Browse all rentals | Nightly Rentals | Weekly Rentals | Monthly Rentals | Check Availability | Contact Us
Great selection of Key West lodging accommodations
from historic inn lodging to luxury vacation homes
Key
West Vacation RentalsBROWSE ALL KEY WEST LODGING PROPERTIES
Key West Vacation Rentals has a fine selection of nightly Key West rental accommodations. Please view our complete list of nightly vacation rentals here.
| Sleeps 2 People - Old Town Key West, just steps away from Duval Street | |||
| Please click on a name for photos, description and how to inquire. | |||
| Accommodations Click on name for photos, description and to inquire |
Winter Dec. 15 April 30 |
Shoulder May & November |
Summer June 1 - Oct 31 Dec 1 - Dec 14 |
| Hibiscus
Efficiency (Rate based on 2) Q bed, Full Kitchen, Private Bath Access to 2 Pools Free Wi-Fi |
$188 |
$148 |
$128
|
| Mallory
Efficiency (Rate based on 2) Q bed, private bath, full kitchen Access to 2 Pools Free Wi-Fi |
$178 |
$138 |
$118
|
| Monroe
Efficiency (Rate based on 2) Q bed, private bath, full kitchen Access to 2 Pools Free Wi-Fi |
$178 |
$138 |
$118
|
| Truman
Efficiency (Rate based on 2) Q bed, private bath, full kitchen Access to 2 Pools Free Wi-Fi |
$178 |
$138 |
$118
|
| Sleeps 2 People (with Private Spa) - Old Town Key West - Abbey Road | |||
| Please click on a name for photos, description and how to inquire. | |||
| Starr's Suite (Rate based on 2) K bed, bath, eff. kitchen Shared Heated Pool on Premises Private Spa Free Wi-Fi |
$238 |
$188 |
$168
|
| McCartney's Manor (Rate based on 2) K bed, bath, eff. kitchen Access to 2 pools Private Spa Free Wi-Fi |
$258 |
$198 |
$178
|
| Harrison's HIdeaway (Rate based on 2) K bed, bath, eff. kitchen Access to 2 pools Private Spa Free Wi-Fi |
$268 |
$208 |
$188 |
| Sleeps 2 People (with Private Jacuzzi) - Old Town Key West | |||
| Please click on a name for photos, description and how to inquire. | |||
| Romantic
Retreat (Rate based on 2) K bed, private bath, eff. kitchen Access to 2 pools Private Jacuzzi Free Wi-Fi |
$218 |
$178 |
$158
|
| Honeymoon
Hideaway (Rate based on 2) K bed, private bath, eff. kitchen Access to 2 pools Private Jacuzzi Free Wi-Fi |
$218 |
$178 |
$158
|
| Sleeps 2 to 4 People - Old Town Key West, just steps away from Duval St. | |||
| Please click on a name for photos, description and how to inquire. | |||
| Orchid
Suite (Rate based on 2) Q BR, Q Sl. Sofa, Private Bath Access to 2 Heated Pools Free Wi-Fi |
$208 |
$168 |
$148
|
| Jasmine
Suite (Rate based on 2) Q BR, Q Sl. Sofa, Private Bath Access to 2 Heated Pools Free Wi-Fi |
$208 |
$168 |
$148
|
| Poolside Retreat (Rate based on 2) 1 Q BR, Qsl, Private Bath Free Wi-Fi Private Parking/Pool Shared w/Poolside Suite Only |
$258 |
$198 |
$178 |
| Verde
Suite (Rate based on 2) K BR, Q Sl. Sofa, Private Bath Shared Large Heated Pool Free Wi-Fi |
$238 |
$178 |
$158
|
| Oceania
Suite (Rate based on 2) K BR, Q Sl. Sofa, Private Bath Shared Large Heated Pool Free Wi-Fi |
$238 |
$178 |
$158
|
Audubon
House |
$238 |
$188 |
$168
|
| Abaco
Suite (Rate based on 2) K BR, Q Sl. Sofa, Private Bath Shared Heated Pool on Premises Free Wi-Fi |
$248 |
$188 |
$168 |
| Andros
Suite (Rate based on 2) K BR, Q Sl. Sofa, 1.5 Baths Shared Heated Pool on Premises Free Wi-Fi |
$258 |
$198 |
$178
|
| Little
Havana Suite (Rate based on 2) K BR, Q Sl. Sofal, 1.5 Baths Shared Heated Pool on Premises Free Wi-Fi |
$258 |
$198 |
$178
|
| Bermuda
Suite (Rate based on 2) K BR, Q Sl. Sofa, Private Bath Shared Heated Pool on Premises Free Wi-Fi |
$258 |
$198 |
$178
|
| Caribbean
Suite (Rate based on 2) K BR, Q Sl..Sofa, 1.5 Baths Shared Heated Pool on Premises Free DSL/WiFi |
$268 |
$228 |
$188
|
| Sleeps up to 4 People - Old Town Key West - just steps from Duval Street | |||
| Please click on a name for photos, description and how to inquire. | |||
| Sea
Breeze (Rate based on 4) 2Q BRs, Private Bath Access to 2 Heated Pools Private Parking Free Wi-Fi |
$268 |
$228 |
$188 |
| Bahama
Breeze (Rate based on 4) 2Q BRs, Private Bath Private Jacuzzi, Access to 2 Heated Pools Private Parking Free Wi-Fi |
$318 |
$268 |
$228
|
| Sleeps 2 to 4 People (with Private Jacuzzi) - Old Town Key West | |||
| Please click on a name for photos, description and how to inquire. | |||
| Accommodations Click on name for photos, description and to inquire |
Winter Dec. 15 April 30 |
Shoulder May & November |
Summer June 1 - Oct 31 Dec 1 - Dec 14 |
| Heron
Hideaway (Rate based on 2) K BR, Q Sl. Sofa, Private Bath Private Jacuzzi Shared Heated Jacuzzi Pool on site Free Wi-Fi |
$248 |
$168 |
$148
|
| Palm
Isle (Rate based on 2) K BR, Q Sl. Sofa, Private Bath Private Jacuzzi Shared Heated Jacuzzi Pool on site Free DSL/Wi-Fi |
$248 |
$168 |
$148
|
| Osprey's
Nest (Rate based on 2) K BR, Q Sl. Sofa, Private Bath Private Jacuzzi Shared Heated Jacuzzi Pool on site Free Wi-Fi |
$248 |
$168 |
$148
|
| Sunset
Suite (Rate based on 2) Q BR, Q Sl. Sofa, Private Bath Private Jacuzzi, Shared Heated Pools Free Wi-Fi |
$268 |
$208 |
$188
|
| Sleeps up to 6 People (with Shared Pool) - Steps from Mallory Square | |||
| The
Foundry #17 - Weekly Rental (Rate based on 4-6) 1K or 2T BR, Q BR, Qsl, 2.5 Baths Shared Heated Pool, Private Parking Free DSL |
$2200 |
$1800 |
$1660
|
| Sleeps up to 6 People - Historic cottages and homes in Old Town Key West | |||
| Bonaire Suite (Rate based on 4) 2Q in 1 BR, Q Sl. Sofa, Private Bath Shared Pool on Site Free Wi-Fi |
$278 |
$218 |
$198
|
| Southernmost
Retreat (Rate based on 4) 2Q BRs, Qsl, Private Bath Access to 2 Heated Pools Private Parking |
$268 |
$228 |
$188
|
| Fleming-O House (Rate based on 4) 1Q BR, 2T BR, Fsl, Private Bath Dante's Pool - 2 Blocks Away Free Wi-Fi |
$288 |
$248 |
$208
|
| Poolside Suite (Rate based on 4) 1 K BR, 1 Q BR, Q Sl Sofal, Private Bath Private Parking & Shared Pool Free Wi-Fi |
$318 |
$268 |
$228 |
| Sleeps up to 6 People (with Private Jacuzzi) - near Duval Street Old Town | |||
| Please click on a name for photos, description and how to inquire. | |||
| Conch Casa (Rate based on 4) 2Q BRs, Private Bath Private Jacuzzi, Access to 2 Heated Pools Free Wi-Fi |
$318 |
$268 |
$228
|
| Sleeps up to 6 People (with Private Jacuzzi) - Abbey Road | |||
| Please click on a name for photos, description and how to inquire. | |||
| Lennon's Lodge (Rate based on 4) 2K BRs, Private Bath Private Jacuzzi, Access to 2 Heated Pools Free Wi-Fi |
$378 |
$318 |
$278
|
| Sleeps up to 6 People (with Private Jacuzzi) - Historic Cottages & Homes | |||
| Accommodations Click on name for photos, description and to inquire |
Winter Dec. 15 April 30 |
Shoulder May & November |
Summer June 1 - Oct 31 Dec 1 - Dec 14 |
| Leeward
Isle (Rate based on 4) 2K BRs, Qsl, Private Bath Private parking and Jacuzzi Access to 2 Heated Pools Free Wi-Fi |
$328 |
$278 |
$238
|
| Windward Isle (Rate based on 4) 2K BRs, Qsl, Private Bath Private Parking and Jacuzzi Access to 2 Heated Pools Free Wi-Fi |
$328 |
$278 |
$238
|
| Almost
Southernmost (Rate based on 4) 1 K Bed, 1 Q Bed, Q sleeper sofa 2 Bedrooms / 1 Bath Large Private Jacuzzi Access to 2 Heated Pools Free Wi-Fi |
$328 |
$278 |
$238
|
| The Family
House (Rate based on 6) 1 K bed, 1 F bed, Q sleeper sofa 2 Bedrooms / 1½ Baths Private Jacuzzi Access to 2 Pools Free Wi-Fi |
$348 |
$288 |
$248
|
| Sleeps up to 6 People - Condominiums, just steps from Duval Street | |||
| Please click on a name for photos, description and how to inquire. | |||
| Casa
Bonita (Rate based on 4) 1K BR, 1Q BR, Qsl, 2.5 Baths Free Wi-Fi Private Parking and Large Shared Pool $50 Registration Fee Pets up to 20 lbs. are accepted |
$318 |
$268 |
$228
|
| Havana
Hideaway (Rate based on 4) 1K BR, 1Q BR, Qsl, 2.5 Baths Private Parking Free Wi-Fi Private Jacuzzi, Large Shared Pool $50 Registration Fee Pets up to 20 lbs. are accepted |
$348 |
$288 |
$248
|
| Casa Cubana (Rate based on 4) 1K BR, 1Q BR, Qsl, 2.5 Baths Private Parking, Large Shared Pool Free Wi-Fi $50 Registration Fee Pets up to 20 lbs. are accepted |
$318 |
$268 |
$228
|
| Casa de Mango (Rate based on 4) 1K BR, 1Q BR, Qsl, 2.5 Baths Private Parking and Jacuzzi Large Shared Pool Free Wi-Fi $50 Registration Fee Pets up to 20 lbs. are accepted |
$328 |
$288 |
$248
|
| Duval Square
Penthouse (Rate based on 4) 1K BR, 1Q BR, Qsl, 2.5 Baths Private Parking and Jacuzzi Large Shared Pool Free Wi-Fi $50 Registration Fee Pets up to 20 lbs. are accepted |
$348 |
$288 |
$248
|
| Casa Maria (Rate based on 4) 1K BR, 1Q BR, Qsl, 2.5 Baths Private Parking and Jacuzzi Large Shared Pool Free Wi-Fi $50 Registration Fee Pets up to 20 lbs. are accepted |
$348 |
$288 |
$248
|
| Casa Caribe (Rate based on 4) 1K BR, 1Q BR, Qsl, 2.5 Baths Private Parking and Jacuzzi Large Shared Pool $50 Registration Fee Pets up to 20 lbs. are accepted |
$348 |
$288 |
$248
|
| Spa on Duval (Rate based on 4) 1 K bed, 2 Twin beds, Q sleeper sofa 2 Bedrooms / 2½ Baths Private Parking and Jacuzzi Large Shared Pool Free Wi-Fi $50 Registration Fee Pets up to 20 lbs. are accepted |
$348 |
$288 |
$248
|
| Sleeps up to 6 People (with Private Pool) - Historic Cottages & Homes | |||
| Island
Oasis (Rate based on 4) Q, 2 Twins (or King), Q Sl. Sofa 2 Bedrooms / 2-1/2 Baths Private Parking & Heated Pool Free Wi-Fi |
$448 |
$388 |
$348
|
| Passover Cottage (Rate based on 4) K, 2 twins or king, Qsl, 2 bath Private heated pool Private parking Free Wi-Fi |
$448 |
$388 |
$348
|
| The
Dupont House (Rate based on 4) 1K BR, 1Q BR, Qsl, 2 Baths Private Parking and Heated Pool Free Wi-Fi |
$448 |
$388 |
$348
|
| Helen's
Hideaway (Rate based on 4) 2K BRs, Qsl, 2 Baths Private Parking and Heated Pool Free Wi-Fi |
$448 |
$388 |
$348
|
| Garden
House (Rate based on 6) 2Q BRs, Loft w/ 2T, Qsl, 2 Baths Large Private Heated Pool Free Wi-Fi |
$588 |
$438 |
$378
|
| Casa
Serendipity (Rate based on 6) 2 K BRs, 1 Q BR, 2 Baths Private Parking and Pool Free Wi-Fi |
$588 |
$438 |
$378
|
| Sleeps up to 8 - 10 People (with Private Pool) - Old Town Key West | |||
| Please click on a name for photos, description and how to inquire. | |||
| Poolside Paradise (Rate based on 6) 1 K, 2 Q’s, 2 Q Sleeper’s / 2 Baths Private Pool Parking Free Wi-Fi |
$538 |
$438 |
$378 |
| Sleeps up to 8 People (with Private Pool) - Historic Cottages & Homes | |||
| Garden
House (Rate based on 6) 2 Q BRs, Loft w/ 2T, Qsl, 2 Baths Large Private Heated Pool Free Wi-Fi |
$498 |
$408 |
$358
|
| A
Key Escape (Rate based on 6) 1K BR, 1Q BR, K or 2T BR, Qsl, 2.5 Baths Private Parking and Heated Pool Free Wi-Fi |
$588 |
$438 |
$378
|
Tropical
Retreat |
$588 |
$438 |
$378
|
| Sleeps up to 8 People - Condominiums, just steps from Duval Street | |||
| Please click on a name for photos, description and how to inquire. | |||
| Casa
Key West (Rate based on 6) 1K BR, 1Q BR, K or 2T BR, Q Sl. Sofa, 2 Baths Parking Garage Parking Large Shared Pool $50 Registration Fee Pets up to 20 lbs. are accepted |
$398 |
$348 |
$288
|
| Sleeps up to 8 People (some with Private Jacuzzi) - Historic Cottages & Homes | |||
| Please click on a name for photos, description and how to inquire. | |||
| Amelia House (Rate based on 6) 3K BRs, Fsl, 2 Baths Private Jacuzzi & Parking Access to 2 Heated Pools Free Wi-Fi |
$398 |
$348 |
$288
|
| Hemingway's
View (Rate based on 6) 3K BRs, Qsl, 2 Baths Private Parking and Jacuzzi Access to 2 Heated Pools Free Wi-Fi |
$418 |
$368 |
$308
|
| Almost Southernmost Too (Rate based on 8) 1K BR, Q BR, BR w/2Q’s, Q Sl. Sofa, 2.5 Baths Private Heated Pool Free Wi-Fi |
$498 |
$408 |
$358 |
| Sleeps up to 8 - 10 People - Old Town Key West, steps from Duval Street | |||
| Please click on a name for photos, description and how to inquire. | |||
| Mermaid's
Cove (Rate based on 8) 2Q BRs, 2T BR, 1F BR, Fsl, 4 Baths Access to 2 Heated Pools Free Wi-Fi |
$448 |
$418 |
$338 |
| Key West
Hideaway (Rate based on 8) 4Q BRs, Qsl, 4 Baths Shared Heated Pools Free Wi-Fi |
$708 |
$578 |
$498
|
| Sleeps up to 14 People - (with private pool) - Steps to Duval Street | |||
| Please click on a name for photos, description and how to inquire. | |||
| Casa Grande (Rate based on 10) 2K BRs, 3Q BRs, Qsl, 1 Trundle, 5.5 Baths Private Heated Pool Private Parking for 2 vehicles Free Wi-Fi |
$1058 |
$858 |
$698 |
| Sleeps up to 16 People (with Private Heated Pool) - Old Town Key West | |||
Almost Southernmost Retreat |
$958 |
$758 |
$598 |
| Weekly Rentals - Steps from Mallory Square at Truman Annex | |||
| Please click on a name for photos, description and how to inquire. | |||
| Accommodations Click on name for photos, description and to inquire |
Winter Dec. 15 April 30 |
Shoulder May & November |
Summer Aug. 1 - Oct. 31 Dec. 1 - 14 |
| Secret Garden - WEEKLY (Rate based on 4) 2 Q BR, 1 Bath Ground Floor Shared Pool , Private Parking, Free WiFi |
$1600 |
$1300 |
$1100 |
Seashore at The
Shipyard - WEEKLY |
$1600 |
$1300 |
$1100
|
The
Shipyard - WEEKLY |
$1600 |
$1300 |
$1100
|
| Shipyard Perch - WEEKLY (Rate based on 4) 2Q BRs, 2 Baths Shared Heated Pool, Private Parking Free Wi-Fi |
$1800 |
$1400 |
$1200 |
The
Foundry #17 -WEEKLY |
$2200 |
$1800 |
$1660
|