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Captains Quarters is a charming canal front Keys house in delightful Islamorada

Photo gallery for Captains Quarters is a charming canal front Keys house in delightful Islamorada

An aerial view of a coastal resort with clear turquoise waters, a sandy beach lined with palm trees, and a mix of residential and commercial buildings.
A sandy beach area with palm trees, a water body, and a wooden fence.
A two-story house with a covered porch, a palm tree, and a view of the water.
A spacious living room with a large sofa, a television, and a ceiling fan. There are large windows providing natural light and a view of greenery outside.
A two-story house with a covered porch and a small outdoor seating area.

Reviews

10 out of 10
Exceptional

Highlights

  • Clean kitchen
    Experience a top-rated, spotless kitchen, perfect for preparing your favourite meals.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Sunset Drive Beach
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Barbecue

Explore the area

View map
Islamorada, FL
  • Place, Sunset Drive Beach
    ‪11 min walk‬
  • Place, Anne's Beach
    ‪2 min drive‬
  • Place, Robbie’s of Islamorada
    ‪5 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪35 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed and 2 Single Beds

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen
Separate dining area

About this property

Captains Quarters is a charming canal front Keys house in delightful Islamorada

Your cozy getaway awaits in Islamorada at this superb house. With 2 bedrooms including 1 king, 1 queen, and 2 twin beds you and your family will find comfort and relaxation in this serene retreat. Enjoy the convenience of amenities like kayaks and private beach access. A storage area downstairs with a bait/fish freezer plus a refrigerator. Store your fishing & diving equipment too. Our place is equipped for long stays, large boats and pets are welcomed!

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4295790vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

About the area

Islamorada

Matecumbe, a neighbourhood in Islamorada, is home to this holiday home. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's activities can be experienced at Robbie’s of Islamorada and Bud n' Mary's Dive Center. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven.
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Map
Islamorada, FL

What's nearby

  • Sunset Drive Beach - 11 min walk - 0.9 km
  • Anne's Beach - 2 min drive - 3.0 km
  • Robbie’s of Islamorada - 5 min drive - 5.7 km
  • Bud n' Mary's Dive Center - 9 min drive - 10.6 km
  • Islamorada Brewery & Distillery - 12 min drive - 15.6 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 30 min drive

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬6 min drive
  • ‪Lazy Days Restaurant - ‬8 min drive
  • ‪Papa Joe’s Waterfront - ‬8 min drive
  • ‪Tiki Bar at Amara Cay Resort - ‬8 min drive
  • ‪The Square Grouper - ‬10 min drive

Frequently asked questions

Is Captains Quarters is a charming canal front Keys house in delightful Islamorada pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Captains Quarters is a charming canal front Keys house in delightful Islamorada?

Check-in begins at 4:00 PM.

What time is check-out at Captains Quarters is a charming canal front Keys house in delightful Islamorada?

Checkout is at 11:00 AM.

Where is Captains Quarters is a charming canal front Keys house in delightful Islamorada located?

Located in Matecumbe, this holiday home is 0.4 mi (0.7 km) from Sunset Drive Beach and 1.3 mi (2.1 km) from Anne's Beach. Robbie’s of Islamorada and Indian Key Historic State Park are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Dee B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication with host. Location provided everything we were looking for.
Stayed 30 nights in Jan 2026
Verified review

10/10 Excellent

Joseph B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Captain's Quarters is a lovely property located in an upscale neighborhood. If you're a boater this one is for you! Large dock frontage and water hoses thru out. The house is charming, cleaned well and has all the kitchen amenities you'll need. The AC was almost too cold! The outdoor space is huge and easy to park a trailer on the side of the home. Ivette was a wonderful host and promptly replied to any request! Hope to rent this one again in the future!
Stayed 28 nights in May 2026

About the host

Hosted by Ivette Bravo

Host profile image

Languages:

English, Spanish
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