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Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12

Photo gallery for Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12

A rectangular swimming pool with a wooden deck, surrounded by lush greenery and a wooden fence.
A living room with two blue sofas, a glass coffee table, and a ceiling fan.
A house with a blue door and a porch with a ceiling fan.
A white door with a decorative tile border, leading to a covered outdoor area with a tree and a stone wall.
A bedroom with a bed, a ceiling fan, a TV on a shelf, a dresser, a chair, and a bathroom with a mirror and sink.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Rooftop terrace
    A rare find - enjoy stunning views from the rooftop terrace.
  • At the center of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Close to Duval Street
6 bedrooms5 bathroomsSleeps 14

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

6 bedrooms (sleeps 14)

Bedroom 1

1 King Bed and 2 Single Beds

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Sofa Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

1 Queen Bed

5 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12

Island Rendezvous vacation rental offers the perfect solution for a gathering of family or friends who desire to be in the heart of Old Town Key West. One of the best and most unique Old Town Key West vacatoin rentals, here you will enjoy a completely private retreat with an atmosphere of wonderfully unchanged Caribbean charm. By combining Pavilion Villa and Down Island Digs it won`t take you long to settle into this dreamy stopped-in time island setting where you have two private swimming pools, two sun decks, a roof top deck, two master suites, a balcony, and large mature tropical gardens of orchids, palms, and tropical fruit trees. Pavilion Villa is an award winning newly renovated 2 cottage pavilion style property. Here you find a one story dwelling which houses the living room, kitchen, three bedrooms, laundry room, and full bath with a beautiful indoor/outdoor shower room. The second cottage has 2 full stories with the first floor set up as a sleeping and lounging area. The second floor has a large master bedroom and bathroom. The third bath is a cabana style bath off the pool and deck. The entire pool and deck area are made private with a tall fence.

Right next-door is the Down Island Digs cottage. This is a one-story cottage with a master suite and a poolside bedroom. It has a full kitchen, washer dryer, and two full bathrooms, charming indoor/outdoor living room, and big private back yard.

The focus of this combined property is definitely the Key West quintessential indoor / outdoor living that makes island life so relaxing and wonderful. Here you enjoy the luxury of expansive sun washed decks and a large native tropical shade garden - complete with waterfall for those days you don`t want direct sunlight. Both properties also offer spacious front porches for sitting and watching the island world go by.

A rare and unique feature of this combined Island Rendezvous property is the privacy and spaciousness it offers right in the heart of Old Town. Just a block off lower Duval Street it is just three blocks from Mallory Square, steps from gourmet grocery shopping, excellent restaurants, popular clubs, the Historic Seaport, and tropical shops. The two homes together offer many smaller intimate areas and at the same time plenty of garden and deck space to spread out. It should be considered as an ideal location for a wedding party to reside, but not as a venue to stage the wedding.

Bedding Summary:

Pavilion Villa

Front Cottage (Down stairs) - 1 king size bed, 2 twin beds (can be pushed together to make a king)
Front Cottage (Upstairs) - 1 queen size bed
Back Cottage (Down stairs) - 1 queen sleeper sofa
Back Cottage (Upstairs) - 1 king size bed (master bedroom)
Down Island Digs Cottage

Master bedroom Four Poster king (pillow top mattress) size bed
Queen Sleeper sofa
Second Bedroom - queen size bed
Living room – Twin sleeper sofa
Amenities: Two private swimming pools, two sun decks, roof top deck, balcony, 2 master suites, large lush mature tropical garden, two fenced-in yards. Also, two telephone lines, 3 cable TV`s, a/c, and stereo and 2 washer dryer units. Linens and towels are provided. Off street parking for two cars.

Activities: The most requested location for Old Town Key West vacation rentals, just a half-block off Duval St., three blocks from Mallory Square Sunset Celebration, and a few short streets from the Historic Seaport. Conveniently located across the street from gourmet grocery shopping with excellent wine selection, sushi, deli, and butcher. Close to shopping, art galleries, and a variety of national and international cuisine, coffee shops. Just a short stroll or bike ride to Fort Zachary Taylor Beach.

Area: Downtown Old Town Historic Key West. Just one-half block off Duval Street. 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, Ship Wreck Museum. 10 minute stroll from the famous Sunset Celebration at Mallory Square.

Restrictions: Smoke free house. No pets please. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.

PAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 141726vb
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
This property accepts cash
On-site 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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located in Key West, this holiday home is in the city centre. 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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with power boating, fishing and swimming nearby, or enjoy the great outdoors with ecotours.
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • Oldest House Museum and Garden - 3 min walk - 0.3 km
  • Harry S. Truman Little White House - 7 min walk - 0.7 km
  • Mallory Square - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Margaritaville - ‬2 min walk
  • ‪Wendy's - ‬3 min walk
  • ‪Mangoes Restaurant - ‬4 min walk
  • ‪Kermit’s Key West Key Lime Shoppe - ‬3 min walk

Frequently asked questions

Does Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?

As of 30 Aug, 2026, prices found for a 1-night stay for 2 adults at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 on 8 Sept, 2026 start from S$5,238, including 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 Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 pet-friendly?

No, pets are not allowed at this property.

How much is parking at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?

On-site parking is available at the property.

What time is check-in at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?

Check-in begins at 4:00 PM.

What time is check-out at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?

Checkout is at 10:00 AM.

Where is Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 located?

Located in Old Town Key West, this holiday home is steps away from The Key West Theater and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 minutes.

About the host

Hosted by VHKW - Vacation Homes of Key West

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English

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