Luxury holiday rentals in Key West
Find and book unique properties on Luxury Holidays
Guest favourites
Featured luxury properties in Key West
High-quality residences with premium amenities and tailored services for effortless stays.
Collection Size
12 properties
Handpicked stays across Key West
Average Bedrooms
6.5+
Room to spread out and reconnect.
Popular amenities for Key West rentals
Wifi (12)
Air Conditioning (12)
Kitchen (12)
Bed Linens (12)
Iron (12)
Dryer (12)
Hair Dryer (12)
Dedicated Workspace (12)
Tv (12)
Washer (12)
Essentials (12)
Smoke Alarm (12)
Places to stay in Key West
12 stays
Premium
House of the Royal Palms in Old Town
Property in Key West
4 beds
4 baths
8 guests
ZAR 58,312
/ night
Premium
The Shellstone House at Solaire Lunara Bay
Property in Key West
8 beds
8 baths
16 guests
ZAR 29,521
/ night
Premium
The Starboard House at Solaire Lunara Bay
Property in Key West
8 beds
8 baths
20 guests
ZAR 39,782
/ night
Premium
The Joyrise House at Solaire Lunara Bay
Property in Key West
6 beds
6 baths
12 guests
ZAR 25,937
/ night
Premium
The Fairhaven House at Solaire Lunara Bay
Property in Key West
8 beds
8 baths
16 guests
ZAR 30,291
/ night
Premium
The Rigby House – Pool, One block from Duval St
Property in Key West
6 beds
6 baths
12 guests
ZAR 66,900
/ night
Premium
Tidelands House at Lunara Bay
Property in Key West
8 beds
8 baths
16 guests
ZAR 80,928
/ night
Premium
The Greenmoor House at Lunara Bay
Property in Key West
6 beds
6 baths
14 guests
ZAR 25,680
/ night
Premium
The Dreamside House at Lunara Bay
Property in Key West
8 beds
8 baths
16 guests
ZAR 27,641
/ night
Premium
The Sunray Home at Lunara Bay
Property in Key West
8 beds
8 baths
16 guests
ZAR 38,196
/ night
Premium
Plantation Tropicale at Casa East
Property in Key West
5 beds
5 baths
12 guests
ZAR 58,113
/ night
Premium
Maya’s Secret Treasure at Duval – Unique Condo
Property in Key West
3 beds
3 baths
6 guests
ZAR 46,074
/ night
FAQs
Planning your stay
Everything you need to know before booking your luxury rental in Key West.
How many luxury listings are available in Key West?
Luxury Holidays currently features 12 curated luxury holiday rentals in Key West.
What amenities come with luxury rentals in Key West?
Expect premium amenities including high-speed Wi-Fi, fully-equipped kitchens, and concierge assistance. Many properties add private pools and dedicated parking.
How do I book a luxury rental in Key West?
Share your travel dates and requirements with our team. We will confirm availability, arrange secure payment, and coordinate your stay.
Your vacation, handled
Ready to design your stay?
Share your travel dates, wishlist, and guest count—our team will shortlist matching properties, hold availability, and arrange add-ons for your perfect getaway.