Holiday rentals in Sanibel Island

5 out of 5 average rating, 3 reviews

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

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.

Flat in Sanibel

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!

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 panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

4.95 out of 5 average rating, 103 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.

5 out of 5 average rating, 11 reviews

A bright, airy living area features large windows showcasing panoramic Gulf views. A spacious seating arrangement is positioned around a central coffee table, inviting relaxation. The coastal-inspired decor complements the natural light that floods the space, enhancing the serene atmosphere of the beachfront retreat.

Home in Captiva

Beachfront Oasis w/ Golf Cart and Paddle Boards!

💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

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.

5 out of 5 average rating, 19 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, 4 reviews

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.

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, 59 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.

A spacious screened-in patio offers views of the beach and ocean. Comfortable seating is arranged around a small table, complemented by decorative area rugs. Sunlight fills the space, and a palm tree is visible just beyond the railing, enhancing the coastal setting.

5 out of 5 average rating, 20 reviews

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!

4.98 out of 5 average rating, 43 reviews

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

4.87 out of 5 average rating, 39 reviews

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.

Popular amenities for Sanibel Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Sanibel Island

Superhost

A serene living area is presented with light blue walls and grey wood-like flooring. A patterned sofa is paired with a striped coffee table. A small table with two chairs is situated near a window, which is adorned with white blinds, allowing natural light to brighten the space.

Bungalow in Sanibel

Creole Garden Cottage at Palmview Inn of Sanibel

An aerial view showcases the expansive Loggerhead Cay complex, featuring well-manicured lawns and the central communal pool. Tropical palm trees surround the pool area, while the serene Gulf of Mexico stretches out in the background, complementing the coastal atmosphere.

4.89 out of 5 average rating, 37 reviews

Loggerhead Cay 342

A screened-in patio features a rectangular table surrounded by several chairs, offering a view of the lush green lawn and the pool area. The ocean can be seen in the background, with palm trees lining the property. Beach gear is stored neatly on the wall.

5 out of 5 average rating, 13 reviews

Sanibel Island - Steps From Beach - Sandalfoot 2B2

Superhost

A light-filled studio features sea-themed furnishings, including a blue and white patterned sofa and striped coffee table. A dining area with a white chair sits near the kitchenette, which contains modern stainless steel appliances. Soft colors and recessed lighting create a bright, airy environment.

Bungalow in Sanibel

4.69 out of 5 average rating, 59 reviews

Captain Ed's Cottage at Palmview Inn of Sanibel

4.93 out of 5 average rating, 27 reviews

A spacious living area features comfortable seating with a sofa and two chairs, complemented by a large round dining table set for four. Natural light floods in from sliding glass doors leading to an outdoor space, framed by views of the surrounding greenery.

Apartment in Captiva

Superb Beachfront Residence on Captiva

A spacious living area features comfortable seating arranged around a central coffee table. A large flatscreen TV is mounted on the wall, and large glass doors provide access to the outdoor balcony, allowing ample natural light to brighten the room.

Stunning Sundial Resort Residence with Den

A modern kitchen is presented, featuring light cabinetry and a large granite island with ample seating. Stainless steel appliances are visible, along with a backsplash of gray tiles. Natural light enters through nearby windows, creating a bright and welcoming space that connects to the living area.

Corner Residence at Pointe Santo de Sanibel