Entire home

Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays

Photo gallery for Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays

Property grounds - Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays (Key West)
Pool - Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays (Key West)
Fridge, oven, stovetop, dishwasher - Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays (Key West)
Fridge, oven, stovetop, dishwasher - Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays (Key West)
Exterior - Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays (Key West)
Always Your Paradise, located in the heart of downtown Key West, offers a colorful retreat with an open floor plan and smart TVs in every room. Enjoy al fresco dining on the back patio or take a short walk to Duval Street for live music and shopping. With access to a shared heated community pool and assigned parking space just steps from the front door, this condo provides convenience and charm.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 460 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Add dates for prices

About this property

Entire place

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

Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays

*Please note that this home is available for 28+ night stays only.*

PLEASE READ PRIOR TO BOOKING THIS PROPERTY:
The Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests.

Always Your Paradise is the perfect escape for your next trip to Key West. Conveniently located in the Shipyard Condominiums in the Truman Annex right in the heart of downtown. Enjoy the shared heated community pool or ride bikes to Ft. Zachary Beach.

This condo is a ground-level unit with easy access to your assigned parking space just steps from the front door. Enter the rental through the front porch and step into the colorful Key West vibes with the open floor plan including a full kitchen, dining area, and living area. The back patio is perfect for al fresco dining.

Each bedroom has plenty of space to unpack your swimsuits and flip-flops. Enjoy smart TVs in all the rooms with live TV and streaming services. Relax at home or walk a few short blocks to Duval Street where you will find amazing restaurants, live music, and tons of shopping.

Parking for this unit is conveniently located just steps from the front door.

Key West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!

AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!

*Home Truths:*
- This home has access to a shared pool and is part of a gated community.
- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.
- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.
- All bookings 28 days or longer require a security deposit to be charged after booking.
- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.
- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.
- Please note that if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance.
- Please note that max occupancy includes infants.
- Please be advised that documentation may be necessary for ESA/service animals to gain entry.
- PLEASE READ PRIOR TO BOOKING THIS PROPERTY:
The Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests.

Parking Details:
- One parking space per unit, no guest parking.
- No vehicle over 18’ long or 80” wide allowed.
- No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex.
- Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches.
- All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse).
- All others will be subject to ticketing and towing.

---

The room configuration is as follows:

Primary Bedroom / King bed
Bedroom 2 / Two twin beds

---

This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.

As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.

Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.

There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.

As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce it. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.

IDs will be requested for verification after booking.

We report and prosecute all Credit Card Fraud.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Oven
  • Refrigerator

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Free toiletries
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • Near the sea

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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 646 square feet

Similar properties

Policies

Check-in

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

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
On-site parties or group events are strictly prohibited
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, a first aid kit and a deadlock
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

Property is also known as

d74e18db-edd1-11ec-8a5e-f138e70685f3

About the area

Located near the beach, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • Duval Street featuring signage
    Duval Street
    6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park showing military items, heritage elements and interior views
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • Mallory Square featuring outdoor art, a square or plaza and signage
    Mallory Square
    11 min walk - 1.0 km
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.4 km

Getting around

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

Restaurants

  • Green Parrot Bar
    4 min walk
  • Willie T's
    6 min walk
  • Mangoes Restaurant
    7 min walk
  • Blue Heaven
    8 min walk
  • Rams Head Southernmost
    7 min walk

Frequently asked questions

Is Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?

On-site parking is available at the property.

What time is check-in at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?

Check-in begins at 4:00 PM.

What time is check-out at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?

Checkout is at 10:00 AM.

Where is Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of Truman Waterfront Park, Duval Street and Ernest Hemingway Home and Museum. Mallory Square and Fort Zachary Taylor Historic State Park are also within 15 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 3 out of 4 reviews
Rating 8 - Good. 1 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

9.4

Cleanliness

9.4

Location

Reviews

10/10 Excellent

Tonja W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing quiet time

Fabulous condo in the perfect location. I was close to everything I wanted. The pool was fun and comfortable. It was just the vacation I wanted.
Stayed 14 nights in Aug 2024

10/10 Excellent

Cory S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Rental

Nice clean property as listed
Stayed 7 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Aaron M.

Key west getaway

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great vacation rental. Close too everything clean quite Plenty of room loved it!!

8/10 Good

Blaire M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jun 2025