Mansion vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West mansion rentals
Mansion rentals with a pool
Home in Marathon
4.89 out of 5 average rating, 9 reviews4BR Sombrero Beach House on Canal w Dock & Pool
Jan 22 – 29
Home in Cudjoe Key
5.0 out of 5 average rating, 3 reviewsLatitudes-Ocean Front Pool
Nov 9 – 16
Home in Marathon
5.0 out of 5 average rating, 6 reviewsSalty kisses beach house
Apr 10 – 17
Home in Marathon
4.95 out of 5 average rating, 39 reviewsParadise Ocean front Fisherman’s choice
Sep 11 – 18
Home in Marathon
4.98 out of 5 average rating, 48 reviewsIsland Dreamz Bay House -Modern 5 Star, Pool/Dock
Mar 19 – 26
Home in Key Colony Beach
4.87 out of 5 average rating, 39 reviews*Newly Renovated Single Family Home w/Private Pool
Sep 18 – 25
Home in Key Largo
4.97 out of 5 average rating, 60 reviewsLuxury Heated Pool/Jacuzzi, Games & Nice Backyard.
Nov 30 – Dec 7
Home in Marathon
4.8 out of 5 average rating, 5 reviewsPescayo Paradise! Canal Front/Dock/Pool & Spa!
Nov 20 – 27
Luxury mansion rentals
Home in Key Largo
4.95 out of 5 average rating, 105 reviewsMariners Club Resort, Best in the Upper Keys
Aug 14 – 21
Home in Marathon
4.9 out of 5 average rating, 20 reviewsModern Pool Home with Stunning Open Water Views!
Sep 21 – 28
Home in Marathon
5.0 out of 5 average rating, 4 reviewsPool & Spa, Walk to Beach, Dock, Tiki, Lux Home
Sep 30 – Oct 7
Villa in Islamorada
4.89 out of 5 average rating, 9 reviewsBeachfront Paradise | by The Glam Homes
Aug 30 – Sep 6
Home in Marathon
4.86 out of 5 average rating, 71 reviewsWaterfront Private Pool & Dock Near Sombrero Beach
Dec 11 – 18
Home in Marathon
4.97 out of 5 average rating, 75 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Feb 8 – 15
Home in Marathon
4.91 out of 5 average rating, 54 reviewsFlorida Gulf Paradise
Sep 30 – Oct 7
Home in Islamorada
5.0 out of 5 average rating, 3 reviewsThe Villa by the Bay Unit #2
Aug 10 – 17
Pet-friendly mansion rentals
Home in Marathon
4.97 out of 5 average rating, 79 reviewsCoco Plum Waterfront Hideaway Home in Marathon
Sep 21 – 28
Home in Marathon
4.82 out of 5 average rating, 66 reviewsWelcome to Luna Island in the Florida Keys
Oct 17 – 24
Apartment in Marathon
4.8 out of 5 average rating, 65 reviewsIt’s 5 o’clock somewhere!
Mar 29 – Apr 5
Villa in Marathon
5.0 out of 5 average rating, 8 reviewsWaterfront Home w/Dock, Pool, Bikes & SO MUCH MORE
Jan 22 – 29
Home in Marathon
4.89 out of 5 average rating, 82 reviews4 Bed/3.5 bath with private pool, tiki hut & dock!
Jan 7 – 14
Townhouse in Key Largo
4.92 out of 5 average rating, 48 reviewsDivers Delight with Golf Cart, 2 Kayaks, Pool
Jan 24 – 31
Townhouse in Marathon
4.69 out of 5 average rating, 29 reviewsSUNTASTIC - Indigo Reef 11 - 3 BR & 31' Boat Slip
Nov 21 – 28
Home in Key Largo
4.73 out of 5 average rating, 48 reviewsBeautiful Blue Key Largo Home
Nov 28 – Dec 5
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