Siesta Key Homes with Community Pool type

Siesta Key Homes with Community Pool type

Welcome to Siesta Key, Florida – a sun-kissed paradise nestled along the Gulf Coast and renowned for its stunning beaches, vibrant community, and laid-back lifestyle. Part of Sarasota County, Siesta Key is a captivating barrier island that offers residents and visitors alike a unique blend of natural beauty and modern conveniences. With its powdery white sands, crystal-clear waters, and tropical climate, it’s no wonder Siesta Key is consistently ranked among the best beaches in the United States.

In addition to its breathtaking coastline, Siesta Key boasts a variety of charming neighborhoods, each with its own distinct character. For those seeking the perfect home, you’ll find a delightful selection of properties featuring community pools, providing a refreshing oasis right at your doorstep. Imagine spending sunny afternoons lounging by the pool, enjoying a leisurely swim, or hosting barbecues with friends and family in a friendly, welcoming atmosphere.

Homes with community pools in Siesta Key offer more than just a place to live; they provide an opportunity to embrace the coastal lifestyle. Whether you’re looking for a cozy condo or a spacious townhome, these properties foster a sense of community and connection among residents. Enjoy easy access to nearby amenities, including charming boutiques, delectable dining options, and an array of outdoor activities such as kayaking, paddleboarding, and beach volleyball.

Come and discover the magic of Siesta Key, where your dream home awaits, complete with the luxury of a community pool and the enchanting backdrop of Florida’s stunning coastline. Experience the perfect blend of relaxation and adventure in this idyllic coastal haven!

Newest Siesta Key Homes with Community Pool type

6287 Midnight Pass Road Unit 106, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
PRICED $30,000 LESS THAN LAST APPRAISAL REPORT (May 2026). Enjoy the best of the Siesta Key lifestyle at Excelsior Beach to Bay! This beautifully appointed 2-bedroom, 2-bath condominium features new plank tile flooring throughout the main living areas, with traditional tile flooring in both bathrooms. Hurricane-impact windows provide additional piece of mind. Residents enjoy deeded access to world-famous Siesta Key Beach, along with beautifully maintained tropical grounds and an impressive array of resort-style amenities. Relax by either of the two community pools, stay active on the tennis and pickleball courts, or take advantage of the fitness center, shuffleboard and outdoor grilling stations. Additional amenities include a community room, library and convenient on-site management. Each building offers assigned covered parking with ample additional parking for guests. An additional storage unity provides convenient space for beach chairs, bicycles, and all you beach essentials. Whether you're looking for a full time residence, a seasonal getaway, or an investment opportunity, Excelsior offers exceptional flexibility. Ideally located near Siesta Key's beautiful beaches, popular restaurants, shopping and entertainment, this is an opportunity to enjoy the very best of coastal Florida living!

6287 Midnight Pass Road Unit 106, Sarasota
1200 Cove Ii Place Unit 832, Sarasota
$549,900
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Turnkey 2BR/1.5BA Condo with Stunning Water Views – Steps from Crescent & Siesta Beaches! Welcome to your slice of paradise! This beautifully maintained 2-bedroom, 1.5-bath condo sits on the 3rd floor, directly across from the sugar sands of Crescent Beach and just a short stroll to world-famous Siesta Beach. Enjoy breathtaking views overlooking the marina and Intracoastal Waterway from your private balcony—perfect for morning coffee or sunset cocktails. Located in the highly sought-after Midnight Cove II, this community offers a vibrant coastal lifestyle with low maintenance fees that include Cable TV and Fiber Internet. No special assessments or surprises here as the community maintains fully funded reserves and passed the milestone inspection without missing a beat. Whether you're lounging at the heated pool, hitting the tennis, pickleball, or basketball courts, or simply soaking up the community vibe, there's something for everyone here. Offered turnkey furnished and priced to sell, this is a rare opportunity to own in one of the area's most desirable waterfront communities. Don't miss your chance to live the beach life or invest in a prime rental property!

1200 Cove Ii Place Unit 832, Sarasota
6415 Midnight Pass Road Unit P10, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Experience coastal living at its finest in this beautifully renovated top-floor corner residences featuring 2 bedrooms and 2 bathrooms at The Anchorage on Siesta Key. Enjoy sweeping views of the Intracoastal Waterway, the pristine sands of Siesta Key Beach, and the beautiful Gulf of Mexico. Multiple balconies provide inviting spaces to take in the incredible surroundings, while generous storage, impact windows, a new water heater (2026) and A/C (2022) bring additional value and functionality to the residence. The primary suite opens to a private balcony where you can admire the sparkling Gulf by day and spectacular beach sunsets in the evening. The thoughtfully designed kitchen features stainless steel appliances and opens seamlessly to the dining and living areas, creating a welcoming space to relax or entertain while enjoying the beautiful surroundings. The split-bedroom floor plan places the two bedrooms on opposite sides of the main living space, providing added privacy for owners and guests. The living room balcony showcases the Intracoastal Waterway and Sarasota skyline, while the second bedroom offers its own peaceful waterfront outlook. The Anchorage is a gated community featuring deeded beach access, pickleball courts, a community pool, clubhouse, and boat slips. This residence also includes an under-building parking space and a private storage unit. Whether you're seeking a serene coastal retreat, a vacation getaway, or a special place to enjoy the Siesta Key lifestyle, this condo offers an exceptional opportunity to experience beautiful water views, breathtaking sunsets, and the best of island living. This condo is being offered furnished.

6415 Midnight Pass Road Unit P10, Sarasota
9203 Midnight Pass Road Unit 2, Sarasota
$1,895,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
SIESTA KEY WATERFRONT LIVING WITH BRAND-NEW PRIVATE DOCK, 16,000-LB BOAT LIFT, AND INTRACOASTAL WATERWAY VIEWS! Discover the ultimate coastal lifestyle at 9203 Midnight Pass Road, a beautifully renovated three-bedroom, two-and-a-half-bath waterfront residence ideally situated on the peaceful southern end of Siesta Key, just a short walk from Turtle Beach. Combining stylish interiors, exceptional boating amenities, and an unbeatable island location, this inviting retreat offers the perfect blend of comfort, convenience, and waterfront living. Thoughtfully updated throughout, the residence features a beautifully remodeled kitchen with contemporary finishes, renovated bathrooms, and comfortable living spaces designed for both everyday enjoyment and effortless entertaining. Two enclosed lanais provide an additional 356 square feet of versatile space, creating inviting areas to relax, entertain, or simply take in the tranquil Intracoastal Waterway views. For boating enthusiasts, this property truly shines. A brand-new private deep-water dock and newly installed 16,000-pound boat lift offer outstanding convenience and direct access to the Intracoastal Waterway and Sarasota's spectacular boating destinations. Whether spending the day fishing, cruising Sarasota Bay, or exploring the Gulf waters, the boating lifestyle is right outside your door. With these substantial waterfront improvements already completed, you can begin enjoying the freedom of waterfront living from day one. Additional highlights include a waterfront community swimming pool, convenient ground-level lanai access, and a pet-friendly community. With a three-month minimum rental period, this residence offers flexibility for year-round living, a seasonal Siesta Key getaway, or potential rental income. Most furnishings are also available separately, offering an opportunity for a convenient transition to island living. Ideally positioned near Turtle Beach, residents can enjoy beautiful Gulf sunsets, beachcombing, and leisurely shoreline strolls, while nearby waterfront restaurants, shopping, and the vibrant attractions of Siesta Key Village complete the coastal experience. Whether you're searching for a Siesta Key waterfront home, a boating retreat, or a seasonal Florida escape, 9203 Midnight Pass Road delivers an exceptional opportunity to enjoy the very best of waterfront living on Siesta Key.

9203 Midnight Pass Road Unit 2, Sarasota
6018 W Peppertree Way Unit 231B C, Sarasota
$1,124,900
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Just steps from the world-renowned Siesta Key Beach, Peppertree Bay offers the ultimate coastal lifestyle. Ideally positioned between the Gulf of Mexico and Sarasota Bay, this sought-after community features private, deeded beach access, beautiful waterfront surroundings, and resort-style amenities. It’s island living at its best! This beautifully positioned second-floor residence offers unobstructed Gulf views. The newly renovated lanai is a true highlight, featuring floor-to-ceiling windows that bring the breathtaking water views indoors, along with motorized blinds for effortless comfort and convenience. It’s the perfect place to enjoy morning coffee, spectacular sunsets, and the relaxed coastal lifestyle. A particularly desirable feature is the private garage with additional storage, a rare find among Siesta Key condominiums. With room for your vehicle, beach gear, bicycles, and more, you’ll appreciate the added convenience of having your own dedicated space. Two parking spaces add even more value. Offered turnkey furnished, the two-bedroom residence is ready to enjoy as a personal beach retreat or income-producing investment. The guest bedroom includes a Murphy bed for additional sleeping accommodations, making it easy to welcome family and friends. Peppertree Bay offers an impressive collection of resort-style amenities, including a heated swimming pool, fitness center, clubhouse, tennis and pickleball courts, all just a short walk from the residence. For added flexibility, the community allows rentals up to four times a year, with a one-month minimum, making this an appealing opportunity for those seeking a personal getaway with rental income potential. Whether you’re looking for a full-time coastal residence, a seasonal escape, or an investment opportunity, this Peppertree Bay property offers the beach, amenities, privacy, and convenience that make Siesta Key so special.

6018 W Peppertree Way Unit 231B C, Sarasota
9000 Blind Pass Road Unit B307, Sarasota
$895,000
2 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code
Come and see why Fisherman’s Cove is one of the most highly desirable communities on Siesta Key! This is one of the only complexes in which direct beachfront living also offers the boating lifestyle right out the back door! Discover an exceptional opportunity to own a top-floor 2-bedroom, 2-bath condominium offering 1090 square feet of coastal living, complete with an enclosed lanai showcasing breathtaking direct Gulf views and spectacular sunsets. One of the residence’s stunning features are new impact resistant glass sliders with in the lanai, an upgrade that beautifully captures the panoramic water views while allowing abundant natural light to fill the living space. Inside, the residence features attractive laminate flooring with sound-buffered installation throughout, light and bright colors and a spacious walk-in closet with a washer and dryer- very rare for a condominium. Offered turnkey furnished, this condominium is ready to enjoy as a full-time residence, private beach retreat, or investment property as WEEKLY RENTALS ARE ALLOWED! Newer HVAC and water heater are also a huge bonus. Beyond its incredible beachfront setting, Fisherman’s Cove offers a unique combination of Gulf-front living and boating convenience, featuring direct Gulf frontage and access to the Intracoastal Waterway. Residents enjoy approximately 900 feet of beautiful sandy beach, gated access, a heated community pool, kayak storage and dock, fishing from the community docks, and 40 boat slips available to owners and renters at no additional charge. Additional conveniences include elevator access, assigned parking, ample guest parking, storage, on-site management and rental office, and gas grilling areas along the picturesque lagoon. Experience the best of Siesta Key living with breathtaking Gulf sunsets, private beachfront access, exceptional boating amenities, and a welcoming waterfront community. An outstanding opportunity to own your very own piece of paradise!

9000 Blind Pass Road Unit B307, Sarasota
3941 Hamilton Club Circle Unit 9, Sarasota
$2,195,000
3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code
Discover an exceptional waterfront lifestyle in Hamilton Club, an intimate community on Siesta Key where coastal elegance meets the convenience of private boating. This beautifully updated 3-bedroom, 3.5-bath residence offers spacious living, thoughtful upgrades, and an outstanding location just minutes from the island’s famous beaches, dining, and entertainment. Designed with both comfort and functionality in mind, the residence features a private elevator, impact-rated windows and doors, and a private 10,000-pound boat lift, providing convenient access to Sarasota’s scenic waterways and the Gulf of Mexico. Enjoy peaceful water views from the expansive screened lanai, an inviting outdoor retreat perfect for relaxing, entertaining, or simply enjoying the coastal breeze. Inside, a spacious and well-appointed floor plan provides plenty of room for everyday living and hosting guests. Each of the three bedrooms features its own en-suite bathroom, creating comfortable private accommodations for family and visitors alike. Recent improvements bring a fresh, modern feel throughout the home, including beautifully renovated bathrooms (2022–2023), kitchen updates (2023), new wood flooring, and updated lighting. A new water softener and water pressure pump, both installed in 2025, add to the home's extensive list of improvements. Offered furnished or unfurnished, this residence provides the flexibility to move right in or create your own personalized coastal retreat. Additional community enhancements include planned landscaping improvements and exterior building painting scheduled for 2027, with both projects covered by HOA dues. Ideally situated in the heart of Siesta Key, Hamilton Club offers a rare opportunity to enjoy waterfront living with your boat just steps away, while remaining close to the powdery white sands of Siesta Beach and the vibrant restaurants, boutiques, and entertainment of Siesta Key Village. Whether you're seeking a full-time residence or a seasonal island escape, this exceptional property brings together the best of waterfront living, modern comfort, and the Siesta Key lifestyle.

3941 Hamilton Club Circle Unit 9, Sarasota
8767 Midnight Pass Road Unit 205F, Sarasota
$598,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Island Reef Condominium is a prominent, resort-style "Gulf-to-Bay" residential complex located on the serene and secluded southern end of Siesta Key in Sarasota, Florida. The property spans both sides of Midnight Pass Road, providing residents and guests with immediate access to the beach on the Gulf side, alongside boat docks and kayak launches on the Sarasota Bay side. The unit features an enclosed, glass-screened lanai that functions as an extended living space, offering views of the Intracoastal Waterway. The tiled floors throughout provide a clean, continuous visual flow that makes the 1,303 sq. ft. layout feel even more expansive. Practically, all-tile flooring is the ultimate choice for a coastal property, as it handles beach sand, resists humidity, keeps the unit naturally cooler, and makes post-beach cleanup effortless compared to carpet. The combination of stainless steel appliances, granite countertops, and a tile backsplash represents a clean and complete kitchen footprint. The granite offers durable, solid-surface workspace, while the tile backsplash adds a custom, premium design element that complements the appliances. Having tiled floors throughout typically means the tile flows directly out onto the enclosed glass-screened lanai, seamlessly blurring the line between your indoor living space and the beautiful views of the intracoastal Waterway / Little Sarasota Bay. Both bedrooms have Temper pedic beds. The Primary bedroom has a king bed and the Guest bedroom has 2 twin beds. Temper pedic beds are well known for comfort and a good nights sleep. The amenities for Island Reef include a fitness center, tennis & pickleball courts, 2 heated swimming pools, beach access, grilling patios, clubhouse, game room, shuffleboard courts, dock, fishing pier and kayak launch. Island Reef is just minutes away from Siesta beach and Turtle beach. Siesta Key beach was voted #1 Beach in USA. You can visit Siesta Village or access the mainland easily for shopping, restaurants, etc. This property is being sold turnkey furnished. It is currently being used as a vacation rental. The unit is currently rented for February, March and the first half of April 2027. Having the unit reserved and ready for occupancy is a true positive benefit for the new owners.

8767 Midnight Pass Road Unit 205F, Sarasota
6006 Midnight Pass Road Unit 48, Sarasota
$325,000
1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code
Virtually Staged. Your Slice of Paradise Awaits at Casa Mar on World-Famous Siesta Key! Location, location, location! Welcome to Casa Mar, a highly desirable beachfront condominium community on the world-renowned shores of Siesta Key! This charming studio condominium offers the perfect combination of coastal living, resort-style amenities, and excellent rental income potential. Ideally situated just 100 feet from the beautiful white quartz-sand beach, this inviting retreat also enjoys a wonderful view overlooking the sparkling community pool, creating the perfect tropical setting for your very own piece of paradise! Inside, you'll find a comfortable and inviting living space featuring thoughtful kitchen updates, including updated lower kitchen cabinetry, beautiful quartz countertops, and a stainless-steel sink. Whether you're looking for a personal beach getaway, an income-producing investment, or a combination of both, this studio offers an incredible opportunity to own in one of Florida's most sought-after vacation destinations. Casa Mar is truly a hidden gem on Siesta Key! This established beachfront community offers an impressive array of resort-style amenities, including approximately 300 feet of private deeded beachfront, two swimming pools, covered beachfront pavilions, tennis and pickleball courts, shuffleboard, beach volleyball, BBQ grilling areas, picnic spaces, and beautifully maintained tropical grounds. Spend your mornings strolling along the powdery white sand, your afternoons relaxing poolside, and your evenings enjoying spectacular Gulf Coast sunsets just steps from your door! The location is simply outstanding! Nestled along desirable Midnight Pass Road, Casa Mar offers the perfect blend of peaceful beachfront relaxation and convenient access to everything Siesta Key and Sarasota have to offer. Enjoy nearby waterfront dining, charming boutiques, lively entertainment, and the vibrant atmosphere of Siesta Key Village. The free Siesta Key Breeze Trolley makes exploring the island a breeze, while the shopping, dining, arts, and cultural attractions of downtown Sarasota are just a short drive away. Investors take note! With Siesta Key's worldwide reputation as a premier vacation destination, Casa Mar's desirable beachfront setting, extensive amenities, and rental appeal make this an exciting opportunity for those seeking potential rental income. Enjoy the flexibility of a vacation retreat while exploring the income-producing possibilities of this sought-after location. Opportunities like this are all about location, lifestyle, and value! Whether you're dreaming of carefree days at the beach, a relaxing winter escape, or a desirable investment property, this Casa Mar studio delivers the quintessential Siesta Key experience. With the beach just steps away, a beautiful pool view, and outstanding amenities at your fingertips, paradise is calling! Don't miss your opportunity to own a little piece of world-famous Siesta Key!

6006 Midnight Pass Road Unit 48, Sarasota
5830 Midnight Pass Road Unit 61, Sarasota
$560,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
An unrivaled BEACHFRONT lifestyle meets incredible value on Siesta Key. Positioned at a new, highly competitive price point, this fully remodeled ground-floor villa represents one of the most accessible opportunities to own directly on the Gulf of Mexico. Tucked away within the coveted Jamaica Royale community, your days here begin with gentle waves on a private sugar-white sand beach and end with spectacular, lingering island sunsets. Every inch of this 728-square-foot layout has been completely transformed to live significantly larger than a typical one-bedroom beach home. The interior boasts a beautifully redesigned kitchen featuring brand-new lower cabinetry and premium granite countertops, a fully upgraded primary bathroom, new base trim, and fresh interior doors. Absolute peace of mind is built right in with brand-new, impact-engineered doors and windows, alongside a comprehensive suite of new appliances and mechanicals—including the refrigerator, dishwasher, washer, dryer, A/C unit, and water heater. Ownership here is uniquely effortless. Quarterly dues handle the upkeep and include cable, water, and sewer for predictable, stress-free carrying costs. Unlike most beachfront communities, Jamaica Royale is proudly pet-friendly, allowing you to share the island life with your dog. Spend your afternoons lounging in a private beachside cabana, swimming in one of the three heated pools, or utilizing the beachside BBQ grills. When you're ready to explore, public transit connects you seamlessly to Siesta Village, downtown Sarasota, and Gulf Gate. Whether you are seeking a pristine personal retreat, a high-performing investment, or both, this villa is fully turnkey and ready to enjoy. Schedule your private tour today to experience this rare Gulf-front value firsthand. Incentive Note: A 1% rate reduction is available to qualified buyers who work with the seller's preferred lender.

5830 Midnight Pass Road Unit 61, Sarasota
67 Avenida Messina Unit B, Sarasota
$3,900,000
5 Beds ⋅ 5 Baths ⋅ Sunset Point Villas SubDv. ⋅ 34242 Zip Code
Rising four stories above Siesta Key, this exceptional turn-key coastal villa transforms Gulf panoramas into a captivating backdrop for daily life. Privately situated within Mira Mar’s gated enclave of only four residences, this 3,824-square-foot unit offers the distinction of Siesta Key living just steps from Beach Access Number 2. Expansive windows and glass doors invite sunlight throughout while revealing Gulf views from every level. In the living room, corner windows and French doors lead to a balcony where coastal breezes set an effortless rhythm. The sunlit kitchen pairs sleek cabinetry with a sculptural curved island, while broad windows frame lush tropical scenery. Five bedrooms and five full bathrooms unfold across four levels, providing generous accommodations for family and guests. Every room but one has a separate balcony for taking in those beautiful sunsets or perhaps your morning coffee. A private elevator makes each floor easily accessible, an elegant convenience when the rooftop is calling. Abundant storage supports everyday organization, and the spacious garage accommodates two vehicles along with dedicated space for a boat/jet ski or golf cart. Crowning the residence, the rooftop terrace presents a spectacular stage for sunset soirées, with sweeping Gulf vistas commanding attention. A covered balcony with streamlined railings offers another inviting setting for savoring the salt air and luminous coastal surroundings. Beyond the gates, Siesta Village places live music, open-air dining, and charming local establishments moments away, while Morton’s Siesta Market is approximately 0.3 miles from home. Claim a rare intersection of privacy, beach proximity, and elevated island living. Schedule your private showing and discover life above the ordinary.

67 Avenida Messina Unit B, Sarasota
1129 Seaside Drive Unit 23, Sarasota
$615,000
1 Beds ⋅ 1 Baths ⋅ Sea Crest Apts SubDv. ⋅ 34242 Zip Code
Steps from the White Sands of Crescent Beach! Welcome to Sea Crest, one of Siesta Key's most desirable boutique beachfront communities, offering an intimate setting with just 40 residences. Known for its exclusivity, outstanding beachfront location, and exceptional rental flexibility, Sea Crest offers a unique opportunity to experience the very best of Siesta Key. Ideally positioned within the community, Unit #23 enjoys one of Sea Crest's most appealing features: its close proximity to the beach. Step outside your door and you're just a short stroll from the beautiful white sands of Crescent Beach and breathtaking sunsets over the Gulf of Mexico. This charming one-bedroom, one-bath condominium offers a comfortable and inviting coastal retreat with an open living and dining area, beautiful wood-look flooring, exposed ceiling beams, and tasteful coastal furnishings throughout. The fully equipped kitchen, spacious living area, and bedroom with ample storage provide everything needed for a relaxing beach getaway. Offered completely turnkey furnished, this residence is ready for immediate enjoyment or continued rental use. What truly sets Sea Crest apart is its combination of an intimate beachfront setting and outstanding rental flexibility. Short-term rentals are permitted, and the community offers a phenomenal on-site management team that assists with reservations, guest services, and property management. Unit #23 is already participating in the on-site rental program, offering a convenient transition for buyers interested in continuing rental activity while enjoying the property for their own personal use. Residents and guests enjoy direct access to the world-famous sands of Crescent Beach, a heated swimming pool, beachfront lounging areas, and incredible Gulf sunsets. All of this is conveniently located near some of Siesta Key's favorite restaurants, shopping, and entertainment. Whether you're looking for a personal beach retreat, an investment opportunity, or a combination of both, Unit #23 offers an exceptional combination of location, convenience, and flexibility. With just 40 residences and the beach only steps away, it's easy to see why Sea Crest remains such a special place on Siesta Key!

1129 Seaside Drive Unit 23, Sarasota
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