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.
The 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.
Guest 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.
The 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.
Getting Around:
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.
Other Things to Note:
● 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.
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
Questa casa vacanze si trova a Islamorada, in Matecumbe, e vanta una posizione strategica sul litorale. Keys History & Discovery Center e History of Diving Museum sono due delle principali attrazioni culturali della zona. A livello di punti di riferimento, invece, spiccano Hurricane Monument e Indian Key Historic State Park. Hai voglia di uscire stasera? Puoi prendere in considerazione Lorelei Restaurant & Cabana Bar e Hog Heaven. Dì addio alla routine di tutti i giorni e dedicati ad attività all'aperto come jogging e pesca. Vai alla guida turistica di Islamorada
Marathon, FL (MTH-Aeroporto Florida Keys Marathon) - 39 min. in auto
Ristoranti
Lorelei Restaurant & Cabana Bar
10 min a piedi
Wahoo's Bar & Grill
2 min in auto
Wendy's
6 min a piedi
Islamorada Fish Company
2 min in auto
Tiki Bar
3 min in auto
Domande frequenti
Gli animali sono accettati presso Sleeps 8 | Sunset + Boat Basin | Islamorada?
No, questa struttura non accetta animali domestici.
Quanto costa il parcheggio presso Sleeps 8 | Sunset + Boat Basin | Islamorada?
Presso la struttura è disponibile un parcheggio in loco.
A che ora si deve eseguire il check-in presso Sleeps 8 | Sunset + Boat Basin | Islamorada?
Orario di inizio del check-in: 16:00.
A che ora si deve eseguire il check-out presso Sleeps 8 | Sunset + Boat Basin | Islamorada?
Orario del check-out: 10:00.
Dove si trova Sleeps 8 | Sunset + Boat Basin | Islamorada?
A 10 minuti a piedi da luoghi d'interesse come Islamorada Brewery & Distillery e Lorelei Restaurant & Cabana Bar, casa vacanze vanta una buona posizione in zona Matecumbe. Keys History & Discovery Center e History of Diving Museum si trovano ugualmente a meno di 15 minuti di distanza.
Tutte le recensioni mostrate sono state scritte da ospiti che hanno effettivamente soggiornato nella struttura. Solo i viaggiatori che hanno prenotato un soggiorno con noi possono inviare una recensione. Verifichiamo le recensioni seguendo le nostre linee guida e le pubblichiamo tutte, positive e negative.Maggiori informazioniApertura in un’altra finestra
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Valutazione di 10 - Eccellente. 13 su 13 recensioni
10 - Eccellente
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Valutazione di 8 - Buono. 0 su 13 recensioni
8 - Buono
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Valutazione di 6 - Soddisfacente. 0 su 13 recensioni
6 - Soddisfacente
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Valutazione di 4 - Scarso. 0 su 13 recensioni
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Valutazione di 2 - Terribile. 0 su 13 recensioni
2 - Terribile
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Recensioni
Recensione verificata
10/10 Eccellente
Mark S.
2 apr 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Hidden Gem
We had a great experience with this property. Great location, checkin process was fantastic. I’d stay there again
Soggiorno di 3 notti a marzo 2023
Recensione verificata
10/10 Eccellente
Gina W.
13 giu 2025
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Perfect Location!
Everything about this property was amazing! We can’t wait to return!
Soggiorno di 4 notti a giugno 2025
Recensione verificata
10/10 Eccellente
claire c.
27 ott 2025
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
the units were spotless, the beds are comfy, the kitchen has everything if you were to cook.the outside was perfect to sit around and chat .
Soggiorno di 3 notti a ottobre 2025
Recensione verificata
10/10 Eccellente
Mark J.
20 nov 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
50th Birthday fishing and fun
This is a great location to all the marinas for fishing. Beautiful sunsets right from your back yard. Great place for a small boat and/or kayaks. Look forward to booking here again.
Soggiorno di 3 notti a novembre 2023
Recensione verificata
10/10 Eccellente
Jeffrey F.
29 mar 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Hidden Gem it is!
Great place, serene and tranquill on the Gulf side with magnificent sunsets, great guests in other units and a property manager that kept us well informed and eager to assist if needed. You'd never know that US 1 was there but it was very convenient and walkable to a good number of bars and restaurants
Soggiorno di 3 notti a marzo 2023
Recensione verificata
10/10 Eccellente
Steve S.
26 nov 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Amazing Condos
The property is amazing, excellent renovation, the condos are so nice, clean, new, very comfortable. Very unique and quaint property. We would definitely return.
Soggiorno di 4 notti a novembre 2023
Recensione verificata
10/10 Eccellente
John F.
21 ago 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Fantastic Week
The property was exactly the hidden gem that it was described to be. Sean was often in touch to make sure everything was great. The detail regarding restaurants and activities was extremely helpful.
Soggiorno di 5 notti ad agosto 2023
Recensione verificata
10/10 Eccellente
Jackie R.
14 ott 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Fantastic place with an awesome location!
We were a group of 4 couples celebrating 50th bdays. The place was fantastic! Loved sitting by the water in the morning. Loved the walk ability to shops, breweries, and restaurants. Host was the quickest and most responsive that I have had. We will definitely be booking in the future!
Soggiorno di 3 notti a ottobre 2024
Recensione verificata
10/10 Eccellente
Jessica B.
22 ago 2022
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Perfect location
We went to Islamorada to go scuba diving. All the dive shops we had booked were within a few minutes. The outside patio was perfect for eating al fresco and sitting around talking. The host was attentive and quick to answer questions. I would definitely recommend staying here. And if I ever come back to the Keys , I would stay here again.
Soggiorno di 4 notti ad agosto 2022
Recensione verificata
10/10 Eccellente
Dianne Y.
18 mag 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 4 notti a maggio 2026
Recensione verificata
10/10 Eccellente
Emily B.
30 dic 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Good for a group
We had a multigenerational family group and booked both the upstairs and downstairs units. This gave us enough space and we appreciated the designated parking. The outdoor spaces were great for hanging out & enjoying the sunset/sunrise views. We used the boat slip area to have photos taken. The location was central/convenient is Islamorada. The host was very responsive.
Soggiorno di 4 notti a dicembre 2024
Recensione verificata
10/10 Eccellente
ronda g.
31 ott 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Six Chicks Trip
The property was PERFECT in every way! Actually all was better than what we expected. The grounds were just beautiful and a great location. Walking distance to plenty of stuff and a little strip of Atlantic beach less than a 5 minute walk away. Sean was always very responsive and accommodating. The “retro” groove was so cute with all modern conveniences! If I could give it 10 stars I would.