*Mid-January through April is Saturday to Saturday, 7-day minimum rentals. Exceptions for odd arrival and departure dates can be made. Just send me a message with your request.*
Captain's Bay condominiums are located across the street from one of the widest, most fantastic beaches in Florida! This is a great family vacation location.
2 bedroom and 2 bathrooms with Wi-Fi.
Enjoy preparing your meals in the fully-equipped kitchen, or enjoy many restaurants in the area.
Take the trolley to Times Square or to the Fort Myers Beach Pier at the north end of the island. Excellent restaurants, fun shops, golf, jet-ski rentals, and parasailing are all available on the island. Day trips to Key West via boat are available, as well as dinner cruises and deep-sea fishing charters.
Kids PAK-N-Play available upon request.
Also, available in the same building is a 3 bedroom, 2-bath condo that sleeps 8 with Wi-Fi Internet. VRBO/Homeaway #28154
Keywords: Condo, Gulf of Mexico, Great Location
Town of Fort Myers Beach STR Registration Number 19-1333
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number 19-1333
About the area
Fort Myers Beach
Located on the waterfront, this condo is in South Island, a neighbourhood in Fort Myers Beach. While the natural beauty of Estero Boulevard Beach and Bonita Springs Public Beach can be enjoyed by anyone, those looking for an activity can explore Key West Express.
Looking to enjoy an event or a game? See what's going on at Hertz Arena or JetBlue Park at Fenway South. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Fort Myers Beach, FL
What's nearby
Santini Marina Shopping Plaza - 6 min walk - 0.6 km
Castle Beach - 8 min walk - 0.7 km
Sterling Ave Beach - 2 min drive - 1.7 km
Estero Boulevard Beach - 5 min drive - 3.7 km
Key West Express - 13 min drive - 9.4 km
Getting around
Fort Myers, FL (RSW-Southwest Florida Intl.) - 40 min drive
Restaurants
Parrot Key Caribbean Grill - 15 min drive
Junkanoo Below Deck - 6 min drive
Flippers on the Bay - 6 min drive
Marina Cantina - 15 min drive
Beach Bar - 11 min drive
Frequently asked questions
Does Upscale Top-Floor Condo W/Gulf View, Sugary Sand Beach have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Upscale Top-Floor Condo W/Gulf View, Sugary Sand Beach?
As of 12 Apr 2026, prices found for a 1-night stay for 2 adults at Upscale Top-Floor Condo W/Gulf View, Sugary Sand Beach on 14 Apr 2026 start from AU$334, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Upscale Top-Floor Condo W/Gulf View, Sugary Sand Beach pet-friendly?
No, pets are not allowed at this property.
How much is parking at Upscale Top-Floor Condo W/Gulf View, Sugary Sand Beach?
On-site parking is available at the property.
What time is check-in at Upscale Top-Floor Condo W/Gulf View, Sugary Sand Beach?
Check-in begins at 4:00 PM.
What time is check-out at Upscale Top-Floor Condo W/Gulf View, Sugary Sand Beach?
Checkout is at 10:00 AM.
Where is Upscale Top-Floor Condo W/Gulf View, Sugary Sand Beach located?
Located in South Island, this condo building is within a 10-minute walk of Castle Beach and Santini Marina Shopping Plaza. Sterling Ave Beach and Estero Bay Preserve State Park are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Your condo is one of best we’ve stayed in especially in regard to all the extras that it offers. From the fully equipped kitchen, which is so important to us, to all of the beach equipment that was available for our use. Location was also great on the south end away from the busyness of the north end of the island. We hope to be back in the future!
Property was as listed! Condo is directly across the street from beach with easy access. We didn’t have a car and trolley was fine for Times Square runs for dinner,shopping etc. property manager is accommodating and replies immediately. We had no issues but talked to him twice before our stay. Would recommend this condo for sure!
This is a very roomy, nice condo. The pool area was very nice and equipped with clean restrooms. The balconies are screened in, and that helps a lot with bugs, so you can enjoy sitting outside. The appliances were up to date, and the outdoor equipment supplied was in good condition. There are a couple of E-bikes to use. Publix is a quick drive down the round. The beach was a little further walk than I realized, so I was unable to enjoy it due to my bad back. Too far for me to handle. Other than that, great place.
This was our second year in a row staying at this condo. It’s extremely clean and has everything you need. It’s in a great location across the street from a great beach with lots of great restaurants and shops within walking distance. Can’t wait to go back.
This was the cleanest condo we've ever stayed in. The property was well maintained and we have zero complaints. It was stocked with so many necessities. The pool area was great! It was in a quiet area which is perfect for families. If we return to Ft. Myers, this is where we will stay again for sure!
This property was great for sitting on the patio; by noon we had shade the rest of the day. If it was extra hot that day the fan really helped out. Very quiet and peaceful surroundings.
Great condo with all the amenities and a view. Walk to the beach, to the bar, to restaurants, to CVS - skip all the hustle and bustle on the north end of the island with quick access to all the beautiful beaches and surroundings!
The condo was quiet and clean. There were a few stains on carpet and furniture likely the result of careless past guest but every surface, linens, and towels were very clean. We didn’t use any of the beach “things” but there was everything needed including two bikes in storage unit. A little issue with door lock but David responded immediately. The area is nice with lots of dining choices within walking distance. There is road construction in the area but looks like it will be complete soon. Overall a nice stay.
We enjoyed our Christmas holiday in this great unit. It is across the street from the beach (easy access) and has everything you need in it. Beach chairs, bikes, games, books, etc. My wife and I along with 4 grown children fit in the unit with plenty of room. There are two balconies - the rear balcony faces East for great morning sunrise and the front balcony faces west for great evening sunsets that you can see through the units on the beach. David is incredibly responsive and a great host. We had an issue arise and he took care of it right away. We look forward to staying again!
We thoroughly enjoyed our stay in this condo. It was absolutely gorgeous with a fully stocked kitchen. There was also a cart and chairs for the beach which was very helpful. The location is perfect and very relaxing. The area is very quiet and lots of nice folks around there. There is great food, shopping, ice cream and CVS within walking distance. We would definitely stay here again.
Lisa C.
Lisa C.
Stayed 14 nights in Mar 2019
Verified
10/10 Excellent
Megan G.
9 May 2019
Lovely
David is super responsive which I appreciated. The place is beautiful and nice access to beach and trolley.
Megan G.
Stayed 7 nights in Apr 2019
Verified
10/10 Excellent
Sean B.
4 May 2019
Gulf Coast Great
Perfect place for family of 4. Clean, well stocked kitchen, 2 screened porches, great views, beach gear, sports gear - they have thought of it all. Add in a quick walk to the beach and conveniences like CVS, restaurants, and ice cream a short walk away and your perfect.
It’s just the right distance from the craziness of FMB and south enough to hit Bonita and Naples quickly!
Sean B.
Stayed 7 nights in Apr 2019
Verified
10/10 Excellent
Lynn C.
16 Apr 2019
Fantastic Getaway
Our family of 5 had a wonderful time in this beautiful condo. It was very clean with a well-stocked kitchen. We appreciated the beach cart and chairs - they made the short walk to the beach so easy. We loved how close it was to the Ft. Myers downtown area yet was in a peaceful family-oriented area. We are already trying to figure out when we can go back!
*David was very helpful with a slight issue we had with the lockbox when we first arrived
Lynn C.
Stayed 7 nights in Mar 2019
Verified
10/10 Excellent
Mark J.
28 Mar 2019
Perfect
Everything about this place was perfect. Very clean, the beach cart was awesome. Wish I could have stayed longer :D
Mark J.
Stayed 6 nights in Feb 2019
Verified
10/10 Excellent
Kristy F.
21 Mar 2019
Fabulous location!
Wonderful condo less than 1/2 mile from the beach! Loved the location! Great views and very quiet building. Fully stocked kitchen. The owners have thought of everything you will need for the beach including cooler packs for taking a picnic. Clean and lovely! Would definitely stay here again.
Kristy F.
Stayed 4 nights in Mar 2019
Verified
10/10 Excellent
Mark J.
6 Mar 2019
Clean, spotless, near beach, pool and marina
This place was great. Loved sitting out out the back lanai in the morning watching the birds and boats drift by in the distance. Beach was right across the street.
5/5 I would recommend!
Mark J.
About the host
Hosted by David Denkhaus
We have been providing vacation rentals on Fort Myers Beach, Florida since 1997.
We are from the metro Detroit area in Michigan. We rent homes, apartments and commercial office spaces. We do our very best to accommodate everyone and to maintain all properties well.
We currently have 2 condo's available in the same building.
2 bedroom 2 bath condo in the beautiful Captian's Bay community, sleeps 6 (VRBO #384196)
3 bedroom 2 bath condo in the beautiful Captain's Bay community, sleeps 8 (VRBO #28154)
If you are ever interested in any of these properties, please contact me for more information. David Denkhaus 517-404-0108 text or cell
Why they chose this property
We have vacationed on Fort Myers Beach for years with our family. We plan to spend our retirement in Fort Myers Beach. The south end of the island as it is quiet, residential and more family oriented. The south end location allows us to get on/off the island without fighting all the heavy traffic on the north side. We love it there and hope you will as well.
What makes this property unique
We enjoy walking on the beach and boating on the Gulf of Mexico. We can walk to all sorts of dining and entertainment. If we don't want to walk, there's a trolley stop right at the end of our street which runs the distance of the entire island into Fort Myers and Bonita Springs. For baseball fans, the Minnesota Twins and Boston Red Sox have Spring Training facilities just a short drive away.
Languages:
English
Premier Host
They consistently provide great experiences for their guests