The Best Hotels Closest to Sunset Drive Beach in Islamorada for 2026

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Our top choices for Sunset Drive Beach hotels

A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

A spacious living area with a large island, wooden furniture, and a ceiling fan.

A beach with palm trees and a clear view of the ocean.

1. Lime Tree Bay Resort

9.2 km from Sunset Drive Beach

Chadwick

￥17,955

￥27,409 total

includes taxes & fees

Sep 7 - Sep 8

A beach with palm trees and lounge chairs.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

2. Chesapeake Beach Resort

Matecumbe, 14.9 km from Sunset Drive Beach

Suresh

￥18,102

￥29,354 total

includes taxes & fees

Sep 7 - Sep 8

A beach with palm trees, thatched-roof huts, and lounge chairs.

A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

3. Breezy Palms Resort

Matecumbe, 9.2 km from Sunset Drive Beach

Orlando

￥11,818

￥21,578 total

includes taxes & fees

Sep 6 - Sep 7

A beach with rows of sun loungers and palm trees.

A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.

Three Adirondack chairs facing a sunset over a body of water.

A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.

4. Ragged Edge Resort & Marina

19.5 km from Sunset Drive Beach

Katarzyna

￥13,590

￥15,289 total

includes taxes & fees

Sep 13 - Sep 14

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

A resort pool with palm trees, beach chairs, and umbrellas.

A beach with palm trees, a dock, and lounge chairs.

5. Amara Cay Resort

Matecumbe, 9.1 km from Sunset Drive Beach

Amy

￥22,724

￥37,249 total

includes taxes & fees

Sep 21 - Sep 22

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

A resort with thatched-roof structures, palm trees, and a sandy beach area.

A beach with palm trees, a thatched-roof hut, and lounge chairs.

A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

6. Coconut Cove Resort and Marina

16.7 km from Sunset Drive Beach

Lisa C

￥17,321

￥19,487 total

includes taxes & fees

Sep 21 - Sep 22

An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.

7. Casa Morada

Matecumbe, 12.7 km from Sunset Drive Beach

Lois

￥26,461

￥31,568 total

includes taxes & fees

Sep 7 - Sep 8

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A paved pathway leading to a beach with palm trees and a view of the ocean.

A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

A bar area with a wooden counter, bar stools, and potted plants.

8. Islander Resort

Matecumbe, 12.4 km from Sunset Drive Beach

Sonia

￥29,714

￥44,213 total

includes taxes & fees

Sep 13 - Sep 14

A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

A pool area with a white fence, a lifebuoy, and palm trees in the background.

A row of floating cottages with balconies and outdoor seating, docked along a waterway.

A kitchen with white cabinets, a microwave, a stove, and a refrigerator.

9. Treasure Harbor

19.6 km from Sunset Drive Beach

Molly

￥21,428

￥46,578 total

includes taxes & fees

Sep 3 - Sep 4

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

10. La Jolla Resort

Matecumbe, 12.9 km from Sunset Drive Beach

adrian

￥19,292

￥26,210 total

includes taxes & fees

Sep 3 - Sep 4

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

A gated entrance to a resort with palm trees and a clear sky.

A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.

11. The Islands of Islamorada

Matecumbe, 13.6 km from Sunset Drive Beach

Christian

￥55,946

￥72,889 total

includes taxes & fees

Oct 1 - Oct 2

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

A coastal resort with a beach, a swimming pool, and multiple buildings.

An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

A beach with palm trees, a clear blue sky, and a calm sea.

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

15.8 km from Sunset Drive Beach

Ana

￥29,274

￥44,619 total

includes taxes & fees

Sep 13 - Sep 14

A beachside lounge with a wooden deck, thatched roof, and tropical plants.

A bar area with a counter, stools, and potted plants.

A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

13. Bayside Villas by Islander Resort

Matecumbe, 11 km from Sunset Drive Beach

beata

￥31,278

￥45,973 total

includes taxes & fees

Sep 10 - Sep 11

A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

A beach with palm trees, a wooden pier, and beach chairs.

A beachside resort with a pool area, lounge chairs, and palm trees.

A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

14. Pines & Palms Resort

Matecumbe, 9.7 km from Sunset Drive Beach

Isabel

￥31,495

￥44,241 total

includes taxes & fees

Sep 9 - Sep 10

A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.

A bedroom with a bed, a nightstand, a chair, and a door.

A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.

15. The Ocean View Inn & Pub

16.6 km from Sunset Drive Beach

Patrice

￥29,769

￥33,489 total

includes taxes & fees

Sep 3 - Sep 4

A pier extending into clear blue water with boats docked.

An aerial view of a coastal resort with multiple buildings, a dock with boats, and a clear view of the ocean.

An aerial view of a coastal hotel with a pool, multiple buildings, and a pier extending into the water.

A beach with a thatched umbrella, lounge chairs, and a pool.

16. Edgewater Lodge

13.1 km from Sunset Drive Beach

Noemi

￥20,253

￥22,786 total

includes taxes & fees

Sep 3 - Sep 4

A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

A two-story building with a balcony, surrounded by palm trees and a sandy ground.

A beach with an American flag, palm trees, and a barbecue area.

17. Sands of Islamorada

Matecumbe, 9.2 km from Sunset Drive Beach

Virginia

￥30,760

￥36,768 total

includes taxes & fees

Oct 1 - Oct 2

A beachside patio with white furniture, palm trees, and a thatched umbrella.

A pool area with lounge chairs and a sign indicating a drop-off zone.

A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

A beach with palm trees, a thatched umbrella, and lounge chairs.

18. Drop Anchor

17.2 km from Sunset Drive Beach

Marianela

￥19,297

￥27,315 total

includes taxes & fees

Sep 3 - Sep 4

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.

Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

19. Fisher Inn Resort & Marina

17 km from Sunset Drive Beach

MARC

￥19,055

￥26,651 total

includes taxes & fees

Sep 17 - Sep 18

A beachfront property with a white balcony, palm trees, and a sandy beach.

A pool area with lounge chairs, a wooden deck, and a view of the ocean.

A hotel room with a bed, a nightstand with a lamp, a microwave, and a refrigerator.

A coastal hotel with a pool, parked cars, and a view of the ocean.

20. Conch Key Fishing Lodge and Marina

17.6 km from Sunset Drive Beach

Silvia

￥14,832

￥16,686 total

includes taxes & fees

Sep 10 - Sep 11

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Compare popular hotels close to Sunset Drive Beach

Property	Star rating	Guest rating
Lime Tree Bay Resort	9.4 Exceptional 1,479 reviews	View
Chesapeake Beach Resort	9.2 Wonderful 1,773 reviews	View
Breezy Palms Resort	8.8 Excellent 737 reviews	View
Ragged Edge Resort & Marina	9.6 Exceptional 266 reviews	View
Amara Cay Resort	8.8 Excellent 1,307 reviews	View

Top Sunset Drive Beach Hotel Reviews

Caloosa Cove Resort by CoolVacay

10/10 Excellent

"."

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two

8/10 Good

"Pros: The unit was very spacious. Kitchen was fully equipped. View from balcony was very nice. Cons: the floors on the porch & inside the unit were not clean on arrival. The door to toilet in Master bathroom was off the track and did not close & although we did bring it to the attention of management it was not addressed. There was only 1 beach Chair for our party of 4."

Private Beachfront Paradise

8/10 Good

"Was missing a bed that was pictured."

Islamorada Boaters Paradise with 70' Dock and private beach access..

8/10 Good

"The 70’ dock is not all accessible because of owners 27’ sea hunt and a broken jet ski lift had 2 boats a 22’ pontoon and an 18’ flats boat had to tie the flats to the pontoon no big deal just don’t plan on 2 24’ bay boats would be very tight other then that everything was great"

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

10/10 Excellent

"Really nice place, a few maintenance issues but nothing major."

Flip-Flops & Sunshine: Islamorada Studio Escape

10/10 Excellent

"Super friendly and helpful staff. Located on the waterfront with an amazing pool. Check in was a breeze and the staff was amazing. We'll definitely stay here again in the future."

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

8/10 Good

"Great views and location. Pool was nice and clean. If your looking for beach access your out of luck but we sat at waters edge in chairs and it was great. Good value."

3 Bedroom Islamorada Condo w/ 30' Boat Slip & Ocean Views!

10/10 Excellent

"Perfect location and very spacious for families. Close access to reefs and fishing spots. Fully stocked kitchen to make meals at home and close distance to good restaurants."

AQUAMARINE OCEANVIEW+””SPECIAL RATES””+ DOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!!!

8/10 Good

"We enjoyed our stay and would consider returning to this property in the future. The condo community was quiet, well maintained, and provided a relaxing atmosphere.A few items for future guests and the owner to note:The unit was somewhat undersupplied. We were not provided with extra trash bags, laundry detergent, or other basic consumables that are commonly available in vacation rentals.The thermostat was restricted to 72 degrees, and the bedrooms tended to become warm overnight, which affected sleeping comfort.The bed linens had an unpleasant odor upon arrival. We ended up washing the sheets ourselves on the second night, which resolved the issue.Overall, we had a pleasant stay and appreciate the opportunity to visit."

Other attractions near Sunset Drive Beach

A sandy beach with green vegetation and a calm sea.

Anne's Beach

7.8/10 (597 reviews)

If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.

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A mangrove tree with roots in shallow water.

Indian Key Historic State Park

8.4/10 (55 reviews)

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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A marina with boats docked, a motel, and a cafe.

Bud n' Mary's Dive Center

8.8/10 (504 reviews)

Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this family-friendly area.

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A coastal landscape with dense green vegetation and trees framing a calm sea.

Long Key State Park

8.6/10 (376 reviews)

You can take time to visit Long Key State Park during your travels to Long Key. Wander the beautiful beaches or discover the beautiful sunsets in this relaxing area.

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Robbie’s of Islamorada

8.4/10 (15 reviews)

Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.

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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, check out the 159 hotels and other accommodations you'll find within a mile.

What's the best place to stay near Sunset Drive Beach?

Caloosa Cove Resort by CoolVacay is one of the top choices for your stay based on our traveler data, and this condo offers a marina and a restaurant. It's located 0.5 mi (0.8 km) from Sunset Drive Beach.

How many hotels are there near Sunset Drive Beach?

Expedia has 159 hotels and other accommodations 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 most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Add your dates and click on "Search", then filter by "fully refundable" to review the top deals on offer near Sunset Drive Beach.

Where can I learn more about changing or cancelling my trip in the area near Sunset Drive Beach?

For more details about updating your stay near Sunset Drive Beach or cancelling it, head over to our customer service page.

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, San Pedro Underwater Archaeological Preserve State Park, and Indian Key Historic State Park while you're in the area. Spend some time checking out Bud n' Mary's Dive Center, which is 5.4 mi (8.8 km) from Sunset Drive Beach, or make a stop by Long Key State Park, located 6.4 mi (10.3 km) away.

Find hotels near Sunset Drive Beach, Islamorada from ￥15,289

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Property class

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Our top choices for Sunset Drive Beach hotels

1. Lime Tree Bay Resort

2. Chesapeake Beach Resort

3. Breezy Palms Resort

4. Ragged Edge Resort & Marina

5. Amara Cay Resort

6. Coconut Cove Resort and Marina

7. Casa Morada

8. Islander Resort

9. Treasure Harbor

10. La Jolla Resort

11. The Islands of Islamorada

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

13. Bayside Villas by Islander Resort

14. Pines & Palms Resort

15. The Ocean View Inn & Pub

16. Edgewater Lodge

17. Sands of Islamorada

18. Drop Anchor

19. Fisher Inn Resort & Marina

20. Conch Key Fishing Lodge and Marina

Compare popular hotels close to Sunset Drive Beach

Top Sunset Drive Beach Hotel Reviews

Caloosa Cove Resort by CoolVacay

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two

Private Beachfront Paradise

Islamorada Boaters Paradise with 70' Dock and private beach access..

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Flip-Flops & Sunshine: Islamorada Studio Escape

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

3 Bedroom Islamorada Condo w/ 30' Boat Slip & Ocean Views!

AQUAMARINE OCEANVIEW+””SPECIAL RATES””+ DOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!!!

Other attractions near Sunset Drive Beach

Anne's Beach

Indian Key Historic State Park

Bud n' Mary's Dive Center

Long Key State Park

Robbie’s of Islamorada

Frequently asked questions