Holiday houses in Sanibel Island

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!

Seashells 34-Sanibel 2BR Condo Short walk to Gulf

Seashells of Sanibel Unit 34. All NEW! Fully renovated w/Full Kitchen. Located directly across West Gulf Dr from the Gulf, a short stroll along Seashells' private path to tranquil beaches. This 2BR-2BA condo is a private end unit with all the bells and whistles. Primary BR offers a new, quality king bed + an upscale bath w/ walk-in shower. Guest BR has new full and twin bed, w/2nd full bathroom. Heated pool + pickleball courts. 2 bikes, linens, towels, beach buggy, 3 smart TVs all included.

Island Paradise-The Sandy Banana-across from beach

Relax and enjoy a little taste of paradise in this beautiful home with 3 master suites and a large loft area that has twin beds that double as a sofa, its own coffee bar and mini fridge. Tucked in and surrounded by beautiful sea grapes and palm trees you'll feel like its your own private oasis. Located on the quiet west end of Sanibel Island only a two minute stroll to one of the quietest beaches on the island. You're sure to enjoy nightly sunsets over the Gulf of Mexico during your stay!

NEW! Beachfront!3BR Suites Sustainable Home+Dock

NEW LISTING!! 💰No nickel & diming—AirBnb & cleaning fees included! 🚤 Boat-access-only retreat with private dock 🏖️ Steps to pristine beach 🌊 Panoramic water views from every room 🛏️ 3 private queen ensuites 🍽️ Premium kitchen + grill ☀️ Tesla solar + 🚀 Starlink WiFi 🛁 Breathtaking sunset views 🛶 Kayak, SUP & e-bikes included 🌿 Surrounded by protected preserve; only one nearby home 🐬 Incredible wildlife viewing ✨ Perfect for nature lovers, anglers & tranquility seekers

Sanibel Beachfront Condo | Shelling Paradise

Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty 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.

Gulf-front Penthouse, Lighthouse Sunrises

Start the morning on the lanai of this gulf-front penthouse, lighthouse off to the east, boardwalk a few steps from your building. From the great room, the kitchen, and the king suite, you look straight at the water. The kitchen is new, with custom concrete countertops and an induction cooktop. The master bath has a new walk-in shower. The shower has dual heads and a hand shower. Please note: This building does not have an elevator.

Sanibel Paradise

Pet-Friendly 3BR/2BA Beach Home – Sanibel Walk to the beach from this spacious home featuring a king bed, two queens, Smart TVs in every room, full kitchen, laundry room, and a large pet-friendly yard. Enjoy open living spaces, nearby shops, restaurants, and nature trails. Perfect for families and pets to relax and explore. Experience the best of Sanibel Island with comfort and convenience. Book your stay today!

Luxury Penthouse Rooftop Patio! Pointe Santo

This Pointe Santo rooftop patio Townhouse offers stunning Gulf views, a spacious private terrace for dining and lounging, and direct beach access. Enjoy sunsets, sea breezes, and resort amenities like a pool, hot tub, and lush tropical grounds—all from a stylish, comfortable coastal retreat. After almost 3 years of rebuilding from Hurricane Ian we are back up and running all new! Come relax in the sun!

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.

Sanibel SUNsation! Pet Friendly, with heated pool!

This unique place has a style all its own. Completely newly renovated, you can enjoy all it has to offer. 3 bed, 2 bath with the largest residential pool on Sanibel. Bring your fur baby as we are pet friendly with a fully fenced back yard. The neighborhood has a private path short walk right to the beach. Go shelling, go shopping or out to dinner. So much to do so close.