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Chesapeake Beach Resort

9/101196 reviewsIslamorada

Oceanfront Resort with Free WiFi Luxurious Rooms with Balconies Indulge in comfort with a 37-inch flat-screen TV and a small refrigerator in each room. Upgrade to a suite for a private balcony overlooking the ocean. Outdoor Pool with Ocean View Relax and unwind by the outdoor pool while enjoying the breathtaking ocean view. Nearby Attractions Explore the History of Diving Museum just a 3-minute walk away or catch a show at the Theater of the Sea, only a 4-minute drive from the resort. Experience the ultimate blend of luxury and convenience at Chesapeake Beach Resort. Book now for an unforgettable stay!

What this place offers

  • WiFi available
  • Free WiFi
  • Parking
  • Free Parking
  • Non-smoking rooms
  • Air conditioning

Policies & house rules

  • Check-in from 16:00 until 23:00
  • Check-out until 11:00
  • Children welcome
  • Pets allowed
  • Free parking

You must show a valid photo ID and credit card upon check-in. Please note that all special requests cannot be guaranteed and are subject to availability upon check-in. Additional charges may apply. If you expect to arrive outside check in hours, please inform the property in advance. Please note, due to previous hurricanes some amenities are limited. Please contact the property for more details. Please note that the property is currently undergoing restoration. Limited amenities may be available.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.

Available rooms

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1196 reviews

Guests liked

  • Great location
  • Delicious breakfast
  • Spacious rooms
  • Friendly service

Guests mentioned

  • Unpleasant reception staff
  • Noise from adjacent rooms
  • Inconsistent amenities promised

  • Cynthia

    BR · solo_traveller · Oct 2026

    5/10

    Terrible customer service (Jasmin)

    Confortable

    Title: A Huge Disappointment – Terrible Customer Service This was the hotel we were most excited about during our entire trip. We carefully chose this property for our stay in Key West, expecting a wonderful and memorable experience. Unfortunately, our excitement turned into frustration from the moment we arrived. We arrived around 2:00 PM and were greeted by a staff member named Jasmine, who was extremely rude, unfriendly, and dismissive. She insisted that check-in was only possible at 4:00 PM. We completely understand that hotels have check-in policies, but the property appeared nearly empty at the time. Despite our polite request, Jasmine showed absolutely no willingness to help or even treat us with basic courtesy. To make matters worse, we had specifically booked an oceanfront accommodation, but we were assigned a room with a side ocean view instead. When we questioned this, Jasmine simply claimed that the hotel was fully booked, which was very difficult to believe given how empty the property appeared. What disappointed us most was not simply the check-in time or the room assignment, but Jasmine’s attitude and complete lack of hospitality. For a hotel of this category, such unprofessional and disrespectful service is unacceptable. We had such high expectations for this stay, and unfortunately, one employee’s behavior completely overshadowed what should have been a beautiful experience. A beautiful property means very little when guests are treated with such a lack of respect and consideration.

  • James

    US · couple · Oct 2026

    10/10

  • Adeline

    FR · couple · Oct 2026

    10/10

    Très bel hôtel avec ses piscines et plage

    Super chambre avec balcon. Bon petit déjeuné avec des omelettes et pancakes. Gros plus pour l’accès à la place et les deux piscines. Extérieur très joli et relaxant

    Un restaurant sur place le soir ça serait un vrai plus

  • Franco

    PE · couple · Oct 2026

    4/10

  • Anna

    DE · family_with_children · Oct 2026

    7/10

Location

83409 Overseas Hwy · Islamorada