Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday.

It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home.

Beautiful lot on City water and City sewer.

This is a short term rental. Listing reflects off season rate. Available peak season month: January 3rd - 31st, 2026. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone.

An Ascendia Property! **Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Welcome to your BOHO CHIC beach retreat located near the famous Crescent Beach on Siesta Key! You'll feel right at home when you stay in this 2 bedroom, 2 bathroom (sleeps 5) condo. Spend time cooking your favorite meals in the fully stocked kitchen...

Rarely available South dock slip in beautiful Riviera Dunes Marina, Slip S-59 is 55’ x 18.89’ and will allow for a 55’ vessel.

OVERSIZED DOUBLE LOT. Embrace the charm of Port Charlotte with this exceptional opportunity! Situated in the delightful city of Port Charlotte, this oversized double lot spans approximately 0.46 acres, offering ample space to bring your dream home to life. What's more, there are no HOA or CCD restrictions, providing you with the freedom to create your perfect sanctuary.

Welcome to Sugarfish, your waterfront paradise on Sanibel Island! This stunning 3-bedroom, 3-bathroom canal-front home offers a perfect blend of coastal living and modern comfort. Situated on the picturesque shores of one of Sanibel's serene canals, this residence boasts breathtaking views of the water, creating an idyllic backdrop for relaxation and enjoyment.

Welcome to Fireside Cottage, located in the heart of Port Charlotte, Florida! Nestled in a serene community, this charming 4-bedroom, 2-bathroom home invites you to experience the epitome of coastal living.

This beautiful 3 bedroom, 3-bathroom pool home with stunning lake and fairway views is located within the new sought after gated Community of Wellen Park Golf & Country Club. Take your love of the game to the next level with access to the newest Gordon Lewis Championship Golf Course.

Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away.

JUMP NOW... Price reduction!! Indulge in the luxury living experience at Marina Bay, where every detail has been curated to create a serene and polished sanctuary. Elegance meets comfort and security in this meticulously maintained community.