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

Find Hotels with a Pool in Big Pine Key, FL from CA $123

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Check availability on Big Pine Key Hotels with a Pool

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 floating houseboat with a covered deck and seating area, docked at a marina.
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.
CA $126
CA $341 total
includes taxes & fees
Oct 21 - Oct 22
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 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 $189
CA $463 total
includes taxes & fees
Nov 2 - Nov 3
🌴 TROPICAL RETREAT 🌴 RV In The Keys
Pool
Exterior
Terrace/patio
Private kitchen

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 $253
CA $545 total
includes taxes & fees
Nov 2 - Nov 3
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.
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.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

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 $189
CA $259 total
includes taxes & fees
Nov 2 - Nov 3
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 snorkelling adventures nearby.
CA $198
CA $223 total
includes taxes & fees
Oct 26 - Oct 27
Looe Key Reef Resort
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 corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.

6. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
CA $168
CA $189 total
includes taxes & fees
Oct 26 - Oct 27
Sugar Loaf Lodge
A pool area with lounge chairs, a thatched-roof structure, and a view of the ocean.
A modern kitchen with a central island, various appliances, and hanging pendant lights.
A bar area with wicker chairs and a thatched roof, overlooking a body of water with boats.
A modern living room with a large sectional sofa, a flat-screen TV, and a view of the sea through large windows.

7. Hampton Inn Marathon - Florida Keys

Hampton Inn Marathon - Florida Keys
Marathon
  • Sip cocktails while floating away worries at this Florida Keys escape with a poolside bar and hot tub sanctuary.
CA $172
CA $194 total
includes taxes & fees
Oct 27 - Oct 28
Hampton Inn Marathon - Florida Keys
A balcony with a view of a body of water, a pool, and outdoor seating.
A bar area with a long counter, bar stools, and a view of the water.
A balcony with a view of the ocean, a round table, and two chairs.
A waterfront property with a large building, a smaller structure with a thatched roof, and several boats docked.

8. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys
Marathon
  • Float away in a paradise with two outdoor pools, poolside dining, and marina views.
CA $189
CA $213 total
includes taxes & fees
Oct 27 - Oct 28
Fairfield Inn & Suites by Marriott Marathon Florida Keys
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.

9. Kingsail Resort

Kingsail Resort
Marathon
  • Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
CA $109
CA $123 total
includes taxes & fees
Oct 27 - Oct 28
Kingsail Resort
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.
A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.
A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.
A beach scene with two white chairs, a hammock, and palm trees.

10. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
  • Sun-kissed island retreat offers five heated pools with loungers and poolside cocktails.
CA $283
CA $402 total
includes taxes & fees
Oct 21 - Oct 22
Isla Bella Beach Resort & Spa
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

Banana Bay Resort & Marina

Banana Bay Resort & Marina

8/10 Good
"This was our first time staying at Banana Bay resort in October 2026. We liked the cleanliness of our room, although the AC was a bit noisy the climate in the room was very comfortable. The front desk staff was super friendly and welcoming. At The Pointe Bar, we were able to experience the most beautiful sunsets, truly remarkable, it would had been more perfect if other options of cocktails were available outside of wine and beer. Additionally, there was No Music playing in the background, it would had been great for the completion of a perfect ambiance, unfortunately this was a miss for me. Breakfast was good, the bagels and pastries are a nice touch, we would had loved to have other options such as fresh fruits like bananas, oranges and apples available. The lighting on the entire property in the evening was a too dark to my liking. The parking lot area at the Island House was dark, we noticed there were no light posts in the vicinity. The entrance doors to the Island House stayed open all evening they did not lock (locks were broken). For safety reasons they should auto lock and access only with the card key readers."
Magnolia 2-night trip
Posted 5 hours ago
Banana Bay Resort & Marina
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Stay was perfect. Staff was kind and outgoing. Bed was comfortable and place was very clean. Only thing I would change is the single serve coffee makers. A drip pot would be so much more convenient. They do have Babies coffee in the dining hall at breakfast and I can not complain about that. I love Babies coffee. I will stay here again."
Denis 3-night trip
Posted 6 hours ago
Parmer's Resort
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"The lunchtime waitress in the bar/restaurant was incredibly lively & full of drive. She really made our day. Room good size, clean & adequate."
Rene 1-night trip
Posted 8 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

8/10 Good
"I enjoyed my stay in the Aqualodge, it was peaceful and relaxed. The view was great and I enjoyed watching the sunrise daily."
Anonymous traveller 3-night trip
Posted 8 hours ago
Old Wooden Bridge Resort and Marina
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"The room was clean and smelled very good .The air was on when we came in ,so it was a good temperature as well .Staff was friendly and attentive ."
Gretchen 1-night trip
Posted 8 hours ago
Captain Pips Marina & Hideaway
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent
"muy recomendable muy buen servicio centrico"
yurizan 1-night trip
Posted 10 hours ago
Coconut Cay Resort & Marina
Kingsail Resort

Kingsail Resort

8/10 Good
"Great kayaking opportunity! Free to use and fun areas to explore. The pool area was clean and the water was perfect! Nice sundeck with view of the marina. Professional and friendly front desk staff. This hotel has a very easy-going vibe."
Jane Marie 1-night trip
Posted 23 hours ago
Kingsail Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"All around great hotel. Private pools for adults to enjoy peacefully, a big family pool, a nice beach, excellent Cuban breakfast across the street, and the staff were uniformly helpful and friendly."
Brett 4-night trip
Posted 3 days ago
Tranquility Bay Beachfront Hotel and Resort

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: 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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