Best Resorts in Summerland Key Resort

A coastal road with a beach on one side and a marina with boats on the other.

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Our top choices for Summerland Key resorts

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

1. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

includes taxes & fees

6 Oct - 7 Oct

A marina with boats docked, a lighthouse, and a resort with outdoor seating.

2. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Rick

includes taxes & fees

11 Oct - 12 Oct

A pool area with lounge chairs and a cabana.

3. Ocean Key Resort - A Noble House Resort

Key West Historic District

Brian

includes taxes & fees

30 Sept - 1 Oct

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

4. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Coni

includes taxes & fees

6 Oct - 7 Oct

A beach with a wooden pier, palm trees, and beach umbrellas.

5. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

includes taxes & fees

8 Oct - 9 Oct

A hotel with a swimming pool, balconies, and a view of the sea.

6. Hyatt Centric Key West Resort and Spa

Key West Historic District

yendy

includes taxes & fees

4 Oct - 5 Oct

A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

7. Pier House Resort & Spa

Key West Historic District

Cheryl

includes taxes & fees

5 Oct - 6 Oct

A pool area with lounge chairs and palm trees.

8. Santa Maria Suites

Old Town Key West

Anthony

includes taxes & fees

30 Sept - 1 Oct

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Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"I have nothing but nice things to say about the hotel, staff and property. You are welcomed with a happy and professional staff, and given first class service. The suites are pristine, well appointed and beautifully decorated with comfortable furnishings. You even get a washer and dryer in your unit. Parking is right under the units and there is a large elevator with luggage carts as well. The views are beautiful with a fantastic boat ramp for those with boats. Long story short, it is a must stay!"

Waterfront 2BR, Dock,Golf Cart, trailer parking,Open Water Views Venture Out 320

10/10 Excellent

"Our three-night stay at this exceptional waterfront retreat was nothing short of extraordinary. Set against sweeping open-water views, the property offers that rare combination of effortless comfort, understated elegance, and a truly idyllic setting.From the moment we arrived, the home felt like a private escape designed for relaxation. The interiors were inviting and beautifully maintained, while the waterfront setting provided a spectacular backdrop throughout our stay. Mornings overlooking the water and quiet evenings by the dock were among the many memorable moments.The private dock and golf cart elevated the experience even further, making it wonderfully easy to explore the community and enjoy everything the resort has to offer. Every detail seemed to encourage slowing down, savoring the surroundings, and simply enjoying being there.Although we stayed only three nights, the experience felt wonderfully restorative—and we found ourselves wishing we had booked a much longer stay. This is the kind of place where the pace immediately changes, the views become part of the experience, and a short getaway feels like a true escape.Beautifully situated, exceptionally comfortable, and surrounded by breathtaking waterfront scenery, this home is a destination in itself. We would return without hesitation and look forward to our next visit. A truly memorable stay in a spectacular setting. Host Mel is wonderful and very attentive."

Ocean Breeze House - Summer fun Sleeps 8 boating, fishing and 🦞 Lobster season.

10/10 Excellent

"Glen was more than helpful with our visit. He was very prompt and knowledgeable with the area. The property is very large and tranquil. The house was very spacious and accommodating. We would recommend this property!!"

Find out more about Summerland Key

Summerland Key Resort information

Number of reviews	7,445
Accommodation	2 Resort
Lowest Price	AU$265
Highest Price	AU$2,279

Frequently asked questions

What can I expect from a resort holiday in Summerland Key?

You deserve a holiday, and a resort is the perfect place to treat yourself to the amenities and services you need for a relaxing time in Summerland Key. One of the comfortable resorts in the surrounding area might be just what you're looking for, whether you want an amazing pool, shopping possibilities or nightly entertainment options.

What's a favourite resort in Summerland Key?

Here are our top-rated resorts around Summerland Key: Luxury Pull Thru Rv lot with access to all the Resorts amenities! - Family-friendly resort. 1.9 mi (3 km) from Summerland Key. Has a garden, an outdoor pool and 1 hot tub. ISLAND PARADISE - Family-friendly resort. 1.8 mi (2.9 km) from Summerland Key. Enjoy the garden, outdoor pool and Hot tub. Pier House Resort & Spa - Beach resort steps from Mallory Square. 23.8 mi (38.2 km) from Summerland Key. Amenities include a private beach, 2 bars and a full-service spa. Guests love the pool. Casa Marina Key West, Curio Collection by Hilton - Beach resort, 5-minute walk from Florida Keys Beaches. 23.1 mi (37.1 km) from Summerland Key. Access to 2 outdoor pools, a private beach and a full-service spa.

How many hotel resorts can I expect to find in Summerland Key?

Take your pick from Expedia's 5 resorts in Summerland Key, where you'll find great entertainment, fantastic guest rooms and more.

What can I do in Summerland Key?

For some time by the water, you can head to Florida Keys Beaches and Sugarloaf Beach. Additional attractions in the area include Upper Sugarloaf Key and Venture Out Keys.

What's the weather like in Summerland Key?

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 the best way to get to and around Summerland Key?

Fly into Key West, FL (EYW-Key West Intl.), which is located 20.9 mi (33.6 km) from the city centre. You can also search for flights into Marathon, FL (MTH-Florida Keys Marathon), which is 25.1 mi (40.3 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Summerland Key resorts

1. DoubleTree Resort by Hilton Grand Key - Key West

2. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

3. Ocean Key Resort - A Noble House Resort

4. Casa Marina Key West, Curio Collection by Hilton