Star Rating
Hotel Name
Price Range (USD) to
Amenities

Sugarloaf Key Hotels with Outdoor or Indoor Pools

Hilton Garden Inn in Key West 3850 North Roosevelt Blvd., Key West, FL 33040 ~12.76 miles west of Sugarloaf Key
  • Pool in hotel: Outdoor pool
  • 3-star Resort property
From$129
Very Good 4.0 /5 Read 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
  • Has swimming pool: One pool
  • Mid-scale Resort property
From$115
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Gates Hotel Key West : 3824 North Roosevelt Blvd. 3824 North Roosevelt Blvd., Key West, FL 33040 ~12.82 miles west of Sugarloaf Key
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • 4-star Oceanfront property
From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
24 North Hotel 3820 North Roosevelt Blvd., Key West, FL 33040 ~12.85 miles west of Sugarloaf Key
  • Has swimming pool
  • 3-star Resort hotel
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Key West in Key West 3990 South Roosevelt Blvd., Key West, FL 33040 ~12.93 miles west of Sugarloaf Key
  • Has swimming 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 Reviews Call BookMore Details
Best Western Key Ambassador Resort Inn - Key West 3755 South Roosevelt Blvd., Key West, FL 33040 ~13.01 miles west of Sugarloaf Key
  • We have a pool
  • Three Star Oceanfront property
From$199
Very Good 4.0 /5 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 in hotel: 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 property
From$135
Average 3.5 /5 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 in hotel: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Three Star Oceanfront property
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
  • 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 /5 Read Reviews Call BookMore Details
Sheraton Suites Key West 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
  • Four star Resort hotel
From$199
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Banana Bay Resort 2319 North Roosevelt Blvd., Key West, FL 33040 ~14.39 miles west of Sugarloaf Key
  • Includes a pool: Pool on site, Topless optional
  • Pool is good
  • Great pool
  • Adorable pool setting
  • Nice pool area and hot tub
  • Great view of the pool
  • Mid-scale Beach hotel
From$171
Average 3.0 /5 Latest Reviews Call BookMore Details
Key Lime Inn 725 Truman Ave., Key West, FL 33040 ~15.69 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 property
From$129
Very Good 4.5 /5 Review Score Call BookMore Details
Best Western Hibiscus Motel - Key West 1313 Simonton St., Key West, FL 33040 ~15.79 miles west of Sugarloaf Key
  • Includes a pool
  • Three Star property
The Marker Waterfront Resort in Key West 200 William St., Key West, FL 33040 ~15.85 miles west of Sugarloaf Key
  • 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$245
Very Good 4.5 /5 Reviews Call BookMore Details
Southernmost Beach Resort 508 South St. Key West, Key West, FL 33040 ~15.86 miles west of Sugarloaf Key
  • Has swimming 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%
  • 4-star Beach property
From$202
Very Good 4.5 /5 Guest Reviews Call BookMore Details
The Paradise Inn : 819 Simonton St. 819 Simonton St., Key West, FL 33040 ~15.86 miles west of Sugarloaf Key
  • Includes a swimming pool
  • Clean pool area
  • Excellent pool
  • Great pool
  • Beautiful swimming pool
  • Plenty of pool towels
  • Pool area was amazing
  • Clean pool, said 90%
  • 3-star Downtown hotel
From$149
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Lighthouse Court Resort - Key West 902 Whitehead St., Key West, FL 33040 ~16.05 miles west of Sugarloaf Key
  • 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 hotel
From$169
Very Good 4.0 /5 Read Reviews Call BookMore Details
Crowne Plaza La Concha - Key West 430 Duval St., Key West, FL 33040 ~16.06 miles west of Sugarloaf Key
  • Pool details: 7am-10pm
  • Pool/beach service is ok
  • About half of guests thought the pool/beach service was ok
  • Expensive Resort property
From$229
Very Good 4.0 /5 Review Score Call BookMore Details
Pier House Resort & Spa : 1 Duval St. 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%
  • 4-star Beach property
From$239
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Ocean Key Resort & Spa : Zero Duval St. Zero Duval St., Key West, FL 33040 ~16.17 miles west of Sugarloaf Key
  • With a pool!
  • 4-star Resort hotel
From$289
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Margaritaville Key West 245 Front St., Key West, FL 33040 ~16.20 miles west of Sugarloaf Key
  • We have a pool ready for use
  • Great pool
  • Good pool/beach service
  • Lovely pool/beach service, according to 86%
  • 4-star Resort property
From$244
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Key West Resort & Spa 601 Front St., Key West, FL 33040 ~16.28 miles west of Sugarloaf Key
  • With 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 5 star Oceanfront property
From$239
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hyatt Place Marathon / Florida Keys - Marathon 1996 Overseas Highway, Marathon, FL 33050 ~29.35 miles east of Sugarloaf Key
  • Pool available: Hyatt Place Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Affordable Oceanfront hotel
From$229
Very Good 4.5 /5 Reviews Call BookMore Details
Courtyard Marathon in Marathon 2146 Overseas Highway, Marathon, FL 33050 ~29.42 miles east of Sugarloaf Key
  • Pool in hotel: 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 /5 Guest Reviews Call BookMore Details
Banana Bay Resort & Marina 4590 Overseas Highway, Marathon, FL 33050 ~30.64 miles east of Sugarloaf Key
  • Pool details: 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%
  • Mid-scale Rural property
From$129
Average 3.5 /5 Recent Reviews Call BookMore Details
  [1 - 25 of 30]    
Next: Show All Available Sugarloaf Key Hotels with Pricing
Back to Top