Book Direct. Book Local. Discover professionally managed vacation rentals from trusted local experts.
Find your vacation rental
Search destinations, vacation rentals, or local property managers

Experience Colony Calypso in Key West, FL - Your Perfect Vacation Getaway!

Cottage Rental in Key West Florida

Discover the charm and comfort of Colony Calypso, a cozy cottage rental in Key West, FL. Perfect for a romantic retreat, this vacation rental offers a delightful getaway.

Book Direct
Rent Key West Vacations
Connect directly with the local vacation rental manager.
Rates from
$150 / night
Additional fees may apply
Book Direct
Rental overview

Why You'll Love This Rental

Colony Calypso is a 526-square-foot, one-bedroom cottage in Key West, Florida, set on the waterfront (ocean) and near a beach. Sleeping up to four guests with a king bed and a sofa bed, it’s part of a small collection of cottages known as The Colony and is positioned toward the back of the property for a quieter feel. A key differentiator is the combination of an Old Town setting with access to shared outdoor space, including a community pool.

Inside, the cottage is arranged on one level with an open living and dining area and a full kitchen equipped with a stove, oven, microwave, refrigerator, toaster, and coffee makers (drip and K-cup). The bathroom includes a bathtub with a shower. Comfort and convenience features include air conditioning, internet access, TV, DVD player, towels/linens, and a hair dryer. Guests also have access to shared on-site laundry, an uncovered deck/patio area, and keyless entry with contactless check-in. Parking is first-come in a small guest lot, with on-street options nearby when the lot is full.

Waterfront Setting Waterfront (ocean) location with beach access listed as near a beach.
Sleeps Up to 4 Sleeping includes 1 king bed plus a sleeper sofa.
Community Pool Access Shared tropical grounds include a large community swimming pool.
Keyless Entry Secure coded keyless entry with contactless check-in.
Full Kitchen Kitchen includes stove, oven, microwave, refrigerator, toaster, and coffee makers.
At a glance

Property Highlights

Waterfront - OceanLocation Setting
Near a BeachBeach Access
1 BedroomBedrooms
1 Full BathroomBathrooms
Sleeps 4Guest Capacity
526 sq. ft.Living Space
Pool (Community)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
Location & nearby Explore the Area

Colony Calypso is in Key West, Florida, in the Florida Keys, and is part of a small cottage collection known as The Colony. The setting is listed as waterfront (ocean) and near a beach. The property is located two blocks from Duval Street and is described as being in Old Town. Parking is first-come in a small guest lot, with on-street parking available on Olivia Street and surrounding side streets and lanes when the lot is full.

Plan your stay

Rates & Availability (USD)

Rates from
$150 per night
Check current rates & availability

Live booking details are maintained by Rent Key West Vacations.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
About this rental

About This Rental

Colony Calypso is a one-bedroom cottage in Key West’s Old Town area, part of a small group of cottages known as The Colony. The home sleeps up to four guests and is set on the waterfront (ocean) while also being listed as near a beach. Its placement toward the back of the property supports a more tucked-away stay while still keeping you close to central Key West streets.

The interior is single-level with an open-concept living and dining space. Sleeping is arranged with one king bed in the bedroom plus a sleeper sofa in the living area. The bathroom includes a bathtub with a shower.

A full kitchen is provided for simple meals and longer stays, with a stove, oven, microwave, refrigerator, toaster, dishes and silverware, and cooking basics. Two coffee options are available (drip and K-cup), and the dining area includes a table. Everyday essentials include air conditioning, internet access, television, DVD player, hair dryer, towels/linens, hangers, shampoo, and body wash.

Outdoor and shared amenities include tropical common grounds with a community swimming pool, plus an uncovered deck/patio area. Entry is secure with coded keyless access and contactless check-in. Parking is available in a small guest lot on a first-come basis; if it’s full, on-street parking is available on Olivia Street and nearby side streets and lanes. The minimum stay is one night.

Part of a small collection of cottages known as The Colony, this quaint cottage sits to the back of the property and is located just two blocks from world famous Duval Street. Colony Calypso is surrounded by coconut palms and blooming bougainvillea. This charming one bedroom bungalow is a true island hideaway.

The cottage features a one level open concept living and dining area with a full kitchen. The quaint cottage offers a spacious bedroom with a king size bed. The bathroom has a tiled shower bathtub combination.

The tropical common area grounds feature a large, beautiful swimming pool. Colony Calypso's convenient location and a quiet atmosphere make this a perfect place to relax in the comfort of your home away from home while still being in Old Town and close to Duval Street.

This vacation rental property offers secure, coded keyless entry with contactless check in.

Bedding: 1 king, 1 sleeper sofa

Parking: There is a small parking lot for cottage guests and available on a first come first parked basis. If the lot is full, there is on-street parking right on Olivia Street and on surrounding side streets and lanes.
Before you book

Vacation Rental Policies

Check In

3:00 PM

Check Out

10:00 AM

Other Policies

HOUSE RULES
The following rules are a condition of this rental:

* MAXIMUM OCCUPANCY: Guest agrees to the maximum number of occupants previously stated and to register all occupants and visitors at the time the reservation is made. If there are any changes or substitutions in occupancy, RKWV must receive immediate notice.


* OCCUPANTS: No occupants under the age of 25 are allowed unless accompanied by a parent or other legal guardian. Non-compliance with this provision will result in denial of occupancy and forfeiture of all monies paid to date.

* QUIET HOURS: Guest and their visitors SHALL NOT DISTURB neighbors with loud noise, music or unlawful, unsafe or pollution-causing behavior. Should you allow or participate in any such use or behavior between the hours of 10PM to 7AM you will be asked to leave and will forfeit the remainder of your rental fee and deposit.

* SUBLETTING: Guest shall not sublet Property or allow anyone to share the Property without RKWV’s prior written consent.

* UNAUTHORIZED LATE CHECKOUT: Guest agrees to pay a late checkout fee of 1/3 of the daily rate per hour after 10AM UNLESS approval in writing for late checkout has been obtained from RKWV.

* KEYS: Unreturned keys and gate access devices will be assessed at a minimum of $25.00 per set or the higher amount set by a condominium/homeowners association for common area keys and/or gate access devices, currently as high as $250 per item.

* SMOKING / VAPING: Smoking and vaping is prohibited inside all rental units. Smoking and vaping is also prohibited in the Duval Square public areas. Anyone wishing to smoke needs to walk to the any of the sidewalks adjacent to the property. A fine of $750 will be charged against damage deposit or Guest credit card for anyone found in violation.

* NO GLASS IN OR AROUND THE POOL: Glass of any kind is not allowed inside or around the pool area. In the event that glass breaks in or around the pool, the pool will need to be drained and cleaned. If this occurs you must immediately notify the property manager. Draining and cleaning of the pool is valued at over $500

* CONDO / HOA RULES: Guest agree to abide by any condominium or homeowners association rules & regulations and sign any applications as required to seek association approval, where applicable. La Brisa, Beach Club and 1800Atlantic Condominiums require the completion of a registration form as a condition of rental.

* PETS: Pets are NOT ALLOWED unless prior arrangements have been made with RKWV. A pet fee will be charged as a condition of this authorization. Individual owners set the rules on pets for their individual property. All pet owners agree to pick up and properly dispose of pet waste regardless of pet designation. Guests found violating this, will be levied up to a $500 penalty.

* SERVICE ANIMALS: Rent Key West Vacations is ADA-compliant in offering accommodations to guests traveling with a service animal. Please let us know at the time of your reservation that you are traveling with a service animal and be prepared to provide information regarding the task the animal is trained to perform.

* EMOTIONAL SUPPORT ANIMALS: While Emotional Support Animals can be important travel companions, our properties do not make exceptions for Emotional Support Animals at non-pet friendly properties. If your trained animal is required due to a disability, please see Service Animals above.

* COMPLAINTS AND MAINTENANCE: RKWV will make all reasonable efforts to keep the property and facilities located within the property in good working order, with all inventories in a reasonably sufficient amount. In the event there is a maintenance problem with any of the facilities located within the property; the owner will take all reasonable steps to repair the problem as soon as possible after being notified in writing. No refund or rate adjustment will be made for unforeseen mechanical failures such as the supply of electricity, water, pool, air conditioning, television, appliances, etc. it is the guests responsibility to report any problems or damage immediately to RKWV. No refund or rate adjustment will be made for any construction projects being done in the neighboring houses, condos or townhomes.

* CARE OF PROPERTY: Guest is responsible for the care of the rented property and furnishings and to maintain the premise in a neat and sanitary condition. Guest will leave property in the same condition as at check-in, including furniture placement. All damage must be reported immediately.

* NEGLIGENCE: Guest shall be responsible for all conditions caused by negligent or wrongful act or omission of the Guest, including but not limited to any and all damage and to the Property. Guest agrees that RKWV may deduct charges for any damage, excessive cleaning fees or agreed fees from your damage deposit or by seeking other legal remedies. Deposits will be refunded as soon as all applicable bills have been received by RKWV.

* ACKNOWLEDGEMENTS: Guest acknowledges and agrees on guest behalf and on the behalf of all of guest’s family members, visitors, guests, and any other third parties occupying or using all or any part of the property that RKWV and property owner are in no way responsible for any personal injury or bodily harm that may occur for any reason whatsoever on the property including swimming pools/spa facilities. RKWV is not responsible for any damage or loss for any reason incurred by any of the aforementioned guests who may be present on the property. The guest hereby agrees to defend, indemnify and hold harmlessRKWV, and its employees and agents, from and against all claims, causes of action, lawsuits, damages, liabilities, and expenses (including reasonable attorneys’ fees) as may be incurred by indemnified parties because of guest failure to comply and/or cause the compliance of guests aforementioned acquaintances with the terms and conditions of this agreement.

* DRUGS AND HAZARDOUS MATERIALS: The guest, guest’s family, visitors, guests, and other members of such guests group are strictly prohibited from using or bringing onto the property any illegal substances, flammable fluids, explosives or other items deemed hazardous to, life, limb, or property, as determined by RKWV.

* PROPERTY FOR SALE: IF this property is for sale, Guest agrees to showings "by appointment only".

* PROPERTY USAGE: Guest agrees to use the property for residential accommodations use only. No special events, parties, commercial filming is permitted unless expressly granted in writing by the property owner.

All Packages can be delivered to our rental office and available for pickup 7 days a week from 9 am 5 pm.
YOURNAME
℅ Rent Key West Vacations
1075 Duval Street Suite C-11
Key West, FL. 33040.

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Beach
Boating
Fishing
Golfing
Ocean
Hiking
Spa
Wind Surfing
Kayaking
Scuba Diving
Biking
Sailing

Other Activities and Special Interests

» Marinas, Boat Rentals & Excursions
» Museums
» Key West Aquarium
» Paddle Boarding
» Dolphin Watching
» Banana Boat Riding & Water Tubing
» Ocean Waterpark & Challenge Course
» Kite Boarding
» Pickleball
» Tennis
» Banks
» Grocery Stores
» Public Parks & Beaches
» Key West Historic Seaport
» Key West Tropical Forest & Tropical Garden
» Skydiving
» Southernmost Point Buoy
» Dry Tortugas National Park & Fort Jefferson
» Fort Zachary Taylor State Park & Beach
» Sunset Celebration at Mallory Square
» The Florida Reef - N. America’s only living coral barrier reef
» Key West Marine Park stretching from Higgs Beach to South Beach
» The Key West Butterfly & Nature Conservatory
» Dining Out
» Live Theater, Concerts & Entertainment
» Food Tours
» Ghost Tours
» Pub Crawls
» Your reservation guest portal will provide details
» Paint & Sip Art Classes
» Bird Watching
» Eco Tourism
» Shopping
» Fitness Centers
» Hospital
» Laundromats
» Jet Skiing
» Para-sailing
» Snorkeling
» Swimming
» Historic
» Romantic
» Sports Activities
» Tourist Attractions
What's included

Property Amenities

Featured Amenities

Air Conditioning
Internet Access
Television
Pool (Community)

Property Features

Towels/Linens
Microwave
Refrigerator
Toaster
Stove
Hair Dryer
Oven

Entertainment

DVD Player

Other Property Amenities

» Historic District
» Hangers
» Kitchen
» Shampoo
» Body Wash
» Coffee Maker - Drip
» Dishes & Silverware
» Fire Extinguisher
» Hot Water
» Smoke Detector
» Bathtub
» Cooking Basics
» Not Necessary
» Essentials
» Living Room
» Garden or Backyard
» Iron & Ironing Board
» Private Living Room
» Street Parking
» Deck Patio Uncovered
» Dining table
» Coffee Maker - Kcup
» Shared laundry on site
Helpful details

Frequently Asked Questions

Colony Calypso is located in Key West, Florida.

Colony Calypso accommodates up to 4 guests.

1 Bedroom and 1 Full Bathroom.

The listed beach access for Colony Calypso is Near a Beach.

Yes. The property lists Pool (Community).

Colony Calypso is professionally managed by Rent Key West Vacations.
Local management

Professionally Managed By

Rent Key West Vacations
In business since 1996
View Manager Profile

Questions about this rental?

Connect directly with Rent Key West Vacations for current rates, availability, and local assistance.

Contact Reservations and Guest Services at Rent Key West Vacations
Daytime Phone Evening Phone
Property reference
#163609 · Colony Calypso
Keep exploring

Similar Rentals from Rent Key West Vacations

More rentals from the same manager, prioritized by location, property type, size, and setting.