Rent Key West Vacations

Rent Key West Vacations Rent Key West Vacations offers quaint cottages, waterfront condos and historic Old Town residences. T

Key West vacation memories are usually the best and Rent Key West Vacations likes to help create those great times by finding the right vacation home away from home. Rent Key West Vacations is one of the oldest vacation rental management companies in Key West. The staff of Rent Key West Vacations is a dedicated group of professionals that want to find the right property for the right guest. This i

s a family and friends establishment, where getting to know our guests and owners is an important part of the process. Our staff is well versed on local activities and restaurants, so we can help make your vacation the best it can be. We hope that you will have the opportunity to get to know us and experience the pleasure of spending your vacation with Rent Key West Vacations.

Not sure what to do in Key West on New Year’s Eve?
12/28/2024

Not sure what to do in
Key West on New Year’s Eve?

New Year’s Eve Gatsby Gala at First Flight Island Restaurant & Brewery 8 pm – 1am Ring in the New Year in style with The Crew at First Flight! At the stroke of midnight, a replica of an old Pan American Plane with a real-life stewardess will take flight in the garden surrounded by guests […]

Merry Christmas, Happy Hanukkah, Happy New Year from all of us at Rent Key West Hideaways! Our fun and laughter filled h...
12/22/2024

Merry Christmas, Happy Hanukkah, Happy New Year from all of us at Rent Key West Hideaways! Our fun and laughter filled holiday party!

Looking for something local and Key West “Christmasy” to do during your upcoming holiday stay?Here a calendar of upcomin...
12/17/2024

Looking for something local and Key West “Christmasy” to do during your upcoming holiday stay?
Here a calendar of upcoming holiday activities!

Wednesday, Nov. 27, through New Year’s Eve, Key West Harbor Walk of Lights at the Historic Seaport: Explore Lazy Way Lane at the Green Street Plaza to the Ferry Terminal at Grinnell Street while reveling in a wonderland of holiday displays and thousands of lights adorning trees, ships, shops, restaurants and watering holes, adorned in celebration of the season and honoring the maritime history of Key West. www.keywestchristmas.org

Dec. 9-10, 13-23, Conch Tour Train Holiday Sights and Festive Nights Tours: Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
https://www.conchtourtrain.com/key-west-christmas-holiday-tours/

Dec. 9-23, Old Town Trolley Holiday Lights & Sights Tours: Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
https://www.trolleytours.com/key-west/christmas-holiday-tours

Dec. 13-28, Key West Waterfront Winter Wonderland:
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
https://www.thekeywestamp.com/events/detail/waterfront-winter-wonderland

Sunday, Dec. 15, Christmas Cantata concert at Fifth Street Baptist Church, 1311 Fifth Street, 11am: The choir will perform a selection of contemporary music and Christmas carols.
https://fsbckw.org

Dec. 18-24, Cocoa and Carols: Live Holiday Music Cruise Aboard Schooner America 2.0, 7:00-8:30pm: A festive cruise featuring holiday live music, hot cocoa, cookies, and cheer aboard the beautiful 105-foot Schooner America 2.0.
https://sail-keywest.com

Sunday, Dec. 22, Key West Artisan Market Shop Local Edition, featuring Santa Claus, at Indigenous Park at Higgs Beach, 10:00am-2:00pm: Shop for the holidays at a curated outdoor market offering fine crafts and art from talented Florida Keys makers, a wide variety of food and libations, local musicians and authors, and glorious ocean views along with a visit from old Saint Nick himself. https://www.facebook.com/events/1079831850325060/

Sunday, Dec. 22, Christmas Cantata concert at Fifth Street Baptist Church, 1311 Fifth Street, 11am: The choir will perform a selection of contemporary music and Christmas carols.
https://fsbckw.org

Tuesday, Dec. 24, Holiday Jazz in the Gardens, 5:00-7:00pm: The Gardens Hotel at 526 Angela street welcomes holiday-goers to festive outdoor jazz in its famous garden, with a full cash bar on site and a 20% Christmas discount on bottled wine and bubbly. https://www.gardenshotel.com/

Wednesday, Dec. 25, Christmas Day Brunch Aboard Schooner America 2.0, 10:00am-12:30pm: A 2.5 hour Christmas Day Brunch with complimentary mimosas, Bloody Mary’s, wine, beer, soft drinks, and H2o. Brunch includes spiraled ham, bagels and pastries, meats and cheeses, smoked salmon, crudités, and other delicious holiday treats.
https://sail-keywest.com

Sunday, Dec. 29, City of Key West Menorah Lighting Ceremony, 5:00pm at Bayview Park, 1300 White Street.

Tuesday, Dec. 31: For your midnight toast, chose between an array of uniquely Key West New Year’s Eve Celebrations, including the world-famous Red High Heel Drop at the Bourbon St. Pub; the annual “Conch Shell Drop” at Sloppy Joe’s Bar on Duval St.; the “Lowering of the Pirate W***h at Midnight” at Schooner Wharf Bar and Galley and more.

Welcome to the Poolside Hide-Away @ Palm Gardens. A lovely one bedroom, one bath historic condo on the edge of Old Town ...
12/08/2024

Welcome to the Poolside Hide-Away @ Palm Gardens. A lovely one bedroom, one bath historic condo on the edge of Old Town just blocks to Duval St and the Historic Seaport.

Poolside Hide-Away is a first floor one bedroom, one bath historic condo, that can accommodate up to 4 people, with wrap around porch, private hot tub along with the shared amenities of Palm Gardens.
Check out complete details and reserve here these sweet accommodations here:
https://www.rentkeywest.com/vrp/unit/Poolside_Hide-Away_Palm_Gardens-179-15

Plan ahead for this thrilling show over the Key West to celebrate the 250th Anniversary of the Navy, March 29 & 30!
12/07/2024

Plan ahead for this thrilling show over the Key West to celebrate the 250th Anniversary of the Navy, March 29 & 30!

A Blue Angels jet streaked across the bluebird sky over the southside of the island this week, dipped a wing for the media personnel assembled at Boca Chica Air Field and set down real easy on Runway 4.

Just a heads up, don’t mess with our chickens, they’re fierce!
12/04/2024

Just a heads up, don’t mess with our chickens, they’re fierce!

Definitely worth checking out Lil’ Lola’s!  There food is awesome and we are thinking about take out for dinner tonight?...
11/30/2024

Definitely worth checking out Lil’ Lola’s! There food is awesome and we are thinking about take out for dinner tonight? Have you been?

We did it! We found a great crew and we have standing hours now! Come see us on the regular and enjoy the lil sister of your beloved Lola’s Bistro! Gourmet bites and chill vibes! Located behind AQUAPLEX off Angela St. With a couple bars on the property, several shows happening every night…it’s the perfect fun spot for lunch and dinner!

Got snow? Come to Key West and leave the shovel at home. Cloudless skies (okay, one small one 😁) today’s temperature hig...
11/22/2024

Got snow? Come to Key West and leave the shovel at home.
Cloudless skies (okay, one small one 😁) today’s temperature high 74 with low of 70!
Post a picture of your snow in the comments. Who can beat this one from upstate New York!

Drop by and give GiGi a spooky bark! She's Rent Key West's in-house greeter, ready to roll out the red carpet for Hallow...
10/31/2024

Drop by and give GiGi a spooky bark! She's Rent Key West's in-house greeter, ready to roll out the red carpet for Halloween. Don't forget the treats! 🎃🐾

Check out Southern Cross at Tropical Village! A charming Conch A-frame cottage with a large covered front porch in a qui...
10/25/2024

Check out Southern Cross at Tropical Village! A charming Conch A-frame cottage with a large covered front porch in a quiet/gated courtyard community and shared pool, deck and laundry. Wheelchair accessible with ground floor ensuite king and loft queen.
There are stars in the southern sky! The Southern Cross takes its name from the “crux” constellation that guided sailors and from the original (but long gone) Southern Cross Hotel on Duval Street, which once lit up the night for wayward travelers.

Anchor yourself here at The Southern Cross, where contemporary elegance blends with Old Key West's island-style comfort and character. Stargaze over nearby open ocean. Nights are fragrant with jasmine. Stroll to great seafood, fine dining, and iconic attractions like the KW Butterfly & Nature Museum. Relax poolside with an icy beverage. Grill and dine alfresco as Caribbean breezes rustle palm fronds. Savor Cuban sandwiches or evening cocktails on the porch overlooking a garden of orchids and bromeliads.

This gated, quiet, private gem is set back from the hustle-bustle. The 1,152 sq ft interior is thoughtfully adorned with tasteful, tropical art. Remodeled bathrooms have luxurious details. The home has an all-new water filtration system. The Southern Cross is ideal for families, couples, and snowbirds.
Click here for additional information and the direct booking link. Remember to book directly and save! https://www.rentkeywest.com/vrp/unit/The_Southern_Cross_Tropical_Village-170-15

Address

1075 Duval Street C11
Key West, FL
33040

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm
Sunday 9am - 5pm

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