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Windward Passage Resort

Beachfront hotel with outdoor pool, near Key West Express

Choose dates to view prices

Mon, Jan 26
Thu, Jan 29
January 2026
26
February 2026
At Windward Passage Resort, you'll be within a 10-minute drive of Key West Express. Guests can take a dip in the outdoor pool or visit the outdoor tennis courts for a workout. A hot tub and free bike rentals are offered, and in-room conveniences include refrigerators and microwaves.

Popular amenities

  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
  • Laundry facilities
  • 24/7 front desk

Main amenities (11)

  • On the beach
  • Outdoor pool
  • Outdoor tennis court
  • Free use of bicycles
  • Beach sun loungers
  • Hot tub
  • 24-hour front desk
  • Self-serve laundry
  • Volleyball
  • Volleyball
  • Playground

Feel at home (6)

  • Playground on site
  • Kitchen
  • Laundry facilities
  • Elevator
  • In-room climate control (air conditioning)
  • Free self parking
CA $1,314
CA $1,466 total
includes taxes & fees
Jan 27 - Jan 28

Room options

Showing 3 of 3 rooms
Deluxe Condo, Ocean View | Beach/ocean view
Deluxe Condo, Ocean View | Private kitchen
Deluxe Condo, Ocean View
Deluxe Condo, Ocean View | Private kitchen

Deluxe Condo, Ocean View

Highlights

Furnished balcony
Air conditioning
Kitchen
Full-sized refrigerator/freezer
Dishwasher
Separate bedroom
Shower/tub combination
Hair dryer
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed
  • Ocean view
Standard Condo | Bathroom
Standard Condo | Living area
Standard Condo
Standard Condo | Private kitchen

Standard Condo

Highlights

Air conditioning
Kitchen
Full-sized refrigerator/freezer
Dishwasher
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed
Deluxe Condo, Balcony, Ocean View | Dining
Deluxe Condo, Balcony, Ocean View | Beach/ocean view
Deluxe Condo, Balcony, Ocean View
Deluxe Condo, Balcony, Ocean View

Deluxe Condo, Balcony, Ocean View

Highlights

Balcony
Air conditioning
Kitchen
Full-sized refrigerator/freezer
Dishwasher
2 bedrooms
Private bathroom
Hair dryer
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 2 Twin Beds and 1 Queen Sofa Bed
  • Ocean view

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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

  • Southwest Florida Intl. Airport (RSW) - 42 min drive

Restaurants

  • ‪License to Chill Bar - ‬14 min walk
  • ‪Lah De Dah Beach Bar - ‬15 min walk
  • ‪The Yucatan Beach Stand - ‬14 min walk
  • ‪World Famous Lighthouse Tiki Bar - ‬15 min walk
  • ‪Doc Ford’s Rum Bar & Grille - ‬5 min drive

About this property

Windward Passage Resort

At Windward Passage Resort, you'll be within a 10-minute drive of Key West Express. Guests can take a dip in the outdoor pool or visit the outdoor tennis courts for a workout. A hot tub and free bike rentals are offered, and in-room conveniences include refrigerators and microwaves.

At a glance

Hotel size

    • 53 rooms

Arriving/Leaving

    • Check-in start time: 4:00 PM; Check-in end time: anytime
    • Minimum check-in age: 21
    • Check-out time is 10:00 AM

Special check-in instructions

    • Front desk staff will greet guests on arrival at the property
    • 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

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

Traveling with children

  • Playground

What to do

  • On the beach
  • Tennis
  • Beach volleyball

Services

  • 24-hour front desk
  • Laundry facilities
  • Free bicycle rentals
  • Beach sun loungers
  • Pool loungers
  • Pool umbrellas

Facilities

  • An outdoor pool
  • Outdoor pickleball court
  • Hot tub
  • Outdoor tennis court

Accessibility

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

Room amenities

Home comfort

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

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))

Food and drink

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

More

  • Guidebooks/recommendations

Fees & policies

Policies

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: 4:00 PM; Check-in end time: anytime. 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, and practice your swing on the tennis courts. Additional recreation onsite includes volleyball. 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 3-minute walk from Lynn Hall Memorial Park and 13 minutes' walk from Estero Boulevard Beach.

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