Stock Island Hotels with Outdoor or Indoor Pools

Parrot Key Hotel & Villas 2801 North Roosevelt Blvd., Key West, FL 33040 Call ~0.34 miles southwest of Stock Island
  • Has swimming pool: 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.
  • High end Resort hotel
From$300
Very good 4.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Key West : 2400 North Roosevelt Blvd. 2400 North Roosevelt Blvd., Key West, FL 33040 Call ~0.63 miles southwest of Stock Island
  • Pool available: 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 hotel
From$139
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Key West at the Keys Collectio 3852 North Roosevelt Blvd., Key West, FL 33040 Call ~0.64 miles southwest of Stock Island
  • 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.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Blue Flamingo Key West (Former 24north) 3820 B North Roosevelt Blvd., Key West, FL 33040 Call ~0.98 miles east of Stock Island
  • Includes a pool: Outdoor
  • Four star Resort property
From$225
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated in Key West 3820 a North Roosevelt Blvd., Key West, FL 33040 Call ~1.01 miles east of Stock Island
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • 4 star Oceanfront hotel
From$175
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection 3850 North Roosevelt Blvd., Key West, FL 33040 Call ~1.10 miles east of Stock Island
  • Includes a pool: Outdoor pool
  • Three Star Resort hotel
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. 3990 South Roosevelt Blvd., Key West, FL 33040 Call ~1.36 miles east of Stock Island
  • Pool details: Outdoor pool open from 8:00am - 8pm, daily
  • Affordable Resort property
From$129
Very good 4.0 /5 Review Score Call BookMore Details
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040 Call ~1.97 miles east of Stock Island
  • Pool in hotel: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • High end Oceanfront property
From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses 1319 Duval St., Key West, FL 33040 Call ~2.21 miles southwest of Stock Island
  • Has swimming pool: 3 pools; 1 pool adults only and 2 family friendly pools.
  • Three Star Beach hotel
From$199
Average 3.0 /5 Reviews Call BookMore Details
La Concha Key West - Key West 430 Duval St., Key West, FL 33040 Call ~2.28 miles west of Stock Island
  • Pool in hotel: 10am-Sunset
  • Four-star Resort hotel
From$250
Very good 4.0 /5 Latest Reviews Call BookMore Details
Lighthouse Hotel 902 Whitehead St., Key West, FL 33040 Call ~2.32 miles southwest of Stock Island
  • Pool details: Heated outdoor pool. Hours: Dawn to Dusk.
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 Call ~2.62 miles east of Stock Island
  • 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 property
From$159
Very good 4.0 /5 Reviews Call BookMore Details
Lunara Bay : 12 Andrea Ln 12 Andrea Ln, Key West, FL 33040 Call ~2.64 miles east of Stock Island
  • Pool available: Each individual home has it's own private pool
  • Luxury Five Star Oceanfront hotel
From$200
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Key West FL : 3755 South Roosevelt Blvd. 3755 South Roosevelt Blvd., Key West, FL 33040 Call ~1.72 miles southeast of Stock Island
  • Includes a pool
  • 3 star Oceanfront property
From$80
Very good 4.0 /5 Review Score Call BookMore Details
Casa Marina Key West, Curio Collection by Hilton 1500 Reynolds St., Key West, FL 33040 Call ~1.99 miles southwest of Stock Island
  • Includes a pool
  • Luxury 5-star Oceanfront hotel
From$229
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 Call ~2.13 miles southwest of Stock Island
  • We have a pool ready for use
  • Two star hotel
From$60
Very good 4.0 /5 Guest Reviews Call BookMore Details
Ocean Key Resort & Spa : Zero Duval St. Zero Duval St., Key West, FL 33040 Call ~2.38 miles west of Stock Island
  • We have a pool
  • 4-star Resort hotel
From$282
Very good 4.0 /5 Review Score Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton Faro Blanco Resort Marathon Florida Keys Curio By, Marathon, FL 33050 Call ~42.83 miles east of Stock Island
  • Includes a pool: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Four-star Oceanfront property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton : 1996 Overseas Highway 1996 Overseas Highway, Marathon, FL 33050 Call ~42.87 miles east of Stock Island
  • Pool in hotel: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • 4 star Oceanfront hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort 2146 Overseas Highway, Marathon, FL 33050 Call ~42.97 miles east of Stock Island
  • Pool in hotel: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • Affordable Resort hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Banana Bay Resort & Marina : 4590 Overseas Highway 4590 Overseas Highway, Marathon, FL 33050 Call ~44.20 miles east of Stock Island
  • Pool in hotel: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Midscale Rural hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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