CHESAPEAKE BEACH RESORT | Cheap Hotel in Islamorada | Book & Save

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Key details

About the Hotel

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

Next to Whale Harbor Marina

Perfect

8.6

9.1

/10

3.2

4.2

Loved by guests

Ocean views
Clean rooms
Comfortable bed
Friendly staff
Free coffee
Deeper pool

"The resort provides kayaks, SUP, and fishing gear for any interested guest."

Becki W from United States

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"We booked an ocean view room with 2 queens and as my wife stated from the moment we walked in and out to our balcony..."

Ryan D from United States

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"We were surprised and excited about the 2 free hours of either paddle boarding, kayaking, or fishing poles per day."

Kerry

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Accommodations

Chesapeake Beach Resort offers various room options, including Garden View rooms, suites, and villas. Each accommodation includes a private balcony, providing ocean or garden views. Newly renovated spaces feature plush bedding and modern bathrooms with rainfall showers.

Event Venue

The beachfront venue at Chesapeake Beach Resort serves as an ideal setting for weddings, reunions, and business meetings. This oceanfront space allows events to occur against the stunning backdrop of the Florida Keys, accommodating various group sizes. The hotel coordinates with local vendors for catering needs and additional services.

Location

Located in Islamorada, known as the Sport Fishing Capital of the World, this resort provides easy access to fishing, snorkeling, and kayaking. Guests can reach local attractions in a short drive, including the Theater of the Sea and the famous Islamorada Sandbar. The hotel's private beach offers relaxation and leisure on white sandy shores.

Amenities

Chesapeake Beach Resort includes outdoor pools with ocean views, a game area on the beach, and various water sports rentals. The resort fee encompasses two hours of water sports rentals per room per night. Guests can also enjoy complimentary breakfast items and seasonal resort activities.

Family-Friendly Features

Family-friendly amenities include spacious rooms with options for four guests and outdoor games for children. The hotel provides fishing rods for complimentary use on the marina, enhancing family bonding time. With easy access to local attractions, families can create lasting memories together.

Highlights

Location: Sport Fishing Capital of the World

Rooms: Garden View rooms with private balconies

Event Venue: Oceanfront space for weddings and reunions

Amenities: Outdoor pools with ocean views

Family-Friendly: Spacious rooms for larger groups

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Highlights from guests

DiningBreakfast Bliss

Breakfast included made-to-order omelets! Outdoor lagoon-side seating made mornings perfect. Nearby restaurants offer diverse options.

Carlos from Spain

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Sports & FitnessWater Fun

Enjoy complimentary kayaks and paddleboards daily for exploring the clear waters, right from the beach.

Mei from China

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Room FeaturesVilla Upgrade

The villa upgrade offered a full fridge, stove, microwave, and a complete set of dishes and silverware.

Jean from France

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Guest ParkingAmple Parking

There is free and plentiful parking, including covered spots available for guests' convenience.

Hans from Netherlands

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Select your room type

The hotel provides a selection of rooms—doubles, family rooms, and suites—with perks like free cancellation, breakfast options, and great value deals

Ocean View King

2 persons

32 m²

1 King-size bed

Shower

Coffee machine

room details

Deluxe King Suite

2 persons

55 m²

1 King-size bed

Shower

Coffee machine

room details

Standard Queen Room

2 persons

29 m²

2 King Size Beds

Shower

Coffee machine

room details

Hearing impaired Ocean view Two Queen Beds

2 persons

34 m²

2 King Size Beds

Shower

Coffee machine

room details

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Amenities & services

Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking

General

No smoking on site
Free Wi-Fi
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

Yoga class
Fishing

Guest Parking

Cookware/ Kitchen utensils

Services

Housekeeping
Shops/Commercial services
Welcome drink

Dining

Snack bar

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
Live entertainment
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

Location

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

Map view

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

City landmarks

Museum

History of Diving Museum

950 m

Landmark

Windley Key Fossil Reef Geological State Park

2.3 km

Gallery

Lobster Trap Art Gift Shop and Gallery

2.2 km

Museum

Florida Keys History and Discovery Center

2.3 km

Island

Upper Matecumbe Key

2.9 km

Island

Windley Key

2.4 km

Monument

Hurricane Monument

3.1 km

Gallery

Michelle Nicole Lowe Art Gallery

2.8 km

Landmark

Keys History & Discovery Center

2.4 km

Landmark

In the Doghouse Art Studio

3.0 km

Gallery

Pasta Pantaleo Signature Gallery

3.4 km

Gallery

Gallery Morada

3.4 km

Landmark

Carysfort Reef

3.0 km

Island

Plantation Key

3.0 km

Island

Raccoon Key

3.0 km

Church

Matecumbe United Methodist Church

3.1 km

Gallery

Elena Madden Studio Gallery

3.3 km

Gallery

Portside Studio & Gallery

3.4 km

Landmark

Cheeca Rocks

3.6 km

Landmark

Indian Key State Historic Site

4.1 km

Landmark

Lignumvitae Key Botanical State Park

4.1 km

Landmark

Rain Barrel Village

5.0 km

Landmark

FNX Club by Islamorada Fitness

4.4 km

Landmark

Rain Barrel Sculpture Gallery

5.0 km

Landmark

Crossland Gallery

4.6 km

Nearby

Marina

Whale Harbor Marina

210 m

Restaurants

Wahoo's Bar and Grill

190 m

83413 Overseas Hwy

Whale Harbor Seafood Buffet

210 m

83413 Overseas Hwy

The Sand Bar

210 m

83413 Overseas Hwy

Shuck N Dive

210 m

83413 Overseas Hwy

Casa Mar Seafood

560 m

97001 Oversea Hwy Islamorada

Ziggie & Mad Dog's

910 m

83000 Overseas Hwy

Explore Islamorada

Explore the Surroundings

History of Diving Museum

12 minutes' walk

Museum showcasing diving history with artifacts and immersive exhibits. Special talks occasionally available.

Windley Key Fossil Reef Geological State Park

4-minute drive

Park featuring fossilized coral reefs, nature trails, and stunning views. Educational programs offered regularly.

Florida Keys History and Discovery Center

5-minute drive

Center that highlights the history and culture of the Florida Keys. Interactive displays engage guests of all ages.

Lobster Trap Art Gift Shop and Gallery

4-minute drive

Art gallery featuring local artisans. Unique gifts and artworks promote local culture and craftsmanship.

Snorkeling at Carysfort Reef

5-minute drive

Thrilling snorkeling adventure with vivid sea life. Tours available; reservations recommended during peak seasons.

Yoga on the Beach

0.2 km

Relaxing beach yoga sessions for all skill levels. Classes offered daily; check the schedule for times.

Bike Rentals

3-minute walk

Biking along scenic routes in Islamorada. Rentals available nearby; explore at your own pace.

Kayaking Tours

0.2 km

Guided kayaking tours available through local rental providers. Great way to see wildlife up close.

Wahoo's Bar and Grill

3 minutes' walk

Casual atmosphere serving fresh seafood. Popular for their fish tacos and craft beers.

Whale Harbor Seafood Buffet

3 minutes' walk

Buffet-style dining featuring an array of seafood and local dishes. Family-friendly with plentiful options.

Casa Mar Seafood

7 minutes' walk

Intimate seafood restaurant known for its fresh catch. Offers vegetarian options and stunning sunset views.

Shuck N Dive

3 minutes' walk

Relaxed spot serving oysters and classic Keys fare. Casual vibe makes it a favorite among locals.

Morada Bay Beach Cafe

5-minute drive

Live music venue with a relaxed beach atmosphere. Hosts weekly events, perfect for unwinding after a busy day.

Islamorada Beer Company

5-minute drive

Brewery with craft beers and local flavors. Offers tours and tastings; suitable for all ages.

Theater of the Sea

10-minute drive

Marine park featuring animal shows and exhibits. Family-friendly and educational experiences await.

Jazz Night at the Buzzard's Roost

5-minute drive

Weekly jazz nights with local musicians. Cozy vibe makes it a great spot for music lovers of all ages.

Getting around town

City Centre

Islamorada24 min · 2.0 km

Bus

Bus stop8 min · 5.3 km

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Property information and rules

Check-in

from 16:00-23:00

Check-out

from 07:00-11:00

Guest Parking

Private parking is possible on site for free.

Internet

is available in for free.

Breakfast

A full breakfast is served at the price of US$0.10 per person per day.

Children & extra beds

There are no extra beds provided in a room. There are no cots provided in a room.

Pets

Pets are allowed on request.

Year renovated:

2008

Number of rooms:

FAQs

About Chesapeake Beach Resort

What are the check-in and check-out times at Chesapeake Beach Resort?

Check-in is from 16:00 and check-out is by 11:00.

Is there a fitness center available at Chesapeake Beach Resort?

The hotel features a fitness club for guest use.

Does Chesapeake Beach Resort have any on-site dining options?

While there are no on-site restaurants, guests can find nearby dining options including Whale Harbor Seafood Buffet, Wahoo's Bar and Grill, and Shuck N Dive, all within 0.5 km.

What amenities are available in the rooms at Chesapeake Beach Resort?

Rooms include free Wi-Fi, air conditioning, a 37-inch flat-screen TV, and a small refrigerator.

What recreational facilities are offered at Chesapeake Beach Resort?

The resort features an outdoor swimming pool with ocean views and direct beach access.

What is the pet policy at Chesapeake Beach Resort?

Pets are allowed with possible additional charges.

What nearby attractions can I visit while staying at Chesapeake Beach Resort?

Nearby attractions include the History of Diving Museum (0.3 km) and Theater of the Sea (6 km).

Is parking available at Chesapeake Beach Resort?

Private parking is available on-site at no charge, but a reservation is needed.