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

New |   Pet Friendly   3 Bedrooms  2 Bathrooms  6 Guests
Cutthroat Harbor Estates House | Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals

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 Pet Friendly, TV, Child Friendly, among other amenities. This House features Pet Friendly, TV, Child 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.

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Amenities

Air Conditioner
Parking
Pet Friendly
Pool
Designated Smoking Area
TV
Balcony/Terrace
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Toilet paper
  • Hair dryer
  • Soap
  • Towels provided
  • 2 bathrooms
  • Bathtub or shower
Bedroom
  • Bed sheets provided
  • 3 bedrooms
Kitchen
  • Dishwasher
  • Oven
  • Microwave
  • Stovetop
Laundry
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Onsite parking
Pet Friendly
  • 2 total (up to 50 lbs per pet)
  • Pet friendly
  • Welcoming dogs only
Accessibility
  • Designated smoking areas
  • No elevators
  • Upper floors accessible by stairs only
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Activities
  • Fitness center
Entertainment
  • TV
Guest Services
  • Iron/ironing board
Internet
  • WiFi available
Outdoors
  • Garden
  • Barbecue grill
  • Balcony
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Fire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Spa
  • Pool

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
Events allowed: family gatherings;maximum event attendees: 10
Pet Policy
2 total (up to 50 lbs per pet) pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking allowed: in designated areas

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome parties and events (including family gatherings) are allowed on site; maximum attendees: 10 safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Check House Availability
Nightly rates from:
USD US $418
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