Gulfside Oasis a Dream on the Gulf

Escape the ordinary and embrace a world of coastal elegance at Gulfside Oasis, an exquisite 5-bedroom, 5-bathroom oceanfront haven that completely redefines coastal luxury in the heart of the Florida Keys. Nestled directly along the glistening shores of the Middle Keys, this remarkable home invites you to relax, recharge, and experience the ultimate tropical getaway, complete with spectacular, unobstructed sunsets melting into the horizon.

Step into a stylish, open-concept retreat where every detail exudes refinement. The seamless flow between the living, dining, and kitchen areas creates a bright, unified space perfect for entertaining. Unwind in the living room on sumptuous furnishings while gazing at mesmerizing, panoramic waterfront vistas through expansive windows. Just steps away, the gourmet kitchen serves as a true masterpiece for culinary enthusiasts, featuring top-of-the-line appliances, sleek countertops, and a spacious breakfast bar ideal for casual conversations and preparing delectable meals.

When it is time to rest, five sophisticated bedroom sanctuaries await, each thoughtfully curated with plush bedding and serene decor. Wake up to the soothing sound of the gentle tide and breathtaking coastal views right from your window. The five modern bathrooms allow you to enjoy a spa-like experience in the comfort of your own home, completely stocked with crisp towels, premium toiletries, and ample space to pamper yourself.

Step outside into your own personal paradise designed for both relaxation and adventure. Take a refreshing dip in your private, crystal-clear swimming pool, or bask in the warm Florida sun on comfortable loungers while the gentle sea breeze caresses your skin. The fully equipped outdoor kitchen, featuring a premium Weber Bbq, provides the ultimate setup for grilling a thick-cut steak or searing fresh-caught Mahi Mahi while enjoying the beautiful island ambiance. For those eager to explore, launch the provided 2 kayaks and 2 paddleboards into the serene Gulf waters, or utilize the private boat dockage with a stand alone ice maker, deep freezer and extra refrigerator for drinks and your catch this is preperations for seamless access to world-class offshore fishing.

While Gulfside Oasis feels like a secluded world of relaxation, it is also perfectly located to enjoy the very best of the surrounding islands. You are just minutes away from pristine beaches, charming waterfront tiki bars, fresh sushi, and renowned local seafood restaurants. To ensure your stay is completely effortless and extraordinary, the home is expertly maintained and features high-speed Wi-Fi, state-of-the-art entertainment systems, and modern climate control. Your dream vacation starts here!

Pool heat is included for your stay. 

Occupancy: Maximum occupancy of 10. (No exceptions)

Age Requirement:

- Must be 25 years or older to book and must be present for the entire stay

- 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

-Occupancy includes children and infants

7-night minimum (No exceptions)

Pet Policy:

This home is pet-friendly.

For Homes that do accept pets, you must indicate that you are bringing a dog when booking; however, pet fees are never included during the booking process.

- Regardless of whether you book directly with us or through a third-party site, all pet fees are added after the reservation is made.

- All dogs must be approved prior to booking, and breed restrictions may apply due to insurance guidelines.

- Pet fees are non-refundable, taxable, and charged per dog, with pricing based on breed and weight. A maximum of 2 dogs is allowed.

- This property is dog-friendly only—no cats or other animals are permitted.

- Failure to disclose a dog and pay the required pet fee may result in additional charges up to $500 and immediate eviction without refund.

Dockage is available at this property; please verify maximum boat size and dockage details with the property manager prior to booking

Check-in:

4:00 PM on the day of arrival (please note during high season, check-in may be delayed until 5:00 PM)  

Check-out:

10:00 AM on the day of departure

Vacation Rentals of the Florida Keys provides a complimentary starter set of items, including soap, toilet paper, paper towels, dishwasher detergent, and laundry detergent, etc. 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. Some properties may also include a small welcome basket or additional guest amenities.

Linens and bath towels are always included.

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.

For any questions or concerns, or if you just want to talk after booking, please reach out to your agent directly.

Amenities Include:

- Air Conditioning: Central AC

- Kitchen: Fully Stocked

- Private Entrance: Yes

- Smoke Detector: Yes

- Baby Equipment: Pack N Play

- Bait Freezer: Yes

- Bed Size 1st/Master: King

- Bed Size 2nd Rm: King

- Bed Size 3rd Rm: King

- Bed Size 4th Rm: Queen

- Bed Size 5th Rm: Queen

- Bikes: 2

- Child Friendly: Yes

- Coffee Maker: Keurig

- Dockage: 80 + FT

- Kayaks: 2

- Paddleboards (Sup): 2

- Pet Friendly: Yes with a pet fee assessed

- Pool: Heated and Private

- Stand Alone Ice Machine: Yes

- Balcony: Yes

- Bbq Grill: Propane

- Ceiling Fans: Yes

- Internet Access: 150 Mbps +

- Micro/Dishwash/Disp.: Yes

- Patio: Yes

- Refrig And Ice Maker: Yes

- Square Footage, Est.: 4,146

- Stove/Oven Elec/Gas: Electric

- TV Cable/Satellite: Streaming TV's

- TVs/Vcr/Dvd: TV's Yes

- View: Open water

- washer dryer: Yes