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.
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Sugarloaf Key Hotels with Outdoor or Indoor Pools

Lunara Bay in Key West
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
12 Andrea Ln, Key West, FL 33040 ~11.15 miles west of Sugarloaf Key
  • Pool available: Each individual home has it's own private pool
  • Luxurious 5-star Oceanfront hotel
More Photos hotel room
From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
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Hilton Key West Resort & Marina
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
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.
  • Expensive Oceanfront hotel
More Photos Pool image of Hilton Key West Resort & Marina
From$125
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
The Perry Hotel & Marina Key West in Key West
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
7001 Shrimp Rd., Key West, FL 33040 ~12.04 miles west of Sugarloaf Key
  • Has swimming pool: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • 4 star Oceanfront property
More Photos Photo of The Perry Hotel & Marina Key West Pool
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Beachside Resort & Residences - Key West
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
3841 North Roosevelt Blvd., Key West, FL 33040 ~12.66 miles west of Sugarloaf Key
  • Our hotel comes with a pool
  • Four star Oceanfront hotel
More Photos Swimming pool at Beachside Resort & Residences
From$179
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection in Key West
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
3850 North Roosevelt Blvd., Key West, FL 33040 ~12.74 miles west of Sugarloaf Key
  • Has swimming pool: 4 outdoor swimming pools, each with their own adjacent pool bar
  • Three Star Resort hotel
More Photos Swimming pool at Hilton Garden Inn Key West / The Keys Collection
From$199
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
3820 a North Roosevelt Blvd., Key West, FL 33040 ~12.80 miles west of Sugarloaf Key
  • Pool in hotel: 2 Outdoor Pools and Pool Bar
  • High end Oceanfront hotel
More Photos Photo of The Gates Hotel Key West Newly Renovated Pool
From$175
Average 3.0 /5 Recent Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) : 3820 B North Roosevelt Blvd.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
3820 B North Roosevelt Blvd., Key West, FL 33040 ~12.83 miles west of Sugarloaf Key
  • Pool in hotel: Swimming Pool (07:00-22:00, outdoor) Number of pools (2) Pool sun loungers Pool umbrellas Hot tub/jacuzzi (nearby)
  • 4 star Resort hotel
More Photos Swimming pool at Blue Flamingo Key West (Former 24north)
From$225
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3990 South Roosevelt Blvd., Key West, FL 33040 ~12.91 miles west of Sugarloaf Key
  • Pool in hotel: Outdoor pool open from 8:00am - 8pm, daily
  • 3-star Resort hotel
More Photos Swimming pool at Doubletree Resort by Hilton Hotel Grand Key Key West
From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Key West FL
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
3755 South Roosevelt Blvd., Key West, FL 33040 ~12.95 miles west of Sugarloaf Key
  • Pool in hotel
  • Affordable Oceanfront property
More Photos Photo of Hampton Inn Key West FL Pool
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Vacation Club at Windward Pointe - Key West
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3675 South Roosevelt Blvd., Key West, FL 33040 ~13.12 miles west of Sugarloaf Key
  • Includes a pool
  • 4 star Oceanfront hotel
More Photos Pool image of Hyatt Vacation Club at Windward Pointe
From$125
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Havana Cabana at Key West in Key West
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
3420 North Roosevelt Blvd., Key West, FL 33040 ~13.22 miles west of Sugarloaf Key
  • Has swimming pool: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • 3-star Oceanfront property
More Photos Photo of Havana Cabana at Key West Pool
From$219
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Parrot Key Hotel & Villas
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2801 North Roosevelt Blvd., Key West, FL 33040 ~14.03 miles west of Sugarloaf Key
  • Includes a 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.
  • High-end Resort hotel
More Photos Photo of Parrot Key Hotel & Villas Pool
From$300
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Key West - Key West
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2400 North Roosevelt Blvd., Key West, FL 33040 ~14.29 miles west of Sugarloaf Key
  • Has swimming pool: 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.
  • Three Star Suburban hotel
More Photos Photo of Fairfield Inn & Suites Key West Pool
From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Fairfield Inn & Suites by Marriott Key West at the Keys Collectio
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3852 North Roosevelt Blvd., Key West, FL 33040 ~14.29 miles west of Sugarloaf Key
  • Pool details: 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.
  • 3 star Suburban property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Key West at the Keys Collectio
From$80
Average 3.0 /5 Reviews Call BookMore Details
Casa Marina Key West, Curio Collection by Hilton in Key West
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1500 Reynolds St., Key West, FL 33040 ~15.50 miles west of Sugarloaf Key
  • Has swimming pool
  • Luxury 5-star Oceanfront property
More Photos Photo of Casa Marina Key West, Curio Collection by Hilton Pool
From$229
Average 3.0 /5 Read Reviews Call BookMore Details
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Best Western Hibiscus Motel
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1313 Simonton St., Key West, FL 33040 ~15.76 miles west of Sugarloaf Key
  • Includes a pool
  • Two-star hotel
More Photos Swimming pool at Best Western Hibiscus Motel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses : 1319 Duval St.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1319 Duval St., Key West, FL 33040 ~15.83 miles west of Sugarloaf Key
  • Has swimming pool: 3 pools; 1 pool adults only and 2 family friendly pools.
  • Mid-scale Beach hotel
More Photos Photo of Southernmost Beach Resort & Guesthouses Pool
From$199
Average 3.0 /5 Hotel Reviews Call BookMore Details
Paradise Inn Key West Adults Only : 819 Simonton St.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
819 Simonton St., Key West, FL 33040 ~15.84 miles west of Sugarloaf Key
  • With a pool!
  • Three Star Downtown property
More Photos Pool image of Paradise Inn Key West Adults Only
From$149
Very Good 4.0 /5 Review Score Call BookMore Details
Ella's Cottages Key West Historic Inns in Key West
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
811 Simonton St., Key West, FL 33040 ~15.84 miles west of Sugarloaf Key
  • Pool details: Outdoor dipping pool in the courtyard is open from dawn to dusk. 8am-10pm
  • Cheap Downtown property
More Photos Photo of Ella's Cottages Key West Historic Inns Pool
From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Lighthouse Hotel : 902 Whitehead St.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
902 Whitehead St., Key West, FL 33040 ~16.03 miles west of Sugarloaf Key
  • Has swimming pool: Heated outdoor pool. Hours: Dawn to Dusk.
  • 3 star Downtown hotel
More Photos Pool image of Lighthouse Hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
La Concha Key West - Key West
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
430 Duval St., Key West, FL 33040 ~16.03 miles west of Sugarloaf Key
  • Pool available: 10am-Sunset
  • High end Resort property
More Photos Pool image of La Concha Key West
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ocean Key Resort & Spa : Zero Duval St.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
Zero Duval St., Key West, FL 33040 ~16.14 miles west of Sugarloaf Key
  • Has swimming pool
  • Four star Resort property
More Photos Swimming pool at Ocean Key Resort & Spa
From$282
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton : 1996 Overseas Highway
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1996 Overseas Highway, Marathon, FL 33050 ~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
  • High-end Oceanfront hotel
More Photos Photo of Faro Blanco Resort Marathon Florida Keys Curio by Hilton Pool
From$125
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Faro Blanco Resort
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2146 Overseas Highway, Marathon, FL 33050 ~29.39 miles east of Sugarloaf Key
  • Pool available: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • Midscale Resort property
More Photos Swimming pool at Courtyard by Marriott Faro Blanco Resort
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Banana Bay Resort & Marina in Marathon
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
4590 Overseas Highway, Marathon, FL 33050 ~30.62 miles east of Sugarloaf Key
  • Pool details: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Affordable Rural property
More Photos Pool image of Banana Bay Resort & Marina
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
13201 Overseas Highway, Marathon, FL 33050 ~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 Read Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
13351 Overseas Highway, Marathon, FL 33050 ~34.98 miles east of Sugarloaf Key
  • Has swimming pool: Outdoor Pool open from 9:00 am to 10:00 pm
  • Mid-scale Beach hotel
More Photos Swimming pool at Hampton Inn Marathon Florida Keys
From$80
Very Good 4.5 /5 Review Score Call BookMore Details
Rainbow Bend Resort - Marathon
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
57784 Overseas Highway, Marathon, FL 33050 ~38.87 miles east of Sugarloaf Key
  • Pool details: Outdoor heated pool
  • 2-star Beach hotel
More Photos Pool image of Rainbow Bend Resort
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details

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