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

Beachfront North Captiva | Rooftop Deck | Hot Tub

No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

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!

Beyond The Sea · 60+ 5-Stars · Walk to Beach-Town

A stylish coastal home with lush banana and palm trees only a 6 min walk to the powdery sugar sand beach. In the morning, enjoy sipping coffee on the covered front porch with the bay breeze. During the day, relax by the saltwater heated pool on sun loungers with a good book! At night, enjoy the tropical backyard and grill out on our comfy outdoor living set with an evening fire! The best part.. you can take a sunset stroll to the beach bars, open air restaurants or local ice cream shoppes🍦

Casa Mia - heaven on the beach STR# 20-0043

Welcome to our beach front home with private walk to the beach. Perfect location. Publix grocery store and restaurants just one block away. The beach is coming back to life. The beach looks great, restaurants and bars are opening and parasailing is back. Food truck courts are now a new addition to the beach. Live outdoor music is back. The Yucatán, Wahoo Willys, Bonita Bills, Dixie Seafood, Fresh Catch Bistro and Junkanoo are some of restaurant’s now open. Beach trolley is running.

Adults only- Fort Myers Beach Getaway

Adults Only. Kick back and relax in this calm, stylish space and completely RE-Modeled property. Everything is BRAND NEW in this house; Kitchen, baths, flooring, furniture and freshly painted walls . Step outside onto to the large covered lanai to the beautiful pool and patio. This Fairview Isles Community offers deeded beach access providing picturesque views from sunrise to sunset. You can walk to the beach or take a 10 minute bike ride to Time Square, downtown area.

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,

Pool/Hot Tub + Quick Walk to Beach | Monthly Stays

Sun, Sand & Soak: Brought to you by Vacation Your Way, Mermaid Tales – Unit 6: Bikini Bottoms is a charming 1-bedroom, 1-bath coastal retreat perfectly located on Fairweather Lane in Fort Myers Beach. Just a 5-minute walk to the beach, this bright and beachy escape is ideal for couples, solo travelers or remote workers. Enjoy shared backyard access to a pool, hot tub, lounge chairs, and picnic tables — the perfect spot to relax after a day in the sun. 🌊🏖️

The Phoenix: Gulf & Back Bay Views, Walk to Beach!

Welcome to The Phoenix! Reborn after Hurricane Ian, this 3BR, 2.5BA beach house on the peaceful mid-island area of Fort Myers Beach blends nostalgic Florida charm with modern comfort. Enjoy two balconies, open living areas, and a spacious backyard with hammock, grill & private outdoor shower—perfect for family fun and sunshine! --> 250 steps to beach access --> 5 min to Santini Plaza & Lover’s Key --> 15 min to Times Square & Margaritaville

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.