A calm river with boats, lush greenery, and a clear blue sky.

Find Hotels with a Pool in Big Pine Key, FL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Big Pine Key Hotels with a Pool

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Big Pine Key hotels with a pool

1. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
  • Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an onsite marina and private dock.
NT$2,900
NT$7,840 total
includes taxes & fees
Oct 25 - Oct 26
Old Wooden Bridge Resort and Marina

2. Parmer's Resort

Parmer's Resort
Summerland Key
  • Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
NT$4,365
NT$5,973 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort

3. Hampton Inn Marathon - Florida Keys

Hampton Inn Marathon - Florida Keys
Marathon
  • Sip cocktails while floating away worries at this Florida Keys escape with a poolside bar and hot tub sanctuary.
NT$4,445
NT$5,001 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Marathon - Florida Keys

4. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys
Marathon
  • Float away in a paradise with two outdoor pools, poolside dining, and marina views.
NT$4,348
NT$4,892 total
includes taxes & fees
Oct 29 - Oct 30
Fairfield Inn & Suites by Marriott Marathon Florida Keys

5. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
NT$4,548
NT$5,116 total
includes taxes & fees
Oct 29 - Oct 30
Looe Key Reef Resort

6. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
  • Sun-kissed island retreat offers five heated pools with loungers and poolside cocktails.
NT$6,683
NT$9,459 total
includes taxes & fees
Oct 25 - Oct 26
Isla Bella Beach Resort & Spa

7. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Marathon
  • Dive into Florida Keys paradise with four sparkling outdoor pools and marina views at this tropical escape.
NT$4,778
NT$6,600 total
includes taxes & fees
Nov 15 - Nov 16
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

8. Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Marathon
  • Dive into paradise at this waterfront hotel offering 2 outdoor pools, a hot tub, and free cabanas for a tranquil Florida escape.
NT$4,125
NT$5,775 total
includes taxes & fees
Oct 29 - Oct 30
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

9. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
NT$3,859
NT$4,341 total
includes taxes & fees
Oct 29 - Oct 30
Sugar Loaf Lodge

10. Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
Marathon
  • Dive into poolside paradise with water activities galore at this Florida Keys getaway.
NT$3,181
NT$5,403 total
includes taxes & fees
Oct 25 - Oct 26
Captain Pips Marina & Hideaway
View all properties

Choose what matters most at hotels with a pool in Big Pine Key

Breakfast included
Hot tub
4 stars
5 stars
Beach

Top Big Pine Key Hotel Reviews

Kingsail Resort

Kingsail Resort

10/10 Excellent
"Great room with a screened in porch. Staff was great. Pool was great. Kayaking was great. We really enjoyed our stay here."
Olivia 3-night trip
Posted 1 hour ago
Kingsail Resort
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"Just wow! Everything was amazing."
Priyanka 2-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Parmer's Resort

Parmer's Resort

10/10 Excellent
"All Aspects"
William 7-night trip
Posted 2 days ago
Parmer's Resort
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent
"We stayed here for one night during our visit to Marathon in the Florida Keys. The location was nice enough and convenient for exploring the area. Our room was situated at the front of the property, so there was quite a lot of road and car park noise, although this was somewhat expected given the location. It did feel as though the front window was open, despite being closed, as it did very little to block out the outside noise. On the positive side, the room was incredibly spacious, with a lovely large TV and a super comfortable bed. The shower was great, and the amenities provided were good. Ice and drinks were also available from reception, which was handy. The reception staff were exceptionally friendly and welcoming. The air conditioning worked overtime but didn’t seem to cool the room particularly well and was rather noisy itself. However, this was more of a minor observation than a complaint. The only real disappointment was the cleanliness of the floor. After showering, the floor became slightly wet, and walking around barefoot left the bottoms of my feet noticeably dirty, which was a shame. Overall, a perfectly reasonable place to stay for a night in Marathon. A few minor improvements would make a difference, but we had a comfortable stay, and the friendly staff were certainly a highlight."
Shirley 1-night trip
Posted 2 days ago
Coconut Cay Resort & Marina
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

10/10 Excellent
"Beautiful infinity pool. Very helpful front desk staff at check in and check out. Thank you for a great stay!"
Kathleen 3-night trip
Posted 3 days ago
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Nice layout"
Michael 3-night trip
Posted 3 days ago
Tranquility Bay Beachfront Hotel and Resort
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

8/10 Good
"I enjoyed my stay in the Aqualodge, it was peaceful and relaxed. The view was great and I enjoyed watching the sunrise daily."
Anonymous traveler 3-night trip
Posted 4 days ago
Old Wooden Bridge Resort and Marina
Looe Key Reef Resort

Looe Key Reef Resort

8/10 Good
"They had a nice pool you could park your boat in the channel they also had a very nice tiki bar and grill it was an ok place to stay but parking sucked"
Todd c 1-night trip
Posted 12 days ago
Looe Key Reef Resort

Frequently asked questions

What are some accommodations with pools in Big Pine Key?
Old Wooden Bridge Resort and Marina: Features free self parking, an outdoor pool, and complimentary wireless internet access. Sunshine Key RV Resort & Marina: Offers a private beach, an outdoor pool, and sun loungers. Isla Bella Beach Resort & Spa: Hotel located near Sombrero Beach. Features a full-service spa, 5 outdoor pools, and 2 bars. Fairfield Inn & Suites by Marriott Marathon Florida Keys: Offers a snack bar/deli, 2 outdoor pools, and buffet. Parmer's Resort: Features a private beach, an outdoor pool, and daily.
What is there to see and do in Big Pine Key?
Explore places like Florida Keys Beaches while you're in Big Pine Key. Spend some time experiencing the great outdoors at Calusa Beach and Cook Island.
When is the best time to book a hotel with a pool in Big Pine Key?
Taking into account the local weather in Big Pine Key can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Big Pine Key is 36 inches.

Explore a world of travel with Expedia