0 941.500.4555 Request a Call

The Florida Keys Vacation Homes & Villas

Browse 440 professionally managed vacation homes and villas in The Florida Keys with Emerald Kite. Showing 145–168 of 440 matching vacation rentals, page 7 of 19. Closest capacity matches first.

About The Florida Keys
Filters Houses & villas — remove this filter Clear all
Gold Key West Water Front Luxury Home with Pool
The Florida Keys

Key West Water Front Luxury Home with Pool

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $3,345 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Sombrero Beach Vacation Rental Florida Keys Home with Private Pool and Dock
The Florida Keys

Sombrero Beach Vacation Rental Florida Keys Home with Private Pool and Dock

3 Bedrooms · 2 Bathrooms · Sleeps 4
From $1,140 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Two Bedroom Vacation Pool Home in Key West
The Florida Keys

Two Bedroom Vacation Pool Home in Key West

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $11,476 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Stroll Out to your Private Stretch of Beach
The Florida Keys

Stroll Out to your Private Stretch of Beach

4 Bedrooms · 4 Bathrooms · Sleeps 9
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Stunning Marathon Vacation Rental: Heated Pool & Sunsets
The Florida Keys

Stunning Marathon Vacation Rental: Heated Pool & Sunsets

5 Bedrooms · 3 Bathrooms · Sleeps 12
From $1,103 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Oceanfront Marathon Vacation Home Five Bedroom
The Florida Keys

Oceanfront Marathon Vacation Home Five Bedroom

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $53,044 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Vacation Pool Home Five Bedrooms Walk To Beach
The Florida Keys

Marathon Vacation Pool Home Five Bedrooms Walk To Beach

5 Bedrooms · 3 Bathrooms · Sleeps 12
From $2,192 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Vacation Pool Home Ten Bedroom
The Florida Keys

Key West Vacation Pool Home Ten Bedroom

10 Bedrooms · 7 Bathrooms · Sleeps 21
From $4,928 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf Views Islamorada Vacation Home Six Bedroom
The Florida Keys

Gulf Views Islamorada Vacation Home Six Bedroom

6 Bedrooms · 5 Bathrooms · Sleeps 10
From $51,294 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxurious Waterfront Retreat with Private Pool & Dock in Cudjoe Key
The Florida Keys

Luxurious Waterfront Retreat with Private Pool & Dock in Cudjoe Key

3 Bedrooms · 3 Bathrooms · Sleeps 7
From $14,544 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bayfront Vacation Home with Guest House in Islamorada
The Florida Keys

Bayfront Vacation Home with Guest House in Islamorada

4 Bedrooms · 3 Bathrooms
From $1,387 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West 4 Bedroom Vacation Duplex Sleeps 12 Guests
The Florida Keys

Key West 4 Bedroom Vacation Duplex Sleeps 12 Guests

4 Bedrooms · 5 Bathrooms · Sleeps 12
From $3 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Key West Nine Bedroom Vacation Pool Home Sleeps 18
The Florida Keys

Luxury Key West Nine Bedroom Vacation Pool Home Sleeps 18

9 Bedrooms · 9 Bathrooms · Sleeps 18
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Water Views Marathon Vacation Bungalow Four Bedroom
The Florida Keys

Water Views Marathon Vacation Bungalow Four Bedroom

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $977 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Canal-Front Vacation Home in Marathon Sleeps 8 Guests
The Florida Keys

Canal-Front Vacation Home in Marathon Sleeps 8 Guests

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $762 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Three Bedroom Canal Front Vacation Home in Key Colony Beach
The Florida Keys

Three Bedroom Canal Front Vacation Home in Key Colony Beach

3 Bedrooms · 3 Bathrooms · Sleeps 9
From $1,080 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Coco Plum Beach Home in Marathon with Pool and Boat Dock Canal Front
The Florida Keys

Coco Plum Beach Home in Marathon with Pool and Boat Dock Canal Front

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $2,155 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key Colony Two Bedroom Vacation Home in The Florida Keys
The Florida Keys

Key Colony Two Bedroom Vacation Home in The Florida Keys

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $457 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Vacation Pool Home Four Bedrooms Canal Views
The Florida Keys

Key West Vacation Pool Home Four Bedrooms Canal Views

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $3,920 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Vacation Home Three Bedroom
The Florida Keys

Marathon Vacation Home Three Bedroom

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $820 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Dog-Friendly 2 Bedroom Home with Private Hot Tub
The Florida Keys

Dog-Friendly 2 Bedroom Home with Private Hot Tub

2 Bedrooms · 1 Bathroom · Sleeps 6
From $486 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Three Bedroom Pool Home Sleeps 8 Guests
The Florida Keys

Marathon Three Bedroom Pool Home Sleeps 8 Guests

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,032 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Six Bedroom Vacation Home in Marathon with Boat Dock & Pool
The Florida Keys

Six Bedroom Vacation Home in Marathon with Boat Dock & Pool

6 Bedrooms · 7 Bathrooms · Sleeps 14
From $1,714 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold 4 Bedroom Upscale Townhome with Spa & Waterfall in Key Largo
The Florida Keys

4 Bedroom Upscale Townhome with Spa & Waterfall in Key Largo

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $600 / night
Call to confirm availability941.500.4555 Request a callback & quote

Privacy controls

Choose which cookies we use

Optional cookies are off unless you choose otherwise. You can return to these settings from the footer at any time.

Essential & requested features Required for security and for features you ask us to provide, including saved rentals and remembered search choices. Always active

Cookie PolicyPrivacy Policy

Talk with a Villa Specialist

When should we call you?

Share a few details and an Emerald Kite specialist will call you now or in five minutes.

If you provide a mobile number, you consent to receive messages about your vacation planning. Carrier rates may apply; you can opt out at any time.

Security check loads when this window opens.

Requests after 10 p.m. Eastern Time will be returned the next day.

Having trouble? Use the full Contact page.