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, (2,752 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
$166 nightly
The price is $187
Oct 29 - Oct 30
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, (3,656 reviews)
  • cleanliness
    Dive into a serene escape at this beachfront resort with 3 outdoor pools, poolside bars, and tranquil ocean views.
$221 nightly
The price is $249
Oct 29 - Oct 30
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, (1,005 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
$178 nightly
The price is $200
Nov 1 - Nov 2
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, (1,809 reviews)
  • cleanliness
    Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
$255 nightly
The price is $287
Oct 29 - Oct 30
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, (1,891 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, (993 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
$306 nightly
The price is $344
Oct 29 - Oct 30
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.
$330 nightly
The price is $372
Oct 29 - Oct 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.
$159 nightly
The price is $179
Oct 29 - Oct 30
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, (1,477 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
$194 nightly
The price is $218
Oct 29 - Oct 30
Total with taxes and fees
Parrot Key Hotel & Villas

10. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.2 out of 10, Very good, (1,349 reviews)
  • cleanliness
    Poolside bliss awaits with cocktails, sun loungers, and a hot tub for ultimate relaxation.
$140 nightly
The price is $157
Nov 17 - Nov 18
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
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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