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!
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
Beachwalk Annual Home for Rent
10264 Beach Dune Dr, Englewood, Florida 34223
3Bedroom(s)
3Bathroom(s)
33Picture(s)
2,100Sqft
Welcome to resort-style living in the highly sought-after Beachwalk by Manasota Key community. This beautifully upgraded 2,100-square-foot single-family home offers an impressive combination of style, space, and comfort, featuring 3 bedrooms, 3 full bathrooms, a versatile flex room, and peaceful water views.
$2,650 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
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
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
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
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. 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.
$1,600 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
To inquire about an long term rental, submit an inquiry or call 941-483-3331.















