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Our top choices for Beachside hotels

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, (1217)
"Excellent location, clean rooms, great staff"
United States
Vikas
The price is ฿6,161
฿8,747 total
includes taxes & fees
19 Jan - 20 Jan 2026
Parrot Key Hotel & Villas
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, (1762)
"The place is great!"
United States
Anna
The price is ฿7,431
฿10,284 total
includes taxes & fees
6 Jan - 7 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
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
8.2 out of 10, Very good, (1006)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is ฿7,833
฿9,880 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
3 outdoor pools, pool umbrellas, pool loungers
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, (2963)
"Wonderful stay!"
United States
Elisa
The price is ฿10,592
฿14,216 total
includes taxes & fees
14 Jan - 15 Jan 2026
Southernmost Beach Resort and Guesthouses
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, (1017)
"Our stay was great!"
United States
Richard
The price is ฿13,181
฿16,067 total
includes taxes & fees
5 Jan - 6 Jan 2026
Opal Key Resort & Marina, 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, (1173)
"Amazing hotel to stay"
United States
Harikrishna
The price is ฿7,583
฿9,422 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Key West / The Keys Collection
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, (1010)
"Very friendly staff, directly in City Center. "
Germany
Philip
The price is ฿7,616
฿10,692 total
includes taxes & fees
19 Jan - 20 Jan 2026
Silver Palms Inn
View from property
Duval House

Duval House

Duval House
3.0 star property
Downtown Key West, 2.2 km from Beachside
9.4 out of 10, Exceptional, (1006)
"Great place! "
United States
David
The price is ฿7,564
฿9,190 total
includes taxes & fees
4 Jan - 5 Jan 2026
Duval House
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
3.4 km from Beachside
8.6 out of 10, Excellent, (1853)
"Great location"
United States
Lisa
The price is ฿7,543
฿10,078 total
includes taxes & fees
7 Jan - 8 Jan 2026
Beachside Resort & Residences
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, (1005)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
24 km from Beachside
8.2 out of 10, Very good, (1006)
"It was so nice experience to stay there."
United States
Tapas
The price is ฿6,260
฿7,043 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sugar Loaf Lodge
Outdoor pool, pool loungers
Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town, 2.8 km from Beachside
8.8 out of 10, Excellent, (1695)
"Enjoyed stay, friendly staff and good shuttle bus"
United States
Abdul
The price is ฿12,142
฿15,943 total
includes taxes & fees
27 Jan - 28 Jan 2026
Havana Cabana at Key West
Boating
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 2.1 km from Beachside
8.0 out of 10, Very good, (2035)
"Clean rooms and nice location .."
United States
Orlando
The price is ฿9,553
฿11,593 total
includes taxes & fees
5 Jan - 6 Jan 2026
Ibis Bay Beach Resort
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, (1808)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is ฿7,378
฿10,080 total
includes taxes & fees
4 Jan - 5 Jan 2026
Blue Flamingo Resort Key West
Beach nearby, white sand
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, (1788)
"Great place! I really enjoyed my time in this establishment."
United States
Elijah
The price is ฿11,325
฿14,779 total
includes taxes & fees
14 Jan - 15 Jan 2026
Margaritaville Beach House Key West
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, (1292)
"Wonderful stay"
United States
Lindsey
The price is ฿9,881
฿11,116 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hampton Inn Key West FL
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
8.8 out of 10, Excellent, (1003)
"Room clean, nice pool area"
United States
Tami
The price is ฿8,305
฿9,343 total
includes taxes & fees
5 Jan - 6 Jan 2026
Courtyard by Marriott Key West Waterfront
Exterior
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, (1142)
"Clean room and staff was great"
United States
Paul
The price is ฿6,266
฿8,170 total
includes taxes & fees
7 Jan - 8 Jan 2026
Heron House - Adult Only
King Room D | Balcony
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 2.5 km from Beachside
9.8 out of 10, Exceptional, (887)
"I loved staying here! The room was great and the staff was awesome! "
United States
Tiffany
The price is ฿7,833
฿8,812 total
includes taxes & fees
5 Jan - 6 Jan 2026
Simonton Court Historic Inn & Cottages
Outdoor pool
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town, 3.3 km from Beachside
8.6 out of 10, Excellent, (1000)
"Friendly staff and helped us with extra bed to accommodate. "
United States
Swapnil
The price is ฿7,501
฿9,329 total
includes taxes & fees
11 Jan - 12 Jan 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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 Regal Key West and Smathers Beach.

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

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Excellent breakfast! Conveniently located and nice walks! Can't wait to stay there again!"
Ryan 3-night trip
Posted 1 day 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. 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.

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