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The Florida Keys Vacation Homes & Villas

Browse 440 professionally managed vacation homes and villas in The Florida Keys with Emerald Kite. Showing 1–24 of 440 matching vacation rentals, page 1 of 19. Closest capacity matches first.

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Platinum Florida Key Luxury Private Estate Home Main House & Guest Cottages
The Florida Keys

Florida Key Luxury Private Estate Home Main House & Guest Cottages

9 Bedrooms · 8 Bathrooms · Sleeps 20
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Platinum Florida Keys Luxury Vacation Rental - Key West Waterfront Home with Pool & Dock
The Florida Keys

Florida Keys Luxury Vacation Rental - Key West Waterfront Home with Pool & Dock

6 Bedrooms · 6 Bathrooms · Sleeps 12
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Platinum Florida Keys Waterfront Vacation Rental Luxury Home with Pool & Dock
The Florida Keys

Florida Keys Waterfront Vacation Rental Luxury Home with Pool & Dock

5 Bedrooms · 5 Bathrooms · Sleeps 16
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Platinum Luxury Keys Oceanfront Estate Views Views
The Florida Keys

Luxury Keys Oceanfront Estate Views Views

4 Bedrooms · 4 Bathrooms · Sleeps 10
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Platinum Luxury Waterfront Vacation Rentals in Key West - Eight Bedroom Vacation Home
The Florida Keys

Luxury Waterfront Vacation Rentals in Key West - Eight Bedroom Vacation Home

8 Bedrooms · 8 Bathrooms · Sleeps 16
From $8,640 / night
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Platinum Oceanfront Islamorada Vacation Rental - Luxury Beachfront Retreat in the Florida Keys
The Florida Keys

Oceanfront Islamorada Vacation Rental - Luxury Beachfront Retreat in the Florida Keys

6 Bedrooms · 5 Bathrooms · Sleeps 12
From $3,128 / night
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Platinum Luxurious Gated Community Home Near Key West with Private Pool
The Florida Keys

Luxurious Gated Community Home Near Key West with Private Pool

6 Bedrooms · 6 Bathrooms · Sleeps 14
From $2,635 / night
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Platinum Key Colony Beach Four Bedroom Waterfront Estate Home Pool Views Views Views! Key Colony Beach
The Florida Keys

Key Colony Beach Four Bedroom Waterfront Estate Home Pool Views Views Views! Key Colony Beach

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $964 / night
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Platinum Luxury Oceanfront Vacation Rental in Marathon FL - 5-Bedroom Stunning Views
The Florida Keys

Luxury Oceanfront Vacation Rental in Marathon FL - 5-Bedroom Stunning Views

5 Bedrooms · 4 Bathrooms · Sleeps 12
From $1,223 / night
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Platinum Luxury Island Retreat in The Florida Keys - Unforgettable Getaway
The Florida Keys

Luxury Island Retreat in The Florida Keys - Unforgettable Getaway

6 Bedrooms · 6 Bathrooms · Sleeps 14
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Platinum Luxury Private Beachfront Vacation Home with Heated Pool
The Florida Keys

Luxury Private Beachfront Vacation Home with Heated Pool

3 Bedrooms · 3 Bathrooms · Sleeps 10
From $2,563 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Oceanfront Vacation Rental - Florida Keys Luxury Waterfront Home
The Florida Keys

Islamorada Oceanfront Vacation Rental - Florida Keys Luxury Waterfront Home

5 Bedrooms · 3 Bathrooms · Sleeps 12
From $1,596 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Cudjoe Key Waterfront Vacation Rental with Pool - Florida Keys Home
The Florida Keys

Cudjoe Key Waterfront Vacation Rental with Pool - Florida Keys Home

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $29,087 / month
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Platinum Key Largo Vacation Rental | Family-Friendly Florida Keys Home with Private Poo
The Florida Keys

Key Largo Vacation Rental | Family-Friendly Florida Keys Home with Private Poo

4 Bedrooms · 2 Bathrooms · Sleeps 10
From $587 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Oceanfront Six Bedroom Vacation Rental Home
The Florida Keys

Islamorada Oceanfront Six Bedroom Vacation Rental Home

6 Bedrooms · 7 Bathrooms · Sleeps 14
From $124,914 / month
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Platinum Walk to Beach Six Bedroom Pool Home in Marathon
The Florida Keys

Walk to Beach Six Bedroom Pool Home in Marathon

6 Bedrooms · 4 Bathrooms · Sleeps 14
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Call to confirm availability941.500.4555 Request a callback & quote
Platinum Beachfront Escape with 4 Bedroom, Private Pool & Dock
The Florida Keys

Beachfront Escape with 4 Bedroom, Private Pool & Dock

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $53,993 / month
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Vacation Rental with 5 Bedrooms & Amazing Views
The Florida Keys

Luxury Vacation Rental with 5 Bedrooms & Amazing Views

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $111,874 / month
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Bayfront Luxury Vacation Villa
The Florida Keys

Islamorada Bayfront Luxury Vacation Villa

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $95,648 / month
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Marathon Keys Oceanfront Vacation Pool Villa
The Florida Keys

Luxury Marathon Keys Oceanfront Vacation Pool Villa

4 Bedrooms · 3 Bathrooms · Sleeps 10
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Call to confirm availability941.500.4555 Request a callback & quote
Platinum Elegant Marathon Five Bedroom Vacation Pool Home
The Florida Keys

Elegant Marathon Five Bedroom Vacation Pool Home

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $1,920 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Oceanfront Marathon Vacation Luxury Rental
The Florida Keys

Oceanfront Marathon Vacation Luxury Rental

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $2,449 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Marathon Four Bedroom Oceanfront Residence
The Florida Keys

Marathon Four Bedroom Oceanfront Residence

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $2,806 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Key West Sunny Home with 6 Bedrooms and Pool
The Florida Keys

Key West Sunny Home with 6 Bedrooms and Pool

6 Bedrooms · 6 Bathrooms · Sleeps 14
From $4,585 / night
Call to confirm availability941.500.4555 Request a callback & quote

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