Find hotels near Sunset Drive Beach, Islamorada from ￥24,657

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
This weekend
May 15 - May 17
Next weekend
May 22 - May 24

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sunset Drive Beach hotels

Private beach, white sand

Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe, 3.2 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (128 reviews)
"Great place "
United States
Taeler
The price is ￥26,479
￥29,790 total
includes taxes & fees
May 13 - May 14
Matecumbe Resort
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

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, (1,281 reviews)
"Had a great time, this location was wonderful"
United States
John
The price is ￥22,861
￥32,792 total
includes taxes & fees
May 13 - May 14
Lime Tree Bay Resort
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe, 9.1 km from Sunset Drive Beach
8.8 out of 10, Excellent, (1,280 reviews)
"Great location, clean rooms & nice staff. "
United States
Robert
The price is ￥28,235
￥43,259 total
includes taxes & fees
May 21 - May 22
Amara Cay Resort
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe, 9.2 km from Sunset Drive Beach
8.8 out of 10, Excellent, (672 reviews)
"Place was nicer inside than out. Great location."
United States
Marcos
The price is ￥19,688
￥24,657 total
includes taxes & fees
May 27 - May 28
Breezy Palms Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe, 11.9 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1,330 reviews)
"Amazing place and wonderful stay. "
United States
Danielle
The price is ￥35,809
￥51,781 total
includes taxes & fees
May 26 - May 27
Cheeca Lodge & Spa
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe, 9.7 km from Sunset Drive Beach
8.6 out of 10, Excellent, (1,009 reviews)
"This place is a sanctuary I love this hotel and with my mom and my child the best Mother’s Day ever 😍👍"
United States
Yadaris
The price is ￥26,561
￥41,339 total
includes taxes & fees
May 28 - May 29
La Siesta Resort & Villas
Oceanfront Three Bedroom Villa | Premium bedding, individually decorated, individually furnished

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe, 9.7 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1,002 reviews)
"Wonderful place to stay. Quiet, private, close to everything. We will stay again"
United States
Angelina
The price is ￥35,368
￥48,455 total
includes taxes & fees
May 13 - May 14
Pines & Palms Resort
Restaurant

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, (427 reviews)
"So laid back and friendly, exquisite food and vistas, easy place to be."
United States
Kara
The price is ￥28,789
￥42,963 total
includes taxes & fees
May 26 - May 27
Bayside Villas by Islander Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe, 14.9 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1,736 reviews)
"Great breakfast and very friendly staff "
United States
Larry
The price is ￥26,841
￥39,038 total
includes taxes & fees
May 26 - May 27
Chesapeake Beach Resort
Beach umbrellas, beach towels

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe, 9.2 km from Sunset Drive Beach
8.8 out of 10, Excellent, (409 reviews)
"The room and location were perfect for what we needed. Very clean. Very friendly emoloyees. Pool was very clean. Would stay there again if ever in area!"
United States
Tammi
The price is ￥31,438
￥37,490 total
includes taxes & fees
May 13 - May 14
Sands of Islamorada
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe, 12.4 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (1,013 reviews)
"The resort is truly a tropical paradise."
United States
TAXAID
The price is ￥29,152
￥43,406 total
includes taxes & fees
May 19 - May 20
Islander Resort
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe, 12.9 km from Sunset Drive Beach
9.0 out of 10, Wonderful, (1,008 reviews)
"Excellent stay, friendly staff and excellent location on the bayside of the Key. Great views and lots of chairs and recliners to take in the views."
United States
Joel
The price is ￥28,061
￥35,976 total
includes taxes & fees
May 20 - May 21
La Jolla Resort
Exterior

Casa Morada

Casa Morada
3.5 star property
Matecumbe, 12.7 km from Sunset Drive Beach
9.4 out of 10, Exceptional, (435 reviews)
"Great facility and staff. Excellent room and views."
United States
James
The price is ￥45,975
￥59,481 total
includes taxes & fees
Jun 10 - Jun 11
Casa Morada
On the beach, sun loungers, beach umbrellas, beach towels

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe, 13.6 km from Sunset Drive Beach
9.6 out of 10, Exceptional, (75 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
The price is ￥90,532
￥110,486 total
includes taxes & fees
May 17 - May 18
The Islands of Islamorada
View from property

Edgewater Lodge

Edgewater Lodge
2.5 star property
13.1 km from Sunset Drive Beach
8.6 out of 10, Excellent, (846 reviews)
"Immaculate view!"
United States
Ross
The price is ￥40,752
￥45,847 total
includes taxes & fees
May 18 - May 19
Edgewater Lodge
Classic Room, Patio, Garden View | Free WiFi

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
16.6 km from Sunset Drive Beach
9.2 out of 10, Wonderful, (24 reviews)
"Food was excellent and the staff was delightful. Very accommodating"
United States
Mark
The price is ￥29,951
￥33,696 total
includes taxes & fees
Jun 7 - Jun 8
The Ocean View Inn & Pub
In-room safe, individually decorated, individually furnished

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, (194 reviews)
"Clean room, friendly staff, food was great and so much to do. "
United States
Monica Jane
The price is ￥46,630
￥63,954 total
includes taxes & fees
Jun 7 - Jun 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Balcony view

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe, 13.4 km from Sunset Drive Beach
7.6 out of 10, Good, (1,017 reviews)
"Excellent and great location. Definitely would stay again."
United States
George
The price is ￥21,244
￥29,028 total
includes taxes & fees
Jun 7 - Jun 8
Hadley Resort and Marina
Exterior

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
19.5 km from Sunset Drive Beach
9.6 out of 10, Exceptional, (246 reviews)
"Nicely decorated and clean room with excellent common areas on property. Great location as well."
United States
Janet
The price is ￥31,410
￥35,336 total
includes taxes & fees
May 20 - May 21
Ragged Edge Resort & Marina
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

Drop Anchor
3.0 star property
17.2 km from Sunset Drive Beach
8.8 out of 10, Excellent, (1,003 reviews)
"Our room was comfortable and clean. The grounds and pool were really nice. The entire staff were awesome. It was really cool having the kayaks on the property. We had a great stay."
United States
ronald
The price is ￥32,898
￥42,495 total
includes taxes & fees
May 20 - May 21
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.
View all properties

Compare popular hotels close to Sunset Drive Beach

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Private beach, white sand
Matecumbe Resort
2.0 star property
9.0
Wonderful
128 reviews
View
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio
Lime Tree Bay Resort
3.5 star property
9.2
Wonderful
1,281 reviews
View
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room
Amara Cay Resort
4.0 star property
8.8
Excellent
1,280 reviews
View
Exterior
Breezy Palms Resort
2.5 star property
8.8
Excellent
672 reviews
View
Balcony
Cheeca Lodge & Spa
5.0 star property
9.2
Wonderful
1,330 reviews
View

Top Sunset Drive Beach Hotel Reviews

Private Beachfront Paradise

Private Beachfront Paradise

10/10 Excellent
"We had a wonderful stay at this home. Everything we needed for the week was there. Ellen the hostess is fantastic. Would love to stay there again"
Margaret N. 7-night trip
Posted 2 weeks 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

3.9/5 (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.
See properties

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 147 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 147 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.