Star Rating
Hotel Name
Price Range (USD)to
Amenities

Sugarloaf Key Hotels with Outdoor or Indoor Pools

Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 ~11.55 miles west of Sugarloaf Key
  • 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 hotel
From$119
Very Good 4.5 /5Guest Reviews CallBookMore Details
The Perry Hotel Key West 7001 Shrimp Rd., Key West, FL 33040 ~12.04 miles west of Sugarloaf Key
  • Pool in hotel: Outdoor waterfront pool, open daily from 7am - 9pm.
  • 4-star Oceanfront hotel
From$109
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Hilton Garden Inn 3850 North Roosevelt Blvd., Key West, FL 33040 ~12.74 miles west of Sugarloaf Key
  • Includes a pool: Outdoor pool
  • Midscale Resort hotel
From$125
Very Good 4.0 /5Latest Reviews CallBookMore Details
Fairfield Inn & Suites Key West at the Keys Collection - Key West 3852 North Roosevelt Blvd., Key West, FL 33040 ~12.74 miles west of Sugarloaf Key
  • Pool details: One pool
  • Mid-scale Resort property
From$115
Very Good 4.0 /5Review Score CallBookMore Details
The Gates Hotel Key West - Key West 3824 North Roosevelt Blvd., Key West, FL 33040 ~12.80 miles west of Sugarloaf Key
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • Expensive Oceanfront hotel
From$119
Very Good 4.0 /5Reviews CallBookMore Details
24 North Hotel in Key West 3820 North Roosevelt Blvd., Key West, FL 33040 ~12.84 miles west of Sugarloaf Key
  • Pool available: Outdoor
  • 4-star Resort hotel
From$109
Very Good 4.0 /5Review Score 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
  • 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
  • Three Star Resort hotel
From$149
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 pool
  • Low priced Oceanfront hotel
From$199
Very Good 4.0 /5Latest Reviews CallBookMore Details
Havana Cabana 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.
  • Great pool
  • Pool area is amazing
  • Pool is good
  • Pool was amazing
  • Pool in need of cleaning
  • Dirty pool, said 58%
  • 3 star Oceanfront hotel
From$145
Very Good 4.5 /5Recent Reviews CallBookMore Details
Parrot Key Waterfront Hotel & Resort 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%
  • 4-star Resort property
From$169
Very Good 4.5 /5Read Reviews CallBookMore Details
Sheraton Suites Key West 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.
  • 4-star Resort hotel
From$211
Very Good 4.0 /5Read Reviews CallBookMore Details
Banana Bay Resort & Marina - Key West 2319 North Roosevelt Blvd., Key West, FL 33040 ~14.36 miles west of Sugarloaf Key
  • Includes a pool: Pool on site, Topless optional
  • Mid-scale Beach hotel
Albury Court - Key West 1030 Eaton St., Key West, FL 33040 ~15.52 miles west of Sugarloaf Key
  • Pool in hotel: The cozy waterfall dipping pool is open from dawn to dusk
  • 3-star Downtown hotel
From$159
Very Good 4.0 /5Reviews CallBookMore Details
Key Lime Inn 725 Truman Ave., Key West, FL 33040 ~15.66 miles west of Sugarloaf Key
  • 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%
  • Three Star Downtown hotel
From$129
Very Good 4.5 /5Read Reviews CallBookMore Details
The Chelsea House Pool & Gardens 709 Truman Ave., Key West, FL 33040 ~15.71 miles west of Sugarloaf Key
  • Pool in hotel
  • 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%
  • Three Star Downtown hotel
From$199
Very Good 4.0 /5Read Reviews CallBookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 ~15.76 miles west of Sugarloaf Key
  • Includes a pool
  • Two-star hotel
The Marker Waterfront Resort in Key West 200 William St., Key West, FL 33040 ~15.83 miles west of Sugarloaf Key
  • Pool available: 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$155
Very Good 4.5 /5Reviews CallBookMore Details
Southernmost Beach Resort 508 South St. Key West, Key West, FL 33040 ~15.83 miles west of Sugarloaf Key
  • Pool in hotel: 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%
  • Expensive Beach property
From$175
Very Good 4.5 /5Guest Reviews CallBookMore Details
Merlin Guesthouse 811 Simonton St., Key West, FL 33040 ~15.84 miles west of Sugarloaf Key
  • We have a pool ready for use
  • Great pool
  • Pool is good
  • Big resort pool
  • Beautiful pool area
  • Heated pool
  • Economical Downtown hotel
From$129
Very Good 4.5 /5Latest Reviews CallBookMore Details
Cypress House in Key West 601 Caroline St., Key West, FL 33040 ~15.96 miles west of Sugarloaf Key
  • Includes a pool: 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
  • 2-star Downtown hotel
From$60
Very Good 4.5 /5Review Score 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
  • Affordable Downtown property
From$169
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Crowne Plaza La Concha : 430 Duval St. 430 Duval St., Key West, FL 33040 ~16.03 miles west of Sugarloaf Key
  • Pool details: 7am - Dusk
  • Pool/beach service is ok
  • About half of guests thought the pool/beach service was ok
  • High-end Resort hotel
From$199
Very Good 4.0 /5Latest Reviews CallBookMore Details
Ocean Key Resort & Spa in Key West Zero Duval St., Key West, FL 33040 ~16.14 miles west of Sugarloaf Key
  • Has swimming pool
  • 4 star Resort hotel
From$289
Very Good 4.5 /5Reviews CallBookMore Details
Margaritaville Key West Resort & Marina 245 Front St., Key West, FL 33040 ~16.18 miles west of Sugarloaf Key
  • Has a pool!
  • 4-star Resort property
Hyatt Key West Resort & Spa - Key West 601 Front St., Key West, FL 33040 ~16.25 miles west of Sugarloaf Key
  • 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 5-star Oceanfront property
From$209
Very Good 4.5 /5Latest Reviews CallBookMore Details
 [1 - 25 of 35]    
Next: Show All Available Sugarloaf Key Hotels with Pricing
Back to Top