Luxury Hotels & Resorts in Summerland Key

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Best Summerland Key Luxury Hotels

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Summerland Key?
Summerland Key has some interesting things to see and do including Florida Keys Beaches and Sugarloaf Beach, so you might want to take in the local sights during your visit.
What's the best high-end place to stay in Summerland Key?
Little Palm Island Resort & Spa - A Noble House Resort is a luxury resort with a private beach and a beachfront restaurant, and it’s a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Summerland Key?
Planning for the weather is a good way to make your trip to Summerland Key relaxing and enjoyable, especially when you’re splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.
What's there to see and do in Summerland Key?
When you’re in Summerland Key, enjoy exploring the sights and attractions here including Florida Keys Beaches, Sugarloaf Beach and Venture Out Keys. If you have extra time while you’re in the area, you might want to stop by Upper Sugarloaf Key and Upper Sugarloaf Sound.