Best Florida Keys Resorts

Exploring the Allure of the Florida Keys means you need to stay a while. To do so you will want to read this guide to the best Florida Keys Resorts.

The Florida Keys, a mesmerizing archipelago boasting over 1,700 islands, has been a magnet for travelers seeking natural beauty, adventure, and a laid-back island culture. Its breathtaking sugary white sand beaches, crystal-clear waters, and the third-largest barrier reef globally offer a tropical haven unlike any other. The Keys operate on their own time, a relaxed rhythm that swiftly captivates visitors, inviting them to immerse themselves in the islands’ serenity. This guide to the best Florida Keys Resorts navigates the best places to stay across the diverse landscapes, ensuring a memorable trip.

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Unveiling the Best Florida Keys Resorts

Key West: Embrace the Vibrant Spirit

Why Visit Key West?

Key West stands as the crown jewel of the Keys. Renowned for its vibrant nightlife, eclectic shopping, and diverse dining scene, this destination along with its famed Duval Street embodies the heart of the Keys’ exuberant culture.

Top Accommodations in Key West

Margaritaville Key West Resort

245 Front Street

Situated in Oldtown Key West, the Margaritaville Resort offers an upscale yet lively atmosphere. Its spacious rooms with ocean-view balconies provide a perfect backdrop for a relaxing getaway. The open-air bar and outdoor pool add to the allure of this tropical retreat.

Southernmost Beach Resort

1319 Duval Street

With its colonial architecture and modern coastal ambiance, this resort, located just a stroll away from Duval Street, exudes elegance. A private beach, pier, and delectable on-site dining options make it a prime choice for travelers seeking both luxury and convenience.

Truman Hotel

611 Truman Avenue

Bold and modern, the Truman Hotel offers a range of budget-friendly yet stylish rooms. Palm tree-shaded poolside lounging areas and proximity to the iconic Ernest Hemingway House make it an attractive option for Key West explorers.

Key Largo: Nature’s Playground

Why Visit Key Largo?

For nature enthusiasts and outdoor adventurers, Key Largo emerges as an ideal hub. From hiking and biking to kayaking and fishing, this island offers a plethora of outdoor activities. Dive into the Florida Keys National Marine Sanctuary and witness the world’s largest artificial reef, a haven for diving enthusiasts.

Top Place to Stay in Key Largo

Playa Largo Resort

97450 Overseas Highway

A mere hour’s drive from Miami, Playa Largo Resort sprawls across 14 acres of scenic beauty. Families will delight in its spacious rooms, beach-inspired décor, and a range of amenities including a kids’ club and sunset sailing charters.

Hampton Inn Key Largo

102400 Overseas Highway

Embracing a low-key setting, Hampton Inn offers comfortable rooms with ocean views, providing a serene ambiance for relaxation. Its proximity to Dolphin Cove and a small beach area adds to its allure.

Atlantic Bay Resort

527 Caribbean Drive

For budget-conscious travelers, Atlantic Bay Resort offers comfortable rooms with marina views. The option for overnight boat dockage at the marina makes it a convenient choice for those arriving by boat.

Islamorada: Discover Wildlife Wonders

Why Visit Islamorada?

Comprising six small islets, Islamorada beckons wildlife enthusiasts with its diverse marine life and unparalleled diving opportunities. From interactive exhibits at the Theater of the Sea to encounters with dolphins and sea turtles, this village of islands promises a unique and immersive experience.

Top Place to Stay in Islamorada

Cheeca Lodge And Spa

81801 Overseas Highway

A favorite among luxury seekers, Cheeca Lodge and Spa hosts a variety of guests, including U.S. Presidents and celebrities. Boasting white sand beaches, a nine-hole golf course, and a fishing pier, this family-friendly resort ensures a delightful stay for all.

La Siesta Resort And Marina

80241 Overseas Highway

La Siesta Resort offers an easygoing and comfortable retreat with spacious suites and inclusive amenities like kayaks and bike rentals. Its convenient location along the Overseas Highway makes it perfect for travelers exploring the Keys by road.

Marathon: A Family-Friendly Oasis

Why Visit Marathon?

Stretching over 10 miles of picturesque beaches, Marathon stands as a haven for families seeking quality time together. The calm Gulf of Mexico waters invite families to indulge in beach activities, while attractions like the Turtle Hospital educate and entertain.

Top Places to Stay in Marathon

Isla Bella Beach Resort

1 Knights Key Boulevard MM 47

A contemporary luxury resort, Isla Bella Beach Resort offers ocean-view rooms and suites, inviting guests to witness the stunning Keys sunsets. With exceptional dining options, multiple pools, and a private marina, it caters to adults and couples seeking a lavish escape.

Tranquil Bay Beachfront Resort

2600 Overseas Highway

Characterized by its classic yet opulent decor, Tranquil Bay Beachfront Resort provides a serene respite amidst the Marathon adventures. Options for multi-room rentals and a beach house make it an ideal choice for larger groups or families.

Captain Pip’s Marina And Hideaway

1480 Overseas Highway

Situated along Florida Bay, Captain Pip’s Hideaway offers comfortable rooms equipped with modern amenities. For water enthusiasts, boat rentals and snorkeling trips are easily accessible, promising a fulfilling Keys experience.

Big Pine Key: A Relaxing Paradise

Why Visit Big Pine Key?

Known for its laid-back ambiance and distinctive pine trees, Big Pine Key beckons with its outdoor enthusiast-friendly environment. From Bahia Honda State Park to encounters with alligators at Blue Hole, this island offers a unique blend of relaxation and adventure.

Top Places to Stay on Big Pine Key

Looe Key Reef Resort And Dive Center

27340 Overseas Highway, Ramrod Key, FL 33042

Diving enthusiasts will find their haven at the Looe Key Reef Resort. Equipped with dive facilities, pools, and clean ocean-themed rooms, it offers an immersive diving experience, topped with live entertainment at the onsite Tiki Bar And Grill.

The Barnacle Bed And Breakfast

1557 Long Beach Drive

This laid-back bed and breakfast offers island-themed comfort and complimentary kayak and bike rentals. With its private beach and multiple BBQ areas, it’s an ideal base for those seeking a relaxing retreat on Big Pine Key.

Little Torch Key: A Romantic Hideaway

Why Visit Little Torch Key?

Small yet enchanting, Little Torch Key appeals to couples seeking a serene and romantic escape. Embracing a backcountry vibe, this Key offers ample opportunities for kayaking, fishing, and ultimate relaxation.

Top Places to Stay on Little Torch Key

Little Palm Island Resort

28500 Overseas Highway

An adult-exclusive resort, Little Palm Island Resort exudes exclusivity with its limited luxury bungalows. With no TVs or cell phones allowed in public areas, it offers a secluded and intimate setting for couples, complemented by spa facilities and fine dining options.

Parmer’s Resort

565 Barry Avenue

Spread across five acres, Parmer’s Resort offers a variety of accommodation options, from cozy rooms to multi-room rentals. Its beach, water sports facilities, and seaside yoga sessions promise a tranquil and rejuvenating stay.