My Paradise - Oceanfront Home with Beach & Dockage

Florida Vacation Rentals By Owners
  • House1517 Sq. Ft.
  • Sleeps6
  • Bedrooms3
  • Bathrooms2
  • Minimum Stay27 - 30 nights

PROPERTY Description

Minimum Rental: 28 Days "My Paradise" is an oceanfront beach house with protected dockage and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare find in The Florida Keys. From the moment you arrive, you'll know you made the right decision. Spend a month or longer, escape from the city or the snow and ice, relax and enjoy life. The home is built on a direct oceanfront lot with the most magnificent views you can imagine. MY PARADISE is a comfortably furnished stilt home designed to take full advantage of the unobstructed ocean views. This home "lives" outside. The master suite and living area open to an oversized deck. A wall of glass doors by the dining area folds open to completely expose the interior living space to the outside. You can enjoy the sea breezes while preparing your meals, relaxing in the living room or enjoying a meal at the dining table. When you want to be outside, there is a dining table, rattan conversation area with tea table, oversized cushioned wooden lounge chairs and a gorgeous round table with an umbrella. 

The master suite is located on the beach side of the house. Have breakfast in the king bed or read your morning paper while enjoying the ever-changing ocean views. The bath features double vanities, walk-in shower and raised toilet. The other two bedrooms are located on the street side of the home. One features a king bed and the other twin beds. The guest bath is located between them and easily accessible from the living area. There is a TV in every bedroom. The central part of this home includes the living, dining and kitchen areas, and features a vaulted ceiling. The living area is furnished with a comfy corner sectional sofa and several papa san chairs with ottomans for your relaxation pleasure. The kitchen offers plenty of counter space, a snack bar with stools and the dining area features a glass top table with 6 chairs for more formal dining - Keys style. This home is handicapped accessible and pet friendly. Dock your boat in the protected canal across the street. The dock is 30' and has electricity and water. This is a home you'll want to return to year after year. 

This property is professionally managed by Keys Holiday Rentals.


  • Oceanfront
  • White Sand Beach
  • 3 Bedrooms/2 Baths
  • 4 TV’s
  • Oversized Deck Overlooking Ocean
  • Handicap Accessible
  • Ramp
  • Inviting Tropical Decor
  • Central Air
  • Open Floor Plan
  • Sleeps Maximum 6
  • Fully Equipped Kitchen
  • Linens Included
  • Washer/Dryer
  • Refrigerator
  • Range/Oven
  • Dishwasher
  • Toaster Oven
  • Blender
  • Coffee Maker
  • Freezer
  • Gas Barbecue Grill
  • Concrete Seawall
  • 30’ Wood Dock
  • Kayak & Paddleboard 
  • Pet Friendly


  • Located at Mile Marker 74 on Lower Matecumbe
  • Convenient to Marathon and Islamorada
  • Convenient commute to Miami or Lower Keys
  • World Wide Sportsman
  • Shopping
  • John Pennekamp Coral Reef State Park MM 102.5 (Oceanside)
  • Founder's Park MM 87 (Bayside) with community pool, white sand beach, picnic areas, skateboard park, basketball court, driving range, and amphitheater
  • Islamorada Tennis Club MM 76.8 Bayside
  • Anne’s Beach MM 73 (Oceanside)
  • Long Key State Recreation Area MM 67.5 Oceanside
  • Key Colony Beach Golf & Tennis MM 53.5 Oceanside
  • Snorkeling and Scuba Diving
  • Windsurfing, Waterskiing, Wakeboarding
  • Kayaking, Sailing
  • Charter Boats for Deep Sea or Backcountry Fishing
  • Bike Trails
  • Movie Theaters
  • Gourmet or Casual Dining
  • Fabulous Waterfront Restaurants
Show More

  • 2 King Beds
  • 2 Twin Beds
  • Central AC
  • Ceiling Fans
  • Open Water Views
  • Large Oceanfront Deck
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Refrigerator with Ice Maker
  • Washer & Dryer
  • Cable
  • 4 TV's
  • Phone
  • WiFi
  • Handicap Accessible
  • BBQ
  • Kayaks
  • Elevator
  • Paddleboard
  • On Site Beach
  • Concrete Dock
  • On-Site Trailer Parking
  • Max 6 Vehicles
  • No Smoking
  • Pet Friendly



Rate Period Nightly Weekend Night Weekly Monthly
1st June, 2018 to 30th June, 2018

29 nights min stay
- - - $8,500.00
1st July, 2018 to 31st July, 2018

30 nights min stay
- - - $8,500.00
1st August, 2018 to 31st August, 2018

30 nights min stay
- - - $8,500.00
1st September, 2018 to 30th September, 2018

29 nights min stay
- - - $7,300.00
1st October, 2018 to 31st October, 2018

30 nights min stay
- - - $7,300.00
1st November, 2018 to 30th November, 2018

29 nights min stay
- - - $7,300.00
1st December, 2018 to 31st December, 2018

30 nights min stay
- - - $8,990.00
1st January, 2019 to 31st January, 2019

30 nights min stay
- - - $8,990.00
1st February, 2019 to 28th February, 2019

27 nights min stay
- - - $8,990.00
1st March, 2019 to 31st March, 2019

30 nights min stay
- - - $8,990.00
1st April, 2019 to 30th April, 2019

29 nights min stay
- - - $8,990.00
1st May, 2019 to 31st May, 2019

30 nights min stay
- - - $8,500.00
Additional information about rental rates:
  • Cleaning Fee $ 330
  • Property Damage Protection $ 1000
  • Tax Rate 12.5%
Owner's Cancellation Policy :
  • Notice of cancellation by Guest:  Notice must be in writing and sent by U.S. Mail OR email.  If sent by email, the email must be acknowledged by the staff at Keys Holiday Rentals.  The date of acknowledgement by Keys Holiday Rentals will determine the date of notice. 
  • $150 cancellation fee is charged if written notice is received 61 – 89 days prior to arrival. Balance is refunded minus non-refundable charges and pre-paid insurances – travel or accidental damage.
  • $300 cancellation fee is charged  if written notice is received 60 days or less prior to arrival AND we are able to find another tenant for the same time period minus the non-refundable charges and pre-paid insurances – travel and accidental damage.  
  • No refunds if written notice is received 60 days or less prior to arrival and we are not able to find another tenant for the same time period.   
  • No refunds for early departure for any reason.
  • Notice of cancellation by Keys Holiday Rentals:  If it becomes necessary for Keys Holiday Rentals to cancel a reservation due to unforeseen circumstances, Keys Holiday Rentals will notify Guest promptly and refund 100% of all deposits and payments except insurances.  Immediate notice will be given by phone and/or email and followed by written notice via Certified Mail to address on the Rental Agreement.
Notes :

Rate Details:

Rent is $7,850 to $8,990/month depending on the season. Monthly Rates are calculated from the 1st day of the month to the last day of the month. If your plans are for less than a month we may be able to help with other properties.  Please call the office.  Additional Charges: $330 departure cleaning fee; reservation fee 3.9% of base rent and 12.5% state and local taxes. Refundable Security Deposit: $1000 with accidental damage insurance or $3500 without. Utility Caps/Mo: $100 water and $100 electricity. Pet Fees: Pets are accepted at this property on a case by case basis. If your pet is accepted there is an additional security deposit of $200 for one pet and $100 for an additional pet. 

Optional Insurances: 
Accidental Damage: $45 covers up to $3,000 of accidental damage during your stay. 
Travel Insurance: This is an optional service we offer through a national travel insurance provider. Plans includ


Add a Review

Mike D.

15th December, 2018
An amazing beach house on one of the only sandy beaches in the Florida keys, and our new favorite Florida vacation spot! Pet friendly, sun sand & surf at your doorstep, a seaside deck that goes on for days. This home is 5 minutes away from great dining, water sports, fishing and touristy-type entertainment (have you fed the tarpon at Robbies? No? Feed the tarpon at Robbies!), but it feels like it's miles from civilization. We've only been home 10 days and we're already itching for our next visit, this is going to be a long year!!

Peter M.

3rd July, 2018
Florida Keys at their best!!!!
As a family - and GROWING - We have vacationed in the Keys for many years. We have stayed on the same street and in the same one or two houses and are booked for next year. Our home is in Miami and we know the Keys well. We have found no comparable private (dead end) street and beach for a safe family vacation. For boating, across the street is your private dock with direct ocean access. Enjoy! Peter McCann

Holger L.

3rd October, 2016
Perfect Vacation in PARADISE
The house is a dream! It is located in a quiet dead-end road and right on the sandy beach. Perfect for a family vacation. The house is fully equipped, from the kitchen to beachtowels, beach toys, kayaks, lounge chairs on the the deck and on the beach, BBQ,etc. NOTHING was missing! There is a TV in every room and a soundsystem with speakers on the deck as well. We did not use the dock,which is located on a canal, but there is also a little sitting area, nice to watch sunsets. The beach is very nice and the ocean is perfect.Warm and shallow water perfect for kids or us adults to just sit in the water and relax. The location of the house is great for trips up or down the Keys, nice restaurants are all around within a short drive. Andi and her team were always very helpful and friendly and made this trip very pleasant from the day of booking until leaving. We will definitely come back!

Susan P

6th April, 2017
1st Year!
This was our first year at My Paradise. We had a wonderful,relaxing time. The house is very comfortable, especially for a group. It is extremely well equipped. The deck is the best part. We spent most of our time there and the views are the best. The kitchen is well laid out and stocked. We ate in most every evening. Last but not least, everyone we dealt with was great to work with and everything went well. Can't wait to come back next year.

Susan P.

4th April, 2018
Just wonderful!
Just completed our second stay at My Paradise and once again everything was wonderful. Nicely laid out home on beautiful beach with great sunsets. All of the Keys Holiday rental staff are great and go out of their way to make your stay perfect. Have already booked for next year.