Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly

Islamorada, Florida
$1183 avg/night
Minimum Stay 7 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 7 nights

Min Stay

Welcome to Islamorada- the Fishing Capital of the World.

Oceanfront living doesn't get better than this. In the heart of Islamorada, this vacation home is located on the exclusive Millionaire's Row street. Once you enter into the private oceanfront estate, you have arrived in paradise!

The house has two levels which are accessed via the outside staircase.

The main floor is upstairs where you will find the living room, dining room, kitchen, laundry room and sun room with spectacular ocean views. There is also a reading nook in the sunroom with a small book library. Also upstairs is a master bedroom with a king bed, TV, and en suite bathroom. The second bedroom has two full size beds and a TV. There is a hall bathroom with a bathtub and separate shower. For the coffee lovers, we have provided a coffee bar. You can choose to make your coffee with a standard coffee pot, a Keurig, or a Nespresso machine. Enjoy!

The first floor, patio level, boasts two bedrooms. The first spacious bedroom which is steps away from the pool and has an ocean view, features a king bed, a twin bed, TV, and a small refrigerator. The second bedroom has two full size beds and a TV. Both bedrooms share a large bathroom with a shared closet.

On a hot day in the Florida Keys, it is nice to take a swim in the pool overlooking the Atlantic Ocean. The pool can be heated in the winter months at no additional charge. There are plenty of chaise loungers if you'd prefer to relax and catch some rays.
The kids will have a great time playing in the sand and building sand castles with the sand toys provided. You can always take up a game of ping pong under the covered patio.
And of course, you'll probably want to take a dip in the ocean. The water is shallow so you can walk right in over the seawall and go for a swim. Depending on the tide, there could be some seaweed.

Named for its stunning 350 foot pier, be sure to be on the lookout for the many fish and sea creatures in the ocean as you walk to the end.

For your convenience, we provide:

Inside the house:
- Ceiling fan in each bedroom, living room, and sun room
- Smart TVs with 300+ channels
- Hair dryer in each bathroom
- High speed Internet with WIFI
- Each bathroom has a pump bottle of shampoo, conditioner, and body wash.
- Welcome supplies pack of paper towels, toilet paper, small dish soap, and kitchen sponge.

Outdoors:
- 2 kayaks with life jackets
- Outdoor gas bbq and charcoal bbq
- Outdoor bait freezer
- Ping-pong table
- Sand toys for the children

** Sleeps 10
** 7 Night Minimum / Saturday to Saturday Only**
** Pets permitted with prior approval**

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    3 Total Pets Pet Friendly Service Animals Exempt From Fees
  • BEACH

    Beach Sun Loungers Beach Towels On The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Barbecue Grill Fenced Yard Garden Outdoor Furniture Patio
  • POOL/SPA

    Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    3 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Fitness Facilities Nearby Jet Skiing Nearby Kayak On Site Kayaking Nearby Marina Nearby Rafting Nearby Sailing Nearby Snorkeling Nearby Swimming Nearby Water Sports Equipment Water Tubing Nearby
  • ENTERTAINMENT

    Books DVD Player Stereo Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Ceiling Fan Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Children's Toys Highchair Playground Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near The Ocean Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 07:00 PM CheckOut Check-out : 07:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Stephen P.

    Submitted Mar 8, 2026

    Stayed Feb 28, 2026

    The property and scenery are beautiful . The location is ideal as it is a short drive to Founders Park and to many nice restaurants . Our 13 year-old son loves to fish. He was able to catch numerous different types of fish from the 300 foot pier . The property manager is very helpful and responsive. I would say that this property is hard to beat if you are looking for an oceanfront property in the Florida Keys . It is a good value for what you get .

  • David F.

    Submitted Mar 7, 2026

    Stayed Feb 21, 2026

    This is an awesome house. Everything you need is right there. Heated pool, beach, dock and incredible view. We loved it and would stay again. A week was not enough.

  • Dennis K.

    Submitted Feb 18, 2026

    Stayed Feb 7, 2026

    Everything was as expected it was beautiful

  • Barbara W.

    Submitted Jan 3, 2026

    Stayed Dec 27, 2025

    Nice house and lovely heated pool and long dock for fishing. Both Shanie and JP (care taker) were easy to contact and responsive to all our questions. We enjoyed our stay.

  • Phil C.

    Submitted Dec 29, 2025

    Stayed Dec 13, 2025

    We found the entire home and grounds extremely clean and well maintained. Location was great for morning sunrises and private beach access. Communications with check-in were timely and very easy. We even received a call on our way to the property to help us with our arrival. Thanks so much for the included amenities of two grills, ping pong table, toys, heated pool and two kayaks. Our only regret was that we didn't book a longer stay. We hope to come back.

  • Bobby Q.

    Submitted Dec 17, 2025

    Stayed Sep 6, 2025

    Relaxing location

  • Ryan U.

    Submitted Nov 30, 2025

    Stayed Nov 22, 2025

    If you are comfortable staying at a home that was partially renovated approximately 10 years ago (as cheaply as possible) and where you get the bare minimum of everything (TP, paper towels, towels, etc.), then this could be the place for you. It’s not the worst place I’ve ever rented and stayed, but it’s not even middle of the road. On the plus side, the host (JP) was friendly, responsive, and helpful.

  • Orlam S.

    Submitted Nov 12, 2025

    Stayed Nov 1, 2025

    This place is AMAZING! Everything was perfect and the property manager was fantastic! I highly recommend this house, it is paradise!

  • Renee G.

    Submitted Oct 11, 2025

    Stayed Oct 4, 2025

    We had a great time!

  • Nancy G.

    Submitted Aug 14, 2025

    Stayed Aug 2, 2025

    Our family has stayed here several times. The property is great and the fishing is fabulous. It’s our home away from home once a year. I enjoy preparing family meals in the updated kitchen. All the tools are available. The maintenance staff are great and respond quickly if needed The peacocks come to visit daily hoping you left a crumb. We can’t wait to visit next year.

  • Lisa H.

    Submitted Jun 26, 2025

    Stayed May 3, 2025

    Hot water did not work, smell was terrible, broken bathroom sink handle, gate left opened and my dogs could of got to the main road and hit.

  • Gwendolyn J.

    Submitted Jun 23, 2025

    Stayed Jun 14, 2025

    We enjoyed our time at this property and the Keys. The home was clean, well stocked, and had beautiful views. The smell from the sargassum algae was significant during our stay. We were aware of it from reading the reviews. We were not able to get in the ocean because of it which was disappointing. However, we knew this is was possibility due to the time of year that were would be visiting. The property manger was kind and quickly got back to us when we had a question. There are two separate sleeping spaces upstairs and downstairs. If you have someone who struggles with mobility that could be an issue since the kitchen and living space are upstairs. We enjoyed the space split plan. Everyone was able to have their own corner. The outdoor space was our favorite part. There was always a shady place to sit and enjoy the breeze. The pool was clean and a great place to cool off. Overall, we had a great stay.

  • rich w.

    Submitted May 24, 2025

    Stayed May 17, 2025

    I’ve been coming down to the upper keys for years and this was by far the best property yet. Some have ocean, some have docks, some you can go out in the ocean from shore and some you can’t. This one has amazing ocean views, swim from shore ocean and a dock to fish or dock your boat. Even caught a couple tarpon and cuda off the dock. House was clean and exactly as described. On my short list of go to properties for the future.

  • Jennifer O.

    Submitted Mar 31, 2025

    Stayed Mar 8, 2025

    Would definitely stay here again. Absolutely peaceful and amazing and exactly what we needed! JP was extremely helpful, friendly and amazing as well. Great place

  • marcy w.

    Submitted Mar 29, 2025

    Stayed Mar 22, 2025

    Oceans views for miles! Great pool.

  • Elizabeth G.

    Submitted Mar 22, 2025

    Stayed Mar 15, 2025

    Great location and property! Very helpful property manager

  • David L.

    Submitted Mar 19, 2025

    Stayed Mar 1, 2025

    What a great house in a perfect location. The pool, private pier, beach and outdoor entertainment area are enough to stay busy all day. Great kitchen with sweeping views.

  • Kristina K.

    Submitted Jan 14, 2025

    Stayed Dec 28, 2024

    We were fortunate to get just one day of rain, and otherwise had wonderful weather, which was great because the outdoor space at this property is wonderful. There is a large area to play soccer or throw a ball, as well as beach, long and low dock, and kayaks to use. The outside space is truly what makes this house special. The location is very good and easy to get to -- you're just a handful of miles from some of the more touristy things in Islamorada, making this a quiet spot that still has good access to some of the more touristy attractions.

  • Barbara L.

    Submitted Dec 28, 2024

    Stayed Dec 21, 2024

    We had the best week at Shanie's lovely house! Location is even prettier in person!! The pool was always warm and clean, thanks to JP. We would definitely visit again.

  • Julie B.

    Submitted Dec 11, 2024

    Stayed Nov 23, 2024

    This house is fantastic! perfect for 3 generations.

  • Tina C.

    Submitted Nov 9, 2024

    Stayed Nov 2, 2024

    My husband, 3 boys (14,12 and 10) and myself stayed here for a week in November. The home and property are beautiful! Even though there are neighbors it feels so private. The kids loved swimming in the pool and looking for stingrays and fish in the ocean. They also had fun fishing off the pier/ dock. The hardest part was picking which restaurant to try every day. Definitely hope to be back, and soon!!!!

  • Kelly H.

    Submitted Oct 10, 2024

    Stayed May 11, 2024

    Absolutely wonderful property! Can’t wait to book again!

  • Christina K.

    Submitted Oct 8, 2024

    Stayed Sep 28, 2024

    7 adults and 1 toddler stayed in this house and we loved it! The home is tucked away so that you have maximum privacy from neighbors (quiet solitude). The pier was perfect for fishing and looking a fish, stingray, turtles, and baby sharks. We caught some great sunrises out there too! We enjoyed watching the peafowl and other birds, along with the lizards, hermit crabs, and iguanas. The pool was perfect, with seating ledges. Plenty of comfortable outdoor seating available! Crew came to clean it twice while we were there. We loved the outdoor towel rack, a second would have been even better! You also have your own private beach, water is shallow. Only drawback is the amount of seaweed and trash along the shore (not something the host can control though, you'll experience this at any ocean side beach in the keys). We often were cleaning up cut aluminum cans and glass before the toddler could go to the beach. If you have children, be prepared for this. Kayaks were great entertainment as well. Kitchen is equipped with all the gear you need. Beach and bath towels are provided. Plenty of closet space and hangers to put your things. Grocery stores are close by. One of the cleanest vacation homes we've stayed in! Listing was perfectly accurate. All adults said they would stay here again. Toddler approved it too. Oh...and check your email spam folder (not vrbo) for the check-in details :-)

  • Heather G.

    Submitted Aug 26, 2024

    Stayed Aug 17, 2024

    The house was everything we needed and more. The pier was amazing to fish off, in the water we snorkeled for hours, and the pool water was amazing and was the perfect size for marco polo. The house manager John was so nice and very attentive; he responded to our text immediately. l def recommend this house and we plan to return next year for hopefully longer than 7 days!

  • Candace S.

    Submitted Jul 30, 2024

    Stayed Jul 20, 2024

    Everything was perfect. Peaceful and relaxing stay and the property met everyone’s needs. We would definitely stay here again!

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Total

Includes taxes and fees
$1,009+
View details