Name: Chesapeake Beach Resort Islamorada
Address: Islamorada, United States
Price range: 429 USD
Rating: 8.2

1-25 out of 25

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Chesapeake Beach Resort IslamoradaResort

8.2

Great157 reviews

Map

1.2 mi from City Center236 yd from Islamorada

Offering a Jacuzzi and an outdoor swimming pool together with an a tropical garden garden, the oceanfront Chesapeake Islamorada occupies a privileged position, 25 minutes' stroll from Florida Keys History and Discovery Center.

FromUS$ 429 /nightSelect

Pines & Palms Resort IslamoradaResort

8.4

Great174 reviews

Map

2.0 mi from City Center1.3 mi from Anne s Beach

Within 28 miles of Robbie's, the 3-star Pines & Palms Resort Islamorada overlooks the courtyard and features yoga classes, entertainment activities and barbeque grills.

FromUS$ 389 /nightSelect

Postcard Inn Beach Resort & MarinaResort

8.2

Great191 reviews

The 3-star beachfront Postcard Inn Beach Resort & Marina offers renovated rooms and a swimming pool within 0.7 miles of Windley Key Fossil Reef Geological State Park.

FromUS$ 180 /nightSelect

Pelican Cove Resort & MarinaHotel

8.4

Great211 reviews

Map

2.0 mi from City Center377 yd from Windley Key Fossil Reef Geological State Park

The 3-star Pelican Cove Resort & Marina is placed around 25 minutes by foot from History of Diving Museum and has a swimming pool along with a pool bar.

FromUS$ 199 /nightSelect

Fisher Inn Resort & MarinaHotel

8.0

Great190 reviews

Windsurfing, snorkeling and diving make the 3-star Fisher Inn Resort & Marina attractive to sports enthusiasts, and set 2.7 miles from Florida Keys History and Discovery Center.

FromUS$ 261 /nightSelect

Breezy Palms ResortHotel

8.4

Great54 reviews

Map

2.4 mi from City Center1.6 mi from Anne s Beach

Located in a beach area of Islamorada, the 3-star Breezy Palms also has access to a swimming pool.

FromUS$ 143 /nightSelect

Caloosa Cove Resort - With Full KitchensHotel

8.2

Great85 reviews

Map

8.6 mi from City Center

Offering a swimming pool, the Caloosa Cove Resort - With Full Kitchens Islamorada is approximately 10 minutes' drive from Craig Key Island.

FromUS$ 377 /nightSelect

Sunset InnHotel

8.4

Great169 reviews

Map

248 yd from City Center728 yd from Upper Matecumbe Key

Carysfort Reef and Plantation Key are located 0.8 miles and 0.9 miles from the 3-star Sunset Inn respectively.

FromUS$ 143 /nightSelect

La Jolla ResortInn

8.4

Great148 reviews

Map

132 yd from City Center894 yd from Upper Matecumbe Key

Everyone will enjoy an outdoor swimming pool onsite and admire sea views offered from 17 rooms.

FromUS$ 181 /nightSelect

Matecumbe ResortAparthotel

8.4

Great43 reviews

Map

6.1 mi from City Center

Featuring 35 rooms with views of the sea, the 2-star Matecumbe Resort is set within 1.8 miles of Indian Key Historic State Park.

FromUS$ 125 /nightSelect

Drop Anchor Resort & MarinaResort

8.4

Great65 reviews

Map

2.6 mi from City Center116 yd from Windley Key

Featuring beautiful views of the courtyard, the 3-star Drop Anchor Resort & Marina Islamorada is within 2.8 miles of Florida Keys History and Discovery Center.

FromUS$ 359 /nightSelect

Coconut Cove Resort & MarinaInn

7.8

Very good16 reviews

Map

2.4 mi from City Center242 yd from Theater of the Sea on Islamorada

The 2-star Coconut Cove Resort & Marina is placed in a beach area of Islamorada, 1.9 miles from Rain Barrel Village and around 1.8 miles from History of Diving Museum.

FromUS$ 245 /nightSelect

Sands Of IslamoradaInn

8.2

Great74 reviews

Map

2.3 mi from City Center1.6 mi from Anne s Beach

Indian Key Historic State Park is 2.1 miles from the 2-star Sands Of Islamorada and Upper Matecumbe Key Island is approximately 1.8 miles away.

FromUS$ 200 /nightSelect

Ragged Edge Resort & MarinaResort

7.8

Very good26 reviews

Map

4.1 mi from City Center1.6 mi from Windley Key

Windley Key and Islamorada are located 0.7 miles and 0.9 miles from the Ragged Edge Resort & Marina respectively.

FromUS$ 340 /nightSelect

Hadley Resort And MarinaHotel

8.0

Great222 reviews

Map

521 yd from City Center613 yd from History of Diving Museum

The comfortable 3-star Hadley House is placed in a beach area of Islamorada, just 0.6 miles from Michelle Nicole Lowe Art Gallery and around 2 miles from Lignumvitae Key Botanical State Park.

FromUS$ 240 /nightSelect

The Ocean View InnHotel

8.0

Great23 reviews

Map

2.3 mi from City Center45 yd from Theater of the Sea on Islamorada

Set within 0.3 miles of Windley Key, the 3-star Ocean View Inn Islamorada offers 7 rooms and a swimming pool.

FromUS$ 253 /nightSelect

Smugglers Cove Resort And MarinaResort

8.4

Great26 reviews

Map

3.1 mi from City Center866 yd from Windley Key

Rain Barrel Village is within 1.3 miles of the 3-star Smugglers Cove Resort And Marina, while Michelle Nicole Lowe Art Gallery is about 3.5 miles away.

FromUS$ 99 /nightSelect

Anglers Reef ParadiseVilla

4 adults

2 bedrooms

3 beds

Map

2.7 mi from City Center294 yd from Windley Key

Indian Key State Historic Site is set within 4.3 miles of the Anglers Reef Paradise.

FromUS$ 382 /nightSelect

Treasure HarborHotel

Map

4.1 mi from City Center1.6 mi from Windley Key

Located within 500 feet of Rain Barrel Village, the 3-star Treasure Harbor Islamorada features 11 rooms with views of the lake.

FromUS$ 225 /nightSelect

The Islander A Guy Harvey Outpost ResortHotel

Map

580 yd from City Center509 yd from Upper Matecumbe Key

Located 0.2 miles from Lobster Trap Art Gift Shop and Gallery, the 3-star oceanfront Islander A Guy Harvey Outpost features a swimming pool and a fitness center.

FromUS$ 347 /nightSelect

Tollgate TidesVilla

Map

8.5 mi from City Center

Set approximately 5 minutes' walk from Anne's Beach, the rooms in the Tollgate Tides Islamorada have views of sea.

FromUS$ 162 /nightSelect

Plaza Del SolVilla

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7.8 mi from City Center

FromUS$ 294 /nightSelect

Two White TurtlesVilla

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8.3 mi from City Center

FromUS$ 143 /nightSelect

Executive Bay Islamorada By Sofla VacationsVilla

Map

4.7 mi from City Center2.2 mi from Windley Key

The Executive Bay Islamorada By Sofla Vacations is placed in a beach area of Islamorada, 0.4 miles from Crossland Gallery and within 1.8 miles of Windley Key Fossil Reef Geological State Park.

FromUS$ 167 /nightSelect

Sun-Kissed BlissVilla

Map

8.3 mi from City Center

This villa is a 10-minute drive from Lower Matecumbe Key and offers snorkeling and fishing services.

FromUS$ 227 /nightSelect

FAQs about cheap hotels in Islamorada

To know more about cheap hotels in Islamorada, read these 7 answers to FAQs.

What are the cheapest hotels in Islamorada downtown?

There are 3 cheap hotels to choose from. Alternatively, book Days Inn And Suites Key (rating: 6.6/10) at the cost of 368US$ per night. It's set a 10-minute walk from downtown and offers concierge service, snorkeling and water skiing on site.

What are the top budget hotels in Islamorada?

For budget-conscious travelers, Booked.net offers 3 affordable hotels. Alternatively, you may book Caloosa Cove Resort & Marina rated 8.0/10. It is also a good 3-star hotel featuring an outdoor swimming pool, cribs and shopping service. It costs 302US$ per night.

What are the top budget accommodations not far from History of Diving Museum?

For guests looking for an affordable option not far from History of Diving Museum, there are 3 properties to choose from. One of the best options is Sunset Inn rated 8.0/10 featuring an outdoor swimming pool, housekeeping service and a free private parking lot on site. It costs 209US$ per night.

What are the cheapest 4-star hotels in Islamorada?

According to Booked.net travel data, there are 3 4-star budget options to choose from. Another top budget 4-star property is Casa Morada (rating: 8.4/10) with an outdoor swimming pool, complimentary parking and free private parking. It costs 352US$ per night and is set 1300 feet from downtown.

What are the top cheap hotels offering free parking?

According to Booked.net travel data, there are 4 deals on Booked.net. Also find out Days Inn And Suites Key rated 6.6/10 with an outdoor swimming pool, snorkeling and canoeing. It costs 368US$ per night and is set a 10-minute walk from downtown.

What are the top cheap hotels in Islamorada not far from a beach?

More than 3 accommodations not far from a beach are ready to offer you an fantastic stay. Alternatively, book Days Inn And Suites Key (rating: 6.6/10) with concierge service, snorkeling and water skiing. This venue is set 5-minute walk from the beach and costs 368US$ per night. Other suitable options are Matecumbe Resort, Caloosa Cove Resort & Marina and Pelican Cove Resort & Marina.

What are the most popular budget hotels in Islamorada among families?

If you're traveling to Islamorada with your kids, Booked.net offers 4 budget deals to choose from. You may find out Pines & Palms Resort (rating: 8.4/10) at the cost of 341US$ per night. This family option is set 1.7 miles from Florida Keys History and Discovery Center and features newspaper service, windsurfing and canoeing.