The Best Times For Your Key West Vacations

Unwind in Key West & Get the Best Vacation Rates

When Key West temperatures go up our Key West vacation rental rates go down. Actually, winter is high season for Key West and we stay busy, busy busy welcoming guests who are more than thrilled to escape the wet, cold snow and ice that affect all other parts of our continental United States. The rest of the year gets even warmer and it becomes a slower, quieter season for us.  That means more luxury choices are available for your spring, summer, and fall vacations and our lower rates are just as exciting.

Experience the Best of Key West

Locals and visitors alike love Key West for its pastel-colored homes, great fishing and fresh seafood, snorkeling and scuba diving, quaint streets, and fun events and nightlife. Our Key West vacation rentals, which range from one to six bedrooms, offer spacious interiors, ideal locations, equipped kitchens, and free high-speed internet. Our luxury rentals are much better values than small hotel rooms and we love making you feel like there are no better places to vacation than our homes.

Creating Your Dream Key West Vacation Experience

When searching for vacation "types" that are best for you, your family, and your friends, you'll find we have the best niche collections for nightly, weekly, and Key West monthly rentals.  You can also search for our finest pet-friendly rentals and luxury homes with private pools. We even have vacation rentals grouped in private compounds with shared amenities, like pools and outdoor decks. Each part of the collection can be rented individually or as a whole. These properties are perfect for group vacations, whether you're traveling with your entire family or a group of friends. They also make great Key West wedding accommodations.

Best Key West Vacation Rentals for the Off Season

Bahari House has a very special lower spring vacation rate going on right now. Enjoy the beautiful outdoor area and covered, private covered patio with a grill in the rear of the home. Both the front porch and second-story balcony are great for people-watching.

Azur Palm is celebrating its debut with much lower monthly rates for May and June 2023. Enjoy the cool breezes and breathtaking sunsets and sunrises from your balcony. If you have been longing to indulge in a vacation with a view and be lulled to sleep by the sounds of the sea, this upscale oceanfront home is waiting for you!

Ashe House has just completed a fresh, new renovation, so we lowered the rates to celebrate its return to our collection of Key West vacation rentals. A wall of glass spills out onto the beautiful blue pool area. Enjoy a day or night swim, with plenty of privacy and loungers. Cook up your catch of the day on the outdoor grill.

Special lower monthly rates are also being offered at Villa Azul for May and June 2023. Luxuriate in the amazing pool with a waterfall feature that's surrounded by mature tropical gardens and bright, gorgeous flowers. The tropical gardens feature an outdoor table with chairs for your al fresco dining and relaxing, as well.  It's pet-friendly, too!

We make it easy for you to save when you reserve with us. Our most recently added luxury vacation rentals are listed as "NEW" so you'll know they have lower introductory rates. Fabulous choices with equally fabulous rates make our warmer months the best times of the year to vacation in Key West!