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Key West Vacation Rentals in the Florida Keys

Book Places to Stay and Vacation Home Rentals in Key West, Florida Keys Directly Online Here and Save!

We have many choices for Key West, Florida Keys Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer for your visit to Florida.

Vacation Rentals - Key West Hotel

Beach Getaway! 2 Comfortable Units, Onsite Pool, Close to County Beach!

Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help you have a great vacation. Close to kayaking, scuba diving and snorkeling, and many other watersports, head out and seek adventures! When you get back from exploring the great outdoors, rest on the property’s premium bedding, u.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 8 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Beach Getaway! 2 Relaxing Units, Close to Key West Harbour and Smathers Beach!

Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help you have a great vacation. Close to kayaking, scuba diving and snorkeling, and many other watersports, head out and seek adventures! When you get back from exploring the great outdoors, rest on the property’s premium bedding, u.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 8 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Fantastic Land and Sea Vacation! 2 Convenient Units, Onsite Pool!

Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help you have a great vacation. Close to kayaking, scuba diving and snorkeling, and many other watersports, head out and seek adventures! When you get back from exploring the great outdoors, rest on the property’s premium bedding, u.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 8 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Welcome to a Sun-Soaked Paradise! Discover the History and Soul of Key West!

Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property. ATTENTION: The Resort Fee is not included in the daily rate. A MANDATORY RESORT FEE OF $56.25/DAY/UNIT PLUS TAX WILL BE COLLECTED UPON ARRIVAL.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Hotel Rentals

Vacation Home

Galleon Resort - Key West Condo

Incredible 2BR Penthouse condo on Front Street with amazing amenities!

The Galleon Resort is one of Key West's best resorts. Located on Front Street in front of the Marina, it has a large waterfront saltwater pool, hot tub, private beach, boardwalk, Tiki Bar with live music and activities, Pirate's Cove restaurant, sauna, gym, and an observation deck with a 360-degree panoramic view of Key West - the best place to be .......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Ultimate Key West Experience! 2 Serene Units, Short Drive to Jackson Square!

Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property. ATTENTION: The Resort Fee is not included in the daily rate. A MANDATORY RESORT FEE OF $56.25/DAY/UNIT (x2 units) PLUS TAX WILL BE COLLECTED U.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 8 Hotel Rentals

Vacation Home

Vacation Rentals - Key West House

Rare on the Island of Key West

t's rare on the island of Key West but if you are looking for a beautiful completely renovated home, with privacy, water views, and boating access this is it. Where the Sunrise and Riviera canals meet you will find this gorgeous 3 bedroom/3 bath estate set on a large lushly landscaped lot. In 2005 the home was rebuilt with impact resistant windows .......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Vacation Day Is Always A Great Idea! Minutes From Fort Zachary Taylor State Park

Blending history with contemporary coastal decor, the private rooms in these two historic homes have been updated with modern amenities, while maintaining turn-of-the-century character and charm. Enjoy access to two private beaches and three resort pools. Relax in a spacious private cabana. Have a relaxing massage at the spa. Your exciting Key West.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Condo

Sunsets over the water

Sunset views over the water has this large 1/1 with 1 assigned parking space. Only a few minutes from the Island of Key West, and many seafood restaurants on the water. Catch fish steps away from your home, ride your bike in the overseas trail, very quiet area at night, minutes from the Boca Chica air base........read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

Vacation Rentals - Key West Hotel

You Found it! Key West Getaway! On-site Spa, Beach Access, Near Sunset Pier!

Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property. ATTENTION: Resort fee is not included in the daily rate. MANDATORY RESORT FEE OF $56.25/DAY/UNIT PLUS TAX WILL BE COLLECTED UPON ARRIVAL. The.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Luxurious Vacation! 3 Snug Units, 3 Pools, Access to Beaches, Near Duval Street!

Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property. ATTENTION: The Resort Fee is not included in the daily rate. A MANDATORY RESORT FEE OF $56.25/DAY/UNIT (x3 units) PLUS TAX WILL BE COLLECTED U.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 12 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Townhome

Classic Key West living w/ a full kitchen, balcony, & shared pool

Baya House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Located in a small, gated community, this cozy townhouse has a tropical, classic Key West vibe throughout. Whether you're visiting with the kids or sneaking away for a romantic getaway for two, you're.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 4 Townhome Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Key West Escape! Have a Blast at the Pool, On-site Bar and Restaurant, Parking!

Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few minutes walk to several local attractions. An onsite restaurant serves Latin-inspired tapas with local ingredients. The refreshing pool and pool bar are a relaxing spot to spend an afternoon in the sun. Hourly shuttle services are.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 3 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Resort

NEAR DUVAL ST! Sunset Harbor Oasis + Amenities, 2-Bedroom Suite

Please verify availability prior to booking. Inquire for exclusive rates or Feel free to request a custom rate for your specified dates of travel. 7-Night Stay Required (Sunday-Sunday Check-In/Check-Out ONLY) - short-stay fees may apply for stays less than 7-Nights. We look forward to welcoming you to this waterfront retreat overlooking the Gu.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 Resort Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Great for Getaways on the Island of Key West! Short Walk From Southernmost Point

Blending history with contemporary coastal decor, the private rooms in these two historic homes have been updated with modern amenities, while maintaining turn-of-the-century character and charm. Enjoy access to two private beaches and three resort pools. Relax in a spacious private cabana. Have a relaxing massage at the spa. Your exciting Key West.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Ultimate Key West Experience! 2 Serene Units, Short Drive to Mallory Square!

Blending history with contemporary coastal decor, the private rooms in these two historic homes have been updated with modern amenities, while maintaining turn-of-the-century character and charm. Enjoy access to two private beaches and three resort pools. Relax in a spacious private cabana. Have a relaxing massage at the spa. Your exciting Key West.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 8 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Fantastic Stay, Best Location! Pool, Restaurant & Bar, Bike Rental, Pets Allowed

Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property. ATTENTION: The Resort Fee is not included in the daily rate. A .......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Key West Experience like No Other! Ocean View, Access to 2 Beach, 3 Pools

Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property. ATTENTION: The Resort Fee is not included in the daily rate. A MANDATORY RESORT FEE OF $56.25/DAY/UNIT PLUS TAX WILL BE COLLECTED UPON ARRIVAL.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Hotel Rentals

Vacation Home

Vacation Rentals - Key West House

Backyard Oasis (Monthly)

Backyard Oasis is the perfect monthly vacation home for a large family or a group of friends to settle in and enjoy Key West like a local. Located in a quiet mid-town neighborhood, Backyard Oasis has a fully fenced yard with off-street parking. The front yard offers a beautiful tropical garden with an outdoor swing.  Upon entering the entry opens.......read more

5 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Vacation Rentals - Key West Hotel

Your Key West Adventure Awaits! Ocean View, Pool, Outdoor Dining, Nightlife!

Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property. ATTENTION: The Resort Fee is not included in the daily rate. A MANDATORY RESORT FEE OF $56.25/DAY/UNIT PLUS TAX WILL BE COLLECTED UPON ARRIVAL.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Hotel Rentals

Vacation Home

Vacation Rentals - Key West Condo

Spacious 1 bedroom, private heated pool, private yard, deck, covered porch

Spacious 1 bedroom w/additional queen sleeper sofa for short term guests. 1st floor in Old Town. Only 2 other condos in compound. On desirable Frances Street, just 3 blocks from seaport, 6 blocks to Duval. Granite kitchen, Washer/Dryer, outdoor propane grill, tile floors, tiled shower, central AC, large screen T.V., bedroom T.V, WiFi. Fully furnish.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Condo Rentals

Vacation Home

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