Key West Accommodation with Pool

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Key West

Featured Key West Hotels with Pool

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$580 per night from 17 Dec to 18 Dec
NZ$580
includes taxes & fees
17 Dec - 18 Dec
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
24 North Hotel Key West - Newly Renovated

24 North Hotel Key West - Newly Renovated

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$348 per night from 24 Nov to 25 Nov
NZ$348
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
24 North Hotel Key West - Newly Renovated
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 NZ$416 per night from 1 Dec to 2 Dec
NZ$416
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Hampton Inn Key West FL
Save an average of 15% on thousands of hotels when you're signed in
The Gates Hotel Key West

The Gates Hotel Key West

4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$349 per night from 24 Nov to 25 Nov
NZ$349
includes taxes & fees
24 Nov - 25 Nov
Book a stay at this eco-certified hotel in Key West. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful ...
The Gates Hotel Key West
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 NZ$427 per night from 1 Dec to 2 Dec
NZ$427
includes taxes & fees
1 Dec - 2 Dec
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. ...
Parrot 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 NZ$367 per night from 4 Dec to 5 Dec
NZ$367
includes taxes & fees
4 Dec - 5 Dec
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the ...
Silver Palms Inn
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Mallory Square ...
Margaritaville 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 NZ$356 per night from 1 Dec to 2 Dec
NZ$356
includes taxes & fees
1 Dec - 2 Dec
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Fairfield 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
Fully refundableReserve now, pay when you stay
The price is NZ$420 per night from 27 Nov to 28 Nov
NZ$420
includes taxes & fees
27 Nov - 28 Nov
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
The Southernmost Inn - Adults Only
Don't see what you're looking for?
See all available properties in Key West
View all properties
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.co.nz, 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
2,814 hotels
Lowest Price
NZ$348
Highest Price
NZ$580
Popular hotels
Southernmost Beach Resort, 24 North Hotel Key West - Newly Renovated, Hampton Inn Key West FL, The Gates Hotel Key West, 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

Most recent Key West hotel reviews