A tree branch over water with a clear sky.

Search Hotels in Beachside, Key West

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Beachside hotels

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

1. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Casa Marina, 1.2 km from Beachside
8.4 out of 10, Very good, (948 reviews)
"We stayed here for our honeymoon and everything was fantastic. The staff was always friendly and welcoming. We hope to visit again!"
United States
Coni
The price is ฿8,255
฿11,555 total
includes taxes & fees
7 Oct - 8 Oct
Casa Marina Key West, Curio Collection by Hilton
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

2. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West, 1.6 km from Beachside
9.4 out of 10, Exceptional, (1,051 reviews)
"Overall great location and stay,ty!"
United States
sam
The price is ฿3,597
฿6,314 total
includes taxes & fees
14 Oct - 15 Oct
Silver Palms Inn & Historic Homes
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

3. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 1.4 km from Beachside
9.6 out of 10, Exceptional, (1,004 reviews)
"Great location, staff, bed and internet will be back!"
United States
Travis
The price is ฿3,791
฿5,105 total
includes taxes & fees
1 Oct - 2 Oct
The Grand Guesthouse
A dining table with plates of food, a drink, and a view of a pool and palm trees.

4. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
0.7 km from Beachside
8.8 out of 10, Excellent, (1,805 reviews)
"Excellent place to stay."
United States
TRICIA LYNN
The price is ฿7,019
฿10,016 total
includes taxes & fees
1 Oct - 2 Oct
Margaritaville Beach House Key West
A pool area with lounge chairs and palm trees.

5. Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.7 km from Beachside
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place for families"
United States
Anthony
The price is ฿9,711
฿13,193 total
includes taxes & fees
1 Oct - 2 Oct
Santa Maria Suites
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

6. Alexander Palms Court

Alexander Palms Court
2.5 star property
Casa Marina, 1.5 km from Beachside
9.4 out of 10, Exceptional, (1,005 reviews)
"Excellent place to stay"
United States
Andrew
The price is ฿4,007
฿4,508 total
includes taxes & fees
1 Oct - 2 Oct
Alexander Palms Court
A beach with a wooden pier, palm trees, and beach umbrellas.

7. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Uptown - Upper Duval, 1.6 km from Beachside
8.6 out of 10, Excellent, (1,034 reviews)
"Great hotel and location"
United States
Darlene
The price is ฿6,689
฿9,793 total
includes taxes & fees
8 Oct - 9 Oct
The Reach Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.

8. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort, 1.8 km from Beachside
9.0 out of 10, Wonderful, (1,468 reviews)
"Came with the family for wife birthday it was a excellent all around stay!"
United States
Anthony
The price is ฿4,433
฿6,914 total
includes taxes & fees
13 Oct - 14 Oct
Parrot Key Hotel & Villas
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

9. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort, 2.1 km from Beachside
8.8 out of 10, Excellent, (1,001 reviews)
"Great location"
United States
Everton
The price is ฿6,486
฿7,297 total
includes taxes & fees
26 Oct - 27 Oct
Courtyard by Marriott Key West Waterfront
A building with a white exterior, a large red awning, and a gated entrance.

10. Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
The Meadows, 1.6 km from Beachside
9.2 out of 10, Wonderful, (1,065 reviews)
"Breakfast was nice and free street parking is a plus."
United States
Avamarie
The price is ฿2,999
฿3,374 total
includes taxes & fees
4 Oct - 5 Oct
Authors of Key West Guest House
An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

11. Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval, 1.7 km from Beachside
8.6 out of 10, Excellent, (1,391 reviews)
"Great property and the staff very helpful and friendly."
United States
Michael
The price is ฿4,671
฿6,389 total
includes taxes & fees
6 Oct - 7 Oct
Southwinds Motel
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

12. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval, 1.8 km from Beachside
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful historic property with wonderful and attentive staff. Loved this stay"
United States
yessy
The price is ฿4,681
฿9,519 total
includes taxes & fees
13 Oct - 14 Oct
Southernmost House - Adult Exclusive
A room with a bed, a ceiling fan, and a window with blinds.

13. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West, 1.7 km from Beachside
9.6 out of 10, Exceptional, (326 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
The price is ฿7,057
฿7,939 total
includes taxes & fees
5 Oct - 6 Oct
The Mermaid & Alligator
A modern outdoor area with a pool, lounge chairs, and a bar area.

14. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1.8 km from Beachside
9.8 out of 10, Exceptional, (659 reviews)
"Property was beautiful, very clean room and staff was very helpful!"
United States
Corey
The price is ฿10,383
฿13,949 total
includes taxes & fees
1 Oct - 2 Oct
H2O Suites - Adults Only
A balcony with two rocking chairs facing a beach with palm trees and a pier.

15. Coconut Beach Resort

Coconut Beach Resort
2.5 star property
Casa Marina, 1.4 km from Beachside
8.8 out of 10, Excellent, (226 reviews)
"Clean resort, friendly staff, already planning a returned trip with the family."
United States
Deanna
The price is ฿14,082
฿15,842 total
includes taxes & fees
12 Oct - 13 Oct
Coconut Beach Resort
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

16. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 2 km from Beachside
10.0 out of 10, Exceptional, (1,007 reviews)
"Great place to stay on vacation"
United States
John
The price is ฿6,250
฿7,031 total
includes taxes & fees
5 Oct - 6 Oct
Almond Tree Inn Hotel - Adults Only
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

17. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
3 km from Beachside
9.0 out of 10, Wonderful, (1,536 reviews)
"Beautiful pool, friendly staff, comfortable rooms"
United States
Jaycie
The price is ฿5,565
฿6,260 total
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn Key West FL
A pool area with lounge chairs and a table, surrounded by palm trees.

18. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 2.1 km from Beachside
9.8 out of 10, Exceptional, (1,005 reviews)
"Great stay!"
United States
Nicholas
The price is ฿6,250
฿7,031 total
includes taxes & fees
5 Oct - 6 Oct
Orchid Key Inn - Adults Only
A deck with sun loungers and a railing overlooking the sea.

19. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval, 1.8 km from Beachside
8.6 out of 10, Excellent, (3,637 reviews)
"Great place, great location. We would stay there again!"
United States
Krystle
The price is ฿6,353
฿9,605 total
includes taxes & fees
6 Oct - 7 Oct
Southernmost Beach Resort and Guesthouses
A tropical outdoor area with palm trees, hanging plants, and string lights.

20. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 2 km from Beachside
9.6 out of 10, Exceptional, (542 reviews)
"Great place to stay! Awesome Property and Management!"
United States
michael
The price is ฿4,492
฿5,558 total
includes taxes & fees
1 Oct - 2 Oct
Douglas House - Adults Only
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.
View all properties

Where to stay in Beachside

Find the best Beachside areas for the activities you enjoy most.
A large red brick building with arched windows and a prominent entrance.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

A white lighthouse surrounded by lush greenery and a white picket fence.

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

A row of pastel-colored houses with white railings and a clear blue sky.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Fort East Martello Museum and Gallery.

Top Beachside Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"The property offered striking beauty and an ideal location. The staff we spoke with throughout our stay were consistently friendly and welcoming. I appreciated the amenities. The complimentary continental breakfast and two welcome drinks were excellent. I would gladly return for another visit."
Lauren 1-night trip
Posted less than an hour ago
Winslow's Bungalows - Key West Historic Inns

Frequently asked questions

What's it like in Beachside?
Travellers to Key West's Beachside neighbourhood will be sure to enjoy a stay here. Looking for sights you might find in a travel guide about Beachside? Consider a visit to Florida Keys Beaches while you're in the neighbourhood.
How many hotels will I be able to find in Beachside?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 141 Beachside hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Beachside, will I receive a refund?
Yes! Most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, you might be able to still cancel and get a refund within 24 hours of your booking. Add dates, click "Search", then use the "fully refundable" filter to view the best deals available in Beachside.
What is there to do around this Key West neighbourhood?
Dip your toes in the water at Florida Keys Beaches or Smathers Beach while you're in Beachside. While you're out sightseeing in Key West, make sure that you visit other sights such as Duval Street or Key West AIDS Memorial.

Explore a world of travel with Expedia