Entire home

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

Waterfront holiday home with private pool and kitchen

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

Pool
Exterior
Pool
Pool
Terrace/patio

Reviews

10 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 10204.4 sq m

Popular amenities

  • Parking available
  • Dryer
  • Air conditioning
  • Washer
  • Barbecue grill

Explore the area

View map
Islamorada, FL
  • Place, Florida Keys Brewing Co.
    ‪14 min walk‬
  • Place, Theater of the Sea
    ‪6 min drive‬
  • Place, Bud n' Mary's Dive Center
    ‪7 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)

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 - please feel free to contact us for 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 #: 25-0278 - 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Islamorada

Located on the waterfront, this holiday home is in Matecumbe, a neighbourhood in Islamorada. Hurricane Monument and Indian Key Historic State Park are local landmarks, and some of the area's activities can be experienced at Islamorada Brewery & Distillery and Florida Keys Brewing Co.. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Islamorada, FL

What's nearby

  • Islamorada Brewery & Distillery - 6 min walk - 0.5 km
  • Florida Keys Brewing Co. - 14 min walk - 1.2 km
  • Windley Key Fossil Reef Geological State Park - 6 min drive - 5.0 km
  • Theater of the Sea - 6 min drive - 5.3 km
  • Bud n' Mary's Dive Center - 7 min drive - 4.7 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
  • ‪Islamorada Fish Company - ‬17 min walk
  • ‪The Trading Post - ‬8 min walk
  • ‪Bayside Gourmet of Islamorada - ‬12 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.

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

No, pets are not allowed at this 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. 115 out of 118 reviews
Rating 8 - Good. 3 out of 118 reviews
Rating 6 - Okay. 0 out of 118 reviews
Rating 4 - Poor. 0 out of 118 reviews
Rating 2 - Terrible. 0 out of 118 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Keith M.

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

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

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

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

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

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

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

Ashley F.

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

Islamorada beauty

The stay at this property was just amazing! Beautiful home that was very clean and had beautiful views. We spent everyday in the pool and it had the perfect setup for the boats. We will definitely stay again! Chausey, is amazing and his homes are perfect for a stay in islamorada!
Stayed 7 nights in Jun 2023

10/10 Excellent

Donna M.

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

Convenient

Everything about this property was convenient from location to accommodations. Property management was especially accommodating and was on top of everything. Have stayed in more that 10 different rentals over the years in the area and this was our favorite by far.
Stayed 7 nights in Jun 2023

10/10 Excellent

Rhonda F.

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

Perfection on Islamorada

This house was perfect for my family of 9 adults! The location is excellent, walking distance to a lot of bars and restaurants. Dock is perfect for boat rental. House is spacious, clean and nicely furnished. Owners were so nice and available to answer questions. I will book again next time in the Keys!
Stayed 7 nights in Mar 2023

10/10 Excellent

Lindsay S.

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

Villa Paradise

This home is one of the best places we have rented in Islamorada. The location is right in the middle of everything. The view is spectacular with easy access to the bay. We were able to keep our 36' Pursuit right our front. The canal has an amazing family of manatee that we saw every day as well as the kids had a blast catch/release fishing from the dock. The home is very well appointed and had everything we needed for an amazing week. Very clean and neat! We will returning next year!
Stayed 7 nights in Mar 2024

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

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

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

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

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

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

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

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

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

Brian S.

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

Wedding in the Keys

My daughter got married in Islamorada (Destination wedding) and we needed a large home to accommodate family. This place was perfect. We had a boat and 2 jet skis and the dock accommodated all very easy. The house is well stocked and had paddle boards and sea kayaks. The young people loved them. We saw Manatees everyday at the dock, dolphins even came in one day. Beautiful home made for a grand wedding and vacation. Thank you!
Stayed 7 nights in Feb 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

cary c.

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

Amazing VRBO!

I cannot say enough good things about this house. I had my family and friends down this past week, and we had a wonderful vacation. The house was very nice, and the amenities were terrific. It is set up perfectly to host a large group in Islamorada. They thought of everything you would need. If you like to fish this is the PERFECT place to stay. Washdown equipment, floating dock, and large freezer- if you need it, this place has it. And the location is perfect. Need to stop at Bass Pro in the am? No problem, it's a 5 min idle. We will definitely be staying here again. Lastly, Chausey, the manager, is amazing. Super responsive and professional in all respects. It's expensive, but like most things in life, you get what you pay for, and this place delivers.
Stayed 7 nights in Dec 2024

10/10 Excellent

Shannon N.

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

Came for a wedding … wish we could stay a lifetime!

I can’t say enough GOOD things about this home and the wonderful owner! The communication was amazing always a quick response!!! The house was a dream!!! Set up perfectly for a trip with friends for a wedding!!! So close we could walk everywhere if we wanted!!! We had manatees visit on 2 different days and it was a highlight for me for sure!! Do yourself a favor and book this home!!
Stayed 7 nights in Dec 2024

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