
Luxury rentals in Monroe County
Find and book unique accommodation on Airbnb
Top-rated luxury holiday rentals in Monroe County
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 2 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Monroe County luxury holiday rentals
Other great luxury holiday rentals in Monroe County
Luxe

Home in Miami
4.98 out of 5 average rating, 51 reviewsVizcaya Retreat - PRIME Location! Style & Comfort
Luxe

Condo in Key West
5 out of 5 average rating, 15 reviewsMaya's Secret Treasure at Duval - Unique Condo
Luxe

Home in Key West
5 out of 5 average rating, 4 reviewsPlantation Tropicale at Casa East
Luxe

Home in Key West
4.8 out of 5 average rating, 5 reviewsTruman's Trove at The Annex
Luxe

Villa in Islamorada
5 out of 5 average rating, 4 reviews4 Bedroom Oceanfront Accessible Villa – Capacity 8
Destinations to explore
- Rentals with lake access Monroe County
- House rentals Monroe County
- Rentals with a fire pit Monroe County
- Rentals with an accessible height bed Monroe County
- Rentals with breakfast Monroe County
- Beachfront rentals Monroe County
- Family-friendly rentals Monroe County
- Villa rentals Monroe County
- Rentals with a kayak Monroe County
- Cottage rentals Monroe County
- Rentals with a fireplace Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Campsite rentals Monroe County
- RV rentals Monroe County
- Serviced apartment rentals Monroe County
- Houseboat rentals Monroe County
- Rentals with an EV charger Monroe County
- Townhouse rentals Monroe County
- Smoking-friendly rentals Monroe County
- Rentals with a patio Monroe County
- Kid-friendly rentals Monroe County
- Apartment rentals Monroe County
- Hotel rentals Monroe County
- Guesthouse rentals Monroe County
- Tiny house rentals Monroe County
- Rentals with a home theatre Monroe County
- Resort rentals Monroe County
- Farmstay rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Rentals with a washing machine and dryer Monroe County
- Loft rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with a sauna Monroe County
- Condo rentals Monroe County
- Rentals with pools Monroe County
- Waterfront rentals Monroe County
- Rentals with outdoor seating Monroe County
- Rentals with beach access Monroe County
- Luxury rentals Florida
- Luxury rentals United States
- 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
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Cannon Beach
- Coral Castle
- Long Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- EAA Air Museum
- Sandspur Beach
- Highland Beach
- Monkey Jungle
- Windley Key Fossil Reef Geological State Park
- Theater of the Sea
- Long Key State Park
- Far Beach
- Everglades Alligator Farm
- Keys' Meads
- Horseshoe Beach
- Sea Oats Beach
- Things to do Monroe County
- Entertainment Monroe County
- Art and culture Monroe County
- Sports activities Monroe County
- Food and drink Monroe County
- Sightseeing Monroe County
- Tours Monroe County
- Nature and outdoors Monroe County
- Things to do Florida
- Wellness Florida
- Tours Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Art and culture Florida
- Entertainment Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Nature and outdoors United States
- Wellness United States
- Tours United States