The Florida Keys are the perfect travel destination for a seaside getaway. Tucked away at the outskirts of Florida, it comprises a string of tropical islands like Key West, Islamorada, and Key Largo. In this article, we have rounded up the best boutique hotels in the Florida Keys for your next island escape.
- Islander Resort
- Little Palm Island Resort & Spa
- The Islands of Islamorada
- Bungalows Key Largo
- Blue Flamingo Key West
- Playa Largo Resort & Spa
- Hawks Cay Resort
- Ocean Key Resort
Islander Resort
Islander Resort is one of the best boutique hotels in Islamorada, Florida. Nestled on 24 acres of island estate, the Florida Keys resort offers the perfect setting for a seaside getaway. Recently refreshed, the property unveiled a breezy modern design. The 139 bungalows, suites, and villas come in white & neutral tones, accented by wood & wicker furniture, pastel touches, private patios, and essential amenities.
Besides, Islander Resort features two outdoor pools and a private beach, where you can go for a splash or unwind. You will also have access to pickleball courts, yoga classes, a bocce ball court, a PuttTek course, watersport equipment, and more. There are three dining & drinking outlets on-site. Drift On The Beach is the signature restaurant serving coastal dishes, while Coccoloba is a new bar with tropical drinks.
Little Palm Island Resort & Spa
Little Palm Island Resort & Spa is one of the most unique luxury boutique hotels in the Florida Keys. Tucked away on a private island off Little Torch Key, it is a secluded escape with unmatched privacy and services. The 30 suites are spread across multiple thatched-roof bungalows. They are each fitted with British West Indies-inspired furnishing, bamboo ceilings, canopy beds, and an outdoor copper tub.
Occupying 4 acres of private island estate, the resort is home to a pristine private beach, a lagoon-style outdoor pool, and a top-notch spa. It is packed with outdoor activities like snorkeling, kayaking, fishing, scuba diving, and more. For meals, The Dining Room is a moody fine-dining restaurant with an ever-changing tasting menu. There is also The Monkey Hut, an elegant open-air bar for drinks.
The Islands of Islamorada
The Islands of Islamorada is an exclusive boutique hotel in the Florida Keys. Situated in Islamorada, it comprises 22 four-bedroom oceanfront villas and 8 one-bedroom suites. They all embrace a laid-back luxury aesthetic with gleaming white walls and breezy modern furnishings. The 3,100 sq ft villas come with everything you need, including a full kitchen, a laundry room, private balconies, and more.
Besides, the resort features two outdoor pools with sun decks and hot tubs. You will also have access to amenities like pickleball courts, a fitness center, a kids’ playground, watersports equipment, and more. There are no proper restaurants, but in-house chefs can prepare a variety of breakfast and lunch for you. You can also cook inside your room, or check out other local restaurants like Chef Michael’s.
Bungalows Key Largo
Bungalows Key Largo is one of the best luxury all-inclusive hotels in the Florida Keys. Nestled on Key Largo, the adults-only boutique hotel is the perfect destination for a lively coastal getaway. It comprises 135 garden and beachfront bungalows, all designed with soothing neutral hues, elegant furnishings, and organic textures. They also have top-notch amenities like a private veranda and a soaking tub.
Bungalows Key Largo is home to endless adventures, activities, and entertainment. The hotel features multiple outdoor pools and jacuzzis, sandy beaches, watersport gear, a fitness space, a holistic spa, daily yoga classes, and more. Gastronomy is the last thing you will have to worry about. As an all-inclusive resort, you will have unlimited dining at five quality restaurants and bars during your stay.
Blue Flamingo Key West
Blue Flamingo Key West is a breezy boutique hotel in the Florida Keys. Situated at the waterfront of Key West, it is a blissful getaway destination with beautiful ocean views. Reopened in 2025, the interior is refreshed with a tropical coastal charm. The 245 guest rooms & suites are sunny and delightful, featuring crisp white tones, chic furnishings, playful objects, modern amenities, and pops of light blues.
There are four expansive outdoor pools on-site for you to hang out and go for a swim. The Backyard Pool & Social Club is the main social hotspot with Cuban-inspired cocktails, a food truck, and live music sessions. Besides, you will discover Toasted Coconut beside the pool, a sun-soaked watering hole serving vibrant bites and drinks. There is also a light-filled fitness center for you to work out and stay in shape.
Playa Largo Resort & Spa
Playa Largo Resort & Spa is one of the best luxury boutique hotels in the Florida Keys. Nestled on 14.5 acres of picturesque waterfront property, it is the perfect getaway for couples and families. The Key Largo resort offers 177 guest rooms, suites, and private villas, all designed in a modern coastal aesthetic. The three-bedroom beach house is a major standout, featuring a private outdoor pool and lawn.
The centerpiece of Playa Largo Resort is its dazzling outdoor pool, surrounded by luxury cabanas, sun beds, and palm trees. You can also unwind at the private white sand beach or the relaxing Ocean Spa. There are currently four dining & drinking spaces on-site. For instance, Sol by the Sea is an open-air restaurant with succulent seafood plates, while La Marea focuses on reinvented Mediterranean cuisine.
Hawks Cay Resort
Hawks Cay Resort is one of the best luxury hotels to stay in the Florida Keys. Tucked away on Duck Key, it is the perfect destination for a breezy island vacation. There is a wide variety of accommodations to choose from, including guest rooms, penthouse suites, and multi-bedroom villas. They come in a Caribbean-inspired design, each with wooden furniture, tropical accents, and upscale amenities.
The pool experience at the hotel is fabulous, featuring 5 outdoor pools for refreshing dips and hanging out. You can also enjoy an exotic treatment at Calm Waters Spa or break a sweat at the tennis & pickleball courts. As for meals & drinks, there are five venues serving a variety of culinary options. Helmed by chef Jeremy Ford, Salt Ash specializes in wood-fired dishes, while Angler offers the freshest seafood.
Ocean Key Resort
Ocean Key Resort is a gorgeous luxury boutique hotel in the Florida Keys. Situated on the edge of Key West’s Old Town, it boasts one of the best addresses and views in the region. The 100 guest rooms & suites showcase a mix of tropical luxury and barefoot elegance. Their design centers around tropical tones, accented by breezy furnishings, local artwork, colorful fabrics, spa tubs, and private balconies.
Many guests are here for the hotel’s oceanfront outdoor pool, surrounded by teal loungers and cabanas. There is also a poolside bar if you want to grab a cocktail or a light snack. Hot Tin Roof is the signature restaurant on-site. Inspired by Cuban and Caribbean flavors, the romantic dining room offers a fresh menu with enticing harbor views. Make sure you check out the rejuvenating tropical spa as well.
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