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.

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Serene Ocean View Escape at Sundial Resort

Private lanai with stunning ocean views — perfect for morning coffee or unwinding in the evening as the sky softens at sunset. Located on the 3rd floor with elevator access, combining great views with easy convenience. Spacious king bedroom with a premium mattress and plush linens for restful nights. Fully equipped kitchen and dining area for evenings in, or take advantage of Sundial’s on-site restaurants just steps away. Resort amenities include restaurants, pool, and a convenience store.

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!

Beachfront Sanibel Condo

Enjoy beautiful Loggerhead Cay, a beachfront development on Sanibel Island. This second floor unit is in pristine condition, suffered no Ian damage and is perfect for a family getaway at the beach. Loggerhead Cay is centrally located on Sanibel, has a wonderful pool, multiple beach access points, and amenities like grills, tennis, pickleball and shuffleboard. See why many people love Loggerhead Cay, and come year after year to enjoy the beautiful sandy white beaches of Sanibel Island.

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.

Pristine Residence with Direct Gulf Views

Enjoy a stylish vacation in this spacious 1440 sq. ft, 2-bedroom, 2-bath residence with a wrap-around patio and remodeled interior in Sanibel’s prestigious Island Beach Club. Located on the third floor with elevator access, it offers stunning gulf views and smart TVs in every room. The master features a king bed and en suite bath; the guest room has a queen. Enjoy community amenities like a large pool, shuffleboard, and recreation areas—all close to shopping, dining, and the beach.

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.

Seashell Beach, your place to relax and enjoy.

ONE BLOCK FROM THE BEAUTIFUL BEACH OF NAPLES Take it easy at this unique and tranquil getaway. Experience the best of Naples from this beautifully updated condo, perfectly situated just a block from the iconic Naples Beach. Enjoy a bright and airy living space, modern amenities, and the convenience of being within walking distance to everything Naples has to offer - from vibrant restaurants to charming shops. Your effortless beach vacation starts here!

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.

Sanibel Island Paradise!

Welcome to Seawind! This 2-story, end-unit Condo is located in a boutique, 10-unit complex on Sanibel’s desired East End. You’ll enjoy the Sanibel Lifestyle in our newly remodeled home just steps to the beach, heated pool, and pickleball/tennis courts. Watch manatee swim up the canal and tie your boat to the dock with direct Gulf access! Make Seawind your Sanibel Home for years to come.

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.