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Pet Friendly Key West Rentals

Over 140 of our nearly 200 Key West vacation rentals allow pets! Please make sure to check our vacation rental policies page for information on breeds that are not allowed, as well as rules to follow when bringing your pet to Key West. There is a $20 per night/per pet fee for nightly and weekly rentals, and a $200 per month/per pet fee for monthly rentals. Key West is a very dog-friendly town, so please feel free to bring your furry friend along, if your rental allows it!

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Shark Key Chateau - Monthly Rental

Key West Vacation Rentals
5 Bedrooms
5 Bathrooms

Château - Merriam-Webster defines it as a "large impressive residence". This does not do the 'Shark Key Chateau' justice! Very impressive, very large, very luxurious! Set apart from any residence you have experienced. But this property does not rest on

Oceana Vista - Waterfront Monthly Rental

Key West Vacation Rentals
2 Bedrooms
2 Bathrooms

Oceanfront 2 bed 2 bath waterfront home with private beach, private lagoon style pool, and located in paradise along Mile Marker 15. Arrive by car or boat! Living room contains 2 queen sleeper sofa and a murphy bed - sleeps 10

Audubon House - Nightly Rental

Key West Vacation Rentals
1 Bedroom
2 Bathrooms

AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE One block from famous Duval Street on Simonton Street and Truman Ave. (US 1), just a short walk to the infamous night-life or calm of the Atlantic shore.

Creme Brulee Suite - Nightly Rental

Key West Vacation Rentals
Studio
1 Bathroom

Part of Banana's Foster Guest House. Beautifully updated studio w/ king bed, huge flat screen TV, balcony, mini fridge, and shared "plunge" pool. Located on the corner of Simonton and Caroline St - 1 block from all the Duval St action!

Du Pont House - Nightly Rental

Key West Vacation Rentals
2 Bedrooms
2 Bathrooms

Stroll out your front gate to DuPont Lane, turn right and you are on Duval Street! This hidden gem will surprise and delight you with wonderful details and total privacy. You even have your own private parking space!

Island Oasis - Nightly Rental

Key West Vacation Rentals
2 Bedrooms
2.5 Bathrooms

Island Oasis is located one block from the celebrated sights and sounds of world famous Duval Street and close to the world-class restaurants, shops, art galleries and nightclubs of Upper Duval and within walking distance of all the fun

Tropical Village Retreat - Nightly Rental

Key West Vacation Rentals
2 Bedrooms
1 Bathroom

Upstairs two bedroom vacation cottage with free WiFi, shared washer/dryer & shared heated pool in the Casa Marina area, 2 blocks from the Atlantic. Located on the corner of South St and Alberta St. Plenty of free street parking available

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