Entire home

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

Pavilion Villa Primary Swimming Pool
Down Island Digs Secondary Swimming Pool
Pavilion Villa Main Living Area with French Doors to Pool Deck
Down Island Digs Living Area with Sliders to Pool Deck
front door

Reviews

9.6 out of 10
Exceptional
6 bedrooms5 bathroomsSleeps 14222 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill

Explore the area

Map
Key West, FL
  • Duval Street
    ‪2 min walk‬
  • Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Mallory Square
    ‪11 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

6 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds and 1 King Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 Double Sofa Bed

Common spaces

1 Double Sofa 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.

Property manager

VHKW - Vacation Homes of Key West
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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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

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

We should mention

A car is not required for transport to and from this property

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood 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 The Kite House are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 1.0 km
  • Fort Zachary Taylor Historic State Park - 16 min walk - 1.4 km
  • Southernmost Point - 16 min walk - 1.4 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬2 min walk
  • ‪Green Parrot Bar - ‬6 min walk
  • ‪Willie T's - ‬3 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬4 min walk
  • ‪Mattheessen's - ‬2 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.

Is Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 pet-friendly?

No, pets are not allowed at this 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 San Carlos Institute - Casa Cuba and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 10 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 7 out of 9 reviews
Rating 8 - Good. 2 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

10/10

Cleanliness

9.6/10

Check-in

9.6/10

Communication

9.8/10

Location

9.0/10

Listing accuracy

Reviews

10/10 Excellent

Sandy S.

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

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

10/10 Excellent

Andrew M.

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

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

Paul B.

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

Family Reunion

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

10/10 Excellent

Grace J.

Liked: Cleanliness, communication, location, listing accuracy

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

8/10 Good

Waverly H.

Liked: Cleanliness, check-in, communication, location

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

Joseph W.

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

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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

About the host

Hosted by VHKW - Vacation Homes of Key West

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests