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Big Pine Key Hotels with Outdoor or Indoor Pools

Isla Bella Beach Resort - Marathon 1 Knights Key, Marathon, FL 33050 ~15.11 miles east of Big Pine Key
  • Pool in hotel: 5 Outdoor pools, chilled in the summer and heated in the winter. Pool bar offering refreshing drinks and light fare. Private beach is almost a mile long, lounge chairs, umbrellas and cold drinks at the beach bar.
  • High-end Oceanfront property
Ascend Resort Collection in Marathon
+1-888-305-3366
1688 Overseas Highway, Marathon, FL 33050 ~16.01 miles east of Big Pine Key
  • Has swimming pool
  • Midscale Oceanfront property
  • Full size kitchen
  • Great room
Hyatt Place Marathon / Florida Keys in Marathon 1996 Overseas Highway, Marathon, FL 33050 ~16.21 miles east of Big Pine Key
  • Pool details: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • Midscale Oceanfront hotel
From$113
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Courtyard Marathon - Marathon 2146 Overseas Highway, Marathon, FL 33050 ~16.28 miles east of Big Pine Key
  • Includes a pool: Beautiful infinity pool located just at the waters edge.The pool has a heater and chiller and is 25,000 gallons.
  • Three Star Resort hotel
From$174
Very Good 4.5 /5Latest Reviews CallBookMore Details
Skipjack Resort Suites & Marina 19 Sombrero Blvd., Marathon, FL 33050 ~17.66 miles east of Big Pine Key
  • Pool available: Open from 7:00am to 10:00pm Large heated pool 8 ft' deep
  • 3 star Resort property
From$139
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Coconut Cay Resort & Marina - Marathon 7196 Overseas Highway, Marathon, FL 33050 ~18.90 miles east of Big Pine Key
  • Pool in hotel: 24 hours
  • Low priced Resort property
Siesta Motel in Marathon 7425 Overseas Highway, Marathon, FL 33050 ~19.00 miles east of Big Pine Key
  • Has swimming pool: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY
  • Affordable Rural hotel
  • Old TV
  • Inexpensive motel
Holiday Inn Express & Suites Marathon in Marathon 13201 Overseas Highway, Marathon, FL 33050 ~21.72 miles east of Big Pine Key
  • Pool available: Outdoor heated pool, open during daylight hours.
  • Pool is good
  • Great pool
  • Pool was awesome
  • Our daughter enjoyed the pool
  • Great pool and restaurant
  • Clean pool area
  • Clean pool, said 79%
  • Midscale Oceanfront hotel
Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 ~24.36 miles west of Big Pine Key
  • Pool details: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • 4 star Oceanfront property
From$119
Very Good 4.5 /5Read Reviews CallBookMore Details
The Perry Hotel Key West 7001 Shrimp Rd., Key West, FL 33040 ~24.91 miles west of Big Pine Key
  • Pool details: Outdoor waterfront pool, open daily from 7am - 9pm.
  • Four star Oceanfront property
From$109
Very Good 4.5 /5Recent Reviews CallBookMore Details
Fairfield Inn & Suites Key West at the Keys Collection 3852 North Roosevelt Blvd., Key West, FL 33040 ~25.67 miles west of Big Pine Key
  • Has swimming pool: One pool
  • Affordable Resort hotel
From$115
Very Good 4.0 /5Guest Reviews CallBookMore Details
Hilton Garden Inn in Key West 3850 North Roosevelt Blvd., Key West, FL 33040 ~25.68 miles west of Big Pine Key
  • Pool available: Outdoor pool
  • Three Star Resort property
From$125
Very Good 4.0 /5Latest Reviews CallBookMore Details
Best Western Key Ambassador Resort Inn 3755 South Roosevelt Blvd., Key West, FL 33040 ~25.74 miles west of Big Pine Key
  • With a pool!
  • Economy Oceanfront property
From$199
Very Good 4.0 /5Read Reviews CallBookMore Details
The Gates Hotel Key West 3824 North Roosevelt Blvd., Key West, FL 33040 ~25.74 miles west of Big Pine Key
  • Pool details: 2 Outdoor Pools and Pool Bar
  • 4 star Oceanfront hotel
From$119
Very Good 4.0 /5Review Score CallBookMore Details
Doubletree by Hilton Key West 3990 South Roosevelt Blvd., Key West, FL 33040 ~25.76 miles west of Big Pine Key
  • Includes a 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 property
From$149
Very Good 4.0 /5Latest Reviews CallBookMore Details
24 North Hotel 3820 North Roosevelt Blvd., Key West, FL 33040 ~25.79 miles west of Big Pine Key
  • Has swimming pool: Outdoor
  • Four star Resort property
From$109
Very Good 4.0 /5Guest Reviews CallBookMore Details
Havana Cabana at Key West 3420 North Roosevelt Blvd., Key West, FL 33040 ~26.19 miles west of Big Pine Key
  • Includes a pool: 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%
  • Midscale Oceanfront property
From$145
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Parrot Key Waterfront Hotel & Resort in Key West 2801 North Roosevelt Blvd., Key West, FL 33040 ~26.94 miles west of Big Pine Key
  • Has swimming 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%
  • Expensive Resort hotel
From$169
Very Good 4.5 /5Guest Reviews CallBookMore Details
Sheraton Suites Key West - Key West 2001 South Roosevelt Blvd., Key West, FL 33040 ~27.17 miles west of Big Pine Key
  • Includes a pool: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • Four-star Resort property
From$211
Very Good 4.0 /5Read Reviews CallBookMore Details
Banana Bay Resort & Marina 2319 North Roosevelt Blvd., Key West, FL 33040 ~27.30 miles west of Big Pine Key
  • Pool details: Pool on site, Topless optional
  • Three Star Beach hotel
Albury Court : 1030 Eaton St. 1030 Eaton St., Key West, FL 33040 ~28.49 miles west of Big Pine Key
  • Has swimming pool
  • Mid-scale Downtown hotel
From$80
Very Good 4.0 /5Read Reviews CallBookMore Details
Key Lime Inn : 725 Truman Ave. 725 Truman Ave., Key West, FL 33040 ~28.57 miles west of Big Pine Key
  • Includes a swimming pool
  • Excellent pool
  • Great pool
  • Outdoor pool a bonus
  • Lovely pool area
  • Breakfast by the pool a delight
  • Clean pool area
  • Clean pool, said 100%
  • 3-star Downtown hotel
From$129
Very Good 4.5 /5Review Score CallBookMore Details
The Chelsea House Pool & Gardens : 709 Truman Ave. 709 Truman Ave., Key West, FL 33040 ~28.62 miles west of Big Pine Key
  • We have a pool ready for use
  • 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%
  • Midscale Downtown property
From$199
Very Good 4.0 /5Read Reviews CallBookMore Details
Best Western Hibiscus Motel in Key West 1313 Simonton St., Key West, FL 33040 ~28.64 miles west of Big Pine Key
  • Has swimming pool
  • Low Cost property
Southernmost Beach Resort : 508 South St. Key West 508 South St. Key West, Key West, FL 33040 ~28.71 miles west of Big Pine Key
  • Has swimming pool: 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%
  • 4-star Beach hotel
From$175
Very Good 4.5 /5Latest Reviews CallBookMore Details
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