Top Hotels Near Sunset Drive Beach in Islamorada from NZ$333

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23 Dec - 24 Dec
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24 Dec - 25 Dec
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2 Jan - 4 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 NZ$1,277
includes taxes & fees
5 Jan - 6 Jan 2026
The Islands of Islamorada
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, (1109)
"Great place "
United States
Oscar
Lime Tree Bay Resort
Beach nearby, white sand, sun-loungers, beach umbrellas
Casa Morada

Casa Morada

Casa Morada
3.5 star property
Matecumbe, 12.7 km from Sunset Drive Beach
9.4 out of 10, Exceptional, (415)
"always a pleasant stay."
United States
robert
The price is NZ$712
includes taxes & fees
24 Dec - 25 Dec
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, (1001)
"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."
Canada
scott
Pines & Palms Resort
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, (1002)
"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 NZ$972
includes taxes & fees
9 Jan - 10 Jan 2026
Islander 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, (9)
"Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. "
United States
Rick
The price is NZ$402
includes taxes & fees
4 Jan - 5 Jan 2026
The Ocean View Inn & Pub
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, (1601)
"The entire resort was wonderful."
Canada
Mat
The price is NZ$413
includes taxes & fees
6 Jan - 7 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, (1278)
"Fabulous waterfront, activities, and dining as well as the staff. "
Canada
David
The price is NZ$870
includes taxes & fees
4 Jan - 5 Jan 2026
Cheeca Lodge & Spa
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, (1003)
"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, (1267)
"Friendly staff and beautiful property !"
United States
ron
The price is NZ$531
includes taxes & fees
6 Jan - 7 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, (590)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "
United States
Terry
The price is NZ$405
includes taxes & fees
11 Jan - 12 Jan 2026
Breezy Palms Resort
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, (1001)
"Great stay and beautiful space"
United States
Amir
The price is NZ$459
includes taxes & fees
8 Jan - 9 Jan 2026
La Siesta Resort & Villas
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, (392)
"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
The price is NZ$375
includes taxes & fees
5 Jan - 6 Jan 2026
Sands of Islamorada
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, (154)
"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
United States
Elaysi
The price is NZ$400
includes taxes & fees
7 Jan - 8 Jan 2026
Coconut Cove Resort and Marina
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, (401)
"Beautiful stay!!!"
United States
Lakyne
The price is NZ$658
includes taxes & fees
7 Jan - 8 Jan 2026
Bayside Villas by Islander Resort
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, (119)
"Beautiful place to stay"
United States
Jonathan
The price is NZ$707
includes taxes & fees
4 Jan - 5 Jan 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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, (117)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
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, (1000)
"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 NZ$333
includes taxes & fees
4 Jan - 5 Jan 2026
Drop Anchor
View from property
Edgewater Lodge

Edgewater Lodge

Edgewater Lodge
2.5 star property
13.1 km from Sunset Drive Beach
8.6 out of 10, Excellent, (801)
"Room was clean. Bathroom was modern. Beds are soft, but comfortable. Check-in was efficient. Beach access was disappointing as there was no direct access from our room. Priced affordably."
United States
Lisa Marie
The price is NZ$470
includes taxes & fees
5 Jan - 6 Jan 2026
Edgewater Lodge
Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
17 km from Sunset Drive Beach
8.2 out of 10, Very good, (1010)
"We enjoyed are stay at Fisher Inn, room was clean and updated. The paddle board use was a nice perk! "
United States
Magaly
The price is NZ$371
includes taxes & fees
5 Jan - 6 Jan 2026
Fisher Inn Resort & Marina
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

BeachFront Paradise/By The Glam Homes

BeachFront Paradise/By The Glam Homes

10/10 Excellent
"The host, Aaron, was fantastic from the moment I booked this trip until after I left. The house/property exceeded my expectations. It was clean, beautiful and worked perfectly for my family. "
Phillip D. 6-night trip
Posted 1 month ago
BeachFront Paradise/By The Glam Homes

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 151 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. Another good option is 2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay, located 1.2 mi (1.9 km) away.
How many hotels will I find near Sunset Drive Beach?
Expedia has 151 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.