Hotels with a Pool in Big Pine Key

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Hotels with a Pool in Big Pine Key

1. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
  • Outdoor pool
  • Pool loungers
  • Near the beach
$97
$250 total
includes taxes & fees
Oct 18 - Oct 19
Old Wooden Bridge Resort and Marina

2. Parmer's Resort

Parmer's Resort
Summerland Key
  • Outdoor pool
  • Pool loungers
  • On private beach
$169
$223 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort

3. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
$101
$114 total
includes taxes & fees
Oct 14 - Oct 15
Looe Key Reef Resort

4. Kingsail Resort

Kingsail Resort
Marathon
  • Outdoor pool
  • Pool loungers
  • Near the beach
$91
$102 total
includes taxes & fees
Oct 29 - Oct 30
Kingsail Resort

5. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Outdoor pool
$119
$134 total
includes taxes & fees
Oct 14 - Oct 15
Sugar Loaf Lodge

6. Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
Marathon
  • Outdoor pool
  • Pool loungers
  • Near the beach
$78
$100 total
includes taxes & fees
Oct 28 - Oct 29
Coconut Cay Resort & Marina

7. Siesta Motel

Siesta Motel
Marathon
  • Near the beach
$81
$91 total
includes taxes & fees
Oct 14 - Oct 15
Siesta Motel

8. Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
Marathon
  • Outdoor pool
  • Pool loungers
  • Near the beach
$90
$158 total
includes taxes & fees
Oct 14 - Oct 15
Captain Pips Marina & Hideaway

9. Knight's Key Suites

Knight's Key Suites
Marathon
  • Outdoor pool
$85
$117 total
includes taxes & fees
Oct 27 - Oct 28
Knight's Key Suites

10. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys
Marathon
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • Near the beach
$134
$151 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Marathon Florida Keys

11. Hampton Inn Marathon - Florida Keys

Hampton Inn Marathon - Florida Keys
Marathon
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Hot tub
$139
$156 total
includes taxes & fees
Oct 19 - Oct 20
Hampton Inn Marathon - Florida Keys

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

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Marathon
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
  • Hot tub
$143
$196 total
includes taxes & fees
Oct 19 - Oct 20
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

13. Bonefish Bay Motel

Bonefish Bay Motel
Marathon
  • Outdoor pool
  • Near the beach
$104
$118 total
includes taxes & fees
Oct 18 - Oct 19
Bonefish Bay Motel

14. Banana Bay Resort & Marina

Banana Bay Resort & Marina
Marathon
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
$127
$182 total
includes taxes & fees
Oct 29 - Oct 30
Banana Bay Resort & Marina

15. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
  • 5 outdoor pools
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Full-service spa
$229
$318 total
includes taxes & fees
Oct 20 - Oct 21
Isla Bella Beach Resort & Spa

16. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Marathon
  • 4 outdoor pools
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Full-service spa
$163
$221 total
includes taxes & fees
Oct 19 - Oct 20
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

17. Rainbow Bend Resort

Rainbow Bend Resort
Marathon
  • Outdoor pool
  • Pool loungers
  • On private beach
  • Hot tub
$109
$168 total
includes taxes & fees
Oct 14 - Oct 15
Rainbow Bend Resort

18. Gulf View Waterfront Resort

Gulf View Waterfront Resort
Marathon
  • Outdoor pool
  • Pool loungers
$104
$118 total
includes taxes & fees
Oct 14 - Oct 15
Gulf View Waterfront Resort

19. Skipjack Resort & Marina

Skipjack Resort & Marina
Marathon
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
$169
$231 total
includes taxes & fees
Oct 14 - Oct 15
Skipjack Resort & Marina

20. Seascape Resort & Marina

Seascape Resort & Marina
Marathon
  • Outdoor pool
  • On private beach
$133
$201 total
includes taxes & fees
Oct 15 - Oct 16
Seascape Resort & Marina
See more properties

Discover your perfect hotel with a pool in Big Pine Key

Breakfast included
Hot tub
4 stars
5 stars
Beach

Top neighborhoods in Big Pine Key

Whispering Pines

Whispering Pines in Big Pine Key offers a peaceful escape where you can watch the sunrise from your private dock. Kayak through pristine mangrove channels to spot rays and manatees in crystal-clear waters. Take a short drive to see the tiny Key deer at National Key Deer Refuge or browse the local flea market for unique treasures. The neighborhood features pastel-painted homes with metal roofs and tropical landscaping instead of busy resorts. Vacation rentals and waterfront cottages make perfect home bases for exploring nearby Calusa Beach. You'll need a rental car to reach seafood spots and grocery stores just minutes away.

Long Beach Estates

Long Beach Estates is a Florida Keys paradise where crystal waters meet peaceful streets lined with private homes. Spend your days snorkeling in the clear shallows, kayaking through mangroves, or simply watching ospreys soar overhead from your waterfront deck. The Coupon Bight Aquatic Preserve offers pristine waters teeming with marine life just steps from your door. Most homes feature private docks and full kitchens, perfect for grilling the day's catch as the sun sets. While dining options require a quick drive to Big Pine Key's commercial area, the trade-off is blissful quiet and genuine Keys living. Rental cars are essential for exploring nearby Calusa Beach and the Big Pine Key Flea Market.

Sands

The Sands neighborhood in Big Pine Key lets you live your water-lover dreams without tourist crowds. Kayak through crystal-clear shallows, spot colorful birds at dawn, or fish right from your private dock at the Coupon Bight Aquatic Preserve. Vacation homes on stilts offer peaceful retreats with tropical gardens and glimpses of turquoise water between palm trees and mangroves. Expect to self-cater in well-equipped rental kitchens or drive to nearby dining spots. A rental car is essential for exploring this residential haven and neighboring Keys. The quiet streets invite leisurely walks while the gentle lapping of bay waters creates the perfect soundtrack for your Florida Keys escape.

Pine Channel Estates

Pine Channel Estates offers a slice of authentic Florida Keys living with its network of scenic canals and private docks. This quiet residential area puts you right on the water with crystal-clear channels perfect for fishing, kayaking, and boat trips to the Atlantic or Gulf. Wildlife enthusiasts will appreciate nearby Blue Hole and the Key Deer Refuge where nature takes center stage. The neighborhood features vacation homes with boat slips and water views, creating a peaceful retreat from tourist crowds. You'll need to drive a quick 5-10 minutes to reach Big Pine Key's markets and eateries. The calm residential streets make for pleasant evening strolls along the waterfront as the sun sets over the mangroves.

Eden Pines

Eden Pines offers canal-living at its most blissfully chill. The Big Pine Key neighborhood serves up waterfront homes, crystal-clear canals, and a delicious break from tourist crowds. Spend your mornings spotting local wildlife at nearby Blue Hole, then grab your fishing gear or kayak and explore the peaceful waterways. The lapping waves against wooden docks create a natural soundtrack that'll make you forget about your email inbox completely. Getting around requires a rental car since this is primarily a residential area without commercial spots. Most vacation rentals come with private docks and full kitchens, perfect for cooking up your fresh catch. For dining and shopping, you'll need to venture to Big Pine Key's small commercial district nearby.

Top landmarks in Big Pine Key

A beach with clear turquoise water, a sandy shore, palm trees, and a steel bridge over the water.

Bahia Honda State Park

9.4/10 (50 reviews)
Bahia Honda State Park is 5.8 mi (9.3 km) from central Big Pine Key, why not stop by during your stay.
See properties
A beach with clear turquoise water, a sandy shore, and a long pier extending into the water.
Photo by Sérgio Veludo

Calusa Beach

7.8/10 (9 reviews)
If being by the water is a major draw, Calusa Beach is a spot you might want to check out, located 4.8 mi (7.7 km) from central Big Pine Key. Catch the sunset by the shore at Loggerhead Beach, just a short walk away.
See properties
A clear blue sky, calm sea, and a tree with exposed roots on a sandy beach.

Sandspur Beach

10.0/10 (1 review)
If want to top up your tan, you might want to head out to Sandspur Beach, located 5.9 mi (9.4 km) from central Big Pine Key. Enjoy the sunset by the shore at Calusa Beach, Loggerhead Beach, and Veterans Memorial Park & Beach.
See properties

Key West Visitors Center

8.4/10 (85 reviews)
Key West Visitors Center is worth a visit, located 0.7 mi (1.2 km) from central Big Pine Key. The local area is also good for activities like fishing and snorkeling.
See properties

National Key Deer Refuge Visitor Center

8.4/10 (50 reviews)
National Key Deer Refuge Visitor Center is worth a visit when in central Big Pine Key.
See properties

Cook Island

9.2/10 (5 reviews)
Cook Island is 3 mi (4.8 km) from central Big Pine Key, why not stop by during your stay.
See properties

Big Pine Key Flea Market

8.2/10 (12 reviews)
If you like strolling among the stalls, you might want to head out to Big Pine Key Flea Market when visiting Big Pine Key. The local area is also good for activities like fishing and snorkeling.
See properties