The Best Hotels Closest to Sunset Drive Beach in Islamorada - 2026 Updated Prices

Our top choices for Sunset Drive Beach hotels

Lime Tree Bay Resort

5.7 mi from Sunset Drive Beach

John

includes taxes & fees

3 Jun - 4 Jun

Breezy Palms Resort

Matecumbe, 5.7 mi from Sunset Drive Beach

Teresa

includes taxes & fees

14 Jun - 15 Jun

Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Matecumbe, 5.6 mi from Sunset Drive Beach

Jignesh

includes taxes & fees

9 Jun - 10 Jun

Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

La Siesta Resort & Villas

Matecumbe, 6 mi from Sunset Drive Beach

Yadaris

includes taxes & fees

14 Jun - 15 Jun

Cheeca Lodge & Spa

Matecumbe, 7.4 mi from Sunset Drive Beach

Danielle

includes taxes & fees

14 Jun - 15 Jun

Sands of Islamorada

Matecumbe, 5.7 mi from Sunset Drive Beach

Virginia

includes taxes & fees

1 Jun - 2 Jun

Bayside Villas by Islander Resort

Matecumbe, 6.8 mi from Sunset Drive Beach

Sarah

includes taxes & fees

14 Jun - 15 Jun

Sunset Inn

Matecumbe, 7.9 mi from Sunset Drive Beach

Adam

includes taxes & fees

17 Jun - 18 Jun

Islander Resort

Matecumbe, 7.7 mi from Sunset Drive Beach

TAXAID

includes taxes & fees

23 Jun - 24 Jun

Oceanfront Three Bedroom Villa | Premium bedding, individually decorated, individually furnished

Pines & Palms Resort

Matecumbe, 6.1 mi from Sunset Drive Beach

Angelina

includes taxes & fees

2 Jun - 3 Jun

Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

Matecumbe, 9.3 mi from Sunset Drive Beach

Patrick

includes taxes & fees

3 Jun - 4 Jun

House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

La Jolla Resort

Matecumbe, 8 mi from Sunset Drive Beach

adrian

includes taxes & fees

4 Jun - 5 Jun

Casa Morada

Matecumbe, 7.9 mi from Sunset Drive Beach

Pete

includes taxes & fees

1 Jun - 2 Jun

Edgewater Lodge

8.1 mi from Sunset Drive Beach

Ross

includes taxes & fees

4 Jun - 5 Jun

Classic Room, Patio, Garden View | Free WiFi

The Ocean View Inn & Pub

10.3 mi from Sunset Drive Beach

Mark

includes taxes & fees

7 Jun - 8 Jun

In-room safe, individually decorated, individually furnished

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

9.8 mi from Sunset Drive Beach

Monica Jane

includes taxes & fees

9 Jun - 10 Jun

Hadley Resort and Marina

Matecumbe, 8.3 mi from Sunset Drive Beach

George

includes taxes & fees

15 Jun - 16 Jun

Ragged Edge Resort & Marina

12.1 mi from Sunset Drive Beach

Lauren

includes taxes & fees

1 Jun - 2 Jun

Conch Key Fishing Lodge and Marina

10.9 mi from Sunset Drive Beach

Olga L.

includes taxes & fees

3 Jun - 4 Jun

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

10.7 mi from Sunset Drive Beach

ronald

includes taxes & fees

2 Jun - 3 Jun

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Compare popular hotels close to Sunset Drive Beach

Property	Property class	Guest rating
Lime Tree Bay Resort	3.5 star property	9.2 Wonderful 1,291 reviews	View
Breezy Palms Resort	2.5 star property	8.8 Excellent 686 reviews	View
Amara Cay Resort	4.0 star property	8.8 Excellent 1,285 reviews	View
La Siesta Resort & Villas	4.0 star property	8.6 Excellent 1,000 reviews	View
Cheeca Lodge & Spa	5.0 star property	9.2 Wonderful 1,311 reviews	View

Top Sunset Drive Beach Hotel Reviews

Caloosa Cove Resort by CoolVacay

10/10 Excellent

"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."

Private Beachfront Paradise

10/10 Excellent

"The overall property is amazing. The house, the pool, and the beach have all that you need to have a comfortable and relaxing vacation. The location was within an easy ten minute drive to most of the food, shopping, and excursion options within Islamorada. I would recommend staying here as it has direct beach and water access where you will see a myriad of birds and sea life. We went paddle boarding and saw turtles, sharks, lobsters, dolphins, and all sorts of beautiful fish. The natural beach has a wonderful view of the sunrise. The pool is conveniently located under the shade during the hottest part of the day and the house has all the amenities for a relaxing and fun sojourn. There was plenty of space for our group to gather, socialize, and also have space to have private time."

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

10/10 Excellent

"The property was very nice, with the listing being very accurate. Furniture is nice, new and clean, the kitchen is well stocked and the view was quite nice. The property manager was very communicative and helpful before and during the stay."

Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK

10/10 Excellent

"This condo is located perfectly for activities in Islamorada. Whether you would like to fish, dive, or sight see, this location is premium! Not far from well-known places such as Cheeca Lodge, Lorelei, Papa Joes and Lazy Days restaurants, and World Wide Sportsman.It is a spacious 3 bedroom 2.5 bath home away from home. It has been recently upgraded and is well appointed. There is a boat slip available if you have your own boat and want to bring it to the condo. (Check with the owner for availability, cost, and any size concerns.)This condo comes with a preferred parking spot under cover in the shade. The community pool is large and welcoming. Our fishing group of 3, and then 2 later in the week, enjoyed it very much. Plenty of privacy, room, and nice amenities including a washer and dryer. We will be back."

Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access

10/10 Excellent

"Pool and beach area were great. Great value for our family of six. I would stay here again. It was wonderful being able to book 6 nights as opposed to 7 given the Easter holiday and needing to return home. "

AQUAMARINE OCEANVIEW “FLASH SALE 5/1-5/10/25+DOCK+POOL+GYM+”150” 5 STAR REVIEWS!

10/10 Excellent

"We had a wonderful stay at Lenore’s Aquamarine condo. We had a couple of issues and Lenore’s communication couldn’t have been better. She had great recommendations for the area and was very responsive to everything. We really enjoyed the pool area and sitting on the screened porch in the mornings and in the evenings. Thank you for a great stay!"

Hotels near other Sunset Drive Beach attractions

Anne's Beach

3.9/5 (597 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.

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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 147 hotels and other accommodation options you'll find within a mile.

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

Caloosa Cove Resort by CoolVacay is one of the top choices for your stay based on our traveller 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 will I find near Sunset Drive Beach?

Expedia has 147 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, 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 from Sunset Drive Beach, or make a stop by Long Key State Park, located 6.4 mi away.

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Our top choices for Sunset Drive Beach hotels

Lime Tree Bay Resort

Breezy Palms Resort

Amara Cay Resort

La Siesta Resort & Villas

Cheeca Lodge & Spa

Sands of Islamorada

Bayside Villas by Islander Resort

Sunset Inn

Islander Resort

Pines & Palms Resort

Chesapeake Beach Resort

La Jolla Resort

Casa Morada

Edgewater Lodge

The Ocean View Inn & Pub

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

Hadley Resort and Marina

Ragged Edge Resort & Marina

Conch Key Fishing Lodge and Marina

Drop Anchor

Compare popular hotels close to Sunset Drive Beach

Top Sunset Drive Beach Hotel Reviews

Caloosa Cove Resort by CoolVacay

Hotels near other Sunset Drive Beach attractions

Anne's Beach

Frequently asked questions