6 Best Vacation Rentals With Boat Dock In Islamorada, Florida


If you desire to visit a place with blue waters, amazing wildlife, tasty seafood, fun encounters, and gorgeous sunsets in Florida, then make Islamorada a priority. In this oasis of breathtaking scenery, you can let go and enjoy every minute of your vacation. The picturesque village is a water sports paradise. Visit Robbie’s Marina of Islamorada and engage in offshore fishing, snorkeling, kayaking, and feeding tarpons. Hire a glass-bottom boat on the same site to explore the coral reefs and fish species. At Theater of the Sea, you can swim with dolphins. The conservation park was established in 1946 and is home to nurse sharks, sea lions, turtles, and dolphins. To help you relax in comfort and explore the village with ease, we’ve listed down some prime holiday rentals in the area. Continue reading to know about the best vacation rentals with boat dock in Islamorada, Florida.

1. Spacious townhouse with pool (from USD 240)

Immerse yourself in relaxing vibes by residing in this chic and spacious townhouse for four guests. You’ll fall in love with its modern conveniences. In the living room, you’ll find an HDTV and in the kitchen, there’s a Samsung refrigerator. Watch manatees swim by from the deck or take quiet walks on the private beach area for a relaxing time.

The boat slip in front of the townhouse is available for rent. Besides that, you can take full advantage of the heated swimming pool, fish cleaning station, and tennis court while staying in the rental.

Waterfront Townhouse in Islamorada with Boat Slip
Islamorada, Florida, United States
62 reviews  Wifi Available
Entire townhouse 4 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
also the pool is huge heated and with plenty of lounge chairs
very clean space beautiful townhome
the place was very clean and nicely decorated
the condo was very clean spacious and well stocked
the townhouse was extremely clean and comfortable
the pool was beautiful clean and refreshing
claire was a wonderful host and she has a lovely home
claire is a wonderful host that exceeded expectations
claire is a very good host and answered very quick when i had questions
claire was an amazing host that was quick to respond and clarify any questions i had
highly recommend this rental and this host
the location is perfect
nice townhome with great location
great central location in the keys
so close to our new favorite restaurants
the location of claire’s place was perfect
Read more reviews

2. Modern dwelling for six guests (from USD 345)

If you love staying in the lap of luxury, then this house will not disappoint. It’s situated in a safe, gated community, and is ideal for kids. With high-speed Wi-Fi, all of the six guests staying here can stream and download videos with ease.

The house’s privately owned boat dock is available for hire. Aside from that, the house features a gas barbecue grill, bikes, and three televisions.

Lujoso hogar lejos del hogar en Amazing Anglers Reef con deslizamiento de barco disponible
113 reviews  Wifi Available
House 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
we loved the porches and the well-stocked kitchen was great for dinner prep
comfortable beds and well equipped and organized kitchen
safe gated community with nice pool and the townhouse was comfortable
but also have great views of the ocean nice pool and quiet and restful location
very clean and well equiped
very clean and well equipped too
very clean organized everything you need
it's modern clean and comfortable
pool was also spotlessly clean and a wonderful temperature
great response from owner
the management is very responsive
the owner was easy to communicate with and extremely kind and helpful
property staff was on top of everything and made sure the trip was a joy
and jo was a great host very responsive and helpful
beautiful location and perfect house for our christmas 2019 weeklong stay
great house great location and great time
the neighborhood pool and beach are close by and excellent for young children
totally happy with the location we barely left islamorada lots of restaurant options close by
excellent location in the keys
Read more reviews

3. Bay Harbour Starfish (from USD 314)

Bay Harbour Starfish, a luxurious three-bedroom condominium, is spacious enough for six guests. As it’s set facing the Atlantic Ocean, you wake up to lovely water views each morning. Also, it has a 30-ft (9-m) boat slip where you can park your boat.

Watch boats ply by while dining on the screened-in patio. Make good use of the heated pool and hot tub if you’re looking to soothe your body after a day’s travels. A well-equipped gym is available on the property as well.

Condominio de lujo de 3 dormitorios con vista al puerto con vista al mar, deslizamiento de botes, comodidades
52 reviews  Wifi Available
condo 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
very nice condo decor furniture and beds
everything in this condo is first class with excellent quality furniture beds kitchen appliances and more
everything in this condo is first class with excellent quality of furniture beds kitchen appliances and more
there were plenty of lounge chairs tables and umbrellas to relax and stay out of the sun
we enjoyed the extras = bicycles fishing poles and beach/pool toys
clean and new inside
immaculate condo - fresh clean and luxurious decor
the place is super clean and beautiful
condo was beautiful clean and had everything we needed
the pool was very quite and clean as well
lee was super helpful and a great host
first off the owners were super helpful and responsive
the landlord was very helpful throughout the process and always responded quickly
thank you to the owners for allowing their beautiful condo to be rented
the owners were in communication prior to our trip and made the experience excellent
we enjoy the location but especially enjoy the complex
it is in a beautiful location
we were close to all the great restaurants and sight seeing
the location is quiet peaceful & beautiful
the property is very nice and in great location
Read more reviews

4. Happy Tarpon (from USD 545)

Happy Tarpon is tucked away in central Islamorada. Measuring 2,400 sq. ft. (223 sqm), this house is sizeable enough to accommodate up to 6 people. Among its features is a deep-water dock. A 28-ft (8.5-m) boat can be parked at the dock. Next to the boat dock is a fish cleaning table that’s supplied with fresh water.

That’s not all, a heated pool, free Wi-Fi, and a full kitchen are other amenities provided here.

Islamorada HappyTarpon House:Private Heated Pool - Private Boat Dock- Family Fun
Islamorada, FL, US
6 Guests 3 Bedrooms 3 Bathrooms

5. Stylish abode with bicycles (from USD 219)

Tucked away in a quaint community, this house for 10 people lets you enjoy a mix of luxury and relaxation. It gives you access to a private community beach where you can swim and get a tan all day long. If you enjoy cooking, there’s a fully updated kitchen with a dishwasher, coffeemaker, and stove at your disposal.

That’s not enough, the property has a boat dock, two bathrooms, and fast Wi-Fi. The young guests will especially take delight in the bicycles, foosball table, Xbox 360, and mini basketball hoop offered on the property.

Spacious Home in Islamorada with boat dock, private beach, & Fast
Islamorada, FL, US
10 Guests 3 Bedrooms 2 Bathrooms

6. Peaceful condo with stunning views (from USD 250)

Stay in this three-bedroom condo where you can wake up to lovely views of the marina and ocean every day. Furthermore, you’ll be in a quiet gated community with welcoming neighbors. If you’re bringing your boat, there’s a 30-ft (9-m) boat slip ready for use.

To help you relax, a community pool, hammock, and picnic table are provided. Being a monthly rental, this condo is perfect for a long-term vacation in Islamorada.

Condominio frente al mar en Islamorada con deslizamiento de barco
5 reviews  Wifi Available
condo 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
perfectly located in central islamorada near dining and music
this property was the absolute perfect location in islamorada
great location in islamorada with nice ocean view
Read more reviews

Islamorada: a must-visit destination in Florida

A trip to Florida is incomplete without visiting Islamorada. From delicious seafood to fun outdoor adventures, the village is prepared to make your holiday special. Check out any of the above vacation rentals if you want to enjoy a blend of restful stays with thrilling water sports.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Allen Muriuki is a travel writer and an avid traveler. He writes to inspire, guide, educate, and entertain. During his free time, he enjoys reading, traveling the world or watching football.

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