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Big Pine Key Hotels with Outdoor or Indoor Pools

Hyatt Place Marathon / Florida Keys 1996 Overseas Highway, Marathon, FL 33050 ~16.23 miles east of Big Pine Key
  • Pool details: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • Affordable Oceanfront property
From$143
Very Good 4.5 /5Review Score Call
Banana Bay Resort & Marina in Marathon 4590 Overseas Highway, Marathon, FL 33050 ~17.52 miles east of Big Pine Key
  • Includes a pool: 8AM-10PMWe have one of the biggest outdoor pools in Marathon.
  • Midscale Rural property
From$119
Average 3.5 /5Reviews Call
Coconut Cay Resort & Marina in Marathon
+1-800-997-5148
7196 Overseas Highway, Marathon, FL 33050 ~18.87 miles east of Big Pine Key
  • Pool in hotel: Open 24 hours outdoor, large sun deck with lounge chairs, picnic tables
  • Low-priced Resort property
Siesta Motel : 7425 Overseas Highway 7425 Overseas Highway, Marathon, FL 33050 ~19.03 miles east of Big Pine Key
  • Pool details: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY
  • Inexpensive Rural property
Holiday Inn Express & Suites Marathon in Marathon 13201 Overseas Highway, Marathon, FL 33050 ~21.75 miles east of Big Pine Key
  • Has swimming pool: Outdoor heated pool, open during daylight hours.
  • Three Star Oceanfront property
From$139
Very Good 4.0 /5Recent Reviews Call
Hilton Garden Inn The Keys Collection : 3850 North Roosevelt Blvd. 3850 North Roosevelt Blvd., Key West, FL 33040 ~25.73 miles west of Big Pine Key
  • Pool in hotel: Outdoor pool
  • Midscale Resort property
From$129
Very Good 4.0 /5Hotel Reviews Call
The Gates Hotel Key West - Key West 3824 North Roosevelt Blvd., Key West, FL 33040 ~25.79 miles west of Big Pine Key
  • Pool details: 2 Outdoor Pools and Pool Bar
  • High-end Oceanfront property
From$169
Very Good 4.0 /5Reviews Call
Doubletree by Hilton Key West 3990 South Roosevelt Blvd., Key West, FL 33040 ~25.81 miles west of Big Pine Key
  • Pool details: Outdoor pool open from 7:30am - 11pm, daily
  • Affordable Resort property
From$156
Very Good 4.0 /5Hotel Reviews Call
24 North Hotel 3820 North Roosevelt Blvd., Key West, FL 33040 ~25.84 miles west of Big Pine Key
  • Includes a pool
  • Mid-scale Resort hotel
From$119
Very Good 4.0 /5Review Score Call
Key West Bayside Inn & Suites 3444 North Roosevelt Blvd., Key West, FL 33040 ~26.12 miles west of Big Pine Key
  • Pool available: We have an outdoor pool, open until 9pm.
  • Cheap Oceanfront property
Inn at Key West 3420 North Roosevelt Blvd., Key West, FL 33040 ~26.24 miles west of Big Pine Key
  • Has swimming pool: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Three Star Oceanfront hotel
From$119
Very Good 4.0 /5Guest Reviews Call
Sheraton Suites Key West - Key West 2001 South Roosevelt Blvd., Key West, FL 33040 ~27.22 miles west of Big Pine Key
  • Includes a pool: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • Four star Resort property
From$189
Very Good 4.0 /5Review Score Call
Fairfield Inn & Siutes Key West - Key West 2400 North Rooselvelt Blvd., Key West, FL 33040 ~27.28 miles west of Big Pine 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.
  • Mid-scale Suburban hotel
From$319
Very Good 4.0 /5Hotel Reviews Call
Banana Bay Resort 2319 North Roosevelt Blvd., Key West, FL 33040 ~27.36 miles west of Big Pine Key
  • Includes a pool: Pool on site, Topless optional
  • Mid-scale Beach hotel
Casa Marina a Waldorf Astoria Resort 1500 Reynolds St., Key West, FL 33040 ~28.42 miles west of Big Pine Key
  • Our hotel comes with a pool
  • Luxurious Five Star Oceanfront hotel
From$209
Very Good 4.0 /5Read Reviews Call
The Reach Resort The Waldorf Astoria Collection - Key West 1435 Simonton St., Key West, FL 33040 ~28.65 miles west of Big Pine Key
  • We have a pool ready for use
  • Four-star Oceanfront property
From$149
Very Good 4.0 /5Latest Reviews Call
Southernmost Beach Resort in Key West 508 South St. Key West, Key West, FL 33040 ~28.76 miles west of Big Pine Key
  • Pool details: 3 pools; 1 pool adults only and 2 family friendly pools.
  • 4 star Beach property
From$179
Very Good 4.5 /5Guest Reviews Call
The Paradise Inn : 819 Simonton St. 819 Simonton St., Key West, FL 33040 ~28.81 miles west of Big Pine Key
  • We have a pool ready for use
  • Three Star Downtown property
From$149
Very Good 4.5 /5Recent Reviews Call
Ambrosia Key West : 622 Fleming St. 622 Fleming St., Key West, FL 33040 ~28.85 miles west of Big Pine Key
  • With a pool!
  • Affordable Downtown property
From$199
Excellent 5.0 /5Review Score Call
Lighthouse Court Resort - Key West 902 Whitehead St., Key West, FL 33040 ~28.99 miles west of Big Pine Key
  • Includes a pool
  • Midscale Downtown property
From$149
Very Good 4.0 /5Reviews Call
Crowne Plaza La Concha - Key West 430 Duval St., Key West, FL 33040 ~29.03 miles west of Big Pine Key
  • Pool in hotel: 7am-10pm
  • High end Resort property
Hawks Cay Resort
+1-888-690-5281
61 Hawks Cay Blvd., Duck Key, FL 33050 ~29.09 miles east of Big Pine Key
  • Has swimming pool: 4 outdoor pools: Tranquility Pool (Adults Only), Family Pool at Main Resort, Sunset Pool (For Sunset Villa guests Only), Indies Pool (Including Pirate Ship splash pool and large family pool).Saltwater Lagoon-10-12 ft deep at high tide.All pools (excluding the Indies Pool) are open 24hrs. No lifeguard on duty at any time.
  • 4 star Resort property
From$159
Very Good 4.0 /5Review Score Call
Pier House Resort & Spa in Key West
+1-800-230-4134
1 Duval St., Key West, FL 33040 ~29.10 miles west of Big Pine Key
  • We have a pool
  • 4-star Beach hotel
From$239
Very Good 4.5 /5Latest Reviews Call
Ocean Key Resort & Spa : Zero Duval St. Zero Duval St., Key West, FL 33040 ~29.17 miles west of Big Pine Key
  • With a pool!
  • 4-star Resort property
From$309
Very Good 4.5 /5Reviews Call
The Westin Key West Resort & Marina : 245 Front St. 245 Front St., Key West, FL 33040 ~29.19 miles west of Big Pine Key
  • Includes a pool
  • High-end Resort property
From$229
Very Good 4.0 /5Guest Reviews Call

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