Affordable Hotels in Islamorada

Compare 15 cheap hotels in Islamorada from $129/night. Top picks include oceanfront rooms, free parking & pools. Check rates now!

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Check-out
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1-15 out of 15
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8.6
Great975 total reviews
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1.2 mi from City Center231 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$ 149 /nightSelect
8.0
Great438 total reviews
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2.6 mi from City Center115 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$ 343 /nightSelect
8.8
Great1002 total reviews
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132 yd from City Center895 yd from Upper Matecumbe Key
Everyone will enjoy an outdoor swimming pool onsite and admire sea views offered from 17 rooms.
FromUS$ 181 /nightSelect
8.4
Great325 total reviews
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2.4 mi from City Center174 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
6.8
Nice777 total reviews
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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$ 147 /nightSelect
8.2
Great1783 total reviews
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2.3 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$ 142 /nightSelect
9.3
Perfect826 total reviews
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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$ 134 /nightSelect
Sunset InnHotel
8.5
Great1673 total reviews
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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$ 107 /nightSelect
7.8
Very good1057 total reviews
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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$ 192 /nightSelect
8.9
Great298 total reviews
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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$ 304 /nightSelect
9.1
Perfect180 total reviews
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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$ 339 /nightSelect
8.5
Great394 total reviews
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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
Matecumbe ResortAparthotel
8.5
Great389 total reviews
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6.1 mi from City Center1.2 mi from Robbie s
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
8.5
Great141 total reviews
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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$ 171 /nightSelect
8.2
Great355 total reviews
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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$ 226 /nightSelect

Islamorada offers budget-friendly hotels that don't compromise on the Florida Keys experience. For under $150 a night, travelers can book stays at properties like the Hadley Resort And Marina with its outdoor pool and kitchenette-equipped rooms, or the beachfront Breezy Palms Resort featuring a private beach and barbecue facilities. These accommodations are concentrated along the oceanfront, with many offering direct beach access, free WiFi, and free parking-key savings for cost-conscious visitors. Budget hotels here often include amenities like outdoor swimming pools and family rooms, making them suitable for both couples and families looking to explore the area without overspending.

Top-rated affordable options include the Pines & Palms Resort (Superb score of 93) with full kitchens and a private beach, and the Chesapeake Beach Resort (Fabulous score of 86) offering ocean-view pools and free breakfast. The Fisher Inn Resort & Marina (Good score of 78) provides kitchenettes and a boat ramp for anglers, while the Caloosa Cove Resort By Coolvacay (Fabulous score of 89) features fully equipped kitchens and an on-site restaurant. For a central location near Upper Matecumbe Key, the Sunset Inn (Fabulous score of 85) offers a garden setting and kitchenette options. Most hotels are within walking distance to landmarks like Theater of the Sea and Windley Key Fossil Reef Geological State Park, and booking in advance during peak season (December to April) helps secure the best rates.