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 Marathon
5.0 out of 5 average rating, 17 reviewsDirect Oceanfront Private Paradise - Pool/Spa/Dock
Home in Marathon
5.0 out of 5 average rating, 3 reviewsLuxury Seaside Escape ~ Pool ~ Dock ~ Scenic Views
Home in Marathon
5.0 out of 5 average rating, 17 reviewsCoco Plum Paradise - Marathon 4 BR 3BA Waterfront
Home in Marathon
4.98 out of 5 average rating, 48 reviewsIsland Dreamz Bay House -Modern 5 Star, Pool/Dock
Home in Marathon
4.9 out of 5 average rating, 10 reviews4BR Sombrero Beach House on Canal w Dock & Pool
Home in Marathon
4.95 out of 5 average rating, 40 reviewsParadise Ocean front Fisherman’s choice
Home in Marathon
5.0 out of 5 average rating, 8 reviewsWaterfront Escape -VACA-23-408
Home in Marathon
4.92 out of 5 average rating, 24 reviewsSerenity Bay Estate-FL Keys Best Kept Secret! Beau
Pet-friendly mansion rentals
Home in Key Colony Beach
5.0 out of 5 average rating, 17 reviewsTranquility at KCB! Half Duplex Beach&Pool Access
Home in Marathon
5.0 out of 5 average rating, 4 reviewsPool & Spa, Walk to Beach, Dock, Tiki, Lux Home
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
4.93 out of 5 average rating, 28 reviewsWaterfront Private Pool & Dock Near Sombrero Beach
Flat in Marathon
4.81 out of 5 average rating, 67 reviewsIt’s 5 o’clock somewhere!
Home in Marathon
4.82 out of 5 average rating, 87 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!
Mansion rentals with a pool
Home in Marathon
4.9 out of 5 average rating, 10 reviewsBeautiful Home w/ Pool, Kayaks, & Golfcart
Home in Marathon
4.9 out of 5 average rating, 20 reviewsModern Pool Home with Stunning Open Water Views!
Home in Marathon
4.98 out of 5 average rating, 58 reviewsLuxury 4/3 Waterfront w/Private Heated Pool & Dock
Home in Marathon
4.97 out of 5 average rating, 75 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Home in Marathon
4.95 out of 5 average rating, 22 reviewsVaca Cove (C) Reel Paradise, Ocean View with Dock
Home in Marathon
4.91 out of 5 average rating, 54 reviewsFlorida Gulf Paradise
Home in Marathon
4.67 out of 5 average rating, 3 reviewsSombrero- Waterfront 4 BR Luxury Pool Home- M#9
Villa in Marathon
4.87 out of 5 average rating, 107 reviewsDuck Key 4 BR Villa Dock Behind & Cabana Club
Destinations to explore
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