Entire home

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

Holiday home in Summerland Key with kitchen and balcony

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Pool
Interior
Outdoor dining
Microwave, oven, stovetop, dishwasher
3 bedrooms, iron/ironing board, WiFi, bed sheets

Entire home

3 bedrooms2 bathrooms

Popular amenities

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

Explore the area

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

Room options

About the area

Summerland Key

At this holiday home, you'll be 5.7 km (3.5 mi) from Upper Sugarloaf Key and 6.6 km (4.1 mi) from Florida Keys Beaches. Highlights at this holiday home include a kitchen, a washing machine and a balcony. .Home features 2 bathrooms, a TV and a hairdryer. In-room dining is easy with a kitchen that comes equipped with a microwave, a stovetop and a dishwasher. .This pet-friendly holiday home offers a fitness centre, a garden and barbecues. Added amenities include laundry facilities. .Sights within a 15-minute drive of this Cutthroat Harbor Estates holiday home include Lower Sugarloaf Sound and National Key Deer Refuge Visitor Center.

What's nearby

  • Upper Sugarloaf Key - 8 min drive - 6.3 km
  • Florida Keys Beaches - 10 min drive - 7.1 km
  • Sugarloaf Beach - 20 min drive - 17.4 km
  • Bahia Honda State Park - 37 min drive - 31.8 km
  • Duval Street - 52 min drive - 41.8 km

Getting around

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

Restaurants

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Similar properties

Property amenities

Pool/Spa

  • Pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Dishwasher
  • Hob
  • Microwave
  • Oven

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

Things to do

  • Gym

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Check-in must start on the 1st of the month. This home is available only for monthly stays (28+ nights).
Pool temp control is optional for $400/month; please request in advance.
Lift not for guest use; 40 ft dock with fenders available for your boat.

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lb per pet)
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings

Smoking

Smoking allowed: in designated areas

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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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. Parties and events (including family gatherings) are allowed on site. Maximum attendees: 10. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.

Frequently asked questions

Are there any beaches close to Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals?

The closest beach to Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals is Florida Keys Beaches (9.5 km).

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

Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals has a pool.

Is there a free airport shuttle available at Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals?

No, Group Therapy Waterfront Keys Home – Pool, Tiki Hut, Dockage, & Monthly Rentals does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

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