • Oven
  • Cookware, dishes, and utensils
  • Dishwasher

More

  • Guidebooks/recommendations

Fees & policies

Policies

Extra-person charges may apply and vary depending on property policy.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
This property accepts credit cards and debit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover

Frequently asked questions

Is there a pool at Windward Passage Resort?

Yes, there's an outdoor pool.

Are pets allowed at Windward Passage Resort?

Sorry, pets aren't allowed.

Is parking offered on site at Windward Passage Resort?

Yes, there's free self parking.

What are the check-in and check-out times at Windward Passage Resort?

Check-in start time: 3:00 PM; Check-in end time: 4:00 PM. Check-out time is 10:00 AM.

What is there to do at Windward Passage Resort and nearby?

Have fun with onsite activities like volleyball and cycling. Enjoy a relaxing soak in the hot tub and an invigorating swim in the outdoor pool.

Does Windward Passage Resort have self-catered rooms fitted with kitchens or kitchenettes?

Yes, a kitchen is available in every room, and also includes cookware, a refrigerator, and a microwave.

What's the area around Windward Passage Resort like?

Windward Passage Resort is a short 13-minute walk from Estero Boulevard Beach and 3 minutes' walk from Lynn Hall Memorial Park.

Have a question?

Get instant answers with AI powered search of property information and reviews.

Windward Passage Resort Reviews

8.8

Excellent

9.8

Cleanliness

8.8

Amenities

8.8

Staff & service

9.6

Property conditions & facilities
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.