Beachside Travel Guide

Tourist Guide

Smathers Beach which includes windsurfing, tropical scenes and a sandy beach
Smathers Beach which includes a beach and a bridge as well as an individual female
Smathers Beach featuring a bay or harbour and a beach as well as a small group of people
Smathers Beach showing a luxury hotel or resort, a beach and tropical scenes
Smathers Beach which includes tropical scenes, a beach and bird life

Popular places to visit

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

Smathers Beach

Relax or join the party at Key West’s most popular beach, where water sports, volleyball and seafood vendors make it the perfect place to spend the weekend.

Smathers Beach

Activities

Key West Day Trip & Glass Bottom-Boat Tour from Miami

Key West Day Trip & Glass Bottom-Boat Tour from Miami

AU$195
per adult
Key West Day Trip & Glass Bottom-Boat Tour from Miami
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

AU$121
per traveller
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

AU$68
per adult
88% of travellers recommend
Key West Conch Tour Train
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

AU$84
per adult
86% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West & Parasailing Adventure from Miami

Key West & Parasailing Adventure from Miami

AU$187
per traveller
78% of travellers recommend
Key West & Parasailing Adventure from Miami
Key West Haunted Tour : Ghosts & Gravestones

Key West Haunted Tour : Ghosts & Gravestones

AU$60
per adult
86% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
See all activities in Key West

Our pick of the best Beachside Hotel Deals

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is AU$404 per night from 13 Oct to 14 Oct
AU$404
13 Oct - 14 Oct
includes taxes & fees
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! (1,790 reviews)
"We went during off peak season and it was amazing and quiet, relaxing."

Reviewed on 23 Sept 2025

Margaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is AU$412 per night from 28 Sept to 29 Sept
AU$412
28 Sept - 29 Sept
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,735 reviews)
"This was a nice hotel complex. Not really a resort in that there was only one restaurant on the property. And it was extremely limited in the menu selections and very expensive for the portion served. The complex needs to have a small cafe with coffee, appetizers or snacks. Also they should not book ..."

Reviewed on 24 Sept 2025

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
The price is AU$407 per night from 13 Oct to 14 Oct
AU$407
13 Oct - 14 Oct
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,777 reviews)
"Our concierge was amazing! Very attentive and accommodating."

Reviewed on 25 Sept 2025

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is AU$240 per night from 29 Sept to 30 Sept
AU$240
29 Sept - 30 Sept
includes taxes & fees
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! (1,543 reviews)
"Out of 100 stars I would give this place a 99! The only thing that would keep me from giving it that last star is the cost of the drinks poolside. Ordered 2 drinks we would normally pay around $7-$10 each and was blown away when we were told the bill was $46 for two drinks….in plastic cups no less. ..."

Reviewed on 22 Sept 2025

Beachside Resort & Residences
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd, Key West, FL
The price is AU$281 per night from 7 Oct to 8 Oct
AU$281
7 Oct - 8 Oct
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,097 reviews)
"We were pleasantly surprised to find that we had two large balconies overlooking the pool and one overlooking the lagoon. The four pools were a nice touch as well."

Reviewed on 20 Sept 2025

Parrot Key Hotel & Villas
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
The price is AU$435 per night from 28 Sept to 29 Sept
AU$435
28 Sept - 29 Sept
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
8.8/10 Excellent! (1,019 reviews)
"Spacious room with great ocean view"

Reviewed on 21 Sept 2025

Hyatt Centric Key West Resort and Spa
See all 2,853 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 neighbourhoods around Beachside

Default Image

Midtown

Midtown might not have many top sights, but Duval Street and Clarence S. Higgs Memorial Beach Park are two attractions nearby that you can check out.

Midtown
Default Image

White Street Gallery District

If you're looking for some top things to see and do in White Street Gallery District and surrounding area, you can visit Duval Street and Saint Mary Star of the Sea.

White Street Gallery District
Default Image

White St. Gallery

If you're looking for some top things to see and do in White St. Gallery and surrounding area, you can visit Duval Street and Saint Mary Star of the Sea.

White St. Gallery
Default Image

Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Key West AIDS Memorial.

Casa Marina
Default Image

The Meadows

While The Meadows isn't home to many top sights, Duval Street and Saint Mary Star of the Sea are some notable places to visit nearby.

The Meadows
Default Image

Meadows

Meadows might not have many top sights, but Duval Street and Saint Mary Star of the Sea are two attractions nearby that you can check out.

Meadows

Beachside Travel Guide

Choose two or more items and save on your trip: