Holiday rentals with an EV charger in Stock Island

Waterfront 4 bed/bath West Indies Cozy Home

Welcome to your dream getaway in the heart of the Florida Keys! Enjoy the bay views with direct access to the Atlantic from your private dock. Perfect for boating, fishing, or relaxing by the water. Nestled in a quiet neighborhood, this home offers peace and privacy, with bright interiors, a fully equipped kitchen, and comfortable bedrooms. Relax on the waterfront patio, grill your fresh catch, or sip coffee while watching wildlife. Book now and experience the peaceful side of paradise!

Oceanfront Resort, Infinity Pool, 7 Nights, Hyatt

Welcome to the Hyatt Windward Pointe, a Hyatt Vacation Club. Set along the Atlantic Ocean, the Hyatt Windward Pointe blends the laid-back Key West style with a modern, upscale resort ambiance. Here is a retreat where you can slow down and forget the rush and stress of your day-to-day life. Bask beside the lushly landscaped ocean front pool or hot tub that gives you the illusion that you’re softly floating on the open sea or grab a snack at Abbey Road poolside sandwich and snack bar.

Keys Cove-

Our Keys Cove is a high-rise home with magnificent ocean views. It is located in a fabulous resort community 23 miles from Key West. Our oversized "Parrots Perch" offers a stunning sunrise and sunset experience. Dock your boat on our 43-foot seawall equipped with padded posts and whips. Enjoy the resort amenities including pickleball tennis courts, a huge pool, hot tub, marina, tiki beach, kayaking, and more. Be sure to read our guidebook for the best places to see.

3-Bed Oasis in Midtown Key West

Experience the best of Key West in this fully renovated 3-bedroom, 3-bathroom home, where modern convenience meets tropical charm. • Sleek Interiors: Enjoy quartz countertops, high-end appliances, and the convenience of indoor laundry. • Outdoor Bliss: Relax or entertain in a fenced astroturf yard with a shaded dining area beneath stylish shade sails. • Added Perks: EV charging station, off-street parking, and onsite storage for your essentials.

Ocean Front Suite with Direct Beach Access

Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residences. Unwind in the perfect blend of adventure and relaxation in sunny Key West. On property, you can find access to our resort pool, ocean marina, and the ability to book a sandbar or sunset cruise. Don’t miss out on fine dining at our award winning restaurant, Tavern N Town, or grab a delectable meal poolside at Chicken Walk.

Casa Cielo Piece of Heaven

A perfect private getaway! Reflecting shades of Key west paradise. Southern most point Duval Street and historic Key west just a couple of blocks away. Better than any resort this is a private Oasis. Open area, design, luxurious, comfortable, king bed, with an inviting beautiful, clawfoot tub as well as a shower. A Keurig, coffee maker, cold water, wine, glasses, and a bottle opener. Contactless guest access makes check-in easy

Oceanfront Condo in Key West, FL

Key West Beach Club is a serene waterfront oasis located in an upscale gated community within walking or biking distance to the local’s finest spots, including restaurants, beaches, shopping centers, bars and the infamous Duval Street. This complex prides itself for being one of the very few on the island that sits directly on the water.

Historic Key West - Conch House - Sleeps 5

OVERVIEW The Conch House is a 100+ year old Cigarmaker's house. The house is recently renovated, charming, spacious, secluded and private. The house can comfortably accommodate a maximum of five (5) guests, who are comfortable sharing an open sociable living environment - (2) full beds, (1) full sleeper sofa.

Waterfront & Heated Pool - Awai's Floating Villa

Experience Key West in a new way: aboard a luxury houseboat! From watching sunrise on the dock to watching sunset from the rooftop, or enjoying one of the best happy hours in town, you won't even need to leave the Marina. Come aboard & see why life really is better on a boat.