Sanibel Captiva Island Luxury Vacations

Book a Luxury Hotel + Flight or Car together to unlock savings

Photo by Sanibel Captiva Chamber of Commerce/Milissa Sprecher Photography
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    Save up to ₩1,660,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Luxury Sanibel Captiva Island Hotels

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
  • 13 min drive from Sanibel Island Southern Beach
Treat yourself to some luxurious accommodations at Tween Waters Island Resort & Spa, where you can enjoy amenities like massage services, pillowtop beds, and ...
8.6/10 Excellent! (1,002 reviews)
"Beautiful place to stay. Would stay again. Loved it"

Reviewed on Jun 4, 2026

Tween Waters Island Resort & Spa
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
  • 14 min walk from Sanibel Island Southern Beach
Sundial Beach Resort & Spa is a grand, 5-star beach property where you can pamper yourself with premium channels and more. The 2 outdoor pools, 2 bars, and 4 ...
8.6/10 Excellent! (2,654 reviews)
"I stayed at this property with my husband for almost a week. Super quick walk to the beach from our room and the hotel provides chairs and umbrellas. Our favorite amenity was the bikes that they let you check out. We rode the bikes all over the Island and it was wonderful. The staff refreshed our ..."

Reviewed on Jun 1, 2026

Sundial Beach Resort & Spa
Seaside Inn

Seaside Inn

3.5 out of 5
541 E Gulf Dr Sanibel FL
  • 24 min walk from Sanibel Island Southern Beach
Treat yourself to some luxurious accommodations at Seaside Inn, where you can enjoy amenities like plush bedding, premium channels, and more. The private beach, ...
8.8/10 Excellent! (1,000 reviews)
Not safe for toddlers
"Main issue was that the door does not have a toddler proof lock. Like there is no chain or bar at top. So basically my toddler could open the door and run outside to the pool at will. So that was very stressful. They were hard to get ahold of at front desk but besides those things amenities were ..."

Reviewed on Sep 26, 2022

Seaside Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.