Vacation Rentals of the Florida Keys
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Gulfside Gem

  • Marathon, FL
  • Beds: 2
  • Baths: 2
  • Sleeps: 6

Description

Gulfside Gem – Open Water Waterfront Escape

Welcome to Gulfside Gem, a charming 2-bedroom, 2-bath single-family home offering beautiful open water views and relaxed Florida Keys living. This inviting waterfront retreat is ideal for guests seeking comfort, tranquility, and direct access to the water.

Both bedrooms feature queen beds, with the primary bedroom offering a private en suite bathroom. A second full bathroom is located in the hallway, conveniently serving the guest bedroom and main living areas.

Step outside and enjoy private dockage for boats up to 30 feet, making Gulfside Gem a perfect choice for boating enthusiasts and anglers alike. Whether you’re heading out for a day on the water or taking in a peaceful sunset, the open water views set the tone for a true Keys getaway.

Quiet, comfortable, and perfectly positioned on the Gulfside, Gulfside Gem is your home away from home in the Florida Keys.

Please note that if you plan on bringing or renting a boat, jet skis or other water crafts, we can only guarantee that one will fit at the dock. Please make sure to confirm the dock size, space for trailer parking and if more than one vessel is allowed. This property allows ONE boat & ONE trailer only. Max boat length is 30ft.

Please note that some properties will have boat lifts at the docks. Some homes will have boats on the lifts where others will be empty. Boat lifts are not for guest use. If you are found to have touched the lift you will be charged a fine up to $300. 

Concierge Services - Enhance your stay with our concierge services, designed to create a seamless and memorable Florida Keys experience. Our concierge agent, Kasey Platt, can assist with everything from private boat charters, snorkeling, fishing trips, and eco-tours to in-home massages, private chefs, and unique entertainment like fire shows or dancers. She can also help arrange grocery deliveries, kayak or fishing gear rentals, charcuterie boards, and more.

Born and raised in Marathon, Kasey has strong local connections, allowing for personalized recommendations and exclusive experiences. More details on available services and how to coordinate them are shared with guests after booking. If you have any questions in advance, please let us know—we’re happy to help!

Vacation Rentals of the Florida Keys (VROTFK) has Terms and Conditions that apply to this property and all properties we manage. By booking this property—whether directly with us or through a third party site—you and your party expressly agree to these Terms and Conditions. A deposit or completed booking serves as acknowledgment and acceptance of these terms. After your reservation is confirmed, the Terms and Conditions will be sent to you via an e-sign document, which is required to be completed. If the e-sign is not completed, access to the virtual guidebook and arrival details will not be provided. Please feel free to reach out with any questions. Additionally, we will request certain information that third-party sites may not collect, as we are required to have specific details on file per company policy and local city regulations.

Things to Note:
- License #: VACA-25-227
- Must be 25 years or older to book and must be present for the entire stay
- 6 guests: Max occupancy reflects the number of guests allowed per city regulations and does not guarantee sleeping accommodations for that number—please review the bed description carefully
- Check-in: 4:00 PM on the day of arrival
- Check-out: 10:00 AM on the day of departure
- Dockage is available at this property; please verify maximum boat size and dockage details with the property manager prior to booking
- This property is not pet friendly
- Vacation Rentals of the Florida Keys provides a complimentary starter set of items, including soap, toilet paper, paper towels, dishwasher detergent, and laundry detergent. Guests are responsible for providing additional supplies for the remainder of their stay. Starter items are typically located in the bathrooms, at the kitchen sink, and in the laundry area.
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Amenities

Kitchen yes
Air Conditioning yes - central
Smoke Detector yes
Private Entrance yes
Carbon Monoxide Detector
Baby Equipment
Bait Freezer yes
Bed Size 1st/Master queen
Bed Size 2nd Rm queen
Bed Size 3rd Rm
Bed Size 4th Rm
Bed Size 5th Rm
Bed Size 6th Rm
Bed Size 7th RM
Bed Size 8th RM
Bed Size 9th Rm
Biycles
Child Friendly yes
Coffee Maker yes
Dockage yes - 30ft max
Kayaks no
Paddleboards (SUP) no
Pet Friendly no
Pool no
Sofa Bed yes - full (in living room)
Stand Alone Ice Machine
Balcony yes
BBQ Grill yes - propane
Ceiling Fans yes
Elevator
Internet Access yes
Micro/Dishwash/Disp. yes
Patio
Refrig And Ice Maker
Square Footage, Est.
Stove/Oven Elec/Gas yes
TV Cable/Satellite yes
TVs/VCR/DVD yes
View open water, oceanfront, waterfront
Washer/Dryer yes
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Guest Reviews

?Stephanie L. March 2026 - 5 stars! 

If you’re searching for the ultimate island escape, Gulfstream Gem is exactly what you need. This tropical waterfront retreat welcomes you to Marathon with stunning ocean views and all the comforts of home. The space is spotless and thoughtfully equipped, including starter kits for the kitchen, bathroom, and laundry, making your stay effortless from the moment you arrive. Our young family absolutely loved the resort style experience. The kids had a blast jumping off the dock, swimming, and fishing (the in house bait freezer was a great touch!). Even though we aren’t boaters, this property is perfect for anyone looking to dock their own boat. We spent so much time enjoying the outdoor spaces. From relaxing in the lounge and Adirondack chairs to enjoying our morning coffee at the bistro table on the deck just off the kitchen, all the while right on the ocean! Located just a short drive from Sombrero Beach, the provided beach chairs made our outings even more convenient and enjoyable. The ocean sunsets are absolutely breathtaking! We loved watching the sun go down from both the dock and the upstairs deck. We’ll definitely be coming back to this island oasis! Our only regret is that we couldn’t stay longer than a week, thanks to the kids’ spring break schedule.
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