Siesta Key Homes with Pool Amenities

Siesta Key Homes with Pool Amenities

**Discover Siesta Key, Florida: Your Tropical Oasis Awaits!**

Nestled along the stunning Gulf Coast of Florida, Siesta Key is a picturesque barrier island in Sarasota County, renowned for its powdery white sand beaches and vibrant local culture. With its laid-back atmosphere, charming boutiques, and delectable dining options, Siesta Key offers the perfect blend of relaxation and adventure. Whether you’re strolling along the iconic Siesta Beach, exploring the lush trails of the nearby Siesta Key Village, or indulging in fresh seafood at a waterfront restaurant, this enchanting locale promises an unforgettable experience.

For those seeking a slice of paradise to call home, Siesta Key boasts an impressive array of properties, many featuring luxurious pool amenities that enhance the coastal lifestyle. Imagine stepping out onto your private patio, basking in the Florida sun, and taking a refreshing dip in your own sparkling pool after a day of beachcombing or paddleboarding. These homes not only provide a serene escape but also serve as the perfect setting for entertaining family and friends, creating lasting memories in your tropical haven.

With real estate options ranging from charming beach cottages to elegant waterfront estates, Siesta Key caters to diverse tastes and budgets. Whether you’re looking for a vacation getaway or a permanent residence, the allure of Siesta Key’s homes with pool amenities is undeniable. Dive into the vibrant community and discover the enchanting lifestyle that awaits you in this coastal paradise. Your dream home in Siesta Key is just a splash away!

Newest Siesta Key Homes with Pool Amenities

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

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 14, Sarasota
$630,000
1 Beds ⋅ 1 Baths ⋅ Sea Crest Apts SubDv. ⋅ 34242 Zip Code
Completely Renovated, Turnkey Furnished, and Located in One of Siesta Key's Most Desirable Boutique Beachfront Communities! Welcome to Sea Crest, an intimate 40-unit community along the beautiful white sands of Crescent Beach. Known for its exclusivity, outstanding location, and relaxed coastal atmosphere, Sea Crest offers a unique opportunity to own in one of Siesta Key's most sought-after beachfront settings. This beautifully renovated one-bedroom, one-bath condominium has been completely transformed with high-end finishes and a fresh coastal design throughout. The bright, open-concept floor plan features beautiful wood-look flooring, exposed ceiling beams, crisp white cabinetry, stainless steel appliances, and an impressive kitchen with an oversized island and breakfast bar seating. Soft coastal colors, tasteful furnishings, and thoughtful details create a beautiful, inviting space that perfectly captures the Siesta Key lifestyle. The bathroom has also been completely updated with a beautifully tiled walk-in shower, glass enclosure, and modern finishes. Offered fully turnkey furnished, this property is ready to enjoy from day one, with nothing left to do! What truly sets Sea Crest apart is its boutique setting combined with exceptional rental flexibility. **Short-term rentals are permitted**, and the community offers a phenomenal on-site management team to help oversee rentals and guest services, making ownership especially convenient for those looking to generate rental income while enjoying their own personal beach getaway. Residents and guests enjoy direct access to the world-famous sands of Crescent Beach, a heated swimming pool, beachfront lounging, 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 coastal retreat, an investment opportunity, or the best of both worlds, this fully renovated residence offers an exceptional combination of quality, location, and flexibility. With just 40 units, Sea Crest provides the intimate beachfront experience that makes this community so special.

1129 Seaside Drive Unit 14, Sarasota

1001 Point Of Rocks Road Unit 207, Sarasota
$1,599,900
3 Beds ⋅ 2 Baths ⋅ Siesta Sands Resort (Timeshare) SubDv. ⋅ 34242 Zip Code
Gulf views from the primary bedroom, or step onto your attached patio with your morning coffee and watch the water come alive. This completely renovated 3 bedroom, 2 bath townhome style condo is turn key and furnished, with an open split floor plan and natural Florida sunlight throughout. The renovation is top to bottom: plank tile floors, solid wood cabinetry, marble countertops, upgraded backsplash, barely used appliances, fresh paint, fully renovated baths with custom tile, new hardware, and new lighting throughout. All windows, doors, and sliders are hurricane impact. Three patios let you soak up the Florida sunshine and Gulf breezes, with the residence facing the pool and open to full Gulf views. Extras include air conditioned storage off the patio, a large laundry room, and an assigned carport with storage and electric hookup. This gated resort offers private beach access, two heated pools, a poolside gazebo with BBQ grills, a lounge area, a fitness room, and high speed WiFi. Walk the sand to Point of Rocks to snorkel and fish, bike to nearby shops and restaurants, or hop the free island trolley to Siesta Key Village. One of the island’s top performing rental communities, with short term rentals allowed (3 day minimum), an on site office, or your own rental service. On site management reports that 3 bedroom units in the community rent for approximately $6,000 per week at the height of season. Rental rates are not guaranteed and are subject to change. A private beachside retreat, a seasonal escape, or a legacy asset to hold and pass down. Bring your flip flops.

1001 Point Of Rocks Road Unit 207, Sarasota

925 Beach Road Unit 208, Sarasota
$565,000
2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code
Enjoy the island lifestyle at La Siesta, ideally located directly across from world-famous Siesta Key Beach! This inviting, turnkey-furnished, two-bedroom, second-floor condominium is situated in highly desirable Building B, known for its close proximity to the beach. With a 7-day minimum rental policy and convenient on-site rental management, La Siesta offers the best of both worlds, your own beach getaway with the added benefit of generating rental income when you're not enjoying it yourself! Thoughtful recent improvements include new carpeting (2026), a beautifully resurfaced lanai (2026), a new air conditioning system and water heater (2025), an updated electrical panel (2024), and newer appliances (2024). The kitchen was also renovated by a previous owner. The private screened-in lanai provides a wonderful space to relax and unwind while enjoying the refreshing coastal breezes. Adding even more appeal, La Siesta has benefited from recent community-wide improvements, including exterior painting (2026), further enhancing this desirable beachside destination. Residents and guests enjoy an array of resort-style amenities, including a heated community pool, fitness center, clubhouse, grilling areas, and convenient on-site laundry facilities. In addition, the condominium includes one assigned carport parking space and a storage locker for your beach toys. Enjoy the ultimate peace of mind, whether you live near or far, with professional on-site management handling everything from cleaning and guest check-ins and check-outs to responsive maintenance and everyday needs, you can enjoy the benefits of ownership without the day-to-day responsibilities. Just across the street, you'll love the powdery white sands and breathtaking sunsets of Siesta Key Beach! You're also close to the charming boutiques, restaurants, and entertainment of Siesta Key Village, with convenient access to the mainland via the Stickney Point Bridge plus a free trolley that stops in front of La Siesta to get you anywhere on the island. This exceptional location puts the best of island living right at your fingertips. Whether you're seeking your own coastal escape or an opportunity to generate rental income, this well-maintained condominium offers the perfect combination. Your slice of Siesta Key paradise awaits!

925 Beach Road Unit 208, Sarasota

8900 Blind Pass Road Unit A303, Sarasota
$799,900
1 Beds ⋅ 1 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code
Top-floor, turnkey beachfront living with your own assigned boat slip—experience the best of both worlds on the quiet southern end of world-renowned Siesta Key in Sarasota, Florida. Breathtaking Gulf views greet you from every room of this beautifully remodeled 1-bedroom, 1-bathroom condo, where tranquil turquoise waters and a beachfront setting create an extraordinary coastal retreat. An enclosed patio with hurricane-impact windows offers a cruise-ship-like perspective over the Gulf. Open the windows to welcome coastal breezes and the soothing sound of waves along the shore. With the Gulf on one side and Blind Pass Lagoon on the other, enjoy both sunrise and sunset, sand between your toes, and boating adventures from your assigned slip. Launch a kayak or paddleboard to explore the waterways, or head out by boat toward Sarasota Bay and the open Gulf with no bridges along the way. Thoughtfully remodeled throughout, the interior features ceramic wood-look tile, soft coastal colors, updated fans and light fixtures, and an open floor plan designed to showcase the views. The beautifully renovated kitchen features granite countertops, custom wood cabinetry with soft-close doors, a tile backsplash, and stainless steel appliances. An opened kitchen wall enhances sightlines, while an additional glass door brings in views of Blind Pass Lagoon, where wildlife, kayakers, and boaters provide an ever-changing backdrop. Beautifully appointed furnishings complement inviting spaces for dining and entertaining, including a kitchen breakfast bar, a full dining area, and additional dining space on the enclosed patio. Thoughtful furniture with built-in storage and an additional interior closet provide room for beach essentials. Wake to water views in the primary bedroom, complete with an expansive walk-in closet housing a full-size washer and dryer—a rare convenience in this community for owners and renters alike. The thoughtfully renovated bathroom features a glass-enclosed walk-in shower, an updated vanity with a granite countertop, and updated lighting. Additional highlights include air conditioning updated in 2023 and a new building roof in 2025. Monthly fees include water, sewer, internet, and cable. Enjoy long beach walks, a heated community swimming pool, boating, kayaking, and fishing—all at your fingertips. Walk to waterfront dining at Turtles Restaurant and Ophelia’s on the Bay, or take the free trolley to Siesta Key Village for dining, live entertainment, and charming shops. Discover downtown Sarasota’s cultural offerings, including ballet, symphony performances, the Van Wezel Performing Arts Hall, and the farmers market, with convenient access to Sarasota Bradenton International Airport. Whether you seek a turnkey beachfront escape, an investment opportunity with one-week minimum rentals, or a full-time coastal residence, this exceptional Fishermans Cove condo brings together beachfront beauty and a bonus boating lifestyle if desired!

8900 Blind Pass Road Unit A303, Sarasota

6512 Midnight Pass Road Unit 206, Sarasota
$1,690,000
2 Beds ⋅ 2 Baths ⋅ Crescent Siesta Key SubDv. ⋅ 34242 Zip Code
Experience Luxury Living on South Siesta Key! Welcome to your dream condominium, perfectly situated on the pristine shores of Siesta Key. This stunning Gulf-front property offers unparalleled beach living, making it the ultimate coastal retreat. This corner unit is offered turnkey furnished, ready for immediate enjoyment. Impeccably designed in a contemporary beachfront style, the 1,600-square-foot, two-bedroom, two-bath residence presents an expansive floor plan highlighted by a gourmet kitchen featuring top-tier appliances, granite countertops, soft-close cabinets and refined accents. The kitchen seamlessly transitions into a spacious living area accented by an artistic terrazzo accent wall opening onto an expansive terrace. Your terrace has a built-in outdoor kitchen, gas grill and private access to the resistance-heated lap pool with child safety fence/doors. The terrazzo wall continues through both bedrooms, adding a sophisticated beach ambiance. The primary bath featuring dual sinks, a private toilet with automatic bidet amenities, a deep soaking tub and a large walk-in shower. The additional bedroom for your guests includes an ensuite bath, which offers ample space. Wifi and remote-controlled thermostat, door lock, gate, building and beach access. Plus two owner’s storage closets for rental convenience. This property serves as a tranquil retreat in an exceptional location, very quiet with very little street noise, whether you're seeking a permanent residence, a vacation getaway or a profitable rental property. The building boasts an array of amenities designed to elevate everyday living, including onsite management for added convenience and closed-circuit camera/surveillance systems for security. Residents can enjoy a beachfront heated pool, spa and resistance lap pool right outside your door. A fitness center ensures residents stay active. Dive into one of two pools or spas overlooking the beach, enjoy the white sugar sand beaches that stretch for miles, create fabulous meals in the outdoor kitchen and dine al fresco with a view of the gulf amidst beautifully landscaped gardens or sink into a chaise lounge under the loggias with a great book. At Crescent Siesta Key, embrace a lifestyle of comfort, luxury and seaside serenity with all amenities conveniently at your disposal.

6512 Midnight Pass Road Unit 206, Sarasota

5970 Midnight Pass Road Unit 177, Sarasota
$650,000
1 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code
Beach to bay, turnkey and ready to enjoy—this one-bedroom residence at the Palm Bay Club offers an approachable way to own a piece of the Siesta Key lifestyle without sacrificing the amenities that make this community so desirable. Positioned on the Gulf side of Midnight Pass Road, the powder-white sands and turquoise waters of Crescent Beach are just steps from your door. Inside, the thoughtfully designed floor plan makes excellent use of every space. Handsome vinyl plank flooring provides a durable, low-maintenance foundation for relaxed coastal décor, while the kitchen pairs crisp white cabinetry with bold black granite countertops and stainless-steel appliances. The open living and dining area is comfortably furnished and ready for everything from quiet mornings to recharging between Siesta Key adventures. An enclosed lanai has been incorporated into the living space, where three large glass sliders welcome abundant natural light and open to capture the island breeze. The peaceful bedroom features two beds to maximize guest accommodations, while the updated bath continues the condo’s fresh, easygoing aesthetic. Offered turnkey furnished, this residence makes the transition from closing day to beach day refreshingly simple. And at Palm Bay Club, ownership extends well beyond your front door. Enjoy private Crescent Beach access, two heated swimming pools, a waterfront hot tub overlooking the Intracoastal, fitness center, lighted tennis and pickleball courts, BBQ grills, fishing pier and boat docks available for daily rental. With a three-night minimum rental policy and established onsite management, this efficient one-bedroom residence presents a compelling combination of personal enjoyment, rental flexibility and exceptional Siesta Key value.

5970 Midnight Pass Road Unit 177, Sarasota

6157 Midnight Pass Road Unit E93, Sarasota
$475,000
2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code
Exceptional opportunity on SIESTA KEY! Whether you're searching for a vacation getaway, full-time island residence, or income-producing investment, this TURNKEY 2-bedroom, 2-bath condo at Bay Oaks offers an unbeatable combination of location, flexibility and value. With WEEKLY RENTALS ALLOWED, owners have the freedom to take advantage of Siesta Key's highly desirable vacation rental market while still enjoying the property themselves. Outside rental management and self-management is allowed, providing added flexibility for investors. Located on the third floor, this spacious 1,101 sq. ft. condo is being sold TURNKEY and ready to enjoy from day one. The kitchen has been beautifully renovated creating a fresh, updated space with stainless steel appliances, gorgeous quartz countertops, large island with seating, and coastal backsplash. The open living and dining areas flow onto a screened in balcony overlooking mature tropical landscaping—the perfect spot to enjoy your morning coffee or unwind after a day at the beach. A generous outdoor storage closet provides convenient space for beach chairs, umbrellas and all your island essentials. The split bedroom layout offers privacy for owners and guests, with two spacious bedrooms and two full bathrooms. An IN-UNIT WASHER AND DRYER adds another sought-after convenience for both personal use and vacation rentals. Bay Oaks provides an impressive collection of amenities including a heated community pool, fishing pier along the Intracoastal Waterway, tennis and pickleball courts, BBQ and picnic areas, and covered parking. Leave the car behind and embrace the island lifestyle with the Siesta Key trolley providing convenient transportation to Siesta Key Village, local restaurants, shops, entertainment and Siesta Key's world-famous white-sand beaches. With weekly rentals permitted, flexible management options, turnkey furnishings, a renovated kitchen and an outstanding Siesta Key location, this condo offers an incredible opportunity to own your own piece of paradise while enjoying the potential for vacation rental income. Bring you sunscreen and come experience everything that makes Siesta Key one of Florida's most sought-after island destinations!

6157 Midnight Pass Road Unit E93, Sarasota

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