Top 10 Hotels with Pool & Accommodation in Florida Keys from AU$345

Higgs Beach which includes tropical scenes and a beach as well as a large group of people

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Our top choices for Florida Keys hotels with a pool

Bonefish Bay Motel

Marathon

Plunge into a coastal paradise with a shimmering outdoor pool and complimentary bicycles for exploring scenic Marathon views.

Outdoor pool, open 8:30 AM to 8:00 PM, pool 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 on-site marina and private dock.

Aqua Lodge Rentals At Coconut Cay

Marathon

Refreshing houseboat escape with a pristine pool, serene waters, and adventure-ready amenities for a floating getaway.

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

Rainbow Bend Resort

Marathon

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

includes taxes & fees

2 Apr - 3 Apr

Oceanfront King Suite w/ Kitchen & Private Balcony | Water view

Drop Anchor

Islamorada

Sun-drenched serenity awaits at this Art Deco hotel's outdoor pool with loungers.

includes taxes & fees

11 Mar - 12 Mar

Kingsail Resort

Marathon

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

includes taxes & fees

22 Mar - 23 Mar

Breezy Palms Resort

Matecumbe

Serene outdoor pool with comfy loungers provides a sunny retreat just steps from the private beach and marina access.

includes taxes & fees

25 Mar - 26 Mar

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

Coconut Cay Resort & Marina

Marathon

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

includes taxes & fees

8 Mar - 9 Mar

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Choose what matters most at hotels with a pool in Florida Keys

Breakfast included

4 stars

Hotels with pools and free breakfast in Florida Keys

Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

Matecumbe

includes taxes & fees

24 Mar - 25 Mar

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

includes taxes & fees

2 Apr - 3 Apr

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

includes taxes & fees

23 Mar - 24 Mar

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4-star hotels with pools in Florida Keys

Margaritaville Beach House Key West

Key West

includes taxes & fees

25 Mar - 26 Mar

6 outdoor pools, free pool cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

Stock Island

includes taxes & fees

4 Apr - 5 Apr

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

includes taxes & fees

22 Mar - 23 Mar

Hyatt Centric Key West Resort and Spa

Key West Historic District

includes taxes & fees

22 Mar - 23 Mar

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Top Florida Keys Hotel Reviews

Amara Cay Resort

4/10 Poor

"Staff at reception are rude and unhelpful. They need to cheer up. Food is at best average and expensive."

Hawks Cay Resort

8/10 Good

"Had an enjoyable stay, however, for the total expenses of this resort you would expect property conditions to be a little nicer. We had multiple minor issues with our rooms bathroom, the walls are paper thin to the point you can clearly hear your neighboring guests conversations, and rooms lack some basic amenities like a microwave... aside from minor complaints, this property puts in effort where thry can, and we did enjoy our stay"

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

" The amenities and the family-oriented atmosphere make this hotel an excellent place to stay. The natural surroundings are beautiful and create a very relaxing environment. The condition of the hotel was very good, and everything was clean and well maintained. It’s a great place for families to enjoy and spend quality time together. I would definitely recommend it and would be happy to stay here again . "

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"We had a fantastic stay at Three Waters Resort and Marina. The ocean view room with terrace (Atlantic Shores) was beautiful, and being just steps from the beach and pools made it incredibly easy to relax and enjoy every moment. The included amenities: paddle boards, kayaks, bikes, etc. made it easy to stay active without any extra planning. The staff was genuinely friendly and welcoming, and with several on-site dining options, we never felt the need to leave the resort to find something to do or somewhere great to eat. It truly had everything we needed for a fun, stress-free getaway."