Rent Key West Vacations

12/25/2025

Where Santa rests after his long night…

10/23/2025

Good morning from the Key West Beach Club…stay a week or stay a month and start your day with a mood enhancement.

07/06/2025

Rent Key West Vacation Hideaways offers the most extensive selection and variety of Duval Square condominiums in Key West. Centrally located on Duval Street, within walking distance to all of Old Town Key West, all homes are situated on the second floor, offering 2, 3, and 4 bedrooms with privacy and abundant sunlight. Select from a diverse range of individually decorated homes that will cater to your taste and needs. A large pool (private to Duval Square) and a large sun and covered terrace are just steps from each condo. An added bonus: downstairs, you can choose from restaurants, shops, and galleries, not to mention another fantastic amenity - parking!
You won't go wrong choosing from any of these beautiful homes.

03/23/2025

With Finest Luxury Vacations – I just got recognized as one of their top fans! 🎉

03/15/2025

A CULINARY CELEBRATION
Taste of Key West
You're invited to Key West's signature culinary event, where acclaimed local restaurants, craft breweries, and wine vendors unite to create an unforgettable evening. In its 30th year, Taste of Key West masterfully blends stunning waterfront dining with a mission to support A.H. Monroe's vital health and housing programs in the Keys.

Good Food, Good Times, Good Cause
Every flavor tells a story at Taste of Key West. Sample local specialties, catch up with friends over wine, or lose yourself in breathtaking sunset views and island tunes. Whatever brings you to the waterfront, you're helping build a stronger Keys community.

Monday, March 24, 2025
6 PM – 9 PM
Truman Waterfront Park, Key West, FL
Admission is free; food & beverage tickets available for purchase

Ready to buy tickets?
https://www.etix.com/ticket/p/60561228/taste-of-key-west-key-west-truman-waterfront-park
Tickets and more info at tasteofkeywest.org

03/11/2025

03/11/2025

Great travel news for Key West now that Silver is gone!

Breeze Airways Announces New Service Beginning June 12, 2025, Offering Affordable Nonstop Flights to Orlando and Tampa -- Breeze Airways, a premium leisure carrier providing affordable nonstop service across the U.S., announced today it will offer service to Key West, Florida, starting June 12, 2025. Key West becomes the airline's 10th Florida destination and its 70th city served nationally as the airline continues to experience strong demand for its low-cost premium leisure model. Beginning today, travelers can book nonstop flights on Breeze from Key West to Orlando, Florida, and Tampa, Florida. David Neeleman, Breeze Airways' founder and CEO, stated,

02/28/2025

Plan your stay now!

https://www.keywestsongwritersfestival.com/copy-of-tickets

02/05/2025

Florida Keys Seafood Festival 2025: A Celebration of Fresh Seafood, Live Music, and Family-Friendly Activities. Join us on February 15-16 at the new location: Truman Waterfront Park, Key West. The 19th Annual Florida Keys Seafood Festival will take place on Saturday, February 15th from 11:00 a.m. to 8:00 p.m. and Sunday, February 16th from 11:00 a.m. to 5:00 p.m. A $10 admission charge per person for adults will grant access to both days and enter participants into a raffle for $250 worth of seafood. Children under 12 are admitted free. Proceeds will support sustainable fisheries management programs and youth scholarships.

01/31/2025

As you step into any of the six townhomes in a serene Old Town Key West neighborhood, merely three blocks from Duval Street, you will be captivated by the understated elegance and modern refinement on display. Boasting over 1700 sq ft. of living space across two levels, Windsor Townhomes present a sophisticated vacation retreat, complete with a private gardens and heated pools. Each villa features a central air-conditioning system, flat-screen TVs, a security system, and a fully-equipped kitchen. These elegant villas cater to those anticipating a distinctive and exclusive holiday experience, complete with the warmth and comfort of a home. Situated directly across the street from the Basilica of St. Mary Star of the Sea, it is a prime location for destination wedding parties.