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Hotel Name
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Amenities

Key West Hotels with Outdoor or Indoor Pools

Banana Bay Resort in Key West 2319 North Roosevelt Blvd., Key West, FL 33040
  • Pool available: Pool on site, Topless optional
  • 3 star Beach property
Fairfield Inn & Siutes Key West 2400 North Rooselvelt Blvd., Key West, FL 33040
  • Pool details: A 72 gallon outdoor pool, conveniently located in front of our Tiki bar. Relax poolside on our comfortable lounge chairs, nestled between spectacular palm trees.
  • Affordable Suburban hotel
From$319
Very Good 4.0 /5Reviews Call
Sheraton Suites Key West 2001 South Roosevelt Blvd., Key West, FL 33040
  • Includes a pool: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • High-end Resort property
From$189
Very Good 4.0 /5Read Reviews Call
Southernmost Beach Resort - Key West 508 South St. Key West, Key West, FL 33040
  • Pool available: 3 pools; 1 pool adults only and 2 family friendly pools.
  • High end Beach hotel
From$179
Very Good 4.5 /5Hotel Reviews Call
Crowne Plaza La Concha in Key West 430 Duval St., Key West, FL 33040
  • Pool available: 7am-10pm
  • High-end Resort property
Inn at Key West : 3420 North Roosevelt Blvd. 3420 North Roosevelt Blvd., Key West, FL 33040
  • Pool in hotel: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Three Star Oceanfront property
From$119
Very Good 4.0 /5Hotel Reviews Call
Key West Bayside Inn & Suites in Key West 3444 North Roosevelt Blvd., Key West, FL 33040
  • Has swimming pool: We have an outdoor pool, open until 9pm.
  • Cheap Oceanfront hotel
Doubletree by Hilton Key West : 3990 South Roosevelt Blvd. 3990 South Roosevelt Blvd., Key West, FL 33040
  • Pool in hotel: Outdoor pool open from 7:30am - 11pm, daily
  • Midscale Resort property
From$156
Very Good 4.0 /5Hotel Reviews Call
The Gates Hotel Key West in Key West 3824 North Roosevelt Blvd., Key West, FL 33040
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • Four star Oceanfront property
From$169
Very Good 4.0 /5Reviews Call
Hilton Garden Inn The Keys Collection 3850 North Roosevelt Blvd., Key West, FL 33040
  • Pool in hotel: Outdoor pool
  • Midscale Resort property
From$129
Very Good 4.0 /5Hotel Reviews Call
Casa Marina a Waldorf Astoria Resort - Key West 1500 Reynolds St., Key West, FL 33040
  • We have a pool
  • Luxurious 5 Star Oceanfront hotel
From$209
Very Good 4.0 /5Reviews Call
The Reach Resort The Waldorf Astoria Collection 1435 Simonton St., Key West, FL 33040
  • Has swimming pool
  • Four-star Oceanfront property
From$149
Very Good 4.0 /5Review Score Call
The Paradise Inn 819 Simonton St., Key West, FL 33040
  • Has a pool!
  • 3 star Downtown property
From$149
Very Good 4.5 /5Review Score Call
Ambrosia Key West - Key West 622 Fleming St., Key West, FL 33040
  • Pool in hotel
  • Mid-scale Downtown property
From$199
Excellent 5.0 /5Reviews Call
Lighthouse Court Resort 902 Whitehead St., Key West, FL 33040
  • We have a pool
  • Midscale Downtown property
From$149
Very Good 4.0 /5Latest Reviews Call
The Westin Key West Resort & Marina in Key West 245 Front St., Key West, FL 33040
  • Has a pool!
  • Four star Resort hotel
From$229
Very Good 4.0 /5Hotel Reviews Call
Pier House Resort & Spa - Key West
+1-800-997-5148
1 Duval St., Key West, FL 33040
  • With a pool!
  • Four star Beach property
From$239
Very Good 4.5 /5Review Score Call
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040
  • Has swimming pool
  • High end Resort property
From$309
Very Good 4.5 /5Recent Reviews Call
24 North Hotel in Key West 3820 North Roosevelt Blvd., Key West, FL 33040
  • Pool in hotel
  • Midscale Resort hotel
From$119
Very Good 4.0 /5Guest Reviews Call
Hyatt Place Marathon / Florida Keys 1996 Overseas Highway, Marathon, FL 33050 ~43.92 miles east of Key West
  • Pool details: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • Affordable Oceanfront property
From$143
Very Good 4.5 /5Hotel Reviews Call

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