Sunset Access + Boat Basin | Walkable Islamorada

★ 5.0 (70 reviews) · 4 guests Islamorada, FL

Sunset Access + Boat Basin | Walkable Islamorada

4 guests · 2 bedroom · 2 bath

About this home

Unique, thoughtfully updated retreat in the heart of Islamorada with rare access to a private boat basin and fishing jetty—perfect for sunset views and relaxing by the water. Walk to top restaurants, breweries, and shops, then return to a peaceful, tucked-away setting. This first-floor unit offers easy access, fast WiFi, and everything you need for a comfortable Keys getaway! 🌅🌴😎💎

● 2 bedrooms / 2 bathrooms (620 sq ft) ● Primary: Queen bed + en suite bathroom ● Guest room: King bed + separate bathroom ● Open living area + small kitchen ● Courtyard-facing (quiet, tucked-away setting)

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

This unit is part of a unique, private, wooded waterfront property spanning the bay side of the Florida Keys. While the unit does not have direct water 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.

Guests have full access to the entire unit, as well as the shared property grounds. This includes the boat basin, fishing jetty, and waterfront areas—perfect for relaxing and enjoying sunset views.

The courtyard and outdoor areas are shared with the upstairs unit. A shared laundry area is also available on-site.

Parking is available on-site for your convenience. Self check-in is provided via a keypad for a smooth, flexible arrival.

Located at Mile Marker 82.5 in the heart of Islamorada, this retreat is in one of the most 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.

Stay details

Check-in 4:00 PM
Check-out 11:00 AM
Minimum stay 3 nights
Pets Not allowed
Smoking Not allowed
Parties/events Not allowed

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 products
Coffee maker
Conditioner
Cookware
Dishes and silverware
Dishwasher
Dryer in common space
Drying rack for clothing
Emergency exit
Essentials
Family/kid friendly
Fire extinguisher
First aid kit
Fishing
Free parking on premises
Garden or backyard
Hair dryer
Hangers
Heating
Hot water
Internet
Iron
Kettle
Kitchen
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
Shopping
Shower gel
Single level home
Smoke detector
Step-free access
Stove
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
TV
Toaster
Towels provided
Washer in common space
Waterfront
Wine glasses
Wireless Internet

Availability

★★★★★ 5 / 5 · 70 reviews

Guest

Oct 2026
★★★★★

Sehr schöne Unterkunft! Zentral gelegen, aber kaum Lärm vom Highway. Zwei große Schlafzimmer, zwei schöne Bäder und eine Küche / Wohnzimmer. Wie auf den Bildern zu sehen ohne Esstisch. Es war sehr sauber! Klare Empfehlung!

Guest

Oct 2026
★★★★★

Incredible stay! The host was extremely kind and responsive and their property was just so beautiful, right on the water. We hope to be back!

Guest

Aug 2026
★★★★★

Best place to stay in Islamorada. I will come back every year!

Guest

Aug 2026
★★★★★

Great place to stay, would book again. Close to a lot of good places. Great view of the sunset from the boat dock.

Guest

Aug 2026
★★★★★

Sean was very kind and responsive. The home was lovely and we enjoyed our stay. Would stay again!

Guest

Jul 2026
★★★★★

We stayed at Hidden Gem for a few days, and it was perfect for us! The property is close to restaurants, shops, and grocery stores. We rented a boat for the weekend, and having the benefit of docking directly on the property was a big plus. We will definitely visit again!

Where you'll be

Islamorada, FL

Policies & Rules

House Rules

Property-specific house rules are confirmed before booking and included in the rental agreement when one is required.

Booking Policy

Minimum stay: 3 nights

Cancellation Policy

Please review the booking terms before confirming your reservation. Cancellation terms may vary by property and stay dates.

Amenities

Bedroom & Laundry

  • Accessible-height bed
  • Bed linens
  • Dishwasher
  • Dryer in common space
  • Hangers
  • Iron
  • Washer in common space

Bathroom

  • Accessible-height toilet
  • Hair dryer
  • Shampoo
  • Shower gel

Heating & Cooling

  • Air conditioning
  • Ceiling fan
  • Heating
  • Suitable for infants (under 2 years)

General

  • BBQ grill
  • Baking sheet
  • Barbeque utensils
  • Blender
  • Body soap
  • Cleaning products
  • Conditioner
  • Drying rack for clothing
  • Emergency exit
  • Essentials
  • Family/kid friendly
  • Fishing
  • Garden or backyard
  • Kettle
  • Long term stays allowed
  • Path to entrance lit at night
  • Private entrance
  • Room-darkening shades
  • Shopping
  • Single level home
  • Step-free access
  • Suitable for children (2-12 years)
  • Toaster
  • Towels provided
  • Wine glasses

Outdoor & Features

  • Beach essentials
  • Boat slip
  • Hot water
  • Near Ocean
  • Outdoor seating (furniture)
  • Patio or balcony
  • Waterfront

Kitchen & Dining

  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove

Home Safety & Access

  • Fire extinguisher
  • First aid kit
  • Smoke detector

Parking & Facilities

  • Free parking on premises

Internet & Office

  • Internet
  • Wireless Internet

Entertainment

  • TV

Guest

Oct 2026
★★★★★

Sehr schöne Unterkunft! Zentral gelegen, aber kaum Lärm vom Highway. Zwei große Schlafzimmer, zwei schöne Bäder und eine Küche / Wohnzimmer. Wie auf den Bildern zu sehen ohne Esstisch. Es war sehr sauber! Klare Empfehlung!

Guest

Oct 2026
★★★★★

Incredible stay! The host was extremely kind and responsive and their property was just so beautiful, right on the water. We hope to be back!

Guest

Aug 2026
★★★★★

Best place to stay in Islamorada. I will come back every year!

Guest

Aug 2026
★★★★★

Great place to stay, would book again. Close to a lot of good places. Great view of the sunset from the boat dock.

Guest

Aug 2026
★★★★★

Sean was very kind and responsive. The home was lovely and we enjoyed our stay. Would stay again!

Guest

Jul 2026
★★★★★

We stayed at Hidden Gem for a few days, and it was perfect for us! The property is close to restaurants, shops, and grocery stores. We rented a boat for the weekend, and having the benefit of docking directly on the property was a big plus. We will definitely visit again!

Guest

Jul 2026
★★★★★

Everything was perfect. Great location, great amenities, super clean and very cute! We'll definitely come back!

Guest

Jul 2026
★★★★★

Sean was Great, very responsive! Cute little place and perfect for 3 people doing a long Weekend!!

Guest

Jun 2026
★★★★★

We had a great time during our short stay. We were able to snorkel and see some cool fish. Great restaurants near by- many under 10 minutes away. The house was perfect, it was just what we needed. Would stay longer next time! Thank you for letting us stay!

Guest

May 2026
★★★★★

Fantastic host, place, and location!

Guest

May 2026
★★★★★

Great place to stay for our family of four! Having access to a washer and dryer right outside the door was perfect and I’ve never stayed somewhere where the air conditioning was so good! Beautiful sunset area a short walk away. Would definitely stay here again.

Guest

May 2026
★★★★★

Perfect place to stay for our Islamorada vacation. Great location, clean and quiet.

Guest

Apr 2026
★★★★★

Sean is a great host and his communication is excellent. The accommodation speaks for itself, it’s trully a Hidden Gem. Everything exceeded our expectations and We can’t wait to be back next year!

Guest

Apr 2026
★★★★★

We had a great time at Hidden Gem with our 7 year old daughter. We had everything we needed and loved the dock area for sunrise and sunset. Lots to do and explore in the area, including kayaking, visiting the aquarium and dolphin research centre, Sombrero beach, Founders park, both breweries and sunset dinners. Thank you for a great time!

Guest

Apr 2026
★★★★★

Location, location, location! The small private marina on site was so wonderful to have, and the property is located so close to anywhere we needed to go locally. Beautiful sunsets. The apartment unit was comfortable and clean. Highly recommend.

Guest

Apr 2026
★★★★★

We had a Wonderful time at this beautiful location. Everything was tastefully decorated and functionally very easy to use. We felt at home instantly. We fished, kayaked, and snorkeled out front and soaked up tons of sun on the well designed pier. The Publix grocery store had everything we needed for all our meals and the local fare was great and well priced. Highly recommend Lorelai's for sunset dinner. We would highly recommend this place to anyone looking in this area. Thanks again, Sean.

Guest

Mar 2026
★★★★★

Stayed at this venue several times and always a perfect location. Great host. The jam is located within walking distance of many amenities and restaurants, and there is plenty to do locally the boating dock is an absolute perfect location. We will continue to come back. We absolutely love this place.

Guest

Mar 2026
★★★★☆

The place was cute! Just some wear and tear. We would have liked a couple more bath/hand towels. We did have a shared washer and dryer but honestly, we didn’t want to do laundry. Lazy vacation. Everyone was so friendly and our hosts were very quick to respond! The location is very central to coffee/food/shops. You just need to be very careful crossing over the overseas hwy! Spring break made for lots of traffic. Also, plenty of parking at #6 Hidden Gem if you have a rental car. Thank you to Sean and Lauren for being wonderful hosts.

Guest

Jan 2026
★★★★★

We keep coming back Worth every $ and has more to give every time, cool and yet practical, has great facilities and is well placed for walking to the bars and restaurants, dock is perfect and well protected. You meet a lot of travelers who have been coming for years, has a great following with so much to do. Host is perfect and very responsive, cleaning staff do a great job and every time we come it’s ready to go, Simply perfect

Guest

Jan 2026
★★★★★

The Hidden Gem was perfect for our stay. It was laid out nicely, and in a beautiful setting. Just footsteps from the water, and an easy walk or drive to anything around. Sean was very responsive, and answered any questions that we had. Definitely hope that we can come back sometime!

Guest

Dec 2025
★★★★★

This is the second time we’ve stayed here and we love the location, especially for docking our boat!

Guest

Dec 2025
★★★★★

Great place that perfectly captured the island vibe. Still within distance of Key West but also within distance of Miami airports. Great little spot, you will not be disappointed!

Guest

Nov 2025
★★★★★

This was the perfect little getaway place! It was nice and well kept. Sean was very responsive and checked in daily. Would stay here again!

Guest

Nov 2025
★★★★★

Sean was a great host. He was quick to answer any of our questions and always available to us. The Hidden Gem location was perfect, it was exactly what we were looking for. We enjoyed our stay a great deal and have no complaints.

Guest

Nov 2025
★★★★★

Cute place, beautiful location. Everything was clean and new. Sean was an excellent communicator and made the Hidden Gem easy to find.

Guest

Nov 2025
★★★★★

Sean was a great host. Very communicative and property was as advertised. Great location and would definitely stay again!

Guest

Oct 2025
★★★★★

Very nice place! We enjoyed our stay to Sean house. Comfortable and equipped with everything you need.

Guest

Oct 2025
★★★★★

This place was great. Light and clean. Close to what we wanted to do. We will be back.

Guest

Sep 2025
★★★★☆

cool compound, great location. few places that were easy to walk to and right on the water. boat slip was very convenient.

Guest

Aug 2025
★★★★★

Great place, excellent location. Loved seeing all the fish (plus the eel and the huge grouper) in the water out back around the boat dock. Quiet. Highly recommended.

Guest

Jul 2025
★★★★★

Sean was a fantastic host. The place was clean when we arrived, had all the necessities, was in a great area of Islamorada, and Sean was very communicative on instructions. His helpful binder/booklet in the unit had recommendations and suggestions too. Look forward to returning at some point in the future.

Guest

Jun 2025
★★★★★

We had a great time at Hidden Gem. Property had personality, was very clean, and enjoyed the waterfront access to watch sunsets.

Guest

Jun 2025
★★★★★

We live only roughly 3 hours north and this was the perfect long weekend spot. The home is super cute and for us, in the perfect spot. We were able to walk to quite a few shops and local restaurants. We rented a boat for a day and that was only 5 mins up the road. It was a much needed disconnect and we choose the right location :)

Guest

Jun 2025
★★★★★

We loved our place! Cute and cozy, loved the decor! Super close/walkable to multiple restaurants and shops. Sean was a great host and very responsive by text. We were able to check in a bit early. What an incredible trip with our family! Thanks so much

Guest

Jun 2025
★★★★★

We had a great stay here with our kiddos. The Hidden Gem had everything we needed for a relaxing and fun stay. Close to everything - a great middle keys location. Host sent several texts checking on us throughout our stay. We saw so many cool fish right at the back of the property on the sea wall - barracuda, grouper, parrot fish, Angel fish, and crabs to name a few. We hope to visit and stay again soon!

Guest

Jun 2025
★★★★★

The place was just right for our needs & in close proximity to everything we needed!

Guest

May 2025
★★★★★

We had a great stay in Islamorada at this house. Location is perfect! We were minutes away from so many things. My daughter loved looking for all the little lizards that scattered as we entered the patio. The house was well stocked with things we needed. Beach stuff wise, there are noodles and some camping chairs - no kids sand toys so plan to bring those if you have little ones. There were 4 beach towels provided. The washer was broken while we were there so hopefully it is repaired soon. Of note, the mattresses are very firm so if you like a softer mattress then it might not be the house for you. Also, if you happen to find a man’s ring in the house, it might be my husband’s. Please let the host know so we can arrange to get it back.

Guest

May 2025
★★★★★

We have stayed here a few times always changing and updating, very proactive in developing and looking after the property and the surroundings always something different. For sure you get a lot of return for your spend and the whole facility is great value and a great experience .

Guest

May 2025
★★★★★

Great location. Beautiful views of the water.

Guest

Apr 2025
★★★★★

This place is a true Hidden Gem. So private and peaceful yet centrally located to everywhere we wanted to go. I’m Going to miss my coffee on the water every morning. Perfect vacay for our family of four.

Guest

Apr 2025
★★★★★

They couldn’t have been more perfect. Great location. Super clean and Sean was always there if you had a question thank you again.

Guest

Apr 2025
★★★★★

Lovely property, comfortable beds, well furnished with great decor. Would definitely book again.

Guest

Apr 2025
★★★★★

I was really impressed. The pictures don’t do it justice. The private harbor in the back had the most aquatic marine life I’ve ever seen. This will be my go to spot

Guest

Apr 2025
★★★★★

We have stayed before and it’s great to be back, this place is always updating this new paint and a new garden layout it ticks every box you could expect. This place attracts guests of all types and we enjoy the mix of people at the dock and sun set yet it is very private and quiet. The whole venue lends its self to just the most relaxing environment , and yet if you want a swim at sun rise or sun set the sea bock offer a perfect place to slip in to the water and enjoy the whole venue. The dock is great and has everything as does the home and the yard, Supper easy parking and you can walk or take a ride to everything you could need. Perfect vacation I’m not sure how they could improve it, but some how they do every time we visit

Guest

Mar 2025
★★★★★

Peaceful tucked away setting with great sunset views when you walk down to the water. Close to many fun things to do. We didn’t rent/bring a boat but seems like it would be ideal for that.

Guest

Jan 2025
★★★★★

Truly, a hidden gem! Perfect location, all the necessities needed, free parking!! Would absolutely stay here again.

Guest

Jan 2025
★★★★★

Hidden Gem is the perfect name for this property! The house was quaint and the entire property is beautiful to walk down to the bay and enjoy the scenery. Perfectly located in the heart of Islamorada and close to plenty of restaurants and shops to walk to. Can’t wait to be back again!

Guest

Jan 2025
★★★★★

Great place for 3 people and away from all the big city feel. We really enjoyed our stay and the hosts were great! The listing is spot on!

Guest

Nov 2024
★★★★★

Für uns war die Unterkunft perfekt und war wir wie beschrieben! Stets höflich und schnelle Antworten. Gerne jederzeit wieder Vielen lieben Dank

Guest

Oct 2024
★★★★★

As advertised it’s a Gem, high quality everything pots pans cook utensils, this place has all the toys and is supper clean, clearly a lot of effort to keep it top condition, out side BBQ x 2 gas or charcoal all clean fresh covers and all the garden yard patio is so family orientated even sharing loads of room and privacy, Not often you get full sized laundry room, this gem has everything even squeeze your own fresh juice in the mornings, Main dock for the boat is very well protected and all the supplies are working and in great order, the garden is a delight and some really big effort in keeping the plants in order, some fantastic flows and air plants, Yep it’s a gem, we stayed in both units on this trip and both are as good as each other . Many thanks for the effort to make a great vacation home

Guest

Aug 2024
★★★★★

This location and the space were fantastic. The ability to take a few steps to the water and watch the amazing key's sunset was by far my favorite thing about this space. The common area patio space was very nice with the privacy of the landscape. The interior of the space had everything we needed, beach towels included. Having a brewery, outfitter, and restaurants all within walking distance was awesome. We hope to get to snag this place again the next time we are in town.

Guest

Jun 2024
★★★★★

Great spot right off highway 1 if you are staying in Islamorado. Nice court area where with seating where you’d never guess you are so close to the road. Can walk down to the water with beautiful views and seating. Would definitely stay there again.

Guest

Jun 2024
★★★★★

Can't wait to go back!

Guest

May 2024
★★★★★

This was such a cute, comfortable place! The location served us well, as we spent most of our time fishing or eating out!. Seans food recommendations were helpful and they turned out really good. Altogether great vacation!

Guest

Mar 2024
★★★★★

Sean was great and the place was exactly as described. The water was very close, no further than the dairy section when entering a grocery! I would recommend this place for a stay.

Guest

Mar 2024
★★★★★

The grounds were beautiful & Sean was super nice! We spent a lot of time in the beautiful landscaped outdoor areas and enjoyed breathless sunsets. The perfect location to explore the Florida Keys!

Guest

Oct 2023
★★★★★

Super cute apartment, close to the beach and some nice restaurants. The area is beautiful and very quiet. Definitely worth the stay! Islamorada is amazing :)

Guest

Sep 2023
★★★★★

I don't want anyone else to know about this place because as soon as it gets out how awesome it is I'll never get it booked again!!

Guest

Jul 2023
★★★★★

Great location - central to a lot of the Islamorada hot spots. Super convenient for brining a boat

Guest

Jun 2023
★★★★★

Absolutely loved this accommodation and it was perfect for our stay. Sean was a great host, extremely responsive and made our stay very enjoyable. We would very much recommend this accommodation if you are staying in Islamorada, you will not be disappointed!

Guest

Jun 2023
★★★★★

This place was awesome. I’ve stayed at a handful of places, but was Super impressed with Sean and this property.

Guest

May 2023
★★★★★

Sean is an amazing host, we loved our stay!! Boat basin was a plus!! We will definitely return.

Guest

Apr 2023
★★★★★

Loved our stay!! Sean was an excellent host. Will try to come back soon!

Guest

Apr 2023
★★★★★

The reviews were right, this truly is a hidden gem on Islamorada! The apartment was perfect for my small family. It’s immaculate, thoughtfully designed to make the most of the space, and very soothing to be in (think: coastal charm, not cheese). The windows are amazing to look out at all the greenery, as is the patio space and easy access to the bay just down the walkway. We rented a paddle board for the week from the Outfitters literally next door and they dropped it off and picked it back up at the boat slip for us. Couldn’t have been easier. This spot is perfectly situated for easy access to the road to get all around the Keys. Really ideal as a jumping off point for day trips. Yet, when you’re in the apartment you feel isolated and peaceful (it is SO quiet!). All in all, a truly perfect experience. Getting daily pets with Fin the local outdoor kitty was icing for our toddler (it was the highlight of his trip). Book it. You won’t regret it.

Guest

Apr 2023
★★★★★

Absolutely prefect in every way. Beautiful water front property, villas were better than described, excellent location!

Guest

Mar 2023
★★★★★

We were very happy with our stay at Hidden Gem 6. The property was beautiful, especially at the waterfront. The unit was extremely clean and well stocked with everything we needed. We would definitely choose to stay there again!

Guest

Mar 2023
★★★★★

Great stay! Unit was exactly as described - nicely furnished, clean and well maintained. Great courtyard for outdoor time and the kids enjoyed snorkeling just outside the marina. Good home base for exploring the upper and middle keys. Sean was a great host and very proactive in all his communications. Highly recommend!!

Guest

Feb 2023
★★★★★

Awesome place! Felt secluded/off the beaten path but still just literally off route 1 with lots to explore and do. super cute space and outside area--esp the dock. we saw a manatee and lots of wild life! loved it here. thanks Sean!

Guest

Jan 2023
★★★★★

Sean was very responsive and the place was very nice and included all of the necessary amenities.

Guest

Jan 2023
★★★★★

Great Host and a great place. Walking distance to quite a few restaurants and bars.