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Sugarloaf Key Hotels with Outdoor or Indoor Pools

Hilton Garden Inn : 3850 North Roosevelt Blvd. 3850 North Roosevelt Blvd., Key West, FL 33040 ~12.76 miles west of Sugarloaf Key
  • Pool details: Outdoor pool
  • 3 star Resort hotel
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Key West at the Keys Collection 3852 North Roosevelt, Key West, FL 33040 ~12.77 miles west of Sugarloaf Key
  • Pool in hotel: One pool
  • Midscale Resort property
From$115
Very Good 4.0 /5 Reviews Call BookMore Details
The Gates Hotel Key West 3824 North Roosevelt Blvd., Key West, FL 33040 ~12.82 miles west of Sugarloaf Key
  • Pool details: 2 Outdoor Pools and Pool Bar
  • Four star Oceanfront hotel
From$129
Very Good 4.0 /5 Guest Reviews Call BookMore Details
24 North Hotel 3820 North Roosevelt Blvd., Key West, FL 33040 ~12.85 miles west of Sugarloaf Key
  • Has a pool!
  • Mid-scale Resort property
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Key West : 3990 South Roosevelt Blvd. 3990 South Roosevelt Blvd., Key West, FL 33040 ~12.93 miles west of Sugarloaf Key
  • Includes a pool: 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
  • 3 star Resort property
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Key Ambassador Resort Inn : 3755 South Roosevelt Blvd. 3755 South Roosevelt Blvd., Key West, FL 33040 ~12.97 miles west of Sugarloaf Key
  • We have a pool ready for use
  • Midscale Oceanfront property
From$199
Very Good 4.0 /5 Read Reviews Call BookMore Details
Key West Bayside Inn & Suites 3444 North Roosevelt Blvd., Key West, FL 33040 ~13.13 miles west of Sugarloaf Key
  • Pool details: 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%
  • Cheap Oceanfront property
From$135
Average 3.5 /5 Recent Reviews Call BookMore Details
The Inn at Key West 3420 North Roosevelt Blvd., Key West, FL 33040 ~13.22 miles west of Sugarloaf Key
  • Pool details: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • 3-star Oceanfront hotel
From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Parrot Key Waterfront Hotel & Resort : 2801 North Roosevelt Blvd. 2801 North Roosevelt Blvd., Key West, FL 33040 ~14.02 miles west of Sugarloaf Key
  • Has swimming 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%
  • 4 star Resort property
From$120
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Sheraton Suites Key West : 2001 South Roosevelt Blvd. 2001 South Roosevelt Blvd., Key West, FL 33040 ~14.35 miles west of Sugarloaf Key
  • Pool details: 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
  • High-end Resort property
From$199
Very Good 4.0 /5 Reviews Call BookMore Details
Key Lime Inn 725 Truman Ave., Key West, FL 33040 ~15.69 miles west of Sugarloaf Key
  • Has 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%
  • Affordable Downtown hotel
From$129
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 ~15.79 miles west of Sugarloaf Key
  • Our hotel comes with a pool
  • Midscale hotel
The Marker Waterfront Resort 200 William St., Key West, FL 33040 ~15.85 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$195
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Southernmost Beach Resort : 508 South St. Key West 508 South St. Key West, Key West, FL 33040 ~15.86 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%
  • High end Beach property
From$202
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Lighthouse Court Resort in Key West 902 Whitehead St., Key West, FL 33040 ~16.05 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 hotel
From$169
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza La Concha - Key West 430 Duval St., Key West, FL 33040 ~16.06 miles west of Sugarloaf Key
  • Has swimming pool: 7am-10pm
  • Pool/beach service is ok
  • About half of guests thought the pool/beach service was ok
  • High end Resort property
From$209
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Pier House Resort & Spa 1 Duval St., Key West, FL 33040 ~16.09 miles west of Sugarloaf Key
  • With a pool!
  • Good pool/beach service
  • Lovely pool/beach service, according to 82%
  • Four star Beach property
From$239
Very Good 4.5 /5 Reviews Call BookMore Details
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040 ~16.17 miles west of Sugarloaf Key
  • Includes a swimming pool
  • Four star Resort property
From$289
Very Good 4.5 /5 Reviews Call BookMore Details
Margaritaville Key West Resort & Marina 245 Front St., Key West, FL 33040 ~16.20 miles west of Sugarloaf Key
  • Includes a pool
  • Great pool
  • Good pool/beach service
  • Lovely pool/beach service, according to 86%
  • High-end Resort property
From$229
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Key West Resort & Spa 601 Front St., Key West, FL 33040 ~16.28 miles west of Sugarloaf Key
  • Has 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
  • Luxury Five Star Oceanfront property
From$239
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hyatt Place Marathon / Florida Keys - Marathon 1996 Overseas Highway, Marathon, FL 33050 ~29.35 miles east of Sugarloaf Key
  • Pool details: Hyatt Place Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • 3 star Oceanfront property
From$159
Very Good 4.5 /5 Read Reviews Call BookMore Details
Courtyard Marathon 2146 Overseas Highway, Marathon, FL 33050 ~29.42 miles east of Sugarloaf Key
  • Pool available: Beautiful infinity pool located just at the waters edge. The pool has a heater and chiller and is 25,000 gallons.
  • Affordable Resort property
From$139
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Banana Bay Resort & Marina 4590 Overseas Highway, Marathon, FL 33050 ~30.64 miles east of Sugarloaf Key
  • Includes a pool: 8AM-10PM We 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%
  • 3 star Rural hotel
From$129
Average 3.5 /5 Review Score Call BookMore Details
Skipjack Resort & Marina : 19 Sombrero Blvd. 19 Sombrero Blvd., Marathon, FL 33050 ~30.81 miles east of Sugarloaf Key
  • Pool in hotel: Open from 7:00am to 10:00pm Large heated pool 8 ft' deep
  • Economical Resort property
From$87
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Coconut Cay Resort & Marina : 7196 Overseas Highway
+1-888-283-3404
7196 Overseas Highway, Marathon, FL 33050 ~31.99 miles east of Sugarloaf Key
  • Pool in hotel: Open 24 hours outdoor, large sun deck with lounge chairs, picnic tables
  • Good pool
  • Great pool
  • Excellent pool
  • Beautiful pool
  • Great pool area
  • Pool in need of cleaning
  • Dirty pool, said 57%
  • Economy Resort property
From$99
Average 3.5 /5 Hotel Reviews Call BookMore Details
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