Holiday rentals with outdoor seating 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!

443 Steps to the beach + 2 Bikes | Weekly Stays

Discover Loggerhead Cay 443, a luxury 2/2 Sanibel Island condo rental in a beachfront complex. This pristine coastal unit features a private lanai, a chef's kitchen, filter drinking water system, 2 bikes, king suite, and 2 full beds in the guest room. Enjoy direct Gulf beach access, heated pool (heated in winter), tennis/pickleball, BBQs, shelling stations, and biking trails w/2 bikes. Perfect for families, couples, or friends seeking shelling, sunsets, and the ultimate Sanibel vacation getaway.

Sundial I101: Beach Front 1BR w/Garden Views

Right on the beach w/no stairs to climb! Enjoy ground floor living at its best in this relaxing coastal retreat, just steps to the beach. This large 1BR condo sleeps 5 and was fully renovated to include a custom kitchen & bathroom w/large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers a Stearns and Foster king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze!

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!

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 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!

Steps to Beach Captiva Includes CLUB & Golfcart

BOOKING SUMMER 2026 HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and proximity to the beach

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Cottage Secluded in Palms short walk to the Beach

Actual review left by a Guest “We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

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.