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Islamorada Hotel Guide - Sunset Drive Beach hotels in Islamorada, United States of America.

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Check prices for these dates

Tonight
21 Sept - 22 Sept
Tomorrow
22 Sept - 23 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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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
milayda
€144
includes taxes & fees
24 Sept - 25 Sept
Lime Tree Bay Resort

2. Breezy Palms Resort

Breezy Palms Resort
Matecumbe, 9.2 km from Sunset Drive Beach
United States
Dionisio
€85
includes taxes & fees
30 Sept - 1 Oct
Breezy Palms Resort

3. Matecumbe Resort

Matecumbe Resort
Matecumbe, 3.2 km from Sunset Drive Beach
United States
paul
€122
includes taxes & fees
22 Sept - 23 Sept
Matecumbe Resort

4. Casa Morada

Casa Morada
Matecumbe, 12.7 km from Sunset Drive Beach
United States
Lois
€163
includes taxes & fees
19 Oct - 20 Oct
Casa Morada

5. La Jolla Resort

La Jolla Resort
Matecumbe, 12.9 km from Sunset Drive Beach
United States
Leslie
€132
includes taxes & fees
22 Sept - 23 Sept
La Jolla Resort

6. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe, 11.9 km from Sunset Drive Beach
United States
RAIBEL
€210
includes taxes & fees
23 Sept - 24 Sept
Cheeca Lodge & Spa

7. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe, 14.9 km from Sunset Drive Beach
United States
Suresh
€197
includes taxes & fees
22 Sept - 23 Sept
Chesapeake Beach Resort

8. Amara Cay Resort

Amara Cay Resort
Matecumbe, 9.1 km from Sunset Drive Beach
United States
MICHAEL
€215
includes taxes & fees
23 Sept - 24 Sept
Amara Cay Resort

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
19.5 km from Sunset Drive Beach
United States
Nathalie
€103
includes taxes & fees
22 Sept - 23 Sept
Ragged Edge Resort & Marina

10. Islander Resort

Islander Resort
Matecumbe, 12.4 km from Sunset Drive Beach
United States
John
€251
includes taxes & fees
27 Sept - 28 Sept
Islander 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
€146
includes taxes & fees
23 Sept - 24 Sept
Coconut Cove Resort and Marina

12. The Ocean View Inn & Pub

The Ocean View Inn & Pub
16.6 km from Sunset Drive Beach
United States
Maria
€182
includes taxes & fees
18 Oct - 19 Oct
The Ocean View Inn & Pub

13. Pines & Palms Resort

Pines & Palms Resort
Matecumbe, 9.7 km from Sunset Drive Beach
United States
Colt
€250
includes taxes & fees
15 Oct - 16 Oct
Pines & Palms Resort

14. 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
€259
includes taxes & fees
27 Sept - 28 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

15. Treasure Harbor

Treasure Harbor
19.6 km from Sunset Drive Beach
Canada
Molly
€219
includes taxes & fees
22 Sept - 23 Sept
Treasure Harbor

16. Drop Anchor

Drop Anchor
17.2 km from Sunset Drive Beach
United States
Marianela
€148
includes taxes & fees
23 Sept - 24 Sept
Drop Anchor

17. Sands of Islamorada

Sands of Islamorada
Matecumbe, 9.2 km from Sunset Drive Beach
United States
Nicolas
€200
includes taxes & fees
1 Oct - 2 Oct
Sands of Islamorada

18. The Islands of Islamorada

The Islands of Islamorada
Matecumbe, 13.6 km from Sunset Drive Beach
United States
Christian
€461
includes taxes & fees
1 Oct - 2 Oct
The Islands of Islamorada

19. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
17 km from Sunset Drive Beach
United States
Alexandra
€144
includes taxes & fees
24 Sept - 25 Sept
Fisher Inn Resort & Marina

20. Edgewater Lodge

Edgewater Lodge
13.1 km from Sunset Drive Beach
United States
Yudisley
€176
includes taxes & fees
13 Oct - 14 Oct
Edgewater Lodge
View all properties

Compare popular hotels close to Sunset Drive Beach

Property
Property class
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
1,504 reviews
View
Exterior
Breezy Palms Resort
9.0
Wonderful
749 reviews
View
Private beach, white sand
Matecumbe Resort
9.0
Wonderful
163 reviews
View
Exterior
Casa Morada
9.4
Exceptional
457 reviews
View
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai
La Jolla Resort
9.2
Wonderful
1,004 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 8 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 2 weeks 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 “FLASH SALE 5/1-5/10/25+DOCK+POOL+GYM+”150” 5 STAR REVIEWS!

AQUAMARINE OCEANVIEW “FLASH SALE 5/1-5/10/25+DOCK+POOL+GYM+”150” 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 “FLASH SALE 5/1-5/10/25+DOCK+POOL+GYM+”150” 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 beach with a wooden structure, clear blue sky, and dense green foliage.

Anne's Beach

7.8/10 (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.
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.
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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 relaxing 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, take a look at the 159 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 159 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.