Airbnb, Vacation Rentals in Big Pine Key, FL

Compare 5,466 available oceanfront holiday vacation home properties, starts from $32

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Airbnb, Vacation rentals and hotel deals in Big Pine Key, FL

Tranquility Bay Resort
Tranquility Bay Resort
Tranquility Bay Resort
Tranquility Bay Resort
8.8 (614 reviews)
Tranquility Bay Resort
Resort · 2 Guests · 1 Bedroom
$644 /night
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Captain Pip's Marina & Hideaway
Captain Pip's Marina & Hideaway
Captain Pip's Marina & Hideaway
Captain Pip's Marina & Hideaway
8.9 (547 reviews)
Captain Pip's Marina & Hideaway
Resort · 2 Guests · 1 Bedroom
$299 /night
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NAUTILUS...ocean front cottage retreat ~
NAUTILUS...ocean front cottage retreat ~
NAUTILUS...ocean front cottage retreat ~
NAUTILUS...ocean front cottage retreat ~
NAUTILUS...ocean front cottage retreat ~
Villa · 2 Guests · 1 Bedroom
$908 /night
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ATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS...Ocean Front Cottage Retreat!
9.6 (9 reviews)
ATLANTIS...Ocean Front Cottage Retreat!
Holiday home · 2 Guests · 1 Bedroom
$849 /night*
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Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Cottages, swimming pool, just 20 miles from Key West
8.8 (112 reviews)
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Holiday home · 2 Guests · 1 Bedroom
$375 /night*
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Parmer's Resort
Parmer's Resort
Parmer's Resort
Parmer's Resort
9.1 (189 reviews)
Parmer's Resort
Resort · 2 Guests · 1 Bedroom
$501 /night
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Luxury Ocean View 2 Bed / 2.5 Bath Townhome in the Keys
Luxury Ocean View 2 Bed / 2.5 Bath Townhome in the Keys
Luxury Ocean View 2 Bed / 2.5 Bath Townhome in the Keys
Luxury Ocean View 2 Bed / 2.5 Bath Townhome in the Keys
9.6 (47 reviews)
Luxury Ocean View 2 Bed / 2.5 Bath Townhome in the Keys
Holiday home · 2 Guests · 1 Bedroom
$962 /night*
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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.4 (41 reviews)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage · 2 Guests · 1 Bedroom
$275 /night*
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Courtyard by Marriott Faro Blanco Resort
Courtyard by Marriott Faro Blanco Resort
Courtyard by Marriott Faro Blanco Resort
Courtyard by Marriott Faro Blanco Resort
9.2 (518 reviews)
Courtyard by Marriott Faro Blanco Resort
Hotel · 2 Guests · 1 Bedroom
$462 /night
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Banana Bay Resort & Marina
Banana Bay Resort & Marina
Banana Bay Resort & Marina
Banana Bay Resort & Marina
7.8 (1021 reviews)
Banana Bay Resort & Marina
Hotel · 2 Guests · 1 Bedroom
$266 /night
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2 Bedroom 2.5 Bath Luxury Townhome in the Keys
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
9.4 (35 reviews)
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
Holiday home · 2 Guests · 1 Bedroom
$962 /night*
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Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
9.8 (77 reviews)
Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Holiday home · 2 Guests · 1 Bedroom
$962 /night*
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NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
9.6 (17 reviews)
NEW!Updated 2BR,2BA w KING Master,35'Wall-Bikes,Kayaks, SUPs
Cottage · 2 Guests · 1 Bedroom
$699 /night*
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Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Holiday home · 2 Guests · 1 Bedroom
$450 /night*
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Looe Key Reef Resort and Dive Center
Looe Key Reef Resort and Dive Center
Looe Key Reef Resort and Dive Center
Looe Key Reef Resort and Dive Center
7.4 (247 reviews)
Looe Key Reef Resort and Dive Center
Motel · 2 Guests · 1 Bedroom
$263 /night
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Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina
8.7 (25 reviews)
Old Wooden Bridge Resort & Marina
Lodge · 2 Guests · 1 Bedroom
$228 /night
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Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Holiday home · 2 Guests · 1 Bedroom
$419 /night
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Seascape Vacation!!!
Seascape Vacation!!!
Seascape Vacation!!!
Seascape Vacation!!!
6.2 (7 reviews)
Seascape Vacation!!!
Holiday home · 2 Guests · 1 Bedroom
$195 /night*
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Isla Bella Beach Resort & Spa - Florida Keys
Isla Bella Beach Resort & Spa - Florida Keys
Isla Bella Beach Resort & Spa - Florida Keys
Isla Bella Beach Resort & Spa - Florida Keys
8.9 (1094 reviews)
Isla Bella Beach Resort & Spa - Florida Keys
Resort · 2 Guests · 1 Bedroom
$1,045 /night
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Barnacle Bed and Breakfast
Barnacle Bed and Breakfast
Barnacle Bed and Breakfast
Barnacle Bed and Breakfast
9.2 (49 reviews)
Barnacle Bed and Breakfast
B & B · 2 Guests · 1 Bedroom
$567 /night
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Vacation Destinations Near Big Pine Key, FL

Airbnb, Holiday Oceanfront House with Air Conditioning in Big Pine Key, FL

Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Sun Outdoors Sugarloaf Key
Air Conditioning
Sun Outdoors Sugarloaf Key
Holiday home · 2 Guests · 1 Bedroom
$419 /night
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Barnacle Bed and Breakfast
Barnacle Bed and Breakfast
Barnacle Bed and Breakfast
Barnacle Bed and Breakfast
Air Conditioning
9.2 (49 reviews)
Barnacle Bed and Breakfast
B & B · 2 Guests · 1 Bedroom
$567 /night
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What Are The Top Amenities at Big Pine Key, FL?
Top Rental Amenities in Big Pine Key, FL
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There are in total of 15 rental amenities in Big Pine Key, shown above with the property numbers. In Big Pine Key, 2647 rentals offer Internet or Wifi, 2643 rentals offer Air Conditioning, 2620 rentals offer TV. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Fireplace, Garden or Backyard.
Which Price Range Is Most Typical in Big Pine Key, FL Area?
Vacation House & Condo Rental Price Information in Big Pine Key, FL
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The graph shows the percentages of vacation homes in each price bucket. Big Pine Key has the largest percentage (18.33%) of homes in $150 - $200 price range.
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$500 +
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What Are The Popular Property Types in Big Pine Key, FL?
Top Rental Accommodations in Big Pine Key, FL
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In Big Pine Key, 56.20% of listings are House, which is the most popular accommodation out of 20 total accommodation types. Avg price per night for House is around $312. And the most searched amenities for House accommodation is Fireplace.The least popular accommodation in Big Pine Key is Mill rentals
How Many Rental Accommodations Are Pets Friendly in Big Pine Key, FL?
Pets Allowed vs Not Allowed in Big Pine Key, FL
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33.66% of vacation homes in Big Pine Key are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Must-Visit Trails in Big Pine Key, FL?
Top Trails In Big Pine Key, FL
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If you like outdoor activities, we highly recommend you to visit those famous trails: Florida Keys Overseas Heritage Trail, Bahia Honda Bridge, Silver Palm Nature Trail at Sandspur Beach, Little Swash Keys Paddle, Seven Mile Bridge to Pigeon Key (CLOSED), Crane Point Hammock Trails, Snipe Point and the Mud Keys, Key West City Walk, Florida Keys Overseas Heritage Trail, Point Trail.
Any RV Campgrounds in Big Pine Key, FL?
Campgrounds Recommendations In Big Pine Key, FL
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For campgrounds in Big Pine Key, here are our recommendations: Big Pine Key Fishing Lodge Campground, Bahia Honda Campground, Sugarloaf Key / Key West KOA, Boyd's Key West Campground, Long Key Campground, Long Pine Key Campground, Monument Lake Campground, Miami Everglades Resort Campground, Burns Lake Campground.
How Many Airports in Big Pine Key, FL?
Top Airports in Big Pine Key, FL
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Other Vacation Rentals Ideas

Airbnb, Holiday Oceanfront House with Pool in Big Pine Key, FL

Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Pool
9.8 (77 reviews)
Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Holiday home · 2 Guests · 1 Bedroom
$962 /night*
View deal
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Pool
8.4 (41 reviews)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage · 2 Guests · 1 Bedroom
$275 /night*
View deal
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Pool
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Holiday home · 2 Guests · 1 Bedroom
$450 /night*
View deal
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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