Seaside stay .With a stay at this Matecumbe apartment, you'll be within half a mile (1 km) of Sunset Drive Beach and 2 miles (3 km) of Anne's Beach. Robbie’s of Islamorada and Indian Key Historic State Park are also within 6 miles (10 km).
Marathon, FL (MTH-Florida Keys Marathon) - 30 min drive
Restaurants
Hungry Tarpon Restaurant - 4 min drive
Lazy Days Restaurant - 7 min drive
Papa Joe’s Waterfront - 7 min drive
Midway Cafe & Coffee Bar - 8 min drive
Tiki Bar at Amara Cay Resort - 7 min drive
About this property
Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub
🏡 Community Amenities: Pool, hot tub, gym, tennis courts & BBQ grills 🌊 Water Views, screened balcony 🛏️ Layout: Two ensuite bedrooms 📍 Location: Islamorada, close to dining, marinas & local attractions 🤝 24/7 guest support team for a seamless stay
Welcome to Santorini, an Islamorada vacation rental designed around relaxed waterfront living. With water views, two ensuite bedrooms, an open-concept layout, and access to community amenities, this condo offers a comfortable setting for couples, families, or friends exploring the Florida Keys.
True to its name, Santorini makes the most of its connection to the water. Accessible from both the living room and primary bedroom, the spacious screened balcony features dining and lounge seating for morning coffee, outdoor meals, or quiet time overlooking the view.
⭐ WHAT YOU'LL LOVE
✔ Top Islamorada location ✔ Screened balcony with water views, dining, and lounge seating ✔ Two bedrooms with private ensuite bathrooms ✔ Primary bedroom with water views and balcony access ✔ Open living area overlooking the water ✔ Access to a pool, hot tub, gym, tennis courts, and BBQ grills
🍽️ KITCHEN + LIVING SPACE
The kitchen is equipped with modern appliances, cooking essentials, counter seating, and a small table near the windows.
The open living area includes a large sectional, TV, dining table, and water views, providing a comfortable central space for relaxing and spending time together.
🛏️ BEDROOMS
Primary Bedroom: King-size bed, tv, closet, water views, screened balcony access, and private ensuite bathroom.
Guest Bedroom: Queen-size bed with trundle and private ensuite bathroom.
🛁 BATHROOMS
Primary Ensuite: Large single vanity, toilet, bidet, and shower/tub combination
Guest Ensuite: Single vanity, toilet, and shower/tub combination
Guest Half-Bathroom: Single vanity, toilet
CONVENIENCE
-Washer + dryer -Half bathroom for guests
🌴 BAY HARBOUR COMMUNITY RULE + AMENITIES
*Please be advised that the community requires the submission of the signed application along with the payment of community fees, as outlined below: - $150 per stay - The link for fee payment will be provided once the booking is secured. - This fee is required by the community and provides access to a wide range of community amenities and covers the community registration fees.* - Guests have access to the following shared community amenities: - Pool - Hot tub - Gym - Tennis courts - Outdoor BBQ grills
🚤 DOCKAGE
This property includes a 40' boat slip located directly in front of the unit, with fresh water and power available. *There is an additional rate for dock use as follows: August - November $3 per ft December - July $5 per ft
- Guests also have access to a fish cleaning station for added convenience after a day on the water. - A freezer is available in the storage area for bait storage. Guests must empty the freezer completely before departure to avoid odors and additional cleaning fees.
⚠️ Boat trailers (and all other trailers) are not permitted to remain on the property during your stay. They are welcome on-site for up to one hour during arrival and departure to allow time for loading and unloading.
🏡 NEIGHBORHOOD OVERVIEW
Located in Islamorada, Santorini provides a convenient home base for experiencing the Florida Keys. The area is known for boating, fishing, snorkeling, diving, waterfront dining, and its relaxed island atmosphere. Guests can explore nearby marinas, restaurants, natural attractions, and local destinations such as Anne's Beach, Robbie's of Islamorada, Theater of the Sea, and the Morada Way Arts & Cultural District.
📍 POINTS OF INTEREST Distance measured in approximate driving time, non-rush hour.
-Anne's Beach (3 min): Shallow water, mangrove boardwalks, picnic areas, and a relaxed shoreline setting
-Robbie's of Islamorada (6–8 min): Famous tarpon feeding, boat tours, watersports, shopping, and waterfront dining
-Morada Way Arts & Cultural District (12–15 min): Local galleries, studios, restaurants, and the popular monthly Art Walk
-Publix Super Market (14–16 min): Convenient grocery shopping for food and vacation essentials
-History of Diving Museum (14–16 min): Exhibits exploring the history of diving and underwater exploration
-Theater of the Sea (17–20 min): Marine-life shows, animal encounters, and family-friendly activities
HOUSE RULES
Check-in time: 4:00 PM Check-out time: 10:00 AM
All guests must sign our rental agreement as mandated by Florida Law.
– Minimum rental age is 25. A valid photo ID must be provided to the company no less than 72 hours before arrival. – An accurate guest count must be provided. – No smoking and/or vaping allowed – No parties or events. Unauthorized guests on property will result in fees and/or immediate eviction. – Quiet hours are from 10:00 PM to 8:00 AM. – All guests must adhere to the Community/Association rules and regulations. Failure to do so may result in the cancellation of your reservation.
Starter Supplies We provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first three days of your stay.
Pet Policy This property is dog-friendly for dogs under 20 lbs. A $295 fee applies per pet for stays of fewer than 30 days. Dogs must be fully vaccinated, house-trained, kept off furniture, and supervised at all times. Guests are responsible for cleaning up and disposing of all pet waste in the outdoor trash bin. Violations may result in an additional $100 fee. Please notify us in advance if you are bringing a dog.
Similar properties
Ocean View Two Duplex Penthouses Retreat Amenities Tennis Court Heated Pool Vista Key
Matecumbe
Ocean View Two Duplex Penthouses Retreat Amenities Tennis Court Heated Pool Vista Key
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
Unit size: 1,473 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
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
Pets
Pets are welcome
Children and extra beds
Children are welcome.
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 is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
1081492
Frequently asked questions
How close is Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub to the airport?
This apartment is 22.8 mi (30-min drive) away from the Marathon, FL (MTH-Florida Keys Marathon) airport, the closest popular airport to the property.
Does Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub have an airport shuttle?
Airport shuttle services are not available at this apartment.
How close is Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub to the beach?
This apartment is a short 1-minute walk from Sunset Drive Beach and 0.9 mi (1-min drive) from Anne's Beach. Don't forget your sunscreen!
Does Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub offer free breakfast?
This apartment does not offer free breakfast.
Is there a casino at Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub?
No, there is no casino at this apartment.
What time is check-in at Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub?
Check-in begins at 4:00 PM.
Is there free parking at Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub?
Free parking is not available at this apartment.
Does Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub have a pool?
Yes, there's a pool.
Does Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub have a spa?
There are no spa services available at this apartment.
How close is Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub to downtown Islamorada?
This apartment is 7.9 mi away from Islamorada.
Isla Santorini | Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub Reviews