173 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Key West Waterfront Vacation Rentals(173)

173 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(47)
$350 - $484
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(95)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(58)
$295 - $579
per night
4 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night min stay
(62)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
5 night min stay
(37)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(41)
  • 5 BR,
  • 4 BA,
  • Sleeps 14
3 - 6 night min stay
(64)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(50)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(20)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(31)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
27 night min stay
(14)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(28)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(39)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
(9)
$5,000 - $7,500
per month
28 - 30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 - 30 night min stay
(24)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 6 night min stay
(37)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 6 night min stay
(43)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
27 night min stay
(6)
$295 - $560
per night
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night min stay
(36)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(17)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 6 night min stay
(9)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
27 night min stay
(6)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(5)
$2,800 - $3,500
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 6 night min stay
(4)
$289 - $299
per night
3 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night min stay
(3)
$220 - $460
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(5)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(19)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(17)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
28 night min stay
(5)
 View map Map
Advertisement
 

Recent Key West Reviews

Wonderful Place to Get Away

5 of 5
We have rented multiple homes through VRBO and Heron's Roost was the best yet. The home and grounds are meticulous. We choose this property for its location in the lower keys. It was great to have a quiet home base yet be so close to Key West and outstanding natural attractions. The owner shares her "best" of list and it was spot on for restaurants, water activities and grocery stores. We are family that loves to eat out but also cook. The kitchen is well-stocked with everything one needs. The BBQ served us well as we cooked fresh local fish several nights. The pool was well maintained and the perfect place to cool off. One of the biggest surprises were the comfortable beds in each of the rooms. No tossing, no turning and no achy back in the a.m. Outstanding. I personally haven't slept better in quite some time. Would most definitely recommend this property and will rent from Linda again if we find our way back to the Keys!
  • Submitted: Apr 22, 2015
  • Stayed: Apr 2015

Perfect location and property!

5 of 5
We had a great time staying at "Follow the Sun"! Shannon was a perfect host! The master suite was very nice with an updated bathroom. The guest bath does need updating but worked fine. The deck and sitting area was perfect! We spent many hours at the pool and were in a great location to bike around the island. Thank you!
  • Submitted: Apr 22, 2015
  • Stayed: Mar 2015

Great Vacation House

5 of 5
House was fantastic. Had plenty of room for the 7 of us staying there and garage/elevator for added bonus for storing and transporting things. Quiet area and peaceful. Will come back next year!
  • Submitted: Apr 21, 2015
  • Stayed: Apr 2015