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Key West Hotels with Outdoor or Indoor Pools

Sheraton Suites Key West : 2001 South Roosevelt Blvd. 2001 South Roosevelt Blvd., Key West, FL 33040
  • Has swimming pool: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • Pool was amazing
  • Pool is good
  • Great pool
  • Excellent pool
  • Pool was perfect
  • Moderately clean pool area
  • Approx. half of guests thought the pool was clean
  • Expensive Resort property
From$199
Very Good 4.0 /5Guest Reviews CallBookMore Details
Parrot Key Waterfront Hotel & Resort 2801 North Roosevelt Blvd., Key West, FL 33040
  • Pool available: 4 sparkling outdoor pools surrounded by maintained garden and tropical ambiance
  • Good pool/beach service
  • Beautiful grounds and pools
  • Great pool
  • Pool is good
  • 4 pools were separate but cozy
  • Chairs by the pool are wonderful
  • Clean pool area
  • Clean pool, said 90%
  • Pool staff was fabulous
  • Lovely pool/beach service, according to 88%
  • 4 star Resort hotel
From$120
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Southernmost Beach Resort 508 South St. Key West, Key West, FL 33040
  • Pool details: 3 pools; 1 pool adults only and 2 family friendly pools.
  • Pool is good
  • Great pool
  • Several pools and bars on site
  • Tranquility pool was very relaxing
  • Really enjoyed the pools and beach area
  • Clean pool area
  • Clean pool, said 100%
  • 4-star Beach hotel
From$169
Very Good 4.5 /5Latest Reviews CallBookMore Details
Lighthouse Court Resort : 902 Whitehead St. 902 Whitehead St., Key West, FL 33040
  • Pool in hotel: Heated outdoor pool. Hours: Dawn to Dusk.
  • Beautiful grounds and excellent pool
  • Pool is good
  • Great pool
  • Refreshing saltwater pool
  • Nice swimming pool
  • Pool bar was open
  • Moderately clean pool area
  • Approx. half of guests thought the pool was clean
  • Affordable Downtown hotel
From$169
Very Good 4.0 /5Reviews CallBookMore Details
The Marker Waterfront Resort in Key West 200 William St., Key West, FL 33040
  • Pool available: The Marker Waterfront Resort features 3 salt-water pools that are open 9am - 10pm daily. The serenity pool is for adults 21 years of age and older and is for those looking for a tranquil environment. Enjoy water aerobics in the main pools on Saturday mornings as well as Snuba on Tuesdays at 1030am for beginner Scuba Divers.
  • High end Oceanfront hotel
From$188
Very Good 4.5 /5Reviews CallBookMore Details
Crowne Plaza La Concha 430 Duval St., Key West, FL 33040
  • Pool details: 7am - Dusk
  • Pool/beach service is ok
  • About half of guests thought the pool/beach service was ok
  • 4-star Resort property
From$209
Very Good 4.0 /5Latest Reviews CallBookMore Details
The Inn at Key West in Key West 3420 North Roosevelt Blvd., Key West, FL 33040
  • Has swimming pool: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Midscale Oceanfront property
From$115
Very Good 4.0 /5Recent Reviews CallBookMore Details
Key West Bayside Inn & Suites 3444 North Roosevelt Blvd., Key West, FL 33040
  • Pool available: We have an outdoor pool, open until 9pm.
  • Great pool
  • Nice pool area
  • Good pool
  • Pool which was quite nice
  • Clean pool area
  • Clean pool, said 93%
  • Two star Oceanfront hotel
Doubletree by Hilton Key West in Key West 3990 South Roosevelt Blvd., Key West, FL 33040
  • Pool available: Outdoor pool open from 7:30am - 11pm, daily
  • Great pool
  • Good pool
  • Pool was amazing, perfect
  • Great Pool area and outdoor bar
  • Beautiful grounds and pool area
  • Moderately clean pool area
  • About half of guests thought the pool was clean
  • Affordable Resort hotel
From$100
Very Good 4.0 /5Read Reviews CallBookMore Details
The Gates Hotel Key West 3824 North Roosevelt Blvd., Key West, FL 33040
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • Expensive Oceanfront property
From$129
Very Good 4.0 /5Latest Reviews CallBookMore Details
Fairfield Inn & Suites Key West at the Keys Collection in Key West 3852 North Roosevelt, Key West, FL 33040
  • Pool available: One pool
  • Mid-scale Resort property
From$129
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Hilton Garden Inn - Key West 3850 North Roosevelt Blvd., Key West, FL 33040
  • Pool details: Outdoor pool
  • Affordable Resort hotel
From$125
Very Good 4.0 /5Review Score CallBookMore Details
Key Lime Inn : 725 Truman Ave. 725 Truman Ave., Key West, FL 33040
  • We have a pool ready for use
  • Excellent pool
  • Great pool
  • Outdoor pool a bonus
  • Lovely pool area
  • Breakfast by the pool a delight
  • Clean pool area
  • Clean pool, said 100%
  • Affordable Downtown property
From$129
Very Good 4.5 /5Review Score CallBookMore Details
Best Western Hibiscus Motel in Key West 1313 Simonton St., Key West, FL 33040
  • Includes a swimming pool
  • Three Star property
Margaritaville Key West Resort & Marina - Key West 245 Front St., Key West, FL 33040
  • Pool in hotel
  • Great pool
  • Good pool/beach service
  • Lovely pool/beach service, according to 86%
  • Expensive Resort property
From$199
Very Good 4.0 /5Latest Reviews CallBookMore Details
Hyatt Key West Resort & Spa 601 Front St., Key West, FL 33040
  • Includes a swimming pool
  • Pool/beach service is ok
  • Most guests thought the pool/beach service was ok
  • Happy hour at pool bar was fantastic
  • Pool is mediocre
  • Ordinary pool
  • Complimentary pool towels
  • Pool chairs were old so
  • Luxurious 5 Star Oceanfront property
From$239
Very Good 4.5 /5Recent Reviews CallBookMore Details
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040
  • Pool in hotel
  • 4-star Resort property
From$299
Very Good 4.5 /5Reviews CallBookMore Details
24 North Hotel : 3820 North Roosevelt Blvd. 3820 North Roosevelt Blvd., Key West, FL 33040
  • With a pool!
  • Four star Resort property
From$109
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Best Western Key Ambassador Resort Inn in Key West 3755 South Roosevelt Blvd., Key West, FL 33040
  • Has swimming pool
  • 3 star Oceanfront hotel
From$199
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Hyatt Place Marathon / Florida Keys - Marathon 1996 Overseas Highway, Marathon, FL 33050 ~43.88 miles east of Key West
  • Has swimming pool: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • Affordable Oceanfront property
From$159
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Courtyard Marathon 2146 Overseas Highway, Marathon, FL 33050 ~43.96 miles east of Key West
  • Has swimming pool: Beautiful infinity pool located just at the waters edge.The pool has a heater and chiller and is 25,000 gallons.
  • Three Star Resort hotel
From$139
Very Good 4.5 /5Hotel Reviews CallBookMore Details

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