Big Pine Key Vacation Rentals, Homes, & More

12 Rentals

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$84 - $94
Per week:$584 - $654
Pets allowed:Yes
Internet:Yes

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 side to fish and dive all the great reef spots. The...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$79 - $84
Per week:$549 - $584
Pets allowed:No
Internet:No

Nice and comfortable 2 bedroom, 2 bathroom vacation home on Big Pine Key in the Eden Pines area. This vacation rental is neat and clean with a 40' wood boat dock and fish cleaning area to clean all that great, fresh fish you're gonna catch. Easy ride under some bridges to Pine...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

from

$60

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:4
Type:Home
Per night:$60 - $77
Per week:$420 - $537
Pets allowed:No
Internet:Yes

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...

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Big Pine Key Florida Vacation Rentals - Home
1 / 16

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$100 - $125
Per week:$650
Pets allowed:No
Internet:No

980 Sf Moble home on Big Pine Key Fenced lot . 5mins from Baja Honda State park and 25 Mins from Key West. Baja Honda pass comes with rental for the week . Great fishing and snorking . Capt Ron next door for tripes. $650. 00 a week for 2 people $ 25. 00 for each person up to 6. Dopsit...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$84 - $94
Per week:$584 - $654
Pets allowed:Yes
Internet:Yes

Truly remarkable Big Pine Key vacation home. Rare Duplex on over ½ 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 ...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$120 - $130
Per week:$840 - $910
Pets allowed:Yes
Internet:No

Pack your floral shirts, swimming gear and sandals and come on down to Angelfish Cove. Fun is the order of the day. Enjoy the beautiful crystal clear swimming pool or jump in your boat to go explore some of the best fishing and diving the Florida Keys has to offer. This home offers...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

from

$180

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$180 - $184
Per week:$1,260 - $1,284
Pets allowed:No
Internet:Yes

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 2 bathrooms. 2 level concrete home is roomy and airy. 2nd floor has a huge kitchen, living and dining area,...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$187

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$187 - $197
Per week:$1,307 - $1,377
Pets allowed:Yes
Internet:Yes

Magnificent open water views in this beautiful 3 Bedroom, 2 bath home on Big Pine Key! This home boasts décor by an award winning Key West decorator. Includes fast access Internet for you to surf the internet quickly in addition to a large screen TV. Enjoy a swim in the new,...

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Big Pine Key Florida Vacation Rentals - Home
1 / 12

Big Pine Key Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$117

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$117
Per week:$817
Pets allowed:Yes
Internet:No

This Island style waterfront cottage is lushly landscaped with unobstructed water views it offers wonderful cham inside and out. 2 bedroom, 1 1/2 bath, outdoor shower, home features vaulted wood ceiling; laundry room/pantry. Kitchen recently updated with new cabinets & Silestone...

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House far better than the pictures!!!

“ Excellent ”
July 8, 2013
We loved our stay here!!! The pictures in the ad were nice, but the house was even better than we had expected. Very clean and had everything you could want. We rented the place for ourselves (mom and dad and 10 and 13 year old boys) with the idea that family in South Florida would come visit, also. For several days there were 8 of us in the house and we were all very comfortable (we brought an air mattress). The bar downstairs was amazing, and we definitely put it to good use. It even had a commercial ice machine which really came in handy for all of the blender drinks we made. The backyard was beautiful and the canal was great for swimming. We loved using the kayaks. It's a quick paddle to the ocean or we would just go along the quiet canals and look for the school of about 30 parrot fish that were always swimming by. The property manager was fantastic. Very easy-going and eager to please. We couldn't have been happier with our experience and can't wait to go back. We will probably stay here again next year. If we make it back to the Keys, this will be the house for us!
Vicki Kennedy, Murrieta, CA

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Big Pine Key Florida Vacation Rentals - Home
1 / 5

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”7 Reviews

from

$313

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$313
Per week:$2,188
Pets allowed:Yes
Internet:Yes

This house is located in Long Beach Estates, one of the most private neighborhoods in the Keys. It is a private peninsula that is cushioned by a large beautiful wildlife preserve with deep water access within minutes to Looe Key. This is a spacious, waterfront home on open water,...

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Excellent week at a wonderful house!

“ Excellent ”
June 9, 2014
My husband and I took my daughter her husband and our 3 grandchildren for a week. The house was perfect for our size group. Huge kitchen and great room, 3 big bedrooms and the best part 3 bathrooms! We used our boat everyday, getting out of the canal is really easy and there is a boat ramp right around the corner from the house.The tiki hut out back is awesome. And of course the Key deer are one of our favorite things about Big Pine and they just wander around the neighborhood. My grandchildren thought that was the coolest thing.We had a blast and would definitely rent this house again.
Carlene Rozalsky, Grant, FL

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$77 - $84
Per week:$537 - $584
Pets allowed:No
Internet:Yes

Truly remarkable Big Pine Key vacation home. Rare Duplex on over ½ 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 ...

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Big Pine Key Florida Vacation Rentals - Home
1 / 22

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”20 Reviews

from

$67

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$67 - $84
Per week:$467 - $584
Pets allowed:Yes
Internet:Yes

MINIMUM 1 MONTH STAY. House is located on a very green, beautiful and quiet neighborhood within National Key Deer Refuge. 7 miles to Bahia Honda State Park, where pristine beaches abound, like Sandspur Beach, voted among the 3 top beaches in Florida by Travel Channel. The house...

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Great House

“ Excellent ”
November 13, 2014
House is just what we needed. Great spot and not on vacation but working here and right down RT1 to the job site. Friendly area and people. House is very well furnished and everything you would need to live comfortable. If I was on vacation I would rent this house again. If you do enjoy we have.
chris oliver, Maryland

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Big Pine Key Travel Tips

Big Pine Key is a favorite destination for a lot of families who head to Florida for a peaceful vacation in the sun. Many of them book Big Pine Key vacation rentals by owner so they can stay in a comfortable house, apartment, or condo while they enjoy all the city has to offer. Summer and fall are ideal seasons for families who want to stay in vacation rentals. Big Pine Key has countless activities to enjoy on the water as well as on dry land. For visitors who love seafood, Big Pine Key has a number of restaurants that specialize in this cuisine. One trip to Big Pine Key, FL, and your family will want to make it an annual tradition!
Attractions
The National Key Deer Refuge is home to many endangered species, including fish, plants, birds, and, of course, Key deer. This refuge features a popular area called The Blue Hole. The Blue Hole is a freshwater quarry that sustains many types of wildlife. Families who stay in Big Pine Key rentals can visit the observation platform at The Blue Hole and look out over this scenic body of water. Kids and adults alike will love walking the nature trails in this refuge.
Many families who want to save money by booking Big Pine Key house rentals make it a point to visit Bahia Honda State Park. Visitors can snorkel, swim, fish, or rent a kayak at the park to do some sightseeing from the water. There is also a bicycle path that families can enjoy together! Some visitors prefer to put down a towel at the beach and spend the day watching the waves roll in. Families can go online for an up-to-date weather report to help them decide when to visit the park.
The Key West Butterfly and Nature Conservatory is just a short drive away for families staying in Big Pine Key rentals. Visitors can see 50 species of butterflies, a variety of birds with colorful plumage, and cascading waterfalls as they tour this conservatory. This is a great activity for families who want to take some time to slow down on their vacation.
Big Pine Kayak Adventures is perfect for active families who love to spend most of their time on the water. Visitors can take a tour on a kayak and marvel at the birds, fish, and other creatures that make their home in Big Pine Key. Big Pine Kayak Adventures welcomes beginners as well as people with experience kayaking. Fishing charters are also available for visitors who want to get a rental boat and see what they can reel in!
Events
Families who book Big Pine Key vacation rentals in September may want to check out the Florida Keys Birding and Wildlife Festival. Kids and their parents can learn about birds, plants, and even the butterflies that live in Big Pine Key. Some of the activities at this festival include beach hikes, scavenger hunts, and various projects for kids. Folk music and delicious food are also a part of this yearly festival.
The Big Pine Island Arts Festival is another popular event for families who choose to stay in a Big Pine Key vacation rental. This festival takes place in late November and features live music and crafts made by local artisans. Kids can enjoy activities in the Kids’ Corner, and everyone can indulge in the food and drink available at this yearly festival!
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