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Big Pine Key Hotels with Outdoor or Indoor Pools

Hyatt Place Marathon / Florida Keys 1996 Overseas Highway, Marathon, FL 33050 ~16.21 miles east of Big Pine Key
  • Has swimming pool: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • Midscale Oceanfront hotel
From$126
Very Good 4.5 /5Latest Reviews CallBookMore Details
Courtyard Marathon 2146 Overseas Highway, Marathon, FL 33050 ~16.28 miles east of Big Pine Key
  • Pool available: Beautiful infinity pool located just at the waters edge.The pool has a heater and chiller and is 25,000 gallons.
  • 3 star Resort hotel
From$109
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
  • Mid-scale Resort property
From$139
Very Good 4.0 /5Review Score CallBookMore Details
Coconut Cay Resort & Marina 7196 Overseas Highway, Marathon, FL 33050 ~18.90 miles east of Big Pine Key
  • Includes a pool: 24 hours
  • Low-priced Resort hotel
Siesta Motel : 7425 Overseas Highway 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
  • Mid-scale Rural property
  • Awful breakfast
  • Location is great
Holiday Inn Express & Suites Marathon 13201 Overseas Highway, Marathon, FL 33050 ~21.72 miles east of Big Pine Key
  • Pool in hotel: 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 property
Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 ~24.36 miles west of Big Pine Key
  • Includes a pool: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • High end Oceanfront hotel
From$119
Very Good 4.5 /5Guest Reviews CallBookMore Details
The Perry Hotel Key West 7001 Shrimp Rd., Key West, FL 33040 ~24.91 miles west of Big Pine Key
  • Pool available: Outdoor waterfront pool, open daily from 7am - 9pm.
  • Four star Oceanfront property
From$139
Very Good 4.5 /5Latest Reviews CallBookMore Details
Fairfield Inn & Suites Key West at the Keys Collection - Key West 3852 North Roosevelt Blvd., Key West, FL 33040 ~25.67 miles west of Big Pine Key
  • Pool in hotel: One pool
  • Affordable Resort property
From$129
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
  • Includes a pool: Outdoor pool
  • 3 star Resort hotel
From$125
Very Good 4.0 /5Review Score CallBookMore Details
Best Western Key Ambassador Resort Inn in Key West 3755 South Roosevelt Blvd., Key West, FL 33040 ~25.74 miles west of Big Pine Key
  • Includes a pool
  • Three Star Oceanfront hotel
From$199
Very Good 4.0 /5Latest Reviews CallBookMore Details
The Gates Hotel Key West : 3824 North Roosevelt Blvd. 3824 North Roosevelt Blvd., Key West, FL 33040 ~25.74 miles west of Big Pine Key
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • Four star Oceanfront property
From$119
Very Good 4.0 /5Read Reviews CallBookMore Details
Doubletree by Hilton Key West in 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
  • 3-star Resort hotel
From$159
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
  • Pool details: Outdoor
  • 4 star Resort hotel
From$109
Very Good 4.0 /5Recent Reviews CallBookMore Details
Havana Cabana 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%
  • Mid-scale Oceanfront property
From$80
Very Good 4.5 /5Review Score CallBookMore Details
Parrot Key Waterfront Hotel & Resort 2801 North Roosevelt Blvd., Key West, FL 33040 ~26.94 miles west of Big Pine Key
  • Pool in hotel: 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 hotel
From$169
Very Good 4.5 /5Latest Reviews CallBookMore Details
Sheraton Suites Key West : 2001 South Roosevelt Blvd. 2001 South Roosevelt Blvd., Key West, FL 33040 ~27.17 miles west of Big Pine Key
  • Pool in hotel: Outdoor lagoon style pool with cascading waterfall. Whirlpool also onsite.
  • High-end Resort property
From$211
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Banana Bay Resort & Marina 2319 North Roosevelt Blvd., Key West, FL 33040 ~27.30 miles west of Big Pine Key
  • Has swimming pool: Pool on site, Topless optional
  • 3 star Beach hotel
From$80
Average 3.0 /5Reviews CallBookMore Details
Best Western Hibiscus Motel : 1313 Simonton St. 1313 Simonton St., Key West, FL 33040 ~28.64 miles west of Big Pine Key
  • Has swimming pool
  • 3-star property
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%
  • 4-star Beach property
From$185
Very Good 4.5 /5Recent Reviews CallBookMore Details
The Marker Waterfront Resort 200 William St., Key West, FL 33040 ~28.80 miles west of Big Pine Key
  • Has swimming pool: 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.
  • High end Oceanfront hotel
From$155
Very Good 4.5 /5Recent Reviews CallBookMore Details
Lighthouse Court Resort in Key West 902 Whitehead St., Key West, FL 33040 ~28.93 miles west of Big Pine Key
  • Pool in hotel: Heated outdoor pool. Hours: Dawn to Dusk.
  • Beautiful grounds and excellent pool
  • Pool is good
  • Great pool
  • Refreshing saltwater pool
  • Nice swimming pool
  • Pool bar was open
  • Moderately clean pool area
  • Approx. half of guests thought the pool was clean
  • Three Star Downtown property
From$169
Very Good 4.0 /5Guest Reviews CallBookMore Details
Crowne Plaza La Concha - Key West 430 Duval St., Key West, FL 33040 ~28.98 miles west of Big Pine Key
  • Includes a pool: 7am - Dusk
  • Pool/beach service is ok
  • About half of guests thought the pool/beach service was ok
  • Four-star Resort property
From$199
Very Good 4.0 /5Latest Reviews CallBookMore Details
Hawks Cay Resort : 61 Hawks Cay Blvd. 61 Hawks Cay Blvd., Duck Key, FL 33050 ~29.06 miles east of Big Pine Key
  • Pool in hotel: We have a free flowing Saltwater Lagoon plus 5 outdoor pools: Tranquility Pool (Adults Only), Family Pool at Main Resort, Sunset Pool, Coral Cay Pool and the Famous Pirate Ship Pool.The Main and Tranquility pools are open 24hrs. No lifeguard on duty at any time.
  • Good pool
  • Great pool
  • Tranquility Pool is great
  • The kids enjoyed the heated pool
  • Pools were clean and perfect
  • Pool in need of cleaning
  • Dirty pool, said 71%
  • High end Resort hotel
From$189
Very Good 4.0 /5Latest Reviews CallBookMore Details
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040 ~29.12 miles west of Big Pine Key
  • Includes a pool
  • 4 star Resort hotel
From$289
Very Good 4.5 /5Latest Reviews CallBookMore Details
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