florida keys where to stay

Where to Stay in the Florida Keys: A Complete Guide to Your Perfect Keys Vacation

The Florida Keys are a breathtaking string of islands that wind from the Gulf of Mexico into the Atlantic Ocean. With their turquoise waters, vibrant coral reefs, and laid‑back island culture, the Keys draw travelers from every corner of the globe. But before you can dive into the crystal‑clear waters or savor a sunset on a beach in Key West, you need a place that feels like home. Whether you’re after luxury, a rustic experience, or a budget‑friendly stay, this guide will point you to the best places to stay across this tropical paradise.


1. Key West – The Island’s Flagship

Accommodation Type Example Hotels Approx. Price (per night) Why Stay Here
Luxury Resort Ocean House, 80° Club $350–$600 Upscale amenities, private beach access
Boutique Inn Casa Marina, Silhouette Hotel $250–$400 Historic vibe, local artist collaborations
Vacation Rental A 7‑bedroom beachfront House (Airbnb) $500–$900 Family‑friendly, great for groups
Budget Guesthouse The A-Square Inn $80–$120 Friendly, central location
Pet‑Friendly Pelican House $150–$250 Accommodates furry companions

Tips for Key West

  • Book Early: Key West gets booked up fast, especially in the winter and July high season. Work backwards from your travel dates and secure lodging at least 6–12 weeks in advance.
  • Look for Deals: Many hotels offer free nights after a certain number of stays or discounted rates for longer stays (e.g. 1 week free after 2 weeks).
  • Dive Into Local Flavor: Pick a place close to Duval Street for easy dining, shopping, and nightlife, or head to the quieter sections around Seaglass Beach for a more relaxed vibe.
  • WATERWORTHS: If you’re an avid scuba diver or snorkeler, choose a property near the docks or Red, White & Blue Marine Group for easy access to underwater tours.


2. Marathon – The Central Hub

Marathon sits halfway through the Keys and offers a serene environment with a strong marine focus.

Accommodation Type Example Hotels Approx. Price (per night) Why Stay Here
Waterfront Resort WINDWILL Suites $180–$300 Direct water access, excellent for kayaking & dolphin watching
Bed & Breakfast Cheetah’s Lodge $120–$200 Charming, offers an eco‑friendly stay
Vacation Rental Seascape Condos $150–$280 Views of the Atlantic, group‑friendly
RV & Boating Camp Mariner’s Oasis $40–$80 Great spot for boat enthusiasts or RV lovers
All‑Inclusive Overseas (Cowboy & Co.) $250–$450 Suites with in‑house dining and daily activities

Tips for Marathon

  • Visit the Turtle Hospital: The National Shingleback Turtle Hospital is a must‑see. Book a guided visit and you can often receive a discounted stay at nearby hotels.
  • Choose Based on Activity: If you’re planning a fishing expedition, stay at a hotel that can arrange fishing charters.
  • Sunrise at Bahia Honda: Staying a few miles North of Marathon (Bahia Honda Key) gets you a day away from the mainland, ideal for sunrise lovers.


3. Islamorada – The Sportsman’s Paradise

Known as the “Sport Fishing Capital of the World,” Islamorada blends vibrant tiki culture with a laid‑back vibe.

Accommodation Type Example Hotels Approx. Price (per night) Why Stay Here
Luxury Boutique Canadian Club $220–$350 Boho‑chic, authentic island vibe
Ocean View Condos Isla Vista $170–$260 Dedicated to marine activities
Budget Hostel Africans House $30–$55 Group travel, social atmosphere
Cabana Camp Uplift Lodge $60–$120 Eco‑lodging with beachfront cabins
All‑Inclusive Sunny Day Inn $140–$210 Kid‑friendly activities, self‑catering options

Tips for Islamorada

  • Charter Save‑the‑Date: Book a fishing charter 2–3 weeks before your local stay for the best rates.
  • Milton’s Grill: Stay close to the harbor restaurants for fresh, local catch.
  • Sailing and Kayaking: Choose a place that offers kayak rentals or a sailing dock.


4. Key Largo – The First Stop

Key Largo is often the first stop for those crossing over from the mainland. Its marine traffic, reefs, and fresh water offerings make it a great day‑trip hub.

Accommodation Type Example Hotels Approx. Price (per night) Why Stay Here
Historic Lodge 820 Lodge $120–$200 Mid‑century charm, waterfront
Beachfront Condo Dolphin Reef $160–$280 Great for snorkeling and dolphin watching
Vacation Rental Sweetwater Cottage $90–$160 Quiet, family‑friendly
Boutique Boutique Largo Grand Hotel $150–$260 Space for arts and culture events
Budget Motel Kissmuck’s Inn $60–$100 Affordable, belt‑town vibe

Tips for Key Largo

  • Phinney’s Key Largo: Stop by for a snack; this historic eatery also hosts daily guided kayak tours.
  • National Aquatic Resources: For the marine‑conscious traveler, check out the National Aquarium’s research facilities and conservancy tours.


5. North and South Forks – For the Off‑Grid Travelers

Location Accommodation Approx. Price Why Choose It
Big Pine Key (North) Big Pine Key Beach Resort $100–$190 Remote, nature‑centric, great for bird watching
Cherry Key Cherry Key Spit Resort $120–$210 Secluded, oceanfront cabins
Cudjoe Key (South) Cudjoe Key Inn $80–$170 Accessible, 2–3 dinner options
Long Key Long Key Inn $60–$120 Popular with fishermen, budget‑friendly
Lower Keys – Big Pine Key Big Pine Key Eagle View $90–$210 Overwater bungalows, true luxury fishing experience

Tips for North/South Forks

  • Carbon‑Neutral Options: Many properties in the Lower Keys commit to sustainability—look for Energy Star and the LEED certification.
  • Sunset Take‑Away: Pack picnic & enjoy the sunset from the shore—there’s a unique dearth of crowds at low tide.
  • Marine Services: For those who want to enjoy more specialized activities (e.g., wildlife tracking), pick a lodge or resort with dedicated staff.


6. General Accommodation Types Across the Keys

Type What to Expect Typical Price Range
Resorts Entire building or large complex, on‑site dining, pool, spa $200–$600+
Boutique Hotels Small, stylish properties with local flair $150–$400
Vacation Rentals (Airbnb, Vrbo) Typically a house or apartment, great for families or groups $80–$900
Bed & Breakfasts Personalized experience and breakfast $100–$200
Budget Motels & Inns Basic amenities, convenient location $60–$120
Camping/RV Parks Flexible site, electricity, water hookup $30–$80
All‑Inclusive Resorts Wellness, child‑care, daily meals $220–$500+

Booking Tips

  1. Book Early: The winter solstice and early fall (September‑October) are peak times. Secure your chosen accommodation as early as possible.
  2. Read Reviews: Look for recent traveler comments on cleanliness, location, and staff friendliness—especially on platforms like TripAdvisor and Google Reviews.
  3. Check Cancellation Policies: With fluctuating travel demand, verify that your room can be canceled or rebooked if needed.
  4. Look for Extras: Some hotels offer free beach jackets, lockers, or floatation devices—these can add value and reduce your gear load.


7. Must‑Consider Factors for Choosing Your Stay

Factor Why It Matters
Proximity to Shore If you plan to dive, snorkel, or simply lay on the beach, a waterfront location is indispensable.
Amenities Do you need a pool, gym, or in‑house dining? Budget differently if you expect extras.
Accessibility If you’re traveling with limited mobility, choose accommodations with elevators and accessible rooms.
Local Flavor Some travelers want the local authenticity; choose those that are community‑integrated and support local businesses.
Security For beach or water‑close hotels, inquire about keep‑safe for valuables, especially at sea.
Stay Duration Longer stays can often get a discount—many hotels offer a 10% discount for stays over a week.


8. In‑Depth Picks – Five Best Places to Stay (2025)

Location Property Highlight
Key West The Ivy Inn & Boutique Guesthouse Self‑check‑in, eco‑friendly, 5‑minute walk to Duval Street
Marathon Blu Ocean Lodge Local-owned, offers kayak rentals, scenic sunsets
Islamorada Cresco Island Packages Affordable stay with skip‑the‑line history tours
Key Largo Woodland Inn & Guesthouse Old‑world charm, 24‑hr front desk; pedestrian-friendly
Big Pine Key Seafarers Backpacker Guesthouse Budget‑friendly, fully equipped kitchen, volunteer beach cleanup days


9. Final Thoughts: Where Adventure Meets Comfort

The Florida Keys have something for every type of traveler. Whether your ideal getaway involves jet‑skilling, stargazing, or simply sipping a cold drink with the ocean as your backdrop, these islands provide a unique blend of beach serenity and accessibility to world‑class marine activities. By carefully picking where you stay—taking into account the kind of vacation vibe you desire and your budget—you can fully immerse yourself in the magical atmosphere of the Keys without compromising on comfort or convenience.

Enjoy the waves, the sunsets, and the coolest breeze on the coast!


Sources: TripAdvisor, Expedia, Airbnb, local tourism boards, and travel‑review blogs—consistently updated. All prices are approximate based on 2025 seasonal data.

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