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 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Big Pine Key hotels with a pool

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.

1. 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.
$173 nightly
$194 total
Oct 4 - Oct 5
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 thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
$78 nightly
$88 total
Sep 27 - Sep 28
Total with taxes and fees
Looe Key Reef Resort
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 cozy room with a brown leather sofa, a white table, and a ceiling fan.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

3. 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 27 - Sep 28
Total with taxes and fees
Old Wooden Bridge Resort and Marina
A balcony with a view of a body of water, a pool, and outdoor seating.
An outdoor dining area with tables and chairs, overlooking a body of 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.

4. 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.
$134 nightly
$151 total
Sep 29 - Sep 30
Total with taxes and fees
Fairfield Inn & Suites by Marriott Marathon Florida Keys
A clear blue pool with white lounge chairs and palm trees, overlooking a calm sea.
A bar area with a view of the ocean, bar stools, umbrellas, and a variety of bottles.
A row of blue hammocks on a sandy beach with palm trees and a clear sky.
An aerial view of a coastal resort with a marina, palm trees, and a large building complex.

5. 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.
$166 nightly
$187 total
Sep 29 - Sep 30
Total with taxes and fees
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
A pool area with lounge chairs, a thatched-roof structure, and a view of the ocean.
A modern living room with a large sectional sofa, a flat-screen TV, and a view of the sea through large windows.
A modern kitchen with a central island, various appliances, and hanging pendant lights.
Three colorful drinks on a table with a thatched roof and outdoor seating.

6. 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.
$130 nightly
$147 total
Sep 29 - Sep 30
Total with taxes and fees
Hampton Inn Marathon - Florida Keys
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 wooden deck with a covered area, green Adirondack chairs, and a view of palm trees and a water body.

7. 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
Sep 23 - Sep 24
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 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.

8. Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
Marathon
  • Dive into poolside paradise with water activities galore at this Florida Keys getaway.
$118 nightly
$132 total
Sep 23 - Sep 24
Total with taxes and fees
Captain Pips Marina & Hideaway
A clear view of a swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.
A beach with lounge chairs, palm trees, and a string of lights.
A marina with boats docked, a dock extending into calm waters, and a small island with 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.
$136 nightly
$153 total
Sep 23 - Sep 24
Total with taxes and fees
Banana Bay Resort & Marina
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.
A beach scene with two white chairs, a hammock, and palm trees.
A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.

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.
$260 nightly
$293 total
Sep 23 - Sep 24
Total with taxes and fees
Isla Bella Beach Resort & Spa
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

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

8/10 Good
"Ok"
Fernando 2-night trip
Posted 3 hours ago
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

10/10 Excellent
"Amazing property"
Yodaimys 2-night trip
Posted 10 hours ago
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Kingsail Resort

Kingsail Resort

10/10 Excellent
"Nothing"
Ariel 2-night trip
Posted 15 hours ago
Kingsail Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Everything was delightful!"
BARBARA 2-night trip
Posted 16 hours ago
Tranquility Bay Beachfront Hotel and Resort
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"We had a good time"
melinda 5-night trip
Posted 16 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"Great place to stay! Would book again!"
Laci 5-night trip
Posted 1 day ago
Captain Pips Marina & Hideaway
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Wonderful experience! We could walk out of our room to enjoy the water. Nice amenities too! Kayaks and more available, excellent breakfast every morning, way better than the standard breakfast. We would definitely stay there again."
Keith 5-night trip
Posted 2 days ago
Parmer's Resort
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

10/10 Excellent
"Absolutely the best. Super laid back. Great property and the staff was beyond helpful. Will definitely only stay here in the future"
Joshua 4-night trip
Posted 2 days ago
Old Wooden Bridge Resort and Marina
Skipjack Resort & Marina

Skipjack Resort & Marina

10/10 Excellent
"Great spot"
Justin 2-night trip
Posted 1 month 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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