Vacation Rentals in Cudjoe Key, FL

This waterfront villa in Cudjoe Key offers ocean views and is situated just 1.2 kilometres from Wilhelmina Harvey Park and the Blue Hole, with Key West a short drive away.
This spacious four-bedroom property, covering 177 square metres, accommodates up to 10 guests and features a private heated swimming pool, a jacuzzi, a fully equipped kitchen, and is pet-friendly, with on-site Wi-Fi and a BBQ grill.

This Cudjoe Key holiday home is located in the Venture Out gated community, offering easy access to the ocean and local amenities.
The two-bedroom, one-bathroom dwelling sleeps six guests and boasts a fully equipped kitchen, private garden, swimming pool, jacuzzi, and access to community tennis and bocce courts; bikes and a tricycle are also provided.

This luxurious oceanfront property in Summerland Key, Florida Keys, offers direct ocean access and is situated just 29 kilometres from Key West, with Sugarloaf Beach a mere 0-meter walk away and the National Key Deer Refuge Visitor Centre a 4-minute drive.
This spacious 372 square metre holiday home accommodates up to 8 guests with 4 bedrooms, each featuring an en-suite spa-style bathroom, and boasts resort-style amenities including a heated saltwater swimming pool, a gourmet chef's kitchen, and complimentary kayaks and paddleboards.

This canal-front property in Cudjoe Key, Florida, boasts stunning Atlantic Ocean views and is located within the Venture Out community, offering easy access to local attractions.
This two-bedroom, one-bathroom holiday home sleeps four guests and features a private boat dock (up to 35 feet), a swimming pool, jacuzzi, and access to Venture Out's amenities including a tennis court and basketball court; two bicycles are also provided.

This luxurious Sunrise Beach Resort apartment on Cudjoe Key boasts a direct oceanfront location, just 24 metres from the Atlantic Ocean, 27 kilometres from Key West, and close to Cudjoe Gardens Marina.
The two-bedroom, three-bathroom property sleeps six, offering a gourmet kitchen with stainless steel appliances, private dock with kayak and paddleboard access, and free off-site boat trailer storage; nearby attractions include Looe Key and American Shoal Reef.

This Cutthroat Harbour Estates property is conveniently located less than 1km from Venture Out Keys, Venture Key, and Out Key, and within 10km of Upper Sugarloaf Key and Florida Keys beaches.
This two-bedroom, two-bathroom house sleeps six, includes in-house laundry facilities, and offers a smoke-free environment; nearby attractions include exploring the keys and relaxing on the beaches.

This oceanfront Cudjoe Key holiday home is situated within 5km of Upper Sugarloaf Key, Upper Sugarloaf Sound, Venture Key, Venture Out Keys, and Out Key, offering stunning sea views.
The 73 square metre property sleeps four guests in two bedrooms and one bathroom, boasting a private barbecue, swimming pool, and fully equipped kitchen including a fridge, microwave, oven, and stovetop.

This Cudjoe Key oceanfront house boasts direct beach access, panoramic Atlantic views, and is situated approximately 13 kilometres from Bahia Honda State Park and 32 kilometres from Key West.
Sleeping up to 14 guests, this five-bedroom, four-bathroom property features a private heated pool, a dock suitable for boats up to 24 feet, kayaks, a large screened porch, and is available as a three-bedroom option.

This waterfront property is located on Cudjoe Key, just a short distance from Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offering easy access to the surrounding attractions. It has received excellent user ratings, making it a popular choice for travellers.
The cottage spans 70 square metres and comfortably accommodates up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, a washing machine, air conditioning, Wi-Fi, a garden, a swimming pool, and a barbecue grill.

This charming waterfront cottage is located just 3km from Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offering easy access to the surrounding area's attractions. The property has received very good ratings from previous guests.
The cottage provides 2 bedrooms and 1 bathroom in a 70 square meter space, comfortably accommodating 4 guests. It boasts a fully equipped kitchen, air conditioning, a private swimming pool, a terrace, a garden, and parking, as well as access to the water for fishing, kayaking, or simply relaxing by the shore.

This Cudjoe Key beachfront property boasts panoramic Atlantic views, a private 18-foot floating dock, and is situated approximately 32 kilometres from Key West and 24 kilometres from Bahia Honda State Park.
The four-bathroom residence sleeps up to 14 guests, features a heated 3 x 6 metre pool, six bedrooms with new memory foam mattresses in several rooms, kayaks for exploring Cudjoe Bay, and a large screened-in porch with dining for twelve.

This waterfront holiday home is situated in Cudjoe Key, just 2.4 kilometres from Florida Keys Beaches and within a 10-minute walk of Venture Key, Venture Out Keys, and Out Key, offering a peaceful escape in a beautiful location. The property has received very good user ratings, an excellent location rating, and a very good cleanliness rating.
This single-bedroom property offers 68 square metres of space and can accommodate up to four guests. Enjoy stunning water views, a swimming pool, a jacuzzi, and a fully equipped kitchen, ideal for relaxing and enjoying the tranquil surroundings.