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!
South Venice Annual Pool Home for Rent
5016 Larry St, Venice, Florida 34293
3Bedroom(s)
2Bathroom(s)
24Picture(s)
2,086Sqft
Discover your perfect retreat with this exceptional annual rental opportunity coming available May 1st. Situated just 1.5 miles away from the stunning Manasota Beach, this spacious 3-bedroom, 2-bath home with a bonus room and a 2-car garage is a true gem. Prepare to be captivated by its remarkable features and prime location.
$2,700 Per Month
Annual Pool Home for Rent in Englewood
1901 Bayshore Dr, Englewood, Florida 34223
3Bedroom(s)
2Bathroom(s)
40Picture(s)
2,385Sqft
Welcome to your new home—a charming and comfortable 3-bedroom, 2-bath, 2-car garage pool home offering the perfect blend of Florida living and everyday convenience. With 2,385 sq ft of living space, this home features both a family room and a living room, providing plenty of space for relaxation and entertaining. An inside laundry room adds even more convenience to everyday living.
$2,700 Per Month
Calusa Lakes Annual Home for Rent
2092 Timucua Trl, Nokomis, Florida 34275
3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,904Sqft
Experience the epitome of Floridian charm in this stunning, totally updated 3 bedroom, 2 bath residence nestled in the prestigious Calusa Lakes community. As you step inside this exquisite single-family home, you'll be greeted by an atmosphere of modern luxury and elegance, with oversized tile flooring guiding you through a thoughtfully designed layout.
$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
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.
$2,000 Per Month
Palmero Annual Townhouse for Rent
5728 Haven Terrace, Nokomis, Florida 34275
3Bedroom(s)
2.5Bathroom(s)
36Picture(s)
1,593Sqft
Experience the luxury of living in this newly built townhouse nestled in the heart of the gated Palmero community. This 3-bedroom, 2.5-bathroom townhome offers a perfect blend of style and convenience with a spacious layout that features a welcoming living area, fully-equipped kitchen, and dining room on the ground floor.
$1,950 Per Month
South Venice Annual Home for Rent
804 Baffin Dr W, Venice, Florida 34293
2Bedroom(s)
2Bathroom(s)
14Picture(s)
1,208Sqft
Coming available April 15th is this 2 bedroom and 2 bath single family home in South Venice. This location is just minutes from Shamrock Park, the bike trail and the beach ferry/boat launch (an optional low cost annual membership). The bright and open living room flows nicely into the dining area and open kitchen, with sliding glass doors that lead to a screened in lanai.
$1,900 Per Month
Pelican Pointe Annual Villa for Rent
656 Back Nine Dr, Venice, Florida 34285
2Bedroom(s)
2Bathroom(s)
22Picture(s)
1,164Sqft
Embrace the coastal elegance and serenity of Florida living in this luxurious Pelican Pointe villa. Perfect for those seeking an exclusive residence within a coveted community, this impeccable villa is more than just a home—it’s a lifestyle retreat. Conveniently located directly across the street from the community pool, residents can enjoy effortless access to relaxation and recreation.
$1,900 Per Month
South Venice Annual Home for Rent
476 Tanager Rd, Venice, Florida 34293
3Bedroom(s)
2Bathroom(s)
16Picture(s)
1,200Sqft
Welcome to your new long term rental in the heart of South Venice! This inviting residence features 3 cozy bedrooms, 2 bathrooms, and a spacious one-car garage. Inside, you’ll enjoy luxury vinyl and tile flooring throughout, blending style with easy maintenance. A large backyard offers plenty of room to relax or entertain.
$1,750 Per Month
Wellen Park Golf and Country Club Annual Condo for Rent
12320 Wellen Golf St #104, Venice, Florida 34293
2Bedroom(s)
2Bathroom(s)
19Picture(s)
1,120Sqft
Immerse yourself in the lap of luxury with this brand-new 2 bedroom, 2 bathroom condo nestled in the heart of the prestigious Wellen Park Golf and Country Club community available 12/1. Boasting 1,120 square feet of elegantly appointed living space, this haven is a perfect blend of modern design and comfort.
$1,750 Per Month
North Port Annual Home for Rent
4300 Ancon St, North Port, Florida 34287
3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,372Sqft
***Move-In Special: For an approved applicant with a 4/1 lease start date, receive $300 off your first month’s rent on this annual rental.***Nestled in the heart of North Port, this charming single-family residence is the perfect long term rental for those seeking comfort, convenience, and a touch of leisure.
$1,600 Per Month
North Port Annual Home for Rent
4434 Maywood Ln, North Port, Florida 34286
3Bedroom(s)
2Bathroom(s)
13Picture(s)
1,212Sqft
***Move-In Special: For an approved applicant with a 4/1 lease start date, receive $300 off your first month’s rent on this annual rental.***Discover the comfort and convenience of Florida living in this charming single-family home nestled in the heart of North Port. This residence boasts three well-appointed bedrooms and two full bathrooms, ensuring ample space for relaxation and privacy.
$1,600 Per Month
Golfview Annual Condo for Rent
918 Capri Isles Blvd #105, Venice, Florida 34292
2Bedroom(s)
2Bathroom(s)
17Picture(s)
1,012Sqft
Welcome to your dream long term rental in the Golfview community! This stunning 2 bedroom, 2 bathroom, 1st floor condo boasts 1,012 square feet of living space and is rented turnkey furnished. The spacious living area seamlessly flows into the kitchen complete with ample counter space for all your culinary needs.
$1,550 Per Month
To inquire about an long term rental, submit an inquiry or call 941-483-3331.












