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

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Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

5 bedrooms4 bathroomsSleeps 102200 sq ft

Popular amenities

Parking available
Pool
Washer
Air conditioning
Kitchen
Dryer

Explore the area

Islamorada, FL

Florida Keys Brewing Co.
‪14 min walk‬
Bud n' Mary's Dive Center
‪4 min drive‬
Theater of the Sea
‪4 min drive‬
Marathon, FL (MTH-Florida Keys Marathon)
‪39 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 - 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 manager

chausey dickinson

Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Pool

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

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Ocean view
Pool
Kitchen
Washer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0-17

Events

No events allowed

Pets

No pets allowed

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

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

About the neighborhood

Islamorada

Located on the waterfront, this vacation home is in Matecumbe, a neighborhood in Islamorada. Keys History & Discovery Center and MoradaWay Arts & Cultural District are cultural highlights, and some of the area's landmarks include Hurricane Monument and Indian Key Historic State Park. Be sure to check out the area's animals with activities such as game walks and birdwatching.

View more Vacation Homes in Islamorada

Islamorada, FL

What's nearby

Islamorada Brewery & Distillery - 6 min walk - 0.6 km
Florida Keys Brewing Co. - 14 min walk - 1.2 km
History of Diving Museum - 19 min walk - 1.6 km
Bud n' Mary's Dive Center - 4 min drive - 4.0 km
Theater of the Sea - 4 min drive - 4.3 km

Getting around

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

Restaurants

‪Lorelei Restaurant & Cabana Bar - ‬2 min walk
‪Islamorada Fish Company - ‬17 min walk
‪Square Grouper - ‬3 min drive
‪Green Turtle Inn - ‬19 min walk
‪Florida Keys Brewing Co. - ‬14 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.?

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.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Jeff P.

Mar 22, 2025

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.

Mar 18, 2025

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

Julie L.

Mar 13, 2025

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

Brian S.

Feb 25, 2025

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

Karen R.

Jan 20, 2025

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

Linda B.

Jan 4, 2025

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.

Dec 22, 2024

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.

Dec 17, 2024

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

Sam P.

Dec 2, 2024

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

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.

Sep 5, 2024

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.

Jul 27, 2024

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

Mini Season 2024

Amazing stay!

Stayed 7 nights in Jul 2024

10/10 Excellent

Marian F.

Jul 14, 2024

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

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.

Jul 6, 2024

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

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

10/10 Excellent

Scott W.

Jul 3, 2024

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

Another Amazing Stay!

This is our 2nd year in a row staying in one of Chausey’s properties, and like last year, it was once again perfect! From booking, to check-in through check out, Chausey’s communication & support was on point, ensuring we had everything for an amazing stay. The house is immaculate & fully stocked, and whether fishing, diving, relaxing, or catching happy hour or dinner at one of the nearby restaurants & breweries, the location cannot be beat! And for the boaters - the basin is deep, protected, with a great dock, cleaning station, and shed with deep freezer for all the gear. The host & house has our highest recommendation…..we will absolutely be booking again!

Stayed 7 nights in Jun 2024

10/10 Excellent

John A.

Jun 15, 2024

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

Great location

Great location and great property

Stayed 7 nights in Jun 2024

10/10 Excellent

Erica L.

Jun 8, 2024

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

Great location

We spent my 50th birthday and celebrated our son’s high school graduation. The house was perfect for 2 families with teenagers as everyone had their own space. It accommodated our boat and need to be in the middle of all the action as well as access to the water. The pool was an added bonus! Will definitely recommend this property and come back.

Stayed 7 nights in Jun 2024

10/10 Excellent

Lindsay S.

Apr 10, 2024

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

Michelle M.

Feb 1, 2024

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

John L.

Jan 15, 2024

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

Islamorada 2024

This property is exactly as described and an excellent find. Everything worked which is not the norm for the keys. I give it the best recommendation I can, I’ll be renting it again in the future.

Stayed 7 nights in Jan 2024

10/10 Excellent

Kathryn H.

Jan 7, 2024

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

Rich L., West Chester, PA. USA

Jan 2, 2024

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

Robert W.

Nov 27, 2023

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

Keith C., Lake Mary FL

Jul 29, 2023

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

Nanci H.

Jul 8, 2023

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

beautiful home in a gorgeous setting

loved this property- wonderful location! beautiful home and terrific communication with Chaucey! wud recommend having some sort of drawer space in bedrooms, otherwise all is perfect!

Stayed 7 nights in Jul 2023

10/10 Excellent

Ashley F.

Jul 1, 2023

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

About the host

Hosted by chausey dickinson

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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5 bedroom - Deep Dockage & Heated Pool in Islamorada.

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

Reviews

Popular amenities

Explore the area

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

Bedroom 5

Master Suite 1

Master Suite 2

Master Suite 3

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

About this property

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

Property manager

Languages

Add dates for prices

Amenities

Have a question?

Similar properties

7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks

7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks

House Rules

Children

Events

Pets

Smoking

Important information

You need to know

About the neighborhood

Islamorada

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

10/10

10/10

10/10

10/10

Reviews

10/10 Excellent

Jeff P.

Fantastic Host, Absolutely Perfect Property for my Family!!

Jeff P.

10/10 Excellent

Rae S.

Favorite Place to Stay

Rae S.

10/10 Excellent

Julie L.

Spectacular Spring Break

Julie L.

10/10 Excellent

Brian S.

Wedding in the Keys

Brian S.

10/10 Excellent

Karen R.

Winter Getaway

Karen R.

10/10 Excellent

Linda B.

Best Family Vacay!

Linda B.

10/10 Excellent

cary c.

Amazing VRBO!

cary c.

10/10 Excellent

Shannon N.

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