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From149US$ /night
Check-in
04Jul2025Select date
Check-out
05Jul2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About This Resort

83409 Overseas Highway, Islamorada, Florida, United States, 33036

Chesapeake Beach Resort - Oceanfront resort with private beach, 0.3 miles from Whale Harbor Marina

Located between Everglades National Park and Florida Strait in Islamorada. The resort features an outdoor pool with ocean views, private beach access, and water sports equipment rentals (kayaks, paddleboards, fishing rods). On-site facilities include event venues for weddings and meetings, fish cleaning stations, and boat parking. Resort fee ($50/night) includes made-to-order breakfast, two hours of water sports rentals per room, beach chairs, and Wi-Fi. Theater of the Sea, offering dolphin swimming experiences, is 0.9 miles away. Alligator Reef snorkeling site is located 5.8 miles offshore.

Additional perks of the hotel

24-hour coffee and tea service in lobby

Welcome drink upon arrival

Seasonal resort activities and beach games

Group rates available for events

Pet-friendly accommodations

ADA compliant facilities

Full Moon Party access at Pierre's Restaurant

Italian and seafood restaurants within walking distance

Rooms and Suites

Standard rooms feature balconies with pool or ocean views, walk-in showers, and 37-inch flat-screen TVs. Ocean View Suites include separate living rooms with dining tables seating four, and sleeper sofas. Villas offer kitchenettes with full-size refrigerators, two-burner stovetops, and dishwashers. ADA accessible rooms available with roll-in showers. Two-bedroom suites feature master bedrooms with king beds and direct balcony access.

Other conveniences

Air conditioning and heating

Coffee makers and mini-refrigerators

Balcony furniture

In-room safes

Blackout curtains

Wardrobes

Free toiletries

AM/FM alarm clocks

Complimentary robes and slippers

Tiled floors in villas

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Choose Your Ideal Room

Choose from suites, family rooms, and more—breakfast, free cancellation, and exclusive perks included
Ocean View Two Queens
Max:
4 persons
345 sq. feet 
Bed options:
2 Double beds
Sea view
Shower
Coffee machine
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Ocean View King
Max:
2 persons
345 sq. feet 
Bed options:
1 King-size bed
Sea view
Shower
Coffee machine
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Deluxe King Suite
Max:
4 persons
595 sq. feet 
Bed options:
1 King-size bed
Sea view
Shower
Coffee machine
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Rates and Room Availability by Date

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Transportation Options & Local Travel

See All Travel Methods to Reach Your Resort

City Centre
Islamorada 1.2 mi
Bus
Bus stop 3.3 mi

Resort Features & Services

Unmatched comfort, unforgettable experiences—all built into your stay

General

  • No smoking on site
  • Wi-Fi
  • Free parking
  • 24-hour reception
  • VIP check-in/ -out
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Security
  • Luggage storage
  • Private beach
  • Allergy-free rooms
  • Lift
  • Smoke detectors
  • Fire extinguishers
  • Key card access

Sports & Fitness

  • Fishing

Guest Parking

  • Cookware/ Kitchen utensils

Services

  • Housekeeping
  • Shops/Commercial services
  • Welcome drink

Children

  • Board games

Facilities for people with disabilities

  • Toilet for disabled
  • Bathroom for disabled

Spa & Leisure

  • Heated swimming pool
  • Outdoor swimming pool
  • Beach access
  • Sun loungers
  • Jacuzzi
  • Pool with view
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Garden furniture
  • Dining table

Bathroom

  • Free toiletries
  • Sink

Self-catering

  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV
  • AM/FM alarm clock
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Location

83409 Overseas Highway, Islamorada, Florida, United States, 33036
Map view
83409 Overseas Highway, Islamorada, Florida, United States, 33036
Nearby
Marina
Whale Harbor Marina
700 ft
Restaurants
Wahoo's Bar and Grill
700 ft
83413 Overseas Hwy
Whale Harbor Seafood Buffet
700 ft
83413 Overseas Hwy
The Sand Bar
700 ft
83413 Overseas Hwy
Shuck N Dive
700 ft
83413 Overseas Hwy
Casa Mar Seafood
1900 ft
97001 Oversea Hwy Islamorada
Ziggie & Mad Dog's
3000 ft
83000 Overseas Hwy
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Check-in
04Jul2025Select date
Check-out
05Jul2025Select date
Rooms and Guests2 Guests, 1 Room