The Best Hotels with a Pool in Big Pine Key, FL from ₩153,572 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. Barnacle Resort : Provides a private beach, an outdoor pool, and sun loungers. Sunshine Key RV Resort & Marina : Hotel located near Sombrero Beach. Offers a full-service spa, 5 outdoor pools, and 2 bars. Isla Bella Beach Resort & Spa : Features a snack bar/deli, 2 outdoor pools, and buffet. Fairfield Inn & Suites by Marriott Marathon Florida Keys : Resort located near Sombrero Beach. Offers 4 restaurants, 4 outdoor pools, and a full-service spa.

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Our top choices for Big Pine Key hotels with a pool

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.

₩416,819 total

includes taxes & fees

Jun 25 - Jun 26

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.

₩195,507 total

includes taxes & fees

Jun 17 - Jun 18

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

Rainbow Bend Resort

Marathon

Float away in the turquoise pool with ocean views before retreating to the poolside hot tub at sunset.

₩245,023 total

includes taxes & fees

Jun 16 - Jun 17

Sugar Loaf Lodge

Summerland Key

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

₩288,469 total

includes taxes & fees

Jun 15 - Jun 16

Knight's Key Suites

Marathon

Sunshine-soaked relaxation awaits at this outdoor pool retreat, just steps from scenic trails and Sombrero Beach access.

₩153,572 total

includes taxes & fees

Jun 15 - Jun 16

Captain Pips Marina & Hideaway

Marathon

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

₩240,840 total

includes taxes & fees

Jun 30 - Jul 1

Kingsail Resort

Marathon

Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.

₩185,194 total

includes taxes & fees

Jun 16 - Jun 17

4 outdoor pools, pool umbrellas, sun loungers

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Dive into Florida Keys paradise with four sparkling outdoor pools and marina views at this tropical escape.

₩374,990 total

includes taxes & fees

Jun 28 - Jun 29

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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

Banana Bay Resort & Marina

10/10 Excellent

"The staff were super friendly and helpful. The room was kept clean, and was very spacious!"

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent

"We loved our stay here. We had a beautiful room with an amazing view of the ocean and the pool. Everything was super clean everywhere! It was extremely well kept. The complementary breakfast was amazing in the morning. And the little store has everything you need. The little gift shop was great as well the restaurant under the tiki hut was delicious too! I highly recommend this place two pools open till 10 PM jet ski boating fishing and right across the street from the hotel we saw the most amazing Key West sunsets every day we were there! We will most definitely stay there again."

Kingsail Resort

10/10 Excellent

"Great Stay Everytime! We stay at the Kingsail about 3 times per year. The rooms are Always clean, Staff is Excellent, Great views of Lagoon, Kyacks, Pool, is impeccable, and more! Reasonable rates, Great location. We caught our biggest fish right off the dock! Big shout out to Derek, and staff for a great time! Thanks again!"

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

10/10 Excellent

"This hotel was well maintained and the staff was great! Out of the choices that are available in this area of the Keys, it would be hard to find a better place to stay - excellent pool overlooking the water, a small bay area, poolside service and bar, clean facilities and a great staff."

Parmer's Resort

10/10 Excellent

"Parmer’s Resort on Little Torch Key is the kind of place you go when you truly want to slow down and unwind—but still have everything you need within reach. The property has a classic“old Florida” charm that is not flashy or overdone—instead, it feels cozy, laid-back, and genuinely welcoming. Parmer's has that homey, relaxed vibe that makes it easy to settle in, unplug, and enjoy the simple pleasures of the Keys. It’s the perfect setting if you’re looking to escape the hustle and just breathe for a while. It’s tucked away in a quiet spot, giving you that “away-from-it-all” feeling, yet you’re still just a short drive from great food and local favorites. Places like Kiki’s, Square Grouper, and Tonio’s are all nearby, and there’s even a fun little taco spot a few miles down the road that’s worth checking out. The amenities really add to the experience without feeling overwhelming. There’s a small private beach where you can relax by the water, plus bicycles, kayaks, and stand-up paddleboards available so you can explore at your own pace. It’s easy to fill your day with outdoor activities—or do nothing at all, which is just as enjoyable here. [parmersresort.com] Another highlight is the daily breakfast, which is such a nice touch. Having that ready each morning makes the stay even more convenient. We will be back!!!"

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. Barnacle Resort: Provides a private beach, an outdoor pool, and sun loungers. Sunshine Key RV Resort & Marina: Hotel located near Sombrero Beach. Offers a full-service spa, 5 outdoor pools, and 2 bars. Isla Bella Beach Resort & Spa: Features a snack bar/deli, 2 outdoor pools, and buffet. Fairfield Inn & Suites by Marriott Marathon Florida Keys: 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 Blue Hole 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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