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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 121–144 of 440 matching vacation rentals, page 6 of 19. Closest capacity matches first.

About The Florida Keys
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Gold Beautiful Vacation Home with 5 Bedrooms & Private Pool
The Florida Keys

Beautiful Vacation Home with 5 Bedrooms & Private Pool

5 Bedrooms · 5 Bathrooms · Sleeps 14
From $4,437 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Canal Front Key Colony Beach Vacation Rental
The Florida Keys

Canal Front Key Colony Beach Vacation Rental

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $718 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold A Dream Vacation Home with Pool, Bikes & Kayaks Included!
The Florida Keys

A Dream Vacation Home with Pool, Bikes & Kayaks Included!

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $1,241 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bayside 5 Bedroom Vacation Rental in Tavernier
The Florida Keys

Bayside 5 Bedroom Vacation Rental in Tavernier

5 Bedrooms · 5 Bathrooms · Sleeps 14
From $3,426 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf Front Pool & Spa Great Vacation Home in Marathon
The Florida Keys

Gulf Front Pool & Spa Great Vacation Home in Marathon

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $1,278 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Cozy Beachfront Five Bedroom Estate in Islamorada with Pool
The Florida Keys

Cozy Beachfront Five Bedroom Estate in Islamorada with Pool

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $2,831 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Canalfront Lovely Vacation Home in Islamorada Sleeps 10
The Florida Keys

Canalfront Lovely Vacation Home in Islamorada Sleeps 10

3 Bedrooms · 2 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Vacation Home Four Bedroom
The Florida Keys

Key West Vacation Home Four Bedroom

4 Bedrooms · 4 Bathrooms · Sleeps 12
From $3,176 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely & Cozy Two Bedroom Home with Shared Pool in Islamorada
The Florida Keys

Lovely & Cozy Two Bedroom Home with Shared Pool in Islamorada

2 Bedrooms · 1 Bathroom · Sleeps 4
From $463 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Classic Waterfront Home with 4 Bedrooms & Private Pool
The Florida Keys

Classic Waterfront Home with 4 Bedrooms & Private Pool

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $3,779 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beautiful 4 Bedroom Vacation Home with Water Views & Dock
The Florida Keys

Beautiful 4 Bedroom Vacation Home with Water Views & Dock

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $3,350 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Contemporary Waterfront 4 Bedroom Vacation Rental
The Florida Keys

Contemporary Waterfront 4 Bedroom Vacation Rental

4 Bedrooms · 4 Bathrooms · Sleeps 12
From $3,792 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beautiful Key West Vacation Pool Home Sleeps 19 Guests
The Florida Keys

Beautiful Key West Vacation Pool Home Sleeps 19 Guests

7 Bedrooms · 7 Bathrooms · Sleeps 19
From $4,829 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Six Bedroom Vacation Retreat Sleeps 16
The Florida Keys

Key West Six Bedroom Vacation Retreat Sleeps 16

6 Bedrooms · 6 Bathrooms · Sleeps 16
From $4,921 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Vacation Home Three Bedroom Water Views
The Florida Keys

Marathon Vacation Home Three Bedroom Water Views

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $516 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Vacation Home with Pool, Walk to Pier & Dining
The Florida Keys

Key West Vacation Home with Pool, Walk to Pier & Dining

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $19,669 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Marathon Vacation Home with Communal Pool
The Florida Keys

Luxury Marathon Vacation Home with Communal Pool

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,628 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Canal Front Two Bedroom Vacation Bungalow in Key Colony Beach
The Florida Keys

Canal Front Two Bedroom Vacation Bungalow in Key Colony Beach

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $499 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Modern Two Luxurious Homes with Private Beach
The Florida Keys

Modern Two Luxurious Homes with Private Beach

10 Bedrooms · 10+ Bathrooms · Sleeps 22
From $155,805 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Modern 4 Bedroom Home Just Steps from the Beach
The Florida Keys

Modern 4 Bedroom Home Just Steps from the Beach

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $29,029 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Canal-Front Home with 4 Bedrooms in Islamorada
The Florida Keys

Canal-Front Home with 4 Bedrooms in Islamorada

4 Bedrooms · 3 Bathrooms · Sleeps 9
From $20,771 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Islamorada 5 Bedroom Pool Vacation Rental
The Florida Keys

Islamorada 5 Bedroom Pool Vacation Rental

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $40,399 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Islamorada Canalfront Vacation Pool Home with Boat Dock
The Florida Keys

Islamorada Canalfront Vacation Pool Home with Boat Dock

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $38,823 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Four Bedroom Gulf Front Home in Marathon with Private Pool
The Florida Keys

Four Bedroom Gulf Front Home in Marathon with Private Pool

4 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote

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