Location, waterfront, boating and income potential come together at 4937 Oxford Drive, an exceptionally spacious, one-story pool home with desired frontage on Siesta Key's Grand Canal. Offering an impressive 2,539 square feet of living space with three bedrooms plus an office, this home stands out for its generous proportions, wide-open living areas and rare single-level floor plan. Even more noteworthy, the home has experienced no water intrusion, according to the owner, an important distinction for island living. A previous remodel raised the ceilings, creating a wonderful sense of volume, light and openness throughout the main living spaces. Go outside and the reason for owning on Siesta Key becomes even more compelling. The screened lanai surrounds a heated saltwater pool, while beyond it lies the Grand Canal, one of the island's defining waterways and a tremendous advantage for those who want to embrace the Siesta Key boating lifestyle. Although the former dock was lost years ago, the existing pilings remain, presenting a potential opportunity to reestablish a dock and create your own waterfront setup, subject to applicable permitting and approvals. Beyond its appeal as a full-time residence or island retreat, this property has been a superb income producer, offering potential for an owner seeking lifestyle and investment opportunity. And the location is hard to beat, close to Siesta Key Village, world-famous Siesta Beach, restaurants, shopping and all the energy of island life, with convenient access to the mainland. Large, one-story homes offering this much living space, a private pool, Grand Canal frontage, boating potential, strong income history and no water intrusion are difficult to find. Whether you envision a personal waterfront retreat, a potential income-producing investment or the best of both, 4937 Oxford Drive delivers a rare combination of space, location and Siesta Key lifestyle.
ATTENTION BUILDERS LOWEST PRICE waterfront on Siesta Key. TURNKEY WATERFRONT PROPERTY – Exceptional opportunity to acquire this Siesta Key property where coastal living meets modern luxury. This residence is in move-in condition. Property Features: Accommodates up to 8 guests comfortably Durable and attractive terrazzo flooring throughout Recently completed exterior paint (2025) Updated kitchen featuring Corian countertops, extensive cabinetry, and a new gas range Renovated bathrooms with clean, modern finishes Replacement windows for improved efficiency and comfort Waterfront & Exterior Highlights: Newer seawall Direct boat access with only one bridge to open water Newly constructed front deck Parking capacity for up to six vehicles Converted garage/storage area ideal for beach equipment, bicycles, and tools Additional Value: Ample space to add an in-ground pool (fiberglass options have cost-effective installation in Florida) Located on a street with surrounding homes valued up to $7 million This property is well-suited for investors, seasonal residents, or buyers seeking a low-maintenance “lock-and-leave” coastal home. For additional information or to schedule a private showing, please call listing agent.
Repriced to the market - reduced over $350,000! An exceptional opportunity to own TWO stunning residences in one purchase, located beach block to the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 AND the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-unit residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.
Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-famous quartz sands of Siesta Key Beach. This coastal retreat has been fully remodeled from top to bottom, offering the perfect combination of comfort, style, and income potential. From the moment you arrive, you’ll notice the fresh exterior with tropical landscaping, paver walkways, and colorful shutters that set the tone for this charming island escape. Inside, the villa opens to a bright and airy living space designed for both relaxation and entertaining. Luxury vinyl plank flooring runs throughout, complementing the crisp coastal color palette. Recessed lighting, plantation shutters, and high-end finishes make the interiors feel modern and inviting. The kitchen has been thoughtfully updated with white cabinetry, sleek counters, and newer appliances, blending functionality with coastal charm. The open-concept layout flows seamlessly into the dining area and spacious living room, where there’s plenty of room for family and friends. The villa comes tastefully furnished with comfortable seating, stylish décor, and thoughtful details that enhance the beachside experience. The bedroom is a tranquil retreat with a king-size bed, ample storage, and calming coastal accents. The bathroom has been fully remodeled with elegant tilework, a modern vanity, and updated fixtures, giving it a spa-like feel. Every inch of this villa has been refreshed to create a truly turnkey property—ideal as a second home, vacation rental, or year-round residence. Step outside to your private patio area, surrounded by lush landscaping and paver walkways, or stroll just a short distance to Aloha Kai’s private, gated access to Siesta Key’s award-winning beach. This community is known for its resort-style amenities, including the island’s largest heated pool, a well-appointed clubhouse, shuffleboard courts, and an on-site rental management program that makes ownership effortless. Villa 63 is not only an inviting personal retreat but also an exceptional rental opportunity. Aloha Kai’s rental program is highly regarded, offering owners the ability to generate strong rental income while still enjoying the property themselves. With its prime location in the heart of Siesta Key, this villa gives you the best of both worlds: a peaceful getaway and a smart investment. Whether you’re drawn by the sugar-white sands, turquoise waters, or vibrant island lifestyle, the villa delivers it all in a fresh, modern package. Don’t miss the opportunity to own a fully remodeled villa in one of Siesta Key’s most established beachfront communities.

Siesta Key is located in Florida. Siesta Key, Florida has a population of 5,416. Siesta Key is less family-centric than the surrounding county with 7.61% of the households containing married families with children. The county average for households married with children is 17.15%.
The median household income in Siesta Key, Florida is $108,527. The median household income for the surrounding county is $69,490 compared to the national median of $69,021. The median age of people living in Siesta Key is 67.1 years.
The average high temperature in July is 90.4 degrees, with an average low temperature in January of 51.6 degrees. The average rainfall is approximately 53.2 inches per year, with 0 inches of snow per year.