Sugarloaf Key Hotels with Pools - Outdoor/Indoor Pools in Sugarloaf Key FL

Sugarloaf Key hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Sugarloaf Key, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Sugarloaf Key Florida hotel and motel rooms for children. Review the list of Sugarloaf Key hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
Planning group travel? Get Sugarloaf Key FL Group Hotel Rates

Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Sugarloaf Key Hotels with Outdoor or Indoor Pools

Lunara Bay 12 Andrea Ln, Key West, FL 33040
Call Us
~11.15 miles west of Sugarloaf Key
  • Pool available: Each individual home has it's own private pool
  • Luxury 5 star Oceanfront property
More Photos hotel room
From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sugarloaf Key" Get Alexa Skill →
Oceans Edge Key West Resort Hotel & Marina - Key West 5950 Peninsular Ave., Key West, FL 33040
Call Us
~11.55 miles west of Sugarloaf Key
  • Pool details: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • Four-star Oceanfront hotel
More Photos Photo of Oceans Edge Key West Resort Hotel & Marina Pool
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040
Call Us
~12.04 miles west of Sugarloaf Key
  • Pool in hotel: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • Four star Oceanfront property
More Photos Photo of The Perry Hotel & Marina Key West Pool
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection - Key West 3850 North Roosevelt Blvd., Key West, FL 33040
Call Us
~12.74 miles west of Sugarloaf Key
  • Pool details: Outdoor pool
  • Midscale Resort property
More Photos Photo of Hilton Garden Inn Key West / The Keys Collection Pool
From$199
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated - Key West 3820 a North Roosevelt Blvd., Key West, FL 33040
Call Us
~12.80 miles west of Sugarloaf Key
  • Pool available: 2 Outdoor Pools and Pool Bar
  • 4-star Oceanfront hotel
More Photos Swimming pool at The Gates Hotel Key West Newly Renovated
From$175
Average 3.0 /5 Latest Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) 3820 B North Roosevelt Blvd., Key West, FL 33040
Call Us
~12.83 miles west of Sugarloaf Key
  • Pool in hotel: Outdoor
  • 4-star Resort hotel
More Photos Swimming pool at Blue Flamingo Key West (Former 24north)
From$225
Average 3.0 /5 Hotel Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West 3990 South Roosevelt Blvd., Key West, FL 33040
Call Us
~12.91 miles west of Sugarloaf Key
  • Includes a pool: Outdoor pool open from 8:00am - 8pm, daily
  • Affordable Resort property
More Photos Pool image of Doubletree Resort by Hilton Hotel Grand Key Key West
From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Key West FL : 3755 South Roosevelt Blvd. 3755 South Roosevelt Blvd., Key West, FL 33040
Call Us
~12.95 miles west of Sugarloaf Key
  • We have a pool
  • 3 star Oceanfront hotel
More Photos Pool image of Hampton Inn Key West FL
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Parrot Key Hotel & Villas 2801 North Roosevelt Blvd., Key West, FL 33040
Call Us
~14.03 miles west of Sugarloaf Key
  • Has swimming pool: Five acres of tropical gardens surround Parrot Key Hotel & Villas, with beautiful paths meandering through colorful foliage. Four glimmering pools are nestled among their own private sculpture gardens setting the perfect scene for your tropical island experience. Grab a lounge chair and step outside your room. In the Key West sculpture gardens surrounding our pools, work includes the fantastical, larger-than-life stainless steel work of John Martini, a longtime Key West resident with his studio located in the Bahama Village neighborhood. Step through one of our rustic wooden doors from around the globe and serenity will greet you on the other side. Each of our pools is hidden away in its own oasis, surrounded by lush palms and island fauna to create an immediate sense of seclusion and privacy. We offer an exclusive adult only pool and 3 other pools for families to enjoy. Pool hours are Sunrise to Sunset daily with the exception of the pool nearest The Grove Restaurant and Bar which is open until 10 PM.
  • Four-star Resort hotel
More Photos Swimming pool at Parrot Key Hotel & Villas
From$300
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Key West - Key West 2400 North Roosevelt Blvd., Key West, FL 33040
Call Us
~14.29 miles west of Sugarloaf Key
  • Pool in hotel: A 72 gallon outdoor pool, conveniently located in front of our Tiki bar. Relax poolside on our comfortable lounge chairs, nestled between spectacular palm trees.
  • Affordable Suburban hotel
More Photos Pool image of Fairfield Inn & Suites Key West
From$139
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Key West at the Keys Collectio - Key West 3852 North Roosevelt, Key West, FL 33040
Call Us
~14.29 miles west of Sugarloaf Key
  • Pool available: A 72 gallon outdoor pool, conveniently located in front of our Tiki bar. Relax poolside on our comfortable lounge chairs, nestled between spectacular palm trees.
  • Affordable Suburban hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Key West at the Keys Collectio
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Casa Marina Key West Curio Collection by Hilton in Key West 1500 Reynolds St., Key West, FL 33040
Call Us
~15.50 miles west of Sugarloaf Key
  • Pool in hotel
  • Luxurious 5-star Oceanfront hotel
More Photos Photo of Casa Marina Key West Curio Collection by Hilton Pool
From$229
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Hibiscus Motel in Key West 1313 Simonton St., Key West, FL 33040
Call Us
~15.76 miles west of Sugarloaf Key
  • Pool in hotel
  • Low priced hotel
More Photos Photo of Best Western Hibiscus Motel Pool
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Lighthouse Hotel - Key West 902 Whitehead St., Key West, FL 33040
Call Us
~16.03 miles west of Sugarloaf Key
  • Includes a pool: Heated outdoor pool. Hours: Dawn to Dusk.
  • Three Star Downtown property
More Photos Pool image of Lighthouse Hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
La Concha Key West - Key West 430 Duval St., Key West, FL 33040
Call Us
~16.03 miles west of Sugarloaf Key
  • Includes a pool: 10am-Sunset
  • 4-star Resort property
More Photos Pool image of La Concha Key West
From$250
Very Good 4.0 /5 Review Score Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sugarloaf Key" Get Alexa Skill →
Ocean Key Resort & Spa - Key West Zero Duval St., Key West, FL 33040
Call Us
~16.14 miles west of Sugarloaf Key
  • We have a pool ready for use
  • Expensive Resort hotel
More Photos Swimming pool at Ocean Key Resort & Spa
From$282
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton - Marathon Faro Blanco Resort Marathon Florida Keys Curio By, Marathon, FL 33050
Call Us
~29.25 miles east of Sugarloaf Key
  • Includes a pool: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Four star Oceanfront property
More Photos Swimming pool at Faro Blanco Resort & Yacht Club Marathon Curio by Hilton
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton in Marathon 1996 Overseas Highway, Marathon, FL 33050
Call Us
~29.28 miles east of Sugarloaf Key
  • Pool available: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • 4 star Oceanfront hotel
More Photos Pool image of Faro Blanco Resort Marathon Florida Keys Curio by Hilton
From$125
Average 3.0 /5 Reviews Call BookMore Details
Banana Bay Resort & Marina - Marathon 4590 Overseas Highway, Marathon, FL 33050
Call Us
~30.62 miles east of Sugarloaf Key
  • Pool in hotel: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Three Star Rural property
More Photos Photo of Banana Bay Resort & Marina Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys 13201 Overseas Highway, Marathon, FL 33050
Call Us
~34.82 miles east of Sugarloaf Key
  • Includes a pool: Outdoor heated pool, open during daylight hours.
  • Mid-scale Oceanfront hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Marathon Florida Keys
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys : 13351 Overseas Highway 13351 Overseas Highway, Marathon, FL 33050
Call Us
~34.98 miles east of Sugarloaf Key
  • Has swimming pool: Outdoor Pool open from 9:00 am to 10:00 pm
  • Affordable Beach property
More Photos Swimming pool at Hampton Inn Marathon Florida Keys
From$80
Very Good 4.5 /5 Reviews Call BookMore Details
Rainbow Bend Resort 57784 Overseas Highway, Marathon, FL 33050
Call Us
~38.87 miles east of Sugarloaf Key
  • Pool in hotel: Outdoor heated pool
  • Two star Beach hotel
More Photos Photo of Rainbow Bend Resort Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details

Next: Show All Available Sugarloaf Key Hotels with Pricing
Back to Top