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Big Pine Key Hotels with Outdoor or Indoor Pools

Isla Bella Beach Resort : 1 Knights Key 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.
  • 4-star Oceanfront property
Hyatt Place Marathon / Florida Keys 1996 Overseas Highway, Marathon, FL 33050 ~16.21 miles east of Big Pine Key
  • Pool available: Hyatt Place Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • 3 star Oceanfront property
From$113
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Courtyard Marathon 2146 Overseas Highway, Marathon, FL 33050 ~16.28 miles east of Big Pine Key
  • Pool details: Beautiful infinity pool located just at the waters edge. The pool has a heater and chiller and is 25,000 gallons.
  • Midscale Resort hotel
From$159
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Skipjack Resort Suites & Marina - Marathon 19 Sombrero Blvd., Marathon, FL 33050 ~17.66 miles east of Big Pine Key
  • Has swimming pool: Open from 7:00am to 10:00pm Large heated pool 8 ft' deep
  • Three Star Resort property
From$139
Very Good 4.0 /5 Review Score Call BookMore Details
Coconut Cay Resort & Marina : 7196 Overseas Highway 7196 Overseas Highway, Marathon, FL 33050 ~18.90 miles east of Big Pine Key
  • Pool available: 24 hours
  • Two-star Resort property
From$99
Average 3.5 /5 Read Reviews Call BookMore Details
Siesta Motel - Marathon 7425 Overseas Highway, Marathon, FL 33050 ~19.00 miles east of Big Pine Key
  • Pool available: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY with tiki bars and ocean views
  • Midscale Suburban property
  • No table
  • About half of guests said rooms were big enough
Holiday Inn Express & Suites Marathon 13201 Overseas Highway, Marathon, FL 33050 ~21.72 miles east of Big Pine Key
  • Includes a pool: 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
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 ~24.36 miles west of Big Pine 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.
  • 4 star Oceanfront property
From$119
Very Good 4.5 /5 Reviews Call BookMore Details
The Perry Hotel Key West 7001 Shrimp Rd., Key West, FL 33040 ~24.91 miles west of Big Pine Key
  • Has swimming pool: Outdoor waterfront pool, open daily from 7am - 9pm.
  • 4 star Oceanfront hotel
From$109
Very Good 4.5 /5 Hotel Reviews Call BookMore 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
  • Three Star Resort hotel
From$115
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn : 3850 North Roosevelt Blvd. 3850 North Roosevelt Blvd., Key West, FL 33040 ~25.68 miles west of Big Pine Key
  • Includes a pool: Outdoor pool
  • Midscale Resort hotel
From$125
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Key Ambassador Resort Inn : 3755 South Roosevelt Blvd. 3755 South Roosevelt Blvd., Key West, FL 33040 ~25.74 miles west of Big Pine Key
  • Our hotel comes with a pool
  • Two star Oceanfront property
From$199
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Gates Hotel Key West in 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
  • High-end Oceanfront hotel
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Key West 3990 South Roosevelt Blvd., Key West, FL 33040 ~25.76 miles west of Big Pine Key
  • Pool details: 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
  • Midscale Resort hotel
From$129
Very Good 4.0 /5 Reviews Call BookMore Details
24 North Hotel : 3820 North Roosevelt Blvd. 3820 North Roosevelt Blvd., Key West, FL 33040 ~25.79 miles west of Big Pine Key
  • Pool available: Outdoor
  • Four-star Resort property
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore 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%
  • 3 star Oceanfront property
From$145
Very Good 4.5 /5 Review Score Call BookMore Details
Parrot Key Waterfront Hotel & Resort 2801 North Roosevelt Blvd., Key West, FL 33040 ~26.94 miles west of Big Pine Key
  • Pool available: 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%
  • Four-star Resort property
From$217
Very Good 4.5 /5 Read Reviews Call BookMore Details
Sheraton Suites Key West 2001 South Roosevelt Blvd., Key West, FL 33040 ~27.17 miles west of Big Pine Key
  • Has swimming pool: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • High-end Resort hotel
From$136
Very Good 4.0 /5 Reviews Call BookMore Details
Albury Court 1030 Eaton St., Key West, FL 33040 ~28.49 miles west of Big Pine Key
  • Pool in hotel: The cozy waterfall dipping pool is open from dawn to dusk
  • 3-star Downtown property
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Key Lime Inn in Key West 725 Truman Ave., Key West, FL 33040 ~28.57 miles west of Big Pine Key
  • Pool available: Outdoor swimming pool open dawn to dusk
  • Excellent pool
  • Great pool
  • Outdoor pool a bonus
  • Lovely pool area
  • Breakfast by the pool a delight
  • Clean pool area
  • Clean pool, said 100%
  • Affordable Downtown property
From$129
Very Good 4.5 /5 Guest Reviews Call BookMore Details
The Chelsea House Pool & Gardens 709 Truman Ave., Key West, FL 33040 ~28.62 miles west of Big Pine Key
  • Pool in hotel: Outdoor heated swimming pool open from dawn until dusk.
  • 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%
  • 3-star Downtown hotel
From$199
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 ~28.64 miles west of Big Pine Key
  • Includes a pool
  • Low priced hotel
Southernmost Beach Resort 508 South St. Key West, Key West, FL 33040 ~28.71 miles west of Big Pine Key
  • Pool details: 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%
  • High-end Beach hotel
From$175
Very Good 4.5 /5 Review Score Call BookMore Details
Merlin Guesthouse 811 Simonton St., Key West, FL 33040 ~28.76 miles west of Big Pine Key
  • Pool available: Outdoor dipping pool in the courtyard is open from dawn to dusk.
  • Great pool
  • Pool is good
  • Big resort pool
  • Beautiful pool area
  • Heated pool
  • Economy Downtown hotel
From$129
Very Good 4.5 /5 Read Reviews Call BookMore Details
The Marker Waterfront Resort 200 William St., Key West, FL 33040 ~28.80 miles west of Big Pine Key
  • Pool details: The Marker Waterfront Resort features 3 salt-water pools that are open 9am - 10pm daily. The serenity pool is for adults 21 years of age and older and is for those looking for a tranquil environment. Enjoy water aerobics in the main pools on Saturday mornings as well as Snuba on Tuesdays at 1030am for beginner Scuba Divers.
  • Expensive Oceanfront hotel
From$155
Very Good 4.5 /5 Recent Reviews Call BookMore Details
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