Beach house holiday rentals in Estero Island

Pelican House 4 bedrooms Free Heated Pool

Welcome to Pelican House, a bright and spacious Florida getaway designed for family fun and total relaxation. This beautiful 4-bedroom, 2-bathroom home features a free heated pool and a sunny open layout, perfect for enjoying Cape Coral’s tropical lifestyle. Large sliding doors from the dining room, great room, kitchen, and master bedroom fill the home with natural light and provide direct access to the pool area — where you can swim, sunbathe, or enjoy meals al fresco. The screened lanai and c

Bahia Villa | Coastal Waterfront Retreat Pool

Discover Bahia Villa, a private waterfront retreat on Fort Myers Beach with pool, dock, and space for up to 10 guests. The Villa is the entire home (both Penthouse & Poolside units) for the ultimate coastal getaway. Enjoy two kitchens, two living areas, and four bedrooms — perfect for families or groups seeking comfort and privacy under one roof. Lounge by the pool, fish from your private dock, or stroll just four minutes to the beach. Modern coastal interiors, open-concept living, and tropic

Short walk to beach and Time Square

Relax by the pool with the whole family at this peaceful place to stay. Highly desirable North End of Fort Myers Beach. Large heated pool. 3 bedroom and 1 bathroom. ++Please note that the pool/exterior is shared space with the converted garage (up to 2 other guests) The Bed Setup Bedroom 1 King bed Bedroom 2 King bed Bedroom 3 open bunk room (twin, full, twin trundle) This tropical oasis home features a bright, open-concept living area designed for comfort and gathering with family and friends.

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Island getaway, canal, heated pool, walk to beach

Experience Fort Myers Beach by staying in this spacious 1BR 1Bath home (within a triplex), situated in the serene, peaceful neighborhood right on the canal. Its prime location offers a relaxing retreat in a resort like setting while allowing quick access to beautiful, sunny beaches. The stylish design and rich amenity list will satisfy your every need. ✔ 1 Comfy BR w/Queen Bed ✔ Full Kitchen ✔ Patio ✔ Heated Pool ✔ High-Speed Wi-Fi ✔ Workstation ✔ 2 Smart TVs ✔ Free Parking See More below!

Bayfront Cottage, Steps to Beach

Welcome to Seashell Hideaway, a charming coastal retreat perfectly positioned on Hickory Boulevard. This bright and cozy 2-bedroom, 2-bath cottage offers the best of both worlds—set directly on the bay with a private dock, yet just across the street from Bonita Beach. Spend your days spotting dolphins and manatees, soaking in colorful sunsets, or walking to the beach for sun and surf. Whether relaxing on the patio or exploring nature, every moment here feels like a seaside treasure.

Modern Beach House, Gulf Views, Pool, Elevator

Experience the Pinnacle of Island Luxury Step into coastal elegance at LUXMango, located just steps from the sand and a short walk to downtown dining! This custom 5-bed, 5-bath masterpiece boasts Gulf views, a private elevator, and a resort pool. A massive 16-foot glass wall merges the living area with the lanai. Perfect for groups up to 14, this tech-forward oasis with an epic game room offers the ultimate location. Lock in your dates and start counting down to paradise!

Blue Beach Bungalow

3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

Beach Bound + 2025 Build + Walk to town

Personally hosted by Paul & Alicia of Dancing Palms Vacations, a fresh coastal escape with all the essentials: a saltwater heated pool, fenced backyard, and spacious lanai for lounging or dining outdoors. The covered front porch frames bay views and catches Gulf breezes — perfect for slow mornings with coffee. After the beach (just a short walk away), fire up the Blackstone grill or wander to local restaurants and bars. (FMB permit/license 25-0052)

Pink Star | Coastal Chic - Walk to Town Square

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 right off Estero Blvd, you're mere steps from the wide sandy beach and a stroll to Times Square. Pairs perfectly with Blue Stars next store!

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.

"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.