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Chesapeake Beach Resort

Stay at Chesapeake Beach Resort in Islamorada, United States. Enjoy luxurious amenities, exceptional service, and convenient access to top attractions. Book your perfect getaway now with Vio.com to get the best deals on your stay.

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Chesapeake Beach Resort

Islamorada, FL

8.6

Fabulous

NaN reviews

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Image of Sunset Inn

Sunset Inn

Islamorada, FL

1.4 miles from Chesapeake Beach Resort

8.8

Fabulous

968 reviews

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Image of Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

Islamorada, FL

1.3 miles from Chesapeake Beach Resort

7.8

Good

928 reviews

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Image of La Jolla Resort

La Jolla Resort

Islamorada, FL

1.3 miles from Chesapeake Beach Resort

8.8

Fabulous

974 reviews

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Image of Islander Resort

Islander Resort

Islamorada, FL

1.5 miles from Chesapeake Beach Resort

8.8

Fabulous

NaN reviews

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Image of Cheeca Lodge & Spa

Cheeca Lodge & Spa

Islamorada, FL

1.9 miles from Chesapeake Beach Resort

8.8

Fabulous

989 reviews

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Image of Hadley Resort and Marina

Hadley Resort and Marina

Islamorada, FL

0.9 miles from Chesapeake Beach Resort

7.5

Good

NaN reviews

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Image of Casa Morada

Casa Morada

Islamorada, FL

1.4 miles from Chesapeake Beach Resort

9.1

Superb

381 reviews

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Image of Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

Islamorada, FL

2.9 miles from Chesapeake Beach Resort

9.1

Superb

156 reviews

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Image of Islander Bayside Villas & Boatslips

Islander Bayside Villas & Boatslips

Islamorada, FL

2.4 miles from Chesapeake Beach Resort

8.5

Fabulous

357 reviews

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Image of Coconut Cove Resort & Marina

Coconut Cove Resort & Marina

Islamorada, FL

1.1 miles from Chesapeake Beach Resort

7.1

Good

713 reviews

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Image of The Ocean View Inn

The Ocean View Inn

Islamorada, FL

1.0 miles from Chesapeake Beach Resort

7.8

Good

2 reviews

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Image of The Islands of Islamorada

The Islands of Islamorada

Islamorada, FL

0.8 miles from Chesapeake Beach Resort

9.8

Exceptional

49 reviews

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Image of Drop Anchor Resort & Marina

Drop Anchor Resort & Marina

Islamorada, FL

1.4 miles from Chesapeake Beach Resort

8.3

Very good

960 reviews

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Image of Three Waters Resort & Marina

Three Waters Resort & Marina

Islamorada, FL

0.6 miles from Chesapeake Beach Resort

-

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Image of Pelican Cove Resort & Marina

Pelican Cove Resort & Marina

Islamorada, FL

0.8 miles from Chesapeake Beach Resort

8.1

Very good

896 reviews

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Image of Beacon Reef Condo Oceanside

Beacon Reef Condo Oceanside

Islamorada, FL

0.5 miles from Chesapeake Beach Resort

-

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Image of Postcard Inn Beach Resort & Marina

Postcard Inn Beach Resort & Marina

Islamorada, FL

0.7 miles from Chesapeake Beach Resort

8.1

Very good

53 reviews

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Image of Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay

Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay

Islamorada, FL

1.2 miles from Chesapeake Beach Resort

-

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Image of Best Location in Islamorada!! Beach access - Boat trailer parking!

Best Location in Islamorada!! Beach access - Boat trailer parking!

Islamorada, FL

1.3 miles from Chesapeake Beach Resort

-

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Image of Coral Cove Resort - ‘A Fisherman’s Dream’

Coral Cove Resort - ‘A Fisherman’s Dream’

Islamorada, FL

2.8 miles from Chesapeake Beach Resort

-

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Image of RELAX in your PRIVATE Oceanfront Cottage!

RELAX in your PRIVATE Oceanfront Cottage!

Islamorada, FL

0.9 miles from Chesapeake Beach Resort

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Image of Keys Life Cottage ~ Downtown Islamorada Cottage with Pool Access!

Keys Life Cottage ~ Downtown Islamorada Cottage with Pool Access!

Islamorada, FL

1.7 miles from Chesapeake Beach Resort

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Image of Keys Villa - Secluded tropical paradise located on the water!

Keys Villa - Secluded tropical paradise located on the water!

Islamorada, FL

1.2 miles from Chesapeake Beach Resort

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Image of Bayside: 1st Floor Apartment in Native Hammock on Florida Bay

Bayside: 1st Floor Apartment in Native Hammock on Florida Bay

Islamorada, FL

1.2 miles from Chesapeake Beach Resort

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Image of Florida Keys Boat Trips Multi Activity

Florida Keys Boat Trips Multi Activity

Islamorada, FL

2.1 miles from Chesapeake Beach Resort

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Image of Waterfront Home With Beautiful Views 1 Bedroom Home by RedAwning

Waterfront Home With Beautiful Views 1 Bedroom Home by RedAwning

Islamorada, FL

0.7 miles from Chesapeake Beach Resort

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Image of Serenity by the Sea!!  Anglers Reef with Boat Slip Available!!

Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

Islamorada, FL

1.5 miles from Chesapeake Beach Resort

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Image of OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

Islamorada, FL

1.5 miles from Chesapeake Beach Resort

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Image of 2BR\/2.5BA Angler's Reef Cottage 116 With Private Beach and Pool Access

2BR\/2.5BA Angler's Reef Cottage 116 With Private Beach and Pool Access

Islamorada, FL

1.5 miles from Chesapeake Beach Resort

-

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Image of Harbor House

Harbor House

Islamorada, FL

2.4 miles from Chesapeake Beach Resort

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Image of Single Family Home In Angler's Reef Gated Community, Beaches,Marina,Heated Pool

Single Family Home In Angler's Reef Gated Community, Beaches,Marina,Heated Pool

Islamorada, FL

1.5 miles from Chesapeake Beach Resort

-

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Image of Little Bay Cottage

Little Bay Cottage

Islamorada, FL

1.2 miles from Chesapeake Beach Resort

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Image of 2 Houses Located On A Private Peninsula. 4 Bedroom Home by RedAwning

2 Houses Located On A Private Peninsula. 4 Bedroom Home by RedAwning

Islamorada, FL

1.5 miles from Chesapeake Beach Resort

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Image of Lush Tropical Plantings In A Gated Compound Located Directly On The Florida Bay 1 Bedroom Cottage by RedAwning

Lush Tropical Plantings In A Gated Compound Located Directly On The Florida Bay 1 Bedroom Cottage by RedAwning

Islamorada, FL

1.2 miles from Chesapeake Beach Resort

-

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Image of Oceanfront Islamorada Townhome with Dock and Pool

Oceanfront Islamorada Townhome with Dock and Pool

Islamorada, FL

1.1 miles from Chesapeake Beach Resort

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Image of Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach

Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach

Islamorada, FL

1.5 miles from Chesapeake Beach Resort

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Image of The Salty B in Islamorada

The Salty B in Islamorada

Islamorada, FL

2.2 miles from Chesapeake Beach Resort

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Image of Hidden Gem Duplex in Heart of Islamorada Sleeps 8

Hidden Gem Duplex in Heart of Islamorada Sleeps 8

Islamorada, FL

1.2 miles from Chesapeake Beach Resort

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Image of Anglers Reef Islamorada - 2:2.5, Marina, Pool, Beach.

Anglers Reef Islamorada - 2:2.5, Marina, Pool, Beach.

Islamorada, FL

1.6 miles from Chesapeake Beach Resort

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Image of Breathtaking ocean views for your Paradise vacations

Breathtaking ocean views for your Paradise vacations

Islamorada, FL

0.9 miles from Chesapeake Beach Resort

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Image of Islamorada Modern Penthouse with Private Beach

Islamorada Modern Penthouse with Private Beach

Islamorada, FL

2.9 miles from Chesapeake Beach Resort

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Image of Boaters Retreat in Islamorada

Boaters Retreat in Islamorada

Islamorada, FL

2.2 miles from Chesapeake Beach Resort

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Image of Bright & Cheery Pool Front Home w\/ Optional Boat Slip at Anglers Reef Islamorada

Bright & Cheery Pool Front Home w\/ Optional Boat Slip at Anglers Reef Islamorada

Islamorada, FL

1.5 miles from Chesapeake Beach Resort

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Image of Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055

Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055

Islamorada, FL

1.5 miles from Chesapeake Beach Resort

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Image of Luxurious Caribbean 2 Bedroom 2 Bath Home

Luxurious Caribbean 2 Bedroom 2 Bath Home

Islamorada, FL

1.7 miles from Chesapeake Beach Resort

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