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14 Dec - 15 Dec
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15 Dec - 16 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Beachside hotels

2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town, 3.3 km from Beachside
8.0 out of 10, Very good, (1762)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is 3.108.172 ₫
4.976.463 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Blue Flamingo Resort Key West
Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island, 4.3 km from Beachside
9.4 out of 10, Exceptional, (1173)
"great place to stay "
United States
michael
The price is 6.823.085 ₫
9.291.483 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Perry Hotel & Marina Key West
Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
3.4 km from Beachside
8.6 out of 10, Excellent, (1776)
"Great stay"
United States
james
The price is 4.534.586 ₫
6.433.201 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Beachside Resort & Residences
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
3 km from Beachside
8.0 out of 10, Very good, (1002)
"Very very nice stay! "
United States
Chloe
The price is 3.808.201 ₫
5.172.088 ₫ total
includes taxes & fees
16 Dec - 17 Dec
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town, 3.3 km from Beachside
8.0 out of 10, Very good, (1153)
"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is 3.122.115 ₫
4.252.395 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
3 km from Beachside
9.0 out of 10, Wonderful, (1284)
"Wonderful stay"
United States
Lindsey
The price is 5.498.163 ₫
6.185.433 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hampton Inn Key West FL
Food and drink
Margaritaville Beach House Key West

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, (1777)
" Great location "
United States
Kristen
The price is 5.235.093 ₫
7.546.524 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Margaritaville Beach House Key West
Interior detail
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 2.1 km from Beachside
8.2 out of 10, Very good, (2010)
"Pool was nice & property was clean and appealing "
United States
Selene
The price is 3.051.233 ₫
4.139.769 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Ibis Bay Beach Resort
Building design
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval, 1.8 km from Beachside
8.2 out of 10, Very good, (1208)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is 3.919.743 ₫
5.593.262 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Southernmost Inn - Adults Only
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Historic Seaport, 2.2 km from Beachside
8.0 out of 10, Very good, (1002)
"Great little hotel in the heart of Old Town."
United States
Robert
NYAH Key West - Adults Only
Couples treatment room(s), facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval, 1.9 km from Beachside
8.8 out of 10, Excellent, (2928)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is 5.185.110 ₫
7.757.079 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Southernmost Beach Resort and Guesthouses
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island, 5.3 km from Beachside
9.0 out of 10, Wonderful, (1750)
"Clean room, great and friendly staff, great pools, easy parking, everything was great "
United States
Zidan
The price is 4.310.670 ₫
6.436.867 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Oceans Edge Key West Resort, Hotel & Marina
Outdoor pool
Silver Palms Inn

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West, 1.6 km from Beachside
9.4 out of 10, Exceptional, (1022)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
The price is 3.527.769 ₫
5.744.660 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Silver Palms Inn
Property grounds
Duval House

Duval House

Duval House
3.0 star property
Downtown Key West, 2.2 km from Beachside
9.4 out of 10, Exceptional, (1007)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is 3.551.445 ₫
4.560.977 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Duval House
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

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, (1190)
"Great hotel"
United States
Patrice
The price is 5.344.267 ₫
7.521.796 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Parrot Key Hotel & Villas
View from property
Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort, 2.1 km from Beachside
9.0 out of 10, Wonderful, (1001)
"Room clean, nice pool area"
United States
Tami
The price is 3.919.743 ₫
4.409.711 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Courtyard by Marriott Key West Waterfront
Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West, 2.9 km from Beachside
9.2 out of 10, Wonderful, (1022)
"Our stay was great!"
United States
Richard
The price is 7.339.653 ₫
9.293.211 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Opal Key Resort & Marina, Key West
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Historic Seaport, 2.5 km from Beachside
9.0 out of 10, Wonderful, (284)
"Hotel staff was amazing. Room was spotless! Excellent place to stay! Will definitely stay here again in the future! "
United States
Tracy
The price is 6.024.303 ₫
7.665.202 ₫ total
includes taxes & fees
15 Dec - 16 Dec
La Concha Key West, Autograph Collection
Porch
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 2.3 km from Beachside
9.0 out of 10, Wonderful, (1135)
"Loved the setup of the hotel and great location! "
United States
Rachel
The price is 8.607.650 ₫
10.715.103 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House - Adult Only
Exterior
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Historic Seaport, 2.8 km from Beachside
9.0 out of 10, Wonderful, (1008)
"Staff was great. Enjoyed our stay very much and will definitely come back.😊"
United States
Rick
The price is 7.471.188 ₫
10.121.619 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hyatt Centric Key West Resort and Spa
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.

Old Town Key West

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

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 Key West Cemetery.

Downtown Key West

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

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 Key West Tropical Forest and Botanical Garden.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Key West Historic Seaport are top sights worth seeing.

Top Beachside Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"Beautiful place"
Charlene 2-night trip
Posted 3 days ago
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"N"
DAVID 7-night trip
Posted 7 days ago
Hyatt Vacation Club at Windward Pointe, Key West

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Frequently asked questions

What's it like in Beachside?
Travellers to Key West's Beachside neighbourhood will be sure to enjoy a stay here. Are you looking for Beachside travel tips? Make sure that you visit Smathers Beach and 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 147 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 Smathers Beach or Florida Keys Beaches 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.