Discover our selection of Monroe County hotels with Swimming Pools

Top rated hotels in Monroe County

Fairfield Inn & Suites Marathon Florida Keys
4.2/5109 Reviews
Fairfield inn in Marathon FL I encountered At front desk Andre, true professional and great welcoming reception, Omar is another person that works there that makes one feel very comfortable, there’s a young lady Atashia is a very warm receptionist , very helpful, the Inn is a FIVE Star. Thanks. Place is clean and breakfast is very nutritious and delicious and the ladies that work in the kitchen are very thorough and helpful!
Hawks Cay Resort
3.8/584 Reviews
Duck Key
OK this place was everything! But.. you have to chose your room right. My SIL hated her ”offsite” little townhouse. It was outdated and far away from main hotel. The hotel was quick to accommodate her complaint and moved her to a large suite at the main hotel. I booked a cabana room for my little family and loved it! We were close to everything and my baby could nap in the room while the family enjoyed the pool and I stayed near to everyone on our porch. It was a great ”homebase” for our large group to have and well worth the splurge. We had the worst family staying next to us with babies who screamed all night. we also have two babies so we were compassionate but it really was awful to hear them cry nonstop. those same babies then pooped in the pool (multiple times) causing them to have to close it on the busy father day weekend. The dolphins were way beyond what I expected - so so impressive! The lagoon was amazing since the pool was often closed due to poop. The kids splash pad was so fun but we were really bummed they didn't have food service. Lame, considering the pandemic ended years ago here in FL.. Also, the iguanas were kind of cool but mostly annoying. They scared my toddler and pooped all over our nice cabana porch, ate our food and were very territorial. There were way too many of them. Place was booming bc it was fathers day weekend but people were nice and staff was great, especially valet guys. They definitely need more golf carts going from main hotel to splash pad because lugging two babies and kids bags, even though it was a short distance, was tough. They messed our bill up and it never got fixed but I didnt have the energy to fight it so make sure you check that when you leave. I hope they offer good FL discounts for locals soon.
Amara Cay Resort
4.2/5102 Reviews
We stopped for one night on our way to Key West. I wish we booked more nights here. We had a great stay. Aaron at the front desk was extremely helpful at checkin. He was very friendly and personable. This hotel is lucky to have him as a part of their front desk team. The lobby was beautiful with great views. We had a lot of fun playing with the complimentary games provided. We spend most of our time at the pool, which was large and lovely. Great views. The Tiki Bar made awesome drinks, one of the best pina colada’s that I ever had. We ate dinner there too, which worked out so well because our kids could keep playing at the pool and we all had fun after playing games outside. Room was large and comfortable. Breakfast the next day…really good! Try the breakfast panini sandwich, you won’t regret it! I see people talking about the resort fee. When you consider this hotel doesn’t charge for parking or wifi, offers complimentary kayak and paddle board rentals, a shuttle between their hotel and sister hotel with access to these amenities too… the resort fee is not so expensive. I’ve stayed at hotels with resort fees that charge extra for parking and internet, and include NO amenities except access to a pool and workout facility. At least this hotel gives you something for the money you spend. Thank you for a great stay, we will absolutely be back. For longer next time!
Bay Harbor Lodge
4.6/561 Reviews
Bay Harbor is magical, a refuge from real life that sits on the edge of the Gulf. The grounds and are a tropical paradise with a cozy, warm feeling. The accommodations are modern & surgically clean. The fresh, delicious scones offered every morning are the best you'll ever have. My only complaint are the crowded, invasive & annoying large iguanas. They should be removed so the balance of nature can be restored. They have replaced the beautiful birds that once dotted the shoreline.
Ocean Pointe Suites at Key Largo
3.9/5102 Reviews
Tavernier
I've been staying at Ocean Pointe since the early 90's and have always enjoyed my stay. I suggest opting for the 2 bedroom model for the master bedroom view of the ocean. The one bedroom units have the bedroom next to the entry door and exterior walkway - the extra money will be rewarded with the view from your bedroom. The resort is convenient to some of the best restaurants in the Upper and Middle Keys as well as Robbie's Mariana and other tourist stops. Even when our destination was Key West we first stop for the night at Ocean Pointe so as to start fresh in the morning to continue our drive south at a relaxed pace. This trip was strictly for relaxation at the resort and it fit the bill perfectly.
Eden House
4.2/5102 Reviews
Downtown Key West
This was our 3rd time staying here and it will not be our last. New owners took over a couple days before this visit, just hope they don't mess it up (haha). This was our first time bring our kids, (12&16) they enjoyed it as well. Staff is very accommodating and the guests are like family. It seems like everyone staying there knows one another. That type of repeat business says it all.

Frequently Asked Questions

  • In Monroe County, which hotels with Swimming Pools have barrier-free access?

    Isla Bella Beach Resort & Spa - Florida Keys is a popular hotel with Swimming Pools and barrier-free access in Monroe County.

  • Of all the hotels in Monroe County, which hotels with Swimming Pools have the highest user ratings?

    When travelling to Monroe County for the first time, many travellers find it difficult to choose a hotel with Swimming Pools to stay in. According to Trip.com data, Isla Bella Beach Resort & Spa - Florida Keys is a popular highly rated hotel with Swimming Pools, making it a good choice for your trip.

  • What luxury hotels with Swimming Pools are recommended in Monroe County?

    Isla Bella Beach Resort & Spa - Florida Keys is one of the most popular luxury hotel with Swimming Pools in Monroe County.

Hotel Information for Traveller

Number of Hotels514
Number of Reviews14,025
Highest PriceNZD 6,487
Lowest PriceNZD 156
Average Price (Weekdays)NZD 806
Average Price (Weekends)NZD 1,016