Welcome to Group Therapy, your ultimate Florida Keys escape! This updated 3-bedroom, 2-bath waterfront home in Cudjoe Key offers a brand-new pool with sun shelf, shaded tiki hut, and 40 feet of concrete dockage — everything you need for extended island living. Just 30 minutes from Key West, it’s the perfect retreat for monthly renters seeking boating, fishing, and a laid-back lifestyle in a quiet residential neighborhood.
Outdoor Living & Amenities
Lounge on the pool’s sun shelf, enjoy waterside dining in the screened porch for six, or unwind beneath the tiki hut. The fenced yard adds privacy and makes the home pet-friendly. Boaters will love the deep-water dockage — bring your own boat or rent one nearby to explore reefs, sandbars, and fishing grounds right off Cudjoe Key. An enclosed storage area and chest freezer make it easy to store gear and keep your catch fresh.
Spacious Interiors & Comfort
Inside, the home is bright and airy with modern updates throughout. The fully equipped kitchen with island seating flows into a dining space for six and a comfortable living room with a large cozy (reclining) sectional and smart TV equipped with DirectTV. The top-floor master suite boasts double balconies with sweeping views and unforgettable stargazing at night. Each bedroom has its own balcony; two of three include wall-mounted smart TVs. . A brand-new in-unit washer and dryer makes extended stays easy.
• Bedroom 1: King master suite, en-suite bath, double balconies
• Bedroom 2: Queen bedroom
• Bedroom 3: Twin bedroom with 2 beds
Neighborhood & Location Highlights
Located at MM22 in Cudjoe Key, Group Therapy sits in a quiet, bike-friendly neighborhood with four bicycles provided.
Walk to local favorites:
• Square Grouper – among the very best dining experiences in the Keys
• My New Joint / 420 Lounge – cocktails, apps, and live music
• My Morning Joint Café – the go-to for coffee, smoothies, + breakfast/lunch sandwiches
Cudjoe Key itself offers abundant opportunities for outdoor adventure and relaxation. Some of the best sandbars, reefs, and fishing grounds in the Florida Keys are right in your backyard. This island provides a relaxing escape from the busier tourist areas, with locally sourced seafood and authentic island experiences, while still being conveniently close to Key West’s attractions. Perfectly located between Key West and Marathon, it offers easy access to the vibrant cultural scene of Key West while giving you a tranquil base to return to at the end of the day.
Key Features at a Glance
• Waterfront canalfront home with 40 ft dockage (bring your boat or rent nearby)
• Brand-new pool with sun shelf
• Tiki hut and outdoor lounging areas
• Screened dining area for six, overlooking the water
• 4 bicycles + nearby bike paths
• Glass sliding door open to balconies off the living room, dining room, and every bedroom + master suite with double balconies & stunning views
• Three smart TVs with DirectTV
• Fenced yard + pet friendly
• Covered off-street parking for 2 vehicles, with driveway space for 2 more or a trailer (4 total)
• Brand-new washer/dryer in unit
• Chest freezer + enclosed storage for boating/fishing gear
• Quiet neighborhood, walking distance to dining, bars & coffee
• Easy access to sandbars, reefs, kayaking, snorkeling & world-class fishing
