Vacation rentals with an EV charger in Stock Island

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!

Historic Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, air fryer/oven tumbled marble 2 person shower, private front deck with seating for 4, 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

Tiny House | 35 min to KW + Free Parking & Pool

Discover a hidden gem in the Florida Keys with this charming Tiny House, surrounded by nature and the famous Key Deer. Located in the peaceful Breezy Pine RV Resort, it offers a cozy yet spacious layout for the whole family. Relax outdoors on the private patio with sofa and grill, perfect for enjoying the laid-back Keys lifestyle. With all the essentials for comfort and just a short drive to Key West, Bahia Honda beaches, shops and restaurants. This retreat is ideal for relaxation and fun.

Hyatt Windward Pointe 2bd 2ba 2-7 night specials

No detail is overlooked at this charming and upscale place to stay. Hyatt Windward Pointe 2 bedroom 2 bath suites sleep 6. Full kitchen, dining area, washer/dryer, balcony/terrace. or the Hyatt Beach House with the same 2 bedroom configuration. Mostly 4 night stays, but shorter or longer stays are possible. The guest may not have a choice on which resort has availability. Both resorts have very similar amenities, inquire first to be sure. Many unadvertised nights, contact with dates

Hemingway First Floor Townhouse @ Suite Dreams Inn

Suite Dreams Inn is an intimate family-owned boutique Key West Bed & Breakfast in the tranquil upscale Casa Marina Old Town neighborhood, offering oversized suites with luxurious king & queen beds, kitchens, living rooms, 2 pools, 24/7 laundry, free parking, and relaxing outdoor spaces. We are LGTB & pet friendly & will accommodate well behaved children of any age, as well as private clothing optional & traditional guests. Close to the beach, Duval St., jet ski r

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.

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

Poolside Suite with Direct Pool Access

Experience luxury at Beachside Resort, set on seven acres of property overlooking the Gulf of Mexico. 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.

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!

AHOY & Welcome Aboard

VERY QUIET LOCATION AS YOU STAY ABOARD A SAIL BOAT- -SEA BREEZES, SOLITUDE, gentle waves or none mostly. as are Coco Row dead end & Iis way quiet here, how do I most of Key West --sounds will be from the zillions of stars, twinkeling & as Caribbean Sea gently rocks you asleep "SAILBOATS Docked@Key West! Amenities-RENT BOTH & KIDS & Adults close but seadults 2nd BOAT adjacent same dock--in OWN BO

Duval Street Suites with full kitchen heated pool,

Mile Zero Suite is a one bedroom (queen) 1 bath suite with a sleeper sofa (queen) and kitchen. Overlooking Duval street 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.