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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Our top choices for Big Pine Key hotels with a pool

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,757 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
$175 nightly
The price is $197
Nov 1 - Nov 2
Total with taxes and fees
Blue Flamingo Resort Key West

2. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,660 reviews)
  • cleanliness
    Dive into a serene escape at this beachfront resort with 3 outdoor pools, poolside bars, and tranquil ocean views.
$263 nightly
The price is $296
Nov 15 - Nov 16
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

3. Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
$171 nightly
The price is $192
Nov 29 - Nov 30
Total with taxes and fees
Parmer's Resort

4. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,800 reviews)
  • cleanliness
    Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
$285 nightly
The price is $321
Nov 1 - Nov 2
Total with taxes and fees
Margaritaville Beach House Key West

5. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,893 reviews)
  • cleanliness
    Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
$200 nightly
The price is $225
Nov 19 - Nov 20
Total with taxes and fees
Havana Cabana at Key West

6. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (995 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
$307 nightly
The price is $345
Nov 15 - Nov 16
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

7. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,298 reviews)
  • cleanliness
    Sun-kissed island retreat offers five heated pools with loungers and poolside cocktails.
$318 nightly
The price is $358
Nov 29 - Nov 30
Total with taxes and fees
Isla Bella Beach Resort & Spa

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,125 reviews)
  • cleanliness
    Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
$163 nightly
The price is $184
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

9. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,479 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
$209 nightly
The price is $235
Nov 17 - Nov 18
Total with taxes and fees
Parrot Key Hotel & Villas

10. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
$150 nightly
The price is $169
Nov 9 - Nov 10
Total with taxes and fees
Looe Key Reef Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Big Pine Key

Find out more about Big Pine Key

Discover top Big Pine Key attractions

Big Pine Key offers a delightful blend of natural beauty and unique activities that will captivate any traveler. One must-visit spot is the vibrant nature trails of the local preserve, where you can immerse yourself in the stunning flora and fauna, perfect for those who appreciate the tranquility of the great outdoors. For a taste of adventure, exploring the nearby mangroves by kayak allows you to glide through serene waters while spotting native wildlife. Don’t miss the breathtaking sunsets at the beach, where the sky transforms into a canvas of colors—a perfect backdrop for family photos. For a touch of local culture, take a leisurely stroll through charming neighborhoods that showcase the area's distinct architecture and friendly atmosphere. Finally, the nearby fishing spots offer opportunities for family bonding, whether you’re casting a line or simply enjoying the scenic views. With such a variety of experiences, you’ll find that Big Pine Key is not just a destination, but a chance to create lasting memories. Consider staying in one of the charming accommodations nearby, where attentive service and comfortable settings will ensure your family feels pampered throughout your visit.

Top Big Pine Key Hotel Reviews

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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