Chesapeake Beach Resort

Relax and let go in an island paradise...


Select Your Home Away from Home in Islamorada

The Islamorada accommodations at the Chesapeake Beach Resort provide the ideal blend of comfort, refreshment, and serene tranquility.

Book one of our standard rooms with ocean and garden views for a supremely relaxing experience. Want to take your vacation to an even higher level? Spread out in one of our spacious villas, complete with fully equipped kitchens. All of our accommodations provide complimentary WiFi, in-room coffee, refrigerators in each room, CD/stereos and flat-screen HDTVs.

Check-in time: 3 p.m.
Check-out time: 11 a.m.


Our 13 villas offer the discerning traveler all the perks of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you’ll find we have anticipated your every need.

  • Fully equipped kitchens
  • Ocean or garden views
  • Private terrace (in most rooms)
  • Tropical bath amenities
  • Coffee maker
  • Remote-control cable television
  • Clock radios
  • Safe

Garden View accommodations

  • Screened balconies
  • HD flat-screen TV
  • Stereo with AM/FM radio and CD
  • Wireless Internet connection
  • Independent heating and air conditioning
  • Two double beds
  • Coffee maker
  • Tropical bath amenities
  • Mini refrigerator
  • Side chair
  • Black-out drapes and sheers
  • Balcony table and chairs
  • Telephones
  • Private room safe

Deluxe Ocean View accommodations

Not only are these rooms bigger, and include all of the guest comforts listed above, but they also have a balcony overlooking our heated pool, beach area, and a view of the ocean.

  • One King size bed or Two double beds
  • Mini Refrigerator
  • Side chairs

Premium Ocean View accommodations

Also a bit larger and offers a full view of the ocean and our lagoon and beach area.

  • One king-size bed or two double beds
  • Mini refrigerator
  • Side chairs
  • Expanded tropical bath amenities

Premium Ocean View Suites

Our most popular type of accommodations, brimming with luxury and comfort.

  • Bedroom with a king-size bed
  • HD flat-screen TV
  • Bedroom stereo system
  • Private Jacuzzi bathtub
  • Completely furnished kitchenette, featuring cabinetry and granite counter tops
  • Expanded tropical bath amenities
  • Two full bathrobes
  • Tropical queen-size sleeper sofa and side chairs
  • Dining table
  • HD flat-screen TV in living area