Key West is our kind of paradise. Even though we’ve been there many times, we still can’t get enough of the powdery white sands, vibrant Duval Street, and the hidden gems. But do you know what we love the most? Being able to sip on refreshing cocktails by our private pool. That sounds like the perfect trip, doesn’t it? If you want to follow our steps, make sure to treat yourself to the best hotels in Key West with private pools. The following hotels not only offer the ultimate luxury but also privacy. Feel free to unwind in your secluded haven while experiencing the charm of this enchanting destination.
Table of contents
Suite Dreams Inn by the Beach
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Island life
Let’s start this list with the Suite Dreams Inn by the Beach. First of all, this hotel’s location is pure gold. As the only Key West guesthouse with a mere 8-minute stroll to Higgs Beach, you’re practically living the island life.
We loved our stay a lot. Stepping out our door, we instantly felt the warm sand between our toes in minutes. And that’s just the beginning. We’re talking tennis, pickleball, bocce, volleyball, playgrounds, fishing, snorkeling, kayaking, and even a dog park and beach – all within easy reach! It’s like having your private resort right at your doorstep.
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A treat for the senses
The Suite Dreams Inn by the Beach sure knew how to put a smile on our faces. The moment we arrived, we were greeted with a delightful spread of complimentary goodies. We enjoyed the breakfast bars and dark chocolates a lot. In addition to that, you can also expect fruit snacks, nuts, key lime cookies, coffee, teas, and fresh fruits. It was surely a great way to kick off our stay.
Speaking of which, we also loved the hotel’s concierge service. They truly went above and beyond to help us plan our stay. From recommending the most romantic fine dining spots to suggesting thrilling water sports, they had it all covered. We felt confident that with their guidance, we would never miss out on any of the best activities and experiences the area had to offer. It was like having a personal vacation planner.
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![The welcome snacks - by Booking](https://wowtravel.me/wp-content/uploads/2024/08/The-welcome-snacks-by-Booking.jpg)
Private pool on the sun deck
Key West is packed with charming hotels, but finding beautiful resorts in Key West with private pools is like striking gold. Trust us; the Suite Dreams Inn by the Beach is pure luxury. We stayed in the Deluxe Apartment, and we couldn’t ask for anything better.
The highlight for us was undoubtedly the private plunge pool. Technically, it wasn’t in the room, but right outside on our sun deck. Surrounded by lush tropical trees, we had the privacy we wanted. We spent countless hours lounging there, feeling the warmth of the sun and sipping on refreshing drinks.
![Make a splash in the private pool - by Hotels.com](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
The apartment was spacious and comfortable, with a fully equipped kitchen so we could whip up our meals. Plus, the hotel also offered us a complimentary breakfast every morning. Those key lime cookies were to die for!
“Huge, comfy, and with a private pool, this apartment was everything we wanted and more.”
WOW Travel
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![The Deluxe Apartment's comfy bed - by Booking](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
![The bright living area - by Booking](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
Fantastic amenities
At the Suite Dreams Inn by the Beach, there are only five homey suites, and only one has a private pool (the Deluxe Apartment). But you don’t have to worry if you can’t get that suite, as the hotel still boasts a lagoon-style dipping pool. Feel free to cool off or warm up there, depending on the weather. While we were there, we found the temperature to be just right, and the water was always sparkling clean.
We also adored the lush tropical gardens. There was nothing quite like enjoying a leisurely morning with a cup of coffee and a newspaper in one of the shady nooks or swinging gently in a hammock. We’re sure it’ll be your favorite spot for relaxation and conversation.
![The beautiful garden - by Booking](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
Also worth mentioning is the convenience of bike rentals. It allowed us to explore Key West at our own pace and save money on transportation. A win!
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![Feel free to use the bike rentals - by Booking](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
Pet-friendly
Need another reason to stay at the Suite Dreams Inn by the Beach? Well, it’s pet-friendly! Yep, we also brought our little friend along with us. However, there are a few things you should keep in mind. First off, the Sunset Suite on the second floor is off-limits to four-legged companions. So, if you have your heart set on that particular room, you might want to reconsider bringing your pet along. This wasn’t a problem, though, as our Deluxe Apartment was on the first floor.
Secondly, there’s a 30 USD nightly fee for each pet, which is something to factor into your budget. We recommend contacting the hotel directly to inquire about the specific types and sizes of pets they accommodate.
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Pros
- With only 5 suites, the Suites Inn Dreams by the Beach offers a more personalized and intimate experience compared to larger hotels.
- While not right on the beach, it’s just a short walk away, and you’re also close to Duval Street and other attractions.
- The inn offers a tranquil atmosphere with a tropical garden and a lagoon-style pool, perfect for unwinding.
Cons
- While there are complimentary breakfast bars, you’ll need to venture out for full meals.
H2O Suites
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A blend of serenity and excitement
We were thrilled when we realized we found paradise in the heart of Key West. H2O Suites is more than just a hotel! This place is a portal to the island’s vibrant soul. Imagine turquoise waters, powdery sands, and the warm kiss of the sun just a short stroll away. With historic forts, legendary nightlife, and a melting pot of cultures, Key West promises an unforgettable adventure.
H2O Suites was our home base for exploring this tropical gem. Nestled in the heart of Old Town, we were surrounded by the energy of Duval Street, yet tucked away in a peaceful oasis. It was the perfect balance. By day, we would soak up the sun on the beach, explore historic landmarks, or simply wander through the colorful streets. As the sun dipped below the horizon, we were just steps away from the island’s famous nightlife. Then, when it was time to unwind, we happily retreated to our luxurious suite for pure relaxation.
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![H2O Suites - by Expedia](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
Private oasis
Speaking of suites, now let’s talk about ours! H2O Suites is one of the best hotels in Key West with private pools that offer one and two-bedroom suites. We opted for the one-bedroom suite, and it was even better in person than in pictures. The modern decor and stylish furnishings created an ambiance of pure relaxation. We loved curling up on the plush sofa in the living area, enjoying our favorite shows on one of the two 55-inch TVs. The wet bar was a fantastic addition as we were able to mix up refreshing cocktails.
Stepping out onto our private balcony was like stepping into paradise. The tropical courtyard views and gentle sea breezes were incredibly rejuvenating. And oh, that plunge pool! It was the ultimate indulgence to cool off in our private oasis. We always didn’t want to get out of the pool.
Honestly, we could have spent our entire vacation lounging in this suite. It had everything we wanted: comfort, style, and privacy. H2O Suites has definitely set the bar incredibly high for our future hotel stays.
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![Our one-bedroom suite - by Booking](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
![The flawless bathroom - by Hotels.com](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
Rooftop fun and modern gym
Another thing that we fancied about the H2O Suites was its rooftop deck. It’s our little slice of paradise. Lounging on the chaise lounges, taking refreshing dips in the pool, and soaking up the sun could never go wrong. On top of that, there was a rooftop bar that offered us delicious cocktails and tapas. We loved to enjoy them while taking in the stunning panoramic views of Old Town Key West. It was our go-to spot to unwind.
Furthermore, we were also impressed by the fitness center. The state-of-the-art equipment and beautiful space made it easy to maintain our workout routine while on vacation. Running on the treadmill with a view? Who doesn’t like that? Whether you’re into cardio or strength training, there’s something for everyone in the gym.
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![Take a dip in the rooftop pool - by Booking](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
Foodie’s paradise
Aside from its rooftop bar, H2O Suites doesn’t have an on-site restaurant. Luckily, there’s nothing to worry about. We were thrilled by the dining options just steps away. It’s a foodie’s paradise! We loved the convenience of being able to explore the local culinary scene without having to go far.
For a relaxed and casual vibe, La Te Da is a must-visit. Its Key West charm and al fresco seating create the perfect atmosphere for enjoying a delicious meal. If you’re looking to celebrate in style, Martin’s offers an elegant dining experience. And for something trendy and modern, Nine One Five is the place to be. We went there and were blown away by the small plates and seafood dishes. Everything tasted so good.
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Beach access and concierge magic
Moreover, we loved having direct access to the pristine beach at H2O Suites. Doing nothing while admiring the Atlantic waves? Nothing could beat that! By staying at this hotel, you can spend picture-perfect days at the beach, soaking up the sun, sipping refreshing drinks, and taking refreshing dips in the inviting blue-green waters. You can also access the Southernmost Point easily.
When we were ready to explore beyond the beach, the hotel’s concierge team was an absolute help. When we craved authentic island flavors, the team would recommend the best local spots. And when we were looking for hidden gems known only to the locals, our concierge was our go-to guide. They made planning our days effortless and ensured we experienced Key West to the fullest.
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![Southernmost Point - by Expedia](https://wowtravel.me/wp-content/plugins/wp-fastest-cache-premium/pro/images/blank.gif)
Pros
- H2O Suites offers spacious, well-appointed suites with private patios, creating a sense of exclusivity. Most of the suites also have private plunge pools.
- The hotel is conveniently located near Duval Street, the heart of Key West, allowing easy access to shops, restaurants, and nightlife.
- You can enjoy stunning views while relaxing by the pool or sipping on a cocktail at the rooftop bar.
Cons
- Compared to larger resorts, H2O Suites offers a more intimate experience, which might not suit everyone.
Conclusion
If you’re searching for the best Key West resorts with private pools, you won’t be disappointed with the hotels above. The Suite Dreams Inn by the Beach is great for travelers who prefer a quiet, intimate setting with a focus on relaxation. It boasts lush gardens, a lagoon-style pool, and complimentary welcome snacks, too. On the other hand, H2O Suites caters to travelers who desire a more luxurious and adult-only experience with modern amenities. You can expect upscale amenities like a rooftop pool and bar.
Read also
- Truman Hotel in Key West: A Gorgeous Boutique Hotel
- Marquesa Hotel in Key West: Experiencing Luxury
- Margaritaville Beach House Key West: Beach Bumming Bliss
- 11 Best Hotels Near Duval Street Key West
- 11 Best Luxury Hotels in Key West, Florida
What is the best part of Key West to stay in?
It depends on your preferences. However, we do think Old Town is the best area to stay in Key West for its central location, offering easy access to top attractions, vibrant nightlife on Duval Street, and charming historic architecture.
How many days is enough for Key West?
Three days is ideal for a first-time visit to Key West, allowing you to explore its charm, enjoy the beaches, and experience its vibrant nightlife. For a more leisurely pace and deeper exploration, consider extending your stay to four or five days.
What is the best month to go to Key West?
March and April offer the best weather in Key West with pleasant temperatures and low rainfall, making it ideal for enjoying outdoor activities.