Key West Hotels with Pools - Outdoor/Indoor Pools in Key West FL

Key West hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Key West, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Key West Florida hotel and motel rooms for children. Review the list of Key West hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
Planning group travel? Get Key West FL Group Hotel Rates

Key West Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites by Marriott Key West at the Keys Collectio : 3852 North Roosevelt Blvd. 3852 North Roosevelt Blvd., Key West, FL 33040 Call
  • 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.
  • Affordable Suburban hotel
More Photos
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Key West : 2400 North Roosevelt Blvd. 2400 North Roosevelt Blvd., Key West, FL 33040 Call
  • 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.
  • 3 star Suburban hotel
More Photos
From$166 total
Very Good 4.0 /5 Reviews Call BookMore Details
Parrot Key Hotel & Villas 2801 North Roosevelt Blvd., Key West, FL 33040 Call
  • 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.
  • Expensive Resort hotel
More Photos
From$360 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses : 1319 Duval St. 1319 Duval St., Key West, FL 33040 Call
  • Pool details: 3 pools; 1 pool adults only and 2 family friendly pools.
  • 3-star Beach property
More Photos
From$238 total
Average 3.0 /5 Read Reviews Call BookMore Details
Ella's Cottages Key West Historic Inns - Key West 811 Simonton St., Key West, FL 33040 Call
  • Includes a pool: Outdoor dipping pool in the courtyard is open from dawn to dusk. 8am-10pm
  • Two-star Downtown hotel
More Photos
From$154 total
Very Good 4.0 /5 Review Score Call BookMore Details
Lighthouse Hotel - Key West 902 Whitehead St., Key West, FL 33040 Call
  • Has swimming pool: Heated outdoor pool. Hours: Dawn to Dusk.
  • Midscale Downtown property
More Photos
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
La Concha Key West 430 Duval St., Key West, FL 33040 Call
  • Pool in hotel: 10am-Sunset
  • High end Resort property
More Photos
From$300 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Havana Cabana at Key West : 3420 North Roosevelt Blvd. 3420 North Roosevelt Blvd., Key West, FL 33040 Call
  • Includes a pool: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • 3 star Oceanfront hotel
More Photos
From$262 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West - Key West 3990 South Roosevelt Blvd., Key West, FL 33040 Call
  • Includes a pool: Outdoor pool open from 8:00am - 8pm, daily
  • 3 star Resort hotel
More Photos
From$154 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) : 3820 B North Roosevelt Blvd. 3820 B North Roosevelt Blvd., Key West, FL 33040 Call
  • Has swimming pool: Swimming Pool (07:00-22:00, outdoor) Number of pools (2) Pool sun loungers Pool umbrellas Hot tub/jacuzzi (nearby)
  • High-end Resort hotel
More Photos
From$270 total
Average 3.0 /5 Recent Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated - Key West 3820 a North Roosevelt Blvd., Key West, FL 33040 Call
  • Pool in hotel: 2 Outdoor Pools and Pool Bar
  • High end Oceanfront property
More Photos
From$210 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection 3850 North Roosevelt Blvd., Key West, FL 33040 Call
  • Pool details: 4 outdoor swimming pools, each with their own adjacent pool bar
  • Affordable Resort hotel
More Photos
From$238 total
Very Good 4.0 /5 Review Score Call BookMore Details
The Perry Hotel & Marina Key West - Key West 7001 Shrimp Rd., Key West, FL 33040 Call
  • Pool details: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • High end Oceanfront hotel
More Photos
From$130 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Key West Resort & Marina 5950 Peninsular Ave., Key West, FL 33040 Call
  • Includes a pool: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • Expensive Oceanfront property
More Photos
From$150 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Lunara Bay 12 Andrea Ln, Key West, FL 33040 Call
  • Has swimming pool: Each individual home has it's own private pool
  • Luxurious 5 Star Oceanfront property
More Photos
From$240 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Casa Marina Key West, Curio Collection by Hilton : 1500 Reynolds St. 1500 Reynolds St., Key West, FL 33040 Call
  • Has a pool!
  • Luxurious 5 Star Oceanfront hotel
More Photos
From$274 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Hibiscus Motel - Key West 1313 Simonton St., Key West, FL 33040 Call
  • Has swimming pool
  • Cheap hotel
More Photos
From$72 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Paradise Inn Key West Adults Only 819 Simonton St., Key West, FL 33040 Call
  • Pool in hotel
  • Mid-scale Downtown property
More Photos
From$178 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040 Call
  • We have a pool ready for use
  • 4-star Resort hotel
More Photos
From$338 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Vacation Club at Windward Pointe in Key West 3675 South Roosevelt Blvd., Key West, FL 33040 Call
  • With a pool!
  • High-end Oceanfront hotel
More Photos
From$150 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn Key West FL : 3755 South Roosevelt Blvd. 3755 South Roosevelt Blvd., Key West, FL 33040 Call
  • Includes a pool
  • Three Star Oceanfront hotel
More Photos
From$96 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Beachside Resort & Residences 3841 North Roosevelt Blvd., Key West, FL 33040 Call
  • Our hotel comes with a pool
  • Four star Oceanfront hotel
More Photos
From$214 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Isla Bella Beach Resort & Spa : 1 Knights Key Blvd. 1 Knights Key Blvd., Marathon, FL 33050 Call ~42.79 miles east of Key West
  • Pool in hotel: 5 Outdoor pools, chilled in the summer and heated in the winter. Pool bar offering refreshing drinks and light fare. Shoreline is almost a mile long, lounge chairs, umbrellas and cold drinks at the beach bar.
  • 4 star Oceanfront hotel
More Photos
From$154 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton in Marathon 1996 Overseas Highway, Marathon, FL 33050 Call ~43.85 miles east of Key West
  • Pool available: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Four-star Oceanfront property
More Photos
From$150 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort in Marathon 2146 Overseas Highway, Marathon, FL 33050 Call ~43.96 miles east of Key West
  • Pool available: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • 3-star Resort property
More Photos
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Back to Top