pinterest facebook instagram twitter youtube google my business
  • (305) 294-7358
Key West Time
January 26th
5:51am · 75°F

Oceana Suite: Oceana Courtyard Cottage ~ Weekly Rental

french door entrance to pool
courtyard parking area
1BR 1BA ~ Weekly Rental
Sleeps 2-4

Welcome to Oceana Suite Courtyard Cottage vacation rental. This is a little piece of hidden paradise you probably never knew existed. What's in a name? It can be confusing.This Key West rental cottage is definiately Sweet, and definately NOT a Suite. It's a one-of-a-kind beautiful free-standing Key West cottage in an exclusive gated compound with plenty of privacy. Once you're nestled into this tropical hideaway, you'll forget you're right in the heart of Old Town Key West. And once you're in your own little gated dining and sun deck, you're in a world all your own. Situated in a gated poolside colony in one of Key West’s oldest residential neighborhoods, this courtyard has all the elements for a tropical paradise vacation.

A legacy to the cigar making history of Key West, this charming free-standing 1 bedroom - 1 bathroom Oceana Suite Courtyard Cottage vacation rental was originally built in the early1900’s as part of a tiny neighborhood of workforce cabanas. Today we find 8 upscale separate cottages set-back from authentic Olivia Street in Old Town. An expansive bricked parking entrance gives beautiful curb appeal and leads to a secure locked gatehouse. Pass through the gatehouse to enter this charming courtyard with large tiled swimming pool, beautiful mature landscaping, and garden pathways paved with elegant flagstone.

The Layout: Access the cottage through a tall gated lattice fence to the right of the swimming pool. Open the gate and pause for a moment. Appreciate your own spacious deck, complete with outdoor dining table and notice the double sets of French doors leading to the cottage. Straight ahead are doors that lead to the bedroom; and to the right more doors connect to the living room. With these three double French door entrances to the deck, you’re all set to enjoy the quintessential Key West indoor / outdoor lifestyle.

When this Key West rental cottage was redesigned, the wooden cross beams were exposed, and the ceiling was finished to the roof line. Cathedral windows were placed along one side of the living room, creating a wall of natural light and views of the tropical trees. Below those windows, the pool-garden view is further expanded with two sets of sash windows, and then high above the sofa, more windows offer even more light. The living room is nicely furnished with a lime-green queen-sized sleeper sofa and loveseat, plus a soft cream-colored leather easy chair. For movie night, a 50” wall mounted TV is placed on the wall opposite the sofa.

The living room seamlessly flows into the kitchen on one side of the clear to the back of the building. A drop leaf dining table, is set to one side as you enter the kitchen. The same cathedral windows found in the living room, light up the outside kitchen wall, and below them a convenient back kitchen door opens outside to a paved garden path. Wooden plank-style ceramic floor tile spans from the living room into the kitchen. Other upscale extras in the kitchen include blonde wooden cabinetry, granite counter tops, stainless steel appliances, and chandelier lighting.  

Stepping back into the living room and around the corner is the bathroom. Done in earth tone granite and tile, the bathroom offers a single vanity with under counter oval sink, double size shower with seamless glass doors. A wide mirror, topped with beauty bar lighting, bounces the light around while shabby chic storage cabinets keeps the cottage feel.

Next we look at the bedroom, located right next to the bathroom. Bedroom décor repeats the same open beam ceilings found in the rest of the cottage. Furnished with off-white coastal style furnishings and tropical artwork, a king size bed is placed in the center of the wall with bedside tables on either side. On one side of the room, double French doors lead to the outside deck, and on the other wide side, sliding windows set above eye level assure plenty of natural light. There is a shelf with a 45-inch flat screen TV on the wall past the foot of the bed..

Throughout the cottage, the decorator drew from calming tropical and coastal design. Walls are painted a soft blue green. Burlap curtains offer a casual cottage touch, while exotic ceiling fans with leaf shaped blades create a paradise island feel.

The floor-plan is as functional as it is fun. When you eat-in, choose to stay inside and dine at the drop leaf table, or outside on your own private fenced in deck. A queen sleeper-sofa is conveniently positioned in the living room. Toward the back of the cottage the kitchen is nicely equipped with all you need to cook. This property is ideal for one couple and a perfect get away for a single. It also works well for a family with one or two children.

Whether you are looking for a private getaway with a central base to explore, or the perfect location for a romantic get-away, this paradise will be home away from home. So, close your eyes for a few moments, and imagine tropical Key West, and this charming cottage just waiting for you. Since you're planning a Key West Florida holiday, this could be the perfect spot. 

Bedding Summary:

  • Bedroom – King size bed
  • Living Room – Queen size sleeper sofa

Amenities: Exclusive gated compound with shared pool and garden with 7 other free-standing cottages. Private wooden deck, fully fenced, fully equipped kitchen, shared coin washer/dryer. Split system A/C, flat screen TV.  Linens and towels are provided.

Parking: Limited off-street parking on bricked lot in front of the property, first come first serve. Fortunately, at this location you never need to get in your car. Enjoy walking or biking everywhere.

Activities: Shopping, restaurants, night life, museums, sailing, boating, snorkeling, diving, beach, theatre, family activities. Everything is within walking distance. Leave your car at home.

Area: Heart of Old Town. Walk to all Old Town Key West features. Great restaurants, shops, galleries, clubs, Hemingway House Museum, Light House Museum, Custom House Museum, Key West Aquarium, Shipwreck Museum. 15-minute stroll from the famous Sunset Celebration at Mallory Square.

Restrictions: Smoke Free House. No pets.  

Book Direct For The Best Price Guaranteed

Dates Weekly Nightly Terms
Jan 22, 2022 - Jan 28, 2022 $2620$505.505 night minimum - 'within' Sat/Sat Only
Jan 29, 2022 - Feb 18, 2022 $2670$477.007 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 19, 2022 - Feb 25, 2022 $2790$478.507 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 26, 2022 - Apr 17, 2022 $2670$477.007 night min Sat/Sat Only, but 3-5 nights within 60 days
Apr 18, 2022 - May 29, 2022 $2440$435.754 night min. or 3 night min. 60 days prior to arrival.
May 30, 2022 - Jun 10, 2022 $2585$498.754 night min. or 3 night min. 60 days prior to arrival.
Jun 11, 2022 - Aug 7, 2022 $2585$461.754 night min. or 3 night min. 60 days prior to arrival.
Aug 8, 2022 - Sep 30, 2022 $2585$572.503 night minimum
Oct 1, 2022 - Oct 20, 2022 $2585$498.753 night minimum
Oct 21, 2022 - Oct 30, 2022 $3600$617.257 night minimum
Oct 31, 2022 - Nov 5, 2022 $2585$498.753 night minimum
Nov 6, 2022 - Nov 13, 2022 $2585$461.757 night minimum
Nov 14, 2022 - Nov 18, 2022 $2585$498.753 night minimum
Nov 19, 2022 - Nov 26, 2022 $2585$461.757 night min Sat/Sat Only, but 3-5 nights within 60 days
Nov 27, 2022 - Dec 16, 2022 $2585$572.503 night minimum
Dec 17, 2022 - Dec 25, 2022 $3185$568.757 night minimum
Dec 26, 2022 - Jan 2, 2023 $4845$830.757 night minimum

Additional Notes:

  • High Season generally requires a 7 night minimum stay. Shorter stays of 3 - 5 nights may be available within 60 days of your arrival date or in special situations. Certain dates may not be available if they minimize optimal booking for the property's reservation calendar. Please contact us to inquire about stays less than 7 nights.
  • Shoulder and Low Season is a 3 - 5 night minimum available on reservations made within 60 days of arrival May through mid-August. From mid-August through mid-December, 3 - 5 night minimum stays are available any time.
  • Short Stays are available if there are open nights that are less than the minimum stay, shorter stays may be possible depending on the property. Please contact us to inquire.
  • Holiday, Festival, and Event Rates are 20% to 25% higher. These include, but are not limited to: Fantasy Fest, Thanksgiving, Christmas, New Years, Power Boat Races, Mini-Lobster Season, Labor Day, Parrot Heads Meeting of the Mind, 4th of July, Easter. A 7 night minimum stay is required for most major holidays, festivals, and events.

Rates and Terms are subject to change without notice. Above rates do not include taxes and fees. Click here for more details on additional fees. Please contact us for specific pricing and to confirm rates. Rates in US Funds. (305) 294-7358 Ext 1 -

Apply here for Travel Guard Trip Cancellation and Interruption Insurance.

VHKW offers promotional specials for purchasing trip insurance for stays between Aug 10 and Oct 20. Please call for more details.

Bedding Summary:

  • Bedroom – King size bed
  • Living Room – Queen size sleeper sofa
Jun 17, 2021,
Beautiful place. We loved it. Enjoyed the privacy, Enjoyed the well kept pool. Had everything we needed. Will definitely return. Highest recommendation.

May 25, 2021,
it was amazing

Apr 11, 2021,
WE have rented through Vacation Homes multiple times, and the experience has always been easy and pleasant. I recommend you to everyone I know who wants to rent in the Keys.

Inquire Availability for this property
* all fields are required.

Thank you for your inquiry. We will get back to you as soon as possible.

Sort Properties

Rental Period

Availability Calendar

* This property may not be available for the dates above due to other inquires and pending reservation.

Vacation Rentals

Rentals For
Social Distancing

rentals for social distancing

Sunset Key

sunset key






town houses and condos







Truman Annex

truman annex

Golf Club Vacation Rentals

key west golf club