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 265–288 of 440 matching vacation rentals, page 12 of 19. Closest capacity matches first.

About The Florida Keys
Filters Houses & villas — remove this filter Clear all
Gold Oceanfront Islamorada Vacation Estate Seven Bedrooms
The Florida Keys

Oceanfront Islamorada Vacation Estate Seven Bedrooms

7 Bedrooms · 7 Bathrooms · Sleeps 16
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold The Florida Keys Home 957575
The Florida Keys

The Florida Keys Home 957575

3 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Five Bedroom Marathon Vacation Rental Pool Home
The Florida Keys

Luxury Five Bedroom Marathon Vacation Rental Pool Home

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $964 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Five Bedroom Marathon Vacation Rental Pool & Spa
The Florida Keys

Five Bedroom Marathon Vacation Rental Pool & Spa

5 Bedrooms · 3 Bathrooms · Sleeps 10
From $904 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Vacation Rental Home Five Bedrooms
The Florida Keys

Marathon Vacation Rental Home Five Bedrooms

5 Bedrooms · 3 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold 4 Bedroom Plus Loft Key West Vacation Home with Private Pool
The Florida Keys

4 Bedroom Plus Loft Key West Vacation Home with Private Pool

4 Bedrooms · 3 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Updated 4 Bedroom Key Largo Pool Villa With Canal Views
The Florida Keys

Updated 4 Bedroom Key Largo Pool Villa With Canal Views

4 Bedrooms · 3 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Fun Six Bedroom Family Home in Key West with Private Pool
The Florida Keys

Fun Six Bedroom Family Home in Key West with Private Pool

6 Bedrooms · 6 Bathrooms · Sleeps 16
From $4,272 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Old Town Key West Vacation Rental Spacious 5 Bedroom Home
The Florida Keys

Old Town Key West Vacation Rental Spacious 5 Bedroom Home

5 Bedrooms · 4 Bathrooms · Sleeps 13
From $1,094 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Four Bedroom Marathon Vacation Rental with Pool Sleeps 8
The Florida Keys

Four Bedroom Marathon Vacation Rental with Pool Sleeps 8

4 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Cudjoe Key Luxury Rental Home 2 Bedrooms Sleeps 6 Gulf Views
The Florida Keys

Cudjoe Key Luxury Rental Home 2 Bedrooms Sleeps 6 Gulf Views

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $369 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold 3 Bedroom Canal Front Home With Pool In Lower Sugarloaf Key
The Florida Keys

3 Bedroom Canal Front Home With Pool In Lower Sugarloaf Key

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $10,161 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Six Bedroom Family Fun Home Pool & Spa Sleeps 14
The Florida Keys

Marathon Six Bedroom Family Fun Home Pool & Spa Sleeps 14

6 Bedrooms · 5 Bathrooms · Sleeps 14
From $1,474 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Oceanfront 5 Bedroom Estate with Private Pool, Dock and Lift
The Florida Keys

Oceanfront 5 Bedroom Estate with Private Pool, Dock and Lift

5 Bedrooms · 3 Bathrooms · Sleeps 16
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Vacation Pool Home Sleeps 8 Short Walk to Beach
The Florida Keys

Key West Vacation Pool Home Sleeps 8 Short Walk to Beach

4 Bedrooms · 2 Bathrooms · Sleeps 8
From $9,600 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Cudjoe Key Oceanfront Three Bedroom Rental Home
The Florida Keys

Cudjoe Key Oceanfront Three Bedroom Rental Home

3 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Key vacation Home Sleeps 8 Guests
The Florida Keys

Florida Key vacation Home Sleeps 8 Guests

3 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key Heaven Vacation Home Sleeps 8 Guests
The Florida Keys

Key Heaven Vacation Home Sleeps 8 Guests

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $959 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Keys Vacation Rental - Gulf Front Retreat with Pool, Dock & Concierge Services
The Florida Keys

Florida Keys Vacation Rental - Gulf Front Retreat with Pool, Dock & Concierge Services

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,449 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Coco Plum Marathon Vacation Home 5 Bedrooms Walk To Beach
The Florida Keys

Coco Plum Marathon Vacation Home 5 Bedrooms Walk To Beach

5 Bedrooms · 4 Bathrooms · Sleeps 12
From $1,017 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold The Florida Keys 4 Bedroom Vacation Home with Private Pool
The Florida Keys

The Florida Keys 4 Bedroom Vacation Home with Private Pool

5 Bedrooms · 3 Bathrooms · Sleeps 8
From $3,778 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Sombrero Beach Vacation Home Sleeps 10 Short Walk to Beach
The Florida Keys

Sombrero Beach Vacation Home Sleeps 10 Short Walk to Beach

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $1,760 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Waterfront 4 Bedroom Home with Pool Dock & View of Canal
The Florida Keys

Waterfront 4 Bedroom Home with Pool Dock & View of Canal

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $760 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Keys Cbhic Waterfront Home
The Florida Keys

Florida Keys Cbhic Waterfront Home

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $12,900 / month
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.