This vacation home places you next to Estero Boulevard Beach and within a few miles (5 km) of other popular attractions like Key West Express. The vacation home includes a kitchen, a balcony, and a dining area.
Bay Oaks Recreation Center - 5 min walk - 0.3 miles
Matanzaz Pass Preserve - 12 min walk - 0.7 miles
Lynn Hall Memorial Park - 3 min drive - 1.1 miles
Times Square - 3 min drive - 1.1 miles
Getting around
Southwest Florida Intl. Airport (RSW) - 43 min drive
Restaurants
License to Chill Bar - 16 min walk
The Whale - 14 min walk
Lah De Dah Beach Bar - 15 min walk
Parrot Key Caribbean Grill - 6 min drive
Marina Cantina - 6 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Stunning OCEANFRONT home w/gorgeous beach views. Walk the beach to Times Square
Please note: We were a 5-star Premier Host prior to Hurricane Ian destroying our two properties on Fort Myers Beach in 2022. This property is a brand-new home built on the same property as before.
FMB Registration #R260057
Welcome to Calypso Key! Located oceanfront and within walking distance to the popular Times Square area. Calypso Key is a pretty, beachy blue two-story cottage style beach house with 5 bedrooms, 5 ½ baths and a queen size cabinet murphy bed.
The enclosed lowest-level of the house is the garage with parking inside for 2 cars and outside parking for 1 car.
As you make your way up to the main floor living area via the inside stairway or the elevator located in the lower-level area, you'll be greeted by Calypso Key's light, bright pretty blue decorated living/dining/kitchen area with a 65" Roku TV w/Sonos soundbar and a wall of recessed sliding glass doors that can be opened to a spacious beachfront covered lanai’ with stunning oceanfront views. This is indoor/outdoor living at its best! The large lanai' is the perfect gathering spot for friends and family to watch a sunrise as you enjoy a morning cup of coffee and watch for dolphins swimming by or gather together for evening cocktails with a front row seat to catch one of FMB’s gorgeous, iconic sunsets!
With oceanfront views available from almost every room, you'll know you are truly on the beach!
The nice size, fully equipped kitchen has everything a cook will need with a full-size oven/induction cooktop, microwave drawer, dishwasher, refrigerator/freezer, large pantry, spacious beachy blue colored island with seating for 4 and a large coastal style dining table with seating for up to 10. Coffee lovers will enjoy (2) Keurig coffee makers, a 12-cup drip coffee maker and coffee grinder.
As you make your way up the coastal inspired shiplap covered stairway to the 3rd floor, you'll find 4 more bedrooms (1 king bed, 3 queen beds) each with its own private ensuite bathroom, 43” TV with soundbar, and beach views. All but one bedroom has an outdoor balcony area with 2-adirondack counter height chairs accessible via the bedroom’s sliding glass doors.
Location: This home sits on a wide, expansive area of the white sandy beach that is never overly crowded. You can rest assure you will always be able to find the perfect spot to setup for a perfect beach day of sunbathing, swimming, building sand castles, spotting dolphins, shell hunting and just relaxing.
Speaking of beach days, you have 3 beach carts, 12 beach chairs, 2 large coolers, 3 beach umbrellas and an easy setup beach tent available. After a day at the beach, stop by the shared outdoor surfboard styled shower (shared with sister property guests in the green house) to rinse off sandy toes.
Dining out and entertainment options? Just step out your door and take a leisurely 15-minute stroll along the beach or hop aboard one of several free trolleys to Times Square area. There you will find a variety of dining options and live music. Several popular restaurants/bars are The Whale, SOB's (Smokin Oyster Bar), Nervous Nelli's, Matanza's on the Bay, Wahoo Willie's, Snug Harbour, Lighthouse Bar or visit Margaritaville's bar/restaurants which are open to the public. A popular spot, especially on a partly cloudy or clear evening, is their huge open air, upper deck with lots of conversation seating areas and firepits or grab a seat around the large bar, order up a signature Margarita and prepare to be awe-inspired as you witness one of Fort Myer's Beach iconic sunsets.
Rather grill out and eat at home? We've got you covered with a 5-burner Napoleon gas grill, dining tables and chairs. Open the two garage doors facing the ocean and you have 10- Adirondack chairs set directly in the sand. Slap some steaks on the grill, grab a cocktail and soak up the sun with a game of corn hole or volleyball.
This home is perfect for families or couples looking for an oceanfront property, within walking distance to shopping, bars/restaurants and entertainment (Publix grocery store is 2 miles down the road on Estero).
You can rest assure knowing as prior 5 star premium hosts (before Hurricane Ian's destruction), you will receive great customer service and stay in a beautiful property with all the amenities. This beautiful beachfront home truly has it all and we welcome you to come see for yourself.
Need more or less space? Check out our 4 bed, 4 1/2 bath sister beachfront property, Sandy Cay on Vrbo. Discounted rate available if you rent both properties https://t.vrbo.io/HvRxyV3Dz0b
Please Note: Due to ongoing rebuilding efforts around the island, Coastal Cottages Property owners will not be responsible for any construction that may be happening next to the property or in the surrounding area or on the beach. Following hurricanes Ian, Milton, and Helene, guests should anticipate ongoing construction throughout the island. This could include construction noise, nearby building projects, increased traffic, or beach restoration efforts. We want to ensure full transparency—construction is beyond our control, and we will not be offering compensation or refunds due to these conditions. By booking, guests understand, acknowledge and accept the possibility of construction-related impacts during their stay.
The vacation home is air-conditioned and features a kitchen, 5.5 bathrooms, and a balcony. There's space to spread out with 5 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
1 step to reach entrance
Elevator
Tile flooring in public areas
Visual alarms in hallways
Well-lit path to entrance
Smoking not allowed
Services and conveniences
Iron/ironing board
Location highlights
Near the ocean
On the waterfront
Things to do
Jet skiing nearby
Motor boating nearby
Parasailing nearby
Snorkeling nearby
Swimming nearby
Water skiing nearby
Wildlife walks nearby
Safety features
No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
At least 80% lighting from LEDs
Electric car charging station
Energy-saving switches in guestrooms
Recycling
Unit size: 2,000 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 26
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
Check-out instructions
The host requires you complete the following before checking out:
Remove personal items and take out the trash
Turn off the lights
Ensure no beach items are left outside the garage and all garage doors are closed
Failure to complete these may result in a negative review from the host.
Rules
Only registered guests allowed on property unless written authorization obtained from owner. Rental agreement must be signed 7 days before check in.
No Parties allowed! Town noise ordinance in force. Fines can be imposed. Quite hours are 10 p.m - 7:00 a.m. Please respect neighbors
Any/all items in house are property of the owners. Do not remove any items or property from the house, except for using beach items to/from beach.
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
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 fire extinguisher
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: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 26
Property Registration Number R260056
We should mention
Details about charges, deposits, or other important information:
This property is managed by a private host, not a professional engaged in trade or business.
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.
Onsite safety features include a fire extinguisher and a smoke detector.
Frequently asked questions
What is there to do close to this vacation home?
This vacation home is located in Fort Myers Beach and just steps from Estero Boulevard Beach and Bay Oaks Recreation Center. You'll also find Lynn Hall Memorial Park and Times Square less than a mile away.
Is there parking available at Stunning OCEANFRONT home w/gorgeous beach views. Walk the beach to Times Square?
Yes, there is an electric car charging station available.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
Is Stunning OCEANFRONT home w/gorgeous beach views. Walk the beach to Times Square a good place to stay for couples?
Amenities that appeal to couples at this beachfront vacation home include a kitchen and a smart TV in each house, and some feature beach view.
Does Stunning OCEANFRONT home w/gorgeous beach views. Walk the beach to Times Square have a hot tub?
No, this vacation home doesn't have a spa tub.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Does Stunning OCEANFRONT home w/gorgeous beach views. Walk the beach to Times Square have connecting rooms available?
No, this vacation home doesn't feature connecting guestrooms.
How close is the airport from this vacation home?
The closest major airport to this vacation home is Southwest Florida Intl. Airport (RSW), which is 20.7 mi away (43 minutes by car).
Are there rooms with balconies at Stunning OCEANFRONT home w/gorgeous beach views. Walk the beach to Times Square?
Yes, every house at Stunning OCEANFRONT home w/gorgeous beach views. Walk the beach to Times Square comes with a balcony and some offer beach views.
Stunning OCEANFRONT home w/gorgeous beach views. Walk the beach to Times Square Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 4 out of 4 reviews
10 - Excellent
4
Rating 8 - Good. 0 out of 4 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 4 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 4 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 4 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Carey J.
Apr 6, 2026
Liked: Cleanliness
Beautiful beach front property with amazing views! We were very pleased with the home and location! The elevator was a lifesaver with heavy suitcases & groceries as the home has 3 levels. Host had birthday surprise waiting for our daughter when we arrived. Definitely would recommend staying at this beautiful property.
Carey J.
Stayed 4 nights in Apr 2026
10/10 Excellent
Jason P.
Apr 4, 2026
Liked: Cleanliness
This home was absolutely gorgeous! When other reviews say it’s fully stocked and ready for you, they are not exaggerating. There were plenty of beach chairs, sand toys, and all the cooking and serving ware you could need—even a setup in the garage wet bar area so you don’t have to carry anything down from the main level.The bedrooms were beautifully decorated, and each connected bathroom was fully stocked and ready for us. I especially appreciated the thoughtful details throughout the home, like the different mood lighting options and clearly labeled light switches, which made everything easy and convenient.The hurricane windows were a standout feature—we loved being able to open them during the rain and still enjoy the weather.Honestly, all you need to bring is your swimsuit and food! This is definitely a place we would return to for more family memories.------We had an incredible stay at this beachfront property. The views of the ocean were absolutely stunning. Waking up and seeing the water each morning was a highlight of the trip.The home itself was spotless and very well maintained, which made settling in easy and comfortable. There was more than enough space for our entire family, with room for everyone to relax without ever feeling crowded.We especially appreciated the thoughtful amenities. Having a washer and dryer on-site was extremely convenient, and the elevator made transporting luggage and larger items effortless.Everything you could possibly need
Jason P.
Stayed 4 nights in Mar 2026
10/10 Excellent
Jaclyn G., Denver
Apr 2, 2026
Liked: Cleanliness
This was a great place for our trip to Fort Myers Beach! Communication was great with the property manager and the few issues we had were solved quickly! The only thing to note is that the trash cans are not located in the garage as mentioned in the welcome packet and contract. They're located in front of the sister property (green house).
Jaclyn G.
Stayed 4 nights in Mar 2026
10/10 Excellent
jill r.
Feb 22, 2026
Liked: Cleanliness
This is by far the best place we have rented and we have rented many five star places! This one deserves ten! The house itself is beautiful and brand new, the view is amazing and the beach is so big and perfect for walking miles. So many touches in the house to make it feel like home from soft blankets, laundry baskets, games for the kids to all the beach necessities. It's a complete rental how I wish they all would be. It was super clean which is very important to me and the kitchen had everything we needed and more. The hosts were very quick to respond and very thoughtful too. We arrived to a birthday cake, champagne and balloons for the birthday we were celebrating. That's the kind of love and care they are putting into making this rental a great find. And yes, this is a REAL review we did not know the hosts and we are so happy we took a risk to rent this new house. It would be so fun for two families to rent this one and the one behind it together. We plan to return!