Holiday rentals in Sanibel

Beachfront Sanibel Escape – Steps to Sand & Sunset

****Pool and Elevator are still under construction. Expected completion TBD ** Welcome to your private slice of paradise on Sanibel Island! This charming 2 bed, 2 bath condo is located directly on the beach in a quiet, upscale complex with only 9 units. Enjoy breathtaking sunsets, world-famous shelling, and instant beach access right outside your door. Whether you're relaxing by the heated pool, grilling under the palms, or biking to local shops and restaurants, this home has everything you n

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!

1BR condo - Steps to the Gulf - Colony Inn 55

We have everything you need for your Sanibel Island beach vacation. This one bedroom unit sleeps 1 to 6 guests, with 2 Double Beds and a Queen Sleeper Sofa. Located just a 3 minute walk down a scenic path to the beach. Each unit features a fully equipped kitchen, full bathroom, screened in lanai, beach chairs, 2 TV’s with Cable, and Wi-Fi. We offer a heated, fresh water pool with a sun deck, barbecue and picnic area, shell washing station, coin-operated laundry, on-site bike rentals, free local,

Sundial G406 - Brand New w/Beautiful Beach Views

On the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers gulf views, 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.

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.

100+ 5 Star Reviews and Right on The Beach!

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

Sanibel Condo With Beach Views - Sandalfoot 4B3

Welcome to Unit 4B3 at Sandalfoot Beachfront Condominium, a serene island retreat on the third floor with stunning views of Sanibel Island’s pristine coastline. This 1-bedroom, 1-bath condo offers the perfect blend of modern comfort and coastal charm, just steps from the beach and all that Sanibel has to offer. Located on East Beach near the Sanibel Lighthouse. Sanibel Island is a one-of-a-kind destination, renowned for its world-class shelling beaches, tranquil bike paths, and scenic nature

Seabreeze Sanctuary

Your dream oasis on Sanibel Island! This charming pool home, steps from the beach, features coastal living with modern upgrades. Spacious living areas with cathedral ceilings create a warm atmosphere. The open design flows into the updated kitchen, perfect for entertaining. Enjoy the spa-like bathrooms, especially the elegant primary one. The landscaped pool area is ideal for relaxation and gatherings. The patio lanai offers stunning canal views for peaceful mornings and lovely evenings.

Casa Baybreeze - Luxury on Water

Escape to paradise in this spacious 3BR/2.5BA waterfront pool home in St. James City, FL! Features include a designer kitchen w/ gas range, coffee bar, luxe appliances, pool table, heated pool & spa w/ waterfall, tiki hut w/ outdoor kitchen, and gulf-access dockage—just 5 mins to open water! Enjoy world-class fishing, tropical vibes, and walkable island dining. The master suite boasts a private terrace, bath & walk-in closet. This is Pine Island living at its finest!

Gorgeous Sanibel Surfside Oceanfront Residence

Fantastic ocean facing residence in the exclusive development of Sanibel Surfside comprised of only 38 units. Featuring two spacious bedrooms, two upgraded bathrooms, a waterfront patio, a spacious living room and dining area, and an exquisitely equipped kitchen, this property is sure to please even the most discerning of guests. Completely redone in 2025, guests will be among the first to experience this flawlessly renovated residence!

Beachfront Condo w/ Stunning Views + 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

Beachfront with Pool + Bikes Loggerhead 472

Beachfront 2 BR/2 BA condo on Sanibel’s quiet East End. Enjoy direct Gulf access, a large heated pool, tennis & pickleball, BBQs, and two complimentary bikes. The bright, coastal interior features a king suite, twin guest room, sleeper sofa, full kitchen, laundry, and enclosed lanai. Perfect for families or couples seeking shelling, biking, and sunsets on the Gulf.