Holiday rentals in Fort Myers Beach

Close to Beach & Bay Retreat - Gulf Island Breeze

Gulf Island Breeze Beach Access #21 @ Hercules Drive Sail into Serenity at Gulf Island Breeze! Embark on a tropical escape at Gulf Island Breeze, where the soothing sounds of the Gulf and a laid-back island vibe await. Nestled in the heart of Fort Myers Beach, this charming retreat offers the perfect blend of comfort and coastal adventure. Let the gentle breeze and stunning surroundings whisk you away to paradise—book your stay today and experience the magic! Registration Licens # R250049

Luxury 6-Bed Home | Pool, Spa, Short walk to Beach

Experience coastal luxury in this 6-bed, 6-bath beachy-modern vacation retreat, perfectly located with in a few minutes walk from the beach and a short stroll to Times Square, Margaritaville, shops, and restaurants. Thoughtfully designed with elegant gold accents, a spacious layout, and an in-home elevator, this home blends style and convenience. Relax on the balcony with Gulf views, unwind in multiple lounge spaces, and savor the best of island living right at your doorstep. STR# R250277

Luxury Beachside House W/ Heated Pool & Elevator

261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

Beach Cottage w/ htd pool + The Beach is in sight!

Discover the serenity of The Beached Albatross, a quaint haven just a stone's throw from Fort Myers Beach and it's famous powdered sugar sand. Once you've had your fill of the beach, unwind by the year round heated pool. Inside, a serene sky blue ceiling complements cozy corners, perfect for a morning coffee or evening read. With it's inviting spaces and thoughtful amenities, this is your ideal retreat for creating memories by the ocean. Book your stay and dive into relaxation today!

Intervillas Florida - Villa The View

The View – Luxury Waterfront Villa with Infinity Pool & Sunset Views The View welcomes you from the very first moment with breathtaking, wide lake views and spectacular sunsets that turn every day into an unforgettable experience. Perfectly located in a quiet and highly desirable position on one of the lower 8-Lakes, the villa offers direct boat access, allowing you to reach the River and the Gulf of Mexico in a short and scenic ride – ideal for boating enthusiasts and water lovers.

Luxury Waterfront Escape - Private Pool & Jacuzzi

Managed by a small team as a family business, you will get the VIP treatment. Heated pool and jacuzzi all year. Gulf access. Boat dock. Escape to a luxury lakefront retreat in Cape Coral with direct Gulf access! Relax by the pool, entertain in the outdoor kitchen with TV lounge, or dock your boat right at the private dock. Inside, enjoy a chef’s kitchen, modern open living, and a dedicated office. Perfect for upscale travelers seeking comfort, style, and waterfront adventure.

Icon on the bay - Panoramic views/Rooftop hot tub

Waterfront fun meets luxury in this 3-story Fort Myers Beach home on San Carlos Island! Featuring 4 bedrooms, bay-view living room with balcony, and a full kitchen & dining on the 2nd floor. Enjoy an outdoor kitchen with grill and bar, plus pool table, ping pong & air hockey. Private dock with boat lift and a rooftop deck with turf, lounge chairs & a 6-person hot tub for sunset soaking. Perfect for families, boaters & group getaways.

Waterfront with Saltwater Pool, Sauna, Cold Plunge

Experience the epitome of comfort and luxury in our exquisite 4-bedroom, 4-bathroom waterfront wellness retreat. Revel in the tranquillity of water views and be pampered by a host of rejuvenating amenities, including a therapeutic saltwater pool, a soothing sauna, and a refreshing cold plunge. This sanctuary is designed with top-of-the-line features and sumptuous interiors that ensure a restful and revitalizing stay beyond compare.

1min walk to beach, BBQ, Free Parking, Beachgear

Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

Luxury Waterfront Home • Pool • Dock • Near Beach

Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.

17th Floor Riverfront • Downtown • Pool & Gym

🌅 Ember Horizon · 17th Floor Riverfront Wake up to panoramic river views from the 17th floor of a modern downtown high-rise. This 2BR/2BA features floor-to-ceiling windows, two private en-suite bedrooms, and a fully equipped kitchen. Enjoy the building's pool, 24-hr gym, secure access, and free garage parking — all just steps from Fort Myers' best restaurants, bars, and nightlife.

Water Front | Modern Open Concept | Beach Vibes

Deck overlooking a mangrove bay, private dock, abundant wildlife & sea life — this is real Florida. Fish off the dock, watch the birds, or just relax in your own space. Skip the stuffy hotel. Walk to Ft. Myers Beach or hop the golf cart shuttle. Bars & restaurants right on San Carlos Island. Key West Express day trip next door. Nature, beach & nightlife — all from your dock.