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 Key Colony Beach
5.0 out of 5 average rating, 16 reviewsTranquility at KCB! Half Duplex Beach&Pool Access
Oct 20 – 27
Home in Cudjoe Key
5.0 out of 5 average rating, 3 reviewsLatitudes-Ocean Front Pool
Nov 9 – 16
Home in Marathon
4.95 out of 5 average rating, 39 reviewsParadise Ocean front Fisherman’s choice
Aug 20 – 27
Home in Marathon
5.0 out of 5 average rating, 47 reviewsIsland Dreamz Bay House -Modern 5 Star, Pool/Dock
Nov 18 – 25
Home in Marathon
5.0 out of 5 average rating, 8 reviewsWaterfront Escape -VACA-23-408
Nov 7 – 14
Home in Marathon
5.0 out of 5 average rating, 4 reviewsVilla Coral, brand new, spectacular outdoor area!
Sep 17 – 24
Home in Key Largo
4.97 out of 5 average rating, 59 reviewsLuxury Heated Pool/Jacuzzi, Games & Nice Backyard.
Mar 23 – 30
Cottage in Key West
4.75 out of 5 average rating, 4 reviewsCasa Caribe Old Town Key West Oasis Near Duval St
Nov 30 – Dec 7
Luxury mansion rentals
Home in Key Largo
4.95 out of 5 average rating, 105 reviewsMariners Club Resort, Best in the Upper Keys
Aug 11 – 18
Villa in Key Colony Beach
5.0 out of 5 average rating, 9 reviewsFabulous Canal Front Villa, Private Pool in KCB!
Nov 11 – 18
Home in Key Colony Beach
4.87 out of 5 average rating, 39 reviews*Newly Renovated Single Family Home w/Private Pool
Dec 7 – 14
Home in Marathon
5.0 out of 5 average rating, 9 reviewsBeautiful Home w/ Pool, Kayaks, & Golfcart
Jan 8 – 15
Home in Marathon
4.97 out of 5 average rating, 74 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Mar 22 – 29
Home in Islamorada
4.94 out of 5 average rating, 18 reviewsHidden Gem Duplex in Heart of Islamorada! Sleeps 8
Sep 10 – 17
Home in Marathon
4.86 out of 5 average rating, 71 reviewsWaterfront Private Pool & Dock Near Sombrero Beach
Nov 20 – 27
Home in Marathon
4.67 out of 5 average rating, 3 reviewsBristol Keys: 6BR Near Sombrero Beach, Pool, Dock
Sep 8 – 15
Pet-friendly mansion rentals
Home in Marathon
4.97 out of 5 average rating, 79 reviewsCoco Plum Waterfront Hideaway Home in Marathon
Sep 28 – Oct 5
Home in Marathon
4.82 out of 5 average rating, 66 reviewsWelcome to Luna Island in the Florida Keys
Aug 31 – Sep 7
Apartment in Marathon
4.8 out of 5 average rating, 65 reviewsIt’s 5 o’clock somewhere!
Oct 15 – 22
Home in Key Largo
4.92 out of 5 average rating, 71 reviewsTropicasa
Sep 2 – 9
Villa in Marathon
5.0 out of 5 average rating, 8 reviewsWaterfront Home w/Dock, Pool, Bikes & SO MUCH MORE
Nov 8 – 15
Home in Marathon
4.89 out of 5 average rating, 82 reviews4 Bed/3.5 bath with private pool, tiki hut & dock!
Jan 4 – 11
Boat in Naval Air Station Key West
4.86 out of 5 average rating, 14 reviewsKeys Livin’
Aug 8 – 15
Townhouse in Marathon
4.69 out of 5 average rating, 29 reviewsSUNTASTIC - Indigo Reef 11 - 3 BR & 31' Boat Slip
Oct 30 – Nov 6
Destinations to explore
- Varadero Vacation rentals
- Havana Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Rentals with breakfast Key West
- Family-friendly rentals Key West
- Cottage rentals Key West
- Pet-friendly rentals Key West
- Monthly Rentals Key West
- Rentals with a fire pit Key West
- Rentals with pools Key West
- Beach condo rentals Key West
- Villa rentals Key West
- Beach house rentals Key West
- Bungalow rentals Key West
- Rentals with beach access Key West
- Kid-friendly rentals Key West
- Waterfront rentals Key West
- Fitness-friendly rentals Key West
- Rentals with a hot tub Key West
- Rentals with a patio Key West
- Rentals with an EV charger Key West
- Rentals with a washer and dryer Key West
- Townhouse rentals Key West
- Beachfront rentals Key West
- Rentals with outdoor seating Key West
- House rentals Key West
- Condo rentals Key West
- Rentals with a kayak Key West
- Apartment rentals Key West
- Cabin rentals Key West
- Rentals with an accessible height toilet Key West
- Mansion rentals Florida
- Mansion rentals Florida Keys
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom