0 941.500.4555 Request a Call

2 Bedroom Florida Keys Vacation Rentals

Browse 519 professionally managed vacation rentals with at least 2 bedrooms in Florida Keys with Emerald Kite. Showing 1–24 of 519 matching vacation rentals, page 1 of 22. Closest capacity matches first.

About The Florida Keys
Filters 2+ bedrooms — remove this filter Clear all
Platinum Key West Gem in Gated Community
The Florida Keys

Key West Gem in Gated Community

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,717 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Key West Upscale 2 Bedroom Home with Guest House and Pool
The Florida Keys

Key West Upscale 2 Bedroom Home with Guest House and Pool

2 Bedrooms · 3 Bathrooms · Sleeps 6
From $10,400 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Keys Vacation Rental - Waterfront Home with Pool and Dockage
The Florida Keys

Florida Keys Vacation Rental - Waterfront Home with Pool and Dockage

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Coastal Retreat in Marathon - 2-Bedroom Condo with Pool
The Florida Keys

Luxury Coastal Retreat in Marathon - 2-Bedroom Condo with Pool

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $545 / 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 Luxurious 2-Bedroom Retreat in Key West - Family Friendly
The Florida Keys

Luxurious 2-Bedroom Retreat in Key West - Family Friendly

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $599 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Title: Stunning 2-Bedroom Waterfront Retreat in the Florida Keys - Pet Friendly
The Florida Keys

Title: Stunning 2-Bedroom Waterfront Retreat in the Florida Keys - Pet Friendly

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $742 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Pet Friendly Vacation Home Modern Amenities & Pool
The Florida Keys

Marathon Pet Friendly Vacation Home Modern Amenities & Pool

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $830 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Islamorada Vacation Home Two Bedrooms Sleeps 7 Guests
The Florida Keys

Islamorada Vacation Home Two Bedrooms Sleeps 7 Guests

2 Bedrooms · 2 Bathrooms · Sleeps 7
From $9,124 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Vacation Condo Two Bedroom Walk to Beach
The Florida Keys

Key West Vacation Condo Two Bedroom Walk to Beach

2 Bedrooms · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely & Cozy Two Bedroom Home with Shared Pool in Islamorada
The Florida Keys

Lovely & Cozy Two Bedroom Home with Shared Pool in Islamorada

2 Bedrooms · 1 Bathroom · Sleeps 4
From $463 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Canal Front Two Bedroom Vacation Bungalow in Key Colony Beach
The Florida Keys

Canal Front Two Bedroom Vacation Bungalow in Key Colony Beach

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $499 / 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 Key West Vacation Townhome 2 Bedroom with Pool
The Florida Keys

Key West Vacation Townhome 2 Bedroom with Pool

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $1,071 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely 2 Bedroom Condo Sleeps 6 Walk to Beach
The Florida Keys

Lovely 2 Bedroom Condo Sleeps 6 Walk to Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $903 / 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 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 Islamorada Two Bedroom Beachfront Rental Condo Sleeps Six
The Florida Keys

Islamorada Two Bedroom Beachfront Rental Condo Sleeps Six

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $862 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Lovely Vacation Townhome Sleeps 6 Guests
The Florida Keys

Key West Lovely Vacation Townhome Sleeps 6 Guests

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $711 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Gorgeous Two Bedroom Vacation Condo Walk To Beach
The Florida Keys

Key West Gorgeous Two Bedroom Vacation Condo Walk To Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $758 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Water View Summerland Key Vacation Home With Private Pool
The Florida Keys

Water View Summerland Key Vacation Home With Private Pool

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $5,715 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Water Views Key Largo Vacation Condo Two Bedrooms Sleeps 6
The Florida Keys

Water Views Key Largo Vacation Condo Two Bedrooms Sleeps 6

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $694 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely Canalfront Vacation Home in Key Colony Beach Sleeps 4
The Florida Keys

Lovely Canalfront Vacation Home in Key Colony Beach Sleeps 4

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $507 / 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.