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Beautiful Penthouse Condo 2BR/2BA with Wi-Fi

Photo gallery for Beautiful Penthouse Condo 2BR/2BA with Wi-Fi

Dining
Outdoor dining
Outdoor dining
2 sided lanai for nice breeze with sliders from living rm & master bedroom.
Dining

Reviews

10 out of 10, Loved by Guests
Top 10% based on
2 bedrooms2 bathroomsSleeps 41200 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Fort Myers Beach, FL
  • Place, Santini Marina Shopping Plaza
    ‪5 min walk‬
  • Place, Castle Beach
    ‪8 min walk‬
  • Place, Sterling Ave Beach
    ‪3 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪43 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Dining area

About this property

Beautiful Penthouse Condo 2BR/2BA with Wi-Fi

Enjoy a game of tennis, or lounge by the poolside or spend the day at Ft. Myers undisputed “Best Beach”!

Captain’s Bay Condominiums are located directly across the street from Fort Myers Beach “Best Beach” (Adjacent to the Wyndam, previously the Holiday Inn). You will see miles of sandy white beach here. Take the trolley to “Times Square” or to the Ft. Myers Pier at the north end of the island. Dinner cruises are available nearby or try a round trip day cruise to Key West. Or maybe rent a boat in the adjacent Marina and visit the beautiful back bays. Captain’s Bay is the perfect vacation getaway!
I acquired this condo in 2010. The condo was never rented by the previous owner. And the condo was built in 1998. Truly immaculate, neat, uncluttered condo. Rental only to someone 35 and older.

• Walk to the Beach (across the street)
• 5th floor penthouse (top floor) end unit
• 2 sided Lanai for nice cross breeze
• Two Bedrooms / King Bed / Two Twin Beds – Sleeps 4
• Flat screen in master bedroom
• Two Bathrooms
• Flat screen TV with cable / VCR / DVD / Stereo System in Living room
• (4) ceiling fans in unit. One in each bedroom , one in Lanai and one in Living room
• Private Washer / Dryer
• No steps at all to get into unit
• Elevator
• (2) Large Heated Community Pools
• Under building designated parking spot (next to elevator)
• Onsite lighted Tennis Courts and Shuffleboard
• Fully sprinklered unit (for your safety consideration)
• Nearby Walk in Medical Center
• Walking distance to several restaurants and two deli’s
• Walking distance to two convenience stores
• Walking distance to Movie Theatre
• Walking Distance to Marina
• Walking distance to strip mall and several convenience stores
• Walking distance to Publix supermarket (2 miles)
• Chairs, table & umbrella always setup on the beach and available to rent if so desired or bring your own
• 1200 sq. ft


Keywords: across, beach, sunset, Santini, Estero, Ft. Myers, gulf, elevator, 2 bedroom, lanai, pool, under bldg parking, patio, sunrise, gulf, pool, Estero island, Ft Myers beach
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 35
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Absolutely No animals allowed. No smoking allowed. Breach of rules will forfeit the security deposit.

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
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a deadbolt lock
Property Registration Number 19-1423

We should mention

A car is not required for transportation to and from this property

About the neighborhood

Fort Myers Beach

Located near the beach, this condo is in South Island, a neighborhood in Fort Myers Beach. Hertz Arena is a popular attraction and the area's natural beauty can be seen at Estero Boulevard Beach and Bonita Springs Public Beach. Looking to enjoy an event or a game? See what's going on at Lee Health Sports Complex or JetBlue Park at Fenway South. Be sure to check out the area's animals with activities such as game walks and birdwatching.
Map
Fort Myers Beach, FL

What's nearby

  • Santini Marina Shopping Plaza - 5 min walk - 0.4 km
  • Castle Beach - 8 min walk - 0.7 km
  • Sterling Ave Beach - 3 min drive - 2.1 km
  • Big Carlos Pass - 3 min drive - 3.0 km
  • Key West Express - 14 min drive - 9.8 km

Getting around

  • Southwest Florida Intl. Airport (RSW) - 41 min drive

Restaurants

  • ‪Junkanoo Below Deck - ‬6 min drive
  • ‪Parrot Key Caribbean Grill - ‬16 min drive
  • ‪Flippers on the Bay - ‬6 min drive
  • ‪Beach Bar - ‬11 min drive
  • ‪The Fresh Catch Bistro - ‬8 min drive

Frequently asked questions

Does Beautiful Penthouse Condo 2BR/2BA with Wi-Fi have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Beautiful Penthouse Condo 2BR/2BA with Wi-Fi ?

As of Mar 27, 2026, prices found for a 1-night stay for 2 adults at Beautiful Penthouse Condo 2BR/2BA with Wi-Fi on May 12, 2026 start from $216, 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 Beautiful Penthouse Condo 2BR/2BA with Wi-Fi pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Beautiful Penthouse Condo 2BR/2BA with Wi-Fi ?

Check-in begins at 3:00 PM.

What time is check-out at Beautiful Penthouse Condo 2BR/2BA with Wi-Fi ?

Check-out is at 11:00 AM.

Where is Beautiful Penthouse Condo 2BR/2BA with Wi-Fi located?

Located in South Island, this condo building is within a 10-minute walk of Santini Marina Shopping Plaza and Castle Beach. Sterling Ave Beach and Estero Bay Preserve State Park are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 17 reviews
Rating 8 - Good. 1 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Leni R.

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

Excellent Stay!

1. Owner : great communications and very nice!2. Location: excellent; short walk (7”) to the Gulf of America!3. Condo Community: Wonderful; Everyone is very kind and helpful!4. Condo very clean! Thank you for a great stay!
Stayed 48 nights in Feb 2025
Verified

10/10 Excellent

Alice K.

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

Ft. Myers vacation

Even with all the hurricane damage, which is still extensive, our group had a great stay. The condo had lots of natural sunlight and great views of the bay. We liked the condo layout and how friendly the other people are there. Ft. Myers still has a long way to go to recover, but the beach is beautiful, and there is still plenty to do.
Stayed 21 nights in Mar 2024
Verified

10/10 Excellent

Michael V.

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

Top Flight Rental

We have been staying in rental units on Ft. Myers Beach for the past 11 years with generally good results, but I have to say Diego’s condo was our best experience. The condo is tastefully furnished and the views from the lanai of the canal and bay were really nice. But two things in particular stand out. First, it was the best equipped rental that we have ever been in. Everything you could possibly need is there. You can tell that Diego takes great pride in facilitating a pleasurable experience for his guests. Second, Diego is excellent in communicating with his guests. He invites you to contact him if there is anything you need. And you hear back from him right away. He is a genuinely nice person who really cares about his guests. One other thing I would mention is that the complex, Captain’s Bay South, is very laid back and low key. The owners I met were very friendly and welcoming. And the pool was the best I’ve encountered- it’s over 50 feet long and kept at 86 degrees. Perfect! It was wonderful experience. We’re planning to return in 2025.
Stayed 42 nights in Jan 2024
Archival

8/10 Good

Rose N.

Christmas at Captains Bay

My husband and I and our 2 adult daughters enjoyed a 2 weeks escape from the Canadian cold at Diegos condo in Dec 2015. The description and photos on homeaway are entirely accurate, the condo was clean and decorated as shown, comfortable and more than adequate for our stay. There was pretty much everything you need in the kitchen, the only thing I missed was a blender. I also appreciated some staples being there already, dishwasher detergent, dishsoap, laundry detergent, paper towels, tp so you don' t have to run out immediately. We liked being able to park right by the elevator in the shade, the 2 pools were lovely and we never had an issue finding a lounge chair to sun at. The beach is a short walk across the street through the Wyndhams parking lot, and is lovely. The Wyndham offers water sports for reasonable prices and cabana/lounge chairs for $20 a day, but we used Diegos chairs that he has in a storage area by the parking spot. Although frequent visitors to many other parts of Florida over the years this was our first time in Fort Myers Beach and we loved it. Not pretensious, lots of great restaurants around, lots of things to see and do within an hours drive. We did Everglades City/airboating one day, Naples and the zoo another as the girls had fond memories of it when their grandparents owned a condo there for many years. Sanibel and Captiva another day, which brings me to my biggest negative, traffic. Getting on/off FMB at the north end of the island can take considerable time as it is a one lane street each way , same thing on Sanibel/Captiva but it is a touristy area, I guess you have to expect it. Exiting the island on the south end is out of the way but at least you are moving. Another negative was the 1 grocery store Publix certainly takes advantage of tourists with very expensive prices for groceries. I would assume off island stores in Fort Myers itself are better? We enjoyed eateries Nervous Nellies, Doc Fords down by Times Square area and Skyes, South Beach and Pinchers near the condo. Diego gives you some good advice regarding restaurants, rentals etc and we will have to go again to sample more of the fun of the area. There are also tons of tiki bars/happy hours to take advantage of, although my freshly turned 19 year old daughter was not impressed by being " carded" pretty consistently, even though she was with us, as age in Florida is 21. Lastly, Diego was great to deal with, we will be back! The Nairns
Stayed 14 nights in Dec 2015
Verified

10/10 Excellent

Meredith J.

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

Great condo and location!

Everything was exactly as described and worked perfectly for our 2 week stay in the sun. The community is small and really nice. The location is close and walkable to several shops and restaurants and the beach!
Stayed 15 nights in Dec 2021
Verified

10/10 Excellent

Judith J.

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

Fort Myers Beach stay

The condo was clean and very well equipped. Location is great.
Stayed 58 nights in Feb 2021
Verified

10/10 Excellent

Ian D.

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

Winter get-away

My wife and I and our adult son decided to be snow-birds for a five-week working vacation from the frozen north during December and January 2020-21. Despite the pandemic, we had a wonderful stay. We found the condo through VRBO and it turned out to be exactly what we had hoped for: it was clean, spacious, comfortable, with good wi-fi so we could work remotely. Diego was a friendly and helpful host the whole time we were there, attentive to any question we had via text or call. The condo offered everything we needed, nicely furnished, with a well-equipped kitchen, washer-dryer, and cable-TV. It was home-away-from-home and we didn’t want for anything. Hanging out and dining on the lanai was a favorite feature, enjoying the nice view, the peace and quiet, and the nice temperatures. The beach was right across the street. There were decent restaurants close by, with several take out (and dine-in) options within walking distance. One of our favorite activities was taking relaxing walks and bike rides, with visits to the Matanzas Pass Preserve, Lovers Key State Park, Manatee Park, Big Cypress Slough, Four Mile Ecological Preserve in Cape Coral, Naples Botanical Garden, Sanibel, and Captiva. Two day trips a little further afield but very worthwhile were driving to the Gulf Coast Visitor Center in Everglades City for a boat tour, and taking the Key West ferry from the terminal in Fort Meyers to spend a day walking around Key West. In Fort Myers Beach the traffic could be heavy, with tail-backs especially at the north of the island, but if you plan ahead and choose your time of day, you can avoid the long delays. Sometimes it was worth driving off the island to find a larger supermarket with a bigger selection and lower prices. All in all, we highly recommend this rental property
Stayed 35 nights in Dec 2020
Archival

10/10 Excellent

Liz C.

Beautiful condo with all the amenities

My husband , my 19 year old son, and I stayed here and found this condo to be spacious allowing us to have privacy as the bedroom and baths were at opposite ends of the open concept living area. We appreciated the washer and dryer off the kitchen area too. It is tastefully decorated and well supplied. We also enjoyed the pool and tennis courts. This condo is conveniently located to area restaurants and less than a five minute walk to the expansive white sands of Fort Myers Beach. The owner, Diego, was very accommodating and answered all of our questions .promptly. We will definitely return next year .
Stayed 14 nights in Dec 2016
Archival

10/10 Excellent

Cesar G.

Awesome fifth floor view

Condo was clean and very comfortable with many delightful amenities. The owner was very prompt in responding to our questions after we arrived. The sunrise view from the lanai was beautiful. The location of the condo was within walking distance to the beach, good restaurants, boat excursions, and other fun rentals. Driving time in our car was minimal, during our stay. Would consider returning. :)
Archival

10/10 Excellent

Beautiful condo and great location!

The condo was beautiful , very comfortable and had everything we could possibly want. Loved sitting on the lanai overlooking the canal. The pool was beautiful and perfectly heated for us Northerners! There were great restaurants within walking distance. We especially liked Pinchers and the Fish House. We rented kayaks right around the corner and had a great experience! Took the trolley conveniently located right out front of the condo down to the beach for the day. You won't find a better place to stay, and you could easily get away without renting a car. Thanks Diego for everything!
Archival

10/10 Excellent

Mary

Excellent location

Went with a girlfriend to get away from snow and be active! We really appreciated the security, decor & cleanliness of the condo and it had everything we needed. First thing was to open a couple Coronas to toast our long trip, turned around and there was a bottle opener magnet on frig! Sat on balcony overlooking a canal & trees. We kayaked with Crazy Women kayaks a couple blocks away which also has a Marina to rent boats or fish. Santini Plaza is next to kayak place with small shops and restaurants, which have great seafood and a flea market on Tues. & Sat. An amazing beach across the road from condo and Diego has beach chairs, towels, cooler & bag. Trolley bus close by if you want to go to busier Fort Myer Beach. Massage therapist only 5 blocks away which I needed. Short drive to Sanibel Island where we rented bikes for $10 but traffic is bumper to bumper on Estero Blvd. til you cross bridge. Deposit returned within a week. Perfect getaway. Would definitely recommend & go back. Diego easy to communicate with.
Archival

10/10 Excellent

Suzanne S.

awesome

We arrived at the condo on Saturday and we were exhausted from the long drive. The condo felt homey and so very comfortable. After a few days of relaxing and getting familiar with our surroundings we started exploring the area. The pool area was perfect - everyone was so friendly and informative. It was a joy to return to our beautiful condo after venturing out - it has every amenity you want - as good as being in my own kitchen. The condo is decorated with great taste. The view was great and it was a pleasure sitting on the lanai in total peacefulness. Perfect place to rest and close to wonderful restaurants. We enjoyed our walks every day and felt safe. Santini mall was so handy and the Wyndgate across the street was perfect for leisurely drinks and dinner at Pinchers. Beaches across the street was an extra feature that was new to us. It was great. Thank you Diego for being so quick with any of our requests. We hope to return in the very near future. I would highly recommend this great place.
Archival

10/10 Excellent

Kristin M.

Kmarking

Thanks Diego , for the opportunity to stay at your condo. We felt right at home. The condo was very clean and every amenity that we needed. We look forward to staying here again!
Archival

10/10 Excellent

Carol R.

lovely

We stayed in January 2014. It is in a lovely location. From the front porch, up on the 5th floor , we could watch the evening sunsets on the ocean. From the lanai on the back of the condo was another great view which I actually preferred in the end. It has a canal directly below, and then palm trees mixed with peoples homes and beyond that the bay. The condo itself had everything we needed and the owner was available and responded quickly. Its a quick walk across the street to the beautiful white sands and the owner has beach chairs, towels, beach bag and cooler. We loved the place, it was great knowing we were coming back to a beautiful condo at the end of each day. South Beach restaurant is a very close walk and excellent. Charlie's boat house, down the road the other way is dated. For a fancy night out go to Fresh Catch Bistro also not too far. Across the street is the Wyndham, formerly Holiday Inn is the tiki bar right on the beach. It has great live entertainment such as a guy playing guitar.
Archival

10/10 Excellent

Fabulous Time

We absolutely loved this place! It was bright, cheery, and comfortable. The condo is beautiful and well maintained. It had all of the amenities you could ask for. The location was great and so close to the beach. It was convenient to everything you could need or want. We went to "Times Square for dinner and shopping and just hanging out. The pool was beautiful and refreshing and the grounds are well kept. We enjoyed relaxing on the lanai with a beautiful view. Don"t miss sunset on the beach! We highly recommend this place and can;t wait to go back !!!!
Archival

10/10 Excellent

JAMES F.

Jim & Mary

We stayed 7 weeks, February-March 2012. Very comfortable with beautiful views from the lanai, minutes from the beach and great shopping and restaurants within walking distance. Condo was well furnished and had all the comforts of home. Very quiet location and friendly residents in the development. We guarantee you will enjoy your stay.
Archival

10/10 Excellent

Everything you'd want & more!

This is a beautiful, up-to-date, and very clean condo with all the comforts of home. We didn't feel like we were missing anything. Once we arrived were able to just unpack and go! So many amenities and lots to do for everyone in your family. There are 2 heated pools, tennis courts, shuffle board, and a canal for fishing right on the property. We rented a car, but it wasn't even needed. You can walk across the street to the beach, walk to the movie theater, walk to local restaurants, bars, and shops. There is also a trolley available to get you to further places like the supermarket and all of the resturants & shops at Times Square. We can not wait to come back again next July!

About the host

Hosted by Diego Urrutia

Host profile image
Hi, My name is Diego and I am the sole owner of this property. Once you have rented this condo, you will know why I decided to purchase it. You will not regret renting this beautiful unit for so many reasons. If you would like to talk on the phone so I can answer any questions, feel free to call. Best Regards! Diego

Why they chose this property

The close walking distance to the beach, sandwich shops, restaurants, convenience stores, the post office, shops, marina, golf, movie theater, on and on & on. All within a short walk. You don't find this anywhere else on Ft. Myers beach. Biggest reason of all is the superwide beach that exists only on this part of the island.

What makes this property unique

A two sided lanai, that has a terrific cross breeze and is quiet too because you are up high on the 5th floor (Really the 6th, first floor is the under building parking and elevator lobby. Private parking space designated for this unit which is under the building, out of the rain and conveniently into the elevator lobby without ever getting wet. Secure building with keyed entry/access code.

Languages:

English, Spanish
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