Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Florida Vacation Rental Estates(197)

197 Results
$3,500 - $4,800
per week
7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
7 night minimum stay
(34)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night minimum stay
(44)
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 14
7 night minimum stay
(41)
$1,500 - $2,700
per night
3 - 7 night minimum stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 15
3 - 7 night minimum stay
(28)
  • 11 BR,
  • 8 BA,
  • Sleeps 30
3 - 4 night minimum stay
(35)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
7 night minimum stay
(24)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(9)
  • 9 BR,
  • 9 BA,
  • Sleeps 30
5 night minimum stay
(8)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
4 night minimum stay
(18)
$500 - $600
per night
4 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
4 night minimum stay
(6)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(6)
$995 - $2,750
per night
1 - 3 night minimum stay
  • 10 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 52
1 - 3 night minimum stay
(5)
$3,333 - $6,000
per night
3 - 10 night minimum stay
  • 9 BR,
  • 8 BA,
  • 2 HF BA,
  • Sleeps 20
3 - 10 night minimum stay
(3)
$4,900 - $6,500
per week
5 - 7 night minimum stay
  • 5 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
5 - 7 night minimum stay
(31)
  • 11 BR,
  • 8 BA,
  • 2 HF BA,
  • Sleeps 42
1 - 3 night minimum stay
(11)
$1,500 - $5,000
per night
3 - 7 night minimum stay
  • 7 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 20
3 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 night minimum stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
2 Reviews
$1,500 - $2,571
per night
3 - 7 night minimum stay
  • 8 BR,
  • 8 BA,
  • 2 HF BA,
  • Sleeps 15
3 - 7 night minimum stay
2 Reviews
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 20
7 night minimum stay
2 Reviews
$5,000 - $10,000
per night
3 - 8 night minimum stay
  • 10 BR,
  • 10 BA,
  • 2 HF BA,
  • Sleeps 24
3 - 8 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$22,000 - $30,000
per month
30 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
30 night minimum stay
$4,350 - $5,000
per week
7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(11)
$2,500 - $2,800
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
(10)
  • 9 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 24
4 night minimum stay
1 Review
$4,193 - $4,893
per week
7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
7 night minimum stay
(10)
 

Recent Florida Reviews

Great Experience All Around!

5 of 5
We stayed at this property for a bachelor party and had a great experience all around. The house, and specially the backyard with the outdoor bar/BBQ/covered dinning area, made all the difference. The owner, John, was very professional through the entire process. He has established policies and procedures in place which made the process very comfortable and seamless. Highly recommend the yacht tour he offers - it was one of the highlights of our trip.
  • Submitted: Oct 20, 2014
  • Stayed: Jun 2014

Amazing Property

5 of 5
We enjoyed the house immensely, it fit the needs of our three families perfectly. The entire home, linens, beds, appliances, pool, hot tub, tennis court and grounds were all very clean and well kept. The location was ideally situation next to shops, restaurants, movies and ice cream. Everything about this property is fantastic, even the little niceties like a supply of laundry detergent, bathroom tissue, paper towels, pool toys, beach towels and tennis rackets. We were so grateful for the ability to share memories with friends and family in such a beautiful home.
  • Submitted: Oct 14, 2014
  • Stayed: Oct 2014

AWESOME!

5 of 5
This house was everything we needed and so much more! We had a great week in Key West. Thanks Lori for a memorable vacation!
  • Submitted: Oct 12, 2014
  • Stayed: Jul 2014