Welcome to your tropical retreat in Key West, where ocean breezes, palm-lined pathways, and relaxed island living set the tone for an unforgettable stay. This beautifully appointed two-bedroom villa at Windward Pointe offers the perfect balance of resort-style amenities and residential comfort — ideal for families, couples, or friends traveling together.
Nestled along the Atlantic Ocean, this serene coastal escape feels worlds away from the everyday, yet just minutes to Old Town Key West.

The space
Why you'll love it!
From the moment you arrive, Windward Pointe captivates with its idyllic setting and thoughtful resort design. The centerpiece of the property is the spectacular outdoor infinity-edge pool, where the water appears to merge with the endless horizon of the Atlantic — creating the sensation of floating just above the sea itself. Lush tropical gardens surround the pool and spa areas, providing serene spaces to unwind with a cool drink and the sound of gentle ocean breezes.

Each residence at Windward Pointe is a spacious, two-bedroom villa designed for for your enjoyment. These well-appointed accommodations sleep up to six guests. Modern conveniences like complimentary Wi-Fi, flat-screen TVs, and a washer/dryer add ease to your stay

THE VILLA

Designed for space, comfort, and connection, this two-bedroom, two-bath villa sleeps up to six guests and features:

Fully equipped kitchen with everything you need to cook and dine in
Open-concept living and dining areas — perfect for gathering
Primary suite with king bed and en-suite bath featuring a jetted tub
Guest bedroom with queen bed and full bath
Sofa bed for additional guests
Private balcony or patio with partial ocean views
In-unit washer and dryer
Flat-screen TVs & complimentary Wi-Fi

Whether you’re here for a long weekend or an extended island escape, this villa offers all the comforts of home with the feel of a luxury resort.

RESORT AMENITIES

Step outside and immerse yourself in laid-back Key West resort living:

Stunning infinity-edge pool overlooking the Atlantic
Whirlpool spa surrounded by lush tropical landscaping
Poolside snack bar for casual bites and drinks
BBQ grills and outdoor dining areas
Recreation options including shuffleboard, billiards, volleyball & more
Free parking included

Spend your days poolside, take in the ocean views, or enjoy friendly competition with family and friends.

LOCATION & LOCAL HIGHLIGHTS

Perfectly positioned for both relaxation and adventure, you’re just:

Minutes from Smathers Beach — ideal for swimming, sunbathing, and watersports
Close to snorkeling, diving, fishing charters & sunset sails
A short drive to Duval Street, Mallory Square, dining, nightlife & festivals

Whether you’re chasing sunsets, exploring the Conch Republic spirit, or simply soaking up the sun, everything Key West is famous for is within easy reach.

Shorter stays of 3-4 nights may be available for an additional price per night.

Other things to note
PLEASE NOTE:

*The RESORT may charge a ONE-TIME HOUSEKEEPING FEE of $125 per stay, which helps ensure the space is in perfect condition for your arrival and departure.

** The RESORT may chage a $80 charge for stays less than 7 days.These fees will charged at check out.


Public Transportation
Parking in the downtown area of Key West is limited and pricey. There are some public transportation options. Fortunately there is a shuttle bus stop within 5 minutes walking from the resort.

Key West has a public bus system called the Key West Transit, which provides transportation around the island. The bus system has 8 routes that cover most of the island, connecting popular destinations like beaches, parks, shopping areas, and more. Buses run every 30 minutes to an hour, with reduced frequency on weekends and holidays. Fares are $2 per ride or $4 for an all-day pass. Buses are wheelchair accessible and have bike racks for cyclists. Major bus stops include Mallory Square, Smathers Beach, Key West Airport, and Stock Island.