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.
Esta casa de vacaciones se encuentra en Cayo Hueso, en el centro. Además de visitar lugares emblemáticos como Casa y museo de Ernest Hemingway y Parque histórico estatal Fort Zachary Taylor, podrás apreciar la belleza natural de Playas de los cayos de Florida o Barrio de South Beach. Para disfrutar de una noche diferente, apunta: The Key West Theater y Sloppy Joe's Bar. Descubre todas las actividades acuáticas que podrás hacer en la zona, como recorridos en lancha motora, pesca o natación; además, tendrás ocasión de disfrutar de la naturaleza al aire libre con opciones como el ecoturismo. Ver guía de viaje de Cayo Hueso
Cayo Hueso, Florida (EYW-Key West Intl.): a 14 min en coche
Restaurantes
Margaritaville
A 2 min a pie
Green Parrot Bar
A 4 min a pie
Wendy's
A 3 min a pie
Mangoes Restaurant
A 4 min a pie
Jack Flats
A 2 min a pie
Preguntas frecuentes
¿En Island Rendezvous - A Family Gathering hay piscina?
Sí, este alojamiento cuenta con una piscina. Encontrarás piscinas climatizadas o de otros tipos.
¿En Island Rendezvous - A Family Gathering se aceptan mascotas?
No, este alojamiento no admite mascotas.
¿Cuál es el precio del aparcamiento en Island Rendezvous - A Family Gathering?
El alojamiento cuenta con estacionamiento propio.
¿A qué hora se realiza la entrada en Island Rendezvous - A Family Gathering?
Hora de inicio del registro de entrada: 16:00.
¿A qué hora se realiza la salida en Island Rendezvous - A Family Gathering?
La salida se realiza a las 10:00.
¿Dónde se encuentra Island Rendezvous - A Family Gathering?
Esta casa de vacaciones de la zona de Casco antiguo de Key West se sitúa a pocos pasos de The Key West Theater y Duval Street. Mallory Square y Playas de los cayos de Florida también están a menos de diez minutos.
Comentarios
Comentarios sobre Island Rendezvous - A Family Gathering
9,4
Excepcional
Todos los comentarios se corresponden con experiencias reales de huéspedes. Solo pueden enviar comentarios los viajeros que hayan reservado su estancia con nosotros. Verificamos los comentarios de acuerdo con nuestra guía de contenidos, y los publicamos todos, ya sean positivos o negativos.Leer másSe abre en una ventana nueva
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Limpieza
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8 comentarios de un total de 12 con una puntuación de 10 - Excelente
10 - Excelente
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4 comentarios de un total de 12 con una puntuación de 8 - Bueno
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0 comentarios de un total de 12 con una puntuación de 6 - Normal
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0 comentarios de un total de 12 con una puntuación de 4 - Mediocre
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Comentarios
Comentario verificado
8/10 Bueno
David G.
16 de jul de 2026
Aspectos positivos: Limpieza, llegada, comunicación, ubicación y precisión del anuncio
Property in great location. Grocery store across the street. Wonderful bakery Sunny Eggs for breakfast, coffee goodies. Appliances not in great working order. Lamp and some shades broken or damaged. Houses need a bit of TLC.Owner very responsive. Could let people know that toiletries such as shampoo , conditioner body wash is not provided. Great trip and overall experience.
Se alojó 7 noches en junio de 2026
Comentario verificado
10/10 Excelente
Nick T.
25 de ago de 2025
Aspectos positivos: Limpieza, llegada, comunicación, ubicación y precisión del anuncio
Great place for a weekend with friend incredible location and the pool was fantastic. Would recommend for a stay with friends
Se alojó 2 noches en julio de 2025
Comentario verificado
10/10 Excelente
Sandy S.
16 de ene de 2025
Aspectos positivos: Limpieza, llegada, comunicación, ubicación y precisión del anuncio
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.
Se alojó 7 noches en enero de 2025
Comentario verificado
8/10 Bueno
Kenneth F.
2 de may de 2026
Aspectos positivos: Limpieza, llegada, comunicación, ubicación y precisión del anuncio
Location was incredible. So close to downtown and accessible to so much. Only bad thing is it’s across the street from Fausto’s grocery store so delivery trucks extremely noisy in early morning hours making sleep a bit of a challenge. Especially at the 510 address. Pools were a lot of fun. Great way for family to really enjoy the place and have a great time. The last night we were there we fired up the grill and had a huge cook out and partied. All 3 cottages were clean and comfortable. Plumbing was ok, lots of hot water, but a couple of drains were slow and one of the sink faucets missing an aerator. Host was very responsive and professional. Overall I’d give the place a Very Good rating but that was not an option.
Se alojó 4 noches en abril de 2026
Comentario verificado
10/10 Excelente
Paul B.
24 de jun de 2023
Aspectos positivos: Limpieza, llegada, comunicación, ubicación y precisión del anuncio
Family Reunion
Good place to have at least 3 separate groups of relatives.
Se alojó 6 noches en junio de 2023
Comentario verificado
10/10 Excelente
Andrew M.
29 de dic de 2023
Aspectos positivos: Limpieza, llegada, comunicación, ubicación y precisión del anuncio
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!
Se alojó 5 noches en diciembre de 2023
Comentario verificado
10/10 Excelente
Grace J.
19 de nov de 2023
Aspectos positivos: Limpieza, comunicación, ubicación y precisión del anuncio
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).
Se alojó 3 noches en noviembre de 2023
Comentario verificado
8/10 Bueno
Waverly H.
26 de jun de 2024
Aspectos positivos: Limpieza, llegada, comunicación y ubicación
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
Se alojó 5 noches en junio de 2024
Comentario verificado
10/10 Excelente
Joseph W.
19 de may de 2021
Aspectos positivos: Limpieza, llegada, comunicación, ubicación y precisión del anuncio
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.
Se alojó 4 noches en mayo de 2021
Comentario verificado
10/10 Excelente
Rebecca F.
28 de jul de 2020
Aspectos positivos: Limpieza, llegada, comunicación, ubicación y precisión del anuncio
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.
Se alojó 5 noches en julio de 2020
Comentario verificado
10/10 Excelente
Brent C.
24 de jun de 2019
Aspectos positivos: Limpieza, llegada, comunicación, ubicación y precisión del anuncio
Great location! Awesome Property
This property is great for a big group. Incredible location. Lots of beds and bathrooms.
Se alojó 5 noches en junio de 2019
Comentario verificado
8/10 Bueno
jana m.
20 de mar de 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.