The 8 Best Luxury Resorts in Florida Keys 2025 | Find Your Paradise
We looked at all the options and found the best luxury resorts in Florida Keys that, in many ways, feel a bit like an upscale world of their own.
Naturally, the best luxury resorts in Florida Keys are not just places to rest but, in fact, destinations filled with charm, comfort, and a whole lot of thoughtful touches. Of course, they also offer direct access to some of the best beaches and clear waters in all of Florida.
Table of Contents
Methodology
To determine the best luxury resorts Florida Keys has to offer, we first went through countless guest opinions on Google Reviews, TripAdvisor, and Expedia, getting a clearer idea of what travelers actually experience.
So, in that case, every resort we chose had to provide more than just a place to sleep—it had to offer something truly remarkable, whether it was personalized service, absolutely breathtaking views, or food that keeps guests coming back.
Please note that some links below are affiliate links, which means that we receive a small commission if you make a purchase through our links, but at no extra cost to you. Thank you in advance for your support!
The 8 Best Luxury Resorts in The Florida Keys
8. Playa Largo Resort & Spa, Autograph Collection
Google Reviews Score: 4.4 out of 5.0
Key Highlights:
- 14 acres of oceanfront land with tropical landscapes
- 3 fantastic dining spots, including a seafood restaurant with fresh local catches
- Large infinity-style swimming pool with a beautiful sunset backdrop
Playa Largo Resort & Spa, in many respects, blends relaxation and elegance in a way that feels effortless. That is, the vibe here is all about embracing the ocean breeze while enjoying upscale amenities.
Guests often find themselves soaking up the atmosphere at the private beach, where the horizon stretches endlessly.
In terms of rooms, there are plenty of choices, from modern guest rooms to exclusive waterfront bungalows that, frankly, could make any traveler feel like they own the place.
Dining options range from casual bites to gourmet meals, with Sol by the Sea standing out for its fresh seafood plates. Meanwhile, the spa offers everything from soothing massages to high-end skin treatments, making it incredibly easy to unwind.
Reviews & Latest Price on TripAdvisor
7. Isla Bella Beach Resort – Most Affordable
Google Reviews Score: 4.4 out of 5.0
Key Highlights:
- A mile of soft, private beachfront with scenic ocean views
- Five separate pools, each offering a different atmosphere
- Three diverse restaurants, including a beachfront Italian eatery
Isla Bella Beach Resort & Spa, as a matter of fact, is a bit of a hidden gem in the Florida Keys. Unlike some resorts that lean into exclusivity, this one manages to balance luxury with accessibility.
Rooms here are modern, decorated with crisp white linens and splashes of coastal color, all offering seriously stunning ocean views.
For families or those who just love a good swim, the five pools provide more than enough space to relax or splash around. The spa, too, is a major highlight, with treatments inspired by the surrounding ocean.
Meanwhile, Il Postino, the resort’s Italian restaurant, serves up deliciously rich dishes, proving that resort dining doesn’t have to feel like an afterthought.
It’s price also makes it one of the best luxury resorts in the Florida Keys for travelers who want the taste of luxury, but at an affordable rate.
Reviews & Latest Price on TripAdvisor
6. Hyatt Vacation Club at Beach House
Google Reviews Score: 4.5 out of 5.0
Key Highlights:
- Exclusive beachfront property with private access
- Lagoon-style pool designed to feel like a tropical oasis
- Close to Key West’s lively downtown scene
Hyatt Vacation Club at Beach House is, in some respects, the kind of place where time slows down, but entertainment is always within reach. The resort itself is a peaceful retreat, yet it sits just minutes from the energy of Duval Street, making it easy to switch between relaxation and adventure.
Accommodations here are quite spacious, designed more like vacation homes than hotel rooms. Many units include full kitchens, perfect for those who love a home-cooked meal even while traveling.
The lagoon-style pool is a highlight, with palm trees and rock features that make it feel like a natural extension of the coastline. Food and drinks are always fresh and flavorful, with options to enjoy a casual bite by the pool or a more refined dinner overlooking the water.
Reviews & Latest Price on TripAdvisor
5. Little Palm Island Resort & Spa
Google Reviews Score: 4.6 out of 5.0
Key Highlights:
- A secluded private island experience covering 5.5 acres
- Strictly adults-only, ensuring peace and quiet
- Gourmet restaurant with award-winning cuisine
Little Palm Island Resort & Spa, honestly, might be one of the most exclusive stays in the Florida Keys. Unlike anywhere else, this is a private island resort where there are no distractions—just nature, luxury, and relaxation.
Guests arrive by boat, instantly feeling like they’ve entered a completely different world.
Accommodations here consist of thatched-roof bungalows that, in many ways, resemble tropical hideaways. Each one comes with private outdoor showers and decks, creating an atmosphere of absolute seclusion.
The spa services, too, add to the tranquil experience, offering ocean-inspired treatments. Meanwhile, the dining is top-tier, with an award-winning restaurant serving up fresh, seasonal ingredients in beautifully plated dishes.
Reviews & Latest Price on TripAdvisor
4. Tranquility Bay Beachfront Resort – Best-Seller
Google Reviews Score: 4.6 out of 5.0
Key Highlights:
- Over 12 acres of oceanfront property with private white-sand beaches
- Three pools, including a peaceful adults-only swimming area
- Award-winning Butterfly Café with locally inspired gourmet cuisine
Tranquility Bay Beachfront Resort, in many ways, feels like a hidden retreat that seamlessly balances luxury with a casual, beachy atmosphere. Guests here, in fact, are often found stretched out on their private porch, watching the sunset melt into the water.
The property itself spans across lush tropical grounds, with beautifully maintained walkways winding between palm trees and beachfront villas.
Accommodations tend to be on the larger side, especially the townhouse-style villas, which make it an excellent choice for families or groups.
The three swimming pools, too, offer a little something for everyone—whether it’s the peaceful adults-only area or the more lively lagoon pool. Dining at the Butterfly Café is, without a doubt, a highlight, with dishes that showcase the fresh flavors of the Florida Keys.
No wonder it is one of the most booked properties among this list of the best luxury resorts in the Florida Keys.
Reviews & Latest Price on TripAdvisor
3. The Islands of Islamorada
Google Reviews Score: 4.7 out of 5.0
Key Highlights:
- Exclusive, boutique-style resort with only 22 luxury villas
- Private beach and infinity-edge oceanfront pool
- High-end, fully equipped kitchens in every villa
The Islands of Islamorada is, in many respects, the very definition of understated elegance. Unlike crowded resorts packed with guests, this boutique property limits itself to just 22 high-end villas, each designed to feel like a private sanctuary.
Everything here is spacious, modern, and filled with thoughtful touches that make every stay feel extra special.
Each villa comes with a full kitchen, so guests can cook up their own meals or bring in a private chef for an even more elevated experience.
The private beach is, naturally, a peaceful escape, while the infinity-edge pool practically blends into the horizon. With personalized service, a serene setting, and incredible accommodations, it has emerged as one of the top Florida Keys luxury resorts.
Reviews & Latest Price on TripAdvisor
2. H2O Suites Hotel – Top Value Pick
Google Reviews Score: 4.7 out of 5.0
Key Highlights:
- Adults-only, ensuring a peaceful and quiet stay
- Private plunge pools in select suites
- Rooftop pool with incredible sunset views
H2O Suites Hotel, as a matter of fact, could be one of the most underrated luxury stays in Key West. Unlike massive resorts, this boutique-style property focuses on creating a highly personalized experience, and it does so exceptionally well.
Everything here feels meticulously designed for relaxation, from the tranquil ambiance to the sleek, modern decor.
Suites here are not just rooms—they’re private retreats, complete with deep soaking tubs, stylish furnishings, and, in some cases, even private plunge pools.
The rooftop pool, too, is a major highlight, offering a nearly panoramic view of the ocean, especially stunning as the sun dips below the horizon. With no kids running around, the entire atmosphere is serene, making it a perfect escape for couples or anyone seeking quiet luxury.
Plus, it’s rates are pretty reasonable for 5-star luxury, which is why we think it is one of the best Florida Keys luxury resorts out there.
Reviews & Latest Price on TripAdvisor
1. Ocean Key Resort & Spa – Top Overall
Google Reviews Score: 4.7 out of 5.0
Key Highlights:
- Perfectly positioned next to Key West’s lively Mallory Square
- Every suite has a private balcony with ocean views
- On-site spa specializing in tropical-inspired treatments
Ocean Key Resort & Spa, in short, is where upscale luxury and the easygoing spirit of Key West come together in a way that just makes sense.
Unlike some resorts that feel removed from the action, this one puts you right at the heart of it all—steps from Mallory Square, where sunset celebrations happen every night.
The suites here are incredibly spacious, with bright colors and island-inspired decor that, in a way, reflect the lively energy of Key West itself. Every single unit has a balcony overlooking the water, making it easy to soak in the ocean breeze with a morning coffee or an evening cocktail.
The resort’s spa, too, is a standout, offering treatments infused with local tropical ingredients, while the waterfront restaurant serves dishes that are as vibrant as the scenery.
Therefore, it’s no surprise this resort earns the top spot as the best luxury resort in the Florida Keys.
Reviews & Latest Price on TripAdvisor
