Vaaraway

Welcome to The Cottages on the Key, an exclusive vacation rental management company with a boutique collection of luxury vacation homes located in Siesta Key, Lido Key, Anna Maria Island and the mainland of Sarasota, Florida. We offer complete vacation rental management and asset preservation services for owners/investors and our guest services are offered 24/7.

5049 Ocean Blvd

303 Canal Rd

317 Canal Rd

With nearly 40 years of combined experience in rental management, we pride ourselves on providing a personalized, boutique-style approach to customer care, ensuring both owners and guests receive exceptional service. We offer a variety of rental accommodations, from cozy one-bedroom condos to spacious family retreats and luxurious private pool homes. Our properties are located in some of the most sought-after destinations along the Gulf Coast, including Siesta Key, the Fort Myers – Bonita Beach area, Englewood – Manasota Key, and the Venice Beach area.

Vacation home rentals in Siesta Key, FL

What an amazing property at an amazing value. Siesta Key Village is literally in your back yard. This vacation home is located in the heart of Siesta Key, yet just far enough away that you still have your privacy. The home also has 2 soaking pools, wood deck and 2 private jacuzzis Hang out on the deck or just soak away as you listen to the sounds of music and fun from Siesta Key Village. When you're rested and ready to enjoy Siesta Key, the beach and the Village are both just literally steps away. When you're done for the day, walk back into the home and enjoy the large living room with ample seating and watch some TV or use the Free WiFi. Feel free to take a night off from eating out at one of the fantastic restaurants in your backyard.

5235 Calle Menorca