Key West Accommodation with Pool

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Featured Key West Hotels with Pool

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is AU$428 per night from 18 Dec to 19 Dec
AU$428
18 Dec - 19 Dec
includes taxes & fees
With a stay at Southernmost Beach Resort and Guesthouses, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$296 per night from 16 Dec to 17 Dec
AU$296
16 Dec - 17 Dec
includes taxes & fees
A stay at Blue Flamingo Resort Key West places you in the heart of Key West, within a 10-minute drive of Stock Island Yacht Club & Marina and Key West Lighthouse ...
Opens in a new windowBlue Flamingo Resort Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$353 per night from 16 Dec to 17 Dec
AU$353
16 Dec - 17 Dec
includes taxes & fees
When you stay at Hampton Inn Key West FL in Key West, you'll be on the waterfront, within a 5-minute drive of Smathers Beach and Florida Keys Beaches.
Opens in a new windowHampton Inn Key West FL
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Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$430 per night from 7 Jan to 8 Jan
AU$430
7 Jan - 8 Jan 2026
includes taxes & fees
With a stay at Parrot Key Hotel & Villas in Key West (Northside Resort), you'll be within a 5-minute drive of Duval Street and Florida Keys Beaches.
Opens in a new windowParrot Key Hotel & Villas
Silver Palms Inn

Silver Palms Inn

3.5 out of 5
830 Truman Ave Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$526 per night from 11 Jan to 12 Jan
AU$526
11 Jan - 12 Jan 2026
includes taxes & fees
A stay at Silver Palms Inn places you in the heart of Key West, within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum.
Opens in a new windowSilver Palms Inn
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
When you stay at Margaritaville Beach House Key West in Key West, you'll be near the airport, within a 5-minute drive of Smathers Beach and Florida Keys ...
Opens in a new windowMargaritaville Beach House Key West
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
Fully refundableReserve now, pay when you stay
The price is AU$294 per night from 16 Dec to 17 Dec
AU$294
16 Dec - 17 Dec
includes taxes & fees
With a stay at Fairfield Inn and Suites by Marriott Key West, you'll be centrally located in Key West, within a 5-minute drive of Duval Street and Florida Keys ...
Opens in a new windowFairfield Inn and Suites by Marriott Key West
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is AU$320 per night from 18 Dec to 19 Dec
AU$320
18 Dec - 19 Dec
includes taxes & fees
With a stay at The Southernmost Inn - Adults Only, you'll be centrally located in Key West, steps from Duval Street and 3 minutes by foot from Florida Keys ...
Opens in a new windowThe Southernmost Inn - Adults Only
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$368 per night from 16 Dec to 17 Dec
AU$368
16 Dec - 17 Dec
includes taxes & fees
When you stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, within a 15-minute drive of Duval Street and Smathers ...
Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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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.

Hotels With Pools In Key West

For those who are one with the water, finding Key West accommodation with a pool is at the top of your requirements—just below sunshine and tiny umbrellas. And while you may not have a personal butler to serve your frosty adult beverages (although it’s probably an option), you will have fresh towels and cool water. Whether you want to channel your inner Michael Phelps or sprawl out on a lounge like a rich socialite (if only you had a yacht!), you know that no escape is complete without a pool.

Heat up with hotel activities, then cool off in the refreshing H2O…or just post up in the pool all day on your favourite alligator floating raft—we won’t judge. You were made for chillin’, and hotels with pools in Key West were made for you. If you do want to get out and about, many accommodation options offer lounges and restaurants or are centrally located near popular shopping, dining and entertainment.

Live the “sun’s out, guns out” lifestyle on your next holiday. You’ll find such a huge variety of Key West hotels with a pool on lastminute.com.au, your toughest choice might be whether you want a swim-up bar or a complimentary cabana. Whatever your inner mermaid (or merman) desires, you’re sure to find it, plus all the best amenities for when you get back to dry land. Practice your swan dive and pack your sunnies and boardies—you’re about to take the plunge into deals that will have you saying, “Ahhh!”

Key West hotels essential information

Accommodation
2,777 hotels
Lowest Price
AU$294
Highest Price
AU$526
Popular hotels
Southernmost Beach Resort and Guesthouses, Blue Flamingo Resort Key West, Hampton Inn Key West FL, Parrot Key Hotel & Villas, Silver Palms Inn, Margaritaville Beach House Key West, Fairfield Inn and Suites by Marriott Key West, The Southernmost Inn - Adults Only, Oceans Edge Key West Resort, Hotel & Marina

Most recent Key West hotel reviews