Get 10% off this month when you book with Caihlin. PROMO CODE: WEBSITE
Get 10% off this month when you book with Caihlin. PROMO CODE: WEBSITE
695 E Gulf Drive #2, Sanibel Island
Cyprina 2 offers stunning Gulf water views from every window, making it one of the premier beachfront vacation homes on the island. This luxurious 3 Bedroom/3 Bathroom rental comfortably sleeps 6 guests, featuring a Memory Foam King bed and Memory Foam Queen bed in the first guest room, along with 2 Memory Foam Full beds in the second guest room. Enjoy the convenience of beach equipment, including chairs, an umbrella, coolers, and a wagon, perfect for your stay at these luxury stays Sanibel.
979 E Gulf #142, Sanibel Island
Experience the summer 2026 luxury renovations at Loggerhead Cay 142, a beach-style decor beachfront 2BR/2BA condo on Sanibel Island with breathtaking Gulf water views from the living room and lanai. This beautifully updated retreat sleeps 5 and features a king suite, a guest room with a queen and twin bed, a full kitchen, WiFi, TVs, and in-unit laundry. Enjoy dining, world-class shelling, and resort-style amenities including a heated pool, tennis/pickleball courts, and more!
979 E Gulf Drive #264, Sanibel Island FL
Experience the beauty of beachfront vacation homes with this 4th Floor Side Gulf Water View unit.
This luxury stay in Sanibel features 2 Bedrooms and 2 Bathrooms, comfortably sleeping up to 5 guests. The accommodation includes a King bed in the master bedroom, a Queen bed, and a Twin bed in the Guest Room.
For your beach days, enjoy the provided beach equipment, including chairs, a pop-up tent, an umbrella, a cooler, and a beach wagon.
Additionally, explore the stunning 25 miles of scenic trails with the 2 bikes available, making this one of the ideal Sanibel Island rentals for your getaway.
979 E Gulf Drive #302, Sanibel Island FL
2nd Floor Courtyard View
2 Bedroom/2 Bathroom, sleeps 6
Beds: 1 Memory Foam King & 1 Memory Foam Topper Queen and 1 Memory Foam Topper Twin bed in the Guest Room.
Beach Equipment (chairs, umbrella, cooler and beach cart) included for your convenience in this ideal beachfront vacation home.
Pickleball Paddles
2 Bikes with bike locks available for guests looking to explore the area during their stay in luxury stays Sanibel.
Enjoy the comfort of this Sanibel Island rental that offers everything you need for a perfect getaway.
979 E Gulf Drive #332, Sanibel Island FL
Experience the charm of this 2nd Floor Courtyard View in one of the premier beachfront vacation homes on Sanibel Island. This luxurious rental features 2 Bedrooms and 2 Bathrooms, accommodating up to 6 guests.
The sleeping arrangements include a Ghost-branded Memory Foam King Bed, a Full Bed, and a Twin-over-Full Bunk Bed in the Guest Room, along with an Air Mattress for extra comfort.
Enjoy your beach getaway with provided beach equipment, including chairs, an umbrella, a CoolCabana, coolers, and a beach cart. For those who love sports, we also offer Pickleball paddles and tennis rackets.
To explore the beautiful surroundings, take advantage of the 2 bikes with bike locks available for your use. This is the perfect spot for luxury stays in Sanibel, making it one of the most sought-after Sanibel Island rentals.
979 E Gulf Drive #354, Sanibel Island FL
Enjoy breathtaking views from this 4th floor beachfront vacation home, where luxury stays in Sanibel meet comfort.
This spacious 2 Bedroom/2 Bathroom rental sleeps 6 guests comfortably. The master suite features a 1 Memory Foam King Bed, while the guest room includes a Full Bed and a Twin-over-Full Bunk Bed. (4 beds total).
For your convenience, we provide beach equipment such as chairs, an umbrella, a CoolCabana, coolers, and a beach cart, making it easy to enjoy the beautiful Sanibel Island beaches.
Additionally, guests can make use of pickleball paddles and tennis rackets, perfect for some fun in the sun!
979 E Gulf Drive #443, Sanibel Island offers a stunning 3rd floor pool view, making it one of the premier beachfront vacation homes on the island. This spacious 2 bedroom, 2 bathroom Sanibel Island rental accommodates up to 6 guests, featuring 1 King bed in the master and 2 Full beds in the guest room. Enjoy beach days with provided equipment including chairs, an umbrella, coolers, a CoolCabana, and a wagon, perfect for a luxurious stay in Sanibel.
979 E Gulf Drive #472, Sanibel Island
Enjoy a luxurious stay at this 2nd floor courtyard view unit in one of the premier beachfront vacation homes on Sanibel Island.
This spacious 2 Bedroom/2 Bathroom rental comfortably sleeps 6, featuring a King bed, a Memory Full bed, and a Memory Twin-over-Memory Full bunk bed in the guest room (4 beds total), plus a convenient sleeper sofa.
Included with your stay are beach equipment essentials such as chairs, an umbrella, coolers, and a wagon, along with 2 beach cruiser bikes complete with bike locks for exploring the beautiful Sanibel Island rentals.
979 E Gulf Drive #503, Sanibel Island
3rd Floor Direct Gulf Water Views
2 Bedroom/2 Bathroom, sleeps 6
Beds: 1 King & 2 Twin beds in the Guest room plus 1 Sleeper Sofa.
This property is perfect for those seeking beachfront vacation homes and offers a luxurious experience among the luxury stays Sanibel has to offer. Enjoy convenient access to Sanibel Island rentals, complete with beach equipment such as chairs, umbrella, coolers, and a wagon.
979 E Gulf Drive #511, Sanibel Island
1st Floor Unit with Direct Water Views, exit the lanai to the beach
This beachfront vacation home features 2 Bedrooms and 2 Bathrooms, accommodating up to 6 guests. The unit includes a luxurious 1 King bed and 2 Twin beds in the Guest room, along with a convenient Sleeper Sofa.
Enjoy your stay with provided beach equipment, including chairs, an umbrella, coolers, and a wagon, making it one of the best luxury stays Sanibel has to offer. Explore our Sanibel Island rentals for the perfect getaway!
979 E Gulf Drive #584, Sanibel Island
4th Floor End Unit Pool & Side Gulf View
2 Bedroom/2 Bathroom, sleeps 6
Beds: 1 King & 2 Full beds in the Guest room plus 1 Sleeper Sofa.
This property is perfect for those seeking a secluded corner vacation home on the top floor of building 5. Enjoy convenient access to Sanibel Island rentals, complete with beach equipment such as chairs, umbrella, coolers, and a wagon.
1501 Middle Gulf Dr F203, Sanibel Island
2nd Floor Unit with Side Water Views
Enjoy island living at F203, 2br (king & 2 queen beds)/2bath, Sundial of Sanibel, a bright and comfortable beach condo designed for relaxation. Unwind after a day of shelling, and enjoy convenient access to the beach, pool, dining, association pool, and more. This inviting Sanibel retreat is ideal for couples, families, or friends looking for a peaceful coastal escape with all the comforts of home. Whether you are here for sunshine, seashells, or quiet evenings, F203 is the perfect vacation getaway
Relax in comfort at Loggerhead Cay 332 on Sanibel Island! This beautifully updated condo features luxury plank vinyl flooring, a fully equipped kitchen, and complimentary bikes for exploring the island. Enjoy resort amenities like the heated pool, pickleball & tennis courts, and direct beach access—all just steps from your door. Perfect for families or couples seeking a modern, coastal retreat.
Welcome to the new Loggerhead Cay 354, a tropical retreat on beautiful Sanibel Island where lush vegetation, swaying palms, and clear blue Gulf waters create the feeling of a Caribbean getaway. It’s hard to believe you’re still in Florida.
Sanibel has been recognized as one of the Best Places to Visit in 2026 by Travel + Leisure and featured in The New York Times’ “52 Places to Go in 2026,” thanks to its natural beauty, peaceful atmosphere, and world-famous shelling beaches.
Escape to Loggerhead Cay 472 on beautiful Sanibel Island! This stunning condo features a gorgeous open floor plan, luxury plank vinyl flooring, and two complimentary bikes for exploring the island. Enjoy the resort’s heated pool, pickleball & tennis courts, and direct beach access. Perfect for families or couples seeking a stylish, spacious coastal getaway with all the comforts of home.
Relax, recharge, and enjoy uninterrupted Gulf views from Loggerhead Cay 503—a beautifully remodeled 3rd-floor corner unit with direct beach access. This 2BR/2BA condo sleeps 6 with a king master suite, twin guest room, and sleeper sofa. Sip coffee for sunrises on the southernmost balcony and enjoy sunsets on the western balcony. Includes free parking, free WiFi, and Xfinity cable.
Loggerhead Cay 511 is a newly remodeled ground-floor corner 2BR/2BA condo steps from the beach with panoramic Gulf Views. Sleeps 6 with a king suite, two twins, and a sleeper sofa. Relax on the oversized lanai with ocean views or side patio overlooking the courtyard. Enjoy free WiFi and free parking, plus resort amenities: heated community pool, tennis, pickleball, propane plumbed grills and shelling stations.

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Promo Code: WEBSITE
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Promo Code: Fall 25% off Bookings until November 21st, 2026
QUESTIONS? Call Caihlin 239-666-7586
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