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

Hotels with Swimming Pool in Big Pine Key, Florida

  • 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 Swimming Pool

Tonight
Aug 19 - Aug 20
Tomorrow
Aug 20 - Aug 21
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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.
P5,560
P14,945 total
includes taxes & fees
Sep 1 - Sep 2
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.
P6,250
P9,047 total
includes taxes & fees
Aug 25 - Aug 26
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.
P6,234
P7,013 total
includes taxes & fees
Sep 2 - Sep 3
Looe Key Reef Resort

4. Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
Marathon
  • Poolside perfection awaits in this tropical marina escape with free water activities.
P5,983
P7,608 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Cay Resort & Marina

5. Kingsail Resort

Kingsail Resort
Marathon
  • Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
P4,726
P5,317 total
includes taxes & fees
Sep 1 - Sep 2
Kingsail Resort

6. Knight's Key Suites

Knight's Key Suites
Marathon
  • Sunshine-soaked relaxation awaits at this outdoor pool retreat, just steps from scenic trails and Sombrero Beach access.
P4,254
P6,114 total
includes taxes & fees
Sep 3 - Sep 4
Knight's Key Suites

7. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
P7,353
P8,272 total
includes taxes & fees
Aug 23 - Aug 24
Sugar Loaf Lodge

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.
P8,354
P11,831 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
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

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Very clean. Great sunrise view. Staff are super nice. Good coffee!"
Amy 1-night trip
Posted 10 hours ago
Parmer's Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Beautiful place would love to stay here again"
Gamal 3-night trip
Posted 13 hours ago
Tranquility Bay Beachfront Hotel and Resort
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent
"Like me"
Juan Manuel 1-night trip
Posted 2 days ago
Coconut Cay Resort & Marina
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

8/10 Good
"Our camper had no direction on how to turn on hot water so we took cold showers the first day since we arrived late and the office was closed. A guide in the camper on how to do things other than the map of the park and all the rules would’ve been nice."
Stacy 4-night trip
Posted 2 days ago
Sunshine Key RV Resort & Marina
Kingsail Resort

Kingsail Resort

10/10 Excellent
"This is great hotel to stay , for the price and close by beach , restaurants, Publix"
oldrich 1-night trip
Posted 2 days ago
Kingsail Resort
Banana Bay Resort & Marina

Banana Bay Resort & Marina

10/10 Excellent
"Friendly staff, super clean and smells so good! Will be back!"
Nicole 2-night trip
Posted 3 days ago
Banana Bay Resort & Marina
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

10/10 Excellent
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
Lisa 4-night trip
Posted 4 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. Provides a full-service spa, 5 outdoor pools, and 2 bars. Tranquility Bay Beachfront Hotel and Resort: Hotel located near Sombrero Beach. Features a private beach, 3 outdoor pools, and spa services. Fairfield Inn & Suites by Marriott Marathon Florida Keys: Offers a snack bar/deli, 2 outdoor pools, and buffet.
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 Coupon Bight Aquatic Preserve.
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