Entire home

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

Vacation home near Duval Street in Key West

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

A heated pool
6 bedrooms, desk, iron/ironing board, free WiFi
TV, books, stereo
Exterior detail
Property grounds

Reviews

9.6 out of 10
Exceptional

Entire home

6 bedrooms5 bathroomsSleeps 122390 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

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

Room options

About the neighborhood

Key West

Seaside stay .Within a 10-minute walk of this Old Town Key West vacation home, you'll find Duval Street and Ernest Hemingway Home and Museum. Also, Florida Keys Beaches is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).

What's nearby

  • Duval Street - 1 min walk - 0.0 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 8 min walk - 0.5 miles
  • Mallory Square - 10 min walk - 0.6 miles
  • Fort Zachary Taylor Historic State Park - 14 min walk - 0.8 miles

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Margaritaville - ‬2 min walk
  • ‪Willie T's - ‬3 min walk
  • ‪Jack Flats - ‬2 min walk
  • ‪Kermit’s Key West Key Lime Shoppe - ‬4 min walk

About this property

Entire place

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

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.

Similar properties

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car not required
  • Limited onsite parking (max 2 spaces)
  • Onsite parking includes off-street options

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 5 bathrooms
  • Bathtub
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Stereo
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden
  • Rooftop terrace

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Single level property
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Motor boating nearby
  • Swimming nearby
  • Wildlife walks 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 (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,390 square feet

Policies

Check-in

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

  • No pets 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
This property accepts cash
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 indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts cash. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Property is also known as

Island Rendezvous Like Having Your Own Little Private Resort
Island Rendezvous Like Having Your Own Little Private Key West
Renzvous Like Having Your Own
Rendezvous A Family Gathering
Island Rendezvous - A Family Gathering Key West
Island Rendezvous - A Family Gathering Private vacation home
Island Rendezvous Like Having Your Own Little Private Resort
239272

Frequently asked questions

How close is Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 to the airport?

This vacation home is 3.9 mi (14-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 to the beach?

This vacation home is a short 10-minute walk from Florida Keys Beaches and 0.8 mi (6-min drive) from South Beach. Don't forget your sunscreen!

Does Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?

No, there is no casino at this vacation home.

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.

Is there free parking at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?

Free parking is not available at this vacation home.

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

Yes, there's a private pool.

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

There are no spa services available at this vacation home.

How close is Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 to downtown Key West?

This vacation home is 0.1 mi away from Key West.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 8 out of 10 reviews
Rating 8 - Good. 2 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Nick T.

Liked: Cleanliness
Great place for a weekend with friend incredible location and the pool was fantastic. Would recommend for a stay with friends
Stayed 2 nights in Jul 2025

10/10 Excellent

Sandy S.

Liked: Cleanliness

Family Wedding Getaway

Great location and lodging for a family get away. RIght in downtown area - near restaurants, bars, and shops. Perfect lodging for larger family - with separate living areas to spread out a little.
Stayed 7 nights in Jan 2025

8/10 Good

Waverly H.

Liked: Cleanliness

Prime location/great pools but a few short comings

Island Rendezvous was a great overall stay for us and our group of friends for a wedding in Key West. We were two blocks off of Duval Street and a stones throw from a gourmet grocery store. The two pools and landscaping were well maintained and the grounds were clean and treated before we arrived and during our trip. The key code for the main house worked great. The physical key for the small house was kind of a pain and could be updated for ease. We did have a few things to mention about the property for others that might stay here and for management. The smaller house had A/C units however it was not able to fully cool the house and was quite warm during the day. Also the unit in the smaller room leaked for the entire week we were there. To the point of us leaving a large bucket under the unit and having to empty it almost daily. The sliding glass door in the 'livingroom' also did not fully close which did not help with the problem. The main house did have an awesome ac unit and kept the whole house cold for our entire trip but we just wish that the smaller house could have been remotely cold for the very hot week we were there. The second thing being that there is no connection between the two properties in the back of the houses. Which meant that you were going back and forth between a key locked gate from the small house and the key code door for the large house. A back gate between the two would have made this much better. Overall we would suggest this home to all
Stayed 5 nights in Jun 2024

10/10 Excellent

Andrew M.

Liked: Cleanliness

Perfect Family Property

Celebrated the 50th anniversary of my parents, had 3 families there and had the perfect amount of space and comfort. Prime location, walked everywhere. WILL NOT DISAPPOINT!
Stayed 5 nights in Dec 2023

10/10 Excellent

Grace J.

Liked: Cleanliness

Excellent stay !

This property was perfect for a group, with great room variety and pool setup. The kitchen was well equipped and the location could not have been more convenient. Ask for additional information if you are easily confused by lock boxes and/or arriving after sunset. Additionally, the houses are next door but do not adjoin, so be prepared to walk between (~10 feet).
Stayed 3 nights in Nov 2023

10/10 Excellent

Paul B.

Liked: Cleanliness

Family Reunion

Good place to have at least 3 separate groups of relatives.
Stayed 6 nights in Jun 2023

10/10 Excellent

Joseph W.

Liked: Cleanliness

Awesome home, awesome trip

The house was perfect for our stay. Clean, roomy, great location for all of the things we wanted to do (walked everywhere). We loved the place and our trip to Key West.
Stayed 4 nights in May 2021

10/10 Excellent

Rebecca F.

Liked: Cleanliness

Family Vacation

The property was great for our big family. We could all have our own space. The amenities were very nice. We had a very memorable trip.
Stayed 5 nights in Jul 2020

10/10 Excellent

Brent C.

Liked: Cleanliness

Great location! Awesome Property

This property is great for a big group. Incredible location. Lots of beds and bathrooms.
Stayed 5 nights in Jun 2019

8/10 Good

jana m.

The houses are very nice. They are very clean.

There are a few minor repairs that are needed but overall everything was very nice. We had a great time.
Stayed 7 nights in Mar 2019