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Key West Hotels with Outdoor or Indoor Pools

Sheraton Suites Key West : 2001 South Roosevelt Blvd. 2001 South Roosevelt Blvd., Key West, FL 33040
  • Pool details: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • Expensive Resort hotel
From$211
Very Good 4.0 /5Latest Reviews CallBookMore Details
Key Lime Inn in Key West 725 Truman Ave., Key West, FL 33040
  • Pool in hotel: 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%
  • Mid-scale Downtown property
From$129
Very Good 4.5 /5Review Score CallBookMore Details
The Chelsea House Pool & Gardens 709 Truman Ave., Key West, FL 33040
  • Pool in hotel: Outdoor heated swimming pool open from dawn until dusk.
  • 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%
  • Affordable Downtown property
From$199
Very Good 4.0 /5Reviews CallBookMore Details
Parrot Key Waterfront Hotel & Resort - Key West 2801 North Roosevelt Blvd., Key West, FL 33040
  • Includes a 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%
  • High end Resort property
From$169
Very Good 4.5 /5Reviews CallBookMore Details
Albury Court 1030 Eaton St., Key West, FL 33040
  • Pool details: The cozy waterfall dipping pool is open from dawn to dusk
  • 3 star Downtown property
From$159
Very Good 4.0 /5Latest Reviews CallBookMore Details
Southernmost Beach Resort 508 South St. Key West, Key West, FL 33040
  • Includes a 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%
  • High-end Beach property
From$175
Very Good 4.5 /5Latest Reviews CallBookMore Details
Lighthouse Court Resort - Key West 902 Whitehead St., Key West, FL 33040
  • Has swimming 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
  • 3-star Downtown property
From$169
Very Good 4.0 /5Guest Reviews CallBookMore Details
The Marker Waterfront Resort - Key West 200 William St., Key West, FL 33040
  • Pool in hotel: 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 property
From$155
Very Good 4.5 /5Guest Reviews CallBookMore Details
Crowne Plaza La Concha 430 Duval St., Key West, FL 33040
  • Pool available: 7am - Dusk
  • Pool/beach service is ok
  • About half of guests thought the pool/beach service was ok
  • Four-star Resort hotel
From$199
Very Good 4.0 /5Guest Reviews CallBookMore Details
Cypress House - Key West 601 Caroline St., Key West, FL 33040
  • Pool in hotel: 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
  • Two star Downtown hotel
Havana Cabana at Key West : 3420 North Roosevelt Blvd. 3420 North Roosevelt Blvd., Key West, FL 33040
  • Has swimming pool: 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%
  • Midscale Oceanfront hotel
From$145
Very Good 4.5 /5Recent Reviews CallBookMore Details
Doubletree by Hilton Key West - Key West 3990 South Roosevelt Blvd., Key West, FL 33040
  • Pool available: 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 hotel
From$129
Very Good 4.0 /5Read Reviews CallBookMore Details
24 North Hotel 3820 North Roosevelt Blvd., Key West, FL 33040
  • Pool available: Outdoor
  • Four star Resort property
From$109
Very Good 4.0 /5Guest Reviews CallBookMore Details
The Gates Hotel Key West 3824 North Roosevelt Blvd., Key West, FL 33040
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • Four star Oceanfront property
From$119
Very Good 4.0 /5Review Score CallBookMore Details
Fairfield Inn & Suites Key West at the Keys Collection in Key West 3852 North Roosevelt Blvd., Key West, FL 33040
  • Pool details: One pool
  • Affordable Resort property
From$115
Very Good 4.0 /5Read Reviews CallBookMore Details
Hilton Garden Inn - Key West 3850 North Roosevelt Blvd., Key West, FL 33040
  • Pool details: Outdoor pool
  • Mid-scale Resort property
From$125
Very Good 4.0 /5Recent Reviews CallBookMore Details
The Perry Hotel Key West in Key West 7001 Shrimp Rd., Key West, FL 33040
  • Pool details: Outdoor waterfront pool, open daily from 7am - 9pm.
  • 4 star Oceanfront hotel
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040
  • Pool in hotel: 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$119
Very Good 4.5 /5Recent Reviews CallBookMore Details
Best Western Hibiscus Motel - Key West 1313 Simonton St., Key West, FL 33040
  • We have a pool ready for use
  • 2-star hotel
Merlin Guesthouse 811 Simonton St., Key West, FL 33040
  • Includes a swimming pool
  • Great pool
  • Pool is good
  • Big resort pool
  • Beautiful pool area
  • Heated pool
  • Inexpensive Downtown hotel
From$129
Very Good 4.5 /5Reviews CallBookMore Details
Hyatt Key West Resort & Spa 601 Front St., Key West, FL 33040
  • Has swimming 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
  • Luxurious Five Star Oceanfront hotel
From$209
Very Good 4.5 /5Review Score CallBookMore Details
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040
  • Has swimming pool
  • Four-star Resort property
From$282
Very Good 4.5 /5Guest Reviews CallBookMore Details
Best Western Key Ambassador Resort Inn - Key West 3755 South Roosevelt Blvd., Key West, FL 33040
  • Has a pool!
  • Low priced Oceanfront hotel
From$199
Very Good 4.0 /5Guest Reviews CallBookMore Details
Isla Bella Beach Resort : 1 Knights Key 1 Knights Key, Marathon, FL 33050 ~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. Private beach is almost a mile long, lounge chairs, umbrellas and cold drinks at the beach bar.
  • High-end Oceanfront property
Ascend Resort Collection
+1-888-283-3404
1688 Overseas Highway, Marathon, FL 33050 ~43.69 miles east of Key West
  • We have a pool
  • Affordable Oceanfront property
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