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 TypeExample HotelsApprox. Price (per night)Why Stay Here
Luxury ResortOcean House, 80° Club$350–$600Upscale amenities, private beach access
Boutique InnCasa Marina, Silhouette Hotel$250–$400Historic vibe, local artist collaborations
Vacation RentalA 7‑bedroom beachfront House (Airbnb)$500–$900Family‑friendly, great for groups
Budget GuesthouseThe A-Square Inn$80–$120Friendly, central location
Pet‑FriendlyPelican House$150–$250Accommodates 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 TypeExample HotelsApprox. Price (per night)Why Stay Here
Waterfront ResortWINDWILL Suites$180–$300Direct water access, excellent for kayaking & dolphin watching
Bed & BreakfastCheetah’s Lodge$120–$200Charming, offers an eco‑friendly stay
Vacation RentalSeascape Condos$150–$280Views of the Atlantic, group‑friendly
RV & Boating CampMariner’s Oasis$40–$80Great spot for boat enthusiasts or RV lovers
All‑InclusiveOverseas (Cowboy & Co.)$250–$450Suites 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 TypeExample HotelsApprox. Price (per night)Why Stay Here
Luxury BoutiqueCanadian Club$220–$350Boho‑chic, authentic island vibe
Ocean View CondosIsla Vista$170–$260Dedicated to marine activities
Budget HostelAfricans House$30–$55Group travel, social atmosphere
Cabana CampUplift Lodge$60–$120Eco‑lodging with beachfront cabins
All‑InclusiveSunny Day Inn$140–$210Kid‑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 TypeExample HotelsApprox. Price (per night)Why Stay Here
Historic Lodge820 Lodge$120–$200Mid‑century charm, waterfront
Beachfront CondoDolphin Reef$160–$280Great for snorkeling and dolphin watching
Vacation RentalSweetwater Cottage$90–$160Quiet, family‑friendly
Boutique BoutiqueLargo Grand Hotel$150–$260Space for arts and culture events
Budget MotelKissmuck’s Inn$60–$100Affordable, 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

LocationAccommodationApprox. PriceWhy Choose It
Big Pine Key (North)Big Pine Key Beach Resort$100–$190Remote, nature‑centric, great for bird watching
Cherry KeyCherry Key Spit Resort$120–$210Secluded, oceanfront cabins
Cudjoe Key (South)Cudjoe Key Inn$80–$170Accessible, 2–3 dinner options
Long KeyLong Key Inn$60–$120Popular with fishermen, budget‑friendly
Lower Keys – Big Pine KeyBig Pine Key Eagle View$90–$210Overwater 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

TypeWhat to ExpectTypical Price Range
ResortsEntire building or large complex, on‑site dining, pool, spa$200–$600+
Boutique HotelsSmall, stylish properties with local flair$150–$400
Vacation Rentals (Airbnb, Vrbo)Typically a house or apartment, great for families or groups$80–$900
Bed & BreakfastsPersonalized experience and breakfast$100–$200
Budget Motels & InnsBasic amenities, convenient location$60–$120
Camping/RV ParksFlexible site, electricity, water hookup$30–$80
All‑Inclusive ResortsWellness, 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

FactorWhy It Matters
Proximity to ShoreIf you plan to dive, snorkel, or simply lay on the beach, a waterfront location is indispensable.
AmenitiesDo you need a pool, gym, or in‑house dining? Budget differently if you expect extras.
AccessibilityIf you’re traveling with limited mobility, choose accommodations with elevators and accessible rooms.
Local FlavorSome travelers want the local authenticity; choose those that are community‑integrated and support local businesses.
SecurityFor beach or water‑close hotels, inquire about keep‑safe for valuables, especially at sea.
Stay DurationLonger 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)

LocationPropertyHighlight
Key WestThe Ivy Inn & Boutique GuesthouseSelf‑check‑in, eco‑friendly, 5‑minute walk to Duval Street
MarathonBlu Ocean LodgeLocal-owned, offers kayak rentals, scenic sunsets
IslamoradaCresco Island PackagesAffordable stay with skip‑the‑line history tours
Key LargoWoodland Inn & GuesthouseOld‑world charm, 24‑hr front desk; pedestrian-friendly
Big Pine KeySeafarers Backpacker GuesthouseBudget‑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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