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82236 Overseas Highway, Islamorada, Florida 33036, United States

Sleeps 8 | Sunset + Boat Basin | Islamorada

  • 8 Sleeps
  • 4 bedrooms
  • 4 bathrooms
  • 4 Beds

Overview

Unique property in the heart of Islamorada, ideal for groups and families traveling together. Enjoy rare access to a private boat basin and fishing jetty just steps away—perfect for sunset views and relaxing by the water. Two separate living spaces offer privacy and flexibility while still staying connected. Walk to restaurants, shops, and breweries, then unwind in a peaceful setting.

Amenities

Accessible-height bed
Accessible-height toilet
Air conditioning
BBQ grill
Baking sheet
Barbeque utensils
Beach essentials
Bed linens
Blender
Boat slip
What this place offers
  • Accessible-height bed
  • Accessible-height toilet
  • Air conditioning
  • BBQ grill
  • Baking sheet
  • Barbeque utensils
  • Beach essentials
  • Bed linens
  • Blender
  • Boat slip
  • Body soap
  • Ceiling fan
  • Cleaning Disinfection
  • Cleaning products
  • Coffee maker
  • Conditioner
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Dryer in common space
  • Emergency exit
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • First aid kit
  • Fishing
  • Free parking on premises
  • Free parking on street
  • Garden or backyard
  • Hair dryer
  • Hangers
  • Heating
  • Hot water
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Long term stays allowed
  • Microwave
  • Near Ocean
  • Outdoor seating (furniture)
  • Oven
  • Path to entrance lit at night
  • Patio or balcony
  • Private entrance
  • Refrigerator
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Smoke detector
  • Step-free access
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • TV
  • Toaster
  • Towels provided
  • Washer
  • Washer in common space
  • Waterfront
  • Wine glasses
  • Wireless Internet
  • Drying rack for clothing

Availability

$ 598

/ night

1 Adult 18+

Child (0-17)

Or

rentals@oasisfloridakeys.com

Reviews

46 Reviews

5.00 Ratings

James Taylor

June 26-2026 5.00

We loved the house and the property. It was essentially two 2 bedroom units, which was great for traveling with adult children. The water access was nice for fishing and swimming/snorkeling or relaxing. We saw lots of fish and sea live and caught some small ones. The mosquitoes were pretty bad in morning and evening hours so mosquito spray was a must but overall great experience.

Marguerite Link

June 20-2026 5.00

Thank you for providing such a beautiful space, which actually fit our family of 8, and for being so communicative. I felt a lot of pressure getting my family to the Keys for the first time, since I spent my childhood summers there but haven't been back in decades, so thank you for all of your support and recommendations. Everyone was comfortable, all of the promised amenities allowed us to pack lightly for our long drive and the house had everything we needed. We had such a relaxing time watching sunsets, swimming and kayaking. We ended up leaving the house for a snorkel tour with the recommended tour guide, which was really great for the kids, but we could have just stayed at the property for the entire time (and mostly did). The house was just gorgeous, and the Keys are just how I remembered--we can't wait to go back.

Aykut Urgen

June 04-2026 5.00

We had a great stay in Sean’s place. Definitely recommend if you will stay at Islamorada for a few days.

May 21-2026 5.00

Cozy and cute is how we would describe this property. We loved it. The location was perfect for us and enjoyed the ocean sunsets by the boat dock. Our family liked having the 2 units and we made the small living space work when the 7 of us were together in one unit. The courtyard was used often and we appreciated the shade structure. I would agree with the description that you definitely need a car to get to dining, activities etc. However, we had a great breakfast that was walking distance and we loved the shops and brewery across the road. For future renters: please note this area of Islamorada is NOT a beach area. The local beach is a short drive but it was closed when we went so I obviously can't provide a review. I would rent this property again.

Things to know

Space

This rental includes two separate, fully private living spaces—one upstairs and one downstairs—with separate entrances and no interior connection. It’s ideal for groups and families who want to stay together while still having their own space.

Upstairs (second floor):
● 2 bedrooms / 2 bathrooms
● Both bedrooms feature King beds
● Full kitchen + living area

Downstairs (first floor):
● 2 bedrooms / 2 bathrooms
● Primary: Queen bed + en suite bathroom
● Guest room: King bed + separate bathroom
● Full kitchen + living area

Note: no closets or dressers—luggage racks and hanging space provided

Guests also enjoy a private courtyard with seating, grill, and private laundry for your group’s use.

This duplex is part of a quiet, wooded waterfront property spanning the bay side of the Florida Keys. While the spaces are courtyard-facing (no direct ocean views), guests have full access to the property, including a boat basin and fishing jetty just a short walk away—perfect for sunsets and relaxing by the water.
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Access

Guests have full access to both the upstairs and downstairs units. The courtyard, grill, and laundry area are private to your group and shared only between the two spaces.

The remaining property grounds—including the boat basin, fishing jetty, and waterfront areas—are shared with a small number of other units on the property.

Parking is available on-site for up to 4 vehicles. Self check-in is provided via a keypad for a smooth and flexible arrival.
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Interaction With Guests

We provide self check-in for a smooth and flexible arrival, but we’re always available if you need anything during your stay. We’re local and happy to help with recommendations, questions, or anything that comes up.- Sean
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Neighborhood

Located at Mile Marker 82.5 in the heart of Islamorada, this property is in one of the more walkable areas in the Upper Keys. You’re just steps from local shops and a short walk to popular restaurants, bars, and the well-known Islamorada Beer Company.

Despite being close to everything, the property itself is tucked away in a quiet, wooded setting—offering a more relaxed and private feel than most nearby stays.

A detailed guestbook is provided with our favorite recommendations for dining, drinks, and local activities.
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Transit

While this area of Islamorada is more walkable than most in the Keys, we recommend having a vehicle to fully explore nearby attractions, beaches, and surrounding areas.

For shorter trips, many restaurants, shops, and local spots—including Islamorada Beer Company—are within walking distance. Biking is also a great option, and rentals are available nearby.
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Notes

● Maximum occupancy: 8 guests
● Two separate units (upstairs + downstairs) with NO interior connection
● Parking available for up to 4 vehicles
● COURTYARD VIEW (no direct ocean view), with full access to the boat basin and fishing jetty

Boat Basin Access (Optional)
● Dockage available for up to TWO vessels up to 24’ MAX (with engine)
● Space is shared and not assigned (placement may vary)
● Boat ramp available for vessels up to 20’ MAX
● Larger boats cannot be accommodated
● Marina waiver required prior to arrival
● Trailer parking available on-site
● NO JET SKIS

Cancellation Policy
● 100% refund: 60+ days before check-in
● 50% refund: 30–60 days before check-in
● No refunds within 30 days

Travel insurance is strongly recommended.
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House Rules

- No Smoking

- No Pets
- No Parties
- No outside noises after 10pm 
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