Florida Keys Vacation Rental Estates(42)
World-Class Private Retreat Compound - Over 300' Waterfront- 152' Dock
- 7 Bedrooms,
- 6 Bathrooms, Sleeps 14
$7,000
per week
7 night Minimum Stay
- 7 BR,
- 6 BA,
- Sleeps 14
Fishermans Paradise, Fun for the Entire Family, Pure Bliss.
- 3 Bedrooms, Sleeps 11
- 3 BR,
- Sleeps 11
Incredible, peaceful, Florida Keys getaway home with an exclusive private beach!
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
The Falcon Estate
- 6 Bedrooms,
- 6 Bathrooms,
- 2 Half Baths, Sleeps 14
$28,000
per month
363 night Minimum Stay
- 6 BR,
- 6 BA,
- 2 HF BA,
- Sleeps 14
Your Florida Keys Getaway.....
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 4 BR,
- 2 BA,
- Sleeps 8
Your Own, Private Resort; Pool with 3 Waterfalls Near Key West
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Classic Key West Estate ~ Spectacular Historic Seaport Home
- 7 Bedrooms,
- 5 Bathrooms, Sleeps 18
- 7 BR,
- 5 BA,
- Sleeps 18
Affordable Wedding or Big Family Vacation- Huge Private Oceanfront Estate
- 7 Bedrooms,
- 4 Bathrooms, Sleeps 14
- 7 BR,
- 4 BA,
- Sleeps 14
Peaceful Bay front with pool, jacuzzi and outdoor sports. Relax by the pool!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Butterfly Beach - Contemporary Bali-style Design-120ft sandybeach
- 5 Bedrooms,
- 6 Bathrooms,
- 1 Half Bath, Sleeps 10
$6,500
per week
7 night Minimum Stay
- 5 BR,
- 6 BA,
- 1 HF BA,
- Sleeps 10
Special Offer
Special Offer - Significant Discounts off Standard Rates (April 25 - August 31)
15 Acre Open Water Estate
- 4 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 9
$3,200
per week
7 night Minimum Stay
- 4 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 9
Private historic Layton House with pool & spectacular sunset & waterfront
- 3 Bedrooms,
- 5 Bathrooms, Sleeps 8
$475
per night
3 night Minimum Stay
- 3 BR,
- 5 BA,
- Sleeps 8
The Meeting Point - Key West - Elegant and Grand
- 11 Bedrooms, Sleeps 26
- 11 BR,
- Sleeps 26
Direct Oceanfront Luxury Getaway W/ Heated Pool & Dockage
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 12
$4,500 -
$6,500
per week
7 night Minimum Stay
- 5 BR,
- 3 BA,
- Sleeps 12
Sandy Beach-Direct Ocean-Pool-Dock & Lagoon - Bahamian Inspired Decor
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 14
$5,250 -
$6,650
per week
7 night Minimum Stay
- 5 BR,
- 4 BA,
- Sleeps 14
Magnificent Open Water Estate in Sombrero Beach { Marathon }
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 12
$3,250 -
$5,500
per week
7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 12
Largo Luxury Estate
- 6 Bedrooms,
- 7 Half Baths, Sleeps 15
- 6 BR,
- 7 HF BA,
- Sleeps 15
Ocean Front Summerland Estate
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 12
- 5 BR,
- 4 BA,
- Sleeps 12
Oceanfront Estate, Casa Aqua Mansion and Honeymoon Cottage
- 6 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 12
$1,200
per night
7 night Minimum Stay
- 6 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 12
H2o A Slice of Paradise in the 'HEART of Islamorada'
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 10
$4,501
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 10
Beautifl lush garden home located in the 'Heart of Islamorada'
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 10
$5,500
per week
7 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 10
Luxury Bayfront Estate
- 6 Bedrooms,
- 4 Bathrooms,
- 2 Half Baths, Sleeps 12
- 6 BR,
- 4 BA,
- 2 HF BA,
- Sleeps 12
Exclusive Luxury Open Water Esate with a Pool and complete Privacy
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
- 4 BR,
- 3 BA,
- Sleeps 10
Family-Friendly Luxury Home For The Discriminate Traveler
- 5 Bedrooms,
- 4 Bathrooms,
- 2 Half Baths, Sleeps 10
$34,286 -
$51,429
per month
30 night Minimum Stay
- 5 BR,
- 4 BA,
- 2 HF BA,
- Sleeps 10
Incredible Luxury Home 5/5 with 400’ Waterfront !! Paradise !!
- 5 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 15
- 5 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 15
Oceanfront Estate the Keys Largest and Most Prestigious Home
- 8 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 20
$3,750 -
$5,000
per week
3 night Minimum Stay
- 8 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 20
La Casa Grande
- 6 Bedrooms,
- 6 Bathrooms,
- 2 Half Baths, Sleeps 14
- 6 BR,
- 6 BA,
- 2 HF BA,
- Sleeps 14
Luxury home with pool and natural ponds.
- 5 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
- 5 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
14 More choices from HomeAway International Websites
Ocean Front Gated Beach Estate with Pool
- 5 Bedrooms,
- 5 Bathrooms, Sleeps 10
$4,000
per week
7 night Minimum Stay
- 5 BR,
- 5 BA,
- Sleeps 10
A Spectacular Rental Compound * Rent All or Rent Separately
- 10 Bedrooms,
- 8 Bathrooms,
- 2 Half Baths, Sleeps 28
$11,000
per week
7 night Minimum Stay
- 10 BR,
- 8 BA,
- 2 HF BA,
- Sleeps 28
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