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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.

Experience the Ultimate Florida Keys Getaway.

Embark on the ultimate family retreat at our vibrant canal oasis! in tranquility, this haven boasts a bounty of amenities—hot tub, mini-golf, EV charger, 5 kayaks, paddleboard, convenient elevator, dock, bikes, and more. Just moments from the sandbar, beaches, boat ramp, restaurants our newly renovated home promises boundless enjoyment. Keep cool with a 300-pound outdoor ice maker and freezer. Experience waterfront bliss and craft unforgettable memories in this extraordinary getaway location

Oceanfront . 5br Luxury . Hot tub. January Special

Escape to this new stunning waterfront pool home. Enjoy panoramic ocean views, a private boat dock, with , fishing area, snorkeling, kayaks, paddle boards, bicycles and more.... The spacious, modern interior features a fully equipped kitchen, cozy bedrooms, and an open living area perfect for relaxation. Step outside to a beautiful patio or two balconies with seating to take in the views. Ideal for multiple couples, big families, or friends looking to explore the best of the Marathon key.

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.

The Mini Coconut

Relax with your family at this peaceful location, steps away from the water. The beautiful lagoon that opens up to the Gulf of Mexico can be seen from the front of the home. You can fish, snorkel, kayak, stand-up paddle board and more, just 50 feet from the house. Please note that this is a single unit of a duplex property. It has a separate entrance and private yard for your pleasure. Centrally located, we are minutes away from the airport, restaurants, beach and shopping. VACA-22-371

Spacious lux home, private pool/spa, 80' dock

Sunchasers Paradise has everything you are looking for and more in a spacious canal-front home. It's the perfect place to have your next company or couples retreat or reconnect with extended family. Play and relax in the private pool or spa under the palms swaying in the costal breeze. Sunchasers Paradise is the ideal spot for fishing, watersports, and beach lovers. Enjoy this luxury home with endless amenities, nearby dining, and day trip adventures. Unforgettable moments await!

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.

The Sandcastle Suite! NEW 2BD! Oceanfront Complex!

SPECIAL DISCOUNTED PRICING FOR OUR FIRST GUESTS! Experience the ultimate Florida Keys vacation getaway at our BRAND NEW beach home in the breathtaking community of Ocean Isles! We are the ONLY 2 Bedroom/2 Bathroom in the community that offers complete, comfortable accommodations for up to 6 guests at competitive 1Bed/1Bath pricing! Unit 38 is the larger style, 2-story design. Walk in the front door to this gorgeously furnished, cozy home! See more...

Waterfront Cozy Modern Retreat w/Deep Canal

Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

Waterfront, dock, easy ocean access, heated pool!

Keys living at its best! Tropical classy, comfy and private – yet easy access to everything you could want. This 2 bedroom, 2 bathroom home on a quiet dead end street with open views and ocean access (with houses only on one side) in the heart of the heart of the Keys comes with all the amenities, complete with private pool and ample parking. Please contact prior to submitting booking request. Thank you!

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.