0 941.500.4555 Request a Call

The Florida Keys Vacation Rentals

Showing 193–216 of 539 matching vacation rentals, page 9 of 23. Closest capacity matches first.

About The Florida Keys
Gold Islamorada Vacation Home With Pool & Boat Dock 10 Guests
The Florida Keys

Islamorada Vacation Home With Pool & Boat Dock 10 Guests

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $40,358 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold Walk to Beach Vacation Home in Key West Three Bedroom
The Florida Keys

Walk to Beach Vacation Home in Key West Three Bedroom

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $996 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Lovely Rental Studio Pool Walk to Beach
The Florida Keys

Key West Lovely Rental Studio Pool Walk to Beach

Studio Bedrooms · 1 Bathroom · Sleeps 2
From $450 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Ocean Front Vacation Home 5 Bedrooms Pool Islamorada Beach
The Florida Keys

Ocean Front Vacation Home 5 Bedrooms Pool Islamorada Beach

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $2,300 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Stunning Vacation Home in Marathon with Boat Dock
The Florida Keys

Stunning Vacation Home in Marathon with Boat Dock

4 Bedrooms · 2 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Vacation Home and Pool Cabana in Key West
The Florida Keys

Luxury Vacation Home and Pool Cabana in Key West

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $15,120 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gorgeous 4 Bedroom Home in Key West
The Florida Keys

Gorgeous 4 Bedroom Home in Key West

4 Bedrooms · 6 Bathrooms · Sleeps 9
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beautiful Sugarloaf Key Vacation Pool Villa 8 Bedrooms
The Florida Keys

Beautiful Sugarloaf Key Vacation Pool Villa 8 Bedrooms

8 Bedrooms · 7 Bathrooms · Sleeps 20
From $4,139 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Waterfront Awaits in Marathon 4 Bedroom Pool Home
The Florida Keys

Waterfront Awaits in Marathon 4 Bedroom Pool Home

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $806 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bayfront Home in Marathon
The Florida Keys

Bayfront Home in Marathon

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $1,593 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gorgeous Key West Vacation Home with Private Pool & Hot Tub
The Florida Keys

Gorgeous Key West Vacation Home with Private Pool & Hot Tub

3 Bedrooms · 2 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gorgeous Key West Vacation Home with Private Pool Sleeps 6
The Florida Keys

Gorgeous Key West Vacation Home with Private Pool Sleeps 6

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $386 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Vacation Rental Home Boat Dock Sleeps 10 Guests
The Florida Keys

Marathon Vacation Rental Home Boat Dock Sleeps 10 Guests

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $937 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key West Vacation Home With Private Pool Sleeps 12 Guests
The Florida Keys

Key West Vacation Home With Private Pool Sleeps 12 Guests

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $3,129 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold A Mere Mile From Sombrero Beach!
The Florida Keys

A Mere Mile From Sombrero Beach!

3 Bedrooms · 3 Bathrooms · Sleeps 7
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Luxury Vacation Home With Private Pool Sleeps 10
The Florida Keys

Marathon Luxury Vacation Home With Private Pool Sleeps 10

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $865 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Florida Keys 4 Bedroom Duplex with Dock & Private Pool
The Florida Keys

Florida Keys 4 Bedroom Duplex with Dock & Private Pool

4 Bedrooms · 3 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Elegant Vacation Rental Home with Private Pool 8 Guests
The Florida Keys

Elegant Vacation Rental Home with Private Pool 8 Guests

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $649 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Marathon Three Bedroom Town House/Villa
The Florida Keys

Marathon Three Bedroom Town House/Villa

3 Bedrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Key Colony Beach Pool Home with Boat Dock Steps To Beach
The Florida Keys

Key Colony Beach Pool Home with Boat Dock Steps To Beach

4 Bedrooms · 4 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Views, Views & Five Star Amenities
The Florida Keys

Views, Views & Five Star Amenities

3 Bedrooms · 2 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Private Pool Tavernier Vacation Home Four Bedrooms Sleeps 8
The Florida Keys

Private Pool Tavernier Vacation Home Four Bedrooms Sleeps 8

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

Water Views Key Largo Vacation Home Private Pool Sleeps 8

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $20,661 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Short Walk to Beach Marathon Vacation Home With Private Pool
The Florida Keys

Short Walk to Beach Marathon Vacation Home With Private Pool

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.