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Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals

Photo gallery for Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals

Exterior
Pool
Pool
Pool
Pool
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Dryer
  • Kitchen
  • Washer
  • Parking available
  • Pet-friendly
  • Pool

Explore the area

View map
Summerland Key, FL
  • Venture Out Keys
  • Upper Sugarloaf Key
    ‪7 min drive‬
  • Florida Keys Beaches
    ‪8 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden

About this property

Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals

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

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings
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Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Remove personal items and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Check-in must start on the 1st of the month. This home is available only for monthly stays (28+ nights).

Important information

You need to know

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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings) are allowed on site. Maximum attendees: 10
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

This property does not have any lifts

About the area

Summerland Key

Cutthroat Harbor Estates, a neighbourhood in Summerland Key, is home to this holiday home. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island.
Map
Summerland Key, FL

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 6.9 km
  • Florida Keys Beaches - 8 min drive - 7.4 km
  • Sugarloaf Beach - 21 min drive - 18.1 km
  • Bahia Honda State Park - 29 min drive - 32.5 km
  • Duval Street - 43 min drive - 45.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 31 min drive

Restaurants

  • ‪Kiki's Sandbar - ‬11 min drive
  • Boondock's Grille & Drafthouse
  • ‪Morning Joint - ‬11 min walk
  • ‪5 Brothers Two - ‬8 min drive
  • ‪Broil - ‬3 min drive

Frequently asked questions

Does Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals have a pool?

Yes, this property has a pool.

Is Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals?

Check-in begins at 4:00 PM.

What time is check-out at Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals?

Checkout is at 11:00 AM.

Where is Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals located?

Located in Cutthroat Harbor Estates, this holiday home is within 9 miles (15 km) of Upper Sugarloaf Key, Florida Keys Beaches and Lower Sugarloaf Sound. Big Pine Key Flea Market and National Key Deer Refuge Visitor Center are also within 9 miles (15 km).

About the host

Hosted by Rachel Green

Host profile image

Premier Host

They consistently provide great experiences for their guests
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