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Vacation Rentals in Pine Island, Florida

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about Pine Island

Pine Island, Florida Vacation Rentals and Tourism

Stop putting off writing that novel and consider Pine Island vacation rentals the next time you’re planning a trip to Florida. Find out why they call it Florida’s “Creative Coast” and check into a Pine Island condo or apartment. Discover why so many artists, writers and musicians choose to spend time here. Pine Island holds on to its rural roots and resists development, a far cry from the concrete cities found on several Florida islands.

 When you stay in a Pine Island condo or apartment, you can enjoy comfortable luxuries you won’t find at a commercial hotel. From simple things like soft, high thread count sheets and linens to more extravagant details like indoor hot tubs or home movie theater systems, rentals in Pine Island offer amenities to make you feel at home.

There’s much to do in Pine Island if you can tear yourself away from your magnum opus long enough to explore the area. Find inspiration at a local art gallery or let off some steam at the Bokeelia golf course, among tropical fruit and palm trees. Make plans to visit during July during the famous annual Mangomania festival. Book your Pine Island rental today!

Pine Island Vacation Rental Deals

You deserve to treat yourself to a vacation to Pine Island, but you also deserve to pay low prices that won't just stress you out. You'll be able to find great deals on a place to stay with affordable Pine Island vacation rentals. Choose from a variety of budget-friendly Pine Island condos, cabins, or town homes that will fit your vacation needs. Decide to go to Pine Island last minute?  No problem; you can find discount Pine Island vacation rentals at affordable prices for last-minute booking.  Because Pine Island vacation rentals can accommodate your groupyou’re your wallet, no matter how large or small, we are confident you will find a great deal and a perfect spot to stay with us for you next Pine Island vacation.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Pine Island things to do

 

Weeki Wachee

Regarding "Paddling Adventures" (The kayak rental within the park).... I can trip-on like a chatty Pre-K kid on sugar about the actual kayaking trip... but...read more

 

Weeki Wachee Springs Water Park

If you're ever in FL, take a ride to Weeki Wachee. It's totally worth the trip. We drove 2.5 hours each way for a day with the mermaids and it was so...read more

 

Requiem Body Art

Until April 4, 2011, I was completely tattoo-free. With the passing of two of my most beloved pets, my dog Murray-Foo and more recently, my cat Orlando, I...read more

 

Anytime Fitness

A great little gym, and when I went at 11:30 at night, there were several others there. An easy place to chill out and work out without having to stress...read more

 

Extreme Fittness

Don't be fooled by the subtle exterior of this gym. Extreme fitness offers many progressive classes, the staff is very friendly, the equipment is clean and...read more

 

Gold's Gym

I currently am a member of the YMCA. In an effort to see if it measures up I thought I would check out Golds Gym. This Gym offers all one could ask, plenty...read more

 

Mariner Bowling Lanes

New balls! They got new balls!read more

 

R L Martial Arts

R L Martial Arts is a great way to finish the day. We started our kids ages 3 and 7 two months ago; in that time there has been a noticeable difference in...read more

 

YMCA Hernando County Family

This y is overall wonderful. They have new treadmills that actually charge my iphone while i listen to music (a big plus for someone like me who never...read more

 

Anytime Fitness

This Gym is just that, a Gym. Its priced within the competition. I like the concept Anytime offers. You get a personal remote which gives you access 24/7....read more

 

GTC Beacon Theatres

Seats are too close together. Cup holders can't hold a drink between 2 people without making one or both people uncomfortable. In addition, as I was...read more

 

Stage West Community Playhouse

The theater is small, so there really is not a bad seat in the house. It does however lack a few things that you come to expect if you frequent theaters....read more

 

Balanced Therapy

Best way to start a weekend!read more

 

Spring Hill Golf & Country Club

I had lunch here while on vacation. I ordered the turkey sandwich. It was real carved turkey, not standard lunch meat fare. Someone else in my group had a...read more

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DEAL!! Beautiful Bokeelia End Unit w Waterviews, Pool, Boat Slip
Pine Island Townhome Rental Picture
  • Townhome Rental Deals and Discounts $500 off = $1,500 per month
  • bedrooms 2
  • community Bocilla Island Club
  • rental type Townhome
  • sleeps 4
  • baths
  • rates (USD) $2,000 - $3,000 /mth
 
 
 
 
 

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Nellie's Nest
Pine Island House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $135 - $135 /nt
    $900 - $900 /wk
    $2,700 - $2,700 /mth
 
 
 
 
 

8 reviews write a review

Macadamia House- Open Water Views
Pine Island House Rental Picture
  • bedrooms 3
  • community St James City
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $1,700 - $2,200 /wk
    $3,000 - $6,000 /mth
 
 
 
 
 

1 reviews write a review

St. James Place
Pine Island Townhome Rental Picture
  • bedrooms 3
  • community St. James Place
  • rental type Townhome
  • sleeps 6
  • baths
  • rates (USD) $1,750 - $2,500 /mth
 
 
 
 
 

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Waterfront Townhome & Dock, Many Open Dates, Gorgeous View
Pine Island Townhome Rental Picture
  • bedrooms 2
  • community Bocilla Island Club
  • rental type Townhome
  • sleeps 6
  • baths
  • rates (USD) $800 - $1,000 /wk
 
 
 
 
 

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Matlacha Cottage
Pine Island Cottage Rental Picture
  • bedrooms 1
  • community
  • rental type Cottage
  • sleeps 3
  • baths 1
  • rates (USD) $325 - $400 /wk
    $875 - $1,175 /mth
 
 
 
 
 

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Shell House Fishing Vacation Home w/ boat ramp & lift
Pine Island House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $100 - $135 /nt
 
 
 
 
 

9 reviews write a review

Paradise Nest
Pine Island House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 3
  • rates (USD) $1,600 - $1,900 /wk
    $4,000 - $5,000 /mth
 
 
 
 
 

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Prettiest Sunset View on Pine Island Lots of Waterfront Home
Pine Island House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $140 - $200 /nt
    $800 - $1,200 /wk
    $3,000 - $4,000 /mth
 
 
 
 
 

2 reviews write a review

Sea Scape Waterfont Pool Home
Pine Island House Rental Picture
  • bedrooms 3
  • community Saint James City
  • rental type House
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $250 - $300 /nt
    $975 - $1,800 /wk
    $2,800 - $7,200 /mth
 
 
 
 
 

4 reviews write a review

Golf&Pool Home in Island Paradise
Pine Island House Rental Picture
  • bedrooms 3
  • community Alden Pines Golf Ass
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $600 - $900 /wk
    $2,000 - $3,000 /mth
 
 
 
 
 

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Matlacha on the Bay
Pine Island House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $700 - $900 /wk
    $2,500 - $3,500 /mth
 
 
 
 
 

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Casa Calusa Matlacha Waterfront Home
Pine Island House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $800 - $1,400 /wk
 
 
 
 
 

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Bokeelia Place
Pine Island House Rental Picture
  • bedrooms 2
  • community Bokeelia
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $50 - $60 /nt
    $300 - $325 /wk
    $1,000 - $1,200 /mth
 
 
 
 
 

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Blue Crab Key
Pine Island Condo Rental Picture
  • bedrooms 2
  • community Blue Crab Key
  • rental type Condo
  • sleeps 4
  • baths
  • rates (USD) $1,500 - $2,800 /mth
 
 
 
 
 

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Lemon Ambiance
Pine Island House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $225 - $225 /nt
    $600 - $900 /wk
    $2,700 - $2,700 /mth
 
 
 
 
 

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Island Dreams
Pine Island House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $135 - $135 /nt
    $900 - $1,000 /wk
    $3,600 - $3,800 /mth
 
 
 
 
 

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Waterfront Townhouse - Nice End Unit in Bocilla Island Club!
Pine Island Townhome Rental Picture
  • bedrooms 2
  • community Bocilla Island Club
  • rental type Townhome
  • sleeps 6
  • baths
  • rates (USD) $142 - $142 /nt
    $800 - $1,000 /wk
    $2,100 - $2,900 /mth
 
 
 
 
 

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St. James City Waterfront Home with direct Gulf Access
Pine Island House Rental Picture
  • bedrooms 3
  • community Bayview Acres
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $1,000 - $1,000 /wk
 
 
 
 
 

1 reviews write a review

Magnificent Pool Home in Tropical Paradise
Pine Island House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $900 - $1,100 /wk
    $2,400 - $3,400 /mth
 
 
 
 
 

1 reviews write a review

Matlacha Inn
Pine Island Studio Rental Picture
  • bedrooms 0
  • community Matlacha
  • rental type Studio
  • sleeps 3
  • baths 1
  • rates (USD) $59 - $79 /nt
    $780 - $1,410 /mth
 
 
 
 
 

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St. James Waterfront
Pine Island House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 7
  • baths 2
  • rates (USD) $1,800 - $2,200 /mth
 
 
 
 
 

1 reviews write a review

Welcome to Pine Island
Pine Island House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD) $800 - $800 /wk
    $1,600 - $1,600 /mth
 
 
 
 
 

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