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5 bedroom - Deep Dockage & Heated Pool in Islamorada.

Waterfront vacation home with private pool and kitchen

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

Outdoor pool, a heated pool
Interior
Exterior
Property grounds
Interior
In the heart of Islamorada Village, this Bayside house offers a perfect blend of relaxation and adventure. Take a short walk to famous Lorelei Cabana Bar & Restaurant or unwind in the heated pool overlooking partial ocean views.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 10204 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill
  • Kitchen

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Property amenities

Beach

  • Beach loungers

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In the city center
  • Near a hospital
  • Near a zoo
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Heated pool
  • Kayak
  • Paddleboard
  • Water sports equipment
  • Birdwatching nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,200 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Absolutely no smoking

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Dock Pool 5 Bedroom Waterfront Perfect 2 Families House
Dock Pool Islamorada 5 Bedroom Waterfront Perfect 2 Families
Dock Pool 5 Bedroom Waterfront Perfect 2 Families
Dock Pool 5 Bedroom Waterfront Perfect 2 Families House
Dock Pool Islamorada 5 Bedroom Waterfront Perfect 2 Families
Dock Pool 5 Bedroom Waterfront Perfect 2 Families House
Dock Pool Islamorada 5 Bedroom Waterfront Perfect 2 Families
Dock Pool 5 Bedroom Waterfront Perfect 2 Families
Deep Dockage Pool in Islamorada
Deep Dockage Pool in Islamorada.
Deep Dockage & Heated Pool in Islamorada. Islamorada
Deep Dockage & Heated Pool in Islamorada. Private vacation home

About the neighborhood

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
  • History of Diving Museum - 2 min drive - 2.0 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.

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 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.

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Reviews

5 bedroom - Deep Dockage & Heated Pool in Islamorada. Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 117 out of 120 reviews
Rating 8 - Good. 3 out of 120 reviews
Rating 6 - Okay. 0 out of 120 reviews
Rating 4 - Poor. 0 out of 120 reviews
Rating 2 - Terrible. 0 out of 120 reviews

Reviews

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

Keith M.

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

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

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

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

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

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

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

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

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

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

Mary B.

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

Mini Season 2024

Amazing stay!
Stayed 7 nights in Jul 2024

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

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

Keith C., Lake Mary FL

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

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

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

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

Rich L., West Chester, PA. USA

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

Great house and location

Perfect home for family. Loved the location. The pool was terrific! We caught fish off the dock, saw the manatees each day, kayaked and paddle boarded. Overall an outstanding experience.
Stayed 7 nights in Dec 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