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Sugarloaf Key Hotels with Outdoor or Indoor Pools

Hilton Garden Inn - Key West 3850 North Roosevelt Blvd., Key West, FL 33040 ~12.74 miles west of Sugarloaf Key
  • Pool details: Outdoor pool
  • Mid-scale Resort hotel
From$125
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Fairfield Inn & Suites Key West at the Keys Collection - Key West 3852 North Roosevelt, Key West, FL 33040 ~12.74 miles west of Sugarloaf Key
  • Pool details: One pool
  • Midscale Resort property
From$115
Very Good 4.0 /5Reviews CallBookMore Details
The Gates Hotel Key West 3824 North Roosevelt Blvd., Key West, FL 33040 ~12.80 miles west of Sugarloaf Key
  • Pool available: 2 Outdoor Pools and Pool Bar
  • High-end Oceanfront hotel
From$129
Very Good 4.0 /5Recent Reviews CallBookMore Details
24 North Hotel 3820 North Roosevelt Blvd., Key West, FL 33040 ~12.83 miles west of Sugarloaf Key
  • We have a pool ready for use
  • Four-star Resort property
From$109
Very Good 4.0 /5Recent Reviews CallBookMore Details
Doubletree by Hilton Key West in Key West 3990 South Roosevelt Blvd., Key West, FL 33040 ~12.91 miles west of Sugarloaf Key
  • 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 property
From$100
Very Good 4.0 /5Review Score CallBookMore Details
Best Western Key Ambassador Resort Inn 3755 South Roosevelt Blvd., Key West, FL 33040 ~12.95 miles west of Sugarloaf Key
  • Includes a swimming pool
  • Three Star Oceanfront hotel
From$199
Very Good 4.0 /5Recent Reviews CallBookMore Details
Key West Bayside Inn & Suites 3444 North Roosevelt Blvd., Key West, FL 33040 ~13.11 miles west of Sugarloaf Key
  • Pool available: We have an outdoor pool, open until 9pm.
  • Great pool
  • Nice pool area
  • Good pool
  • Pool which was quite nice
  • Clean pool area
  • Clean pool, said 93%
  • Low-priced Oceanfront hotel
The Inn at Key West 3420 North Roosevelt Blvd., Key West, FL 33040 ~13.20 miles west of Sugarloaf Key
  • Pool in hotel: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Midscale Oceanfront hotel
From$115
Very Good 4.0 /5Guest Reviews CallBookMore Details
Parrot Key Waterfront Hotel & Resort in Key West 2801 North Roosevelt Blvd., Key West, FL 33040 ~13.99 miles west of Sugarloaf Key
  • 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$120
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Sheraton Suites Key West : 2001 South Roosevelt Blvd. 2001 South Roosevelt Blvd., Key West, FL 33040 ~14.33 miles west of Sugarloaf Key
  • Pool available: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • Pool was amazing
  • Pool is good
  • Great pool
  • Excellent pool
  • Pool was perfect
  • Moderately clean pool area
  • Approx. half of guests thought the pool was clean
  • Four-star Resort property
From$199
Very Good 4.0 /5Reviews CallBookMore Details
Key Lime Inn in Key West 725 Truman Ave., Key West, FL 33040 ~15.66 miles west of Sugarloaf Key
  • With a pool!
  • 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 /5Reviews CallBookMore Details
Best Western Hibiscus Motel : 1313 Simonton St. 1313 Simonton St., Key West, FL 33040 ~15.76 miles west of Sugarloaf Key
  • We have a pool ready for use
  • Three Star hotel
The Marker Waterfront Resort : 200 William St. 200 William St., Key West, FL 33040 ~15.83 miles west of Sugarloaf Key
  • Pool details: 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.
  • Expensive Oceanfront property
From$189
Very Good 4.5 /5Latest Reviews CallBookMore Details
Southernmost Beach Resort : 508 South St. Key West 508 South St. Key West, Key West, FL 33040 ~15.83 miles west of Sugarloaf 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%
  • Four star Beach property
From$169
Very Good 4.5 /5Guest Reviews CallBookMore Details
Lighthouse Court Resort 902 Whitehead St., Key West, FL 33040 ~16.02 miles west of Sugarloaf Key
  • Pool in hotel: 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 property
From$169
Very Good 4.0 /5Recent Reviews CallBookMore Details
Crowne Plaza La Concha in Key West 430 Duval St., Key West, FL 33040 ~16.03 miles west of Sugarloaf Key
  • Pool in hotel: 7am - Dusk
  • Pool/beach service is ok
  • About half of guests thought the pool/beach service was ok
  • Expensive Resort hotel
From$209
Very Good 4.0 /5Read Reviews CallBookMore Details
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040 ~16.14 miles west of Sugarloaf Key
  • Pool in hotel
  • Four star Resort hotel
From$299
Very Good 4.5 /5Review Score CallBookMore Details
Margaritaville Key West Resort & Marina in Key West 245 Front St., Key West, FL 33040 ~16.17 miles west of Sugarloaf Key
  • Includes a pool
  • Great pool
  • Good pool/beach service
  • Lovely pool/beach service, according to 86%
  • 4 star Resort property
From$229
Very Good 4.0 /5Review Score CallBookMore Details
Hyatt Key West Resort & Spa 601 Front St., Key West, FL 33040 ~16.25 miles west of Sugarloaf Key
  • We have a 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 5-star Oceanfront hotel
From$239
Very Good 4.5 /5Guest Reviews CallBookMore Details
Hyatt Place Marathon / Florida Keys 1996 Overseas Highway, Marathon, FL 33050 ~29.32 miles east of Sugarloaf Key
  • Pool available: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • Affordable Oceanfront property
From$159
Very Good 4.5 /5Guest Reviews CallBookMore Details
Courtyard Marathon : 2146 Overseas Highway 2146 Overseas Highway, Marathon, FL 33050 ~29.39 miles east of Sugarloaf Key
  • Pool details: Beautiful infinity pool located just at the waters edge.The pool has a heater and chiller and is 25,000 gallons.
  • 3-star Resort property
From$139
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Banana Bay Resort & Marina - Marathon 4590 Overseas Highway, Marathon, FL 33050 ~30.61 miles east of Sugarloaf Key
  • Pool available: 8AM-10PMWe have one of the biggest outdoor pools in Marathon.
  • Pool is mediocre
  • Ordinary pool
  • Tiki bar by the pool was not available
  • Pool area needs work
  • Nice pool and hot tub
  • Pool in need of cleaning
  • Dirty pool, said 78%
  • Midscale Rural hotel
Skipjack Resort & Marina in Marathon 19 Sombrero Blvd., Marathon, FL 33050 ~30.77 miles east of Sugarloaf Key
  • Includes a pool: Open from 7:00am to 10:00pm Large heated pool 8 ft' deep
  • Economy Resort property
Coconut Cay Resort & Marina 7196 Overseas Highway, Marathon, FL 33050 ~32.01 miles east of Sugarloaf Key
  • Includes a pool: 24 hours
  • Cheap Resort hotel
Siesta Motel in Marathon 7425 Overseas Highway, Marathon, FL 33050 ~32.11 miles east of Sugarloaf Key
  • Pool details: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY
  • Cheap Rural hotel
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