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Fleming Key Hotels with Outdoor or Indoor Pools

Parrot Key Waterfront Hotel & Resort 2801 North Roosevelt Blvd., Key West, FL 33040 ~0.35 miles south of Fleming Key
  • 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$169
Very Good 4.5 /5 Review Score Call BookMore Details
Havana Cabana at Key West 3420 North Roosevelt Blvd., Key West, FL 33040 ~0.66 miles east of Fleming Key
  • Pool in hotel: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Great pool
  • Pool area is amazing
  • Pool is good
  • Pool was amazing
  • Pool in need of cleaning
  • Dirty pool, said 58%
  • 3 star Oceanfront property
From$145
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Banana Bay Resort & Marina - Key West 2319 North Roosevelt Blvd., Key West, FL 33040 ~0.68 miles southwest of Fleming Key
  • Pool available: Pool on site, Topless optional
  • Mid-scale Beach hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
24 North Hotel - Key West 3820 North Roosevelt Blvd., Key West, FL 33040 ~1.05 miles east of Fleming Key
  • Has swimming pool: Outdoor
  • Four-star Resort hotel
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Gates Hotel Key West : 3824 North Roosevelt Blvd. 3824 North Roosevelt Blvd., Key West, FL 33040 ~1.12 miles east of Fleming Key
  • Pool available: 2 Outdoor Pools and Pool Bar
  • 4 star Oceanfront property
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn in Key West 3850 North Roosevelt Blvd., Key West, FL 33040 ~1.22 miles east of Fleming Key
  • Includes a pool: Outdoor pool
  • Mid-scale Resort property
From$125
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Key West at the Keys Collection 3852 North Roosevelt Blvd., Key West, FL 33040 ~1.26 miles east of Fleming Key
  • Has swimming pool: One pool
  • Midscale Resort property
From$115
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sheraton Suites Key West in Key West 2001 South Roosevelt Blvd., Key West, FL 33040 ~1.27 miles south of Fleming Key
  • Has swimming pool: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • High end Resort hotel
From$211
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Key West : 3990 South Roosevelt Blvd. 3990 South Roosevelt Blvd., Key West, FL 33040 ~1.48 miles east of Fleming Key
  • Includes a pool: 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
  • Three Star Resort property
From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Albury Court - Key West 1030 Eaton St., Key West, FL 33040 ~1.67 miles west of Fleming Key
  • Includes a pool: The cozy waterfall dipping pool is open from dawn to dusk
  • Affordable Downtown hotel
From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Key Lime Inn in Key West 725 Truman Ave., Key West, FL 33040 ~1.91 miles southwest of Fleming Key
  • Pool details: Outdoor swimming pool open dawn to dusk
  • Excellent pool
  • Great pool
  • Outdoor pool a bonus
  • Lovely pool area
  • Breakfast by the pool a delight
  • Clean pool area
  • Clean pool, said 100%
  • 3-star Downtown hotel
From$129
Very Good 4.5 /5 Guest Reviews Call BookMore 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.
  • High-end Oceanfront hotel
From$155
Very Good 4.5 /5 Review Score Call BookMore Details
The Perry Hotel Key West - Key West 7001 Shrimp Rd., Key West, FL 33040 ~2.09 miles east of Fleming Key
  • Has swimming pool: Outdoor waterfront pool, open daily from 7am - 9pm.
  • 4-star Oceanfront hotel
From$109
Very Good 4.5 /5 Reviews Call BookMore Details
Cypress House in Key West 601 Caroline St., Key West, FL 33040 ~2.12 miles west of Fleming Key
  • Has swimming pool: 40" outdoor lap pool is open from dawn to dusk.
  • Great pool
  • Pool is good
  • Pool was also fantastic
  • Near the small pool
  • Pool felt awesome
  • 2-star Downtown property
From$60
Very Good 4.5 /5 Reviews Call BookMore Details
Southernmost Beach Resort 508 South St. Key West, Key West, FL 33040 ~2.18 miles southwest of Fleming Key
  • Pool available: 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%
  • Expensive Beach hotel
From$175
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Crowne Plaza La Concha in Key West 430 Duval St., Key West, FL 33040 ~2.20 miles west of Fleming Key
  • Has swimming pool: 7am - Dusk
  • Pool/beach service is ok
  • About half of guests thought the pool/beach service was ok
  • Expensive Resort hotel
From$199
Very Good 4.0 /5 Hotel Reviews Call BookMore 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
  • Midscale Downtown hotel
From$169
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Weatherstation Inn 57 Front St., Key West, FL 33040 ~2.43 miles west of Fleming Key
  • Includes a pool: Outdoor Swimming Pool
  • Economy Downtown property
From$60
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina 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.
  • Expensive Oceanfront hotel
From$119
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Key Ambassador Resort Inn 3755 South Roosevelt Blvd., Key West, FL 33040 ~1.84 miles southeast of Fleming Key
  • Our hotel comes with a pool
  • Two star Oceanfront hotel
From$199
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Chelsea House Pool & Gardens 709 Truman Ave., Key West, FL 33040 ~1.96 miles southwest of Fleming Key
  • With a pool!
  • Pool is good
  • Great pool
  • Superb pool area
  • Quiet gardens and pool
  • The most beautiful room by the pool
  • Clean pool area
  • Clean pool, said 80%
  • Mid-scale Downtown hotel
From$199
Very Good 4.0 /5 Read Reviews Call BookMore Details
Merlin Guesthouse 811 Simonton St., Key West, FL 33040 ~2.06 miles southwest of Fleming Key
  • Pool in hotel
  • Great pool
  • Pool is good
  • Big resort pool
  • Beautiful pool area
  • Heated pool
  • Low priced Downtown property
From$129
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Hibiscus Motel in Key West 1313 Simonton St., Key West, FL 33040 ~2.09 miles southwest of Fleming Key
  • Has a pool!
  • 2-star property
Ocean Key Resort & Spa in Key West Zero Duval St., Key West, FL 33040 ~2.29 miles west of Fleming Key
  • We have a pool
  • Expensive Resort hotel
From$289
Very Good 4.5 /5 Read Reviews Call BookMore Details
Margaritaville Key West Resort & Marina : 245 Front St. 245 Front St., Key West, FL 33040 ~2.33 miles west of Fleming Key
  • With a pool!
  • Four star Resort property
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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