All Available Rental Properties

MLS Number O6191160

• Rental
• Mls Status Active
• Area Winter Park
• Subdivision Cloister Grove Sub
• Square Feet 8,353

Welcome to an unparalleled rental opportunity in Winter Park's prestigious Via Tuscany. Situated minutes away from the charming boutiques and eateries of downtown Park Avenue, this lakefront estate stands as a beacon of timeless elegance and historic significance. This distinguished property, dating back to 1919 and embodying the classic Georgian Revival style, occupies an impressive 1.57-plus acres gracefully perched above the tranquil waters of Lake Maitland. With 138 feet of coveted water-frontage, every moment here is adorned with breathtaking vistas from dawn to dusk. Immerse yourself in the grandeur of yesteryears seamlessly blended with modern comforts. Adorned with mature landscaping and a park-like backyard, this estate offers an enchanting ambiance for leisure and entertainment. Discover the allure of a gazebo, a sprawling lawn leading to the lake, a boat dock, an outdoor fireplace, and a captivating screened indoor pool. Step through the grand entry foyer into a world of refined living spaces, perfect for both intimate gatherings and lavish events. The first floor boasts an oversized living room, a formal dining room, a den, a study, a fully equipped kitchen, a breakfast room, a butler's pantry, and two sun porches. Ascend the dual staircases to find five bedrooms, four full baths, and numerous flex spaces, all adorned with timeless finishes and thoughtful details. The luxurious owner's suite exudes opulence, featuring a fireplace, a sitting area, oversized walk-in closets, a small bar area, elevator access, a private porch, and a rooftop terrace. Additionally, a charming guest cottage awaits, complete with a bedroom, a bath, a living room, and a kitchen, offering privacy and comfort to visitors. Ample storage is provided by the expansive attic and basement, complementing the four-car garage. With soaring ceilings, heart pine floors, plantation shutters, intricate millwork, and crown molding, every corner of this estate exudes sophistication and craftsmanship. Meticulously maintained and cherished, this property stands as a testament to quality and pride of ownership. With a total of 8,353 heated square feet, including 7,367 square feet in the main house and 986 square feet in the guest cottage, this residence offers unmatched living space in an unrivaled location. Seize the opportunity to experience the epitome of luxury living in Winter Park's most esteemed enclave.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

MLS Number O6248632

• Rental
• Mls Status Active
• Square Feet 6,441
• Year Built 2004
• Bedrooms 4

Introducing a rare opportunity to own a unique lakeside property on Lake Maitland, part of the prestigious Chain of Lakes. This magnificent estate boasts 100 feet of water frontage and comes fully furnished, making it turnkey ready. Spanning over 6,400 square feet, the tastefully designed interior features four bedrooms, five-and-a-half baths, a bonus room, a home office, a gourmet kitchen, and a wine cellar. The elegant formal living room with a fireplace and the formal dining room set the stage for sophisticated entertaining. The gourmet kitchen is equipped with Sub-Zero appliances, a gas range, granite countertops, and offers stunning water views. Throughout the home, you'll find beautiful travertine flooring, vaulted ceilings with wood beams, crown molding, and custom built-ins. Upstairs, the primary suite offers the most breathtaking views of the lake, complemented by an adjoining home office or additional bedroom for added convenience. Three additional bedrooms with en-suite baths and ample closet space complete the upstairs living quarters. Outside, the private backyard features a screened-in patio, a sparkling swimming pool, a hot tub, and meticulous landscaping. A covered boat dock with a lift provides easy access to the lake. Additional highlights include a three-car garage, a private gate for enhanced security, and recent upgrades such as a new roof, AC units, and copper gutters. Don't miss this unparalleled opportunity to embrace lakefront living on the Winter Park Chain of Lakes, where property availability is exceptionally rare. Enjoy stunning sunrise and sunset views from your own slice of paradise

Listing Courtesy of SOUTHERN REALTY GROUP LLC

MLS Number A4616271

• Rental
• Mls Status Active
• Subdivision Harbour Walk
• Square Feet 4,711
• Year Built 2006

Are you ready for your boating vacation??? Here is a rental with a dock and boat lifts... take a look at this spectacular waterfront property in the exclusive gated community of Harbour Walk off of the Gulf Coast of Southwest Florida, on the south side of the Manatee River with direct access to the Gulf of Mexico. This property offers 103' of saltwater canal with a 65' dock and 2 boat lifts: one 10,000 lb lift and one 5,500 lb lift. A sanctuary for water enthusiasts, this property promises effortless indulgence in the adventures of each passing day, which end with mesmerizing sunsets. Distinguished by its location on the even-numbered addresses of Fore Drive, be spoiled by unhindered river access sans the need for locks. Enjoy a short easy boat ride from the canal through the 6' deep channel, to the Manatee River, out to the beautiful waters of the Gulf of Mexico that is lined with soft powdery white sandy beaches. Within this exclusive residence, an expanse of living space reveals itself, offering a recreation room, a theatre, two balconies, and a double-story screened lanai with marble pavers, outdoor kitchen, heated pool & spa. Conveniently located near downtown Bradenton, Lakewood Ranch, Sarasota, St. Petersburg, and Tampa, this home is located in close proximity to three airports, wonderful shopping, gourmet dining, cultural attractions, the esteemed IMG Sports Academy and 3 major hospitals. Embrace an array of outdoor adventures, from year-round fishing and golfing to hiking and biking, all within easy reach. Welcome to your sanctuary in Southwest Florida - an opulent two-story retreat inviting you to savor a lifestyle brimming with relaxation and/or play. This home could be yours...come see, come sigh and make this exclusive canal front property in Harbor Walk your own.

Listing Courtesy of KELLER WILLIAMS ON THE WATER S

MLS Number O6231236

• Rental
• Mls Status Active
• Area Winter Park
• Square Feet 5,847
• Year Built 1957

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulously landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approximately 140 feet on the street and approximately 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises and sunsets. Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements. There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef's kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lakeside breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30-foot long dining room with direct lake views along with a screened lanai. The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bath provides a spa-like experience including modern fixtures, dual separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential sixth bedroom used previously for a caretaker's quarters tucked away by the garage entry. The upstairs living areas include four additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and a sitting area. When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with an entertaining terrace, tropical pool, sprawling lawn with retaining walls, a boathouse and majestic cypress, oak and palm trees to enhance the lakefront lifestyle. Located on a private, quiet street with an oversized three-car garage. Note: the roof was replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

MLS Number A4575730

• Rental
• Mls Status Active
• Area Bradenton
• Subdivision Tidy Island Ph Ii
• Square Feet 3,069

AVAILABLE from 05/01/2024 through 2025 Season Price shown is the Dec-April price. Call for off-season pricing. Spectacular sun-drenched Seasonal Rental offered in the gated exclusive Tidy Island Community. An immaculate, fully renovated Bayfront retreat with breathtaking water and sunset views, designer furnishings, beautifully manicured landscaping, and nature galore. This modern luxury home is one of the largest townhomes within Tidy Island and has three bedrooms ,2 1/2 baths along with a loft area. You enter the home on the ground level to a breathtaking large foyer and staircase. There is a ground floor garage and large screened-in area. One flight up is the main floor with high ceilings and stunning bay views throughout. Large screened- in lanai fully furnished to enjoy outdoor dining as well as the gorgeous panoramic water view. The Great Room has fabulous oversized sofas, comfortable swivel chairs, and a brand new large smart T.V. Large Dining space has Bay views and and eat-in "state of the art" Kitchen with additional dining/work space. Master Bedroom offers a King size bed ,spacious en-suite full Bath with garden bath and large walk-in shower. A Powder Room and full Laundry Room are also on the main floor. The Loft offers a large seating area/work space ,an 85" TV and gorgeous views. 2 guest bedrooms ,both with Queen beds and a full guest bath complete the upper level. Tidy Island offers five star resort-style amenities. Tenant application fee of $100 allows use of all amenities. The clubhouse has a fitness room, waterfront pool, lap pool and spa and 2 Har-Tru tennis courts and nearby pickle ball courts .Tidy Island has 240 acres of Nature Preserves ,a bird Sanctuary, on site walking trails, ponds, Bay access for kayaks and canoes, and its own archaeological museum. This rental offers unrivaled peace and tranquility yet is only minutes from all conveniences - shopping, restaurants, beaches and parks. Close to IMG Academy, Sarasota, and Ana Maria island. A true gem! The Elevator is Not offered. 1 small dog may be allowed at owners discretion. No smoking allowed. 1 car will remain in the garage allowing tenant to have 1 space.

Listing Courtesy of JENNETTE PROPERTIES,INC.

MLS Number O6253834

• Rental
• Mls Status Active
• Area Windermere
• Subdivision Waterstone
• Square Feet 6,853

Extravagant and Luxurious Lakefront Estate located in the exclusive gated Waterstone Community in Windermere. Expansive open floorplan with stunning wood and tile floors throughout. The Master Bedroom is located on the ground floor and features a private patio with scenic views of the lake as well as a custom walk-in closet and an amazing Master bathroom. An additional suite is located downstairs perfect for use as a Mother in Law suite or guest bedroom. Four additional Junior suites are located upstairs two of which access a private balcony and also have views of Cypress Lake. The ground floor offers a Dream Kitchen, which overlooks the family room and takes full advantage of the beautiful pool deck and lake views through the glass wall of sliders that pocket back to merge the inside and outside living areas. Automatic drop-down screens throughout the pool area. The formal living room (with gas fireplace), home office, recreation room as well as a large media room are also located on the ground floor. Enjoy the very best that Florida lifestyle has to offer by relaxing under the evening sunsets over the lake from the massive pool deck/patio. There is an oversized pool with a heated spa to add to the enjoyment of this estate. This is an entertainer's dream home with a large driveway and roundabout as well as an oversized 3-car garage with attic storage. Located at the rear of the subdivision makes for easy walking access to Windermere Prep. Minutes from Disney attractions and all major highways. This is a 6+ acre lot with a fully gated backyard great for pets. Pets are negotiable. Available for the New Year on January 1! Lawn and Pool maintenance are included. Property is being offered furnished or unfurnished. Some furnishings in the pictures may be different or may be removed. An inventory sheet will be provided as required.

Listing Courtesy of BHHS FLORIDA REALTY

MLS Number O6236631

• Rental
• Mls Status Active
• Area Windermere
• Subdivision Casabella Ph 2
• Square Feet 6,881

Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half acre lot, this remarkable home presents an unparalleled opportunity to experience the epitome of high-end living. As you step inside, you'll be greeted by an aura of sophistication that permeates every corner of this lavish residence. With 6 generously appointed bedrooms and 6 full bathrooms accompanied by 2 half baths, there is no shortage of space for both family and guests. The residence boasts a thoughtfully designed layout that effortlessly combines practicality with aesthetics. The heart of this home is its modern kitchen, complete with top-of-the-line appliances and an oversized kitchen island, perfect for culinary enthusiasts and those who love to entertain. Seamlessly flowing from the kitchen is a spacious living area adorned with luxurious finishes, creating an inviting atmosphere for relaxation and social gatherings. A standout feature of this home is the bonus room, offering versatile space for a home office, entertainment center, or a personal gym - the possibilities are endless. The 3-car garage provides ample storage for vehicles and more. Step outside to your own private oasis, where a meticulously landscaped backyard awaits. The summer kitchen offers an ideal setting for outdoor dining and entertaining, while the lush greenery and serene surroundings provide a sense of tranquility. The oversized pool takes center stage, beckoning you to indulge in a refreshing dip or bask in the sun-kissed luxury. This residence is being offered fully furnished, allowing you to move in seamlessly and immediately begin enjoying the luxurious lifestyle it provides. Every detail, from the grand entrance to the intricate finishes, has been carefully curated to create an atmosphere of luxury and sophistication. Don't miss your chance to live in this unparalleled piece of Windermere's real estate. Schedule a private showing today to experience the grandeur and elegance of 3999 Isabella Cir firsthand.

Listing Courtesy of DELUCA REAL ESTATE SERVICES CORP

MLS Number OM680075

• Rental
• Mls Status Active
• Area Ocala
• Subdivision None
• Square Feet 3,200

Available for short term or long term this fully turn key 4 bedroom 3 bathroom , with pool terrace , grill area 12 + acre Farm. just. 3 minutes drive to World Equestrian Center ! The farm boast a new fully drainage base 125 X250 Arena with GGT footing a 8 stalls center aisle concrete Barn with clay footing ,office /tack room , bathroom , laundry room with washer and dryer . 6 large paddocks, a shed barn , 2 RV hook ups Available from June 1st. Landlord will maintain grounds electric and internet . Priced for a month call agent for several months price. This farm is also listed for sale

Listing Courtesy of THE KEYES COMPANY

MLS Number O6219113

• Rental
• Mls Status Active
• Subdivision Out Of County
• Square Feet 6,590
• Year Built 2003

Luxurious Tibet Lakefront Home! Discover the beauty and tranquility of this magnificent waterfront home located on Lake Tibet. This unique property stands out as one of the largest in the area. Exquisitely designed, this home has been beautifully appointed with numerous upgrades and quality construction reinforcements, ensuring durability and elegance. Located on the top floor, the master suite offers privacy and breathtaking lake views with direct access to a private balcony. It features spacious closets and luxurious bath areas, providing unparalleled space for rest and relaxation. The remaining three bedrooms are located in the north wing of the house, on the second floor, and offer comfort and privacy for the whole family. All living areas of the home offer panoramic views of the lake, creating a serene and relaxing atmosphere. Enjoy a spectacular infinity pool that merges with the lake's horizon, ideal for relaxing and enjoying nature. A short, pleasant walk takes you directly to your own private dock, perfect for water activities and fishing. The spacious pool area includes a full summer kitchen, ideal for entertaining and outdoor gatherings. The media room provides a perfect setting to enjoy your favorite movies in comfort and style. An additional office above the main garage area provides an additional living area. This home also features solar electric panels, enhancing its energy efficiency. The lake access is part of the renowned Butler Chain of Lakes, adding to the exclusive appeal of this property.

Listing Courtesy of LPT REALTY

MLS Number A4576479

• Rental
• Mls Status Active
• Area Bradenton/Palma Sola
• Square Feet 2,780
• Year Built 2014

Come live the life style of the rich and famous. This turnkey furnished three bedroom, three bath multi level Coach home with private elevator, office, loft area and bonus room is opulence at its finest. As a tenant you can enjoy all of the plush amenities Harbour Isles has to offer. With four heated pools, one of which is a lap pool, kiddie playground and splash park, complementary kayaks, private sandy beach with lounge chairs plus state of the art fitness center there is something for all appetites. There is also a 23,000 Sq. Ft. beach club with retaurant if one of your appetites is for food or drink. Upon entering the luxurious Master bedroom suite, you will be greeted by soothing water views, a sumptiousKing sized bed, his and hers closets equipped with wood organizers and en suite bath with soaking tub and roomy walk-in-shower. The second bedroom also boasts a bathroom that is en suite and is eqipped with a Queen sized bed while the third bedroom is furnished with twin beds. Entertaining options are numerous with the flowing layout of this home and the conveniences abound. There are wine coolers in the bonus room and office and seating in the den, family room, eat-in-kithen as well as a formal dining area.

Listing Courtesy of ROSSI & COMPANY INC

MLS Number NS1050047

• Rental
• Mls Status Active
• Area New Smyrna Beach
• Subdivision Coronado Beach
• Square Feet 6,000

RENTAL This 4 bed/4.5 bath treasure is a true beach house in every sense of the word. Ensuite baths in every bedroom. A fabulous easy-living Oasis remodeled to perfect scale with a floor plan to view their direct ocean frontage. Be taken back by the island feel of the solid natural rosewood floors from Indonesia & the open feeling as you view the 30'x14 Ipe' wood deck stretching across the entire eastside. 2nd level consists of 3 bedrooms with their own bathrooms, another 1/2 bathroom & living/dining room and another sitting room that can be blocked off for the kids. Use of Garage. Sleeps 14 ppl. Your master suite is the entire third floor. His and her closets with an 8x19 foot closet in the bonus area. **in law:This 2 Bed/2 Bath treasure that sleeps 5 guests is a true Beachhouse in every sense of the word. This unique lower level of this 3-story home with full kitchen offers you a separate entrance, private, fenced-in terrace perfect for dining alfresco for 4 and use of a luxurious Hot Tub. Monthly 15,000 WEEKLY 7000 ;CleaningFee: 400

Listing Courtesy of GRACE REALTY,INC.

MLS Number NS1074168

• Rental
• Mls Status Active
• Area New Smyrna Beach
• Subdivision Silver Sands Sec A
• Square Feet 3,300

Beautifully furnished direct oceanfront home with panoramic views of the Atlantic ocean. Wireless Internet throughout. Upstairs has living room, dining area, kitchen, office area, two bedrooms and two baths. Downstairs has 2 bedrooms 1 bath and family room. No smoking. NO DRIVING on the beach area. Pets on approval. Rented April and July, 2023. ;CleaningFee: 300

Listing Courtesy of GRANSTROM REAL ESTATE