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3 Bedroom Key West Rentals

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Kemp House

Nightly and Weekly Rentals
3 Bedrooms
3 Full - 1 Half Bathrooms
Comfortably Sleeps 6
Max Occupancy 6

This Civil War Era home sits in Key West's most desirable Historic Seaport District, less than a block from the Gulf of Mexico. Did Abraham Lincoln sleep here? Probably not. But anyone staying today in this classic revival valued in the millions will find not only...

Seaport Oasis

Monthly and Seasonal Rentals
3 Bedrooms
3 Bathrooms
Comfortably Sleeps 6
Max Occupancy 6

The Seaport Oasis home, built in 1898 and completely refurbished, offers you a stylish vacation indoors and out. Inside you'll find two stories with three queen bedrooms and three full baths. Outside you have a very private deck with heated dipping pool surrounded by elegant woven...

Casa Angelina

Monthly and Seasonal Rentals
3 Bedrooms
3 Bathrooms
Comfortably Sleeps 6
Max Occupancy 6

Casa Angelina's covered, wrap-around veranda may be the first thing about this property that raises your heart rate above normal, but it won't be the last. Imagine yourself relaxing at the front to catch the street-side activity or cozying up on the side for privacy and...

Blackbeard's Treasure

Monthly and Seasonal Rentals
3 Bedrooms
3 Full - 1 Half Bathrooms
Comfortably Sleeps 6
Max Occupancy 8

In addition, save 3% off final negotiated rates if you pay by check.

To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and wealthy pirates in seafaring history, is a major understatement. The 1950's era art deco Steamplant...

Anchor's Away

Monthly and Seasonal Rentals
3 Bedrooms
2 Bathrooms
Comfortably Sleeps 6
Max Occupancy 6

Need a refresher course in relaxation? Find it behind the brass seahorse knocker on the front door of this three-bedroom, two-full-bath conch cottage in Old Town Key West. Recently restored and updated to include amenities such as a heated pool with rainforest waterfall, granite counter tops,...

A Dream Come True

Monthly and Seasonal Rentals
3 Bedrooms
3 Full - 1 Half Bathrooms
Comfortably Sleeps 6
Max Occupancy 6

Without a doubt, this vacation-defining residence will become as much a part of your holiday memories as the island of Key West itself. Its two-story classic Conch architecture, centrally located in Old Town, includes two spacious master bedrooms, two full en-suite baths, one half bath, a...

Tradewinds

Monthly and Seasonal Rentals
3 Bedrooms
3 Bathrooms
Comfortably Sleeps 6
Max Occupancy 6

The charming character of this three-bedroom, three-bath vacation home is captured by its Tradewinds name. It invokes the sense of adventure that brought you to Key West and the romantic appeal of the island's famous tropical breezes. Celebrating outdoors and indoors and the sweet spot in...

Hemingway's Library

Monthly and Seasonal Rentals
3 Bedrooms
2 Full - 1 Half Bathrooms
Comfortably Sleeps 6
Max Occupancy 6

This sensational vacation home provides three bedrooms, two and a half baths, pool, and a downtown location yet manages to create a serene, get-away-from-it-all feel. Called Hemingway's Library, the residence maintains the mystique of the island's most famous author by way of books, pictures, and proximity...

The Captain's Quarters

Monthly and Seasonal Rentals
3 Bedrooms
1 Full - 1 Half Bathrooms
Comfortably Sleeps 4
Max Occupancy 6

Enjoy traditional island living in this turn of the century, three-bedroom, 1 full, 2 half bath home, a private residence on a block of historic architectural gems only two blocks from Duval and the Seaport. Four sea captains have made this their home and filled it...