Playa Largo Resort & Spa, Autograph Collection
Fabulous (386 reviews)
Key Largo
Top-rated hotels, great locations, and flexible options for every kind of trip.
Experience the ultimate slice of paradise in Florida Keys! Immerse yourself in the turquoise waters, swaying palm trees, and vibrant coral reefs. Indulge in world-class fishing, thrilling water sports, and stunning sunsets. Discover the captivating allure of this tropical oasis, and let Florida Keys leave you breathless. Explore the endless possibilities and plan your dream getaway today!
Ideal for travelers seeking sun, sand, and direct water access across the Florida Keys, this selection spans Key Largo to Key West. These resorts offer private beaches, multiple pools, full-service spas, and on-site water sports from Islamorada to Marathon.
Fabulous (386 reviews)
Key Largo
Very Good (509 reviews)
Islamorada
Fabulous (112 reviews)
Islamorada
Good (291 reviews)
Duck Key
Fabulous (589 reviews)
Marathon
Good (326 reviews)
Key West
Very Good (515 reviews)
Key West
Superb (149 reviews)
Key Largo
Fabulous (539 reviews)
Marathon
Very Good (419 reviews)
Key Largo
This selection is ideal for travelers seeking upscale, water-focused retreats with refined amenities and a strong sense of place. From boutique island resorts in the Lower Keys to beachfront hideaways in Islamorada, these properties combine private balconies, waterfront pools, spa access, and coastal dining across the archipelago.
Fabulous (34 reviews)
Little Torch Key
Very Good (147 reviews)
Islamorada
Fabulous (1137 reviews)
Stock Island
Fabulous (467 reviews)
Stock Island
Superb (403 reviews)
Key West
Superb (2941 reviews)
Key West
Superb (907 reviews)
Key West
This selection is curated for couples seeking a quiet, intimate escape in one of Florida's most scenic coastal destinations. From Key West's waterfront spa resorts to Islamorada's beachfront retreats, these properties offer private pools, spa services, sunset views, and upscale amenities tailored for adults.
Superb (417 reviews)
Key West
Very Good (95 reviews)
Key West
Fabulous (1132 reviews)
Key West
Very Good (509 reviews)
Key West
Superb (650 reviews)
Key West
Good (503 reviews)
Marathon
Superb (1289 reviews)
Islamorada
Fabulous (171 reviews)
Islamorada
Families seeking a relaxed Keys vacation with easy pool access will find strong options spread across the island chain, from Key Largo to Key West. These hotels offer outdoor pools, family rooms, beachfront access, and kid-welcoming amenities across multiple destinations throughout the region.
Good (592 reviews)
Islamorada
Very Good (374 reviews)
Key West
Very Good (1214 reviews)
Key West
Good (961 reviews)
Key West
Fabulous (487 reviews)
Marathon
Very Good (1612 reviews)
Key Largo
Fabulous (35 reviews)
Islamorada
Pleasant (467 reviews)
Islamorada
Very Good (683 reviews)
Key West
Fabulous (605 reviews)
Marathon
Best for first-time visitors wanting to be near attractions like Mallory Square and the Key West Aquarium.
View optionsIdeal for families seeking a relaxing Florida Keys getaway with easy access to the water and resort-style amenities. These hotels span Key West, Key Largo, Marathon, and Key Colony Beach, offering outdoor pools, family rooms, free parking, and beachfront settings across the island chain.
Fabulous (366 reviews)
Marathon
Very Good (1136 reviews)
Jewfish
Superb (771 reviews)
Key West
Very Good (134 reviews)
Key West
Fabulous (553 reviews)
Key Largo
Fabulous (92 reviews)
Big Pine Key
Superb (725 reviews)
Marathon
Ideal for cost-conscious travelers who want to experience the Florida Keys without overspending, this selection covers the region from Key Largo to Key West. Picks include free WiFi, outdoor pools, complimentary breakfast options, and beachfront access spread across Key West, Marathon, Islamorada, and Key Largo.
Fabulous (2372 reviews)
Key West
Good (994 reviews)
Key West
Very Good (617 reviews)
Key West
Fabulous (3309 reviews)
Key West
Superb (178 reviews)
Tavernier
Good (771 reviews)
Islamorada
Good (1006 reviews)
Marathon
Very Good (1679 reviews)
Islamorada
Fabulous (749 reviews)
Marathon
Good (643 reviews)
Key Largo
Ideal for travelers who refuse to leave their pets behind, this selection spans Key West, Islamorada, Marathon, and beyond. Across the region, these hotels offer pet-welcoming policies alongside pools, beachfront settings, marina access, and a range of amenities from tiki bars to boutique garden retreats.
Good (1359 reviews)
Key West
Very Good (1492 reviews)
Key West
Superb (97 reviews)
Key West
Very Good (285 reviews)
Islamorada
Good (287 reviews)
Key Largo
Superb (408 reviews)
Summerland Key
Good (431 reviews)
Conch Key
Fabulous (236 reviews)
Key West
Good (394 reviews)
Marathon
Good (1015 reviews)
Key West
Ideal for travelers seeking character-rich accommodations with a personal, intimate feel, these Key West boutique hotels blend historic charm with modern comfort. Guests can expect heated pools, hot tubs, daily continental breakfasts, and thoughtfully designed rooms just steps from Duval Street and the Ernest Hemingway House.
Fabulous (3438 reviews)
Key West
Superb (282 reviews)
Key West
Superb (297 reviews)
Key West
Very Good (131 reviews)
Key Largo
1367 hotels
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View hotelsCouples seeking a romantic escape will find the Florida Keys an ideal destination, with resorts ranging from the historic streets of Key West to secluded oceanfront retreats in Islamorada and Marathon. These properties offer private beach areas, pool experiences, beachfront dining, and amenities designed for relaxed, intimate getaways across the archipelago.
Very Good (155 reviews)
Key West
Good (1952 reviews)
Key West
Very Good (3034 reviews)
Key West
Fabulous (1249 reviews)
Key Largo
Fabulous (735 reviews)
Islamorada
Fabulous (1657 reviews)
Layton
Superb (565 reviews)
Islamorada
Ideal for road-trippers and self-drive travelers exploring the Florida Keys, this selection covers Islamorada and nearby communities along US-1. Each property offers free private parking alongside outdoor pools, beachfront access, and a relaxed Keys atmosphere.
Fabulous (1491 reviews)
Islamorada
Very Good (319 reviews)
Islamorada
Very Good (150 reviews)
Islamorada
Superb (186 reviews)
Islamorada
Good (6 reviews)
Lower Matecumbe Beach
Islamorada
Families with kids looking for splashy, activity-packed getaways will find strong options across the Florida Keys. These resorts span Key Largo, Marathon, Islamorada, and Key West, offering outdoor pools, waterfront swim areas, family rooms, and water sports access.
Very Good (678 reviews)
Key Largo
Fabulous (935 reviews)
Marathon
Fabulous (1467 reviews)
Marathon
Superb (117 reviews)
Islamorada
Superb (44 reviews)
Marathon
Very Good (584 reviews)
Key West
Good (234 reviews)
Key West
Fabulous (140 reviews)
Key Largo
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