The Best Hotels with a Pool in Big Pine Key, FL from ₩151,905 in 2026

Q: What are some accommodations with pools in Big Pine Key?

Old Wooden Bridge Resort and Marina : Features free self parking, an outdoor pool, and complimentary wireless internet access. Sunshine Key RV Resort & Marina : Offers a private beach, an outdoor pool, and sun loungers. Isla Bella Beach Resort & Spa : Hotel located near Seven Mile Bridge. Provides a full-service spa, 5 outdoor pools, and 2 bars. Fairfield Inn & Suites by Marriott Marathon Florida Keys : Features a snack bar/deli, 2 outdoor pools, and buffet. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton : Resort located near Sombrero Beach. Offers 4 restaurants, 4 outdoor pools, and a full-service spa.

A calm river with boats, lush greenery, and a clear blue sky.

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Our top choices for Big Pine Key hotels with a pool

Parmer's Resort

Summerland Key

Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.

₩226,921 total

includes taxes & fees

Aug 10 - Aug 11

Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers

Old Wooden Bridge Resort and Marina

Punta Brisa

Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an onsite marina and private dock.

₩363,821 total

includes taxes & fees

Aug 11 - Aug 12

Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers

Looe Key Reef Resort

Summerland Key

Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.

₩229,515 total

includes taxes & fees

Aug 12 - Aug 13

Tranquility Bay Beachfront Hotel and Resort

Marathon

Splash into paradise with three spectacular pools at this tranquil beachfront resort.

₩411,099 total

includes taxes & fees

Aug 23 - Aug 24

Banana Bay Resort & Marina

Marathon

Luxurious poolside sanctuary with resort-style amenities and scenic marina views.

₩291,215 total

includes taxes & fees

Aug 29 - Aug 30

Captain Pips Marina & Hideaway

Marathon

Dive into poolside paradise with water activities galore at this Florida Keys getaway.

₩202,923 total

includes taxes & fees

Aug 5 - Aug 6

Sugar Loaf Lodge

Summerland Key

Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.

₩194,762 total

includes taxes & fees

Aug 16 - Aug 17

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Coconut Cay Resort & Marina

Marathon

Poolside perfection awaits in this tropical marina escape with free water activities.

₩209,229 total

includes taxes & fees

Aug 4 - Aug 5

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Choose what matters most at hotels with a pool in Big Pine Key

Breakfast included

Hot tub

Top Big Pine Key Hotel Reviews

Fairfield Inn & Suites by Marriott Marathon Florida Keys

8/10 Good

"Excelente breakfast"

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

8/10 Good

"The room was nice and clean! The food is really good. The problems we had were a lot of waiting for things. Really rude male bartender who wore sunglasses and acted like anyone ordering from him was an issue and basically ignored us at one point until another patron told him we were there first. (Mind you, we were two moms and two 9 year old girls…not like annoying drunks or something). The longer haired bartender was amazing and so accommodating. Things just moved slowly. Finding a towel at the hotel side of the pool at nighttime was impossible. The place is set up for a great resort…but just a few things that could be fixed."

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."

Frequently asked questions

What are some accommodations with pools in Big Pine Key?

Old Wooden Bridge Resort and Marina: Features free self parking, an outdoor pool, and complimentary wireless internet access. Sunshine Key RV Resort & Marina: Offers a private beach, an outdoor pool, and sun loungers. Isla Bella Beach Resort & Spa: Hotel located near Seven Mile Bridge. Provides a full-service spa, 5 outdoor pools, and 2 bars. Fairfield Inn & Suites by Marriott Marathon Florida Keys: Features a snack bar/deli, 2 outdoor pools, and buffet. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton: Resort located near Sombrero Beach. Offers 4 restaurants, 4 outdoor pools, and a full-service spa.

What is there to see and do in Big Pine Key?

Explore places like Florida Keys Beaches while you're in Big Pine Key. Spend some time experiencing the great outdoors at Calusa Beach and Coupon Bight Aquatic Preserve.

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

Taking into account the local weather in Big Pine Key can help you maximize your time at the pool during your trip. 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 Big Pine Key is 36 inches.

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