Siesta Key Homes with Other Exterior Features

Siesta Key Homes with Other Exterior Features

Welcome to Siesta Key, Florida, a picturesque barrier island nestled off the coast of Sarasota County. Renowned for its powdery white sands and crystal-clear turquoise waters, Siesta Key is a tropical paradise that offers a unique blend of relaxation and adventure. With its vibrant local culture, lush landscapes, and breathtaking sunsets, this charming island is not just a vacation destination; it's a place many are proud to call home.

Siesta Key boasts an array of stunning homes, each with its own distinct character and charm. From luxurious beachfront estates to cozy bungalows tucked away in lush tropical gardens, there’s a property for every taste and lifestyle. Many homes feature captivating exterior elements such as expansive patios, private pools, and outdoor kitchens, perfect for entertaining guests or enjoying serene evenings under the stars. The architectural styles range from modern coastal designs to classic Florida ranch homes, ensuring that every buyer can find their dream abode.

Living in Siesta Key means embracing a lifestyle filled with sun-soaked days and vibrant community events. Residents enjoy easy access to world-class dining, boutique shopping, and numerous outdoor activities, including boating, fishing, and kayaking. The island’s friendly atmosphere fosters a strong sense of community, making it an ideal place for families and retirees alike.

Whether you’re looking for a vacation getaway or a permanent residence, Siesta Key offers an unparalleled coastal living experience. Discover your dream home in this enchanting island paradise—your slice of Florida awaits!

Newest Siesta Key Homes with Other Exterior Features

6020 Midnight Pass Road Unit 49, Sarasota
$620,000
2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code
SIESTA KEY VILLA | DEEDED BEACH ACCESS | VACATION HOME | RENTAL INCOME POTENTIAL Discover the ultimate Siesta Key beach lifestyle in this beautifully updated 2-bedroom, 1.5-bath villa in Aloha Kai, an established beachfront community with private deeded beach access. Ideally located near the world-famous Siesta Key Beach, this coastal retreat offers an appealing opportunity for a vacation home, seasonal residence, full-time living, or investment property. The updated kitchen features newer cabinetry, countertops, and appliances, while the thoughtfully furnished interior makes enjoying island life easy. Major improvements include a 2020 metal roof, impact-rated windows and front door, upgraded 200-amp electrical service, and a 2023 water heater. Following Hurricane Milton, the first floor underwent professional remediation and a fully permitted renovation. Independent mold testing returned negative results, and supporting documentation is available for review. Aloha Kai offers desirable resort-style amenities, including a heated Olympic-size swimming pool, clubhouse, shuffleboard courts, tropical landscaping, and on-site management. Short-term rentals are permitted subject to association rules, providing flexibility for personal use and potential rental income. Enjoy convenient access to Siesta Key Village, acclaimed restaurants, shopping, boating, and downtown Sarasota. Whether you are searching for a Siesta Key vacation home, a beach-access property, or a Florida investment opportunity, this villa delivers the relaxed coastal lifestyle that makes Siesta Key so desirable. Buyer to independently verify rental policies and restrictions, association information, permits, remediation documentation, and all property details deemed important.

6020 Midnight Pass Road Unit 49, Sarasota
6300 Midnight Pass Road Unit 21, Sarasota
$869,000
2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code
Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping. Rentals are minimum 2 week, however weekly rentals are allowed in the villas June - September.

6300 Midnight Pass Road Unit 21, Sarasota
6732 Sarasea Circle Unit 104C, Sarasota
$639,900
2 Beds ⋅ 2 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
Reduced over 60K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!

6732 Sarasea Circle Unit 104C, Sarasota
1140 Seaside Drive Unit 301 & Penthouse, Siesta Key
$4,699,000
6 Beds ⋅ 5 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code
ANOTHER PRICE IMPROVEMENT - REDUCED OVER $550,000! 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.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key
6308 Midnight Pass Road Unit 6, Sarasota
$995,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
PROVEN SIESTA KEY INCOME PROPERTY – 2026 IS SHAPING UP TO BE ONE OF ITS BEST RENTAL YEARS YET Own a turnkey, income-producing villa in Crescent Arms, a gated beachfront community with private beach access to world-famous Siesta Key Beach. This renovated two-bedroom, two-bath home has a proven vacation rental track record with strong year-round bookings, and this year is on track to be one of its strongest. Weekly rentals allowed (one-week minimum). Rental income history is available to qualified buyers through the listing agent. THE HOME The open-concept layout flows easily from kitchen to dining to living, ideal for guests and everyday living alike. The kitchen features quartz countertops, stainless steel appliances and island seating. Both bathrooms have been updated with spa-style finishes, including a walk-in shower. Step outside to a private courtyard patio for morning coffee, grilling or unwinding after a day on the sand. THE COMMUNITY With onsite management and private beach access, Crescent Arms makes ownership simple whether you rent it full time, enjoy it yourself, or do both. The community pool adds to the guest experience and keeps bookings strong. Sold turnkey – start earning from day one, or make it your own coastal retreat.

6308 Midnight Pass Road Unit 6, Sarasota
238 Island Circle, Sarasota
$2,900,000
4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function.

238 Island Circle, Sarasota
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