Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals | House in Summerland Key

3 Bedroom House in Cutthroat Harbor Estates, Summerland Key
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
Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals is located in Cutthroat Harbor Estates. Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals provides accommodation, featuring Air Conditioner, Parking, Pet Friendly, among other amenities. This House features Air Conditioner, Parking, Pet Friendly, to make your stay a comfortable one.
Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals has 3 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Cutthroat Harbor Estates has interesting places to visit. If you want to learn more about the House in Cutthroat Harbor Estates, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Facility Overview
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Air conditioning
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Heating
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Soap
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Bathtub or shower
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Toilet paper
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Towels provided
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Hair dryer
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Bed sheets provided
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Microwave
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Oven
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Stovetop
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Dishwasher
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Laundry facilities
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Washing machine and dryer
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Onsite parking
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Welcoming dogs only
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1 total (up to 50 lbs per pet)
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Pet friendly
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Smoke-free property
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TV
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Iron/ironing board
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WiFi available
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Barbecue grill
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Pool
Policies
FAQ's
Is this Cutthroat Harbor Estates house pet-friendly for guests?
Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Cutthroat Harbor Estates house have a swimming pool?
Yes, this Cutthroat Harbor Estates house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Cutthroat Harbor Estates house?
Best-rates for the Cutthroat Harbor Estates house starts from $418 per night with includes Bedding/Linens, Fireplace/Heating, Barbecue/Outdoor Cooking, Internet, Kitchen, Laundry, Air Conditioner, Parking, Pet Friendly, Pool, TV, Wellness Facilities, Child Friendly, Security/Safety With all other amenities included. Treehouse Rentals offers a wide range of treehouses, forest homes, cabins, and off-grid retreats, ensuring each traveler discovers their ideal nature getaway—be it a family adventure, a peaceful retreat, or a pet-friendly retreat with the whole group.
Is Cutthroat Harbor Estates house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Cutthroat Harbor Estates house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Cutthroat Harbor Estates house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Cutthroat Harbor Estates house?
Based on the information reported by the owner or manager, the Cutthroat Harbor Estates house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Cutthroat Harbor Estates house?
Based on the information reported by the owner or manager, details for the cancellation policy for the Cutthroat Harbor Estates house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.