0 941.500.4555 Request a Call

The Florida Keys Vacation Rentals

Showing 265–288 of 339 matching vacation rentals, page 12 of 15. Closest capacity matches first.

About The Florida Keys
Filters Private pool — remove this filter Clear all
Gold Key Colony Beach Four Bedroom Vacation Home Rental
The Florida Keys

Key Colony Beach Four Bedroom Vacation Home Rental

4 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Boaters Paradise Florida Keys Luxury Vacation Home
The Florida Keys

Boaters Paradise Florida Keys Luxury Vacation Home

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $493 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Vacation Home Sleeps Fourteen Guests Private Pool
The Florida Keys

Key West Vacation Home Sleeps Fourteen Guests Private Pool

7 Bedrooms · 7 Bathrooms · Sleeps 14
From $3,072 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Waterfront Home Four Bedrooms Dock Call Today
The Florida Keys

Key West Waterfront Home Four Bedrooms Dock Call Today

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $19,625 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Twelve Bedrooms Key West Vacation Pool Home Sleeps 36 Guests
The Florida Keys

Twelve Bedrooms Key West Vacation Pool Home Sleeps 36 Guests

12 Bedrooms · 9 Bathrooms · Sleeps 36
From $1,806 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Nine Bedroom Vacation Pool Rental Sleeps 18
The Florida Keys

Key West Nine Bedroom Vacation Pool Rental Sleeps 18

9 Bedrooms · 9 Bathrooms · Sleeps 18
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Vacation Home Five Bedroom with Pool
The Florida Keys

Key West Vacation Home Five Bedroom with Pool

5 Bedrooms · 4 Bathrooms · Sleeps 16
From $5,192 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold BeachFront Keys Villa Luxury With Pool
The Florida Keys

BeachFront Keys Villa Luxury With Pool

4 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Vacation Home Private Pool & Bay Views Sleeps 8
The Florida Keys

Marathon Vacation Home Private Pool & Bay Views Sleeps 8

4 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,062 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Keys Four Bedroom Vacation Home Sleeps 10 Guests
The Florida Keys

Florida Keys Four Bedroom Vacation Home Sleeps 10 Guests

4 Bedrooms · 4 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Keys Mansion of a Home
The Florida Keys

Florida Keys Mansion of a Home

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $5,595 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Classy Retreat One Block From Duval Street 5 Bedrms
The Florida Keys

Key West Classy Retreat One Block From Duval Street 5 Bedrms

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $3,520 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Duplex Sleeps 14 with Private Pool and Dock
The Florida Keys

Duplex Sleeps 14 with Private Pool and Dock

5 Bedrooms · 4 Bathrooms · Sleeps 14
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Vacation Home Sleeps Ten Guests
The Florida Keys

Marathon Vacation Home Sleeps Ten Guests

4 Bedrooms · 2 Bathrooms · Sleeps 10
From $535 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold The Florida Keys Home 895705
The Florida Keys

The Florida Keys Home 895705

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $3,205 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold 7 bedroom Oceanfront Islmorada home
The Florida Keys

7 bedroom Oceanfront Islmorada home

6 Bedrooms · 4 Bathrooms · Sleeps 14
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Keys Five Bedroom Vacation Home with Pool
The Florida Keys

Florida Keys Five Bedroom Vacation Home with Pool

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $822 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Keys Beach Estate Rent all Sleeps 14 Guests
The Florida Keys

Luxury Keys Beach Estate Rent all Sleeps 14 Guests

5 Bedrooms · 4 Bathrooms · Sleeps 14
From $1,676 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold A Rare Beach Home with Sandy Beach At Door
The Florida Keys

A Rare Beach Home with Sandy Beach At Door

3 Bedrooms · 8 Bathrooms · Sleeps 2
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold A Stunner of a 7 Bedroom Vacation Rental - Sleeps 18
The Florida Keys

A Stunner of a 7 Bedroom Vacation Rental - Sleeps 18

7 Bedrooms · 7 Bathrooms · Sleeps 18
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Sombrero Beach Vacation Rental Pool Home Four Bedrooms
The Florida Keys

Sombrero Beach Vacation Rental Pool Home Four Bedrooms

4 Bedrooms · 2 Bathrooms · Sleeps 11
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Keys Vacation Rentals Key Colony Beach
The Florida Keys

Florida Keys Vacation Rentals Key Colony Beach

2 Bedrooms · 2 Bathrooms · Sleeps 5
From $309 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Islamorada Vacation Rental Vacation Home on the Bay- Views
The Florida Keys

Islamorada Vacation Rental Vacation Home on the Bay- Views

5 Bedrooms · 5 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf Front Rental in Fabulous Florida Keys. Four Bedrooms
The Florida Keys

Gulf Front Rental in Fabulous Florida Keys. Four Bedrooms

4 Bedrooms · 2 Bathrooms · Sleeps 10
Call for rates
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.