Why HomeAway?

We're the leader in vacation rentals
More than one million listings worldwide
Experienced property owners or managers
Average five years in the business
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

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

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Save time when booking: choose rentals that accept online reservations or online payments

Florida Keys: Houses, Condos & More | Page 5(3,356)

3,356 Results
$1,800 - $3,000
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
(4)
$188 - $288
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(37)
  • 4 BR,
  • 2 BA,
  • Sleeps 12
1 - 7 night minimum stay
(8)
  • 5 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
5 - 7 night minimum stay
(33)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(4)
$1,600 - $2,100
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(27)
$289 - $299
per night
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night minimum stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
6 night minimum stay
(4)
$2,800 - $3,500
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(7)
$298 - $600
per night
3 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 6 night minimum stay
(22)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
27 night minimum stay
(4)
$349 - $449
per night
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
4 - 7 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
27 night minimum stay
(9)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
1 - 7 night minimum stay
(4)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
28 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(20)
$950 - $1,800
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(8)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(7)
$4,500
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
30 night minimum stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(12)
$275 - $375
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(9)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 6 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
$180 - $200
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(25)
$408 - $558
per night
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
(16)
  • Studio,
  • 1 BA,
  • Sleeps 2
1 - 7 night minimum stay
(29)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 7 night minimum stay
(17)
$198 - $348
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
1 - 7 night minimum stay
(19)
$408 - $678
per night
1 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
(20)