Big Pine Key Vacation Rentals with Boat Dock

(21 rentals)
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3 BR | 2 BA | Sleeps 7 | Quick View

1

$217

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Enjoy breathtaking views of ISLAND TIME PARADISE (our nickname) in Big Pine Key. Its our spacious 3 bedroom 2 bathroom ISLAND TIME PARADISE HOUSE that will accommodate a total of 8 people. You will see it as the perfect blend of tranquil beach living and modern convenience. This home is the ideal place ...

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Property Type

Big Pine Key House

"Wonderful home"

Loved staying at this home! Very comfortable! Owners were great to work with and extremely easy to work with! Got our security deposit back within a good time frame! I have no complaints except for the ...

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 7 miles to Bahia Honda State Park

$252

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

This newly remodeled home is cozy, yet spacious.This open concept, single family home is located on a canal and just a few seconds from the ocean. Fully furnished with Keys-inspired touches, this home comfortably sleeps 6 people with 3 bedrooms and 2 bathrooms.Spend the day at Bahia Honda State ...

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Property Type

Big Pine Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

Come and enjoy a tropical sanctuary at this beautifully remodeled, fully furnished ground level island home located in Big Pine Key, Fl. Situated on a quiet street, this home features a bright, open interior with 3 bedrooms, 2 bathrooms. The yard is a wonderful oasis overlooking the canal with a hot ...

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Property Type

Big Pine Key House

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3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 7 miles to Bahia Honda State Park

$225

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

This newly remodeled home is cozy, yet spacious.This open concept, single family home is located on a canal and just a few seconds from the ocean. Fully furnished with Keys-inspired touches, this home comfortably sleeps 6 people with 3 bedrooms and 2 bathrooms.Spend the day at Bahia Honda State ...

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Property Type

Big Pine Key House

"Bigpine Retreat"

Great 3 bedroom house Nice pool private boat lanch great layout cozy quiet corner of paradise close to the ocean great fishing.

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

The charming, oceanfront house directly on the beach. Most beautiful spot in the Keys! Very private, like being on your own tropical island. Coconut palms, 150-foot dock, mooring whips for a flats boat. Turtle nesting beach, Key deer, many tropical birds, and great fishing.  Inshore: tarpon, bonefish, ...

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Property Type

Big Pine Key House

"Lovely Home on the Beach"

We stayed here for the month of December and thoroughly enjoyed our time. It is centrally located near stores and restaurants. Especially enjoyed our time fishing off the dock and spending time on the ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Welcome to our home, “Reel’em Inn” Big Pine Key, an excellent location for a relaxing vacation with family and friends 31 miles from Key West’s Mile Marker 0. This spacious 5 bedroom home is located on a double lot with plenty of parking and 150 feet of seawall. There is a step ...

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Property Type

Big Pine Key House

"Great place to stay, especially for fisherman"

Lots of rooms and places to spread out large families. Great facilities, particularly well suited to fisherman. The owner is very helpful and flexible.

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2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 10 miles to Bahia Honda

$170

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Our spacious custom built 2 bedroom and 2 bathroom newly renovated home awaits you. Located in the heart of the National Key Deer Wildlife Refuge. On the water with direct access to the Gulf of Mexico or to the Atlantic Ocean. Concrete Seawall with step down easy boat and kayak access. Fish Cleaning ...

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Property Type

Big Pine Key House

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Beautiful 3-BR house located directly on canal with easy access to the Gulf of Mexico or Atlantic Ocean. On-property pool and private outside shower. 75-ft dock for boat. Home of the Key Deer and Blue Hole (the deer will walk past house daily).Located 35 miles north of Key West, and 20 miles south ...

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Property Type

Big Pine Key House

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2 BR | 1 BA | Sleeps 4 | Quick View

$104

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Simple and sweet with no muss, no fuss. It’s all right here – Gulf Side! This quaint two bedroom vacation home offers views, a deep-water boating and swimming canal and a protective seawall. This home offers 2 queen-size beds and an additional sleeper sofa.A glassed-in porch and all the ...

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Property Type

Big Pine Key House

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2 BR | 2 BA | Sleeps 4 | Quick View

$147

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

You and your family will feel right at home in this charming Big Pine Key home. The Owners have totally refurbished this 2 bedroom plus den, 2 bath property in 2020. Soft sea colors and coastal décor make this a totally comfortable home away from home.Large and spacious living room, kitchen and ...

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Property Type

Big Pine Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

$245

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

This spectacular home is located in the desirable Pine Channel Estates subdivision located on Big Pine Key. You will be more than delighted with this canal front home. Bring your boat, Pine Channel is only minutes away leading to some of the best boating, fishing, diving, and snorkeling in the Florida ...

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Property Type

Big Pine Key House

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4 BR | 2 BA | Sleeps 8 | Quick View

4

Distance to beach: 3 miles to Bahia Honda Park

$167

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Modern 4 bedroom 2 bath stilt home centrally located in Big Pine. Heated salt water swimming pool. Corner canal front lot with 120 ft of dockage. 5 min. to the Gulf and 10 min. to the Atlantic. Close to the Winn Dixie grocery store. Free public boat ramp 5 min away. Room on property to park 6+ cars ...

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Property Type

Big Pine Key House

"Keys house"

We just completed our month long rental and what a wonderful home. We loved the layout of the home, pool and location. We look forward to renting next year if possible and appreciate how attentive Rich ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

THIS PROPERTY IS NOT AVAILABLE FOR JAN - MARCH 2023.Welcome to Big Pine Breeze! Charming and tastefully decorated 2/2 home with beautiful sunset views from the large walk-around deck on the upper level with a large screened deck overlooking the canal for a relaxing time for cocktails and space for ...

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Property Type

Big Pine Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

1

$405

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront

About this property

The Turtle House is the perfect way to experience the Florida Keys. Located right in the heart of the island chain, it gives you easy access to both the upper and lower Keys. Enjoy this comfortable 3 bedroom 2 bath home with it's Caribbean vibe. Take in the ocean breeze as you sit near the water or venture ...

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Property Type

Big Pine Key House

"Great Canal Front Home"

We loved the 3 bedrooms and 1 with bunk beds for the kids. All of the hot spots were within 20 minutes and the fishing was amazing off the dock. The house across the cananl is a bit of an eye sore, the ...

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2 BR | 1 BA | Sleeps 4 | Quick View

$121

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys.Fully fenced for privacy and lots of yard space for everyone to enjoy ...

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Property Type

Big Pine Key House

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2 BR | 2 BA | Sleeps 4 | Quick View

1

$137

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

This relaxing retreat is situated in a very private part of Port Pine Heights on Big Pine Key. Great boating, fishing, and snorkeling can be easily accessed, just a short boat ride down the canal to Pine Channel. There is plenty of space to park your boat on the concrete dock and clean your catch on the ...

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Property Type

Big Pine Key House

"Great house!"

The house was very spacious for our family of four and our little furry companion.The kitchen was huge and easy to work around. The deck was awesome being screened in and with fans!It was complicated ...

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3 BR | 2 BA | Sleeps 8 | Quick View

$167

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

This unique home is situated on a quiet street, with a desirable corner canal location in Port Pine Heights, Big Pine Key. Bringing your boat along? No problem, plenty of dock space here! And quick and easy access to Pine Channel for excellent boating, fishing, diving and snorkeling!The exterior has ...

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Property Type

Big Pine Key House

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2 BR | 2 BA | Sleeps 4 | Quick View

$155

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

What a great sunset view from this house! Fun in the sun surrounds this spot right on a wide canal with excellent access to fishing either the Gulf or the Atlantic side. Any outdoor enthusiast would be content here as the boating, diving, snorkeling, or kayaking is right out your back door.After a ...

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Property Type

Big Pine Key House

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3 BR | 2 BA | Sleeps 6 | Quick View

1

$123

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Manatee Bay located in the Port Pine Height area is just the right spot to bring your family and friends for an unbelievable Keys vacation.Great Gulf-side boating is at your fingertips and just a short run out to the Atlantic to fish and dive all the great reef spots. The gulf side waters are full ...

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Property Type

Big Pine Key House

"Island getaway"

Always enjoy our stays in Keys when we find such a lovely place to have family come to join us. Some homes have a great location some have great amenities, but finding one like this, that has both is ...

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4 BR | 2 BA | Sleeps 8 | Quick View

$254

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

A get away to "Our Island Thing" will be unforgettable vacation for everyone. Huge 1,900 square-foot house with lots of room for the whole family and kids. Four bedrooms and two bathrooms, this two level concrete home is roomy and airy.The second floor has a huge kitchen, living and dining ...

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Property Type

Big Pine Key House

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3 BR | 1 BA | Sleeps 6 | Quick View

$123

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys.Fully fenced for privacy and lots of yard space for everyone to enjoy ...

View all property information

Property Type

Big Pine Key House

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Big Pine Key Vacation Rentals