Turn Your Vacation Into an Unforgettable Story

Experience the ultimate island lifestyle with our curated collection of exclusive rental properties. From the secluded gates of Ocean Reef Club® to the vibrant waterfronts of Key Largo and Islamorada, we provide more than just a place to stay—we provide a gateway to paradise.

Whether you are seeking a seasonal retreat, a short-term luxury escape, or a long-term rental in the Florida Keys, our portfolio is designed to match the most discerning lifestyles.

Choose Your Perfect Island Stay

  • Luxury Condos & Private Estates: Discover unparalleled privacy with our selection of waterfront homesfeaturing stunning Atlantic or Gulf views, private pools, and modern island architecture.

  • Deep-Water Boat Slips: Designed for the serious angler and yacht owner, our rental options include private dockage with direct access to the world-class fishing and diving the Florida Keys are famous for.

  • Exclusive Club Amenities: When staying within the Ocean Reef Private Club, enjoy world-class golf courses, tennis and pickleball centers, a private airport, and five-star fine dining—all just a golf cart ride away.

From Guest to Homeowner

Discover what makes this private paradise so unique. There is a reason many of our guests become our neighbors. After experiencing the ease of the Keys lifestyle, your next chapter might just be homeownership.


Ready to Start Planning Your Escape?

Contact us for current rates, seasonal availability, and personalized concierge assistance.

Call/Text : 786-647-8076  or email: info@estatesinparadise.com

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3 Beds 3 Baths Coming Soon MLS
Oceanfront Elegance: 79B Pumpkin Cay at Ocean Reef Club® 3 Bed | 3.5 Bath | 1,900 SQ FT | Top-Floor Oceanfront Oasis The Ultimate View Perched on the top floor with sweeping views of the sparkling Atlantic Ocean and endless blue skies, 79B Pumpkin Cay is the definition of elegance. This expansive waterfront retreat offers the perfect vantage point to experience the legendary beauty of the Ocean Reef Club®. Living Space: 1,900 sq. ft. of open-concept living and dining areas featuring gorgeous, durable laminated flooring that flows seamlessly from room to room. Gourmet Kitchen: A chef’s dream! This custom-built kitchen features sleek quartz countertops, top-of-the-line stainless steel appliances, a dedicated wine cooler, an ice maker, and an abundance of smart storage. Luxury Accommodations The layout is thoughtfully designed to provide privacy and comfort for families or groups: Primary Suite: A serene sanctuary featuring a King-size bed, a massive walk-in closet with a custom Elfa system, and a spa-like en-suite bath with double sinks and a glass-enclosed shower. Guest Suite #1: A beautifully appointed room featuring a Queen-size bed and a private en-suite bath. Guest Suite #2: Perfect for children or extra guests, this spacious room features three Twin-size beds and its own dedicated bath. Modern Amenities: 3 total baths ensure everyone has their own space, plus a convenient 1/2 bath powder room for guests. Book your experience and get ready to be your next luxurious getaway. Watch the property video

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4 Beds 3 Baths Coming Soon MLS
Spacious Waterfront Retreat at 41B Pumpkin Cay 4 Bed | 3 Bath | 1,970 Sq Ft | Second Floor with Elevator The Residence Discover the perfect blend of space and island elegance in this expansive 1,970 sq ft second-floor condominium. Located in the highly sought-after Pumpkin Cay neighborhood, Unit 41B offers a 4-bedroom layout designed for effortless entertaining and family gatherings. With the convenience of a private elevator and an airy, open-concept floor plan, this home provides a sophisticated yet comfortable "home away from home" experience. Sleeping Arrangements This home is thoughtfully configured to accommodate large groups with maximum comfort: Primary Bedroom: Features a plush King-size bed and a private en-suite bathroom. Guest Bedroom 1: Ideal for friends or children, featuring two Queen-size beds. Guest Bedroom 2: A serene second guest retreat with a King-size bed. Guest Bedroom 4: A flexible space featuring a pull-out sleeper sofa, perfect for extra guests or as a quiet den/office. Screened-In Porch Balcony: Relax on your private, screened-in balcony, where you can enjoy the coastal breeze, sunrise and tranquil views. Prime Location: Nestled in the heart of the Pumpkin Cay neighborhood, you are just a short golf cart ride away from the club’s premier dining, the Fishing Village, and the oceanfront. The Pumpkin Cay Lifestyle Staying in Pumpkin Cay means enjoying quiet, winding streets and beautiful canal-front vistas. Whether you are here for a weekend of fishing, golfing, or simply soaking up the sun, 41B Pumpkin Cay serves as the perfect home base for the ultimate Ocean Reef experience. Watch the property video

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3 Beds 3 Baths Coming Soon MLS
Modern Waterfront Luxury: 30A Marine Lane 3 Bed | 3 Bath | Freshly Remodeled | Canal-Front This stunning 3-bedroom, 3-bathroom condo has been freshly remodeled to offer the perfect blend of contemporary style and island comfort. The heart of the home is a bright, open-concept kitchen and dining layout, designed for seamless entertaining while you soak in the tranquil canal views just outside your window. This condo is perfectly configured to host your family or group with three distinct sleeping areas: A private sanctuary featuring a plush King-size bed and a newly renovated en-suite bath.  Ideal for friends or kids, featuring two Queen-size beds and a dedicated bathroom. Bonus Room: A versatile space equipped with a Queen-size sleeper sofa, perfect for extra guests or a quiet afternoon lounge. Freshly Remodeled: Enjoy brand-new finishes, modern appliances, and a crisp, clean aesthetic throughout the entire home. Indoor-Outdoor Living: Relax in the screened-in porch area, the perfect spot for morning coffee or sunset cocktails. Prime Location: Enjoy the best of both worlds—peaceful canal views from your back door and close proximity to the community pool for a quick dip in the sun. Chef’s Kitchen: The open layout ensures the chef is always part of the conversation, featuring ample counter space and modern cabinetry. Experience the luxury of a brand-new interior paired with the timeless charm of waterfront living. Watch Property Video