Holiday rentals near Florida Keys Beaches

We found 3,103 holiday rentals — enter your dates for availability

Scroll through and discover private holiday rentals near Florida Keys Beaches that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, including air conditioning and cable TV. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Florida Keys Beaches

Showing deals for:26 Sept - 3 Oct

Image gallery for A Tropical Luxury Getaway, Your own private resort!!

Sterling Bay House
10 out of 10 rating
Exceptional
(35 reviews)

A Tropical Luxury Getaway, Your own private resort!!

Summerland Key, FL

8% off
Price is NZ$34,119
NZ$4,874 per night
includes taxes & fees
A Tropical Luxury Getaway, Your own private resort!!

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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