Top Hotels Near Sunset Drive Beach in Islamorada from AU$268

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30 Dec - 31 Dec
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31 Dec - 1 Jan
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for Sunset Drive Beach hotels

2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers
The Islands of Islamorada

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe, 13.6 km from Sunset Drive Beach
9.8 out of 10, Exceptional, (70)
"Great for family vacation with kids. love it"
United States
Dixania
The price is AU$1,106
includes taxes & fees
5 Jan - 6 Jan 2026
The Islands of Islamorada
Outdoor pool, free pool cabanas
Sunset Inn

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe, 12.7 km from Sunset Drive Beach
9.4 out of 10, Exceptional, (1004)
"Clean, spacious, updated room. Great location."
United States
Kimberly
The price is AU$278
includes taxes & fees
12 Jan - 13 Jan 2026
Sunset Inn
Exterior
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
9.2 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1117)
"This place is the best kept secret "
United States
Kathleen
Lime Tree Bay Resort
Manatee Suite | Terrace/patio
Casa Morada

Casa Morada

Casa Morada
3.5 star property
Matecumbe, 12.7 km from Sunset Drive Beach
9.4 out of 10, Exceptional, (417)
"always a pleasant stay."
United States
robert
The price is AU$722
includes taxes & fees
6 Jan - 7 Jan 2026
Casa Morada
Exterior
Pines & Palms Resort

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe, 9.7 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1002)
"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."
Canada
scott
Pines & Palms Resort
Classic Room, Patio, Garden View | Terrace/patio
The Ocean View Inn & Pub

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
16.5 km from Sunset Drive Beach
9.4 out of 10, Exceptional, (10)
"Friendly service. Pleasant stay with clean accommodations and convenient location. "
United States
Jorge
The price is AU$268
includes taxes & fees
8 Jan - 9 Jan 2026
The Ocean View Inn & Pub
Exterior
Islander Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe, 12.6 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1006)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is AU$842
includes taxes & fees
9 Jan - 10 Jan 2026
Islander Resort
Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe, 14.9 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1608)
"The entire resort was wonderful."
Canada
Mat
The price is AU$383
includes taxes & fees
25 Jan - 26 Jan 2026
Chesapeake Beach Resort
Private beach, sun-loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe, 11.9 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1280)
"Fabulous waterfront, activities, and dining as well as the staff. "
Canada
David
The price is AU$541
includes taxes & fees
4 Jan - 5 Jan 2026
Cheeca Lodge & Spa
Exterior
Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
19.5 km from Sunset Drive Beach
9.4 out of 10, Exceptional, (210)
"The room was impeccable. The staff was very friendly and helpful"
United States
Kathryn
Ragged Edge Resort & Marina
Private beach, fishing
La Jolla Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe, 12.9 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (1000)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort
Exterior
Amara Cay Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe, 9.1 km from Sunset Drive Beach
8.8 out of 10, Excellent, (1271)
"Friendly staff and beautiful property !"
United States
ron
The price is AU$469
includes taxes & fees
8 Jan - 9 Jan 2026
Amara Cay Resort
Exterior
Breezy Palms Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe, 9.2 km from Sunset Drive Beach
8.8 out of 10, Excellent, (600)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is AU$336
includes taxes & fees
8 Jan - 9 Jan 2026
Breezy Palms Resort
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio
Sands of Islamorada

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe, 9.2 km from Sunset Drive Beach
8.8 out of 10, Excellent, (393)
"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
The price is AU$324
includes taxes & fees
5 Jan - 6 Jan 2026
Sands of Islamorada
Outdoor pool, pool loungers
La Siesta Resort & Villas

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe, 9.7 km from Sunset Drive Beach
8.8 out of 10, Excellent, (1002)
"Great accommodations, very peaceful setting "
United States
Susan
The price is AU$411
includes taxes & fees
6 Jan - 7 Jan 2026
La Siesta Resort & Villas
Exterior
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
16.7 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (160)
"The location was much more beautiful that the pictures. Serene location, staff was very helpful, rooms were simple yet peaceful and comfortable."
United States
Shreeprasad
The price is AU$361
includes taxes & fees
4 Jan - 5 Jan 2026
Coconut Cove Resort and Marina
Private beach, sun-loungers, beach towels, scuba diving
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
15.8 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (122)
"Beautiful chilled out hotel"
United Kingdom
Jacqueline
The price is AU$626
includes taxes & fees
6 Jan - 7 Jan 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Restaurant
Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe, 11 km from Sunset Drive Beach
8.8 out of 10, Excellent, (404)
"Beautiful stay!!!"
United States
Lakyne
The price is AU$536
includes taxes & fees
7 Jan - 8 Jan 2026
Bayside Villas by Islander Resort
25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Treasure Harbor

Treasure Harbor
3.0 star property
19.6 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (120)
"Great spot! Will be back someday hopefully. "
Canada
Diane
Treasure Harbor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
17.2 km from Sunset Drive Beach
8.8 out of 10, Excellent, (1003)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
The price is AU$288
includes taxes & fees
4 Jan - 5 Jan 2026
Drop Anchor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sunset Drive Beach Hotel Reviews

Private Beachfront Paradise

Private Beachfront Paradise

10/10 Excellent
"The place is actually better than the pictures portrays and we thought it looked great from the pictures. The host was the best! She gets an A from all of us. We flew our 30 something kids down, we drove with the dogs. 7 adults and 1 2 yr old, 2 dogs and the place had lots of room. I can’t begin to describe all the extra touches that just makes this home above and beyond. We already booked it for next year. For all of us Great Lakes lake effect snow victims, Christmas in the Keys is a nice refreshing break from all the snow and cold. If you stay here Robbie’s is less than 5 miles. Check it out first for activities. Next year, that’s what we are doing. Also, hired a photographer, he was great and very professional. I gave Ellen his contact info. I will post a couple of his pictures when he posts them."
Cheri M. 7-night trip
Posted 3 days ago
Private Beachfront Paradise

Hotels near other Sunset Drive Beach attractions

Anne's Beach by roadside in Florida Keys by Route 1 Overseas Highway, Shutterstock ID 123071230, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Bud

Anne's Beach

3.8/5 (228 reviews)
If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip to Islamorada.
See properties
3/4 of a mile paddle from islamorada. There are still ruins and one grave with historic markers from the early settlements of Indians, spanish and american ship wreckers. The island is accessible by paddling or boat.
Photo by RVOutlawz
Open Photo by RVOutlawz

Indian Key Historic State Park

You can take time to visit Indian Key Historic State Park during your travels to Islamorada. Stroll along the seaside or discover the beautiful sunsets in this relaxing area.
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Frequently asked questions

What's the area like around Sunset Drive Beach?
Sunset Drive Beach is located in Islamorada. If you're looking for a convenient place to stay, take a look at the 152 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay near Sunset Drive Beach?
Topsider Resort is one of the top choices for your stay based on our traveller data, and this condo offers a marina and a private beach. It's located 1.2 mi (1.9 km) from Sunset Drive Beach. Other good options within 5 miles include 2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL and 2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay.
How many hotels will I find near Sunset Drive Beach?
Expedia has 152 hotels and other accommodation options within a mile from Sunset Drive Beach.
If I need to cancel the hotel reservation for my stay near Sunset Drive Beach, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get the top deals on offer near Sunset Drive Beach.
What can I see and do near Sunset Drive Beach?
Explore nature at Anne's Beach and Fiesta Key. If you're looking for something to do, plan a visit to Robbie's of Islamorada, Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park while you're in the area. Spend some time checking out Bud n' Mary's Dive Center, which is 5.4 mi from Sunset Drive Beach, or make a stop by Long Key State Park, located 6.4 mi away.