Holiday rentals in Sanibel Island

An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.

5 out of 5 average rating, 89 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach. Fully renovated in 2021 with new kitchen, bathrooms, flooring, furniture, and curated beautiful beach decor. Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

4.96 out of 5 average rating, 45 reviews

A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.

Home in Captiva

Beachfront North Captiva | Rooftop Deck | Hot Tub

No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

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 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, 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.

5 out of 5 average rating, 3 reviews

Sanibel condo - Walk to beach - Colony Inn 02

Professionally managed by Gulf Coast Vacation Rentals, Colony Inn invites you to experience a relaxed Florida beach rental with laid-back island charm and unforgettable Gulf Coast sunsets. This welcoming Sanibel getaway combines comfort, convenience, and easy access to pristine Gulf beaches just steps from your door. Imagine waking up in this bright beach condo on Sanibel’s quiet east end, sipping your morning coffee as the gentle island breeze carries the scent of salt air. This unit feels

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.

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

Home in Sanibel

5 out of 5 average rating, 5 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.

4.98 out of 5 average rating, 60 reviews

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.

Home in Sanibel

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.

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

Loggerhead Cay 342 is a very nice 2nd floor, two bedroom/two bathroom, located on world renowned Sanibel Island, Florida. Sleeps up to 6 guests. Nice gulf view from the screened lanai. Community pool, tennis and bbq. Just a short walk to the beach through the complex. Comfortable king bed in the master bedroom, two full beds in the guest bedroom and a queen sleeper sofa in the living room. Full kitchen to prepare meals for your friends and family.

5 out of 5 average rating, 20 reviews

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.

Home in Sanibel

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!

Popular amenities for Sanibel Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Sanibel Island

Superhost

The living area features a light blue sofa with decorative cushions. A matching chair complements a round coffee table adorned with colorful beach-themed decor. The open kitchen is equipped with modern appliances and a breakfast bar with high-backed stools, enhancing the welcoming ambience.

Apartment in Captiva

4.59 out of 5 average rating, 17 reviews

Amazing Bayside Villa with Free Bikes

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, 14 reviews

Sanibel Island - Steps From Beach - Sandalfoot 2B2

4.8 out of 5 average rating, 5 reviews

Sundial F403 - "Beach Bliss"

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.

5 out of 5 average rating, 8 reviews

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.

5 out of 5 average rating, 8 reviews

Corner Residence at Pointe Santo de 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

5 out of 5 average rating, 16 reviews

Steps to the beach Bikes & Beach Gear Weekly Stays

A contemporary living area features a light-colored sofa arranged around a round dining table with white chairs. Natural light filters in through sliding doors, leading to an outdoor patio. Wall art in blue tones reflects a coastal theme, and a ceiling fan enhances airflow.