Hotels with a Pool in Big Pine Key

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Sep 1 - Sep 2
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Sep 2 - Sep 3
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Sep 4 - Sep 6
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Sep 11 - Sep 13

Top 5 Hotels with a Pool in Big Pine Key at a glance

  1. Old Wooden Bridge Resort and Marina — 2.5-star hotel in Punta Brisa. Guest rating: 8.6/10 — Excellent.
  2. Looe Key Reef Resort — 2.5-star hotel in Summerland Key. Guest rating: 7.6/10 — Good.
  3. Coconut Cay Resort & Marina — 3-star hotel in Marathon. Guest rating: 8.6/10 — Excellent.
  4. Kingsail Resort — 2-star hotel in Marathon. Guest rating: 8.6/10 — Excellent.
  5. Knight's Key Suites — 3-star hotel in Marathon. Guest rating: 9.0/10 — Wonderful.

Hotels with a Pool in Big Pine Key

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
  • Outdoor pool
  • Pool loungers
  • Near the beach
$100
$253 total
includes taxes & fees
Sep 7 - Sep 8
Old Wooden Bridge Resort and Marina

Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
$76
$85 total
includes taxes & fees
Sep 7 - Sep 8
Looe Key Reef Resort

Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
Marathon
  • Outdoor pool
  • Pool loungers
  • Near the beach
$75
$96 total
includes taxes & fees
Sep 3 - Sep 4
Coconut Cay Resort & Marina

Kingsail Resort

Kingsail Resort
Marathon
  • Outdoor pool
  • Pool loungers
  • Near the beach
$74
$83 total
includes taxes & fees
Sep 17 - Sep 18
Kingsail Resort

Knight's Key Suites

Knight's Key Suites
Marathon
  • Outdoor pool
$69
$99 total
includes taxes & fees
Sep 3 - Sep 4
Knight's Key Suites

Banana Bay Resort & Marina

Banana Bay Resort & Marina
Marathon
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
$89
$139 total
includes taxes & fees
Sep 30 - Oct 1
Banana Bay Resort & Marina

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
Marathon
  • Outdoor pool
  • Pool loungers
  • Near the beach
$93
$132 total
includes taxes & fees
Sep 9 - Sep 10
Captain Pips Marina & Hideaway

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
$200 total
includes taxes & fees
Sep 8 - Sep 9
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Siesta Motel

Siesta Motel
Marathon
  • Near the beach
$80
$90 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Motel

Parmer's Resort

Parmer's Resort
Summerland Key
  • Outdoor pool
  • Pool loungers
  • On private beach
$169
$223 total
includes taxes & fees
Sep 3 - Sep 4
Parmer's Resort

Hampton Inn Marathon - Florida Keys

Hampton Inn Marathon - Florida Keys
Marathon
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Hot tub
$130
$147 total
includes taxes & fees
Sep 8 - Sep 9
Hampton Inn Marathon - Florida Keys

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
$147
$203 total
includes taxes & fees
Sep 7 - Sep 8
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

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
Sep 8 - Sep 9
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Seascape Resort & Marina

Seascape Resort & Marina
Marathon
  • Outdoor pool
  • On private beach
$125
$192 total
includes taxes & fees
Sep 17 - Sep 18
Seascape Resort & Marina

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
Marathon
  • Outdoor pool
  • Near the beach
$93
$256 total
includes taxes & fees
Sep 3 - Sep 4
Aqua Lodge Rentals At Coconut Cay

Gulf View Waterfront Resort

Gulf View Waterfront Resort
Marathon
  • Outdoor pool
  • Pool loungers
$87
$98 total
includes taxes & fees
Sep 17 - Sep 18
Gulf View Waterfront Resort

Skipjack Resort & Marina

Skipjack Resort & Marina
Marathon
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
$159
$219 total
includes taxes & fees
Sep 3 - Sep 4
Skipjack Resort & Marina

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
  • 5 outdoor pools
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Full-service spa
$228
$317 total
includes taxes & fees
Sep 30 - Oct 1
Isla Bella Beach Resort & Spa

Bonefish Bay Motel

Bonefish Bay Motel
Marathon
  • Outdoor pool
  • Near the beach
$117
$141 total
includes taxes & fees
Sep 7 - Sep 8
Bonefish Bay Motel

Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Outdoor pool
$101
$114 total
includes taxes & fees
Sep 3 - Sep 4
Sugar Loaf Lodge
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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.

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.

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.

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.
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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.
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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.
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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.
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Coupon Bight Aquatic Preserve

Why not relax on the waterfront and snap some great vacation pics at Coupon Bight Aquatic Preserve when visiting Big Pine Key.
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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.
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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.
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