Seasonal Rentals for 2027
40 properties available
Casually perched on the 9th floor of a private, gated peninsula, this coastal condo offers panoramic views, breezy beach-casual design, and two lanais to soak up the best of Southwest Florida. Just a short walk to miles of white sand beaches, you’ll enjoy comfort, convenience, and a true home-away-from-home vibe.The Bedrooms and BathroomsPrimary Su
Nestled in the coveted Lakemont Cove subdivision of Pelican Landing, our first-floor coach home is your passport to winter bliss. With 2 bedrooms, 2 full-sized bathrooms, a convenient 1-car attached garage, and an inviting modern layout, this property is the perfect refuge for your winter getaway. As you step inside, bask in the abundant natural li
Live the Southwest Florida lifestyle at Copperleaf at The Brooks, a private gated bundled golf community in Estero. This seasonal (monthly+) rental offers a rare opportunity for transferable club amenities and dining privileges, allowing guests to enjoy championship golf, resort-style pool, fitness center, tennis, bocce, and multiple on-site dining
Key Features of this First Floor Condo:Accommodates Up to 6 Guests:*Main bedroom with king bed, en-suite bath with single vanity and shower, and sliding doors to the lanai.*Guest bedroom with one queen bed; second full bath located just outside the room.*Living room with queen sleeper sofa for 2 additional guests.Comfort & Convenience:*Full laundry
Your Coastal Retreat Near Fort Myers BeachWelcome to your perfect **seasonal oasis** in the gated Majestic Palms community. Just 4 miles to Margaritaville and Fort Myers Beach, this stylish 3-bedroom, 2-bath condo blends modern comforts with resort-style amenities. With tall ceilings, a split-bedroom floor plan, and a screened lanai for morning cof
Spacious & Stylish 3-Bedroom Seasonal Getaway with 4th (Top) Floor Lake Views and Soaring 10' Ceilings. Welcome to your perfect seasonal escape! This beautifully designed 3-bedroom, 2-bath condo is located on the 4th floor (Top) and offers a smart, comfortable layout ideal for extended stays. The condo features high end finishes, furnishings and c
This second floor condo is a very unusual and highly desired condo in that it has THREE FULL BEDROOMS and THREE FULL BATHROOMS (All others in the building have only 2 bedrooms!)The main bedroom suite of the home contains a King bed along with a very large en suite bathroom. The second suite bedroom and third bedroom both have King beds that conve
**Your Winter Escape Begins Here — Horizon House, Naples FL**Welcome to beachfront living at its finest! Horizon House is an iconic 12-story condo located directly on the white sands of the Gulf of Mexico, offering guests the ultimate winter retreat with *DIRECT BEACH ACCESS*. Wake up to the sound of waves and enjoy sunrise walks on the sand—all ju
Welcome to our charming seasonal rental home nestled on a serene tree-lined street in the heart of North Naples. Tucked away in this peaceful neighborhood, this inviting residence is bathed in natural light, making it the perfect retreat for young families, multiple families, or groups of friends looking to savor everything our beautiful area has t
Welcome to our home, where the vibrant seasonal lifestyle of Southwest Florida awaits you. Step into a world of comfort and convenience, as we invite you to indulge in the ultimate relaxation within our charming abode.Your stay in our home includes the convenience of one covered parking space, providing ease and protection for your vehicle. As a va
Upon entering the home you can see all the way through to the back of the house to the pool and the lake beyond, it is quite a spectacular entrance to the home! Immediately to your right is the dining room flanked by 2 ionic columns with seating for six and 3 large windows letting in lots of natural light. There are tall ceilings throughout the h
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