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Harbor Walk Hideaways | Group Compound In Old Town, Pool!

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In the Historic Seaport district of Old Town Key West, Harborwalk Hideaways offers a serene retreat with three charming cottages. Unwind in the private outdoor oasis featuring a plunge pool and inviting dining space, or stroll to nearby Conch Republic Bar & Grille and Waterfront Brewery.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Pet friendly
  • Air conditioning

Add dates for prices

About this property

Entire place

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

Harbor Walk Hideaways | Group Compound In Old Town, Pool!

Welcome to Harborwalk Hideaways!

Overview:
Discover Harbor Walk Hideaways, a beautifully renovated vacation rental complex nestled in the Historic Seaport district of Old Town Key West. This sought-after destination features three charming cottages—Atocha, Pilar, and African Queen—each named after legendary vessels that frequented Key West. Ideal for relaxation, the property boasts a serene outdoor area complete with a plunge pool and inviting dining space.

The Ideal Retreat:
Perfect for larger groups, Harborwalk Hideaways offers a private outdoor oasis. Enjoy the refreshing dipping pool, a tranquil water feature, and new outdoor furnishings. This tropical escape is perfect for gathering with family and friends, day or night.

- - Cottage Details - -
Atocha Cottage:
Type: Two Bedrooms
Bedroom 1: Queen Bed
Bedroom 2: Queen Bed
Additional Sleeping: Full-size sleeper sofa in living area

African Queen:
Type: Studio
Bedroom: Queen Bed
Additional Sleeping: Full-size sleeper sofa

Pilar's Cottage:
Type: Studio
Bedroom: Queen Bed
Additional Sleeping: Full-size sleeper sofa
Interior Features

Every cottage is designed with meticulous attention to detail. Each bedroom includes:
- Large flat-screen Smart TVs
- Bedside lighting with charging stations
- Full-length mirrors
- Comfortable Queen beds with Tempur-Pedic mattresses

The living spaces feature:
- Barstool seating
- Kitchenettes equipped with mini-fridges and microwaves
- Stylish bathrooms with granite vanities and newly tiled walk-in showers
- Easy Check-In
- Enjoy a seamless arrival with our contactless check-in process. A personalized access code will be provided prior to your arrival.

Local Attractions
Situated in the heart of the Historic Seaport District, you'll be within walking distance of popular dining and entertainment spots, including:
- Conch Republic Bar & Grille
- Boat House Bar & Grill
- Dante's Pool Bar
- A&B Lobster House
- Waterfront Brewery

Don't miss the stunning sunsets at nearby Mallory Square or the vibrant nightlife on Duval Street, just a short stroll away!!

Transportation Tips
Parking: Please note there is no designated parking on-site, but paid parking is available across the street and at Grinnell St.

Explore Key West conveniently by bicycle, scooter, golf cart, rideshare, or on foot, as many attractions are easily accessible.

Other Things to Note:
- Kitchen Facilities: Each unit includes a mini-fridge, microwave, and Keurig coffee maker; there is no full kitchen.
- Laundry: On-site laundry facilities are not available.
- Pet-Friendly: We welcome pets (up to 40 lbs) with a $20/per pet per night fee.
- Guests must be 25 years of age or older to reserve this property.

Check in time is 3:00PM
Check out time is 11:00AM

At Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

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Policies

Check-in

Check-in time starts at 3:00 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
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

This property does not allow children

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
Onsite parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
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

1021749

About the area

Located by the sea, this guesthouse is in Key West Historic District, a neighborhood 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. Mel Fisher Maritime Museum and Key West Shipwreck Museum are also worth visiting. Visit our Key West travel guide
View more Guest houses in Key West
Map
Key West, FL

What's nearby

  • Duval Street featuring signage
    Duval Street
    3 min walk - 0.3 km
  • EHR1B0 The Key West Aquarium in Key West, Florida.
    Key West Aquarium
    6 min walk - 0.5 km
  • Mallory Square showing a square or plaza, signage and outdoor art
    Mallory Square
    7 min walk - 0.7 km
  • Harry S. Truman Little White House featuring signage
    Harry S. Truman Little White House
    8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    14 min walk - 1.2 km

Getting around

  • Key West Intl. Airport (EYW)
    13 min drive

Restaurants

  • Sloppy Joe's Bar
    3 min walk
  • Conch Republic Seafood Company
    4 min walk
  • Kermit's Key West Key Lime Shoppe
    1 min walk
  • Stinkin Crawfish Key West
    4 min walk
  • Irish Kevin's
    3 min walk

Frequently asked questions

Does Harbor Walk Hideaways | Group Compound In Old Town, Pool! have a pool?

Yes, this property has a pool.

How much does it cost to stay at Harbor Walk Hideaways | Group Compound In Old Town, Pool!?

As of Feb 28, 2026, prices found for a 1-night stay for 2 adults at Harbor Walk Hideaways | Group Compound In Old Town, Pool! on Mar 2, 2026 start from 1348.79, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Harbor Walk Hideaways | Group Compound In Old Town, Pool! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Harbor Walk Hideaways | Group Compound In Old Town, Pool!?

Check-in begins at 3:00 PM.

What time is check-out at Harbor Walk Hideaways | Group Compound In Old Town, Pool!?

Check-out is at 11:00 AM.

Where is Harbor Walk Hideaways | Group Compound In Old Town, Pool! located?

Located in Key West Historic District, this guesthouse is within a 5-minute walk of Key West Bight Marina, Duval Street, and Florida Keys Beaches. Mallory Square and Ernest Hemingway Home and Museum are also within 1 mi (2 km).

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Harbor Walk Hideaways | Group Compound In Old Town, Pool! 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. 10 out of 12 reviews
Rating 8 - Good. 2 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

9.8

Cleanliness

10

Location

Reviews

10/10 Excellent

JOSEPH I.

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

fantastic property

I come to Key West often. This is the best location and property I’ve stayed in. Everything was wonderful. I will book this every single time I come. it is perfect for big families, couples or a group of friends.
Stayed 3 nights in Mar 2025

10/10 Excellent

Lauren C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottages were great. We didn’t realize when booking its 3 separate cottages but it still fit our party of 9. Location, location, location! We would book again.
Stayed 3 nights in Oct 2025

10/10 Excellent

Amber S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay here and we will definitely be back. Amazing property and hosts!!
Stayed 3 nights in Sep 2025

10/10 Excellent

Brad K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Whole process was super professional and easy. Very responsive management and super accommodating and helpful with local information.Rooms were great and overall property is fantastic. Common outdoor area is massive and location was great.
Stayed 2 nights in Oct 2025

10/10 Excellent

Brian W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing time and you can’t beat this location! Rooms were clean and cozy, our group enjoyed and spent a lot of time in the courtyard as well. Extremely accommodating and great communication throughout our stay, always felt like our comfort was their priority.
Stayed 3 nights in Jun 2025

10/10 Excellent

Gabby C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
You absolutely cannot beat the location of the property if you’re looking to have a fun weekend in Key West. On top of the incredible location, the property was very well kept, and the property manager went above and beyond throughout the whole process to ensure that our stay was top notch. The property is perfect for a large group and the communal patio area and pool are a great spot to catch-up with friends and cool off. I can’t recommend staying at Harbor Walk Hideaways enough!
Stayed 3 nights in Aug 2025

10/10 Excellent

Shelly J.

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

Super convenient location

This was perfect for our big group, which was a mix of couples and single friends in our 30s. We loved how walkable this place was to everywhere. We didn’t end up pulling our car out of the parking lot the entire trip
Stayed 3 nights in Mar 2025

10/10 Excellent

Tim M.

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

Location!

Awesome
Stayed 3 nights in Jan 2025

8/10 Good

Pamela P.

Liked: Cleanliness, check-in, communication, location

Family Vacation 2025

It was great to have 3 cottages to accommodate our needs. Parking is a very big issue and expensive. Everyone had a great time. We ate too much from the bakery right next door but it was worth it, lol. Key West is awesome, we did many things during our stay; very busy. Lots of great music and bands throughout the Keys. We absolutely enjoyed the Scuba Diving Museum in Islamorada would highly recommend it. Food, drinks, and desserts were outstanding! Had a blast!
Stayed 4 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from Gibsonia, PA

Best birthday weekend!

Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property is in a great location with everything you need right there! Footsteps to all the action! The beds were comfortable and units clean upon arrival. Nikki and Zoey are fantastic and went out of their way to make sure we had rides for our big group the whole weekend! Their service alone made the property 100% worth it. My only suggestion would be for a little more TLC for outside areas to avoid the palm tree pods that end up everywhere both inside and out! Overall, we loved it and definitely would stay here again!