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  • (305) 294-7358
Key West Time
October 3rd
6:43am · 81°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 properties 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, 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.

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, 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 30 - Oct 5

Nightly $875
Weekly $4900

Dec 23- Dec 26
Nightly $1325

view all specials

Dates Weekly Nightly Terms
Oct 1, 2023 - Oct 20, 2023 $5500$1100.004 night min. or 3 night min. 60 days prior to arrival.
Oct 21, 2023 - Oct 30, 2023 $9600$1645.757 night minimum
Oct 31, 2023 - Nov 5, 2023 $6220$1199.754 night min. or 3 night min. 60 days prior to arrival.
Nov 6, 2023 - Nov 13, 2023 $6780$1210.757 night minimum
Nov 14, 2023 - Nov 18, 2023 $6220$1199.753 night minimum
Nov 19, 2023 - Nov 27, 2023 $7650$1325.007 night minimum
Nov 28, 2023 - Dec 16, 2023 $5255$1075.004 night min. or 3 night min. 60 days prior to arrival.
Dec 17, 2023 - Dec 25, 2023 $8540$1525.007 night minimum
Dec 26, 2023 - Jan 2, 2024 $10100$1731.507 night minimum
Jan 3, 2024 - Jan 12, 2024 $7040$1350.004 night min. or 3 night min. 60 days prior to arrival.
Jan 13, 2024 - Jan 19, 2024 $7470$1430.004 night min. or 3 night min. 60 days prior to arrival.
Jan 20, 2024 - Feb 2, 2024 $7850$1500.004 night min. or 3 night min. 60 days prior to arrival.
Feb 3, 2024 - Feb 16, 2024 $8690$1540.005 night min, but 3-4 nights within 60 days
Feb 17, 2024 - Feb 23, 2024 $9290$1570.005 night min, but 3-4 nights within 60 days
Feb 24, 2024 - Apr 12, 2024 $8690$1540.005 night min, but 3-4 nights within 60 days
Apr 13, 2024 - May 29, 2024 $6780$1220.004 night min. or 3 night min. 60 days prior to arrival.
May 30, 2024 - Jun 9, 2024 $6220$1175.004 night min. or 3 night min. 60 days prior to arrival.
Jun 10, 2024 - Aug 11, 2024 $6780$1220.005 night min, but 3-4 nights within 60 days
Aug 12, 2024 - Oct 2, 2024 $5250$1075.004 night min. or 3 night min. 60 days prior to arrival.
Oct 3, 2024 - Oct 17, 2024 $5500$1100.004 night min. or 3 night min. 60 days prior to arrival.
Oct 18, 2024 - Oct 27, 2024 $9600$1650.007 night minimum
Oct 28, 2024 - Nov 8, 2024 $6220$1200.004 night min. or 3 night min. 60 days prior to arrival.
Nov 9, 2024 - Nov 16, 2024 $6780$1220.007 night minimum
Nov 17, 2024 - Nov 21, 2024 $6220$1200.003 night minimum
Nov 22, 2024 - Nov 30, 2024 $7650$1325.007 night min. or 3 night min. 60 days prior to arrival.
Dec 1, 2024 - Dec 16, 2024 $5255$1075.004 night min. or 3 night min. 60 days prior to arrival.
Dec 17, 2024 - Dec 25, 2024 $9000$1700.007 night minimum
Dec 26, 2024 - Jan 2, 2025 $10650$2000.007 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 -

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)
May 31, 2023,
Everything worked out perfectly. We all enjoyed the living spaces and the pool, and the location was super , easy walking distance to everything. Property management was very attentive as well.

Apr 11, 2023,
Loved our stay the The Pavillion Villa. Perfect location! Everything was wonderful and any questions I had were answered in a timely fashion.

Feb 08, 2023,
Wonderful property and great location! Highly recommend Vacation Homes of Key West!!!

Nov 09, 2022,
Our stay at Pavilion Villa was perfect. The location was awesome. There was plenty of room for our party of eight. The pool was great. Thank you VHKW

Jul 02, 2022,
We had such a wonderful family time! The house was absolutely beautiful and the pool was perfect.

Apr 27, 2022,
We had a fantastic time in Kew West for our week of vacation. The pool was awesome.

Dec 14, 2021,
Would definitely use again

Nov 22, 2021,
Was an awesome place. Would book it again in the future.

Nov 08, 2021,
We loved our stay! Great location and plenty of room.

Nov 01, 2021,
Loved the place & it’s character, location was walking distance to all the cool sites & evening fun! Yet, very quiet for sleeping. Site & place was clean, including outdoor pool. Pool was decent size & had a nice deep side.Having the main building & cottage worked well being opposite ends of the pool. Nice outdoor space around pool, with plenty of big towels available. Safe area with grocery store steps away across the street! Two indoor showers & two outdoor showers worked great. Highly recommend & would stay here again!

Oct 12, 2021,
This is My second time renting Pavillion Villa and and I love its location to everything. Vladimir was quick and professional in responding to all our maintenance needs. We were never disappointed and are looking to come back next year. Wish I could have a house like that! Thanks VHKW!

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 12, 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!

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