AgentLogo

3348 OLD OAK DRIVE

SARASOTA , FL 34239

MLS#: A4675245

$12,500

Status: Active
Listing number: A4675245
Listing provided by: LOYD ROBBINS & CO. LLC
Listing agent phone: None
Last update: 13 days ago
On site: 15 days ago
Browse Properties
SHORELAND WOODS SUB - Residential Lease

Property

Beds

4

Full Baths

4

1/2 Baths

None

Year Built

1977

Sq.Footage

3,668

Architecturally distinctive and exceptionally private, this furnished Mid-Century Modern residence is available for annual lease in one of Sarasota’s most sought-after West of the Trail locations. Ideally positioned near Siesta Key Beach, Siesta Village, and the shopping and dining of Southside Village, this home offers a rare combination of space, privacy, and proximity to everyday conveniences. Designed to embrace natural light and indoor-outdoor living, the home spans approximately 3,668 square feet and features four bedrooms, including a loft-style bedroom, along with multiple flexible living spaces. Soaring ceilings, expansive walls of glass, and dramatic cypress detailing throughout create a warm yet modern aesthetic that feels both timeless and livable. The main living areas flow effortlessly, anchored by a striking wood-burning fireplace and an open kitchen designed for gathering and entertaining. Multiple patios and outdoor sitting areas extend the living space into the beautifully landscaped grounds, offering a sense of tranquility and separation while remaining close to Sarasota’s most desirable destinations. The upstairs primary retreat provides a private sanctuary with a spacious bedroom, spa-inspired bath, and a dedicated laundry area. 2 additional upstairs bedrooms offer comfortable accommodations for guests or household members with a Jack & Jill bathroom. On the main level, a guest suite and a versatile bonus room provide ideal space for a home office, media room, or fitness area. Set on a large, private yard with bay views, the property features a heated indoor lap pool, allowing for year-round enjoyment regardless of season. A two-car garage with electric vehicle charging station adds modern convenience, and pets may be considered on a case-by-case basis with owner approval. Located West of the Trail and just minutes from Siesta Key Beach, Siesta Village, downtown Sarasota, Sarasota Memorial Hospital, marinas, and top local amenities, this home delivers the perfect balance of privacy, space, and accessibility. An exceptional opportunity for those seeking a long-term luxury rental in a premier Sarasota location.

Features & Amenities

Interior

  • Other Interior Features

    Eat-in Kitchen, High Ceilings, Open Floorplan, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    4

  • Bathrooms

    4

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Cats OK, Dogs OK, Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Other Exterior Features

    Courtyard, Storage

  • Parking

    Electric Vehicle Charging Station(s), Garage Door Opener, Attached

  • Patio and Porch Features

    Patio, Porch, Rear Porch, Screened

  • Pool

    Yes

  • Pool Features

    Gunite, Heated, In Ground, Indoor, Lap, Private

  • Waterfront YN

    NO

  • View

    Water, Trees/Woods

Area & Lot

  • Lot Size(acres)

    0.52

  • Property Type

    Residential Lease

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $12,500

  • Sq. Footage

    3, 668

  • Price/SqFt

    $3

HOA

  • Association

    No

School District

  • Elementary School

    Southside Elementary

  • Middle School

    Booker Middle

  • High School

    Sarasota High

Property Features

  • Stories

    2

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Sarasota

Elementary School

Southside Elementary

Middle School

Booker Middle

High School

Sarasota High

Listing Courtesy of Ali Marks , LOYD ROBBINS & CO. LLC

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Ashley Baillio

FOUNDER

Ashley Baillio

Call Ashley today to schedule a private showing.

(561) 609-2391

franko+southflorida@init.hr


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Architecturally distinctive and exceptionally private, this furnished Mid-Century Modern residence is available for annual lease in one of Sarasota’s most sought-after West of the Trail locations. Ideally positioned near Siesta Key Beach, Siesta Village, and the shopping and dining of Southside Village, this home offers a rare combination of space, privacy, and proximity to everyday conveniences. Designed to embrace natural light and indoor-outdoor living, the home spans approximately 3,668 square feet and features four bedrooms, including a loft-style bedroom, along with multiple flexible living spaces. Soaring ceilings, expansive walls of glass, and dramatic cypress detailing throughout create a warm yet modern aesthetic that feels both timeless and livable. The main living areas flow effortlessly, anchored by a striking wood-burning fireplace and an open kitchen designed for gathering and entertaining. Multiple patios and outdoor sitting areas extend the living space into the beautifully landscaped grounds, offering a sense of tranquility and separation while remaining close to Sarasota’s most desirable destinations. The upstairs primary retreat provides a private sanctuary with a spacious bedroom, spa-inspired bath, and a dedicated laundry area. 2 additional upstairs bedrooms offer comfortable accommodations for guests or household members with a Jack & Jill bathroom. On the main level, a guest suite and a versatile bonus room provide ideal space for a home office, media room, or fitness area. Set on a large, private yard with bay views, the property features a heated indoor lap pool, allowing for year-round enjoyment regardless of season. A two-car garage with electric vehicle charging station adds modern convenience, and pets may be considered on a case-by-case basis with owner approval. Located West of the Trail and just minutes from Siesta Key Beach, Siesta Village, downtown Sarasota, Sarasota Memorial Hospital, marinas, and top local amenities, this home delivers the perfect balance of privacy, space, and accessibility. An exceptional opportunity for those seeking a long-term luxury rental in a premier Sarasota location.

3348 OLD OAK DRIVE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

Price reduced
Available January 15th –April 30th 2026 — Luxurious Gulf-Front Corner Condo for Lease – Lido Surf & Sand. Experience premier beachfront living in this rare southwest corner residence at Lido Surf & Sand. Located on the 6th floor of the sought-after gulf-front atrium building, this 2-bed, 2-bath end unit offers sweeping panoramic views of the Gulf of Mexico, Lido Beach, and even Siesta Key. With 1,456 sq. ft. of light-filled interior space and 372 sq. ft. of wraparound balconies, you’ll enjoy true indoor-outdoor living. Floor-to-ceiling windows bring the beach into the great room, dining area, and both balconies—perfect for morning coffee, sunset evenings, or relaxed entertaining. The updated gourmet galley kitchen features custom cabinetry, beautiful countertops, generous storage, and new appliances. Recent upgrades include a new water heater (2023), brand-new A/C, and hurricane-impact windows, sliders, and entry door for added comfort and peace of mind. Enjoy resort-style living with access to a soon-to-be-enhanced social area, plus close proximity to a quiet nature preserve for walking or kayaking. St. Armands Circle is just moments away for shopping, dining, and entertainment. This home is also currently FOR SALE and subject to showings with advanced notice.
#A4675832

SARASOTA

1100 BENJAMIN FRANKLIN DRIVE 604

2 Beds

2 Baths

1,456 Sq.Ft.

$10,000

MLS#: A4675832

This amazing turnkey furnished home is just steps from the sandy shores within the Lido Shores private gated beach access. A short jaunt to St Armand's Circle with about 100 stores St Armand's Circle is world known as an unforgettable destination. From vacation trinkets to upscale galleries, breakfast or lunch cafes to gourmet dinner feasts at top of the line restaurants you will find it all. Head north to Longboat Key with plenty of sidewalks for walking or biking. You will find 4 spacious bedrooms all with en-suite bathrooms plus a powder room downstairs for guests. Open-plan living room on first floor just off the fully equipped kitchen with modern appliances, breakfast bar and dining table. Living room has wood burning fireplace with sliders going out to the private, sunny patio pool area with grill and outdoor shower. Family room off the primary bedroom on 2nd floor with 53" tv and built-in shelves. Salt water pool with electric pool heater. Just bring your toothbrush and clothes to start enjoying our strong sense of leisure Florida lifestyle.
#A4674983

SARASOTA

1121 MORNINGSIDE PLACE

4 Beds

4 Baths

3,454 Sq.Ft.

$14,500

MLS#: A4674983

Experience LUXURY living in downtown Sarasota with this stunning penthouse rental! Exquisite city views surround you from every angle, along with breathtaking scenes of Sarasota Bay and the Ringling Bridge. Enjoy the warmth of home combined with the amenities of a high-end condo, perfect for those who want elegance and convenience in the heart of the city. The foyer welcomes you with gorgeous marble flooring that flows into the formal dining room and spacious living areas. The gourmet kitchen is a chef’s dream, featuring stainless steel high-end appliances, an oversized island, and solid wood custom cabinetry. Elegant custom lighting throughout sets the perfect ambiance. Perfect for entertaining, this residence offers three terraces, a double-sided fireplace, and an outdoor kitchen. The master suite is a private sanctuary with serene water views, while the spa-like bathroom includes a massage tub, walk-in shower, dual vanities, and a bidet. The split floor plan ensures privacy for guests, who will also enjoy incredible views. An office with western exposures makes working from home a dream. Unique to this condo are three storage units for your convenience. Plaza at Five Points offers resort-style amenities including concierge services, private lobby, valet parking, fitness center, library, meeting room, guest suite, and a resident clubhouse with fireplace and full kitchen. The 10th floor garden terrace features a heated pool, spa, screened gazebo, and sun deck—perfect for relaxing or entertaining. Building stewards are available daily from 7 a.m. to 11 p.m., with secured entry and gated garage access to two reserved parking spaces. This is Sarasota luxury at its finest—available now for lease!
#A4675046

SARASOTA

50 CENTRAL AVENUE 17PHB

3 Beds

3 Baths

3,268 Sq.Ft.

$13,000

MLS#: A4675046

Welcome to the Kingdom on Hyde, the crowning jewel of Arlington Park homes offered turnkey furnished. Featuring 4 bedrooms & 6 baths spread over nearly 4000 sq ft w/ 20ft soaring ceilings. This jewel box features a heated pool & spa with dramatic 8ft waterfall feature, Thermador Appliances, commercial grade elevator, custom imported tile & finishes & 2-story living amongst the Live Oaks. Perfectly situated a stone's throw from Arlington Park & a short drive to Siesta Beach & Downtown Sarasota!
#A4674480

SARASOTA

2467 HYDE PARK STREET

4 Beds

5 Baths

3,864 Sq.Ft.

$15,000

MLS#: A4674480

Welcome to Palm & Oak, an expertly curated turnkey rental unlike any other in Sarasota w/ direct access on 2 sides to the coveted Arlington Park. This fully renovated Coastal Pool & Spa home offers nearly 2000 sq ft of living space on a huge 1/3 acre lot w/ vast park views & direct park access from your private fenced backyard. Just minutes from Siesta Key Beach & Downtown Sarasota, this property offers an A+ location & a resort style pool & spa that rivals local hotels. Wake up every morning & watch the City of Sarasota come alive just outside your back door w/ park views as far as the eye can see. Sip your coffee from the temperature controlled sunroom or elevated pool deck & hear the sounds of nature, watch runners go by on the jogging path & owners playing fetch w/ their pups w/ the park fountain in the distance. Palm & Oak was fully renovated from top to bottom w/ vacationing guests in mind. The vibe is coastal & elegant w/ shiplap walls, white oak accents & handcrafted oak & rattan furniture. The floor plan is ideal w/ the master suite on its own wing of the house featuring an en suite designer bathroom, walk in closet, a 60" flat screen TV & sliders w/ access to the furnished sunroom & pool deck beyond. The guest wing features 2 additional bedrooms & a designer bathroom. The entryway of the home offers a mudroom w/ hanging space & an upholstered storage bench. Just off the entry area is a living room w/ swivel chairs & side table, a console table full of family board games & a round table for gathering that has equal viewing of the 75" family room tv & the front of the house onto Hyde Park Street. The living room sofa doubles as a queen pull-out sleeper & is accompanied by 2 buttery genuine leather chairs & a coffee table. The kitchen is at the heart of the house & offers SS appliances, white quartz countertops & a breakfast bar w/ 3 counter stools. The shiplap ceiling & champagne bronze accents make the kitchen feel both warm & luxurious.The kitchen looks out to the dining room & pool & park beyond. The dining room features a large oak table w/ seating for 8 & offers a dedicated workspace, coffee bar & adult bar set up for entertaining. Access to the pool can be had from the dining room sliders or you can exit to the 4-season air conditioned sunroom where you will find a sectional sofa, outdoor kitchen & additional table for games or conversation. Stepping outside onto the pool deck you'll instantly know you've made the right decision to stay at Palm & Oak. The pool is the largest you'll come across in a residential location w/ an envelope of 32 ft long and 21 wide (over 600 sq ft) which includes 2 large sun shelves, an elevated heated spa w/ waterfall feature, a 14 by 32 swim lane & a bench seat w/ bar stools. Stairs from the elevated pool deck down to the yard lead to a private gate that opens out directly onto the grounds of Arlington Park which offers a 1/2 mile jogging path, 2 dog parks, an aquatic center w/ Olympic size swimming pool, outdoor fitness center, playground, & indoor & outdoor basketball courts. The backyard features a gorgeous Laurel Oak Tree & a cluster of mature Sabal Palms which are all up-lit at night as an homage to our house name "Palm & Oak". Additional path lights & a hedge of Pitch Apple plants line the back of the elevated pool deck to prevent falling. The West side of the pool deck offers a regulation size grassy cornhole court & outdoor dining area w/ an umbrella & nearby propane grill.
#A4674478

SARASOTA

2641 HYDE PARK STREET

3 Beds

2 Baths

1,934 Sq.Ft.

$12,000

MLS#: A4674478

Spend Christmas in Paradise! Available December 10th through December 31st, 2025 Available 3/7-3/13/26 Available after 4/11/26 Experience the best of Siesta Key living with private beach access—this expansive, exceptional home offers everything needed for the perfect coastal escape. Thoughtfully designed indoor and outdoor living spaces create comfort and privacy even when hosting a full house. Each bedroom, along with the main living area, opens to its own deck, providing the perfect spot to savor morning coffee, unwind with a book, or soak up the sunshine. A custom heated pool and spa add to the home’s private resort feel, while tasteful updates throughout make it a serene coastal get-away. Nestled on a quiet dead-end street—one so tucked away that even many locals don’t know it exists—this rare gem defines beachfront living at its finest. It’s a unique opportunity to claim your own slice of paradise. Just steps from the powder-soft sands of Siesta Key, with deeded beach access leading directly to Turtle Beach, this home places the island’s most coveted amenity right at your doorstep. Whether you're heading out for peaceful morning walks, unforgettable sunsets, or the convenience of a close-by spot for all your beach gear, this residence offers the ideal home base for your dream coastal getaway. Rates: February, March, and April – $15,000.00 Taxes and fees apply to stays less than 6 months.
#A4673276

SARASOTA

1145 HORIZON VIEW DRIVE

4 Beds

4 Baths

4,306 Sq.Ft.

$15,000

MLS#: A4673276

MOVE-IN Ready. For RENT this Mediterranean style two story home West of the Trail. CORAL COVE SARASOTA-WATERFRONT HOME 4 LEASE. 4BR/3.5 baths and a pool bathroom. Unfurnished. Approx. 5,073 sq ft living space. Home is located on a peaceful cul de sac and sits on over a third of a well landscaped acre. Three car courtyard garage. Open floor plan with vaulted ceilings, gourmet kitchen, walk-in wine closet, marble and wood floors, fireplace, and sweeping water views throughout. The upper-level features two bedrooms, great room with kitchen, and a balcony terrace overlooking the waterfront. Interior has been freshly painted. Resort style exterior includes HEATED POOL and SPA, and DEEP-WATER DOCK with lift (fits up to a 42' boat) on a sailboat friendly canal with no fixed bridges-minutes to the Gulf of Mexico and Siesta Key by water. Amazing sunset views. Located just minutes from the Siesta Key beaches, Legacy Trail, Downtown Sarasota, local shopping and dining. Rent includes pool and lawn maintenance. Available NOW. Schedule a showing today!!
#A4667555

SARASOTA

7350 PERIWINKLE DRIVE

4 Beds

3 Baths

5,073 Sq.Ft.

$10,500

MLS#: A4667555

Price reduced
Tucked away on Temple Street, this stunning Sarasota home delivers the perfect mix of luxury, style, and comfort. With 5 bedrooms, 5 full baths, and 2 half baths (including a dedicated pool bath), every detail was designed for effortless living and entertaining. Inside, bold black accents, designer lighting, and custom finishes set a sophisticated modern tone. The open layout flows seamlessly through the main living areas and a beautifully designed kitchen that’s as functional as it is striking. Upstairs, a dedicated entertainment area with space for games and lounging offers the perfect hangout for family and guests. Step outside to your own private retreat featuring a heated pool and spa, outdoor shower, and a fully equipped outdoor kitchen ideal for dining and entertaining. Multiple balconies and shaded seating areas complete this exceptional property. This home captures everything that defines modern Sarasota living—luxurious, inviting, and designed for unforgettable moments.
#A4670516

SARASOTA

2305 TEMPLE STREET

5 Beds

5 Baths

3,386 Sq.Ft.

$14,950

MLS#: A4670516

Annual rental in sought-after West of Trail location near field club. Enter this updated and well-maintained home through a soaring two-story travertine foyer that opens to a formal living room and dining room. The open concept kitchen and family room overlook enclosed brick lanais, mature trees and $100,000 in new landscaping with a Koi Pond, the ideal place for entertaining or relaxing. The primary bedroom and office are on the first floor. The remaining bedrooms and game room are upstairs, an ideal layout for guests/family. The screened patios with an outdoor kitchen overlook the saline-filtered heated pool. The neighborhood has a deeded boardwalk and fishing pier, a great place to launch a kayak. The central location makes for a quick drive to Siesta Key, downtown Sarasota, dining and shopping.
#A4668211

SARASOTA

1351 DIXIE LEE LANE

5 Beds

3 Baths

4,339 Sq.Ft.

$10,500

MLS#: A4668211

Rental Inquiry

Rental Inquiry

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service