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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Pelican Pointe Annual Villa for Rent

1699 San Silvestro Dr, Venice, Florida 34285

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,668Sqft
Welcome to the ultimate resort-style living experience in the prestigious Pelican Pointe Golf & Country Club community. This meticulously maintained 3-bedroom, 2-bath villa offers refined comfort with every detail thoughtfully curated for effortless Florida living.
$2,400 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 2 bedrooms and 2 bathrooms.
$2,100 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

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

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 #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

Venice East Annual House for Rent

253 Alsace Ave, Venice, Florida 34293

2Bedroom(s)
2Bathroom(s)
17Picture(s)
980Sqft
Discover comfort and convenience in this charming and meticulously maintained single-family home available for rent 7/1/26 in the heart of Venice East. With two spacious bedrooms and two bathrooms, this residence is perfectly designed for relaxed Florida living.
$1,800 Per Month

Venice East Annual Home for Rent

420 Mount Vernon Dr, Venice, Florida 34293

2Bedroom(s)
2Bathroom(s)
15Picture(s)
1,259Sqft
Welcome home to this beautifully updated single-family residence in the desirable Venice East community! This spacious 2-bedroom, 2-bath home offers the perfect blend of comfort, style, and convenience.
$1,800 Per Month

Casa Seville Annual Condo for Rent

995 Laguna Dr Unit 305, Venice, Florida 34285

2Bedroom(s)
2Bathroom(s)
16Picture(s)
943Sqft
Discover the ultimate coastal lifestyle in this charming 2-bedroom, 2-bathroom annual rental condo nestled in the desirable Casa Seville community. Designed for comfort and convenience, this well-appointed third-floor condo boasts nearly 1,000 square feet of stylish living space, enhanced by beautiful shiplap accents in the spacious living and dining areas.
$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

East Gate Annual Home for Rent

1311 East Gate Dr, Venice, Florida 34285

2Bedroom(s)
2Bathroom(s)
21Picture(s)
1,032Sqft
Charming Annual Rental with Spacious Yard & Prime Location! This inviting 2-bedroom, 2-bathroom home offers comfortable living with thoughtful features throughout. The property includes a convenient carport and an updated kitchen, creating a functional and modern space for everyday living.
$1,650 Per Month
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    To inquire about an long term rental, submit an inquiry or call 941-483-3331.