Beachside, FL

Key West
Smathers Beach showing a bay or harbor, tropical scenes and windsurfing

Popular places to visit

Smathers Beach showing a luxury hotel or resort, tropical scenes and a beach

Smathers Beach

4/5(1,151 reviews)

If a restful vacation is part of your travel plans, Smathers Beach might be the perfect place to seek out during your trip to Key West. Stroll along the seaside or discover the area's sunrises.

Smathers Beach

Beachside Hotel Deals

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Key West
Book a stay at this beach condo in Key West. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9.8/10 Exceptional! (242 reviews)
Wedding weekend…
"Adorable place right on the water with beautiful pool to relax at in between wedding commitments …easy location to walk to and from most spots we visited…communication before and during were great with owner Sherri!my first VRBO rental couldn’t have gone smoother!"

Reviewed on 10 November 2024

Get rates
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
The price is SAR 884 per night from Dec 2 to Dec 3
SAR 884
SAR 1,231 total
includes taxes & fees
2 Dec - 3 Dec
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
8.4/10 Very Good! (2,176 reviews)
"The property was lovely, beautiful beach area, great food, good service. The location is great, away from the craziness of the bars of Duval St. on the north end of the island, but a quick walk to go enjoy that nightlife. I was disappointed with the cleaning staff, it appeared that a trash bag ripped ..."

Reviewed on 16 November 2024

Southernmost Beach Resort
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is SAR 766 per night from Dec 19 to Dec 20
SAR 766
SAR 1,079 total
includes taxes & fees
19 Dec - 20 Dec
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,787 reviews)
Weekend getaway
"Place was nice, close to the beach and it had a nice pool. Rooms were clean and AC worked good."

Reviewed on 16 November 2024

Margaritaville Beach House Key West
Havana Cabana at Key West - Adults Only
Havana Cabana at Key West - Adults Only
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
The price is SAR 565 per night from Dec 3 to Dec 4
SAR 565
SAR 861 total
includes taxes & fees
3 Dec - 4 Dec
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.6/10 Excellent! (1,600 reviews)
"Very friendly and accommodating. Beautiful pool and decorated nicely. The traffic noise took a little to get used to and not super private for a front room. If you want water views from your room."

Reviewed on 14 November 2024

Havana Cabana at Key West - Adults Only
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
The price is SAR 604 per night from Dec 2 to Dec 3
SAR 604
SAR 777 total
includes taxes & fees
2 Dec - 3 Dec
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
7.8/10 Good! (1,055 reviews)
"Great quality for the price, but the room smelled moldy, and the building itself is quite outdated. But it’s in a great location and the pool was nice."

Reviewed on 15 November 2024

Fairfield Inn and Suites by Marriott Key West
Beachside Resort & Residences
Beachside Resort & Residences
3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is SAR 612 per night from Dec 2 to Dec 3
SAR 612
SAR 878 total
includes taxes & fees
2 Dec - 3 Dec
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,009 reviews)
"I will definitely be coming back. The property is beautiful and appears to be well maintained. The suite was stocked with all of the essentials we needed. It was hard checking out, we all just wanted to stay longer."

Reviewed on 18 November 2024

Beachside Resort & Residences
See all 2,914 properties in Beachside
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.

Other neighborhoods around Beachside

Getting lost in Key West, I found great pieces of street art, telling the story of the island. #localgem

Midtown

4/5(1 area review)

If you're looking for some top things to see and do in Midtown and surrounding area, you can visit Duval Street and Mallory Square.

Midtown
Great location for great pictures, very nice beach

White Street Gallery District

When in White Street Gallery District, you can plan a visit to Duval Street and Mallory Square, some noteworthy sights in the nearby area.

White Street Gallery District
Great location for great pictures, very nice beach

White St. Gallery

While White St. Gallery might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Duval Street and Mallory Square.

White St. Gallery
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Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.

Casa Marina
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The Meadows

Though The Meadows might not have many top sights, you can venture to the surrounding area to see attractions like Duval Street and Mallory Square.

The Meadows
If you are looking for good Thai food in Key West, Thai Island is the place to go! Sitting on the porch overlooking the marina is a great place to enjoy a #delicious meal. The red curry chicken is one of my favorite dishes they serve as well as the variety of sushi on the menu!

Meadows

5/5(1 area review)

Meadows might not have many top sights, but Duval Street and Simonton Beach are two attractions nearby that you can check out.

Meadows

Beachside, FL

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