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

Find Hotels with a Pool in Big Pine Key, FL

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Check availability on Big Pine Key Hotels with a Pool

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

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.
$225 nightly
$253 total
Sep 1 - Sep 2
Total with taxes and fees
Old Wooden Bridge Resort and Marina

2. 🌴 TROPICAL RETREAT 🌴 RV In The Keys

🌴 TROPICAL RETREAT 🌴 RV In The Keys
Big Pine Key
  • Tropical paradise in Florida Keys offers heated pool and waterfront adventures near vacation homes.
$313 nightly
$347 total
Sep 22 - Sep 23
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV In The Keys

3. LARGE LOT & RV Fisherman Camp

LARGE LOT & RV Fisherman Camp
Big Pine Key
  • Enjoy a serene poolside haven where deer roam freely through the park for a unique outdoor escape.
$348 nightly
$386 total
Aug 30 - Aug 31
Total with taxes and fees
LARGE LOT & RV Fisherman Camp

4. 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.
$148 nightly
$167 total
Aug 30 - Aug 31
Total with taxes and fees
Parmer's Resort

5. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
$99 nightly
$111 total
Sep 27 - Sep 28
Total with taxes and fees
Looe Key Reef Resort

6. Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
Marathon
  • Poolside perfection awaits in this tropical marina escape with free water activities.
$67 nightly
$76 total
Sep 1 - Sep 2
Total with taxes and fees
Coconut Cay Resort & Marina

7. 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.
$90 nightly
$99 total
Sep 1 - Sep 2
Total with taxes and fees
Knight's Key Suites

8. Kingsail Resort

Kingsail Resort
Marathon
  • Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
$76 nightly
$85 total
Sep 23 - Sep 24
Total with taxes and fees
Kingsail Resort

9. Banana Bay Resort & Marina

Banana Bay Resort & Marina
Marathon
  • Luxurious poolside sanctuary with resort-style amenities and scenic marina views.
$130 nightly
$146 total
Sep 20 - Sep 21
Total with taxes and fees
Banana Bay Resort & Marina

10. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
$119 nightly
$134 total
Sep 29 - Sep 30
Total with taxes and fees
Sugar Loaf Lodge
View all properties

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

Breakfast included
Hot tub
4 stars
Beach
5 stars

Top Big Pine Key Hotel Reviews

Parmer's Resort

Parmer's Resort

8/10 Good
"The staff at Parmer’s is excellent from the check-in person to everyone that works on the grounds. However, this place had to grow on me because my initial reaction was one of disappointment. I think the pictures look much better than what’s actually there. The beach that’s advertised and looks like a sandy oasis with a clean shoreline is actually about sandy to mid calf and then algae and seaweed. A nice place to catch some rays with nice loungers but sitting on the waters edge but not for swimming or wading. The furniture is straight out of the 60’s or 70’s, but is clean and well kept. The A/C is enough to keep the cottage type bungalow cool but too far from the bathroom to keep that area cool. The pool is super clean and well maintained but water too hot during summer and would benefit from the pump keeping water flowing longer. Having said all this I found Parmer’s growing on us because of the staff, the light breakfast, eagerness of staff to please providing a fan to keep the bath cooler, the boat ramp, kayaks, shaded sitting areas by the water, fishing on property and the overall laid back feeling made me forget what wasn’t perfect and remember what hotel stays were like when I was young. No fancy Marriott’s or Sheraton, but just a place where you felt you hadn’t left home, but gained a water view with a summer breeze."
George 3-night trip
Posted 7 hours ago
Parmer's Resort
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"Parking was limited, but I was there during the off season, so it was easy to secure a good space"
Ric 2-night trip
Posted 1 day ago
Captain Pips Marina & Hideaway
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

10/10 Excellent
"Excellent hotel, really enjoyed our atay there. Beautiful ambience, large and very cleaned rooms, excellent service."
Esther M. 1-night trip
Posted 2 days ago
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Banana Bay Resort & Marina

Banana Bay Resort & Marina

8/10 Good
"solid hotel, nice rooms breakfast could be better"
michael 2-night trip
Posted 3 days ago
Banana Bay Resort & Marina
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

8/10 Good
"IT WAS CLEAN AND NICE ENVIROMENT"
Julia 2-night trip
Posted 4 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 11 days ago
Sunshine Key RV 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 2 weeks 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. Charming 3-bedroom house in Big Pine Key near Beach and Key West: Hotel located near Sombrero Beach. Features a full-service spa, 5 outdoor pools, and 2 bars. Isla Bella Beach Resort & Spa: Hotel located near Sombrero Beach. Offers a private beach, 3 outdoor pools, and spa services. Tranquility Bay Beachfront Hotel and Resort: Resort located near Sombrero Beach. Features 4 restaurants, 4 outdoor pools, and a full-service spa.
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.

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