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Raccoon Key Hotels with Outdoor or Indoor Pools

Inn at Key West 3420 North Roosevelt Blvd., Key West, FL 33040 ~0.60 miles east of Raccoon Key
  • Pool available: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Mid-scale Oceanfront hotel
From$119
Very Good 4.0 /5Recent Reviews Call
Fairfield Inn & Siutes Key West 2400 North Rooselvelt Blvd., Key West, FL 33040 ~0.65 miles southwest of Raccoon 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.
  • Mid-scale Suburban property
From$319
Very Good 4.0 /5Reviews Call
Banana Bay Resort - Key West 2319 North Roosevelt Blvd., Key West, FL 33040 ~0.69 miles southwest of Raccoon Key
  • Pool in hotel: Pool on site, Topless optional
  • Affordable Beach property
Key West Bayside Inn & Suites in Key West 3444 North Roosevelt Blvd., Key West, FL 33040 ~0.73 miles east of Raccoon Key
  • Has swimming pool: We have an outdoor pool, open until 9pm.
  • Two star Oceanfront hotel
The Gates Hotel Key West 3824 North Roosevelt Blvd., Key West, FL 33040 ~1.08 miles east of Raccoon Key
  • Pool details: 2 Outdoor Pools and Pool Bar
  • 4-star Oceanfront property
From$169
Very Good 4.0 /5Guest Reviews Call
Hilton Garden Inn The Keys Collection 3850 North Roosevelt Blvd., Key West, FL 33040 ~1.16 miles east of Raccoon Key
  • Includes a pool: Outdoor pool
  • Midscale Resort hotel
From$129
Very Good 4.0 /5Hotel Reviews Call
Sheraton Suites Key West 2001 South Roosevelt Blvd., Key West, FL 33040 ~1.25 miles south of Raccoon Key
  • Pool available: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • High-end Resort property
From$189
Very Good 4.0 /5Reviews Call
Doubletree by Hilton Key West 3990 South Roosevelt Blvd., Key West, FL 33040 ~1.43 miles east of Raccoon Key
  • Pool details: Outdoor pool open from 7:30am - 11pm, daily
  • 3-star Resort hotel
From$156
Very Good 4.0 /5Recent Reviews Call
Southernmost Beach Resort in Key West 508 South St. Key West, Key West, FL 33040 ~2.20 miles southwest of Raccoon Key
  • Pool in hotel: 3 pools; 1 pool adults only and 2 family friendly pools.
  • High end Beach hotel
From$179
Very Good 4.5 /5Latest Reviews Call
Crowne Plaza La Concha : 430 Duval St. 430 Duval St., Key West, FL 33040 ~2.24 miles west of Raccoon Key
  • Has swimming pool: 7am-10pm
  • High-end Resort hotel
24 North Hotel - Key West 3820 North Roosevelt Blvd., Key West, FL 33040 ~1.01 miles east of Raccoon Key
  • Our hotel comes with a pool
  • 3-star Resort hotel
From$119
Average 3.5 /5Reviews Call
Casa Marina a Waldorf Astoria Resort - Key West 1500 Reynolds St., Key West, FL 33040 ~1.98 miles southwest of Raccoon Key
  • Includes a swimming pool
  • Luxurious Five Star Oceanfront property
From$209
Very Good 4.0 /5Recent Reviews Call
The Paradise Inn in Key West 819 Simonton St., Key West, FL 33040 ~2.09 miles southwest of Raccoon Key
  • Our hotel comes with a pool
  • Mid-scale Downtown hotel
From$149
Very Good 4.5 /5Recent Reviews Call
The Reach Resort The Waldorf Astoria Collection 1435 Simonton St., Key West, FL 33040 ~2.14 miles southwest of Raccoon Key
  • Our hotel comes with a pool
  • Four-star Oceanfront hotel
From$149
Very Good 4.0 /5Latest Reviews Call
Pier House Resort & Spa - Key West 1 Duval St., Key West, FL 33040 ~2.26 miles west of Raccoon Key
  • With a pool!
  • High-end Beach property
From$239
Very Good 4.5 /5Guest Reviews Call
Lighthouse Court Resort 902 Whitehead St., Key West, FL 33040 ~2.29 miles southwest of Raccoon Key
  • Has swimming pool
  • Three Star Downtown property
From$149
Very Good 4.0 /5Reviews Call
Ocean Key Resort & Spa - Key West Zero Duval St., Key West, FL 33040 ~2.34 miles west of Raccoon Key
  • Has a pool!
  • 4 star Resort hotel
From$309
Very Good 4.5 /5Latest Reviews Call
The Westin Key West Resort & Marina in Key West 245 Front St., Key West, FL 33040 ~2.37 miles west of Raccoon Key
  • Has swimming pool
  • High end Resort property
From$229
Very Good 4.0 /5Reviews Call
Hyatt Place Marathon / Florida Keys 1996 Overseas Highway, Marathon, FL 33050 ~42.99 miles east of Raccoon Key
  • Includes a pool: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • Midscale Oceanfront hotel
From$143
Very Good 4.5 /5Review Score Call
Banana Bay Resort & Marina : 4590 Overseas Highway 4590 Overseas Highway, Marathon, FL 33050 ~44.29 miles east of Raccoon Key
  • Has swimming pool: 8AM-10PMWe have one of the biggest outdoor pools in Marathon.
  • 3-star Rural hotel

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