Key West Private Home Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Private Holiday Homes in Key West

Waterfront Luxury Home - Tidelands House

2.0 star property
The price is S$6,363
includes taxes & fees
2 Aug - 3 Aug
Waterfront Luxury Home - Tidelands House

Poolside Paradise by Brightwild Heated Pool

2.0 star property
The price is S$2,305
includes taxes & fees
30 Jul - 31 Jul
Poolside Paradise by Brightwild Heated Pool

Contra House by Brightwild Luxury Home w Pool

2.0 star property
The price is S$3,025
includes taxes & fees
30 Jul - 31 Jul
Contra House by Brightwild Luxury Home w Pool

Mirador House by Brightwild Pool Dock

2.0 star property
The price is S$4,926
includes taxes & fees
8 Aug - 9 Aug
Mirador House by Brightwild Pool Dock

Keys Please by Brightwild Pool Steps to Duval

2.0 star property
Keys Please by Brightwild Pool Steps to Duval

New Rose Retreat - Pool Parking

2.0 star property
New Rose Retreat - Pool Parking

Palmgale House in Key West

2.0 star property
Palmgale House in Key West

Parrot Perch by Avantstay Old Town Key West w/ Shared Pool Week Long Stays Only

3.5 star property
10.0 out of 10, Exceptional, (4)
"Perfect for our needs. Within walking distance to everything, yet quiet and peaceful. "
Parrot Perch by Avantstay Old Town Key West w/ Shared Pool Week Long Stays Only

NEW The Delaney House - Private Pool Remodeled

2.5 star property
NEW The Delaney House - Private Pool Remodeled

Seafarer's Refuge

3.0 star property
Seafarer's Refuge

Coastal Comfort

2.0 star property
Coastal Comfort

Mother Ocean

2.0 star property
Mother Ocean

Parking Pool Dock - Shellstone House

2.0 star property
The price is S$5,676
includes taxes & fees
11 Aug - 12 Aug
Parking Pool Dock - Shellstone House

New Waterfront Home - Sunray House

2.0 star property
New Waterfront Home - Sunray House

Brand New Build Larkshine House - Pool

2.0 star property
Brand New Build Larkshine House - Pool

Seagate House by Brightwild Waterfront w Dock

2.0 star property
The price is S$2,782
includes taxes & fees
24 Jul - 25 Jul
Seagate House by Brightwild Waterfront w Dock

Capmar House by Brightwild Huge Home Pool

2.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
The price is S$3,019
includes taxes & fees
26 Jul - 27 Jul
Capmar House by Brightwild Huge Home Pool

New Altair House by Brightwild Pool Pets

2.0 star property
The price is S$4,237
includes taxes & fees
11 Aug - 12 Aug
New Altair House by Brightwild Pool Pets

New Windrose House by Brightwild Pool

2.0 star property
New Windrose House by Brightwild Pool

NEW The Rigby House - Pvt Pool Amazing Location

2.0 star property
NEW The Rigby House - Pvt Pool Amazing Location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in