Mansion holiday rentals in Key West
Find and book unique mansions on Airbnb
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, 12 reviewsWaterfront Escape -VACA-23-408
Home in Marathon
5.0 out of 5 average rating, 17 reviewsCoco Plum Paradise - Marathon 5 BR 4 BA Waterfront
Home in Marathon
5.0 out of 5 average rating, 3 reviewsBlue Island new 4 bed 6 bath, kids area, cabana,
Home in Marathon
4.98 out of 5 average rating, 49 reviewsIsland Dreamz Bay House -Modern 5 Star, Pool/Dock
Home in Marathon
4.97 out of 5 average rating, 77 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Villa in Key Colony Beach
5.0 out of 5 average rating, 9 reviewsFabulous Canal Front Villa, Private Pool in KCB!
Home in Marathon
5.0 out of 5 average rating, 5 reviewsPool & Spa, Walk to Beach, Dock, Tiki, Lux Home
Home in Marathon
5.0 out of 5 average rating, 9 reviewsMermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
Pet-friendly mansion rentals
Home in Marathon
4.96 out of 5 average rating, 80 reviewsCoco Plum Waterfront Hideaway Home in Marathon
Home in Key Colony Beach
5.0 out of 5 average rating, 20 reviewsTranquility at KCB! Half Duplex Beach&Pool Access
Home in Marathon
4.92 out of 5 average rating, 36 reviewsGorgeous Ocean View Home!
Home in Marathon
5.0 out of 5 average rating, 9 reviewsWaterfront home w/4 Bedrooms, private pool & dock
Home in Marathon
4.97 out of 5 average rating, 34 reviews2023 New Modern Private Dock+Heated Pool+Jacuzzi
Home in Marathon
4.82 out of 5 average rating, 66 reviewsWelcome to Luna Island in the Florida Keys
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
4.86 out of 5 average rating, 72 reviewsWaterfront Private Pool & Dock Near Sombrero Beach
Mansion rentals with a pool
Home in Marathon
4.91 out of 5 average rating, 11 reviewsBeautiful Home w/ Pool, Kayaks, & Golfcart
Home in Marathon
4.92 out of 5 average rating, 25 reviewsVaca Cove (C) Reel Paradise, Ocean View with Dock
Home in Marathon
4.67 out of 5 average rating, 3 reviewsSombrero- Waterfront 4 BR Luxury Pool Home- M#9
Home in Marathon
4.98 out of 5 average rating, 58 reviewsLuxury 4/3 Waterfront w/Private Heated Pool & Dock
Home in Marathon
5.0 out of 5 average rating, 18 reviewsAmazing Bayfront Newer House with Dock and Pool!
Home in Marathon
4.91 out of 5 average rating, 54 reviewsFlorida Gulf Paradise
Home in Key Largo
4.7 out of 5 average rating, 27 reviewsSeaside Escape
Villa in Marathon
4.87 out of 5 average rating, 109 reviewsDuck Key 4 BR Villa Dock Behind & Cabana Club
Destinations to explore
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