From US$ 149 night

Chesapeake Beach Resort Islamorada

83409 Overseas Highway

Check-in:

—

Guests

2 guests

Get the real-time pricing and room options for your dates.

8.6

Guest-rated on

+ 98

From US$ 149 night

Sep 18 — Sep 19

Home

Chesapeake Beach Resort Islamorada

Type: Resort

Check-in: 16:00-23:00

Check-out: 07:00-11:00

Overview

Private beach

Beach access

Beachfront

Pool with view

Live entertainment

The 3-star Chesapeake Beach Resort Islamorada offers air-conditioned rooms about a 10-minute walk from Wilson Key. Located 4.1 km from Indian Key State Historic Site, the hotel offers views of the beach and a swimming pool.

Location

This Islamorada resort is nestled 25 minutes on foot from Windley Key Fossil Reef Geological State Park and just moments from Whale Harbor Marina. Cultural sights in the area include Hurricane Monument, which is 3.1 km away.

Nearby Attractions

Shopping enthusiasts will enjoy being 30 minutes on foot from Lobster Trap Art Gift Shop and Gallery.

Rooms

The Chesapeake Islamorada offers 45 rooms with a small refrigerator, and such modern conveniences as a flat-screen TV with satellite channels. Climate control are featured for guests' comfort. A wardrobe are featured in separate bedrooms. Make sure to use hair dryers and bath sheets offered in the private bathrooms with a walk-in shower and a separate toilet.

Dining

Wahoo's Bar and Grill Restaurant is right around the corner from the Chesapeake.

Relax & Wellness

The property has a private beach area with free Wi-Fi access and towels. This oceanfront hotel offers yoga instruction and bicycles as well as snorkelling, kayaking, and fishing to ensure guests' active pastime.

Rooms & Availability

Premium Ocean View King Villa

7 max

Villa

Sea view

Premium 1-Bedroom Ocean View Villa

11 max

Villa

Sea view

Two-Bedroom Villa

11 max

Villa

Garden view

Standard Queen Room

4 max

Double

29 m² 312 ft²

Garden view

Deluxe Queen Suite

6 max

Suite

55 m² 592 ft²

Sea view

Pool view

Hearing impaired Ocean view Two Queen Beds

4 max

Double

34 m² 366 ft²

Sea view

Pool view

Amenities

Services

Housekeeping
Shops/Commercial services
Welcome drink

Dining

Cookware/ Kitchen utensils
Snack bar

Spa & Leisure

Heated swimming pool
Outdoor swimming pool
Beach access
Sun loungers
Live entertainment
Pool with view
Shallow end

Tourist attractions in Islamorada

Local sights

2 km 1.2 mi City Centre
211 m 694 ft Islamorada
2.9 km 1.8 mi Upper Matecumbe Key
1.7 km 1 mi Theater of the Sea on Islamorada
2.3 km 1.4 mi Windley Key
1.2 km 0.7 mi Windley Key Fossil Reef Geological State Park

Getting around

65.6 km 40.8 mi AFB Airport
27 km 16.8 mi Port Largo Airport
50 km 31.1 mi Marathon Flight Strip Airport
55.1 km 34.2 mi Ocean Reef Airport
81.2 km 50.4 mi Tamiami Airport

Dining options

110 m 361 ft Whale Harbor Seafood Buffet
110 m 361 ft The Sand Bar
110 m 361 ft Shuck N Dive
160 m 525 ft Wahoo's Bar and Grill
530 m 1739 ft Casa Mar Seafood
860 m 2822 ft Ziggie & Mad Dog's

Frequently Asked Questions

"Does Chesapeake Beach Resort have a private beach?"

Yes, the private beach area opens directly to the ocean, providing swimmable water and space for sunbathing. Guests can access free beach chairs, umbrellas, and kayaks for water activities.

"What pool facilities are available on-site at Chesapeake Beach Resort?"

The property features two outdoor pools with heated water, fenced around for safety, and a shallow end. Both pools offer pool/beach towels and umbrellas for shade.

"What dining options does the restaurant offer near Chesapeake Beach Resort?"

Nearby restaurants include bars and pubs within walking distance, offering pasta, salads, pizza, and seafood such as fish and shark dishes.

"What services does the staff provide at Chesapeake Beach Resort?"

The staff offers daily housekeeping, baggage storage, concierge services, and private check-in/out options. They are also available to assist with specific requests through direct communication.

"Are there any water sports facilities available on site at Chesapeake Beach Resort?"

Yes, the resort provides free use of kayaks, stand-up paddleboards, and fishing gear, weather permitting, for guest outdoor activities.

"What is the target audience for Chesapeake Beach Resort?"

The resort is suitable for families pursuing relaxation, couples planning beach weddings, and leisure travelers interested in outdoor activities and scenic views.

"Does Chesapeake Beach Resort offer room features like kitchenettes?"

Selected rooms are equipped with a mini refrigerator, microwave, and coffee maker, but do not include stoves. Some rooms have kitchenettes for light cooking.

"What type of breakfast is included at Chesapeake Beach Resort?"

The complimentary breakfast includes coffee, juices, fresh fruit, yogurt, boiled eggs, breads, sweets, and made-to-order omelets or pancakes.

"Is there parking or boat docking available at Chesapeake Beach Resort?"

Private parking is available on-site free of charge with reservation. Boat trailer parking and docking can be arranged for a fee of $60 per day.

"Can I check in early at Chesapeake Beach Resort and use the facilities?"

Early check-in depends on availability. Guests can access the pools, beach area, and restrooms at any time, with bathrooms provided until rooms are ready.