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Latest Vacation Rentals in Monroe County, FL

Photo for 3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Big Pine Key (204)

3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Enjoy breathtaking views of ISLAND TIME PARADISE (our nickname) in Big Pine Key. Its our spacious 3 bedroom 2 bathroom ISLAND TIME PARADISE HOUSE that will accommodate a total of 8 people. You will...

Created on Feb 25, 2024
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Islamorada (923)

4 Br Private Vacation Home Vacation Rental In Islamorada, Florida

Calling all boaters and anglers! You will love our home. Nestled on a canal only 3 minutes to the bay and 10 minutes to the ocean by boat. 70' dock, fish cleaning station, commercial ice maker,...

Created on Feb 25, 2024
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Key Colony Beach (442)

1 Br Private Vacation Home Vacation Rental In Key Colony Beach, Florida

If you are looking to get away from it all and experience the beauty and relaxation of the Florida Keys look no further than this one bedroom vacation rental with pullout sofa and dockage! Located...

Created on Feb 25, 2024
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Key Largo (1275)

2 Br Private Vacation Home Vacation Rental In Key Largo, Florida

Enjoy a little piece of paradise! Townhouse is located in Kawama Yacht Club, a private oceanfront community, in the center of Key Largo. The propertys amenities include 2 heated swimming pools, a...

Created on Feb 25, 2024
Photo for 1 Br Condo Vacation Rental In Key West, Florida

Key West (2885)

1 Br Condo Vacation Rental In Key West, Florida

Hidden Beach Unit 1 - Just 3 blocks from Duval Street, this property sits on Key Wests only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key Wests best restaurant...

Created on Feb 25, 2024
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Long Key (56)

3 Br Condo Vacation Rental In Long Key, Florida

Fisherman's Paradise at Oceanside Isle Condominiums with 1,800 Square Feet of Living Space, on Long Key, which is a Secluded Island with direct access to both Atlantic Ocean and the Bay of Florida...

Created on Feb 25, 2024
Photo for 5 Br Private Vacation Home Vacation Rental In Marathon, Florida

Marathon (1587)

5 Br Private Vacation Home Vacation Rental In Marathon, Florida

Introducing Gulfside Escape: A Brand New 5 Bed/4 Bath Luxury Single-Family Home in The Tides at Vaca Cut DevelopmentNestled in the pristine surroundings of The Tides at Vaca Cut, Gulfside Escape is...

Created on Feb 25, 2024
Photo for 3 Br Villa Vacation Rental In Marathon, Florida

Marathon Shores (1)

3 Br Villa Vacation Rental In Marathon, Florida

Our newest addition to the HappyintheKeys Portfolio, Villa 15 - known as Sunset Villa, is in a secluded, gated and lovely marina townhome/villa complex. From the moment the tropical copper gate...

Created on Feb 21, 2024
Photo for 2 Br Private Vacation Home Vacation Rental In Cudjoe Key, Florida

Summerland Key (627)

2 Br Private Vacation Home Vacation Rental In Cudjoe Key, Florida

VO099Spectacular Ocean View Stilted 2Bd/2Ba35' Dockage Great Boating Property!This beautiful sparkling clean two bedroom with two full baths is located only 4 lots in from open water to offer...

Created on Feb 25, 2024
Photo for 1 Br House Boat Vacation Rental In Tavernier, Florida

Tavernier (680)

1 Br House Boat Vacation Rental In Tavernier, Florida

Are you ready to be adventurous , do something unique and fun? Well, it doesnt get Yellow Tail houseboat, is a 1 bedroom Aqua Lodge which has a Queen Bed, pull out sofa bed and 2 twin beds in the...

Created on Feb 25, 2024
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