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

Find Hotels with a Pool in Big Pine Key, FL from CA $107

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Check availability on Big Pine Key Hotels with a Pool

Tonight
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Big Pine Key hotels with a pool

A fenced pool area with palm trees, a blue and white tiled walkway, and a sign indicating pool hours.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A floating houseboat with a covered deck and seating area, docked at a marina.
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

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.
CA $124
CA $334 total
includes taxes & fees
Sep 7 - Sep 8
Old Wooden Bridge Resort and Marina
A swimming pool with clear lane dividers, a lounge area with chairs, and a poolside umbrella.
A modern living room with a grey sofa, a small table, and a patterned rug.
A Grey Wolf RV with a sliding door, two windows, and a small table with chairs.
A compact RV interior with a kitchenette, seating area, and a view of the outdoors.

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.
CA $206
CA $478 total
includes taxes & fees
Sep 22 - Sep 23
🌴 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.
CA $247
CA $533 total
includes taxes & fees
Sep 7 - Sep 8
LARGE LOT & RV Fisherman Camp
A sunset view with a thatched structure and a palm tree by a calm body of water.
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A hotel room with a bed, a flat-screen TV, a small kitchenette, and a balcony with a view of palm trees and the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

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.
CA $233
CA $307 total
includes taxes & fees
Sep 7 - Sep 8
Parmer's Resort
A swimming pool with blue and white tiles, surrounded by lounge chairs and palm trees.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

5. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkelling adventures nearby.
CA $95
CA $107 total
includes taxes & fees
Sep 23 - Sep 24
Looe Key Reef Resort
A swimming pool with yellow lounge chairs, palm trees, and a white building in the background.
A covered outdoor seating area with a round table and two chairs, overlooking a garden with palm trees.
A covered outdoor area with a view of a pool and palm trees.
A covered patio with a round table and chairs, large windows, and a view of a street and greenery.

6. Kingsail Resort

Kingsail Resort
Marathon
  • Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
CA $97
CA $109 total
includes taxes & fees
Sep 17 - Sep 18
Kingsail Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a white fence.
A two-story beachfront hotel with a wooden deck, palm trees, and a clear sky.
A bedroom with a bed, a dresser, a large window, and a painting of a sunset over the ocean.
A marina with a dock, a boat, and a row of buildings with large windows.

7. Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
Marathon
  • Poolside perfection awaits in this tropical marina escape with free water activities.
CA $94
CA $120 total
includes taxes & fees
Sep 22 - Sep 23
Coconut Cay Resort & Marina
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
A waterfront building with a flat roof, large windows, and a balcony.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

8. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
CA $164
CA $185 total
includes taxes & fees
Sep 7 - Sep 8
Sugar Loaf Lodge
A neatly made bed with a grey and white duvet, a wooden headboard, and a bedside table with a lamp and remote control.
A kitchen with wooden cabinets, a stainless steel refrigerator, a granite countertop, a sink, a microwave, a stove, and a clock.
A spacious living room with a wooden floor, a sofa, a TV, a cabinet, and a sliding glass door leading to a balcony.
A compact living space with a kitchenette, dining area, and seating area.

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.
CA $95
CA $136 total
includes taxes & fees
Sep 10 - Sep 11
Knight's Key Suites
A blue chair with a sign reading "CaptainPips.com" and a website address.
A beach with a wooden pier, palm trees, and a clear blue sky.
A room with a wooden table and chairs, a sliding glass door leading to a balcony, and a blue cooler on the floor.
A coastal area with a marina, boats, and a small island with buildings.

10. Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
Marathon
  • Dive into poolside paradise with water activities galore at this Florida Keys getaway.
CA $128
CA $183 total
includes taxes & fees
Sep 10 - Sep 11
Captain Pips Marina & Hideaway
View all properties

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

Breakfast included
4 stars
Hot tub
5 stars
Beach

Top Big Pine Key Hotel Reviews

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

8/10 Good
"Pool area was really nice, breakfast was ok but not much variety. Room was good, had everything you needed"
Lucy 1-night trip
Posted 18 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Kingsail Resort

Kingsail Resort

10/10 Excellent
"Excelente"
Regla 2-night trip
Posted 2 days ago
Kingsail Resort
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 2 days 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 2 days ago
Tranquility Bay Beachfront Hotel and 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 7 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 9 days ago
Banana Bay Resort & Marina
Skipjack Resort & Marina

Skipjack Resort & Marina

10/10 Excellent
"Great spot"
Justin 2-night trip
Posted 2 weeks ago
Skipjack 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: Offers a snack bar/deli, 2 outdoor pools, and buffet. Fairfield Inn & Suites by Marriott Marathon Florida Keys: Hotel located near Sombrero Beach. Features 2 bars, 2 outdoor pools, and cabanas (surcharge).
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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