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

Find Hotels with a Pool in Big Pine Key, FL

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Big Pine Key Hotels with a Pool

Tonight
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
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 7 - Sep 8
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.
$309 nightly
$343 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.
$343 nightly
$381 total
Sep 3 - Sep 4
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.
$198 nightly
$223 total
Sep 3 - Sep 4
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.
$75 nightly
$84 total
Sep 7 - Sep 8
Total with taxes and fees
Looe Key Reef Resort

6. Kingsail Resort

Kingsail Resort
Marathon
  • Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
$74 nightly
$83 total
Sep 17 - Sep 18
Total with taxes and fees
Kingsail Resort

7. Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
Marathon
  • Poolside perfection awaits in this tropical marina escape with free water activities.
$89 nightly
$100 total
Sep 9 - Sep 10
Total with taxes and fees
Coconut Cay Resort & Marina

8. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
$101 nightly
$114 total
Sep 3 - Sep 4
Total with taxes and fees
Sugar Loaf Lodge

9. 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 3 - Sep 4
Total with taxes and fees
Knight's Key Suites

10. Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
Marathon
  • Dive into poolside paradise with water activities galore at this Florida Keys getaway.
$116 nightly
$130 total
Sep 14 - Sep 15
Total with taxes and fees
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
Beach
5 stars

Top Big Pine Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"A typical "keys style" resort that had everything we needed with a kitchen, deck seating, a dock for our boat. Enjoyed the Complimentary coffee. Will be back with the family + dog"
Matthew 5-night trip
Posted less than an hour ago
Parmer's Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"The property is well kept and extremely clean. One of the cleanest I have ever seen to my delight. The restaurant's menu was amazing and the food fresh and delicious. The only thing I wasn't happy was the fees and extra expenses that appeared out of the blue at the check out...In my opinion those things should have been included in the reservation. Overall the experience was outstanding."
Armando R. 3-night trip
Posted 3 hours ago
Tranquility Bay Beachfront Hotel and Resort
Kingsail Resort

Kingsail Resort

10/10 Excellent
"Wow ! Nous avons adoré notre séjour à cet hôtel ! Le personnel a été très aidant, la piscine est superbe, nous avons pu pêcher et utiliser des kayaks gratuitement sur place, le café gratuit sur le bord de l’eau le matin et j’en passe."
Camille 2-night trip
Posted 19 hours ago
Kingsail Resort
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent
"Super clean"
Annalie 2-night trip
Posted 19 hours ago
Coconut Cay Resort & Marina
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 6 days ago
Captain Pips Marina & Hideaway
Banana Bay Resort & Marina

Banana Bay Resort & Marina

8/10 Good
"solid hotel, nice rooms breakfast could be better"
michael 2-night trip
Posted 7 days ago
Banana Bay 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 weeks 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 3 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.

Explore a world of travel with Expedia