Long Term Rentals in Southwest, Florida

Discover exceptional long-term rentals in Southwest, FL with Horse and Chaise Rentals and Property Management, Inc. We specialize in providing top-notch rental properties that cater to your lifestyle needs, whether you’re looking for a spacious home or a cozy condo. Our extensive portfolio of long-term rentals showcases some of the best options in the area, ensuring that you can find the perfect place to call home. Trust our experienced team to guide you through the process and help you settle into your ideal Southwest Florida living experience. Start your journey with us today!

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Islandwalk Annual Pool Home for Rent

13260 Ipolita St, Venice, Florida 34293

3Bedroom(s)
3Bathroom(s)
16Picture(s)
2,000Sqft
Welcome to this lovely home located in the beautiful gated community of Islandwalk. This spacious home offers 3 bedrooms and 3 bathrooms, providing ample space for comfortable living. As you step inside, you'll be greeted by an open layout that creates a warm and inviting atmosphere.
$2,800 Per Month

Beachwalk Annual Home for Rent

9884 Bright Water Dr, Englewood, Florida 34223

2Bedroom(s)
2Bathroom(s)
27Picture(s)
1,412Sqft
Welcome to your slice of paradise in the coveted Beachwalk by Manasota Key community coming available 11/15! Immerse yourself in the Florida lifestyle with this gorgeous newly built turnkey furnished single-family residence, offering a seamless blend of luxury and comfort.
$2,400 Per Month

Grand Palm Annual Home for Rent

12670 Shimmering Oak Circle, Venice, Florida 34293

2Bedroom(s)
2Bathroom(s)
20Picture(s)
1,255Sqft
Now available is this stunning 2 bedroom, 2 bath cottage home in the very desired gated community of Grand Palm. This home features 1,255 square feet of bright open living space and offers new tile flooring, led lighting throughout, new remote fans and a 2 car garage. The Master bedroom is spacious and has an adjoining private master bath that has been completely remodeled with a walk in shower.
$2,100 Per Month

Venice Gardens Annual Home for Rent

1660 Bal Harbour Dr, Venice, Florida 34293

2Bedroom(s)
2Bathroom(s)
20Picture(s)
1,487Sqft
Welcome to your perfect Venice Gardens annual rental! This beautifully updated single-family home offers the ideal blend of comfort, style, and convenience. Boasting 2 bedrooms, 2 bathrooms, and a versatile den, perfect for a home office or hobby space, there’s plenty of room to stretch out and make yourself at home.
$1,900 Per Month

Plantation Golf and Country Club Annual Villa for Rent

340 Cerromar Way N #3, Venice, Florida 34293

2Bedroom(s)
2Bathroom(s)
15Picture(s)
1,365Sqft
Nestled within the prestigious Plantation Golf and Country Club, this captivating 2 bedroom, 2 bathroom furnished villas offers the perfect blend of comfort, convenience, and Floridian charm. The spacious layout unfolds over 1,365 square feet, inviting you into an oasis of tranquility and style.
$1,900 Per Month

Grand Palm Annual Home to Rent

12476 Shimmering Oak Circle, Venice, Florida 34293

2Bedroom(s)
2Bathroom(s)
14Picture(s)
1,255Sqft
Now available is this charming charming 2-bedroom, 2-bathroom cottage with a 2-car garage located in the highly desirable, amenity-rich community of Gran Palm. This inviting home offers 1,255 square feet of bright, open living space with tile flooring throughout the main living areas and comfortable carpeting in the bedrooms.
$1,850 Per Month

Wellen Park Golf and Country Club Annual Condo for Rent

12320 Wellen Golf St #202, Venice, Florida 34293

2Bedroom(s)
2Bathroom(s)
18Picture(s)
1,154Sqft
Welcome to your dream home in the prestigious Wellen Park Golf and Country Club community! This annual rental coming available 12/1 features a newly built 2 bedroom, 2 bathroom luxury condo with 1,154 square feet of living space.
$1,850 Per Month

Beach Manor Villas Annual Condo for Rent

109 Field Ave E, Venice, Florida 34285

2Bedroom(s)
1Bathroom(s)
16Picture(s)
1,031Sqft
Step into a life of ease and convenience in this maintenance-free condo nestled in the heart of Beach Manor Villas coming available 7/15/26. Perfect for those looking to indulge in the Floridian lifestyle, this exclusive 55+ community offers a delightful annual rental opportunity.
$1,825 Per Month

San Lino Annual Condo for Rent

1000 San Lino Circle #1032, Venice, Florida 34292

2Bedroom(s)
2Bathroom(s)
18Picture(s)
1,725Sqft
Experience relaxed Florida living in this spacious two-bedroom, two-bath San Lino condominium, now available for annual rent. This beautifully maintained condo offers over 1,700 square feet of open, light-filled living space, including a versatile bonus room that is perfect for a home office, family room, or guest space.
$1,800 Per Month

San Lino Annual Condo for Rent

1000 San Lino Circle #1022, Venice, Florida 34292

2Bedroom(s)
2Bathroom(s)
20Picture(s)
1,725Sqft
Experience relaxed Florida living in this spacious two-bedroom, two-bath San Lino condominium, now available for annual rent. This beautifully maintained condo offers over 1,700 square feet of open, light-filled living space, including a versatile bonus room perfect for a home office, family room, or guest quarters.
$1,800 Per Month

Circlewood Annual Condo for Rent

401 Circlewood Dr, Venice, Florida 34293

3Bedroom(s)
2Bathroom(s)
15Picture(s)
1,095Sqft
SPECIAL OFFER – FIRST MONTH’S RENT FREE! Now offering one month of free rent for qualified applicants with an approved application and executed lease. This is a great opportunity to reduce your upfront moving costs while making this property your new home.
$1,750 Per Month

Englewood Annual Home for Rent

60 French Ave, Englewood, Florida 34223

2Bedroom(s)
1Bathroom(s)
17Picture(s)
1,102Sqft
Welcome to this charming 2-bedroom, 1-bath home conveniently located near Downtown Englewood, local shopping, dining, and the beautiful Gulf beaches. Situated on a very large lot, this inviting home offers plenty of outdoor space along with the privacy and comfort of a single-family home.
$1,600 Per Month
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    To inquire about an long term rental, submit an inquiry or call 941-483-3331.