Waterfront holiday rentals in Sanibel

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

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!

Sanibel Vibes - Relax, Unwind, and Enjoy!

Welcome to this beautifully designed open-concept residence located on a serene and exclusive neighbourhood. This spacious home with high ceilings and abundant natural light features 5 bedrooms and 4 full bathrooms, along with a large living room and a separate suite for a perfect blend of privacy, comfort, space, and style. The large backyard with a heated pool for year-around swimming backs onto a beautifully maintained golf course with scenic lakes, offering breathtaking views and sunsets.

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Beachfront Sanibel Escape – Steps to Sand & Sunset

Pool and elevator under construction. Expected completion February 2027. Welcome to your private slice of paradise on Sanibel Island. This charming 2 bed, 2 bath beachfront condo is located in an intimate upscale complex with only 9 units. Enjoy stunning sunsets, world famous shelling, and direct beach access steps from your door. Relax in a peaceful coastal setting close to local shops and restaurants. $300 security deposit required on all stays.

354 Gulf Water Views + CoolCabana +Beach Items

Welcome to Loggerhead Cay 354, your beautifully updated beachfront retreat on Sanibel Island. This 2-bedroom, 2-bath condo sleeps up to 6 with a king bed and a family-friendly guest room. Enjoy beautiful Gulf views, direct beach access, a heated pool, tennis and pickleball courts, a CoolCabana, beach wagon, beach chairs, Xfinity cable, high-speed Wi-Fi, and all the comforts of home for an unforgettable island getaway.

Pointe Santo of Sanibel Unit D32

Bright and spacious 2-bedroom condo with Gulf view and direct beach access! Roomy condo with plenty of space -- perfect for families! Many renovations and updates -- new carpet and mattresses in 2024! UPDATE: Sanibel has restaurants, shops, grocery, etc open for business! You may experience daytime noise from landscaping work. Tennis courts, elevators, pool, etc are open as usual. Grills are closed.

Sea La Vie

Nestled in the exclusive Kings Crown condominium complex on the quiet west end of the island, this luxurious 2-bedroom, 2-bathroom newly remodeled condo offers direct beachfront access and breathtaking gulf views. It's perfect for creating unforgettable family memories! Step out of the door to miles of pristine shoreline, renowned for world-class shelling and gentle waves ideal for kids.

Stylish Beach Escape | Salt Pool, Bikes & Sunshine

Welcome to your island getaway! Relax in our newly renovated beachfront resort featuring a stunning saltwater pool, two free bikes, and easy beach access. Enjoy breathtaking sunsets, shelling, biking, wildlife, and everything that makes Sanibel special. Whether you’re here to unwind or explore, our comfortable, sun-filled condo is the perfect home base for an unforgettable vacation.

Captiva Hideaway on Old Lodge Lane

Amazing 2 bedroom upper condo (sleeps 4) overlooking Pine Island Sound. Take the spiral staircase to the pool and boat dock area. Just a short walk away from the beaches, and some of Captiva Island's best restaurants and bars where you can hear live music almost any night. This getaway destination that will soothe away the stresses of everyday hustle & bustle.