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

Top rated by guests
Beach House with Pool and Open Water Views (2 of 26)
Beach House with Pool and Open Water Views (1 of 26)
Beach House with Pool and Open Water Views (3 of 26)
Beach House with Pool and Open Water Views (5 of 26)
Beach House with Pool and Open Water Views (6 of 26)
review stars
8.4Excellent
(24 Ratings)
The property offers spacious rooms, outdoor amenities like pool and beach, and various recreational equipment. Guests appreciated the wonderful setting and ease of access to nearby attractions.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
8.4 / 10
Excellent(24 Ratings)

House in Lower Matecumbe Key, FL

8 guests · 4 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.

Amenities

Non-smoking
No pets allowed

Map of Lower Matecumbe Key, FL


Ratings and reviews

8.4 / 10
Excellent(24 Ratings)
review starsSummary of reviews
The property offers spacious rooms, outdoor amenities like pool and beach, and various recreational equipment. Guests appreciated the wonderful setting and ease of access to nearby attractions.
From real guest reviews summarized by AI
10 / 10Outstanding·May 2026
We really loved our stay overall! The location was fantastic, and the setup/layout of the house worked so well for our family beach trip. We used the pool nonstop and the views were perfection. Loved watching the sunrise from the beach. The property managers were also great to work with — very responsive and helpful ahead of the trip, which made everything feel easy and well organized before arrival. One thing worth noting is that the house could be stocked a bit better — especially for a beach rental. A few more basics and conveniences would have made the stay even smoother (particularly for cooking, beach days, and longer stays). We had to purchase much more than planned (after our grocery delivery); even items to make checkout happen - laundry detergent, garbage bags (none provided), cleaning supplies, tin foil, etc - would all help for a more relaxing time. Having more “fun” conveniences for travelers (sunscreen, cooler, etc), would be an added bonus ;) We left many sand and pool toys that we purchased for future renters. Nothing that ruined the trip, but something future guests may want to plan ahead for. That said, we truly enjoyed our time here and appreciated the great location and serenity of the home. Would recommend and return. Islamorada itself was a such a fabulous and beautiful place.
10 / 10Outstanding·Mar 2026
The house was full of charm. Very clean. A really fun place to stay!
10 / 10Outstanding·Feb 2026
Very responsive host, pool and beach was amazing. Had 10 people and we had plenty of room. We had an amazing vacation, house and land was absolutely amazing! Hung out on back patio and pool or beach the entire vacation, literally couldn’t get the family to leave the property.
6 / 10Average·Jul 2021
The home has tremendous charm and potential and the grounds are wonderful. The furnishings are comfortable and plentiful and everything we needed was in working order. The house does need many updates but the artwork, pool and landscaping are all a big plus. Our family enjoyed the many amenities and the variety of activities nearby. The views from the pool and decks are also amazing. We were not aware of the large amount of seaweed at the shoreline and in the water and there was a frequent unpleasant odor from the seaweed brought in by winds and wind shifts, so we didn’t use the beachfront as often as planned. There actually isn’t a spa as noted in the property description. The property manager(s) were extremely pleasant and responsive the couple of times we needed assistance and we would definitely rent properties through them again.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Experience paradise at 75731 Overseas Highway, a stunning 4-bedroom retreat in Islamorada.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Experience paradise at 75731 Overseas Highway, a stunning 4-bedroom retreat in Islamorada.?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.


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