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Enticing two Bedroom at Hyatt Sunset Harbor!

We are able to offer reservations in weekly increments with arrivals and departures on Fridays, Saturdays, and Sundays only. Discover a relaxing oasis overlooking the Gulf of Mexico in the heart of Old Town, steps from the shops, galleries, and cafes of Duval Street, and close to the nightly sunset celebration at Mallory Square. Hyatt Sunset Harbor’s spectacular gulf coast setting is matched only by the gracious service, top-tier amenities and meticulous attention to detail.

Key Largo Cottages w/ Free Sailboat, Kayaks + More

The Mermaid is one of the cottages in Key Largo Cottages located on the bay side of Key Largo near some of the best dive/snorkel sites, island excursions, bars, restaurants, & the Everglades. A stay here comes with unlimited use of our kayaks, canoes, paddle boards, snorkel gear, some fishing gear, &, of course, the use of one of our 22' sailboats, if you have recent sailing experience on keel boats! You won't find a better deal in the Keys! (This is NOT a dog friendly cottage.)

Fleming's Veranda Townhome

Unwind in this newly renovated Victorian townhome in the heart of Old Town. The home has 2 floors with a spiral staircase & features a full kitchen, living room, a king bed upstairs. a bathroom with shower and a queen pullout sofa on the first floor. Unwind on one of 2 private balconies and enjoy our complimentary breakfast, 3 pools, wifi, and TV. Great for a small group or families up to 4. We have limited paid parking first come first serve. Sorry NO pets allowed in this room.

2BR Villa Hyatt Windward Pointe

2BR, 2Ba Villa (1065 sq ft) with full kitchen at 4-star Hyatt Windward Pointe Resort. Infinity-edge pool, outdoor grills, on-site restaurant and amenities. 1 BR has King bed, 2nd BR has queen bed. Each BR has attached full bathroom. Villa includes dining room, living room and furnished balcony with partial ocean view. Quiet location, 1.5 miles to popular Smathers beach, 5 miles to Mallory Square (with attractions, excursions, and nightlife).

Katie's Kottage

Relax in this private cottage located in the heart of Old Town Key West. The cottage sports 2 private bedrooms with queen beds, 2 bathrooms, a queen pullout couch, full living room and kitchen, & deck area that surrounds one of our pools. Enjoy our daily complimentary breakfast, 3 pools, wifi, and TV. Perfect for a group of up to 6 or families! We have paid parking first come first serve, or you can find free street parking.

Oceans Edge Key West Resort, Hotel & Marina!

This stylish place to stay is perfect for group trips. This smoke-free hotel features a marina, 6 outdoor pools, and a restaurant. Additionally, a 24-hour fitness center, a bar/lounge, and a poolside bar are onsite. All 175 soundproofed rooms feature minibars and room service. Comforts include Egyptian cotton sheets and down comforters, and guests will also find conveniences like refrigerators and coffee makers.

Charming 2 Bedroom Suite Beach Resort

Our private tropical paradise, reminiscent of days gone by, sits quietly and serenely on the Atlantic side of Key West. Here you will find a blend of old island architecture, lush vegetation and quiet walkways flowing onto bright white verandahs. Each of our layouts offers its own touch of uniqueness, be it a high-pitched ceiling, a private balcony or a spectacular panoramic view.

Oceans Edge Key West Resort, Hotel & Marina

Stay in an upscale place that’s near everything you want to visit. Located in Key West, Oceans Edge Key West Resort, Hotel & Marina is on the boardwalk, a 2-minute drive from Key West Harbour and 7 minutes from Robbie's. This 4-star hotel is 2.1 mi (3.4 km) from Key West Golf Club and 3.5 mi (5.6 km) from Fort East Martello Museum and Gallery.

1BR #405 Banyan Resort Key West, FL

With pools, a hot tub, Tiki Bar, BBQ grills, and a kitchen in each unit you can enjoy the lush private surroundings and still be close to the heart of Key West, Hemingway Museum, Sloppy Joe's, 1 block off Duval. ONLY dates on calendar are available. This unit has a large deck with a commanding view of the property from 3 stories up.