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Vacation Rental Homes & More in the Florida Keys

We have Florida Keys vacation rental homes, private tropical islands and even a houseboat. Some of our properties come with a motor boat, swimming pools, kayaks, paddle boards, and many other great amenities.

Rent My Island has offered vacation rentals to over 25,000 satisfied guests since the 1980’s. We offer vacation destinations in the Florida Keys, FL; Red Cliff, CO and Antonito, CO. 

Our friendly and knowledgeable Customer Service staff will assist you in selecting the best home for your needs. They will then process your reservation, answer your questions, and prepare your rental agreements.

About Rent My Island

RentMyIsland.com is owned by RentMy LLC, which owns and operates several island and waterfront vacation rental properties throughout the Florida Keys.

RentMy LLC is owned by Real Estate Investor and entrepreneur Bob Rainek who also owes and operates the Steam Train Hotel, a 12 bedroom boutique hotel located in Antonito Colorado.

RentMyIsland offers private tropical island and waterfront vacation homes at surprisingly affordable rates. Our intuitive booking system means you can check property availability from the comfort of your home, contact the owners by phone, or email, and even place a reservation– all from this website. Bob Rainek, and RentMy LLC Welcomes you.


Vacation Rentals

Waterfront Homes & Private Tropical Islands

Gulf View Place

  • Sleeps up to 10
  • 4 Bedrooms
  • 4 Bathrooms
  •  Laundry
  • Swimming Pool
  • Kayaks
  • Dock

View pictures, details & Rates for Gulf View Place

Sandy Shore Place

  • Sleeps up to 10
  • 4 Bedrooms
  • 2 Bathrooms
  •  Laundry
  • Swimming Pool
  • Kayaks
  • Dock

View pictures, details & Rates for Sandy Shore Place

Gulf View Suites

  • Sleeps up to 20
  • 8 Bedrooms
  • 6 Bathrooms
  •  Laundry
  • 2 Swimming Pools
  • Kayaks
  • 2 Docks

View pictures, details & Rates for Gulf View Suites

Fisherman's Haven

  • Sleeps up to 8
  • 3 Bedrooms
  • 2 Bathrooms
  •  Laundry
  • Sea Wall/Dock

View pictures, details & Rates for Fisherman’s Haven

Quiet Cove Key

  • Sleeps up to 6
  • 2 Bedrooms
  • 2 Bathrooms
  • Composting Toilet on the Island
  • Motor Boat
  • Kayaks
  • Docks

View pictures, details & Rates for Quiet Cove Key

East Sister Rock Island

  • Sleeps up to 7
  • 3 Bedrooms
  • 2 Bathrooms
  •  Laundry
  • Swimming Pool
  • Kayak & Paddle Boards
  • Guest house available for up to 3 additional people

View pictures, details & Rates for East Sister Rock Island

Policies, & Other Details

  • 7 night minimum  Reservation
  • Check-in’s on Saturday
  •  Call to discuss longer stays
  • 100% refund less a $100 administrative fee if cancelled at least 60 days before arrival date.
  • Dogs OK with pet agreement
  • NO SMOKING in any properties – $250.00 Penalty
  • Hi-chair, stroller, twin  roll-away beds available – 1st come, 1st serve
  • Fishing & Snorkeling gear available for rent – 1st come, 1st serve

Licencing in Marathon, Florida

  • Rent My LCC is licensed by the city of Marathon to do vacation rentals.   
       We follow all city and state regulations. 
  • Marathon has 7 day minimum stays for vacation home rentals
  • The PLR numbers (Property License and Registration Numbers)
    • Gulf View Place – PLR2012-00386
    • Sandy Shore Place – PLR2012-00387
    • Gulf View Suites PLR2012-00386 + PLR2012-00387

Gift Certificates

Gift certificates are available which can be purchased for your friends and family! They are good as either cash credit toward their next rental with us or a full pre-purchased rental package. What a better way to bring a smile to those you think of fondly than to gift them with a vacation?

If there are particular needs for a gift certificate, don’t hesitate to call or email us to discuss what we can do for you!

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