This holiday home puts you in the heart of Key West, steps from Duval Street and within a 10-minute stroll of Ernest Hemingway Home and Museum. Highlights at this holiday home include a kitchen, a private pool and a washer/dryer. .Home features free WiFi, 5 bathrooms and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A sofa bed, a living room and a dining area are also available. .This smoke-free holiday home offers a rooftop terrace, a garden and barbecues. Added amenities include laundry facilities. .Attractions within a 15-minute walk of this Old Town Key West holiday home include Florida Keys Beaches and Mallory Square.
Harry S. Truman Little White House - 6 min walk - 0.5 km
Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
Mallory Square - 10 min walk - 0.9 km
Fort Zachary Taylor Historic State Park - 14 min walk - 1.2 km
Getting around
Key West, FL (EYW-Key West Intl.) - 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.
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
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
Near a health/beauty spa
Near the marina
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 and check-out are 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
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
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 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. This property accepts cash. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in all 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
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Frequently asked questions
Are there any beaches close to Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?
Yep, Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 is a short 10-minute walk from Florida Keys Beaches.
Fun beach activities include fishing and swimming. You can also find motor boats.
Does Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 have a pool?
Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 has a heated pool and a pool.
What luxury perks are available at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?
This property features a heated pool, as well as a private pool and a private yard.
Is there a private hot tub at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?
No, but there is a private pool.
Is there a free airport shuttle available at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?
No, Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 does not offer an airport shuttle service.
What time are check-in & check-out at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Are pets allowed at Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12?
No, pets are not allowed.
Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12 Reviews
Reviews
9.6
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 8 out of 10 reviews
10 - Excellent
8
Rating 8 - Good. 2 out of 10 reviews
8 - Good
2
Rating 6 - Okay. 0 out of 10 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 10 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 10 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Nick T.
25 Aug 2025
Liked: Cleanliness
Great place for a weekend with friend incredible location and the pool was fantastic. Would recommend for a stay with friends
Nick T.
Stayed 2 nights in Jul 2025
10/10 Excellent
Sandy S.
16 Jan 2025
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.
Sandy S.
Stayed 7 nights in Jan 2025
8/10 Good
Waverly H.
26 Jun 2024
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
Waverly H.
Stayed 5 nights in Jun 2024
10/10 Excellent
Andrew M.
29 Dec 2023
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!
Andrew M.
Stayed 5 nights in Dec 2023
10/10 Excellent
Grace J.
19 Nov 2023
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).
Grace J.
Stayed 3 nights in Nov 2023
10/10 Excellent
Paul B.
24 Jun 2023
Liked: Cleanliness
Family Reunion
Good place to have at least 3 separate groups of relatives.
Paul B.
Stayed 6 nights in Jun 2023
10/10 Excellent
Joseph W.
19 May 2021
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.
Joseph W.
Stayed 4 nights in May 2021
10/10 Excellent
Rebecca F.
28 Jul 2020
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.
Rebecca F.
Stayed 5 nights in Jul 2020
10/10 Excellent
Brent C.
24 Jun 2019
Liked: Cleanliness
Great location! Awesome Property
This property is great for a big group. Incredible location. Lots of beds and bathrooms.
Brent C.
Stayed 5 nights in Jun 2019
8/10 Good
jana m.
20 Mar 2019
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.