Hotels with Pool & Resorts in Key West from NZ$648
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Key West Hotels with Pool
Our top choices for Key West hotels with a pool
8.8 out of 10, Excellent, (1,780 reviews)
- Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
The price is NZ$857
includes taxes & fees
25 Mar - 26 Mar
8.6 out of 10, Excellent, (2,020 reviews)
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is NZ$693
includes taxes & fees
1 Mar - 2 Mar
9.0 out of 10, Wonderful, (1,809 reviews)
- Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
The price is NZ$648
includes taxes & fees
4 Mar - 5 Mar
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
9.8 out of 10, Exceptional, (142 reviews)
9.4 out of 10, Exceptional, (1,003 reviews)
- Bask in tropical bliss with a dip in the outdoor pool and spa pool near Smathers Beach.
The price is NZ$932
includes taxes & fees
31 Mar - 1 Apr
9.0 out of 10, Wonderful, (1,307 reviews)
- Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is NZ$798
includes taxes & fees
23 Mar - 24 Mar
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key WestOld Town Key West
8.6 out of 10, Excellent, (339 reviews)
The price is NZ$741
includes taxes & fees
4 Mar - 5 Mar
8.2 out of 10, Very good, (1,955 reviews)
- Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is NZ$683
includes taxes & fees
10 Mar - 11 Mar
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 and free breakfast in Key West
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
8.2 out of 10, Very good, (1001)
The price is NZ$664
includes taxes & fees
24 Mar - 25 Mar
Hotels with pools and spa pools in Key West
8.2 out of 10, Very good, (1000)
4-star hotels with pools in Key West
9.0 out of 10, Wonderful, (1307)
The price is NZ$798
includes taxes & fees
23 Mar - 24 Mar
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.
Top Key West Hotel Reviews
Parrot Key Hotel & Villas
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Motels in Key West
- Cottages in Key West
- Guest Houses in Key West
- Villas in Key West
- Hostels in Key West
- Condo Rentals in Key West
- Cabin Rentals in Key West
- B&B in Key West
- Serviced Apartments in Key West
- Houseboats in Key West
- Holiday Homes in Key West
- Apartments in Key West
- Resort in Key West
- Motels in Fleming Key
- Sunset Key Hotels
- Truman Annex Hotels
- Hotels near Mel Fisher Maritime Museum
- New Town Hotels
- Hotels near Duval Street
- Midtown Hotels
- Old Town Key West Hotels
- Key West Hotels
- Hotels near Harry S. Truman Little White House
- Key West Historic District Hotels
- Hotels near Smathers Beach
- Beach Hotels in Boca Chica Key
- Cheap Hotels in Boca Chica Key
- Family Hotels in Key West
- Ski Hotels in Key West
- Adventure Sport Hotels in Key West
- Boutique Hotels in Key West
- Romantic Hotels in Key West
- Cheap Hotels in Key West
- Beach Hotels in Key West
- Luxury Hotels in Key West
- Pet Friendly Hotels in Key West
- Historic Hotels in Key West
- Hotels with Parking in Key West
- All Inclusive Hotels in Key West
- Lgbt Welcoming Hotels in Key West
- Luxury Hotels in Stock Island
- Pet Friendly Hotels in Stock Island
- Cheap Hotels in Key West Historic District
- Lgbt Welcoming Hotels in Key West Historic District
- Lgbt Welcoming Hotels in White Street Gallery District
- Cheap Hotels in Big Pine Key
- Beach Hotels in Big Pine Key
- Spa Hotels in Big Pine Key
- Golf Hotels in Little Torch Key
- Cheap Hotels in Lower Florida Keys
- Luxury Hotels in Lower Florida Keys
- Beach Hotels in Lower Florida Keys
- Hotels with Pool in Lower Florida Keys
- Cheap Hotels in Lower Sugarloaf Key
- Kimpton Hotels in Key West
- Hyatt Hotels in Key West
- Hilton Hotels in Key West
- Flights from Hoskins (HKN) to Key West (EYW)
- Flights from Isla Baltra (GPS) to Key West (EYW)
- Flights from Grand Rapids (GRR) to Key West (EYW)
- Flights from Hickory (HKY) to Key West (EYW)
- Flights from Houston (IAH) to Key West (EYW)
- Flights from Bucharest (OTP) to Key West (EYW)
- Flights from Norden (NOE) to Key West (EYW)
- Flights from Lexington (LEX) to Key West (EYW)
- Flights from Wellington (WLG) to Key West (EYW)
- Flights from Niamey (NIM) to Key West (EYW)
- Flights from Washington (IAD) to Key West (EYW)
- Flights from Whistler (YWS) to Key West (EYW)
- Flights from Raleigh (RDU) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from New York (LGA) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights to Key West
- Southernmost Point
- Key West Cemetery
- Clarence S. Higgs Memorial Beach Park
- Mel Fisher Maritime Museum
- Mallory Square
- Fort Zachary Taylor Historic State Park
- Key West Holidays
- Key West Butterfly and Nature Conservatory
- Duval Street
- South Beach
- Visit Uptown - Upper Duval
- Visit Key West
- Visit Truman Annex
- Visit Midtown