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
Home in Key Largo
4.95 out of 5 average rating, 107 reviewsMariners Club Resort, Best in the Upper Keys
Boat in Key West
4.91 out of 5 average rating, 11 reviewsAmazing 4 Bdrm, 4 Bath Catamaran - Purpus
Home in Marathon
4.92 out of 5 average rating, 24 reviewsSerenity Bay Estate-FL Keys Best Kept Secret! Beau
Home in Marathon
5.0 out of 5 average rating, 5 reviews5 O'Clock Somewhere Bay House, Drinks on Us!
Home in Marathon
4.93 out of 5 average rating, 28 reviews🏝BEAUTIFUL🏖WATER VIEW🌅POOL🏊♀️GYM🏋️Room Private⛵️Dock⚓️
Home in Key Largo
4.97 out of 5 average rating, 61 reviewsLuxury Heated Pool/Jacuzzi, Games & Nice Backyard.
Villa in Key Colony Beach
5.0 out of 5 average rating, 9 reviewsFabulous Canal Front Villa, Private Pool in KCB!
Home in Marathon
4.9 out of 5 average rating, 10 reviews4BR Sombrero Beach House on Canal w Dock & Pool
Pet-friendly mansion rentals
Home in Marathon
4.82 out of 5 average rating, 66 reviewsWelcome to Luna Island in the Florida Keys
Home in Marathon
4.97 out of 5 average rating, 79 reviewsCoco Plum Waterfront Hideaway Home in Marathon
Home in Marathon
5.0 out of 5 average rating, 4 reviewsPool & Spa, Walk to Beach, Dock, Tiki, Lux Home
Home in Key Colony Beach
4.88 out of 5 average rating, 42 reviews*Newly Renovated Single Family Home w/Private Pool
Home in Marathon
5.0 out of 5 average rating, 9 reviewsWaterfront home w/4 Bedrooms, private pool & dock
Home in Marathon
4.82 out of 5 average rating, 88 reviewsBeautiful Waterfront Gulf of Mexico View
Home in Marathon
4.89 out of 5 average rating, 82 reviews4 Bed/3.5 bath with private pool, tiki hut & dock!
Home in Marathon
4.86 out of 5 average rating, 72 reviewsWaterfront Private Pool & Dock Near Sombrero Beach
Mansion rentals with a pool
Home in Marathon
4.96 out of 5 average rating, 84 reviewsAngler’s Eden
Villa in Islamorada
4.91 out of 5 average rating, 11 reviewsBeachfront Paradise | by The Glam Homes
Home in Marathon
4.9 out of 5 average rating, 20 reviewsModern Pool Home with Stunning Open Water Views!
Home in Marathon
4.91 out of 5 average rating, 54 reviewsFlorida Gulf Paradise
Home in Marathon
4.98 out of 5 average rating, 58 reviewsLuxury 4/3 Waterfront w/Private Heated Pool & Dock
Home in Marathon
4.67 out of 5 average rating, 3 reviewsSombrero- Waterfront 4 BR Luxury Pool Home- M#9
Home in Marathon
4.91 out of 5 average rating, 11 reviewsBeautiful Home w/ Pool, Kayaks, & Golfcart
Home in Marathon
5.0 out of 5 average rating, 17 reviewsPerla Blanca 4 Bed 5 Bath kayaks pool boat dock
Destinations to explore
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- Rentals with a kayak Key West
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