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Islamorada Flight + Hotel packages

Islamorada Hotels

See all 149 Hotels in Islamorada
Days Inn Islamorada Oceanfront Resort

Days Inn Islamorada Oceanfront Resort

82749 Overseas Hwy, Islamorada
2.0 out of 5.0
2.8 out of 5 (12 reviews)

Nestled on the beach, this Islamorada hotel is within 1 mi (2 km) of History of Diving Museum and Matecumbe United Methodist Church. Windley Key Fossil Reef ...

$84

$84
Pelican Cove Resort & Marina

Pelican Cove Resort & Marina

84457 Overseas Highway, Islamorada
3.0 out of 5.0
3.9 out of 5 (70 reviews)

Nestled on the beach, this Islamorada apartment is within a 15-minute walk of Theater of the Sea and Windley Key Fossil Reef Geological State Park. History of ...

$166

$166
Lime Tree Bay Resort

Lime Tree Bay Resort

68500 Overseas Hwy, Long Key
3.5 out of 5.0
3.8 out of 5 (23 reviews)

This waterfront resort sits on 1/4 mile of tropical waterfront in the heart of the Florida Keys. Close to Long Key State Park and Dolphin Research Center.

$109

$109
La Siesta Resort & Marina

La Siesta Resort & Marina

80241 Overseas Highway, Islamorada
3.0 out of 5.0
3.7 out of 5 (28 reviews)

This all suites resort with 2 marinas and 6-acres of ocean front is the premier destination for a family vacation in the Florida Keys. We are located in the ...

$155

$155
Islander Resort, a Guy Harvey Outpost

Islander Resort, a Guy Harvey Outpost

82100 Overseas Highway, Islamorada
3.0 out of 5.0
3.9 out of 5 (72 reviews)

Nestled on the beach, this Islamorada resort is within a 15-minute walk of Matecumbe United Methodist Church and Hurricane Monument. Windley Key Fossil Reef ...

$159

$159
Postcard Inn Beach Resort & Marina

Postcard Inn Beach Resort & Marina

84001 Overseas Hwy, Islamorada
3.0 out of 5.0
3.7 out of 5 (117 reviews)

Postcard Inn Beach Resort & Marina sits directly on a private beach in Islamorada, a 30-minute drive from Key Largo. Guests can walk 5 minutes to Theater of ...

$165

$165
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
3.5 out of 5.0
4.0 out of 5 (22 reviews)

Nestled on the beach, this Islamorada hotel is within 2 mi (3 km) of Bud n' Mary's Dive Center, Hurricane Monument, and Matecumbe United Methodist Church. Lignumvitae ...

$165

$165
Pines & Palms Resort

Pines & Palms Resort

80401 Old Hwy, Islamorada
3.0 out of 5.0
4.5 out of 5 (2 reviews)

Nestled on the beach, this Islamorada resort is within 1 mi (2 km) of Bud n' Mary's Dive Center and Hurricane Monument. Matecumbe United Methodist Church and ...

$119

$119
Drop Anchor Resort and Marina

Drop Anchor Resort and Marina

84959 Overseas Highway, 222, Islamorada
3.0 out of 5.0
4.4 out of 5 (13 reviews)

Situated in Islamorada, this beach hotel is within a 10-minute walk of Windley Key Fossil Reef Geological State Park and Theater of the Sea. Founders Park and ...

$129

$129
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Islamorada
4.0 out of 5.0
4.4 out of 5 (85 reviews)

Located on Upper Matecumbe Key, Islamorada, Cheeca Lodge & Spa is less than a mile from the Hurricane Monument. It's a 2-minute drive to the History of Diving ...

$149

$149
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* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.