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Fleming Key Hotels with Outdoor or Indoor Pools

Parrot Key Waterfront Hotel & Resort : 2801 North Roosevelt Blvd. 2801 North Roosevelt Blvd., Key West, FL 33040 ~0.35 miles south of Fleming Key
  • Has swimming pool: 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 /5Latest Reviews CallBookMore Details
Key West Bayside Inn & Suites 3444 North Roosevelt Blvd., Key West, FL 33040 ~0.78 miles east of Fleming Key
  • 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%
  • 2 star Oceanfront property
From$119
Excellent 5.0 /5Read Reviews CallBookMore Details
The Gates Hotel Key West 3824 North Roosevelt Blvd., Key West, FL 33040 ~1.12 miles east of Fleming Key
  • Pool in hotel: 2 Outdoor Pools and Pool Bar
  • Expensive Oceanfront hotel
From$119
Very Good 4.0 /5Read Reviews CallBookMore Details
Hilton Garden Inn 3850 North Roosevelt Blvd., Key West, FL 33040 ~1.22 miles east of Fleming Key
  • Pool details: Outdoor pool
  • Mid-scale Resort property
From$125
Very Good 4.0 /5Read Reviews CallBookMore Details
Fairfield Inn & Suites Key West at the Keys Collection - Key West 3852 North Roosevelt, Key West, FL 33040 ~1.26 miles east of Fleming Key
  • Pool details: One pool
  • Midscale Resort property
From$129
Very Good 4.0 /5Latest Reviews CallBookMore Details
Sheraton Suites Key West 2001 South Roosevelt Blvd., Key West, FL 33040 ~1.26 miles south of Fleming Key
  • Pool available: 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
  • High-end Resort property
From$179
Very Good 4.0 /5Guest Reviews CallBookMore Details
Doubletree by Hilton Key West 3990 South Roosevelt Blvd., Key West, FL 33040 ~1.48 miles east of Fleming Key
  • Pool in hotel: 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
  • Mid-scale Resort property
From$139
Very Good 4.0 /5Review Score CallBookMore Details
The Marker Waterfront Resort 200 William St., Key West, FL 33040 ~1.98 miles west of Fleming Key
  • Includes a pool: 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.
  • 4-star Oceanfront hotel
From$129
Very Good 4.5 /5Recent Reviews CallBookMore Details
Southernmost Beach Resort 508 South St. Key West, Key West, FL 33040 ~2.18 miles southwest of Fleming Key
  • Has swimming pool: 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%
  • Four star Beach property
From$169
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Crowne Plaza La Concha : 430 Duval St. 430 Duval St., Key West, FL 33040 ~2.20 miles west of Fleming Key
  • Includes a pool: 7am - Dusk
  • Pool/beach service is ok
  • About half of guests thought the pool/beach service was ok
  • High end Resort hotel
From$199
Very Good 4.0 /5Guest Reviews CallBookMore Details
Lighthouse Court Resort 902 Whitehead St., Key West, FL 33040 ~2.26 miles southwest of Fleming Key
  • Includes a pool: 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 property
From$169
Very Good 4.0 /5Read Reviews CallBookMore Details
Oceans Edge Key West Resort Hotel & Marina : 5950 Peninsular Ave. 5950 Peninsular Ave., Key West, FL 33040 ~2.74 miles east of Fleming Key
  • Pool available: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • High-end Oceanfront hotel
From$179
Very Good 4.5 /5Recent Reviews CallBookMore Details
24 North Hotel 3820 North Roosevelt Blvd., Key West, FL 33040 ~1.08 miles east of Fleming Key
  • Our hotel comes with a pool
  • Expensive Resort property
From$109
Very Good 4.0 /5Latest Reviews CallBookMore Details
Best Western Key Ambassador Resort Inn 3755 South Roosevelt Blvd., Key West, FL 33040 ~1.84 miles southeast of Fleming Key
  • Has swimming pool
  • Midscale Oceanfront hotel
From$199
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Key Lime Inn 725 Truman Ave., Key West, FL 33040 ~1.91 miles southwest of Fleming Key
  • Includes a swimming pool
  • 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 /5Recent Reviews CallBookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 ~2.09 miles southwest of Fleming Key
  • We have a pool
  • Midscale property
Ocean Key Resort & Spa in Key West Zero Duval St., Key West, FL 33040 ~2.29 miles west of Fleming Key
  • Includes a pool
  • 4-star Resort hotel
From$349
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Margaritaville Key West Resort & Marina in Key West 245 Front St., Key West, FL 33040 ~2.32 miles west of Fleming Key
  • Includes a pool
  • Great pool
  • Good pool/beach service
  • Lovely pool/beach service, according to 86%
  • Four-star Resort property
From$199
Very Good 4.0 /5Guest Reviews CallBookMore Details
Hyatt Key West Resort & Spa in Key West 601 Front St., Key West, FL 33040 ~2.40 miles west of Fleming Key
  • Includes a 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
  • Luxury 5 star Oceanfront hotel
From$259
Very Good 4.5 /5Latest Reviews CallBookMore Details
Hyatt Place Marathon / Florida Keys 1996 Overseas Highway, Marathon, FL 33050 ~42.99 miles east of Fleming Key
  • Has swimming pool: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • 3 star Oceanfront property
From$159
Very Good 4.5 /5Guest Reviews CallBookMore Details
Courtyard Marathon - Marathon 2146 Overseas Highway, Marathon, FL 33050 ~43.07 miles east of Fleming Key
  • Pool details: Beautiful infinity pool located just at the waters edge.The pool has a heater and chiller and is 25,000 gallons.
  • Midscale Resort property
From$109
Very Good 4.5 /5Recent Reviews CallBookMore Details
Banana Bay Resort & Marina - Marathon 4590 Overseas Highway, Marathon, FL 33050 ~44.30 miles east of Fleming Key
  • Has swimming pool: 8AM-10PMWe have one of the biggest outdoor pools in Marathon.
  • Pool is mediocre
  • Ordinary pool
  • Tiki bar by the pool was not available
  • Pool area needs work
  • Nice pool and hot tub
  • Pool in need of cleaning
  • Dirty pool, said 78%
  • Midscale Rural hotel
Skipjack Resort Suites & Marina : 19 Sombrero Blvd. 19 Sombrero Blvd., Marathon, FL 33050 ~44.44 miles east of Fleming Key
  • Pool in hotel: Open from 7:00am to 10:00pm Large heated pool 8 ft' deep
  • Cheap Resort property

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