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Great selection of Key West lodging accommodations
from historic inn lodging to luxury vacation homes
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Monthly Seasonal Vacation Rental Homes & Cottages
Key West Vacation Rentals has a fine selection of monthly Key West rental accommodations some with private pool, jacuzzi or boat dockage.
| Accommodations Click on name for photos, description and to inquire |
Winter Dec. 1 thru April 30 |
Shoulder May & November |
Summer June 1 - Oct 31 |
| Sleeps up to 4 (with private pool) | |||
| Fishtail
Hideaway (Rate based on 2) K BR, Q Murphy, 2 Baths Private Pool & Parking Free Wi-Fi/DSL |
$4000.00/mo |
$3250.00/mo |
$2500.00/mo |
| Sleeps up to 4 (with shared pool) | |||
|
Providence Suite (Rate based on 4) 2Q in BR, Q Sl. Sofa, 2 Baths Shared Heated Pool Free WiFi |
$4000.00/mo |
$3000.00/mo |
$2300.00/mo |
| Esperanza
Suite (Rate based on 2) 1K BR, Q Sl. Sofa, 2 Baths Private Courtyard & Jacuzzi Shared Heated Pool Free Wi-Fi |
$4000.00/mo |
$3000.00/mo |
$2300.00/mo |
| Sleeps up to 4 (with private Jacuzzi) | |||
| Pinder
House 1Q BR, 1K or 2T BR, 2 Baths Large Private deck & Jacuzzi |
$5500.00/mo |
Available January through
March ONLY |
|
| Tobago House (Rate based on 4) 2 BR (K, Q) , 2 Baths Shared Heated Pools Private Spa Free Wi-FI |
$5500.00/mo |
$4500.00/mo |
$4000.00/mo |
| Sleeps up to 4 - Steps from Mallory Square at Truman Annex | |||
| Seashore at The
Shipyard (Rate based on 4) 1Q BR, 1K or 2T BR, 1 Bath Shared Heated Pool, Private Parking Free WiFi |
$4000.00/mo |
$3500.00/mo |
$3000.00/mo |
| The
Shipyard (Rate based on 4) 1Q BR, 2T BR, 1 Bath Shared Heated Pool , Private Parking Free Wi-Fi |
$4000.00/mo |
$3500.00/mo |
$3000.00/mo |
| Secret Garden (Rate based on 4) 2Q BR, 1 Bath Ground Floor Shared Pool , Private Parking, Free WiFi |
$4000.00/mo |
$3500.00/mo |
$3000.00/mo |
| Shipyard Perch (Rate based on 4) 2Q BRs, 2 Baths Shared Heated Pool, Private Parking Free Wi-FI |
$4250.00/mo |
$3750.00/mo |
$3250.00/mo |
| Sleeps up to 6 - Old Town Key West | |||
| Howe Street Hideaway (Rate based on 4) 1Q BR, 1K or 2T BR, Qsl, 2 Baths PrIvate Parking, Access to Heated Pools Pets up to 50 lbs. Free Wi-Fi |
$4250.00/mo |
$3750.00/mo |
$2500.00/mo |
| Sleeps up to 6 - Steps from Mallory Square at Truman Annex | |||
| The
Foundry #17 - WEEKLY (Rate Based on 4) 2 T (or K), Q BR, Q Sl. Sofa, 2.5 Baths Shared Heated Pool Private Parking Free Wi-Fi / DSL |
$7000.00/mo |
$5000.00/mo |
$4000.00/mo |
| Sleeps up to 6 (with private jacuzzi) | |||
| Grande Tobago (Rate based on 6) 3 BR (K, 2 Q's), 3 Baths Shared Heated Pools Private Spa Free Wi-FI |
$6500.00/mo |
$5500.00/mo |
$5000.00/mo |
| Sleeps up to 6 (with private pool) | |||
| Casa
625 (Rate based on 4) K BR, Q BR, Q Sl. Sofa, 2 Baths Private Heated Pool Free Wi-Fi |
$7000.00/mo |
$5000.00/mo |
$4000.00/mo |
| Casa
Blanca (Rate Based on 4) 2 Q BR, Q Sl. Sofa, 3.5 Baths Parking for 2 vehicles Private Pool Free Wi-Fi / DSL |
$5750.00/mo |
$4750.00/mo |
$3750.00/mo |
| Sleeps up to 6 (with private pool) | |||
| Villa
Azul (Rate Based on 6) K BR, 2 Q BR, Day Bed, 3 Baths Private Heated Pool Off-Street Parking Free Wi-Fi / DSL |
$9000.00/mo |
$7000.00/mo |
$6000.00/mo |