Waterfront holiday rentals in Sanibel

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

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.

Windows on the Water "W.O.W." on North Captiva

Our renovated home on North Captiva is named "Windows on the Water" because of the spectacular wall of windows facing a pristine, white sandy beach and Captiva Pass. Relax inside or outside on your very own beach, and enjoy views of Cayo Costa Island, sailboats and wildlife including pelicans, manatees and more! We are on the beach and adjacent to 4 acres of private, undeveloped land which makes our home feel peaceful and secluded. 10/10 and 5 star reviews (64+) on the other booking site!

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!

Sundial A201- Gorgeous Beachfront Condo at Sundial

Introducing Sundial A201- Wake up to the sound of waves and breathtaking panoramic ocean views in this stunning 2 BR/2BA beachfront condo at Sundial of Sanibel. Located just steps from the beach, this coastal retreat offers the perfect blend of relaxation and comfort for your next getaway. Available for the first time since its complete renovation in 2025, don't miss out on the opportunity to experience some of the finest finishings and furnishings that only a condo of this caliber can offer!

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.

302 Steps to beach + 2 Bikes & Beach Items

Take it easy at this unique and tranquil getaway.Relax and unwind at Loggerhead Cay 302 — a bright, beachy end-unit in one of Sanibel’s most sought-after communities. Just steps from the sand, this spacious condo offers coastal charm, a fully equipped kitchen, and all the comforts of home. Enjoy access to a large heated pool, tennis & pickleball courts, beach gear, grills, 2 complimentary bikes and more. Hosted by a 5-star Superhost who’s here to make your stay seamless and memorable.

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.

Amazing Gulf Views! Beachfront Condo + Pickleball

Hurricane Update: When Hurricane Ian hit on September 28, 2022 it devastated the island. Many complexes are still recovering. There is a likelihood that you will hear construction noises throughout your stay from our complex depending on the dates of your stay. We appreciate you being part of the healing process. There are plenty of local restaurants and shops to experience during your stay, and our beach is beautiful! #SanibelStrong

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.