0 941.500.4555 Request a Call

The Florida Keys Beachfront Vacation Rentals

Browse 113 professionally managed vacation rentals recorded as beachfront in The Florida Keys with Emerald Kite. Showing 1–24 of 113 matching vacation rentals, page 1 of 5. Closest capacity matches first.

About The Florida Keys
Filters On the beach — remove this filter Clear all
Platinum Luxury Keys Oceanfront Estate Views Views
The Florida Keys

Luxury Keys Oceanfront Estate Views Views

4 Bedrooms · 4 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Oceanfront Islamorada Vacation Rental - Luxury Beachfront Retreat in the Florida Keys
The Florida Keys

Oceanfront Islamorada Vacation Rental - Luxury Beachfront Retreat in the Florida Keys

6 Bedrooms · 5 Bathrooms · Sleeps 12
From $3,128 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Private Beachfront Vacation Home with Heated Pool
The Florida Keys

Luxury Private Beachfront Vacation Home with Heated Pool

3 Bedrooms · 3 Bathrooms · Sleeps 10
From $2,563 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Oceanfront Vacation Rental - Florida Keys Luxury Waterfront Home
The Florida Keys

Islamorada Oceanfront Vacation Rental - Florida Keys Luxury Waterfront Home

5 Bedrooms · 3 Bathrooms · Sleeps 12
From $1,596 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Beachfront Escape with 4 Bedroom, Private Pool & Dock
The Florida Keys

Beachfront Escape with 4 Bedroom, Private Pool & Dock

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $53,993 / month
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Spacious Four Bedroom Townhome
The Florida Keys

Islamorada Spacious Four Bedroom Townhome

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,956 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Marathon Four Bedroom Oceanfront Residence
The Florida Keys

Marathon Four Bedroom Oceanfront Residence

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $2,806 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Vacation Residence with Amazings Views & Amenities
The Florida Keys

Luxury Vacation Residence with Amazings Views & Amenities

4 Bedrooms · 4 Bathrooms
From $2,972 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Four Bedroom Marathon Vacation Home With Boat Dock
The Florida Keys

Luxury Four Bedroom Marathon Vacation Home With Boat Dock

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $1,170 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Florida Keys Luxury Beach Estate Sleeps 18
The Florida Keys

Islamorada Florida Keys Luxury Beach Estate Sleeps 18

9 Bedrooms · 8 Bathrooms · Sleeps 8
From $3,900 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Oceanfront Three Bedroom Vacation Condo
The Florida Keys

Islamorada Oceanfront Three Bedroom Vacation Condo

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $2,400 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Three Bedroom Home with Full Ocean View & Pool
The Florida Keys

Islamorada Three Bedroom Home with Full Ocean View & Pool

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,730 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Luxury At its finest
The Florida Keys

Islamorada Luxury At its finest

4 Bedrooms · 4 Bathrooms
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum On Beach Islamorada Vacation Condo Oceanview Four Bedrooms
The Florida Keys

On Beach Islamorada Vacation Condo Oceanview Four Bedrooms

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,786 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Islamorada Oceanfront Estate with Stunning Views & Pool
The Florida Keys

Islamorada Oceanfront Estate with Stunning Views & Pool

5 Bedrooms · 5 Bathrooms · Sleeps 12
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Key Largo Luxury Vacation Rental Sleeps Ten Guests
The Florida Keys

Key Largo Luxury Vacation Rental Sleeps Ten Guests

5 Bedrooms · 3 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Oceanfront Six Bedroom Vacation Rental in Isla Morada Sleeps 12
The Florida Keys

Luxury Oceanfront Six Bedroom Vacation Rental in Isla Morada Sleeps 12

6 Bedrooms · 6 Bathrooms · Sleeps 12
From $2,775 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Private Beach Retreat With Three Pools in Marathon
The Florida Keys

Private Beach Retreat With Three Pools in Marathon

7 Bedrooms · 5 Bathrooms · Sleeps 16
From $4,694 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Ocean Views Condo - Your Ideal Florida Key Vacation Awaits
The Florida Keys

Ocean Views Condo - Your Ideal Florida Key Vacation Awaits

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $354 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Two-Bedroom Condo with Ocean Views in The Florida Keys
The Florida Keys

Two-Bedroom Condo with Ocean Views in The Florida Keys

2 Bedrooms · 2 Bathrooms · Sleeps 5
From $454 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Big Coppitt Key Waterfront Home With Private Pool
The Florida Keys

Big Coppitt Key Waterfront Home With Private Pool

6 Bedrooms · 3 Bathrooms · Sleeps 12
From $32,921 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Three Bedroom Rental with Panoramic Ocean View in Islamorada
The Florida Keys

Three Bedroom Rental with Panoramic Ocean View in Islamorada

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,226 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Private Beach Getaway
The Florida Keys

Private Beach Getaway

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $1,121 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Private Island Estate in Islamorada
The Florida Keys

Luxury Private Island Estate in Islamorada

6 Bedrooms · 5 Bathrooms · Sleeps 12
From $6,857 / 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.