The Best Hotels with a Pool in Long Key, FL from ₩175,944 in 2026

Q: What are some accommodations with pools in Long Key?

Lime Tree Bay Resort : Features a private beach, 3 outdoor pools, and free self parking. Fiesta Key RV Resort : Offers free self parking, an outdoor pool, and sun loungers. Edgewater Lodge : Provides free self parking, an outdoor pool, and complimentary wireless internet access. Cheeca Lodge & Spa : Features complimentary wireless internet access, a pool, and kitchens. Hawks Cay Resort : Offers complimentary wireless internet access, a pool, and kitchens.

A pier with a boat rental sign, a colorful building, and a calm sea.

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Our top choices for Long Key hotels with a pool

Lime Tree Bay Resort

Long Key

A sun-drenched retreat with three tropical pools and private beach access awaits at this waterfront Florida Keys resort.

₩265,288 total

includes taxes & fees

Aug 16 - Aug 17

Edgewater Lodge

Long Key

Dive into crystal waters and soak in ocean vistas at this serene beachfront hotel featuring a sparkling outdoor pool and loungers.

₩441,712 total

includes taxes & fees

Aug 26 - Aug 27

Conch Key Fishing Lodge and Marina

Marathon

Tranquil waterfront retreat offers private beach, marina access, and pool oasis.

₩208,784 total

includes taxes & fees

Aug 26 - Aug 27

Suite, Multiple Beds, Bay View | Premium bedding, in-room safe, desk, laptop workspace

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

Float away in a paradise with two outdoor pools, poolside dining, and marina views.

₩250,850 total

includes taxes & fees

Aug 10 - Aug 11

3 outdoor pools, cabanas (surcharge), pool umbrellas

Hawks Cay Resort

Marathon

Dive into paradise with 5 outdoor pools, private beach access, and poolside bars at this luxurious oceanfront retreat.

₩489,685 total

includes taxes & fees

Aug 26 - Aug 27

Gulf View Waterfront Resort

Marathon

Heated waterfront pool beckons with warm water and sun loungers, creating a peaceful retreat with views of the gulf.

₩188,142 total

includes taxes & fees

Aug 5 - Aug 6

Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Marathon - Florida Keys

Marathon

Sip cocktails while floating away worries at this Florida Keys escape with a poolside bar and hot tub sanctuary.

₩240,921 total

includes taxes & fees

Aug 24 - Aug 25

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

Chesapeake Beach Resort

Matecumbe

Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.

₩331,582 total

includes taxes & fees

Aug 3 - Aug 4

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Choose what matters most at hotels with a pool in Long Key

Breakfast included

4 stars

Top Long Key Hotel Reviews

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent

"Second time there 11 years apart and was as good as the first time."

Banana Bay Resort & Marina

10/10 Excellent

"My wife and I have stayed at Banana Bay annually for the last twenty-five years, and after trying a more upscale property, we decided to return to Banana Bay this July to celebrate our 58th wedding anniversary, and reserved a room with a balcony overlooking the Marina and Gulf. At check-in we had only one available room choice; with a parking lot view and no balcony. To say we were greatly disappointed, is an understatement. That said, the front desk was able to secure our favorite room upon it being available the next day, and we had a memorable vacation enjoying our balcony and view of the Marina and Gulf for a 26th time."

Hawks Cay Resort

8/10 Good

"Nice place, Food and drink quality did not match the price. Pina coloda from a premix machine for $18. Not good. The bartenders provided good customer service. The golf cart driver (resort transportation) was not very plesant. Maybe he was having a bad day. Said good eve and thanks for the ride with no response. Would i stay again, probably not."

Frequently asked questions

What's it like visiting Long Key?

If lounging next to a pool is your idea of the perfect getaway, you may want to consider relaxing Long Key, which has 14 places to stay with pools. While you're here, you can explore attractions like Fiesta Key and Long Key State Park, and then unwind poolside at one of the accommodations in Long Key that guests like for their pools.

What are some accommodations with pools in Long Key?

Lime Tree Bay Resort: Features a private beach, 3 outdoor pools, and free self parking. Fiesta Key RV Resort: Offers free self parking, an outdoor pool, and sun loungers. Edgewater Lodge: Provides free self parking, an outdoor pool, and complimentary wireless internet access. Cheeca Lodge & Spa: Features complimentary wireless internet access, a pool, and kitchens. Hawks Cay Resort: Offers complimentary wireless internet access, a pool, and kitchens.

How many hotels with pools will I be able to find in Long Key?

Expedia has 14 hotels in Long Key for your poolside break.

What is there to see and do in Long Key?

The picturesque setting of Fiesta Key showcases the area's natural beauty. Discover sights such as Long Key State Park during your stay. The sunsets, beaches, and fishing are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Long Key?

Taking into account the local weather in Long Key is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Long Key is 36 inches.

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