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

Hotels with Swimming Pools in Big Pine Key

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Check availability on Big Pine Key Hotels with Swimming Pools

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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 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.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.

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 on-site marina and private dock.
S$347
includes taxes & fees
3 Nov - 4 Nov
Old Wooden Bridge Resort and Marina
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.
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

2. 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.
S$224
includes taxes & fees
3 Nov - 4 Nov
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'.

3. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkelling adventures nearby.
S$145
includes taxes & fees
7 Oct - 8 Oct
Looe Key Reef Resort
A pool area with lounge chairs, a thatched-roof structure, and a view of the ocean.
A bar area with wicker chairs and a thatched roof, overlooking a body of water with boats.
Three colorful drinks on a table with a thatched roof and outdoor seating.
A modern kitchen with a central island, various appliances, and hanging pendant lights.

4. 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.
S$187
includes taxes & fees
12 Oct - 13 Oct
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.
An outdoor dining area with tables and chairs, overlooking a body of water.
A waterfront property with a large building, a smaller structure with a thatched roof, and several boats docked.

5. 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.
S$193
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Marathon Florida Keys
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.
S$171
includes taxes & fees
7 Oct - 8 Oct
Sugar Loaf Lodge
A clear blue pool with white lounge chairs and palm trees, overlooking a calm sea.
Two hammocks on a sandy beach with a clear blue sky and turquoise water.
A bar area with a view of the ocean, bar stools, umbrellas, and a variety of bottles.
An aerial view of a coastal resort with a marina, palm trees, and a large building complex.

7. Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Marathon
  • Dive into paradise at this waterfront hotel offering 2 outdoor pools, a hot tub, and free cabanas for a tranquil Florida escape.
S$251
includes taxes & fees
12 Oct - 13 Oct
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
An aerial view of a resort with a swimming pool, lounge area, and palm trees.
A covered outdoor seating area with tables and chairs, overlooking a body of water and a distant shoreline.
Two bicycles parked on a sandy beach with the ocean in the background.
A wooden dock leading to a row of boats, with a thatched-roof building and palm trees in the background.

8. Bonefish Bay Motel

Bonefish Bay Motel
Marathon
  • Plunge into a coastal paradise with a shimmering outdoor pool and complimentary bicycles for exploring scenic Marathon views.
S$150
includes taxes & fees
18 Oct - 19 Oct
Bonefish Bay Motel
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 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.

9. Kingsail Resort

Kingsail Resort
Marathon
  • Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
S$111
includes taxes & fees
29 Oct - 30 Oct
Kingsail Resort
A blue chair with a sign reading "CaptainPips.com" and a website address.
A room with a wooden table and chairs, a sliding glass door leading to a balcony, and a blue cooler on the floor.
A waterfront dock with boats and a sunset.
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.
S$195
includes taxes & fees
7 Oct - 8 Oct
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
5 stars
Beach

Top Big Pine Key Hotel Reviews

Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent
"Clean"
servio 2-night trip
Posted 3 hours ago
Coconut Cay Resort & Marina
Looe Key Reef Resort

Looe Key Reef Resort

8/10 Good
"This is a great inexpensive place to stay. Room was clean. Resort is showing some wear but is still good. Staff are very helpful with local recommendations. There is a great gas station next door with some items for sale in case you forget something. I would stay again."
Brandy 2-night trip
Posted 12 hours ago
Looe Key Reef Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Absolutely a phenomenal place to stay! Perfect! Comfy beds! Full kitchen so we cooked in since not much to choose from restaurants… saved funds! Love this place!!! Wow factor!!!"
Rhonda 6-night trip
Posted 1 day ago
Tranquility Bay Beachfront Hotel and Resort
Kingsail Resort

Kingsail Resort

10/10 Excellent
"El hotel nos encanto, nos registramos antes de la hora acordada, el personal es maravilloso, la habitación es una mini casa con todo los accesorios necesarios para su comodidad, las camas muy cómodas y limpias, el hospedaje incluye cayak sin costo adicional , ofrecen café free en la piscina, y un ranchon frente al mar con mesas y hasta parrilla para pasar el rato al aire libre. 100 % recomendado"
Armando Jesus 2-night trip
Posted 2 days ago
Kingsail Resort
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"Decent Mini golf and restaurant/bar on property and free kayaking across the bay full of nature like a nursery for all the upcoming sealife families, superior water quality and views. Not to mention the pool and the rental boats for exploring the islands and restaurants, a real hidden gem and a piece of paradise..."
Steven 4-night trip
Posted 2 days ago
Captain Pips Marina & Hideaway
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Just a fantastic property, wonderful staff, great amenities, so many waterfront places to chill. Immaculate grounds with a laid back vibe, loved it!!"
Moira 1-night trip
Posted 2 days ago
Parmer's Resort
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 11 days ago
Old Wooden Bridge Resort and Marina

Frequently asked questions

What are some hotels 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 sunloungers. Isla Bella Beach Resort & Spa: Hotel located near Sombrero Beach. Features a full-service spa, 5 outdoor swimming pools and 2 bars. Fairfield Inn & Suites by Marriott Marathon Florida Keys: Offers a snack bar/deli, 2 outdoor swimming pools and buffet. 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 such as 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 the local weather in Big Pine Key into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Big Pine Key is 920 mm.

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