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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Willow Chase Annual Pool Home for Rent

1219 Cielo Ct, Nokomis, Florida 34275

4Bedroom(s)
3Bathroom(s)
30Picture(s)
2,575Sqft
Welcome to your dream rental home in the sought-after gated community of Willow Chase! This stunning single-family residence offers a spacious 4-bedroom, 3-bath layout, perfectly designed for comfortable living. As you step through the impressive foyer with soaring 20-foot ceilings, you'll be greeted by expansive lake views that set the tone for relaxation and tranquility.
$3,200 Per Month

Jacaranda West Annual Pool Home for Rent

1036 N Cypress Point Dr, Venice, Florida 34293

3Bedroom(s)
2Bathroom(s)
21Picture(s)
1,872Sqft
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in the desirable Jacaranda West community! Offering 1,872 square feet of comfortable living space, this home features an open and inviting layout with plenty of room to relax and entertain.
$2,800 Per Month

Island of Venice Annual Pool home

832 Golf Dr, Venice, Florida 34285

2Bedroom(s)
2Bathroom(s)
18Picture(s)
1,316Sqft
njoy the Florida lifestyle in this inviting 2-bedroom, 2-bath pool home located on the highly desirable Island of Venice. Offering a private pool, fenced backyard, spacious screened lanai, and a convenient location close to everything Venice has to offer, this home is ready for you to settle in and enjoy! Inside, the home has been freshly painted and features new carpet in both bedrooms.
$2,500 Per Month

Lakes of Jacaranda Annual Home for Rent

347 Woodvale Dr, Venice, Florida 34293

3Bedroom(s)
2Bathroom(s)
14Picture(s)
2,256Sqft
Welcome to your new home nestled within the charming community of The Lakes of Jacaranda available March 15th. Offering easy access to the vibrant new Wellen Park Downtown, along with numerous beaches, exquisite dining options, and a variety of shopping experiences, this residence provides the ideal blend of convenience and serenity.
$2,450 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

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

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

Venice Gardens Annual Home for Rent

1612 Larchwood Dr, Venice, Florida 34293

3Bedroom(s)
2Bathroom(s)
14Picture(s)
1,164Sqft
Welcome to your Venice Gardens annual rental home coming available 8/15! This charming single-family residence, nestled in the heart of the desirable Venice Gardens neighborhood, is the perfect place to call home for those who appreciate the Florida lifestyle. Step inside to find a nice and open floor plan that features 3 bedrooms and 2 bathrooms.
$1,800 Per Month

Bella Costa Annual Condo for Rent

210 Santa Maria St #347, Venice, Florida 34285

2Bedroom(s)
2Bathroom(s)
17Picture(s)
1,085Sqft
Welcome to serene coastal living in the highly desirable Bella Costa community, where elegance meets convenience. Available 10/1, this beautifully updated top-floor 2-bedroom, 2-bathroom condo offers the perfect blend of modern comfort and tranquil charm.
$1,800 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

L'Pavia Annual Condo for Rent

1103 L Pavia Blvd, Venice, Florida 34292

2Bedroom(s)
2Bathroom(s)
16Picture(s)
1,148Sqft
Welcome to this charming 2-bedroom, 2-bathroom condo coming available 8/15/26. This first-floor condo presents an opportunity for luxurious living in the sought-after L' Pavia community. Spanning 1148 square feet, this residence is designed for comfort and convenience, offering a seamless blend of living and family rooms that cater to relaxation and social gatherings alike.
$1,700 Per Month

Golfview Annual Condo for Rent

928 Capri Isles Blvd #231, Venice, Florida 34292

2Bedroom(s)
2Bathroom(s)
22Picture(s)
1,012Sqft
Welcome to your dream annual rental in the Golfview community! This stunning 2 bedroom, 2 bathroom, 2nd floor condo boasts 1,012 square feet of living space, perfect for those looking to embrace the idyllic Florida lifestyle. The spacious living area seamlessly flows into the kitchen complete with ample counter space for all your culinary needs.
$1,450 Per Month
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    To inquire about an long term rental, submit an inquiry or call 941-483-3331.