Experience paradise at 75731 Overseas Highway, a stunning 4-bedroom retreat in Islamorada.

Step through the gates of this stunning oceanfront estate and instantly feel the tranquility of the Florida Keys. Surrounded by lush tropical landscaping and cooled by steady ocean breezes, this French Caribbean–style home feels like your own private island retreat.
The property features an incredible oceanfront setting with a private beach, expansive porches perfect for sunrise views, and a large infinity pool overlooking the Atlantic. A unique saltwater pond and beautifully landscaped grounds create a peaceful, resort-like atmosphere throughout the property.
The main home offers three bedrooms and three full bathrooms along with a den and gourmet kitchen designed for gathering and entertaining. The second floor includes the spacious primary suite with a king bed and a guest bedroom also furnished with a king bed. The third floor features a cozy bedroom with a queen bed and a loft area with two twin beds, perfect for additional guests.
A charming beachfront guest cottage provides additional privacy with its own bedroom and full bath, complete with a queen bed.
Guests will enjoy amenities including Wi-Fi, TVs, a BBQ grill, beach chairs, kayaks, and paddleboards—perfect for exploring the surrounding waters and enjoying the laid-back island lifestyle. Multiple outdoor spaces throughout the property allow you to fully take in the oceanfront setting.
Located in the heart of Islamorada, the Sportfishing Capital of the World, you'll have easy access to world-class fishing, snorkeling, diving, art galleries, shopping, and some of the best restaurants in the Florida Keys.
This extraordinary property is more than just a vacation rental — it's a true Keys escape.
VACATION RENTAL LICENSE: 24-0390
If booking more than a year in advance, current rates may not reflect future cost-of-living adjustments. Many of our guests return year after year to enjoy this special property. No reservation is confirmed until you speak with us.
Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us.
Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.