Big Pine Key Rentals for Big Time Florida Fun

Big Pine Key is a small town in the Florida Keys, accessible by car via US 1, also known as the Overseas Highway, or by boat. Big Pine Key, one of the larger keys, is covered with native hardwood trees and composed of limestone bedrock. Though it is a Florida Key, it is not known for its sandy beaches, as there are none. Despite not having the traditional sandy beaches, Big Pine Key rentals are quite popular, especially among boaters and fishing enthusiasts.

Deer Sightings around Big Pine Key Rentals


Staying in Big Pine Key condos will afford you the opportunity to get a glimpse of the Key Deer. The whitetail deer are quite tiny, coming just up to your knees. Because these deer are so acclimated to humans, you may see them frequently in the backyard of Big Pine Key resort rentals. The best time to see the deer around Big Pine Key rentals is at dawn or dusk.

Big Pine Key Resort Rentals Encourage Water Activities


Aside from trekking out of your Big Pine Key condos to see the deer, there is plenty of hiking around the lagoons on Big Pine Key. However, the island is mainly a residential island, so you will see plenty of other Big Pine Key resort rentals as well as permanent homes. Water activities are a big pastime in the area, ranging from snorkeling and swimming to boating and fishing. Many people enjoy jet skiing and water skiing when spending the day outside their Big Pine Key rentals.

A Break from Big Pine Key Condos


As with many other islands in the area, there is always plenty of camping if you are looking for a change of pace from your Big Pine Key resort rentals. If sleeping under the stars is not your cup of tea, perhaps a day trip to one of the other keys from your Big Pine Key condos would be a better way to spend your day. Big Pine Key is located between Key West and Marathon Key, so a day trip is quite easy to either one.

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.


Big Pine Key Vacation Rentals

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HUGE 6 BEDROOM HOME ON WATER-POOL- KID'S TREE HOUSE- PRIVATE 150+ BOAT DOCK

— Property 162258
Big Pine Key house rental - Private pool
6 Bedrooms, Sleeps 18,
House, 4 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$2,900/week
Calendar Updated Nov 19 2009

Property Review

"My wife and I had a great time celebrating our 35th wedding anniversary at the "retreat" we had soooo much fun! We rented a 21 foot boat for the week. The dock and patio area is a piece of...
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''The Oasis'' Water Front Home on Crystal Clear Swimmable Canal

— Property 310443
Big Pine Key house rental - View from Crystal Clear Canal
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, waterfront, jacuzzi
Calendar Updated Nov 18 2009

Property Review

When our plans were first made to spend 4 months away from home and family I was a bit unsure that I would be able to do it without making at least one trip home during our stay. Well, the thought...
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Vacation Home near ocean & bay for fishing, diving and relaxing

— Property 240609
Big Pine Key house rental - Rejuvenate
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, near the ocean, waterfront, balcony
Rates - per property (USD)
$2,800/month
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Oceanfront Sandy Beach & Dock

— Property 224597
Big Pine Key house rental - view of beach and dock from upstairs porch
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, beach, waterfront, terrace
Rates - per property (USD)
$7,500 - $10,500/month
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On a Deep Water Canal with Open Water Views! - A Gift From the Sea - Big Pine

— Property 407393
Big Pine Key house rental - A Gift From the Sea - Comfortable and Calming
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, near the ocean, waterfront, air-conditioning
Rates - per property (USD)
$1,000 - $1,200/week
Calendar Updated Nov 21 2009

Property Review

I will keep this short. This property was just as advertised. Very clean, well maintained, great location for relaxation. The owners have done a great job making this feel like a home away from...
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Gilligan's Island Private Oasis - Florida Keys Vacation Rental

— Property 223496
Big Pine Key house rental
3 Bedrooms, Sleeps 9,
House, 3 Bathrooms, near the ocean, waterfront, air-conditioning
Rates - per property (USD)
$3,000 - $3,500/month
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Sunset Villa with gorgeous Open Water views and sunsets

— Property 224210
Big Pine Key house rental - Beautiful openwater views from porch
3 Bedrooms, Sleeps 10,
House, 2 Bathrooms, near the ocean, waterfront, pets considered
Rates - per property (USD)
$3,500/month
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Spectacular,1 from OPEN water, Best Fish, Dive, Snorkel, views

— Property 187539
Big Pine Key house rental - View from master/deck, bed faces open water
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, near the ocean, waterfront, garden
Rates - per property (USD)
$1,650/week
$4,200/month
Calendar Updated Nov 19 2009

Property Review

We (5 adults & 2 small dogs) spent the week of July 4th. We had perfect weather and were able to go out fishing and snorkeling every day. The house is spaceous,clean and comfortable. The grocery...
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REDUCED WINTER RATES- WATERFRONT POOL HOME WITH JACUZZI- PRIVATE BOAT DOCK

— Property 192107
Big Pine Key house rental - Private pool on large fenced in lot
3 Bedrooms, Sleeps 12,
House, 2 Bathrooms, near the ocean, waterfront, pets considered
Rates - per property (USD)
$1,900 - $2,595/week
Calendar Updated Nov 16 2009

Property Review

My husband and I along with our 2 kids (7 & 9) stayed at Cabana del Sol, in fabulous Big Pine Key. When we got there, the place was very clean. To our surprise, the kid’s room was not part of...
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STAY WARM THIS WINTER- HEATED POOL- ON WATER- GREAT BOATING-PRIVATE & SECLUDED

— Property 309489
Big Pine Key house rental
2 Bedrooms, Sleeps 10,
House, 2 Bathrooms, beach, near the ocean, pool
Rates - per property (USD)
$1,900/week
Calendar Updated Nov 16 2009

Property Review

Had a great time here, Coveniently located to shopping in Key West, and groceries. Great and Easy access to gulf and Atlantic, Comfortable surrounding. Great Pool, Wonderfully Private, Great...
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Lower Florida Keys Hideaway

— Property 264843
Big Pine Key house rental - No steps means easy access to the unit
2 Bedrooms, Sleeps 5,
House, 1 Bathroom, waterfront, satellite or cable
Rates - per property (USD)
$1,500 - $2,000/month
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Private, luxurious home in Big Pine Key where the sky meets the sea!

— Property 176992
Big Pine Key house rental - Picture taken from poolside
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, near the ocean, waterfront, pool
Rates - per property (USD)
$1,500/week
$4,995/month
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To-Lu HideAway -- Best Keys Getaway on Open Water

— Property 237303
Big Pine Key house rental - Beautiful Open Water View and Private Canal
3 Bedrooms, Sleeps 12,
House, 3 Bathrooms, near the ocean, waterfront, jacuzzi
Rates - per property (USD)
$2,500 - $3,500/week
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2/2 Canalfront & Dockage Keys Getaway

— Property 103696
Big Pine Key house rental - Great Day
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, near the ocean, waterfront, garden
Rates - per property (USD)
$1,300/week
Calendar Updated Nov 2 2009

Property Review

We just returned from a fantastic 2 weeks and must say it was fully enjoyed. The house was spacious and very clean in a nice quiet surroundings. The bedrooms are a descent size and the high...
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Charming canal front home with great boating, lobstering, fishing

— Property 229081
Big Pine Key house rental - Charming Canal Front Home w/ 100ft dockage & slip
4 Bedrooms, Sleeps 12,
House, 2 Bathrooms, beach, waterfront, balcony
Rates - per property (USD)
$1,650/week
$3,500 - $3,750/month
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3626 Caribbean - Gulf

— Property 85615h
Big Pine Key house rental
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, children welcome, pets not allowed
Rates - per house (USD)
$2,200/month
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Twelve Palms has Highest Viewpoint in the Neighborhood & Virtual Tour

— Property 119607
Big Pine Key house rental - Well Landscaped and Gated Tropical Home
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, near the ocean, waterfront, garden
Rates - per property (USD)
$4,500/month
Calendar Updated Oct 14 2009

Property Review

Sam & Irene New Port Richey, FL This will be our 3rd year to rent this property for our Summer family vacation. All the amenities make you feel like this could be your home away from home. ...
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3 BR/2bth Home , beach, hot tub, pool & boating access with dock.

— Property 139917
Big Pine Key cottage rental - Sunrise
3 Bedrooms, Sleeps 8,
Cottage, 2 Bathrooms, beach, waterfront, balcony
Rates - per property (USD)
$1,900/week
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Escape From It All at the 'Great Escape'!

— Property 177849
Big Pine Key house rental - 'Great Escape' Back View on the Water
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, near the ocean, waterfront, garden
Calendar Updated Oct 13 2009

Property Review

This was our second time at the Great Escape and it was even better than the first. The house is kept up beautifully and has great comfortable furniture and all the amenities you could want. ...
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31018 Atlantis Dr

— Property 85606h
Big Pine Key house rental
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, children welcome, pets not allowed
Rates - per house (USD)
$3,000/month
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The Tree House Resort

— Property 219127
Big Pine Key house rental - View Off the Back Porch
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, air-conditioning
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The Beach House (Ocean Front) in Big Pine Key, FL-Amazing Ocean Views!

— Property 147325
Big Pine Key house rental - Aerial View of The Beach House
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, 1 Half Bath, beach, waterfront, balcony
Rates - per property (USD)
$2,100/week
$6,000/month
Calendar Updated Sep 10 2009

Property Review

We just got back from staying in this home from June 13th to June 20th and loved it! My husband has a very busy work life & this was the place to be, peaceful & relaxing. We first get there and...
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Spacious Waterfront Home with Access to Ocean & Bay

— Property 184573
Big Pine Key house rental - View of Keys Home from the Water
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, near the ocean, waterfront, air-conditioning
Rates - per property (USD)
$2,990/month
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Open Water Sunsets - 259

— Property 7022467h
Big Pine Key house rental
2 Bedrooms, Sleeps 4,
House, 2 Bathrooms, children welcome, pets not allowed
Rates - per house (USD)
$2,500 - $4,270/month
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Captain Ron's Tropical Vacation Hide Away

— Property 149014
Big Pine Key house rental - Canal side
2 Bedrooms, Sleeps 4,
House, 1 Bathroom, 1 Half Bath, near the ocean, waterfront, balcony
Calendar Updated Jul 13 2009

Property Review

Our family thoroughly enjoyed our stay at this beautiful home away from home! The location of this house is absolutely perfect! We loved the privacy of no neighbors to one side and across the...
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Charming beachfront cottages on offshore Island - Captains Cottage

— Property 412562
Big Pine Key property rental - View to dock
3 Bedrooms, Sleeps 5, beach, waterfront
Rates - per property (USD)
$1,950/week
Calendar Updated Jun 23 2009

Property Review

We had a lovely time in the Captains Cottage on Cooks Island. The seaview is really fantastic! The children had a great time with snorkling (seeing nurse sharkes), being busy with the kayak and of...
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Seagrape Cottages on wide canal and Great Boating!

— Property 240200
Big Pine Key house rental
4 Bedrooms, Sleeps 9,
House, 2 Bathrooms, near the ocean, waterfront, balcony
Rates - per property (USD)
$2,800 - $3,200/month
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Charming beachfront cottages on offshore Island - Captains House

— Property 412562
Big Pine Key property rental - View to dock
3 Bedrooms, Sleeps 5,
1 Bathroom, beach, waterfront, terrace
Rates - per property (USD)
$2,500/week
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Southern Comfort Florida Keys Tropical Waterfront Hide Away

— Property 162542
Big Pine Key house rental
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, near the ocean, waterfront, balcony
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Coral Sands Mangrove House

— Property 19764h
Big Pine Key house rental
2 Bedrooms, Sleeps 4,
House, 2 Bathrooms, activities guide, adventure
Rates - per house (USD)
$1,750/week