Holiday rentals in Sanibel

Guest house in Fort Myers

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

4.98 out of 5 average rating, 205 reviews

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!

The entrance of the cottage features a welcoming front door with the word 'WELCOME' displayed. A covered porch is framed by white railings, leading to a spacious entry area. Bright natural light streams in through large windows on either side of the door.

5 out of 5 average rating, 12 reviews

35 Palms Cottage

Relax & unwind in this beautifully maintained & private Sanibel cottage. 35 Palms Cottage located on a shell crushed street just off Periwinkle Way & close to restaurants, retail stores & grocery stores as well as Sanibel’s beautiful beaches, bike paths & two golf courses. Beat the island traffic & walk or bike to some of the island's most popular restaurants. The use of beach chairs, shell rakes & 2 bicycles is included. There is room on property to store up to a 22-foot boat with trailer.

A screened lanai is furnished with a small round table and four chairs, providing a cozy dining space. Beach chairs are stored on the wall, with a view of the lush green lawn and distant ocean visible through the expansive glass sliding doors.

4.98 out of 5 average rating, 56 reviews

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.

A private lanai is visible, featuring a small table with two chairs positioned for ocean views. The scene includes lush greenery, multiple palm trees, and the Gulf of America beyond. The nearby resort buildings add to the tranquil ambiance of the outdoor space.

4.97 out of 5 average rating, 30 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.

A screened balcony features a round white table surrounded by colorful chairs. A ceiling fan is present overhead, while a view of the sandy beach and Gulf waters stretches beyond the railing. Sunlight brightens the space, enhancing the coastal ambiance.

4.95 out of 5 average rating, 104 reviews

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.

A screened-in balcony is depicted overlooking the ocean, featuring a glass table topped with a small plant and wine glasses. In the foreground, woven chairs offer seating, while the background showcases a pool and landscaped area with palm trees and nearby buildings.

4.95 out of 5 average rating, 20 reviews

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

5 out of 5 average rating, 16 reviews

Steps to the beach Bikes & Beach Gear Weekly Stays

Loggerhead Cay #332 is your perfect Sanibel escape — just steps from the beach, beautifully decorated, and packed with thoughtful touches. After a day of shelling, biking, or lounging by the oversized pool, come home to a spacious, serene retreat. Whether you’re exploring the nearby Lighthouse, enjoying breakfast at Lighthouse Café, or grabbing essentials from Jerry’s, everything you need is right here. ✨ Beachfront location | ☀ Oversized heated pool | 🚲 4 Bikes included | CoolCabanas tent

A spacious living area features a vibrant area rug beneath two upholstered chairs with floral patterns. Natural light filters through large windows, illuminating the room. An arched entrance leads to a dining area set with a wooden table and chairs, further enhancing the open layout.

5 out of 5 average rating, 7 reviews

Gulf House with pool

Beautiful single family house with an elevator and backup generator right across the beach. Large kitchen with morning nook and dinning area overlooks the beach. Tastefully decorated with designer furniture. Private backyard, backs to nature reserve. Covered all season pool with shower, gas grill and outdoor dining table. Beautiful landscaping! Close proximity to restaurants and all amenities. Enjoy with beautiful sunsets from front yard or take a stroll on the beach across the street.

Superhost

4.5 out of 5 average rating, 4 reviews

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.

4.94 out of 5 average rating, 110 reviews

Apartment in Captiva

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.

4.98 out of 5 average rating, 60 reviews

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.

4.95 out of 5 average rating, 20 reviews

A scenic balcony view showcases a sunset over the water, framed by wooden railings. Two wooden chairs are positioned on the tiled floor, inviting relaxation while overlooking the vibrant sky filled with oranges and purples, creating a tranquil outdoor setting.

Flat in Fort Myers

Amazing View of Sanibel Harbour

This charming 2nd-floor condo in Sanibel Harbour offers a relaxing retreat with easy parking and elevator access. Enjoy a private beach, swimming pool, and hot tub just steps from your door. Explore nearby attractions like Sanibel Island Lighthouse, J.N. “Ding” Darling Wildlife Refuge, and kayak tours. Located near the Sanibel Causeway with shops and dining, it’s the perfect base for your Sanibel getaway. Book today and start making memories!

Popular amenities for Sanibel holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Sanibel

5 out of 5 average rating, 4 reviews

Seashells Unit 43- Seahorse Ranch

4.72 out of 5 average rating, 53 reviews

Relaxing Sanibel Hideaway - Colony Inn 13

The entrance to Cottage #6 is marked by a wooden sign indicating 'Reserved' with an arrow. Lush palm trees frame the porch area, which features screening for ventilation. A paved walkway leads to the door, surrounded by soft landscaping and flowering plants.

Cottage in Captiva

5 out of 5 average rating, 4 reviews

Jensen's Marina and Cottages - Cottage #6

5 out of 5 average rating, 10 reviews

An open-concept living area showcases a seafoam-green sofa, complemented by a light wood coffee table. A stylish kitchen with stainless steel appliances is visible, along with a kitchen island that has barstools. Natural light flows through the window, enhancing the cozy ambiance.

Tiny home in Fort Myers

Coastal Tiny Home • Resort Pool • Near Beaches

5 out of 5 average rating, 7 reviews

Townhouse in Captiva

Jasmine, relax at the beach or the cottage

4.88 out of 5 average rating, 17 reviews

compass point 221

An aerial view captures the serene canal lined with greenery and residential buildings. The blue water flows towards the horizon, with a distant pier extending into the sea. Nearby properties feature outdoor pools and boats, indicating accessibility to recreational activities.

5 out of 5 average rating, 3 reviews

Sanibel Sunsets