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  • (305) 294-7358
Key West Time
September 16th
8:46pm · 83°F

Pavilion Villa ~ Weekly Rental

4BR 3BA ~ Weekly Rental
Sleeps 10

A Private Tropical Paradise ... is the feeling you get when you enter the pavilion of this award winning villa just a half-block off Duval St. in Old Town Key West. I first visited this private home when it was featured on the prestigious Garden Home Tour of Key West which opens a few select private homes to the public. A total renovation created a stunning one-of-a-kind tropical water pavilion by bridging two cottages with a pool, spacious deck and lushly landscaped garden. The pool is made both mysterious and fantasy-like with beautiful glistening stones and a giant frangipani tree which drapes the pool. Just a few blocks from Mallory Square, steps from grocery shopping, excellent restaurants, popular clubs, the Historic Seaport, and tropical shops makes this one of the most requested and convenient accommodations in Key West. We are so pleased to offer it as one of the more unique properties available in Old Town. 

The Pavilion Villa vacation rental home was re-designed to create a spectacular indoor and outdoor multi-level living space which is both elegant and playful. Enter the main cottage from the street side, and you’re immediately reminded you’re on an island by delightful tropical reef carpeting that adorably covers a charming historic staircase leading to the 2nd floor sleeping loft. Here you find a 1 ½ story dwelling which houses the living room, kitchen, three bedrooms, and a full bath with a beautiful indoor/outdoor shower room. 

The inventive layout of the main historic cottage maximizes the use of available space, using every nook and cranny to offer something both functional and beautiful. Immediately inside the front door to your left, is the first bedroom with two twin beds that can be put together to make a king bed on request. Straight ahead of the front door is the small scale historic stair case which leads to a loft-style bedroom. This bedroom provides a queen size bed, and has an added feature of a roof-top balcony that overlooks the pool. Back downstairs is one more bedroom, with a king size bed, and an artistic Caribbean blue bathroom with a sunken tub and elaborately tiled large private indoor/outdoor garden shower. 

The dining room, kitchen, and beautifully furnished living room are towards the back of the main cottage, and are linked to the pool and deck through double sets of French doors. An outdoor dining table and chairs set just outside the doors serve to extend the living area to the outdoors to the pool and deck area which draw you to the second two-story cottage which is on the opposite side of the pool. Once on the deck pavilion, it is almost impossible to proceed to the back cottage without stopping to dip your toe in the pool, and take in the beauty of the garden. The private spacious deck has plenty of room for sunning and lounging. A second bathroom in the outdoor garden area, consisting of a sink and commode room, and tiled shower room, makes indoor/outdoor living fun and convenient. The main cottage also provides a walk-in laundry room with washer / dryer.

Walk the deck past the pool to reach the second cottage at the back of this unique paradise pavilion. The back cottage has 2 full stories with the first floor set up as a sleeping and lounging area. There is also a large kitchenette and breakfast bar for convenience. The second floor has master bedroom with king size bed and full bathroom, and a spacious balcony which overlooks the pool and looks back towards the front cottage.

The design of the Pavilion Villa Key West vacation rental makes it ideal for family groups or groups of friends. The pavilion-style plan provides two private buildings which are adjoined with a spacious outdoor living room for all to gather. It should be considered as an ideal location for a wedding party to reside, but not to stage the wedding. At the same time, the intimacy created by the garden pool pavilion make this unique home a wonderful location for a couple or a smaller group who want privacy and room to spread out.

This home is offered as an exclusive vacation rental in the most requested location in Key West. The property will not tolerate smoking inside.

If you love this villa but need to sleep more people, you can rent it with the two bedroom cottage Down Island Digs. You can combine a rental of both  prperties and sleep up to 12 by renting the Island Rendezvous vacation compound

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

Back Cottage:

  • Downstairs - 1 queen sleeper sofa
  • Upstairs - 1 king size bed (master bedroom)

Amenities: Private Swimming pool with exotic landscaping, fountains, pond, roof top deck, full pool bath, fully fenced and private, fully equipped kitchen, 2nd service kitchen, unique separate living areas, color cable TV's, DVD, stereo, a/c, telephone, propane grill. Laundry room with washer / dryer. All linens and towels provided, parking, just 3.5 streets from Mallory Square. Maid service on request.

Activities: Around the corner you'll find fantastic retail stores, wonderful famous restaurants such as Margaritaville, and unique local museums such as the Custom House, KeyWest Mallory Square Sunset Celebration and the Hemmingway House where Ernest Hemingway lived. Sailing, boating, diving, museums, nightlife is close by.

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

special rates available

Sept 20 - Sept 23

Nightly $850

view all specials

Dates Weekly Nightly Terms
Aug 9, 2021 - Oct 1, 2021 $4565$1011.004 night min. or 3 night min. 60 days prior to arrival.
Oct 2, 2021 - Oct 21, 2021 $5085$980.754 night min. or 3 night min. 60 days prior to arrival.
Oct 22, 2021 - Oct 31, 2021 $7865$1348.507 night minimum
Nov 1, 2021 - Nov 6, 2021 $5085$980.754 night min. or 3 night min. 60 days prior to arrival.
Nov 7, 2021 - Nov 14, 2021 $5565$993.757 night minimum
Nov 15, 2021 - Nov 19, 2021 $5085$980.753 night minimum
Nov 20, 2021 - Nov 28, 2021 $5565$993.757 night minimum
Nov 29, 2021 - Dec 17, 2021 $4345$962.254 night min. or 3 night min. 60 days prior to arrival.
Dec 18, 2021 - Dec 25, 2021 $7015$1252.757 night minimum
Dec 26, 2021 - Jan 2, 2022 $8275$1418.757 night minimum
Jan 3, 2022 - Jan 14, 2022 $6185$1237.004 night min. or 3 night min. 60 days prior to arrival.
Jan 15, 2022 - Jan 21, 2022 $6555$1264.254 night min. or 3 night min. 60 days prior to arrival.
Jan 22, 2022 - Jan 28, 2022 $6885$1328.005 night minimum - 'within' Sat/Sat Only
Jan 29, 2022 - Feb 18, 2022 $9490$1694.757 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 19, 2022 - Feb 25, 2022 $10220$1752.007 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 26, 2022 - Apr 17, 2022 $9490$1694.757 night min Sat/Sat Only, but 3-5 nights within 60 days
Apr 18, 2022 - May 29, 2022 $6850$1223.254 night min. or 3 night min. 60 days prior to arrival.
May 30, 2022 - Jun 10, 2022 $6635$1279.754 night min. or 3 night min. 60 days prior to arrival.
Jun 11, 2022 - Aug 7, 2022 $7260$1296.505 night min, but 3-4 nights within 60 days
Aug 8, 2022 - Sep 30, 2022 $5955$1318.754 night min. or 3 night min. 60 days prior to arrival.
Oct 1, 2022 - Oct 20, 2022 $6635$1279.754 night min. or 3 night min. 60 days prior to arrival.
Oct 21, 2022 - Oct 30, 2022 $10260$1759.007 night minimum
Oct 31, 2022 - Nov 5, 2022 $6635$1279.754 night min. or 3 night min. 60 days prior to arrival.
Nov 6, 2022 - Nov 13, 2022 $7260$1296.507 night minimum
Nov 14, 2022 - Nov 18, 2022 $6635$1279.753 night minimum
Nov 19, 2022 - Nov 26, 2022 $7260$1296.507 night minimum
Nov 27, 2022 - Dec 16, 2022 $5665$1254.504 night min. or 3 night min. 60 days prior to arrival.
Dec 17, 2022 - Dec 25, 2022 $9145$1633.257 night minimum
Dec 26, 2022 - Jan 2, 2023 $13490$2312.757 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 -

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.

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

Back Cottage:

  • Downstairs - 1 queen sleeper sofa
  • Upstairs - 1 king size bed (master bedroom)
Jul 08, 2021,
The rental was great! We were able to have 3 sets of family (including 4 young kids) enjoy a week together which made for a great family reunion. It was literally a short walk to Duval St, Southernmost Point, Mallory Square, etc. The pool was perfect and the kids enjoyed that probably more than anything in Key West. We will definitely book again if we make another trip down to Key West.

May 20, 2021,
We had a great time in Key West and the house(s) were perfect. They were clean with plenty of space and the location was perfect. We hope to be back soon!

Jan 16, 2021,
We visited Key West in January and we paid extra for the heated pool. It was well worth the extra fee. Walking distance to great restaurants and supermarket was across the street, super convenient. The house was excellent, clean, and exactly as described. Our family had a wonderful time.

Dec 29, 2020,
The team at the VHKW were great to work with. We had a light bulb go out and they were right on it getting it repaired. The location was ideal, we walked everywhere. The pool was warm and had been preheated, they really did a good job.

Nov 19, 2020,
VHKW is a great place to book rentals through! The same house we booked was twice the price on other sites. The service and attention to our needs was great as well! We stayed at the Island Rendezvous with 11 women for a 40th birthday celebration and it was the perfect amount of space. The rooms in the main house are louder than the others due to the proximity to the street (2 twin room) and the loft upstairs being open. The back pool house could use either an air filter change or possible mold removal as there is a stagnant smell when you first enter (we bought candles and it was fine). Both pools are heated and got plenty of use. The location is perfect to walk any where (Duval is a block away) on the island and right across the street from a grocery store! Highly recommend VHKW and Island Rendezvous!

Feb 29, 2020,
Property was as very nice as advertisedan Well maintained and clean VHKW was very responsive. However it wasnt until our next to last day that the pool heater replaced. VHKW mentioned that some refund may be in order. Any response on this issue?

Feb 11, 2020,
Great place. Right thru offf Duval yet very quiet. Groceries across the street. Walk everywhere. Houses were very clean. Pool was clean and warm. Alot of privacy. We will be back.

Jan 23, 2020,
Great place.

Dec 01, 2019,
Third stay with vhkw. Satisfied every time! Thank you!

Nov 10, 2019,
Loved the house. Loved the location. Loved having a pool. Loved having the outdoor shower and half bath. All eight of us are ready to go back!

Jan 22, 2019,
The house / compound was GORGEOUS and perfectly fit our party of 10. Perfectly located a block off Duval and was quiet. The pool was nice and relaxing. The staff of VHKW was helpful and responsive. The house had all the equipment that we needed. Laundry machine use was an added plus. Walking everywhere is easy. No car is ever necessary. Thanks for the memorable stay with great friends!!

Nov 26, 2018,
We had a wonderful week in Key West. We stayed at Island Rendezvous compound. The homes were the perfect fit for our group of 10 adults. Homes were comfortable and clean. Close to everything yet far enough away from the noise of Duval Street. Weather was perfect. We will be back.

Nov 19, 2018,
We loved everything about Pavillion Villa! It was perfect for our family and the pool was a hit with our grandchildren. The location was a bonus. Across the street from the grocery store and just around the corner to Duval Street. We will stay here again on our next visit to Key West! Thank you!!

Nov 02, 2018,
As always loved the house. The service and over all dealing with vacation homes of key west. For the past 7 years they have been my go to when we vacation in key west.

Aug 21, 2018,
The place is perfectly located--we never needed a car. Also very private with the pool located between the cottage and the main house.

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