Fleming Key Hotels with Outdoor or Indoor Pools

Parrot Key Hotel & Villas : 2801 North Roosevelt Blvd.
+1-888-389-4121
2801 North Roosevelt Blvd., Key West, FL 33040 +1-888-389-4121 ~0.36 miles south of Fleming Key
  • Pool available: Five acres of tropical gardens surround Parrot Key Hotel & Villas, with beautiful paths meandering through colorful foliage. Four glimmering pools are nestled among their own private sculpture gardens setting the perfect scene for your tropical island experience. Grab a lounge chair and step outside your room. In the Key West sculpture gardens surrounding our pools, work includes the fantastical, larger-than-life stainless steel work of John Martini, a longtime Key West resident with his studio located in the Bahama Village neighborhood. Step through one of our rustic wooden doors from around the globe and serenity will greet you on the other side. Each of our pools is hidden away in its own oasis, surrounded by lush palms and island fauna to create an immediate sense of seclusion and privacy. We offer an exclusive adult only pool and 3 other pools for families to enjoy. Pool hours are Sunrise to Sunset daily with the exception of the pool nearest The Grove Restaurant and Bar which is open until 10 PM.
  • 4 star Resort hotel
From$300
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Key West - Key West
+1-888-675-2083
2400 North Roosevelt Blvd., Key West, FL 33040 +1-888-675-2083 ~0.62 miles south of Fleming Key
  • Has swimming pool: 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.
  • Mid-scale Suburban hotel
From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Key West at the Keys Collectio in Key West
+1-800-716-8490
3852 North Roosevelt, Key West, FL 33040 +1-800-716-8490 ~0.64 miles south of Fleming Key
  • Includes a pool: 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.
  • Three Star Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) : 3820 B North Roosevelt Blvd.
+1-800-805-5223
3820 B North Roosevelt Blvd., Key West, FL 33040 +1-800-805-5223 ~1.08 miles east of Fleming Key
  • Pool available: Outdoor
  • High-end Resort property
From$225
Average 3.0 /5 Recent Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated
+1-888-965-1860
3820 a North Roosevelt Blvd., Key West, FL 33040 +1-888-965-1860 ~1.12 miles east of Fleming Key
  • Pool available: 2 Outdoor Pools and Pool Bar
  • Expensive Oceanfront hotel
From$175
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection - Key West
+1-888-788-5576
3850 North Roosevelt Blvd., Key West, FL 33040 +1-888-788-5576 ~1.22 miles east of Fleming Key
  • Pool available: Outdoor pool
  • Midscale Resort property
From$199
Very Good 4.0 /5 Read Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West : 3990 South Roosevelt Blvd.
+1-888-897-9207
3990 South Roosevelt Blvd., Key West, FL 33040 +1-888-897-9207 ~1.48 miles east of Fleming Key
  • Includes a pool: Outdoor pool open from 8:00am - 8pm, daily
  • 3 star Resort hotel
From$129
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Perry Hotel & Marina Key West - Key West
+1-888-311-4278
7001 Shrimp Rd., Key West, FL 33040 +1-888-311-4278 ~2.09 miles east of Fleming Key
  • Includes a pool: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • Four-star Oceanfront property
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Concha Key West : 430 Duval St.
+1-888-469-4795
430 Duval St., Key West, FL 33040 +1-888-469-4795 ~2.20 miles west of Fleming Key
  • Has swimming pool: 10am-Sunset
  • Expensive Resort property
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina : 5950 Peninsular Ave.
+1-888-734-9421
5950 Peninsular Ave., Key West, FL 33040 +1-888-734-9421 ~2.74 miles east of Fleming Key
  • Pool details: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • 4 star Oceanfront property
From$159
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Key West
+1-888-841-5292
3755 South Roosevelt Blvd., Key West, FL 33040 +1-888-841-5292 ~1.84 miles southeast of Fleming Key
  • Includes a pool
  • Midscale Oceanfront hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Hibiscus Motel - Key West
+1-888-455-5160
1313 Simonton St., Key West, FL 33040 +1-888-455-5160 ~2.10 miles southwest of Fleming Key
  • Includes a swimming pool
  • Inexpensive property
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Ocean Key Resort & Spa
+1-888-965-8297
Zero Duval St., Key West, FL 33040 +1-888-965-8297 ~2.29 miles west of Fleming Key
  • With a pool!
  • High-end Resort property
From$282
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton in Marathon
+1-888-906-6358
1996 Overseas Highway, Marathon, FL 33050 +1-888-906-6358 ~42.92 miles east of Fleming Key
  • Has swimming pool: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • 3 star Oceanfront property
From$113
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Faro Blanco Resort - Marathon
+1-888-749-6785
2146 Overseas Highway, Marathon, FL 33050 +1-888-749-6785 ~43.07 miles east of Fleming Key
  • Pool details: Two onsite resort style pools including Marathon Florida's only infinity pool edge overlooking the beautifully clear ocean.
  • Three Star Resort property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Banana Bay Resort & Marina in Marathon
+1-888-878-9982
4590 Overseas Highway, Marathon, FL 33050 +1-888-878-9982 ~44.30 miles east of Fleming Key
  • Includes a pool: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • 3-star Rural hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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