
Mansion holiday rentals in Key West
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Top-rated mansion rentals in Key West
Guests agree: these mansions are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West mansion rentals
Luxury mansion rentals

5 O'Clock Somewhere Bay House, Drinks on Us!

VR23 Tropical Dream

Oceanfront Pool Home - 130ft Dock & Canal Garden

Waterfront Oasis with Boat Dock & Pool!

4/2.5 - Pool Home at Village at Hawks Cay 7222

New Paradise On Sombrero Beach

Millionaire Row Heart of Key West 4 BR Resort Home

Paradise Ocean Front 4/3Home Heated Pool
Pet-friendly mansion rentals

Lobster Week! Steps to Sombrero| Dock, Pool + Dogs

Sombrero Siesta Heated Pool & Stunning Canal Views

Waterfront home w/pool, dock & close to beach

Key Colony Beach-POOL & DOCK

Waterfront Beach House with Dock & Heated Pool!

NEW: Vaca Cut w/60' dock, 4br/4ba, 2 kitchens

Emerald Oasis ~ Lux Waterfront Gem ~ Heated Pool ~

Dock Pool Home by Sombrero Beach
Mansion rentals with a pool

10% OFF TO AUG 31! Private Pool and Boat Slip!

4 Bed/3.5 bath with private pool, tiki hut & dock!

Private Keys Retreat: Waterfront, Pool, Tiki Bar &

Marathon Peach Pit

Waterfront Villa: Serene Escape!

Sombrero Island Breeze 4BD Pool Paradise (M#9)

Luxury 4/3 Waterfront/Private Heated Pool/Dock/Ice

Angler's Reef 4BD / 3.5 BATH - W/31' Boat Slip!
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