Key West is more than a destination—it’s a mood. Salty breezes, pastel cottages, and a rhythm that invites you to slow down and soak in every sunset. Whether you're sipping rum runners on Duval Street, exploring literary history at Hemingway’s home, or drifting through the mangroves by kayak, the island knows how to deliver soul-deep relaxation. Choosing the right place to stay can shape your whole experience. This guide rounds up Key West’s most memorable resorts, intimate B&Bs, and laid-back beachside escapes.
Where to Stay in Key West
Southernmost Beach Resort
Southernmost Beach Resort felt like the edge of everything and nothing—turquoise waves, soft white loungers, and the gentle hush of mornings that made time stretch. I remember floating in the beachfront pool with Chris beside me, thinking, "We could stay in this moment forever."
What I Loved Most: The beachfront access combined with its walkable proximity to Old Town’s restaurants and galleries.
My highlight? Key lime pancakes on the private balcony at sunrise—sweet, tart, and just warm enough to feel like a hug.
Plan your trip:
- Vibe: Relaxed, tropical, elegant
- Highlights: Oceanfront pools, spa, hammocks, beachfront bar
- Best For: Couples, honeymooners, sunseekers
- Address: Southernmost Beach Resort, Key West, FL
Ocean's Edge
Ocean’s Edge Key West felt like a private island dream—balconies over blue water, boats swaying in the breeze, and peace that stretched out like the sea. I remember sitting on the dock with a cocktail, watching the golden light ripple and thinking, "This is how distance turns into clarity."
What I Loved Most: The quiet luxury and the marina views that shifted from sunrise pinks to starlit calm.
My highlight? Blackened grouper tacos by the water—flaky, spicy, and unforgettable.
Plan your trip:
- Vibe: Waterfront, spacious, tranquil
- Highlights: Marina access, paddleboarding, six pools
- Best For: Ocean lovers, boaters, peaceful getaways
- Address: Ocean’s Edge Resort, Stock Island (near Key West), FL
Old Town Manor
Old Town Manor felt like stepping into another era—high ceilings, antique touches, and gardens that smelled like frangipani and peace. I remember brushing past the palms on our way to breakfast, thinking, "This is the Key West Hemingway must have known."
What I Loved Most: The historic charm and shaded courtyards just a block off Duval, yet worlds away in mood.
My highlight? Banana bread and Cuban coffee in the garden before the heat rose—slow and sacred.
Plan your trip:
- Vibe: Historic, intimate, leafy
- Highlights: Vegan-friendly breakfasts, shaded garden, walkability
- Best For: Writers, romantics, walk-everywhere travelers
- Address: Old Town Manor, Key West, FL
Key West Marriott Beachside Hotel
Key West Marriott Beachside Hotel felt like a seaside estate—white buildings against endless blue, palm-lined walkways, and gentle elegance. I remember sinking into a shaded lounger by the pool, thinking, "This is where we finally get to rest."
What I Loved Most: The full-service resort feel, with a beach, marina, and everything you need on-site.
My highlight? Grouper ceviche and a frosty mojito while watching boats pull into the dock just before sunset.
Plan your trip:
- Vibe: Upscale, serene, all-in-one
- Highlights: Private beach, outdoor pool, fine dining, marina access
- Best For: Families, couples who want resort ease, weddings
- Address: Key West Marriott Beachside Hotel, Key West, FL
Parrot Key Hotel and Resort
Parrot Key Hotel & Villas felt like a tropical daydream—coconut palms swaying, whitewashed porches, and watercolor skies. I remember swinging in the hammock with my book closed on my chest, thinking, "This is the version of myself I forget to be."
What I Loved Most: The spacious villa-style suites that made it feel like a private beach house with all the perks.
My highlight? Jerk chicken and mango slaw by the pool, with frozen rum punch and salt still drying on my skin.
Plan your trip:
- Vibe: Laid-back, lush, family- and couple-friendly
- Highlights: Four pools, watersport rentals, garden paths, waterfront views
- Best For: Families, groups, chill travelers
- Address: Parrot Key Hotel & Villas, Key West, FL
Santa Maria Suites Resort
Santa Maria Suites Resort felt like an ultra-private haven—plush, polished, and effortless from the moment we walked into the cool, quiet suite. I remember sinking into the oversized couch after a swim, thinking, "Luxury doesn't need to shout."
What I Loved Most: The full kitchens, complimentary wine hour, and turn-down service with ice cream (yes, really).
My highlight? A poolside lunch of ahi tuna sliders and crisp rosé before slipping back into the water.
Plan your trip:
- Vibe: Quiet luxury, discreet, well-appointed
- Highlights: Two pools, gourmet kitchens, nightly treats, walkable location
- Best For: Luxury-minded couples, small families, extended stays
- Address: Santa Maria Suites Resort, Key West, FL
Conclusion
From sunset-soaked resorts to garden-lined hideaways, Key West offers stays that match its carefree spirit. Whether you're dreaming of ocean views, poolside pampering, or quiet mornings in a historic inn, there’s a perfect spot waiting for you at the edge of the Keys.
Make the most of your escape by pairing your stay with unforgettable experiences—check out the top attractions in Key West, consider the best times to go, and venture beyond the island with day trip ideas. Paradise is closer than you think—and it might come with a hammock and a key lime mojito.