Southwind Private Beachfront Estate with Infinity Pool, Spa and Fishing Pier

Top rated by guests
Overhead from Overseas Hwy
Mini putt golf
Pickleball court with accessories
Custom shower in Primary Suite - Luxury Frette linens; Dyson hair dryer; Molton Brown toiletries
Relaxing beach chairs
review stars
10Outstanding
(80 Ratings)
"Incredible home, perfect location, and a true luxury Florida Keys experience! The ocean views from every window are even better than you would find at a five-star resort. The linens, furnishings, and ..."
Rebecca D.
Don't miss out! Price and availability may change
10 / 10
Outstanding(80 Ratings)

House in Lower Matecumbe Key, FL

10 guests · 5 bedrooms · 6 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

Welcome to a private beachfront estate in on the Atlantic ocean in Islamorada where refined comfort meets the ease of a luxury resort. With 5 bedrooms and 6.5 bathrooms, this spectacular property is exceptionally well suited for couples traveling together, family celebrations, and multigenerational getaways. Set across beautifully designed resort-style grounds, the home offers an elevated vacation experience with standout amenities including a private fishing pier, pickleball, mini golf, basketball shooting, ping pong, kayaks, and bikes. From sun-soaked days by the pool to peaceful mornings on the water and effortless evenings gathered with family and friends, every detail is designed to deliver the space, privacy, and lifestyle that make a Florida Keys stay truly unforgettable.Questions before booking? Message us through Vrbo before submitting a reservation request—no booking request or payment is required. We usually respond within four hours.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Lower Matecumbe Key, FL

city location on map

Ratings and reviews

10 / 10
Outstanding(80 Ratings)
10 / 10Outstanding·Jul 2026
Incredible home, perfect location, and a true luxury Florida Keys experience! The ocean views from every window are even better than you would find at a five-star resort. The linens, furnishings, and every detail throughout the home are truly high-end and absolutely beautiful. Pickleball and golf right in the front yard were enjoyed by everyone! Hands down, the best rental in the Florida Keys. We are already looking to are stay again next summer!
10 / 10Outstanding·Jun 2026
We loved our week in Islamorada! The view is absolutely incredible, and the pool area alone is worth the stay. The house also is stocked with *everything* you could possibly need, with a fully equipped kitchen. We enjoyed the pickleball court and the putting green as well, in addition to fishing off the docket. There also are great restaurants nearby. 10 out of 10!!!
10 / 10Outstanding·Mar 2026
Pool / spa was fantastic. Great views, felt private. House was better than the pictures. We really had an enjoyable family week.
10 / 10Outstanding·Mar 2026
Great time ! Thank you

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Southwind Private Beachfront Estate with Infinity Pool, Spa and Fishing Pier. 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 Southwind Private Beachfront Estate with Infinity Pool, Spa and Fishing Pier pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Southwind Private Beachfront Estate with Infinity Pool, Spa and Fishing Pier?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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