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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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Key Lime Cottage - 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!

Passover Cottage - Nightly Rental

Key West Vacation Rentals
2 Bedrooms
2 Bathrooms

Passover Cottage is an adorable, historic home that reflects Key West Caribbean attitude at its best. Just across from the history laden Key West cemetery on Passover Ln, it is quiet, comfortable, and loaded with all the extra amenities you could desire!

Poolside Paradise - Nightly Group Unit

Key West Vacation Rentals
3 Bedrooms
2 Bathrooms

Poolside Paradise is a beautiful home on the 500 block of Olivia Street, one-half block off world famous Duval Street! Enjoy the private pool in prime location! Great for larger groups and parties. Sleeps up to 10 comfortably!

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

Royal Palm - Nightly Rental

Key West Vacation Rentals
Studio
1 Bathroom

ROYAL PALM - What an idyllic setting! Picture the most perfect romantic getaway cottage with all the must have's for a great Key West vacation - in a setting that nature provided in the late 1800's - the hardwood canopy is stunning!

Carey's Corner - Nightly Rental

Key West Vacation Rentals
Studio
1 Bathroom

Affordable studio w/ private bathroom and kitchenette located in The Galleria condominium complex Bahama Village. Close to Ft Zach Beach, Blue Heaven, The Earnest Hemingway House, and much more!

Casa Bonita @ Duval Square - Nightly Rental

Key West Vacation Rentals
2 Bedrooms
2.5 Bathrooms

Located in Duval Square (between Duval St and Simonton St), where fine dining abounds (Square One, Origami Sushi Bar and NY Pasta Garden), Casa Bonita is a second story paradise just steps from the sights, sounds and excitement of world-famous Duval St

Truman Suite - Nightly Rental

Key West Vacation Rentals
Studio
1 Bathroom

One block from famous Duval Street on Simonton Street and Truman Avenue (US 1), just a short walk to the infamous night-life or calm of the Atlantic shore or our Family or Adult pool, the Truman Suite is central to all the action in Key West.

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

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