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Find hotels near Sunset Drive Beach, Islamorada from CA $172

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Oct 10 - Oct 11
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Oct 11 - Oct 12
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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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
Michael
CA $176
CA $262 total
includes taxes & fees
Oct 19 - Oct 20
Lime Tree Bay Resort

2. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
19.5 km from Sunset Drive Beach
United States
Nathalie
CA $153
CA $172 total
includes taxes & fees
Oct 11 - Oct 12
Ragged Edge Resort & Marina

3. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe, 14.9 km from Sunset Drive Beach
United States
Richard
CA $195
CA $300 total
includes taxes & fees
Oct 18 - Oct 19
Chesapeake Beach Resort

4. Amara Cay Resort

Amara Cay Resort
Matecumbe, 9.1 km from Sunset Drive Beach
United States
Danielle
CA $203
CA $332 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay Resort

5. La Jolla Resort

La Jolla Resort
Matecumbe, 12.9 km from Sunset Drive Beach
United States
Brett
CA $158
CA $218 total
includes taxes & fees
Oct 13 - Oct 14
La Jolla Resort

6. Casa Morada

Casa Morada
Matecumbe, 12.7 km from Sunset Drive Beach
United States
David
CA $228
CA $273 total
includes taxes & fees
Oct 28 - Oct 29
Casa Morada

7. Islander Resort

Islander Resort
Matecumbe, 12.4 km from Sunset Drive Beach
United States
Steven
CA $335
CA $481 total
includes taxes & fees
Oct 20 - Oct 21
Islander Resort

8. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe, 11.9 km from Sunset Drive Beach
United States
Morgan
CA $238
CA $372 total
includes taxes & fees
Oct 22 - Oct 23
Cheeca Lodge & Spa

9. Pines & Palms Resort

Pines & Palms Resort
Matecumbe, 9.7 km from Sunset Drive Beach
United States
Colt
CA $293
CA $408 total
includes taxes & fees
Oct 21 - Oct 22
Pines & Palms Resort

10. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe, 11 km from Sunset Drive Beach
United States
beata
CA $369
CA $519 total
includes taxes & fees
Oct 18 - Oct 19
Bayside Villas by Islander Resort

11. 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
United States
Liosbel
CA $326
CA $471 total
includes taxes & fees
Oct 18 - Oct 19
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

12. Drop Anchor

Drop Anchor
17.2 km from Sunset Drive Beach
United States
Payman
CA $159
CA $229 total
includes taxes & fees
Oct 13 - Oct 14
Drop Anchor

13. Conch Key Fishing Lodge and Marina

Conch Key Fishing Lodge and Marina
17.6 km from Sunset Drive Beach
United States
Daniel
CA $204
CA $230 total
includes taxes & fees
Oct 12 - Oct 13
Conch Key Fishing Lodge and Marina

14. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
17 km from Sunset Drive Beach
United States
Siobhan
CA $206
CA $279 total
includes taxes & fees
Nov 10 - Nov 11
Fisher Inn Resort & Marina

15. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe, 13.4 km from Sunset Drive Beach
United States
weder
CA $204
CA $276 total
includes taxes & fees
Nov 9 - Nov 10
Hadley Resort and Marina

16. 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 $218
CA $717 total
includes taxes & fees
Nov 1 - Nov 2
Village at Hawks Cay Villas by KeysCaribbean

17. Hawks Cay Resort

Hawks Cay Resort
20.1 km from Sunset Drive Beach
United States
Katherine
CA $287
CA $432 total
includes taxes & fees
Oct 20 - Oct 21
Hawks Cay Resort

18. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
20.1 km from Sunset Drive Beach
United States
Gabriela
CA $783
CA $969 total
includes taxes & fees
Oct 30 - Oct 31
Villas At Hawks Cay Resort
View all properties

Compare popular hotels close to Sunset Drive Beach

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Terrace/patio
Lime Tree Bay Resort
9.4
Exceptional
1,535 reviews
View
A beach with rows of sun loungers and palm trees.
Ragged Edge Resort & Marina
9.6
Exceptional
274 reviews
View
A beach with palm trees and lounge chairs.
Chesapeake Beach Resort
9.2
Wonderful
1,795 reviews
View
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.
Amara Cay Resort
8.8
Excellent
1,319 reviews
View
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
La Jolla Resort
9.2
Wonderful
1,006 reviews
View

Top Sunset Drive Beach Hotel Reviews

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
"A beautiful property with excellent customer service."
Bonnie G. 4-night trip
Posted 8 days ago
Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
Private Beachfront Paradise

Private Beachfront Paradise

8/10 Good
"When we arrived the upstairs of the house did not have air conditioning it was 94 degrees in the house. And when I reached out the host said it would be fixed on Friday. We arrived on Wednesday. Our guest arrived on Thursday. The host was able to find a place for 3 couple to sleep for 1 night. One couple had air conditioning in the lower level. Wish we would have had a heads up on this issue."
Karol G. 6-night trip
Posted 12 days ago
Private Beachfront Paradise
AQUAMARINE OCEANVIEW+””SPECIAL RATES””+
DOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!!!

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

10/10 Excellent
"A true gem set for relaxing and enjoying Islamorada with Key West within reach to visit for the day. Comunication was excellent as well!!"
Alex O. 10-night trip
Posted 3 weeks ago
AQUAMARINE OCEANVIEW+””SPECIAL RATES””+ DOCK+POOL+GYM+SPA+”153”5 STAR 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 1 month ago
ISLAMORADA WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CONTACT OWNER
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 3 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 4 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 4 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 4 months ago
Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views
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 7 months ago
Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access

Other attractions near Sunset Drive Beach

A wooden deck with benches overlooking a clear blue 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 158 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 158 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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