0 941.500.4555 Request a Call

The Florida Keys Vacation Rentals

Showing 433–456 of 539 matching vacation rentals, page 19 of 23. Closest capacity matches first.

About The Florida Keys
Gold Two Story Private Vacation Rental in Key Haven - 4 Bedrooms - Sleeps 8 - Boat Dock
The Florida Keys

Two Story Private Vacation Rental in Key Haven - 4 Bedrooms - Sleeps 8 - Boat Dock

4 Bedrooms · 2 Bathrooms · Sleeps 8
From $11,689 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Keys Vacation Rental Cottage with Gulf Views
The Florida Keys

Florida Keys Vacation Rental Cottage with Gulf Views

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $804 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Short Walk to Beach Key Colony Vacation Home Private Pool
The Florida Keys

Short Walk to Beach Key Colony Vacation Home Private Pool

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $2,743 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key Largo Luxury Vacation Rental Sleeps Ten Guests
The Florida Keys

Key Largo Luxury Vacation Rental Sleeps Ten Guests

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $1,018 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold On Beach Vacation Condo in Tavernier Two Bedroom
The Florida Keys

On Beach Vacation Condo in Tavernier Two Bedroom

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $307 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Ocean Front Islamorada Vacation Home Sleeps Ten Guests
The Florida Keys

Ocean Front Islamorada Vacation Home Sleeps Ten Guests

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $1,725 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold On Beach Key Largo Vacation Villa Three Bedroom Shared Pool
The Florida Keys

On Beach Key Largo Vacation Villa Three Bedroom Shared Pool

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $516 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Islamorada Paradise on Beach with Pool Sleeps 8 Guests
The Florida Keys

Islamorada Paradise on Beach with Pool Sleeps 8 Guests

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,286 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Cozy Vacation Rental in Gorgeous Key West
The Florida Keys

Cozy Vacation Rental in Gorgeous Key West

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $1,368 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Sombrero Beach Vacation Home with 2 Bedroom, Private Pool
The Florida Keys

Sombrero Beach Vacation Home with 2 Bedroom, Private Pool

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $639 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Old Town Key West Complex with Pool Private Retreat
The Florida Keys

Old Town Key West Complex with Pool Private Retreat

4 Bedrooms · 3 Bathrooms · Sleeps 14
From $3,327 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Duvall Street Four Bedroom Walk to Beach
The Florida Keys

Duvall Street Four Bedroom Walk to Beach

4 Bedrooms · 2 Bathrooms · Sleeps 16
From $2,852 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Ocean Views Marathon Vacation Home Four Bedroom
The Florida Keys

Ocean Views Marathon Vacation Home Four Bedroom

4 Bedrooms · 2 Bathrooms · Sleeps 8
From $762 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Water Views Marathon Vacation Home Three Bedrooms Sleeps 6
The Florida Keys

Water Views Marathon Vacation Home Three Bedrooms Sleeps 6

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $732 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Beautiful Isla Morada Vacation Home with Communal Pool
The Florida Keys

Beautiful Isla Morada Vacation Home with Communal Pool

2 Bedrooms · 1 Bathroom · Sleeps 6
From $708 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Beautiful Isla Morada Vacation Home with Communal Pool
The Florida Keys

Beautiful Isla Morada Vacation Home with Communal Pool

2 Bedrooms · 1 Bathroom · Sleeps 6
From $869 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Key Colony Two Level Family Home Private Pool Steps To Beach
The Florida Keys

Key Colony Two Level Family Home Private Pool Steps To Beach

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $609 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Florida Keys Vacation Home With Private Sandy Beach 6 Guests
The Florida Keys

Florida Keys Vacation Home With Private Sandy Beach 6 Guests

2 Bedrooms · 1 Bathroom · Sleeps 6
From $481 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Friendly Townhouse with Private Hot Tub in Duck Key
The Florida Keys

Friendly Townhouse with Private Hot Tub in Duck Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $584 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Canal Front Three Bedroom Vacation Pool Home on Marathon
The Florida Keys

Canal Front Three Bedroom Vacation Pool Home on Marathon

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $521 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Key Largo Vacation Condo with Pool 8-10 Guests
The Florida Keys

Key Largo Vacation Condo with Pool 8-10 Guests

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $395 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Walk to Beach Vacation Home Four Bedroom
The Florida Keys

Walk to Beach Vacation Home Four Bedroom

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,770 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Islamorada Gulf View 5 Bedroom Home with Pool & Spa
The Florida Keys

Islamorada Gulf View 5 Bedroom Home with Pool & Spa

5 Bedrooms · 3 Bathrooms · Sleeps 12
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Four Bedroom Waterfront Islamorada Vacation Home
The Florida Keys

Four Bedroom Waterfront Islamorada Vacation Home

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,314 / 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.