Entire condo

Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities

Photo gallery for Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities

A beach path leading to the ocean with palm trees and a wooden fence. - Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities (Key West)
A gym with ceiling fans, exercise equipment, and large windows. - Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities (Key West)
A balcony with a view of the beach and ocean, a hanging chair, and a metal railing. - Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities (Key West)
A concrete pathway flanked by lush tropical vegetation and hanging moss. - Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities (Key West)
A heated pool - Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities (Key West)
Close to Smathers Beach, Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities provides a garden, laundry facilities, and a gym. Adventurous travelers may like the bicycling at this condo. For some rest and relaxation, visit the sauna or the hot tub. Guests can connect to in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 41500 sq ft

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Gym

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About this property

Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities

  • Oceanfront Overlook – Your Perfect Island Retreat

    Welcome to Oceanfront Overlook, a one-of-a-kind unit offering an unparalleled view of the Atlantic Ocean—your ideal home away from home in beautiful Key West. This spacious, fully equipped retreat features all the modern conveniences to make your stay comfortable and relaxing.

    Enjoy breathtaking ocean views from every room. Both bedrooms and the living room are outfitted with sliding glass doors that open onto a large private balcony—the perfect spot for sunrise coffees or evening cocktails. You can even watch the sunrise from the comfort of your bed.

    Recently renovated, the kitchen and both bathrooms showcase stylish finishes and thoughtful details, ensuring a luxurious experience throughout your stay.

    Key West is bursting with activity and charm. Whether you’re into fishing, diving, or snorkeling, or prefer exploring museums, art galleries, and acclaimed restaurants, there’s truly something for everyone. While you may not be able to see it all in one visit, many guests return year after year to keep discovering more.

    Please Note:

    Minimum stay: 28 days.

    For rentals between December and April, stays must begin on the 1st of the month and be a minimum of 30 days.

    Elevator Upgrade project taking place from June - September 2026 - Please note there will still be one working elevator in both the East and West building while this project is underway.

Property amenities

Beach

  • On the beach

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Sauna

Internet

  • Available in the condo: WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycles
  • Gym
  • Heated pool
  • Table tennis
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Bicycles
  • Garden
  • Unit size: 1,500 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

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

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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

About the neighborhood

Located on the beach, this condo is in Beachside, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. Visit our Key West travel guide
View more Condo Rentals in Key West
Map
Key West, FL

What's nearby

  • A beach with a pier extending into the ocean during sunset.
    Florida Keys Beaches
    1 min walk - 0.0 miles
  • A beach with white sand, palm trees, and a building in the background.
    Smathers Beach
    4 min walk - 0.3 miles
  • A beach with a bridge, palm trees, and a clear blue sky.
    Clarence S. Higgs Memorial Beach Park
    12 min walk - 0.7 miles
  • A military jet flying low over a concrete path surrounded by vegetation.
    Key West Naval Station
    13 min walk - 0.7 miles
  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    6 min drive - 1.5 miles

Getting around

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

Restaurants

  • Sandy's Café
    4 min drive
  • Circle K
    15 min walk
  • Starbucks
    3 min drive
  • Dions Truman & White
    4 min drive
  • Taco Bell
    3 min drive

Frequently asked questions

Is Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities?

Check-in begins at 4:00 PM.

What time is check-out at Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities?

Check-out is at 10:00 AM.

Where is Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities located?

Nestled on the beach, this Beachside condo building is within 1 mi (2 km) of Key West AIDS Memorial and Florida Keys Beaches. Duval Street and Mallory Square are also within 3 mi (5 km).

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Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities Reviews