Endless Summer Escape
Experience the ultimate retreat at Hemingway Key Villa, a quintessential Florida Keys villa with a seamless blend of classic charm and modern luxury. Updated with high-end fixtures, this villa boasts airy verandas, soaring ceilings, and a tropical garden sanctuary where you can unwind in a heated pool surrounded by lush greenery. Nestled in one of the most coveted neighborhoods, this villa is minutes from the beach and brims with tranquil, nostalgic vibes.
Inside, Hemingway Key comfortably accommodates up to 14 guests across its dual living areas. Enjoy five luxurious bedrooms, a cozy breakfast nook for eight, a wet bar seating four, and a chef’s kitchen designed to elevate your culinary experience. For relaxation and socializing, there's a serene library suite, multiple indoor and outdoor lounge areas, and a veranda with a breezy swing bed.
The villa’s outdoor space is designed for indulgence and relaxation. Gather around a dining area for ten, soak in the hot tub, or unwind by the romantic fire pit. The heated pool, hot tub, and covered patio provide ideal spots for enjoying Florida’s balmy evenings.
Four bicycles add to the experience on your vacation, while beach gear (including chairs, a cooler, and a beach cart) makes beach days effortless. Just a 10-minute walk or a 2-minute golf cart ride takes you to the shore.
Hemingway Key is your private paradise for an unforgettable stay in the heart of the Florida Keys.
Bedroom 1: Second floor Master bedroom with a king-size bed, ceiling fan, A/C, WiFi, TV, private balcony, and en-suite bathroom with bathtub, shower, double vanity and WC. 2 guests maximum
Bedroom 2: Second Floor bedroom with two king-size beds, ceiling fan, A/C, WiFi, TV, and en-suite bathroom with shower, vanity and WC. 2 guests maximum
Bedroom 3: Second floor bedroom with a king-size bed, ceiling fan, A/C, WiFi, TV, and en-suite bathroom with shower, vanity and WC. 2 guests maximum
Bedroom 4: Second floor bedroom with a king-size bed, ceiling fan, A/C, WiFi, TV, and en-suite bathroom with shower, vanity and WC. 2 guests maximum
Bedroom 5: First floor bedroom with a king-size bed, ceiling fan, A/C, WiFi, TV, and en-suite bathroom with shower, vanity and WC. 2 guests maximum
Interior Access Bedrooms: 5
Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include
While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.
Earn up to a US$500 concierge credit on qualifying bookings
The Endless Summer Escape applies to all new reservations booked between May 12 and August 31, 2026.
Terms and conditions
Credit is based on total booking value before taxes and fees. Credit applies to experiences only and cannot be used toward villa rental, taxes, or fees. Credit must be used during the booked stay and expires at checkout. Cannot be combined with other offers and has no cash value. Valid only on new reservations made within the booking window. Concierge service must be booked directly through our website and does not apply to third-party providers or external websites.
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