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Samantha & Nicholas

Saturday, March 28, 2026 • Islamorada, FL

Samantha & Nicholas

Saturday, March 28, 2026 • Islamorada, FL

Accommodations

Below you'll find a selection of hotels on Islamorada that are personally curated, offering a range of options to suit nearly every budget. I hope this helps make your stay as enjoyable and convenient as possible!

Venue Accommodations

Properties associated with the wedding venue!

Islander Resort

Picture of Islander Resort
82100 Overseas Hwy, Islamorada, FL 33036, USA
(305) 664-2031

$$$ - **Please note that if you are a Florida or Georgia resident you can get a discount on your stay. There are more saving opportunities on Islander's website under the Offers tab (i.e AAA, AARP).

Website

Islander Bayside Villas

Picture of Islander Bayside Villas
81450 Overseas Hwy, Islamorada, FL 33036, USA
(305) 664-0082

$$$ - ** Sister property to Islander. Located on the gulf side of Islamorada. Consisting of multi-level villas with boat slips for larger families. ** Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool. A flat-screen TV is included in every guest townhouse of this Islamorada resort and all units have free WiFi and laundry facilities. Kitchens offer a microwave, refrigerator and an oven.

Preferred Hotels

Looking for the best experience on Islamorada? Below are hotels that are tried and true!

Cheeca Lodge & Spa

Picture of Cheeca Lodge & Spa
81801 Overseas Hwy, Islamorada, FL 33036, USA
(305) 664-4651

$$$ - Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida.

Amara Cay Resort

Picture of Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL 33036, USA
(888) 317-0889

$$ - This beachfront hotel is located in Islamorada, Florida.

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Picture of Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL 33036, USA
(855) 868-5172

$$ - Featuring a unique tropical atmosphere and located on an island in the Florida Keys this resort offers WiFi and parking to guests. A cable TV and a private bathroom are included in every guestroom. A in-room safes is also provided. Guests of Three Waters Resort and Marina Islamorada a Tribute Portfolio Resort can stop by the marina to charter a fishing trip or rent a jet ski.

Casa Morada

Picture of Casa Morada
136 Madeira Rd, Islamorada, FL 33036, USA
(770) 862-4541

$$ - Experience life at the pace it’s meant to be lived at in our own little slice of paradise; Casa Morada. Here, we prioritize relaxation and rejuvenation over the hustle and bustle of daily life.

The Islands of Islamorada

Picture of The Islands of Islamorada
82779 Old Hwy, Islamorada, FL 33036, USA
(305) 440-3255

$$$$ - Located in Islamorada, 1.1 miles from Upper Matecumbe Key, The Islands of Islamorada provides accommodations with an outdoor swimming pool, free private parking, a fitness center and a bar. Each room at the 4-star hotel has sea views, and guests can enjoy access to a private beach area and to water sports facilities. The rooms have a balcony.

Affordable Hotels

Affordable hotel options!

Sands of Islamorada Hotel & Resort

Picture of Sands of Islamorada Hotel & Resort
80051 Overseas Hwy, Islamorada, FL 33036, USA
(305) 664-2791

$ - a family-owned, oceanfront hotel located in the Florida Keys that marvels its visitors with its Old Florida vibe.

La Jolla Resort

Picture of La Jolla Resort
82216 Overseas Hwy, Islamorada, FL 33036, USA
(305) 664-9213

$ - Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodations in Islamorada, 2625 feet from Upper Matecumbe Key. Free private parking is available on site. All rooms include a flat-screen TV. Every room comes with a private bathroom fitted with a shower.

The Sunset Inn - Islamorada

Picture of The Sunset Inn - Islamorada
82200 Overseas Hwy, Islamorada, FL 33036, USA
(305) 664-3454

$ - With a dash of Floridian flair and a nostalgic throwback to a simpler time, our one-of-a-kind resort invites friends and families to make the most of island life in this Keys getaway that’s perfect for all occasions.

La Siesta Resort & Villas

Picture of La Siesta Resort & Villas
80241 Overseas Hwy, Islamorada, FL 33036, USA
(844) 207-9265

$ - Our spacious suites, colorful cottages, and show-stopping villas bring a little Latin flair and a lot of flexibility to your stay with us. For couples, families, and larger groups, our accommodations all offer idyllic Islamorada views and a host of unique resort amenities.

Holiday Inn Key Largo, an IHG Hotel

Picture of Holiday Inn Key Largo, an IHG Hotel
99701 Overseas Hwy, Key Largo, FL 33037, USA
(305) 451-2121