Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Bungalows
Condos
Cottages
Estates
Homes
Studios
Townhomes
Villas
Yachts
Barns
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Florida Keys Long Term Vacation Rentals(738)

738 Results
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(34)
7 - 29 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(56)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(28)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(65)
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(45)
3 - 13 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(17)
4 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(13)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(31)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(34)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
(24)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(47)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(14)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(18)
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(23)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(12)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(12)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(14)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
(12)
3 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(17)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
(12)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(9)
7 - 8 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
(8)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(14)
5 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
(8)
4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(28)
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 7
(16)
$1,050 - $1,400
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(18)
28 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(11)
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(39)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
(6)
 

Recent Florida Keys Reviews

Incredible vacation Rental!!!

5 of 5
We have stayed in MANY townhouses in Truman Annex, Flip-flop was by far the best experience yet!!! Beautiful, clean and well-stocked home that made the vacation so comfortable. Having the pool right behind the townhouse was such a plus...we would hit the beach for a couple hours and then jump into the pool before getting ready for dinner. Ward was awesome from the beginning of the process to the very end. Will definitely be returning!!!!
  • Submitted: Aug 30, 2014
  • Stayed: Jul 2014

Walk to Mallory Square Sunsets!

5 of 5
We thoroughly enjoyed our stay in KW! the townhouse was decorated beautifully and had everything we needed. Colorful towels, dishes and glasses the fit in with the tropical feel. It is located in Truman Annex very close to the entrance to Fort Zach Beach. We walked in the morning the two blocks to Blue Heaven for breakfast. And in the evening the short distance to The Green Parrot for drinks and music. We would definetly stay here again. Owner always replyed back immediately to any questions.
  • Submitted: Aug 25, 2014
  • Stayed: Aug 2014

Great experience!

5 of 5
Whether you're here in the Keys to visit popular tourist attractions or looking for a relaxing home away from home, Jeff and Mary Jo's Lemon Key Cottage is the place to be!! The cottage is settled on a canal leading into the beautiful Atlantic Ocean on a low traffic, minimal noise street right off of highway 1 in the heart of the family friendly city-Marathon; providing easy access to grocery stores, restaurants, and shops. Fishing, kayaking, and swimming are among the many activities you can enjoy right at your doorstep, as Jeff and Mary Jo have supplied fishing poles, kayaks, and a pool for your enjoyment. My family spent majority of our time relaxing by the pool, fishing off the canal, and visiting the local restaurants/pubs. The cottage is located about an hour's drive to the popular tourist attraction, Key West and only minutes from Sombero Beach and Bahia Honda State Park to watch an unforgettable sunset. We highly recommend this cottage to anyone wanting to vacation in the Florida Keys because of the cottage's amenities, cleanliness, as well as it's location. May future renters find as much fun and relaxation my family and I experienced on our memorable trip.
  • Submitted: Aug 24, 2014
  • Stayed: Jul 2014