Siesta Key Real Estate

5 Bedroom Homes for Sale in Siesta Key, FL

Welcome to your dedicated resource for 5 bedroom homes for sale in Siesta Key, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Siesta Key, FL agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Siesta Key, FL

Be the First to Know About New Siesta Key Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Siesta Key Real Estate Map Search

Search by Bedrooms
  Advanced Search   Market Reports   Home Value   Connect

All 5 Bedroom Homes for Sale in Siesta Key, FL

$2,200,000
5 Beds ⋅ 3 Baths ⋅ A4686192 MLS
Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility.

3508 La Paloma Avenue, Siesta Key
$1,800,000
5 Beds ⋅ 3 Baths ⋅ A4689037 MLS
A standout Siesta Key property offering space, privacy, versatility, and strong income potential in one exceptional package. Set on an oversized double lot within the city limits, 3515 La Paloma is an elevated coastal retreat just minutes from Siesta Key Beach, Siesta Village, and the North Bridge. Thoughtfully updated with high-end finishes throughout, the home offers nearly 3,000 square feet of living space with 5 bedrooms, 3 bathrooms, an open-concept layout, designer kitchen, and spacious living areas designed for effortless everyday living and entertaining. The outdoor space is a major highlight, featuring a private pool, expansive patio, and multiple gathering areas that create a true Florida backyard oasis. Overlooking the pool, the detached guest suite adds tremendous flexibility for visitors, multigenerational living, a home office, or additional rental use. For buyers seeking more than just a vacation home, this property also delivers compelling investment appeal. With a proven rental history and a layout that accommodates both personal use and income production, it offers a hard-to-find combination of lifestyle and financial upside on Siesta Key. Whether used as a full-time residence, second home, or income-producing retreat, 3515 La Paloma offers the space, setting, and versatility today’s buyers are looking for. Schedule your private showing and experience one of Siesta Key’s most unique opportunities. I like this one better because it sounds less like traditional MLS fluff and more like a property buyers should actually stop and consider.

3515 La Paloma Avenue, Siesta Key
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.