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5 bedroom - Deep Dockage & Heated Pool in Islamorada.

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Pool
Exterior
Pool
Pool
Terrace/patio

Reviews

10 out of 10, Loved by Guests
Top 10% based on
5 bedrooms4 bathroomsSleeps 102200 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 5

2 Single 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

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Absolutely no smoking

Important information

You need to know

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
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
Safety features at this property include a fire extinguisher and a deadlock

We should mention

This property does not have any lifts

About the area

Islamorada

Located on the waterfront, this holiday home is in Matecumbe, a neighbourhood 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Islamorada, FL

What's nearby

  • Keys History & Discovery Center - 5 min walk - 0.4 km
  • Islamorada Brewery & Distillery - 6 min walk - 0.5 km
  • Matecumbe United Methodist Church - 9 min walk - 0.8 km
  • Florida Keys Brewing Co. - 14 min walk - 1.2 km
  • MoradaWay Arts & Cultural District - 15 min walk - 1.3 km

Getting around

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

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬2 min walk
  • ‪Wendy's - ‬3 min walk
  • ‪Bayside Gourmet of Islamorada - ‬12 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 16 Mar, 2026, prices found for a 1-night stay for 2 adults at 5 bedroom - Deep Dockage & Heated Pool in Islamorada. on 25 Apr, 2026 start from S$1,475, 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 at 5 bedroom - Deep Dockage & Heated Pool in Islamorada.?

On-site 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.?

Checkout is at 10:00 AM.

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

Located in Matecumbe, this holiday home is within a 10-minute walk of Keys History & Discovery Center, Islamorada Brewery & Distillery and Matecumbe United Methodist Church. Florida Keys Brewing Co. and MoradaWay Arts & Cultural District are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 120 out of 123 reviews
Rating 8 - Good. 3 out of 123 reviews
Rating 6 - Okay. 0 out of 123 reviews
Rating 4 - Poor. 0 out of 123 reviews
Rating 2 - Terrible. 0 out of 123 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Diana W.

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

10/10 Excellent

Elizabeth H.

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

10/10 Excellent

Karen Ann B.

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

10/10 Excellent

Keith M.

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

10/10 Excellent

Gary M.

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

10/10 Excellent

mike c.

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

5-Star

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

10/10 Excellent

Jean F.

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

10/10 Excellent

Bill L.

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

10/10 Excellent

Linda B.

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

10/10 Excellent

Kate T.

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

10/10 Excellent

John A.

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

Great location

Great location and great property
Stayed 7 nights in Jun 2024

10/10 Excellent

Susan D.

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

Another great year!

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

10/10 Excellent

Jeff P.

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

Fantastic Host, Absolutely Perfect Property for my Family!!

Beautiful bay views, manatees galore, fishing off the sea wall, enough dockage for our 22 & 18 ft boats. 3 excellent master suites with great bathroom showers. Kitchen, dining room and family room all open to each other and great for gathering. Perfect pool, waterside chairs & firepit.Highly recommend!!
Stayed 7 nights in Mar 2025

10/10 Excellent

Julie L.

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

Spectacular Spring Break

We had an awesome stay at this property. The location of the house is amazing and walkable to many bars and restaurants. We used the kayaks and paddleboards daily and were visited by manatees a few times during our week. The pool was the perfect temp! The property manager was very responsive to questions before & during our stay. Highly recommend!
Stayed 7 nights in Mar 2025

10/10 Excellent

Chris T.

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

10/10 Excellent

Rae S.

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

Favorite Place to Stay

We have rented this house twice now. We loved it so much, we referred friends to stay. The house has the perfect location on the island to walk or bike places including stores, restaurants, and shopping. The house itself along with the pool and dock offers everything you need to relax and enjoy Islamorada! Only a 1 minute walk to Lorelei which we love! Staying again next year!
Stayed 7 nights in Mar 2025

10/10 Excellent

Mary B.

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

Mini Season 2024

Amazing stay!
Stayed 7 nights in Jul 2024

10/10 Excellent

Lindsay S.

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

Return to Paradise

This is our 2nd stay at this amazing home. Everything was perfect! This vacation rental has everything you could need for a fabulous stay in Islamorada!!! Excellent location for dining and well as a quick boat ride out to the sandbar. Our teens spent hours catching fish from the dock! Periodic visits from the local manatees was spectacular. We can’t wait to return to paradise next year!
Stayed 7 nights in Mar 2025

10/10 Excellent

Keith C.

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

10/10 Excellent

Michelle M.

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

10/10 Excellent

Karen R.

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

Winter Getaway

Our weeklong stay here was perfect. We enjoyed the ocean view and a visit from a manatee. The pool area and bonfire were a great way to enjoy the day and evening. We also rented a boat for the week to do some sightseeing and fishing so this place worked perfectly for this activity. The paddle boats and kayaks were a hit too. Thanks for sharing your beautiful home.
Stayed 7 nights in Jan 2025

10/10 Excellent

Kathryn H.

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

10/10 Excellent

Ben B.

Great newly remodeled house in a perfect location. Will be back again for sure!!!

Excellent property for boating access and walking distance to restaurants as well. The entire house is a new remodel done just right for a keys house
Stayed 7 nights in Apr 2018

10/10 Excellent

Robert W.

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

Great location, nice home, nice saltwater pool

Great
Stayed 7 nights in Nov 2023

10/10 Excellent

Eric D.

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

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
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