Condo
Million Dollar Views! 1B/2B Bayfront Windward Point 508
Photo gallery for Million Dollar Views! 1B/2B Bayfront Windward Point 508





Popular amenities
- Swimming pool
- Balcony
- Internet
- Balcony or patio
- Refrigerator
- Microwave
Rooms & beds
1 bedroom (sleeps 4)
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Balcony
Dining area
About this property
Million Dollar Views! 1B/2B Bayfront Windward Point 508
MONTHLY MINIMUM RENTALS (Rentals Start on the 1st from Dec. - April)
Ready for a wonderful FLORIDA VACATION on FORT MYERS BEACH!!!
VIEWS! VIEWS! VIEWS! Start your day by sitting on your fifth floor Lanai overlooking the pool and Estero Bay. This is what you deserve on your next vacation! The morning sunrises are as beautiful as any sunset - the sun coming up over serene, mangrove islands. The rest of the day brings so much activity with boats, jet skis and kayaks going by on their way to and from the Gulf. With long views of Estero Bay, you will also be entertained watching the dolphins play and the manatees and stingrays swim by. Have your coffee with the sunrise then a glass of wine and dinner with the Bay waters lit up by the moon and condo lights from across the Bay.
Welcome to Windward Point 508, a beautiful 1 Bedroom, 2 Bath air conditioned, comfortable condo on the Bay on the island of Fort Myers Beach. Decorated with a seaside vibe, the house motto is "Don't Worry Beach Happy!" As you enter the foyer/hallway, the En Suite Bedroom and Bath is to your left. Featuring a Queen sized Bed and its own TV, the Bedroom is spacious and outfitted with lovely furniture and a large closet. The En Suite Bath has a single piece vanity, commode, Walk In Shower and stunning views of the Bay. Continue down the hallway and you find a Full Sized Guest Bath with a Shower/Tub Combo. The condo then opens up to a fully equipped Kitchen with all the appliances, including a dishwasher; a Dining Area with a table for 4 and the perfect spot to work remotely; a large Living Area with comfortable furniture (including a sleeper sofa to sleep two adults) and a huge TV; and finally an expansive wall of glass sliding doors leading to your spectacular Screened In Lanai with 180-degree views of the Back Bay. We can't emphasize enough the joy you will get sitting on the Lanai, having your coffee, taking in the sea breezes and enjoying an absolutely gorgeous, different sunrise each morning. Looking out to Estero Bay to see the dolphins play and the manatees slowly saunter by. So much activity with the boats, jet skis and kayaks going by.
Conveniently located on each floor are laundry facilities. There is a building elevator, secured lobby, and ample on-site parking, including a designated spot close to the building.
Windward Point is truly one of the island's most beautiful locations. Sitting on a point that juts out into Estero Bay in all its splendor, Windward Point enjoys all the benefits of the quiet, south end of the island while sitting just down the street from the Gulf. Just a short stroll to our world famous sugar white sand beaches and world class sunsets, Fort Myers Beach is one of our State's top rated beaches with plenty of family oriented activities. Santini Marina Plaza, just a short walk down the street, offers you restaurants, bars, shops and a marina. Take the short ride by car or the island trolley to the north end of the island to Old San Carlos Boulevard with loads of new restaurants (and some old favorites), food trucks, bars and Bayside Park or south to Lovers Key State Park. There is also a quick exit via the south bridge to exclusive shopping centers and restaurants in nearby Naples, Bonita Springs, Estero, and RSW International Airport.
Amenities at Windward Point include a resort sized swimming pool and sundeck, spa, and shuffleboard. You can also enjoy fishing off the seawall. And there are several designated benches at the Point where you can relax with plenty of entertainment watching the dolphins, manatees and all the boating activity.
There is a STRICT NO SMOKING, NO PETS policy which has been implemented for the health and comfort of all guests and the owner. This owner prefers that all guests be adults.
We would like to note that there is still construction occurring on the island as Fort Myers Beach rebuilds newer and stronger after Hurricane Ian. Beach renourishment has been completed and the beaches are more beautiful than ever. We are ready to welcome visitors back and certain you will enjoy our beautifully restored, white sandy beaches and emerald, green Gulf waters. Your vacation home has been renovated and inspected prior to your arrival.
As the property manager and rental agent for Windward Point 508 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 45 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 #PENDING
Ready for a wonderful FLORIDA VACATION on FORT MYERS BEACH!!!
VIEWS! VIEWS! VIEWS! Start your day by sitting on your fifth floor Lanai overlooking the pool and Estero Bay. This is what you deserve on your next vacation! The morning sunrises are as beautiful as any sunset - the sun coming up over serene, mangrove islands. The rest of the day brings so much activity with boats, jet skis and kayaks going by on their way to and from the Gulf. With long views of Estero Bay, you will also be entertained watching the dolphins play and the manatees and stingrays swim by. Have your coffee with the sunrise then a glass of wine and dinner with the Bay waters lit up by the moon and condo lights from across the Bay.
Welcome to Windward Point 508, a beautiful 1 Bedroom, 2 Bath air conditioned, comfortable condo on the Bay on the island of Fort Myers Beach. Decorated with a seaside vibe, the house motto is "Don't Worry Beach Happy!" As you enter the foyer/hallway, the En Suite Bedroom and Bath is to your left. Featuring a Queen sized Bed and its own TV, the Bedroom is spacious and outfitted with lovely furniture and a large closet. The En Suite Bath has a single piece vanity, commode, Walk In Shower and stunning views of the Bay. Continue down the hallway and you find a Full Sized Guest Bath with a Shower/Tub Combo. The condo then opens up to a fully equipped Kitchen with all the appliances, including a dishwasher; a Dining Area with a table for 4 and the perfect spot to work remotely; a large Living Area with comfortable furniture (including a sleeper sofa to sleep two adults) and a huge TV; and finally an expansive wall of glass sliding doors leading to your spectacular Screened In Lanai with 180-degree views of the Back Bay. We can't emphasize enough the joy you will get sitting on the Lanai, having your coffee, taking in the sea breezes and enjoying an absolutely gorgeous, different sunrise each morning. Looking out to Estero Bay to see the dolphins play and the manatees slowly saunter by. So much activity with the boats, jet skis and kayaks going by.
Conveniently located on each floor are laundry facilities. There is a building elevator, secured lobby, and ample on-site parking, including a designated spot close to the building.
Windward Point is truly one of the island's most beautiful locations. Sitting on a point that juts out into Estero Bay in all its splendor, Windward Point enjoys all the benefits of the quiet, south end of the island while sitting just down the street from the Gulf. Just a short stroll to our world famous sugar white sand beaches and world class sunsets, Fort Myers Beach is one of our State's top rated beaches with plenty of family oriented activities. Santini Marina Plaza, just a short walk down the street, offers you restaurants, bars, shops and a marina. Take the short ride by car or the island trolley to the north end of the island to Old San Carlos Boulevard with loads of new restaurants (and some old favorites), food trucks, bars and Bayside Park or south to Lovers Key State Park. There is also a quick exit via the south bridge to exclusive shopping centers and restaurants in nearby Naples, Bonita Springs, Estero, and RSW International Airport.
Amenities at Windward Point include a resort sized swimming pool and sundeck, spa, and shuffleboard. You can also enjoy fishing off the seawall. And there are several designated benches at the Point where you can relax with plenty of entertainment watching the dolphins, manatees and all the boating activity.
There is a STRICT NO SMOKING, NO PETS policy which has been implemented for the health and comfort of all guests and the owner. This owner prefers that all guests be adults.
We would like to note that there is still construction occurring on the island as Fort Myers Beach rebuilds newer and stronger after Hurricane Ian. Beach renourishment has been completed and the beaches are more beautiful than ever. We are ready to welcome visitors back and certain you will enjoy our beautifully restored, white sandy beaches and emerald, green Gulf waters. Your vacation home has been renovated and inspected prior to your arrival.
As the property manager and rental agent for Windward Point 508 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 45 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 #PENDING
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Fort Myers Beach Studio w/ Balcony & Views!
South Island
Fort Myers Beach Studio w/ Balcony & Views!
South Island
- Ocean view
- Pool
- Kitchen
- Pet-friendly
9.0 out of 10, Wonderful, (11 reviews)
9.0/10
Wonderful
(11 reviews)

✨Amazing Bay Views + Amenities-Windward Point 507✨
South Island
✨Amazing Bay Views + Amenities-Windward Point 507✨
South Island
- Pool
- Hot tub
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Windward Point #210 Comfortable condo with beautiful view of the bay
South Island
Windward Point #210 Comfortable condo with beautiful view of the bay
South Island
- Ocean view
- Pool
- Hot tub
- Kitchen
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)

7 Miles of Paradise! Completely Renovated Condo. Cleaning Included.
South Island
7 Miles of Paradise! Completely Renovated Condo. Cleaning Included.
South Island
- Ocean view
- Pool
- Kitchen
- Washing machine
9.8 out of 10, Exceptional, (209 reviews)
9.8/10
Exceptional
(209 reviews)

Amazing Pool/Tiki Bar/ Duplex 1/2 Block From The Beach, Near Times Square
Fort Myers Beach
Amazing Pool/Tiki Bar/ Duplex 1/2 Block From The Beach, Near Times Square
Fort Myers Beach
- Pool
- Kitchen
- Washing machine
- Dryer
9.6 out of 10, Exceptional, (76 reviews)
9.6/10
Exceptional
(76 reviews)

Estero Beach & Tennis Club Completely renovated January 2024
South Island
Estero Beach & Tennis Club Completely renovated January 2024
South Island
- Pool
- Kitchen
- Pet-friendly
- Free Wi-Fi
9.2 out of 10, Wonderful, (69 reviews)
9.2/10
Wonderful
(69 reviews)

Santa Maria 311 in Fort Myers Beach
South Island
Santa Maria 311 in Fort Myers Beach
South Island
- Pool
- Hot tub
- Kitchen
- Washing machine
9.4 out of 10, Exceptional, (13 reviews)
9.4/10
Exceptional
(13 reviews)

Beachfront 1-bedroom condo
South Island
Beachfront 1-bedroom condo
South Island
- Ocean view
- Pool
- Kitchen
- Washing machine
9.6 out of 10, Exceptional, (18 reviews)
9.6/10
Exceptional
(18 reviews)

Santa Maria 2 bedroom, 2 bathroom, water view, walk to beach
South Island
Santa Maria 2 bedroom, 2 bathroom, water view, walk to beach
South Island
- Pool
- Hot tub
- Kitchen
- Washing machine
9.6 out of 10, Exceptional, (9 reviews)
9.6/10
Exceptional
(9 reviews)

Charming Canal View 1-bedroom condo in fabulous Fort Myers Beach
South Island
Charming Canal View 1-bedroom condo in fabulous Fort Myers Beach
South Island
- Pool
- Air-conditioning
- Laundry room
- Parking available
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)

Casa Marina 2B/2B Island Condo w/ Water Views! Walk to Beach! CM153
South Island
Casa Marina 2B/2B Island Condo w/ Water Views! Walk to Beach! CM153
South Island
- Pool
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Mango Street Inn Suite 4
Fort Myers Beach
Mango Street Inn Suite 4
Fort Myers Beach
- Kitchen
- Air-conditioning
- Outdoor space
- Parking available
9.6 out of 10, Exceptional, (5 reviews)
9.6/10
Exceptional
(5 reviews)

Captains Bay South 2/2 Condo With Resort Pool Close to Beach Access
South Island
Captains Bay South 2/2 Condo With Resort Pool Close to Beach Access
South Island
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (37 reviews)
10/10
Exceptional
(37 reviews)

Luxury Bay Side Condo on Fort Myers Beach, FL
South Island
Luxury Bay Side Condo on Fort Myers Beach, FL
South Island
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Fort Myers Beach - Peaceful, quiet and a short 5 minute walk to the beach!
Mid Island
Fort Myers Beach - Peaceful, quiet and a short 5 minute walk to the beach!
Mid Island
- Pool
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (11 reviews)
9.8/10
Exceptional
(11 reviews)

Lovely Waterfront Condo.
Mid Island
Lovely Waterfront Condo.
Mid Island
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (15 reviews)
10/10
Exceptional
(15 reviews)

RIGHT ACROSS THE BEACH! NEW LISTING! FABULOUS ISLAND VACATION CONDO FOR FUN IN SUN!!!
South Island
RIGHT ACROSS THE BEACH! NEW LISTING! FABULOUS ISLAND VACATION CONDO FOR FUN IN SUN!!!
South Island
- Washing machine
- Dryer
- Air-conditioning
- Parking available
9.6 out of 10, Exceptional, (39 reviews)
9.6/10
Exceptional
(39 reviews)

Fort Myers Beach, Harbour Pointe, 2B2B condo located on Bay Side. Walk to beach!
South Island
Fort Myers Beach, Harbour Pointe, 2B2B condo located on Bay Side. Walk to beach!
South Island
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Estero Cove 155. Island Vacation Condo, Gulf Views, Walk to Beach!
South Island
Estero Cove 155. Island Vacation Condo, Gulf Views, Walk to Beach!
South Island
- Ocean view
- Pool
- Washing machine
- Dryer

Bayview Bliss Near the Beach with Resort Amenities & Sunroom - Serenity by the Shore
Mid Island
Bayview Bliss Near the Beach with Resort Amenities & Sunroom - Serenity by the Shore
Mid Island
- Pool
- Hot tub
- Kitchen
- Washing machine

Charming 2-bedroom condo on Fort Myers Beach
South Island
Charming 2-bedroom condo on Fort Myers Beach
South Island
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)

Gorgeous Beach Residence with Pool, Spa, and Bikes
Mid Island
Gorgeous Beach Residence with Pool, Spa, and Bikes
Mid Island
- Pool
- Hot tub
- Kitchen
- Washing machine
9.0 out of 10, Wonderful, (8 reviews)
9.0/10
Wonderful
(8 reviews)

2BR – Penthouse, Pool, Beach & Water Views
South Island
2BR – Penthouse, Pool, Beach & Water Views
South Island
- Ocean view
- Pool
- Kitchen
- Washing machine

Canal Front~ Large Private Balcony~ 2BR Casa Marina 711
South Island
Canal Front~ Large Private Balcony~ 2BR Casa Marina 711
South Island
- Pool
- Kitchen
- Washing machine
- Dryer
6.0 out of 10, (1 review)
6.0/10
(1 review)

Fantastic Ft Myers Beachfront Condo! Flexible Check-in Dates and many amenities!
South Island
Fantastic Ft Myers Beachfront Condo! Flexible Check-in Dates and many amenities!
South Island
- Pool
- Kitchen
- Free Wi-Fi
- Air-conditioning
9.8 out of 10, Exceptional, (157 reviews)
9.8/10
Exceptional
(157 reviews)

DEJA BLUE 1000 FT from Beach Great for Families
Ft myers beach
DEJA BLUE 1000 FT from Beach Great for Families
Ft myers beach
- Kitchen
- Free Wi-Fi
- Air-conditioning
- Outdoor space
9.8 out of 10, Exceptional, (50 reviews)
9.8/10
Exceptional
(50 reviews)

Royal Pelican 173 | Canal-Front Condo with Balcony Dining, Pool + Boat Dock
South Island
Royal Pelican 173 | Canal-Front Condo with Balcony Dining, Pool + Boat Dock
South Island
- Kitchen
- Air-conditioning
- Water view
- Microwave

Love Stay Sea - Boat Watching
South Island
Love Stay Sea - Boat Watching
South Island
- Pool
- Kitchen
- Washing machine
- Free Wi-Fi
9.0 out of 10, Wonderful, (6 reviews)
9.0/10
Wonderful
(6 reviews)

SHELLebrations: Gulf-Front Penthouse Paradise on Fort Myers Beach, Florida
South Island
SHELLebrations: Gulf-Front Penthouse Paradise on Fort Myers Beach, Florida
South Island
- Ocean view
- Pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)

Windward Point #309 - Direct Bayfront Views
South Island
Windward Point #309 - Direct Bayfront Views
South Island
- Hot tub
- Kitchen
- Free Wi-Fi
- Air-conditioning
About the area
Fort Myers Beach
South Island, a neighbourhood in Fort Myers Beach, is home to this condo. Hertz Arena is a popular attraction and the area's natural beauty can be seen at Estero Boulevard Beach and Bonita Springs Public Beach. Bay Oaks Recreation Center and Ostego Bay Marine Science Center are also worth visiting. Discover the area's water adventures with jet skiing, kayaking and parasailing nearby, or enjoy the great outdoors with cycling.

Fort Myers Beach, FL
What's nearby
- Santini Marina Shopping Plaza - 9 min walk - 0.8 km
- Castle Beach - 18 min walk - 1.5 km
- Estero Boulevard Beach - 10 min drive - 5.4 km
- Lynn Hall Memorial Park - 20 min drive - 10.4 km
- Bunche Beach - 35 min drive - 21.6 km
Getting around
- Fort Myers, FL (RSW-Southwest Florida Intl.) - 42 min drive
Restaurants
- Cool Beans Hyatt Regency Coconut Point - 29 min drive
- Junkanoo Below Deck - 7 min drive
- Flippers on the Bay - 7 min drive
- Shamrock Irish Pub - 12 min drive
- Moms Restaurant Fort Myers Beach - 11 min drive
Tell us how we can improve our siteShare feedback