See all properties
Entire condo

Island Winds 501

Choose dates to view prices

Photo gallery for Island Winds 501

A swimming pool with lounge chairs, palm trees, and a view of the beach.
A swimming pool surrounded by multi-story residential buildings with balconies, palm trees, and a lifeguard stand.
Two high-rise buildings with balconies, a sandy beach, and palm trees.
A hotel room with two beds, a nightstand, a lamp, a framed picture, and a potted plant.
A beachside seating area with a table and chairs, a large umbrella, and a view of the beach.

Reviews

9.2 out of 10
Wonderful

Entire condo

2 bedrooms2 bathroomsSleeps 61331 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer

Explore the area

View in a map
Fort Myers Beach, FL
  • Place, Castle Beach
    ‪2 min walk‬
  • Place, Santini Marina Shopping Plaza
    ‪12 min walk‬
  • Place, Sterling Ave Beach
    ‪20 min walk‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪54 min drive‬

Room options

You may also like

Ad
A high-rise hotel with multiple floors, a rooftop pool, and a marina in the background.

GullWing Beach Resort

South Island
  • Pool
  • Kitchen
  • Washer
  • Dryer
9.4 out of 10, Exceptional, 985 reviews
$517 nightly
The price is $568
Dec 1 - Dec 2
Total with taxes and fees
GullWing Beach Resort

About the neighborhood

Fort Myers Beach

Located in South Island, this condo is adjacent to Castle Beach and a short stroll from Santini Marina Shopping Plaza. The condo includes a kitchen, a balcony, and a refrigerator.
View more Condo Rentals in Fort Myers BeachOpens in a new window

What's nearby

  • Castle Beach - 2 min walk - 0.1 miles
  • Santini Marina Shopping Plaza - 12 min walk - 0.7 miles
  • Sterling Ave Beach - 20 min walk - 1.1 miles
  • Estero Boulevard Beach - 6 min drive - 2.3 miles
  • Bunche Beach - 27 min drive - 12.6 miles

Getting around

  • Southwest Florida Intl. Airport (RSW) - 49 min drive

Restaurants

  • ‪Parrot Key Caribbean Grill - ‬15 min drive
  • ‪Shamrock Irish Pub - ‬10 min drive
  • ‪Junkanoo Below Deck - ‬6 min drive
  • ‪MoJoe's - ‬10 min drive
  • ‪Moms Restaurant Fort Myers Beach - ‬9 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Island Winds 501

Summary:
Your Piece of Paradise! Super 2B/2B Beachfront Condo at Island Winds, Heated Pool, Tennis, Wi-Fi

The Space:
WEEKLY MINIMUM RENTAL MAY - NOV. TWO WEEK MINIMUM RENTAL DEC. - APRIL (Starting Saturday to Saturday Jan. - April)
This is one of the best spots on Fort Myers Beach, come and experience your piece of paradise. This spacious 2 Bedroom, 2 Bath condominium with a den is ready for you and your family to kick off your shoes, throw on your sandals and enjoy the sunny island lifestyle. The lovely screened in lanai has a view of the beach and overlooks the pool and is the perfect spot to relax and let in the gulf breezes. The living area has upscale furnishings and comfy seating to enjoy viewing the brand new large flat screen TV. The well stocked kitchen has been remodeled into a cook's dream and there is a separate dining area. The master bedroom sports a king-sized bed, its own flat screen TV and a large master bath with double vanities. The guest bedroom has two twin beds and its own guest bath and there's a sleeper sofa in the den to accommodate extra guests. A washer/dryer and free Wi-Fi are provided in the unit for your convenience.

With 7 miles of white sandy beach and blue water on the Gulf of America at your feet, there are all kinds of water sports, fishing, shell collecting, bird watching, sunbathing and dolphin watching for you to immerse yourself in and leave your worries behind. Located on the quiet, south end of Fort Myers Beach, Island Winds is an exclusive beachfront complex with a heated pool, hot tub, BBQ grills, tiki hut, social room with pool table and library and fitness room. Tennis courts, a basketball hoop and shuffleboard can be found across the street from the condo overlooking one of the neighborhood canals. You are close to shopping, restaurants, night spots, and marinas and directly across the street from the Beach Movie Theatre. Hop on the beach trolley to take you down the island to Times Square and The Pier. DECEMBER TO APRIL THIS CONDO IS A 2 WEEK MINIMUM RENTAL. Mailbox service is not available.

As the property manager and rental agent for Island Winds 501 on Fort Myers Beach, Florida, Kathy Nesbit Vacations, Inc. offers the best in customer service and accommodations. We have been graciously greeting our guests from our familiar local office location on Fort Myers Beach for over 50 years and have earned our excellent reputation. Should any questions or concerns arise during your stay, you can stop by to see us. By popular vote, we have been named The Best of Fort Myers Beach Winner for Real Estate Vacation Rental multiple times! The Kathy Nesbit Vacation Rental team has played hosts to thousands of guests and visitors to the Island over these many years and helped them to enjoy the best vacation experience possible. We love acting as tourism ambassadors for Fort Myers Beach!

Kathy Nesbit Vacations, Inc. is proud to announce that this property has been officially registered with the Town of Fort Myers Beach and is compliant with all requirements and regulations. STR #19-0313

Other Things to Note:
MAXIMUM 6 GUESTS WITH SLEEPER SOFA; MINIMUM AGE TO BOOK: 25 YEARS OLD
Cooking Basics: Pots and pans, cookware, kitchen utensils, included, NO condiments.
We provide essential items to ensure a comfortable stay. This includes all linens and pillows, one roll of toilet paper, trial-size shampoo, conditioner and soap per bathroom.
Additionally, we provide a trial-size dishwashing liquid, a dish sponge and a roll of paper towels.
Check In: 3:00 PM Check Out: 10:00 AM
No Smoking Allowed.
No Events Allowed.
No Pets Allowed.
Guests must abide by the Town's Code of Conduct and all Terms and Conditions of our Rental Contract.
The condo is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

A balcony with a view of a beach, a table, and chairs.
Windward Passage Resort
Fort Myers Beach
  • Pool
  • Hot tub
  • Parking included
  • Free WiFi
8.6 out of 10, Excellent, 23 reviews
Windward Passage Resort

Property amenities

Beach

  • On the beach

Pool/Spa

  • Communal pool
  • Hot tub

Internet

  • Available in the condo: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathroom

  • 2 bathrooms
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Elevator
  • Smoking not allowed
  • Note from host: No smoking allowed in any property.

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a zoo
  • Near the ocean
  • On the waterfront

Things to do

  • Gym
  • Cycling nearby
  • Fishing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Unit size: 1,331 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Check In: 3:00 PM Check Out: 10:00 AM No Smoking Allowed. No Events Allowed. No Pets Allowed. Must be 25 yrs. or older to book. Guests must a...

Pets

  • This property doesn't allow pets
  • Note from host: No Pets Allowed

Children and extra beds

  • Note from host: Most properties allow children. Check the listing.

Events

No events allowed
No events are allowed at any property.

Smoking

Smoking is not permitted
No smoking allowed in any property.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Note from host: No events are allowed at any property.
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Note from host: No events are allowed at any property.
  • Onsite safety features include a smoke detector.

Property is also known as

6a4fbbd3a767e800136d8b49

Frequently asked questions

What's there to do near this condo?

This condo is situated in South Island, just steps from Castle Beach. You'll also find Santini Marina Shopping Plaza and Sterling Ave Beach less than a mile away.

Will I be able to park at Island Winds 501?

No, there isn't parking available at the condo.

Is this condo adjacent to a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, this condo doesn't have an indoor pool; however, there is a hot tub.

What will couples enjoy most about a stay at Island Winds 501?

Amenities that appeal to couples at this beachfront condo include a kitchen as well as a hot tub and a gym.

Does Island Winds 501 have a hot tub?

No, there isn't a spa tub at this condo.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Does Island Winds 501 have connecting rooms available?

No, there aren't connecting guestrooms at this condo.

How far is the airport from this condo?

The closest major airport to this condo is Southwest Florida Intl. Airport (RSW), which is about 11.8 mi away.

Can I book a room with a balcony at Island Winds 501?

Yes, every condo at Island Winds 501 comes with a balcony and some offer ocean views.

Island Winds 501 Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 14 out of 23 reviews
Rating 8 - Good. 7 out of 23 reviews
Rating 6 - Okay. 2 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

9.0/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and beach access
Stayed 7 nights in Apr 2026
Verified review

6/10 Okay

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in

Was ok

The condo was ok. It was clean and welcoming. The condo had beach chairs, umbrellas and sand toys. The lanai were small and would not fit the four of us. The second bedroom was a bit small. The washing machine had mold and the wifi didn't work. Unknown to us, but the condo we stayed in was for sale. We had to leave twice so the condo could be shown.
Stayed 7 nights in Aug 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely the BEST!

We have stayed at Island Winds for a week each of the last two summers. It is never busy (like really only about 20% capacity) the end of July and everything is so clean. The beach is spectacular with fantastic shelling and white sand and the water is always very calm. Dolphins are a near-daily sight and the sunsets are amazing. Island Winds is on a quieter end of FMB but close to everything. Very family friendly and we never get bored with just hanging in the ocean or the wonderful pool. 10 out of 10, we wish we could afford a unit to call our second home!
Stayed 8 nights in Jul 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Condo

Very nice clean condo. Great communication with property manager. Great beach with chair and umbrella rental.
Stayed 7 nights in Apr 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Construction

It would have been nice to know the unit under ours was under going a remodel. Jackhammering started at 8am till 4 pm. We could not stay in the unit during that time.
Stayed 7 nights in Sep 2021
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

Perfect

Would rent this condo again. The layout is perfect; and adding the den for an extra space was great. The decor was absolutely beautiful and the master bedroom private. Great location and breathtaking views. I couldn't have asked for a more perfect vacation!!
Stayed 7 nights in Aug 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Felt like home

Beautiful area, very clean!! , perfect views with more then one balcony. Beds were comfortable. The washer & Dryer was great!! Plenty of towels everything you need.. we would come back
Stayed 7 nights in Jun 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome couldn’t have asked for anything more

Unit was beautiful surroundings exceptional beach awesome very well kept
Stayed 7 nights in May 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Condo!

We had the most pleasant time here, the unit was equipped with many more items than just essentials. Location was excellent, close to dining, shopping areas, bike trails as well as walking the beach! Would love to stay here again...
Stayed 14 nights in Feb 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas 2020

Clean Well Maintained Property, Neighbors and Other Guests were very hospitable.
Stayed 14 nights in Dec 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

great location for FMB

Property located at half-way point on island. Easy travel in either direction. Condo well equipped for a vacation rental. Several good restaurants within walking distance. Beautiful beachfront.
Stayed 14 nights in Feb 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls week away

We loved the condo. Location was great! Will definitely come back. Thank you
Stayed 7 nights in Oct 2019
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

Everything was great.
Stayed 7 nights in Jun 2019
Verified review

6/10 Okay

Liked: Cleanliness, location, listing accuracy

Over all it was ok!

Pretty nice property and area. Cleanliness could have been better and I would definitely recommend the washing of the linens be the staff of the properties responsibility. When extra linens were pulled from the closets I truly do not think they had been washed in sometime. Also if there is not going to be any staff available on the weekends at the actual property I would make sure your renters have what they need for the week when they pick up keys. We checked in on Saturday at 3pm and could not get a pool key until Monday.
Stayed 7 nights in Aug 2019
Verified review

8/10 Good

Liked: Check-in, location, listing accuracy

BathTowels, beach towels and linens

This may sound silly but we appreciated having a fully stocked bathroom with bath towels, hand towels and wash cloths. there were also beach towels. we typically bring these with us. The beds were very comfortable and this coming from my husband is unusual. The negative is that whomever does the cleaning does not do a very good job. we actually vacuumed under the sofa with the recliners out because the dust/grime line was visible. Took pics too if ever asked. that part was disappointing sonce we were charged a cleanig fee. We were there for two weeks andI guess my level of clean is different. Loved the accessibility to the grill and another surprise-nice quality
Stayed 14 nights in Jul 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Graduation Vacation

My family and I had a wonderful time. Location was perfect.
Stayed 7 nights in Jul 2019
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

We always stay at At Island Winds. This was our first time renting this condo. We have been traveli

Kathy Nesbitt vacations makes it easy to contact if there are any problems in reference to this property. I do feel a new cleaning person should be hired. Perhaps a Keurig coffee pot. Other than that the property was nice and comfortable. I would recommend renting again.
Stayed 14 nights in Jun 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous condo!!

After a busy year teaching 21 first graders and keeping up with 4 busy kiddos at home, I was ready to rest in the sunshine state. Our family was impressed with this condo. It was very clean, spacious, equipped with everything needed for a week away from home , and the beach is BEAUTIFUL!!!! I highly recommend this condo if you’re looking for a great place for your family to stay in Ft Myers Beach, Florida. ☀️
Stayed 7 nights in Jun 2019
Verified review

10/10 Excellent

Awesome

This is a newly renovated property that has everything you need to go to the beach every day. What more could you ask for? It was an absolutely beautiful condo with amazing views
Stayed 7 nights in May 2019
Verified review

8/10 Good

Island Winds Best on Fort Myers Beach

We have stayed in various units at Island winds for several years. Island winds is by far the best place to stay on Fort Myers Beach! We really like the den conversion on this unit, we set up our home office as I always travel with my laptop. Ran into a couple of little maintenance issues, which were handled immediately. If you plan to cook, this unit could be a little better stocked. We mostly went out to eat and eat leftovers.
Stayed 7 nights in May 2019
Verified review

10/10 Excellent

Great place for vacation!

We had a great time. The condo was great and had everything we needed. We loved the views from the condo and the lanai’s. Beach was beautiful. Would recommend this place!
Stayed 7 nights in Jul 2018
Verified review

10/10 Excellent

A great condo for an amazing price!

We had a wonderful time at 501 Island winds. There is nothing wrong with this condo. The view of the ocean is wonderful, the condo is huge and the price is small.. We had an easy check in and check out as well. We would definitely stay here again. I’d give it a 10 if I could.
Stayed 7 nights in Jun 2018
Verified review

8/10 Good

Spacious condo & a great location!

We have enjoyed staying in Fort Myers Beach many times & we truly made our condo at Island Winds our home away from home for the week. We were happy the owners have the home stocked with board games & cards for our evenings hanging with the family. Also supplied were beach towels & chairs which isn’t always the case with some rentals. The pool is perfectly heated & nice to sit around after a long day in the sand. We like the convenience of making breakfast & lunch in our condo so we can have full beach days then enjoy our dinners at one of the restaurants in the area. There are so many good ones to choose from. We will definitely be visiting Fort Myers Beach again in the future!
Stayed 7 nights in May 2018