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
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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 white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
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.
$225 nightly
$253 total
Sep 1 - Sep 2
Total with taxes and fees
Old Wooden Bridge Resort and Marina
A swimming pool with clear lane dividers, a lounge area with chairs, and a poolside umbrella.
A compact kitchen with a sink, a window, and a tiled backsplash.
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.

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 29 - Aug 30
Total with taxes and fees
LARGE LOT & RV Fisherman Camp
A sunset view with a thatched structure and a palm tree by a calm body of water.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
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.
$135 nightly
$152 total
Aug 30 - Aug 31
Total with taxes and fees
Parmer's Resort
A swimming pool with blue and white tiles, surrounded by lounge chairs and palm trees.
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
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 snorkeling adventures nearby.
$99 nightly
$111 total
Sep 27 - Sep 28
Total with taxes and fees
Looe Key Reef Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a white fence.
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.
A two-story beachfront hotel with a wooden deck, palm trees, and a clear sky.

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
A neatly made bed with a grey and white duvet, a wooden headboard, and a bedside table with a lamp and remote control.
A bathroom with a white toilet, a shower with a white tub, and a shelf with towels.
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.

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
A swimming pool with yellow lounge chairs, palm trees, and a white building in the background.
A reception desk with a marble countertop, a Toshiba laptop, a vase with white flowers, and a sign indicating an office.
A covered patio with a round table and chairs, large windows, and a view of a street and greenery.
A covered outdoor area with a view of a pool and palm trees.

8. Kingsail Resort

Kingsail Resort
Marathon
  • Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
$81 nightly
$91 total
Aug 30 - Aug 31
Total with taxes and fees
Kingsail Resort
A clear view of a swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.
A marina with boats docked, a dock extending into calm waters, and a small island with palm trees.
An aerial view of a marina with multiple boats docked, surrounded by a sandy beach and palm trees.
Three Adirondack chairs on a sandy beach with a view of the ocean and a clear sky.

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
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

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
Aug 30 - Aug 31
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

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 12 hours 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 23 hours ago
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Though it's an older property that does not take away from the fact the rooms are clean, the views amazing and staff wonderful. If you are looking to relax and enjoy the Florida Keys laid back style then this is the place to stay. Great for singles, couples and families. Close to Key West too."
Stephanie 3-night trip
Posted 2 days ago
Parmer's Resort
Banana Bay Resort & Marina

Banana Bay Resort & Marina

8/10 Good
"solid hotel, nice rooms breakfast could be better"
michael 2-night trip
Posted 2 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 10 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 13 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. 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