House holiday rentals in Estero Island

A private screened-in pool is surrounded by a spacious patio area, featuring sunlight filtering through the mesh enclosure. Brick flooring leads to the turquoise water of the pool, while seating options and a view of palm trees can be seen in the background.

4.94 out of 5 average rating, 50 reviews

Plunge in the pool at this Fort Myers Beach home

Tranquility awaits at this newly remodeled vacation rental home. Located in a quiet neighborhood near the white sands of Fort Myers Beach, private screened-in pool, comfortably air-conditioned, 3 bedrooms that sleep up to 6 people, 2 baths, spacious gourmet kitchen, outdoor seating area with tv, beach wagon and more. Local trolley available to take you to Times Square and the famous pier. Tons of shopping and restaurant options. Get away from it all in this little slice of heaven! STR 21-0368

4.99 out of 5 average rating, 183 reviews

A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.

Home in Naples

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

The living area features a unique sky blue vaulted ceiling, complemented by light gray walls. A spacious gray sofa and a round glass coffee table are positioned around a patterned area rug. A modern kitchen bar with white stools is visible, alongside large windows framing natural light.

4.93 out of 5 average rating, 45 reviews

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!

5 out of 5 average rating, 23 reviews

Island Time | Primo Dr, Steps to Beach, Gulf Views

Island Time on Primo Drive — 2 minute walk to the beach & Gulf. 2 minute walk to Margaritaville. 5 minute walk to Times Square. A cozy stilted beach retreat with Gulf sunsets from the front deck, canal views from the screened lanai, and a dock out back for boaters. 3 bedrooms, modern open living, outdoor decks & hang-out spots, and a walkable location that among the very best on Fort Myers Beach! 250 steps to the beach 365 steps to Margaritaville 680 steps to Times Square

A screened-in pool area features a clear water pool surrounded by light-colored paving. Two blue lounge chairs are positioned beside the pool, with colorful pool floats gently resting in the water. Lush greenery is visible in the background, enhancing the outdoor setting.

5 out of 5 average rating, 29 reviews

Coral Charmer POOL HOME short walk to beach

Welcome to your home away from home! This charming coastal retreat offers the perfect blend of comfort and convenience, just steps away from the beach(1 block). Whether you are seeking a peaceful getaway or an adventure-filled vacation this pool home situated just a short walk from Times Square is calling your name! Take the beach cart and chairs to relax and spot some dolphins, or bounce around the shops and variety of bars/restaurants for the day.

4.89 out of 5 average rating, 9 reviews

Pink Pearl | Coastal Chic & Convenience

Welcome to The Pink Pearl, a cheerful 4-bed, 4-bath newly built haven in Fort Myers Beach. This charming home offers tropical elegance and laid-back luxury. Enjoy an open-plan living, multiple balconies, and a private pool with a spill-over spa. Each bedroom features a private en-suite. Located in a quiet bayside spot, you're mere steps from the wide sandy beach and a stroll to Times Square. Pairs perfectly with Blue Lagoon next store!

5 out of 5 average rating, 17 reviews

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.

A spacious room is furnished with two queen beds, each set against a light-colored wall. A wooden bench is placed at the foot of each bed. A ceiling fan is mounted above, while the area transitions into a modern kitchen visible in the background.

4.96 out of 5 average rating, 46 reviews

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.

The exterior of the newly constructed three-story house is shown, featuring a vibrant light green facade with white accents. Multiple balconies and large windows provide ample natural light. Palm trees and tropical plants enhance the inviting curb appeal of this gulf-side property.

5 out of 5 average rating, 9 reviews

"The Osprey" - New Construction, Gulf-Side, Pool!

Have fun with your perfect beach getaway! Pool, Tiki Bar, Gulf-side, Ocean!| Brand new construction with pool on premier gulf-side location of Fort Myers Beach. Rebuilt after Hurricane Ian--same great location, same great host! Professionally decorated and just steps from the ocean! Updated with quality finishing, this 4BR, 4BA home is fully outfitted with everything you'll need for your beach getaway.

An aerial view of the modern coastal home reveals a spacious backyard with a fenced heated pool and jacuzzi. Lounge chairs are arranged around the pool, while the two-story residence features balconies offering views. Palm trees and nearby homes enhance the coastal setting.

5 out of 5 average rating, 32 reviews

Villa Capri · 2025 Luxury Build · Steps to Beach

Hosted by Paul & Alicia of Dancing Palms Vacations, this brand-new, elevator-equipped home includes beach gear and is thoughtfully designed, furnished, and stocked. Enjoy a spacious lanai, fenced backyard, and heated pool & spa just steps from the sugar-white beach. Sip coffee with Gulf views, relax poolside, grill outdoors, then hop on the free open-air Tram to nearby bars and restaurants.

5 out of 5 average rating, 9 reviews

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.

A single-level waterfront home is presented with a light green exterior and a blue garage door. Surrounding palm trees and landscaped gardens complement the modern architecture, showcasing a well-maintained lawn. The house overlooks a wide canal, emphasizing its coastal setting.