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Sep 18 - Sep 19
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Sep 19 - Sep 20
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Sep 18 - Sep 20
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Sep 25 - Sep 27

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Our top choices for Sunset Drive Beach hotels

1. Lime Tree Bay Resort

Lime Tree Bay Resort
9.2 km from Sunset Drive Beach
United States
Chadwick
CA $150
CA $232 total
includes taxes & fees
Oct 7 - Oct 8
Lime Tree Bay Resort

2. La Jolla Resort

La Jolla Resort
Matecumbe, 12.9 km from Sunset Drive Beach
United States
Tamara
CA $141
CA $198 total
includes taxes & fees
Sep 28 - Sep 29
La Jolla Resort

3. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe, 14.9 km from Sunset Drive Beach
United States
Suresh
CA $200
CA $304 total
includes taxes & fees
Sep 29 - Sep 30
Chesapeake Beach Resort

4. Breezy Palms Resort

Breezy Palms Resort
Matecumbe, 9.2 km from Sunset Drive Beach
United States
Lourdes
CA $103
CA $139 total
includes taxes & fees
Sep 30 - Oct 1
Breezy Palms Resort

5. Casa Morada

Casa Morada
Matecumbe, 12.7 km from Sunset Drive Beach
United States
Lois
CA $219
CA $262 total
includes taxes & fees
Oct 19 - Oct 20
Casa Morada

6. Treasure Harbor

Treasure Harbor
19.6 km from Sunset Drive Beach
Canada
Molly
CA $162
CA $379 total
includes taxes & fees
Oct 1 - Oct 2
Treasure Harbor

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe, 11.9 km from Sunset Drive Beach
United States
RAIBEL
CA $194
CA $320 total
includes taxes & fees
Sep 24 - Sep 25
Cheeca Lodge & Spa

8. Islander Resort

Islander Resort
Matecumbe, 12.4 km from Sunset Drive Beach
United States
John
CA $268
CA $396 total
includes taxes & fees
Sep 29 - Sep 30
Islander Resort

9. Edgewater Lodge

Edgewater Lodge
13.1 km from Sunset Drive Beach
United States
Yudisley
CA $188
CA $211 total
includes taxes & fees
Sep 21 - Sep 22
Edgewater Lodge

10. Pines & Palms Resort

Pines & Palms Resort
Matecumbe, 9.7 km from Sunset Drive Beach
United States
Stephen
CA $276
CA $387 total
includes taxes & fees
Sep 23 - Sep 24
Pines & Palms Resort

11. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
16.7 km from Sunset Drive Beach
United States
Hailey Ritch and Patrick
CA $208
CA $234 total
includes taxes & fees
Sep 29 - Sep 30
Coconut Cove Resort and Marina

12. Sands of Islamorada

Sands of Islamorada
Matecumbe, 9.2 km from Sunset Drive Beach
United States
Virginia
CA $269
CA $321 total
includes taxes & fees
Oct 18 - Oct 19
Sands of Islamorada

13. Drop Anchor

Drop Anchor
17.2 km from Sunset Drive Beach
United States
Marianela
CA $167
CA $237 total
includes taxes & fees
Sep 21 - Sep 22
Drop Anchor

14. Conch Key Fishing Lodge and Marina

Conch Key Fishing Lodge and Marina
17.6 km from Sunset Drive Beach
United States
Eduardo
CA $138
CA $155 total
includes taxes & fees
Sep 21 - Sep 22
Conch Key Fishing Lodge and Marina

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
15.8 km from Sunset Drive Beach
Canada
Eslita
CA $279
CA $416 total
includes taxes & fees
Sep 29 - Sep 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

16. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
17 km from Sunset Drive Beach
United States
Alexandra
CA $153
CA $218 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

17. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe, 11 km from Sunset Drive Beach
United States
beata
CA $310
CA $444 total
includes taxes & fees
Sep 28 - Sep 29
Bayside Villas by Islander Resort

18. Hawks Cay Resort

Hawks Cay Resort
20.1 km from Sunset Drive Beach
United States
Katherine
CA $259
CA $399 total
includes taxes & fees
Oct 4 - Oct 5
Hawks Cay Resort

19. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe, 13.4 km from Sunset Drive Beach
United States
Pang
CA $165
CA $232 total
includes taxes & fees
Sep 28 - Sep 29
Hadley Resort and Marina

20. Village at Hawks Cay Villas by KeysCaribbean

Village at Hawks Cay Villas by KeysCaribbean
20.4 km from Sunset Drive Beach
United States
APRIL
CA $277
CA $776 total
includes taxes & fees
Sep 29 - Sep 30
Village at Hawks Cay Villas by KeysCaribbean
View all properties

Compare popular hotels close to Sunset Drive Beach

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio
Lime Tree Bay Resort
9.4
Exceptional
1,495 reviews
View
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai
La Jolla Resort
9.2
Wonderful
1,001 reviews
View
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
9.2
Wonderful
1,777 reviews
View
Exterior
Breezy Palms Resort
8.8
Excellent
748 reviews
View
Exterior
Casa Morada
9.4
Exceptional
457 reviews
View

Top Sunset Drive Beach Hotel Reviews

ISLAMORADA WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CONTACT OWNER

ISLAMORADA WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CONTACT OWNER

10/10 Excellent
"The house was exactly as described and was an awesome home base location for our family’s Florida Keys vacation! We brought our boat and the dock was perfect with lights, power, and water located right on the dock. The home was very spacious and we really enjoyed the huge screened porch with string lights in the evening to gather and unwind after a busy day. The beds were comfortable and the home was very clean and definitely had a Florida keys vibe. We enjoyed many species of fish and manatee sightings from the dock. Chis was very accommodating and easily reachable with any questions. Our family really enjoyed this rental and would recommend it for anyone seeking a low key Florida Keys getaway!"
Susan C. 7-night trip
Posted 6 days ago
ISLAMORADA WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CONTACT OWNER
Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two

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

10/10 Excellent
"Our stay in Islamorada was wonderful. We paid extra for an early check in at 2pm which was worth it to be able to get in and get organized early. Each room was spacious and had towels, basic toiletries, hair dryer. There were plenty of extra beach towels as well. The dining table was large enough to seat 10 people. We had family over for dinner a couple nights which was really nice. The kitchen is large with keurig machine. Be sure to buy keurig coffee pods at the grocery store. There are some provided for first couple days. There is no ice machine so we just kept making ice and dumping it in a bowl to keep in freezer. The view was really nice overlooking the ocean. We highly recommend staying here. Check in and check out were effortless. No chores to do before leaving, just have to lock up. Also, it was very easy to communicate with someone. We couldn’t find the laundry pods and i texted the number given and got an immediate response. There is also a pool and grills available. We used the pool but did not grill. You won’t be disappointed staying here."
Marcy P. 7-night trip
Posted 12 days ago
Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
Private Beachfront Paradise

Private Beachfront Paradise

8/10 Good
"Was missing a bed that was pictured."
Jeff S. 6-night trip
Posted 2 months ago
Private Beachfront Paradise
Islamorada Boaters Paradise with 70' Dock and private beach access..

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"
Matt S. 7-night trip
Posted 2 months ago
Islamorada Boaters Paradise with 70' Dock and private beach access..
Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

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."
Melville B. 7-night trip
Posted 3 months ago
Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
Flip-Flops & Sunshine: Islamorada Studio Escape

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."
Anonymous traveller 2-night trip
Posted 3 months ago
Flip-Flops & Sunshine: Islamorada Studio Escape
Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

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."
William H. 3-night trip
Posted 3 months ago
Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views
AQUAMARINE OCEANVIEW+””SPECIAL RATES””+
DOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!!!

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."
Lauren M. 7-night trip
Posted 4 months ago
AQUAMARINE OCEANVIEW+””SPECIAL RATES””+ DOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!!!
Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access

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. "
David P. 6-night trip
Posted 6 months ago
Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access

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.
See properties
A mangrove tree with roots in shallow water.
Photo by RVOutlawz

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.
See properties
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 relaxing area.
See properties
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.
See properties

Robbie’s of Islamorada

8.4/10 (15 reviews)
Explore the waterfront in Islamorada with a trip to Robbie’s of 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 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.
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.

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