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

Hotels with Swimming Pool in Big Pine Key, Florida

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Check availability on Big Pine Key Hotels with Swimming Pool

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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.
P8,388
P18,233 total
includes taxes & fees
Oct 5 - Oct 6
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.
P7,922
P10,954 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort

3. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
P6,311
P7,100 total
includes taxes & fees
Oct 5 - Oct 6
Looe Key Reef Resort

4. 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.
P8,156
P9,175 total
includes taxes & fees
Oct 11 - Oct 12
Hampton Inn Marathon - Florida Keys

5. 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.
P8,388
P9,437 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Marathon Florida Keys

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.
P12,723
P18,050 total
includes taxes & fees
Oct 5 - Oct 6
Isla Bella Beach Resort & Spa

7. 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.
P8,957
P12,266 total
includes taxes & fees
Oct 11 - Oct 12
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

8. 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.
P10,207
P13,837 total
includes taxes & fees
Oct 11 - Oct 12
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

9. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
P7,444
P8,374 total
includes taxes & fees
Oct 5 - Oct 6
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.
P5,795
P9,530 total
includes taxes & fees
Oct 5 - Oct 6
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

Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"The room was super clean. The fact that we can keep a boat docked right behind our room is amazing. There is a tiki bar literally right in front of the room is a plus. Check out was easy and quick as well as check in. I mean best decision ever."
anneliss 2-night trip
Posted 10 hours ago
Looe Key Reef Resort
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Just a fantastic property, wonderful staff, great amenities, so many waterfront places to chill. Immaculate grounds with a laid back vibe, loved it!!"
Moira 1-night trip
Posted 11 hours ago
Parmer's Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Wonderful!"
Karen 2-night trip
Posted 17 hours ago
Tranquility Bay Beachfront Hotel and Resort
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

10/10 Excellent
"I loved the property. Recommend to others."
Vivian 1-night trip
Posted 2 days ago
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

8/10 Good
"Room was clean and nice. Didn’t have alot of room in the bathroom, small sink no where to put things even in the shower. But overall great stay."
Jessica 3-night trip
Posted 4 days ago
Captain Pips Marina & Hideaway
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

10/10 Excellent
"Everything is wonderful"
Arelis 2-night trip
Posted 7 days ago
Sunshine Key RV Resort & Marina
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

10/10 Excellent
"Best stop over before going to Key west. We enjoyed here a lot, parking our trailer was never a problem."
Daisybel 2-night trip
Posted 9 days ago
Old Wooden Bridge Resort and Marina

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.

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