In search of a unit in Pine Run to purchase!
Must be ground floor (for a dog), or one of the townhouse models, and must have an assigned car port space.
​Please contact me if you are thinking of selling. Cash and quick close.
[email protected]
Units For Sale


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137 Woodland Place 
Please click on the button below for information and pictures.

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Units For Rent

244 Woodland Place
Two Bedrooms
Available for the month of January, 2026

Phone# 954 849 1882    Judy Hallet


​110 Woodland Place:   Second floor condo for rent
2 bedroom (master with king bed/2nd with full size) / 2 bathroom.
Carport space / lanai with rocking chairs overlooking trees.
Fully furnished, washer/dryer.
Contact Josie 206-660-5094 or [email protected].
Please have a look at the slide show below.
240 Woodland Drive We Want To Rent Anytime Between May  - October
1 Master Bedroom(queen size bed)
1 smaller (full size bed) bedroom
Large loft with 2 twin trundle beds
(2) twin mattress on bottom of trundle also
2 full bath
Washer /dryer
Fully Stocked kitchen (anything you could possibly need)
 Please contact Mary Gregory:   [email protected]   518-330-3403
123 Woodland Place
Beach Style Condo. 2 bed/2 bath near Casey Key

​236 Woodland Drive
 Two-bedroom / two-bath furnished condo available for seasonal rentals.
This is a second floor unit. Enjoy the beautiful balcony shown above.

Complete details available on Zillow: 
​https://www.zillow.com/homedetails/236-Woodland-Dr-Osprey-FL-34229/443767023_zpid/

Please use this link to see a video of the interior which contains contact information:  https://vimeo.com/884867690


205 Woodland Drive: For Lease: 2 bedrooms, 2 bathroom, fully furnished bottom floor unit available immediately in Pine Run. Please contact Denise at 709-746-5254 or by email [email protected]
Click the button for pictures and more information ​

230 Woodland Drive
Everything is New! Totally renovated, light and bright two bedroom, two full bath, 1st-floor unit in the desirable Pine Run Association, with covered parking, pool just across the street, located just less than a half mile from the Gulf of Mexico and the inland waterway. 
Our unit has a master bedroom with king bed and spare bedroom with queen, along with a living room pullout couch. Features include outdoor privacy with two open-air atriums, one screened and enclosed off the dining room/living room overlooking tropical woods, with another sun-drenched sitting area off the living room and kitchen.  
Will are willing to rent all year, not only in the prime months with flexible start and end dates. Minimum one month rental.  
No smoking or pets, please.
Gary & Renee Kidney       Email:  [email protected]       Cell:  732-757-9936

For A Complete Virtual Walkthrough Please Click On The Link Below.
(Download the file to your computer.)
florida_furnished.key
File Size: 5949 kb
File Type: key
Download File

​354 Woodland Drive 
2 bedroom, 2 bath fully furnished second floor unit
​available for seasonal rental March-April 2026.
Interested parties should contact owner at [email protected].



Looking For Rentals In Pine Run

​Rental Wanted for 2027
We would like to stay at Pine Run for about four weeks in the January-February 2027 timeframe; we can be flexible with dates.

We have visited Pine Run and think that it's the cat's meow. We love the fact that it's in a bird sanctuary, and we applaud the Association for encouraging native plants while eliminating invasives.

In 2026, will be nearby in Venice from January 26 through February 2, so this would be an ideal time for us to visit and make plans for next year! Please contact Mark & Rick at:
Hello! We are seeking a short term rental (approx 6-8 weeks) at Pine Run sometime in the coming winter.   We are pretty flexible in terms of timing, but generally looking Jan - March, 2026. Also flexible in terms of size and location within the community as we need a minimum 1 bed, 1 bath and don't care about floor. Just my husband and myself, no kids or pets. We love the Osprey/Nokomis area and plan to purchase there next summer (our elderly parents are in Venice), and we have looked at Pine Run condos before and really love the area, but want to "try it out" on a shorter-term basis before we commit to purchase. I realize we are somewhat late to the game, but please keep us in mind for any potential options. Thank you!
Kim Triplett
[email protected]"
RETIREES SEEKING RENTAL FOR FEBRUARY 2026
Hello! My husband and I live in Sarasota and I'm helping my in-laws search for a seasonal rental. They are a nice couple in their 70s from Illinois, with one small well-behaved dog. They will respect all rules and take good care of your property.   2 bedroom unit preferred. Either ground floor condo or 2-story towmhouse (need aground floor entrance for ease of walking the dog).
Thank you!
Heather 
Call or text 224-227-4722
Email: [email protected]

​Pine Run resident looking to rent a unit for my sister & her hubby for the month of February or March, 2026. Please contact me if you have a rental.
Thank you!
Ann Ferraro.     [email protected].   203 233 8141

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​Pine Run looks like a great place to spend February and March of 2026

Hi, My wife and I are 70 year-old retirees and we have spent the last six years in Sarasota during the winter. Pine Run looks like a great place to spend 2 months. We do not have kids or pets. Looking forward to hearing from someone.
My contact information: Kevin Rose 517-817-6697     [email protected]

We’re looking to rent Jan and Feb 2026 
My husband and I have rented in Pine Run in the past and would love to again. Would have to be pet friendly because we have a small Aussie doodle who is hypoallergenic (non-shedding)

Please contact Trisha Smith. (810) 444-3469


Looking for a first floor apartment
for the months of December, January and February if possible  or January, February and March.
We have previously rented in Pine Run and enjoy it very much.

Please contact Gail O'Connor  908-510-4278
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LONG-TERM RENTAL NEEDED STARTING APRIL 2026
Hello.  I was a resident of Pine Run from 2011 until 2023.  I am looking for a long-term rental starting April 1, 2026 (unfurnished one or two bedrooms, preferably first floor).   If you have something, please call or email me to discuss terms.  I need to give two months notice where I am living now (The Reserve at Palmer Ranch).  I look forward to returning to Pine Run.  Thank you.  
Liliane Lykes
941-966-9999
[email protected]
LOOKING FOR A RENTAL 
  and / or  cat -dog sitting 
In Pine Run for one month to six weeks  next February thru March
Prefer ground floor
  Have rented for many years in Pine Run 
 Please help us escape the gray gloom months of WV in Feb and or March    
​References from Pine run residents
Love our time in Pine Run. Hope we can help have it happen again

 Terri and Mark 
  304-445-7822
  304-646-2900