Entire home

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

Waterfront vacation home with private pool and kitchen

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

Outdoor pool, a heated pool
Interior
Property grounds
Exterior
Marina

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 102200 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Islamorada, FL
  • Place, Keys History & Discovery Center
    ‪5 min walk‬
  • Place, Islamorada Brewery & Distillery
    ‪6 min walk‬
  • Place, Florida Keys Brewing Co.
    ‪14 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪50 min drive‬

Room options

About the neighborhood

Islamorada

Located in Matecumbe, this vacation home is within a 10-minute stroll of sights such as Keys History & Discovery Center and Islamorada Brewery & Distillery. The vacation home includes a private pool, a kitchen, and a balcony.

What's nearby

  • Keys History & Discovery Center - 5 min walk - 0.3 miles
  • Islamorada Brewery & Distillery - 6 min walk - 0.4 miles
  • Matecumbe United Methodist Church - 9 min walk - 0.5 miles
  • Florida Keys Brewing Co. - 14 min walk - 0.8 miles
  • History of Diving Museum - 1 min drive - 1.1 miles

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
  • ‪Bayside Gourmet of Islamorada - ‬12 min walk
  • ‪The Trading Post - ‬8 min walk

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
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a balcony, and there's space to spread out with 5 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a coffee maker.

Similar properties

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

  • No elevator
  • 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 (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,200 square feet

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
Information provided by the property may be translated using automated translation tools

Rules

Absolutely no smoking

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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 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 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

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

Frequently asked questions

What's there to see around this vacation home?

This vacation home is situated in Matecumbe within a 10-minute walk of Islamorada Brewery & Distillery and Keys History & Discovery Center. You'll also find Florida Keys Brewing Co. and MoradaWay Arts & Cultural District less than a mile away.

Will I be able to park at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is an outdoor pool.

Is 5 bedroom - Deep Dockage & Heated Pool in Islamorada. good for couples?

This waterfront vacation home offers many amenities for couples such as a private pool, private pools in some accommodations, as well as an outdoor pool.

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

No, but this vacation home does have a heated pool.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

No, there aren't connecting rooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Marathon, FL (MTH-Florida Keys Marathon), which is about 29.7 mi away.

Can I book a room with a balcony at 5 bedroom - Deep Dockage & Heated Pool in Islamorada.?

Yes, every accommodation at 5 bedroom - Deep Dockage & Heated Pool in Islamorada. comes with a balcony with some featuring ocean or golf course views.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 118 out of 121 reviews
Rating 8 - Good. 3 out of 121 reviews
Rating 6 - Okay. 0 out of 121 reviews
Rating 4 - Poor. 0 out of 121 reviews
Rating 2 - Terrible. 0 out of 121 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Peter O.

Liked: Cleanliness
We stayed at this property over the Christmas holidays (2025) and cannot say how happy we were with the house, owner, and location.Location: We explored other Keys but found this location to be perfect. Near Publix, restaurants (although we ate in most nights), Lorelei was just down the block, and less than a two hour drive from Miami International. House: very clean and spacious. Plenty of bedrooms that fit our family (my wife and I, four grown children and two significant others). The kitchen was well equipped (with additional items added by the owner after we inquired). We used the pool everyday and our kids fished off the dock everyday (and we also saw a mother and baby manatee).Owner: Chausey was great. She was extremely responsive and added items upon inquiry (Christmas tree, roasting pan). Thanks Chausey!It was such a hit with our family, we hope to stay here again next year!
Stayed 10 nights in Dec 2025

10/10 Excellent

Karen Ann B., Medford New Jersey

Liked: Cleanliness
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

Diana W.

Liked: Cleanliness
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

Gary M.

Liked: Cleanliness
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

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
Fantastic house and property! Wonderful location! Would definitely stay here again.
Stayed 7 nights in Jul 2025

10/10 Excellent

mike c.

Liked: Cleanliness

5-Star

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

10/10 Excellent

Keith M.

Liked: Cleanliness
Wonderful location.
Stayed 7 nights in May 2025

10/10 Excellent

Bill L.

Liked: Cleanliness
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

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

Another great year!

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

10/10 Excellent

Lindsay S., Burtchville, Michigan

Liked: Cleanliness

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

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., Wilmington, NC

Liked: Cleanliness

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

Julie L.

Liked: Cleanliness

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

Brian S., Powder springs Ga

Liked: Cleanliness

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

Karen R.

Liked: Cleanliness

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

Linda B.

Liked: Cleanliness

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

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

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

Sam P.

Liked: Cleanliness

Great host, perfect location, & amazing stay in Islamorada

We had an amazing week at Manatee Bayside Dock House! The home was impeccably clean and linens were fresh and new. The views are unbeatable, and the boat dock was a major perk, as we trailered our own boat. We spent the week enjoying boating, fishing, paddle boarding, kayaking and dipping in the pool. We walked everywhere- restaurants and local shops- the location cannot be beat! We met some local friends too- manatees, sharks, and iguanas. We are looking forward to our next adventure with @SwaySouth rentals! Thanks for an amazing week.
Stayed 7 nights in Nov 2024

10/10 Excellent

Chris T.

Liked: Cleanliness

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

Mini Season 2024

Amazing stay!
Stayed 7 nights in Jul 2024

10/10 Excellent

Marian F., USA

Liked: Cleanliness

Amazing stay

We had an amazing stay with our annual family vacation! There was a total of 10 of us, kids included. We have plenty of room for all of us. The house had very nice water views. We trailed our 27’ boat and the dock area was perfect! Deep enough area to get the boat in/out of without worrying about the tides. The kids kept occupied with the kayaks and paddle boards. Manatee visited several times during the week! The house is conveniently located to restaurants and the local Publix! The beds were very comfortable. Our check-in/check-out was flawless. We will definitely stay there again!!
Stayed 7 nights in Jul 2024

10/10 Excellent

LORI W.

Liked: Cleanliness

Perfect 3 Family Home

With 3 master suites plus 2 bdrms, this house is perfect for our entire family! Spacious main living area- beautiful water view! Deep water dockage & easy access are great. Another beautiful family vacay ! Owner very responsive.
Stayed 7 nights in Jun 2024