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  • (305) 294-7358
info@vhkw.com
Key West Time
June 16th
6:13am · 85°F
 
 

Island Rendezvous ~ Weekly Rental

6BR 5BA ~ Weekly Rental
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, smart TV's, a/c, 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.

Book Direct For The Best Price Guaranteed

Dates Weekly Nightly Terms
Jun 10, 2024 - Aug 11, 2024 $10670$1905.504 night min. or 3 night min. 60 days prior to arrival.
Aug 12, 2024 - Oct 2, 2024 $7830$1675.004 night min. or 3 night min. 60 days prior to arrival.
Oct 3, 2024 - Oct 17, 2024 $8210$1750.004 night min. or 3 night min. 60 days prior to arrival.
Oct 18, 2024 - Oct 27, 2024 $14935$2560.507 night minimum
Oct 28, 2024 - Nov 3, 2024 $9540$1840.004 night min. or 3 night min. 60 days prior to arrival.
Nov 4, 2024 - Nov 11, 2024 $10670$1905.507 night minimum
Nov 12, 2024 - Nov 21, 2024 $9540$1840.003 night minimum
Nov 22, 2024 - Nov 30, 2024 $11400$2100.007 night min. or 3 night min. 60 days prior to arrival.
Dec 1, 2024 - Dec 18, 2024 $7830$1675.004 night min. or 3 night min. 60 days prior to arrival.
Dec 19, 2024 - Dec 27, 2024 $14015$2650.007 night minimum
Dec 28, 2024 - Jan 3, 2025 $16680$3050.007 night minimum
Jan 4, 2025 - Jan 10, 2025 $11680$2240.004 night min. or 3 night min. 60 days prior to arrival.
Jan 11, 2025 - Jan 17, 2025 $12110$2320.004 night min. or 3 night min. 60 days prior to arrival.
Jan 18, 2025 - Jan 31, 2025 $12730$2430.004 night min. or 3 night min. 60 days prior to arrival.
Feb 1, 2025 - Feb 14, 2025 $14185$2545.005 night minimum - 'within' Sat/Sat Only
Feb 15, 2025 - Feb 21, 2025 $14565$2575.005 night min, but 3-4 nights within 60 days
Feb 22, 2025 - Apr 11, 2025 $14185$2545.005 night min, but 3-4 nights within 60 days
Apr 12, 2025 - May 28, 2025 $10570$1900.004 night min. or 3 night min. 60 days prior to arrival.
May 29, 2025 - Jun 8, 2025 $9545$1815.004 night min. or 3 night min. 60 days prior to arrival.
Jun 9, 2025 - Aug 10, 2025 $10570$1900.004 night min. or 3 night min. 60 days prior to arrival.
Aug 11, 2025 - Oct 1, 2025 $7830$1675.004 night min. or 3 night min. 60 days prior to arrival.
Oct 2, 2025 - Oct 16, 2025 $8210$1700.004 night min. or 3 night min. 60 days prior to arrival.
Oct 17, 2025 - Oct 25, 2025 $14855$2550.007 night minimum
Oct 26, 2025 - Nov 2, 2025 $9545$1840.004 night min. or 3 night min. 60 days prior to arrival.
Nov 3, 2025 - Nov 10, 2025 $10570$1900.007 night minimum
Nov 11, 2025 - Nov 20, 2025 $9545$1840.004 night min. or 3 night min. 60 days prior to arrival.
Nov 21, 2025 - Nov 29, 2025 $10800$1920.007 night min. or 3 night min. 60 days prior to arrival.
Nov 30, 2025 - Dec 19, 2025 $7915$1675.004 night min. or 3 night min. 60 days prior to arrival.
Dec 20, 2025 - Dec 27, 2025 $14575$2740.007 night minimum
Dec 28, 2025 - Jan 5, 2026 $17325$3140.007 night minimum


Additional Notes:


  • High Season generally requires a 7 night minimum stay. Shorter stays of 3 - 5 nights may be available within 60 days of your arrival date or in special situations. Certain dates may not be available if they minimize optimal booking for the property's reservation calendar. Please contact us to inquire about stays less than 7 nights.
  • Shoulder and Low Season is a 3 - 5 night minimum available on reservations made within 60 days of arrival May through mid-August. From mid-August through mid-December, 3 - 5 night minimum stays are available any time.
  • Short Stays are available if there are open nights that are less than the minimum stay, shorter stays may be possible depending on the property. Please contact us to inquire.
  • Holiday, Festival, and Event Rates are 20% to 25% higher. These include, but are not limited to: Fantasy Fest, Thanksgiving, Christmas, New Years, Power Boat Races, Mini-Lobster Season, Labor Day, Parrot Heads Meeting of the Mind, 4th of July, Easter. A 7 night minimum stay is required for most major holidays, festivals, and events.

Rates and Terms are subject to change without notice. Above rates do not include taxes and fees. Click here for more details on additional fees. Please contact us for specific pricing and to confirm rates. Rates in US Funds. (305) 294-7358 Ext 1 - info@vhkw.com

Apply here for Travel Guard Trip Cancellation and Interruption Insurance.

VHKW offers promotional specials for purchasing trip insurance for stays between Aug 10 and Oct 20. Please call for more details.

Pavilion Villa:
  • Front Cottage (Downstairs) - 1 king size bed, 2 twin beds (can be pushed together to make a king)
  • Front Cottage (Upstairs) - 1 queen size bed
  • Back Cottage (Downstairs) - 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
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