Holiday rentals with an EV charger in Stock Island

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.

Stunning Townhouse * Full kitchen! * Sleeps 6

This property is a rare find! Sleeping 6 and located over 2 floors, its located in the beautiful resort of Santa Maria. The condo itself is overlooking the pool, enjoys 2 stunning balconies with its own outdoor furniture. Fully equipped kitchen, 21/2 bathrooms, TVs and wifi throughout. The property is located in one of the best destinations within the historic old town. Just 2 blocks from Duval Street, and also just 2 blocks from the beach. You really can have it all!

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

Serenity by the Sea | La Brisa

Welcome to your island escape! This 2BR/2BA condo in the gated La Brisa complex is across from Smathers Beach and just a short ride to Duval Street. Enjoy an open-concept layout, coastal-chic décor, full kitchen, private balcony with salt pond views, and resort-style amenities including a 24-hr pool, hot tub, sauna, tennis, EV charging, and more. Perfect for beach days or exploring Key West—book your stay today!

Duval Street Suites full kitchen, free parking, he

Paradise Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and kitchen. In historic Old Town, Key West. Free parking available and the pool is privately located behind the building . Located in the middle of everything yet quiet and away from it all. This space is truly unique and sure to please all ages.

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.