Holiday Rentals in Cudjoe Key, FL

This smoke-free cottage is located in Summerland Key, a short walk from Venture Key, Venture Out Keys, and Out Key, and a short drive from Florida Keys Beaches. It has received excellent user ratings.
The "Little Gem In Paradise, With Terrace & Private Patio In Resort With Amenities" cottage offers a private patio and a terrace, and can sleep up to four guests. Amenities include a fully equipped kitchen, a washing machine and dryer, free Wi-Fi, barbecue grills, a swimming pool, tennis courts, and a garden.

This Summerland Key waterfront apartment, near Cudjoe Key and Bahia Honda State Park, offers direct access to a 35-foot seawall for private boat docking.
The 72 square metre (775 square foot) property boasts two bedrooms, two bathrooms, and sleeps four, featuring a kitchen with dishwasher, a swimming pool, tennis court, and covered porch with Atlantic Ocean views within a gated community.

This two-bedroom property is located in Summerland Key, just 6 kilometres from Upper Sugarloaf Key and Florida Keys Beaches, offering a peaceful escape from the hustle and bustle. It has received very good user ratings.
The house is suitable for families or groups of up to six people and features a fully equipped kitchen, a terrace, a garden, a swimming pool, and a tennis court. Guests can enjoy the peace and quiet of the surrounding area, or take advantage of the many activities and attractions that Cudjoe Key has to offer.

Coconut Telegraph #221 is a two-bedroom flat located in the private, gated Venture Out community on Cudjoe Key, offering direct oceanfront access and a 35-foot dock, situated a 10-minute drive from local restaurants and 32 kilometres from Key West. This 80-square-metre holiday let accommodates four guests and boasts amenities including a swimming pool, jacuzzi, spa, tennis court, and a full kitchen, with easy access to Looe Key for snorkelling and diving, and proximity to both Atlantic and Gulf fishing spots.

This two-bedroom apartment is situated on Cudjoe Key, just 32 kilometres from Key West and 13 kilometres from Big Pine Key, offering easy access to the Florida Keys. The property boasts a private dock with direct access to the Atlantic Ocean, a swimming pool, a jacuzzi, and access to a range of amenities at the Venture Out Resort, including tennis courts, a private beach, and a community store.

This apartment is situated on Cudjoe Key, just 32 kilometres from Key West, offering a peaceful retreat in a gated community. It has received excellent ratings for user experience, location, and cleanliness.
The apartment sleeps up to six guests and features a fully equipped kitchen. Guests can enjoy the community's amenities, including a swimming pool, hot tub, tennis courts, and a marina, as well as direct water access from a private seawall.

Cozy, Perfect Conch Cottage, a two-bedroom Summerland Key holiday home, offers oceanfront access and is a short drive from Bahia Honda State Park in the Florida Keys.
This 56-square-metre property sleeps four, boasting a fully equipped kitchen, private pool, jacuzzi, and garden, ideal for water sports enthusiasts with nearby jet skiing, kayaking, and scuba diving opportunities.

This charming cottage is located in a gated community on Cudjoe Key, just 32 kilometres from Key West and a short drive from Marathon, offering a peaceful and family-friendly environment. The cottage boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cottage features two bedrooms and two bathrooms, comfortably accommodating up to five guests. Guests can enjoy a fully equipped kitchen, a relaxing living room with a sofa bed, access to a swimming pool, spa, tennis courts, and a marina with a store, fuel, and boat ramps.

This three-bedroom apartment, part of the Venture Out community on Cudjoe Key, boasts a stunning waterfront location with a private dock offering direct ocean access, situated a short 32km drive from Key West.
The 78-square-metre property features a fully equipped kitchen, two bathrooms, sleeps six guests, and includes four kayaks and four bicycles for exploring the surrounding Florida Keys islands, alongside community amenities such as a swimming pool, Jacuzzi, and tennis courts.

This two-bedroom, two-bathroom holiday home is situated in Summerland Key, near Cudjoe Key, offering easy access to Bahia Honda State Park and other Florida Keys attractions.
The property sleeps four in two double bedrooms, includes air conditioning, Wi-Fi, a washing machine, and a $130 amenity fee payable on arrival; note that distances to local beaches and attractions are not specified.

This Summerland Key waterfront property, close to Cudjoe Key and a short distance from Blue Hole and Big Munson Island, offers a private 35-foot dock perfect for fishing and swimming.
This 80-square-metre, two-bedroom, two-bathroom dwelling sleeps six and boasts a fully equipped kitchen, a terrace, swimming pool, jacuzzi, and covered parking, plus access to a storage room for water sports equipment.

This Cudjoe Key waterfront holiday home, situated in the Venture Out community of Summerland Key, is a 20-minute drive from Key West.
The 76-square-metre (820 sq ft) property boasts three bedrooms, two bathrooms, sleeps six, and includes a private dock, Tiki bar, swimming pool, Jacuzzi, tennis court, and is close to restaurants such as the Square Grouper and Morning Joint.

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 holiday home offers stunning views and easy beach access, located within 5km of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key.
The 47-square-metre self-catering property sleeps two, boasting a private garden, swimming pool, terrace, and amenities including a fully equipped kitchen, laundry facilities, and Wi-Fi.

This Cudjoe Key condo, part of the Venture Out community, is situated approximately 32km from Key West and offers oceanfront access to a heated pool, hot tub, and various resort amenities including tennis and pickleball courts.
The two-bedroom, two-bathroom apartment sleeps four guests and features a fully equipped kitchen, Sleep Number bed in the master bedroom and a full-size bed in the second bedroom, plus on-site BBQ facilities.

This waterfront holiday home, located in Summerland Key near Cudjoe Key, Florida, boasts direct access to both the Gulf of Mexico and the Atlantic Ocean, with Blue Hole and Big Munson Island nearby.
The 76-square-metre (820 sq ft) property features two bedrooms, two bathrooms, and sleeps six, offering a fully equipped kitchen, private swimming pool, tennis court, and a spacious covered porch overlooking the water.