Entire home

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

Photo gallery for 5 bedroom - Deep Dockage & Heated Pool in Islamorada.

A tray with blue glasses and cutlery on a wooden table, overlooking a beach with palm trees and a clear sky.
An aerial view of a coastal property with a swimming pool, a boat docked by the water, and several buildings with a modern design.
A calm waterfront view with a dock, boats, and a clear sky.
An aerial view of a marina with boats, a swimming pool, and a dock.
A white Adirondack chair facing a body of water with a clear sky.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation

    Unwind in the top-rated pool, your perfect spot for relaxation.

  • Beach equipment

    A rare find — beach equipment ready to go for your days by the sea.

  • Centrally-located

    You're never far from where you need to be with this convenient location.

  • Discover nearby landmarks

    Walk to Islamorada Brewery & Distillery
5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Islamorada, FL
  • Place, Lorelei Restaurant & Cabana Bar
    ‪3 min walk‬
  • Place, Islamorada Brewery & Distillery
    ‪6 min walk‬
  • Place, Florida Keys Brewing Co.
    ‪14 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪46 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 5

2 Twin Beds

Master Suite 1

1 King Bed

Master Suite 2

1 King Bed

Master Suite 3

1 King Bed

4 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Kitchenette
Balcony
Dining area

About this property

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

Deep water dockage & heated pool!

Modern, clean & fresh interiors make this rental perfect.
Manatees visit the dock daily - they are sweet, gentle giants!
Dock is about 75’ long on and located on a protected, deep water basin seconds from open water. 2 paddle boards & 2 kayaks for guest use.

This Bayside house with a gorgeous heated pool and deep water is centrally located in the heart of the Village of Islamorada. The house is walking distance to the most of what makes Islamorada so special. It is only a 1/2 block from famous Lorelei Cabana Bar & Restaurant and 1/2 block from the Casa Morada Hotel. Large open living/dining/ kitchen area overlooking a partial view of open ocean on Bayside. Back Country Fishing is minutes away as the house sits only one property from open ocean. It has 3 master suites with king each, 1 king bedroom and 1 additional bedroom with twin beds.

Modern, clean & fresh interiors make this rental perfect.
Manatees visit the dock daily - they are sweet, gentle giants!
Dock is about 75’ long on and located on a protected, deep water basin seconds from open water. 2 paddle boards & 2 kayaks for guest use. The waterfront pool is heated to 86 degrees.

Plenty of boat trailer parking onsite.

THIS PROPERTY RENTS SATURDAY TO SATURDAY - we might make exceptions but during high season we have Saturday to Saturday bookings only.

Islamorarda has so much to offer, amazing restaurants, aqua blue waters, incredible fishing and boating!
The restaurants within walking distance: Lorelei Restaurant, Islamorada Beer Company, Morada Bay Beach Café, Pierre's Chef Michael's, Kaiyo Grill, Keys Brewery, Bayside Gourmet, Bayside Gourmet, Bitton Bistro and Mangrove Mike’s.


About the owner: Islamorada is absolute paradise - we love the island and happy to share the vacation house with guests looking to escape to a patch of paradise in the Keys. The is property is exclusively offered as a vacation rental so it is similar to staying at a hotel ; it is exceptionally clean and easy to enjoy.

We privately own a total of 5 boutique vacation rentals in Islamorada:
VRBO listing #1576833 (5 bedroom)
VRBO listing #1054019 (5 bedroom)
VRBO listing #1977457 (7 bedroom)
VRBO listing #689629 (5 bedroom)

LICENSE #: 26-0278 - Islamorada
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
Off The Charts-Waterfront Tiki Bar & Private Dock
Matecumbe
  • Ocean view
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, (4 reviews)
Off The Charts-Waterfront Tiki Bar & Private Dock

House Rules

Check in after 4:00 PM

Check out before 10:00 AM

default

Children

Children allowed: ages 0-17

default

Events

No events allowed

default

Pets

No pets allowed

default

Smoking

Smoking is not permitted

Absolutely no smoking

Important information

You need to know

Property # 1054019
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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Islamorada

Located on the waterfront, this vacation home is in Matecumbe, a neighborhood in Islamorada. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's landmarks include Hurricane Monument and Indian Key Historic State Park. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. With jet skiing, kayaking, and scuba diving nearby, you'll find plenty of adventures in the water.
View more Vacation Homes in IslamoradaOpens in a new window
Map
Islamorada, FL

What's nearby

  • Lorelei Restaurant & Cabana Bar - 3 min walk - 0.3 km
  • Islamorada Brewery & Distillery - 6 min walk - 0.5 km
  • Keys History & Discovery Center - 6 min walk - 0.5 km
  • beach near Islamorada - 7 min walk - 0.7 km
  • Florida Keys Brewing Co. - 14 min walk - 1.2 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬2 min walk
  • ‪Wahoo's Bar & Grill - ‬3 min drive
  • ‪Wendy's - ‬3 min walk
  • ‪Islamorada Fish Company - ‬17 min walk
  • ‪The Whistle Stop Pub & Grill - ‬10 min walk

Frequently asked questions

Does 5 bedroom - Deep Dockage & Heated Pool in Islamorada. have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at 5 bedroom - Deep Dockage & Heated Pool in Islamorada.?

As of Sep 18, 2026, prices found for a 1-night stay for 2 adults at 5 bedroom - Deep Dockage & Heated Pool in Islamorada. on Sep 19, 2026 start from $1,239, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is 5 bedroom - Deep Dockage & Heated Pool in Islamorada. pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at 5 bedroom - Deep Dockage & Heated Pool in Islamorada.?

Check-in begins at 4:00 PM.

What time is check-out at 5 bedroom - Deep Dockage & Heated Pool in Islamorada.?

Check-out is at 10:00 AM.

Where is 5 bedroom - Deep Dockage & Heated Pool in Islamorada. located?

Located in Matecumbe, this vacation home is within a 10-minute walk of Lorelei Restaurant & Cabana Bar, Keys History & Discovery Center, and Islamorada Brewery & Distillery. Matecumbe United Methodist Church and Florida Keys Brewing Co. are also within 15 minutes.

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. 129 out of 132 reviews
Rating 8 - Good. 3 out of 132 reviews
Rating 6 - Okay. 0 out of 132 reviews
Rating 4 - Poor. 0 out of 132 reviews
Rating 2 - Terrible. 0 out of 132 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was perfect! The hosts were extremely helpful and responsive. The location couldn’t have been better. We had a blast and will be back!
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I was selfishly going to give it one star across the board. Why? Because if I give the well deserved 5 stars, then the property will become more popular and less available for ME in the future. But seriously ... I cannot recommend the property and the hosts enough. It's all we expected and more. Don't book this unless you are ready to have a perfectly relaxing experience with no drama.
Stayed 8 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property!!Beautiful clean home in a great location! Deep-water dockage, pool, tiki, bait freezer, close to the restaurants, sandbar, & fishing, plenty of kitchen space to cook and eat and let's not forget our visits from our Manatee friend. Definitely memories were made never to be forgotten. Thank you to the host Chausey!!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay in the House. Everything was perfect, the owner was very nice and helpful.
Stayed 9 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
⸻We had an amazing week at this property! The house and grounds were exactly as described—clean, well-maintained, and beautifully situated with stunning bay views.The heated pool was perfect, and the kayaks and fire pit were a huge hit with our group. We especially loved being able to fish right off the dock, and it was incredibly easy getting our rental boat in and out.The location couldn’t have been better—close to great restaurants, a brewery, and Publix—yet still quiet and private. It truly offered the best of both convenience and relaxation.We thoroughly enjoyed our stay and are already looking forward to renting again!
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic house and property! Wonderful location! Would definitely stay here again.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Family Vacay!

Our family all thought this was the perfect spot for our famuly vacation
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great location and great property
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved everything about our stay, especially the details our host Chausey helped us with. The pool was cozy warm for old and young, our kids fished off the dock of plenty. Groupers, angel fish, nurse sharks, mud sharks, they just kept coming. The local shopping, music, bars, just the best location! Chausey made sure our group had enough paddle boards and kayaks. We made alot of good memories!
Stayed 7 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place for our four couples to stay for the week. Great beds/ baths, very clean, and an ideal location to relax or fish. Awesome to be able to walk to The Lorelei to meet fishing guides or to have a drink/food and listen to live music. Hosts of this place are responsive and clearly want to take care of their guests.
Stayed 8 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is great and location couldn’t be better. Very close to a lot of restaurants, breweries and easy in and out with the boat. 5bdrms 4 bath was perfect for us. Got to meet an adult manatee and a juvenile manatee as well. Owners are awesome, got to meet them as well and communication prior to and during trip was great.
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

5-Star

Excellent property, will come again.
Stayed 10 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Spot

Great house, have booked a couple times now. Always has a new improvement. Fabulous location. Willl be back!
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Islamorada paradise

Great place to stay awesome location for a boat 42 freeman was able to dock!!
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Property was excellent

House was clean , great location and homeowner was fantastic
Stayed 7 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Spot

Awesome property great people to work with. Host was perfect!
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mini Season 2024

Amazing stay!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect stay!

A perfect week with our children and grandchildren. This beautiful home met all our needs. It is exactly as is pictured. Great pool, dock, room for 2 boats. Our 9 year old fishing grandson declared this “ the best house ever!” We will be back! Thank you!
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

We had an amazing time and this is the third time we’ve stayed in one of their properties! It is always perfect!
Stayed 5 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great year!

Love Chausie and her properties! Top notch!
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Fantastic location and a house that has everything out large group of 10 needed. We had a blast with the manatees, went to Lorelei’s almost every day and enjoyed some breakfasts at mangrove mikes. Overall a great place to spend a week and hopeful to return.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, nice home, nice saltwater pool

Great
Stayed 7 nights in Nov 2023
Verified review

10/10 Excellent

Wonderful house

We just came back from our week stay at this house. Our family had the best time. The house was so nice and in a perfect location. We can't wait to come back!
Stayed 7 nights in Aug 2018
Response from VrboOwner on Mar 31, 2020
It was a pleasure to have you all! Thank you so much for the amazing review! Exciting news: We are installing a brand new pool right now so the house will be better than ever this season!! :) C
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful home

Very convenient location, bedrooms are spacious and our group of 10 slept very comfortably. Everyone enjoyed the kayaks and paddle boards, we rented a boat and could easily dock at the house. Great visit to Islamorada.
Stayed 7 nights in Jan 2021
Response from VrboOwner on Jan 20, 2021
Thank you so much for your thoughtful review - it was a pleasure to have you in Islamorada!

About the host

Hosted by chausey dickinson

Host profile image

We love to host visitors in our favorite place in the world.

Why they chose this property

This house is steps away from the Lorelai and plenty of local fun making it a perfect spot in Islamorada.

What makes this property unique

It has a deep basin for boats and manatees visit every day!

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests

Tell us how we can improve our siteShare feedback