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
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 cozy room with a brown leather sofa, a white table, and a ceiling fan.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

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.
$326 nightly
$367 total
Oct 1 - Oct 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 RV interior with a kitchenette, seating area, and a view of the outdoors.
A modern living room with a grey sofa, a small table, and a patterned rug.
A compact kitchen with a sink, a window, and a tiled backsplash.

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
Oct 19 - Oct 20
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV In The Keys
Pool
Terrace/patio
Private kitchen
Exterior

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.
$346 nightly
$384 total
Oct 1 - Oct 2
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.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
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.

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.
$181 nightly
$204 total
Oct 19 - Oct 20
Total with taxes and fees
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 spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
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.
$92 nightly
$103 total
Oct 5 - Oct 6
Total with taxes and fees
Looe Key Reef Resort
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 corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

6. 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
Oct 1 - Oct 2
Total with taxes and fees
Sugar Loaf Lodge
A swimming pool with yellow lounge chairs, palm trees, and a white building in the background.
A covered outdoor area with a view of a pool and palm trees.
A covered outdoor seating area with a round table and two chairs, overlooking a garden with palm trees.
A covered patio with a round table and chairs, large windows, and a view of a street and greenery.

7. Kingsail Resort

Kingsail Resort
Marathon
  • Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
$81 nightly
$91 total
Oct 12 - Oct 13
Total with taxes and fees
Kingsail Resort
A rectangular swimming pool with a metal ladder and a safety sign.
A compact living space with a kitchenette, dining area, and seating area.
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.

8. 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.
$99 nightly
$109 total
Oct 12 - Oct 13
Total with taxes and fees
Knight's Key Suites
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a white fence.
A wooden deck with a covered area, green Adirondack chairs, and a view of palm trees and a water body.
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.

9. Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
Marathon
  • Poolside perfection awaits in this tropical marina escape with free water activities.
$91 nightly
$103 total
Oct 1 - Oct 2
Total with taxes and fees
Coconut Cay Resort & Marina
A blue chair with a sign reading "CaptainPips.com" and a website address.
A coastal area with a marina, boats, and a small island with buildings.
A waterfront dock with boats and a sunset.
A beach with a wooden pier, palm trees, and a clear blue sky.

10. Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
Marathon
  • Dive into poolside paradise with water activities galore at this Florida Keys getaway.
$135 nightly
$152 total
Oct 1 - Oct 2
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

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Great"
Kevin 4-night trip
Posted less than an hour ago
Tranquility Bay Beachfront Hotel and Resort
Banana Bay Resort & Marina

Banana Bay Resort & Marina

10/10 Excellent
"Staff was nice and room clean"
Alexis 3-night trip
Posted 19 hours ago
Banana Bay Resort & Marina
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

8/10 Good
"Great staff TV never got fixed so missed some football and shower head was broken but we made it work anyways ..other than that.. pretty good."
Amedeo 5-night trip
Posted 20 hours ago
Captain Pips Marina & Hideaway
Kingsail Resort

Kingsail Resort

10/10 Excellent
"wanda is the best, look for her , she is amazing"
Mileidis 2-night trip
Posted 2 days ago
Kingsail Resort
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

10/10 Excellent
"Everything is wonderful"
Arelis 2-night trip
Posted 3 days ago
Sunshine Key RV Resort & Marina
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"The property was meticulously clean. The staff was more than helpful if you needed something everyone was very kind. The only thing I object is the parking fee of $20 a day. I don’t see why we should pay $20 a day on their property when we’re staying there other than that, everything was fine. The buffet breakfast was really good. The food was hot and clean. The place was clean and my service dog was safe there if I had to leave them for a little while to do something, I wasn’t worried about it. I’m Social Security. It was very tight. I stayed there many times before I never had a problem."
Thomas 3-night trip
Posted 4 days ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

10/10 Excellent
"Best stop over before going to Key west. We enjoyed here a lot, parking our trailer was never a problem."
Daisybel 2-night trip
Posted 6 days ago
Old Wooden Bridge Resort and Marina
Skipjack Resort & Marina

Skipjack Resort & Marina

10/10 Excellent
"Great spot"
Justin 2-night trip
Posted 2 months ago
Skipjack Resort & 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 private beach, an outdoor pool, and a full-service spa. Parmer's Resort: Features a private beach, an outdoor pool, and daily.
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 Cook Island.
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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