Skip to main content
Entire home

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 two-story house with a covered porch and a small outdoor seating area.
A two-story house with a covered porch, a palm tree, and a view of the water.
A sandy beach area with palm trees, a water body, and a wooden fence.
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.

Reviews

10 out of 10
Exceptional

Highlights

  • Clean kitchen
    Experience a top-rated, spotless kitchen, perfect for preparing your favorite 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
  • Washer
  • Air conditioning
  • Barbecue grill
  • Barbecue grill

Explore the area

View in a 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 Twin 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!
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Outdoor dining
Classic 2 bedroom, 2 Bath Islamorada Home with Dockage
Matecumbe
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
10.0 out of 10, Exceptional, (3 reviews)
Classic 2 bedroom, 2 Bath Islamorada Home with Dockage

House Rules

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

Children

Children allowed: ages 0-17
default

Events

No events allowed
default

Pets

Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total)
default

Smoking

Smoking is not permitted

Important information

You need to know

Property # 4295790
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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

Islamorada

Matecumbe, a neighborhood in Islamorada, is home to this vacation 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.
View more Vacation Homes in IslamoradaOpens in a new window
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 50 lbs 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?

Check-out is at 11:00 AM.

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

Located in Matecumbe, this vacation 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 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
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
Tell us how we can improve our siteShare feedback