Location: Sarasota , 34242
Do Not Show Listings
357 TIERRA MAR LN #5, SARASOTA, FL 34242
$8,50021 Days on yellowkey MLS ID: A4693123
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2012 Built: 2006Community: Village PlaceTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: Located in the heart of Siesta Key, live the island lifestyle year-round in this stunning turnkey furnished townhome, tucked away in a quiet enclave of only six residences, offering the perfect blend of privacy, comfort, and convenience. Available now for annual lease. This immaculate and spacious townhome features 3 bedrooms, 2.5 baths, and tasteful coastal furnishings throughout. Upon entering, you are welcomed by gleaming hardwood floors, plantation shutters on all windows, and a bright open-concept floor plan designed for comfortable island living. The spacious living and dining areas flow seamlessly into the beautifully appointed kitchen, complete with granite countertops, wood cabinetry, gas range, stainless steel appliances, breakfast bar with bar stools, and a water filtration system. Upstairs, the tastefully furnished primary suite offers a king-size bed, private balcony, luxurious ensuite bath with a jetted soaking tub, separate walk-in shower, private water closet, and an oversized walk-in closet with built-in shelving. The second guest bedroom features a queen bed and charming Juliette balcony with a peek view of the canal and private dock, while the third bedroom offers two twin beds, ideal for guests or family. Relax with a morning coffee or evening book on the peaceful screened lanai overlooking the garden patio. Additional features include an attached two-car garage and access to the community’s private pool. Residents also enjoy the private dock located directly across the street — perfect for kayaking, paddleboarding, or fishing. Enjoy the ultimate island lifestyle just a short walk from the world-famous Siesta Key Beach, renowned for its crystal quartz sand and turquoise Gulf waters, as well as Siesta Key Village, where you’ll find charming boutiques, waterfront dining, entertainment, and nightlife. Beyond the island, Sarasota offers endless attractions including museums, festivals, golf, boating, sailing, jet skiing, sunset dinner cruises on Sarasota Bay, and convenient access to University Town Center shopping, Sarasota-Bradenton International Airport, and I-75.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Chrissie Cummings (772-532-8229)
1257 TREE BAY LN, SARASOTA, FL 34242
$10,00021 Days on yellowkey MLS ID: A4693183
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3882 Built: 1979Community: Tortoise EstatesSpa: YesSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: LOCATION, LOCATION, LOCATION!!! Available for a short term rental this expansive, water front, turnkey furnished, four bedroom plus a den, three and a half bathroom, single family home on the water on South Siesta Key is open to rent. Through the entrance on the first floor you enter into the family room with views of the pool and intracoastal waterway. The first level has a bedroom with queen sized bed, walk in closet and en-suite bathroom with a stall shower and a spacious living room with flat screen television. Laundry room with utility sink on this level. Up the open staircase leads to the main living floor with an open plan kitchen, dining room, living room combination and the den/office. The kitchen has a large island, plenty of counter and cabinet space for cooking/preparing, stainless appliances, breakfast bar and a wine fridge. All of these rooms overlook the pool and the intracoastal waterway. The primary bedroom has a king sized bed, comfortable sitting area, a water view, walk in closet and an en-suite bathroom that features a large garden tub, separate shower and double sinks. All bathrooms have been updated, and the bed sizes in all the two second floor bedrooms are queen sized. The home has a heated pool and hot tub, dock to tie up a boat which leads to the intercoastal waterway. Two car garage is not available for a renter but there is plenty of driveway parking. The owner will consider one small dog with a $300 refundable pet fee. WIDE OPEN FOR SUMMER/FALL 2026. SINGLE FAMILY HOME SIESTA KEY SARASOTA FLORIDA SEASONAL RENTAL
Listing Agent: C. Alison Hunter (941-587-5667)
8770 MIDNIGHT PASS RD #402B, SARASOTA, FL 34242
$8,0001077 Days on yellowkey MLS ID: A4574241
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1975Community: Island Reef ICondo
Remarks: Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decorum and nicely appointed finishes invite you to relax and unwind. TVs and internet for your convenience will help you not miss a beat. This property will not disappoint. Please call with any questions. $4,000.00 a month Starting May 1 2026. Unit is available for January, February, March at $8,000.00 per month plus sales tax. From April 2027 on the rent is $4,000.00 per month plus sales tax.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Erick Shumway (941-544-3718)
131 WHISPERING SANDS CIR #V33, SARASOTA, FL 34242
$3,95069 Days on yellowkey MLS ID: A4687180
REDUCED by $800 (16.8%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1264 Built: 1968Community: Whispering Sands Sec 5Villa
Remarks: Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect flex space for guests, a home office, or additional living. Inside, the home feels light, bright, and effortlessly coastal with wood-look porcelain tile flooring throughout and a clean, neutral palette that complements any style. The kitchen has been thoughtfully updated with cream cabinetry, granite countertops, a modern backsplash, and island space, along with a full appliance package designed for both everyday ease and entertaining. Both bathrooms feature sleek, walk-in glass showers and updated finishes, while the layout offers spacious bedrooms, generous closet space, and abundant natural light throughout. A private outdoor space creates the perfect setting for morning coffee, evening wine, or simply enjoying the Gulf breeze. What truly sets this residence apart is the lifestyle. Residents enjoy 800 feet of private quartz sand beach on the Gulf, a beachside pool, an additional pool with subtle water views, fitness center, clubhouse, shuffleboard courts, and kayak/canoe storage, along with on-site management, maintenance, and security for peace of mind. Located just steps from Siesta Key Village’s top-rated dining, boutique shopping, and vibrant nightlife, everything you need is right outside your door. This is the kind of rental that rarely becomes available and never lasts. Live where others vacation.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
5151 OAKMONT PL, SARASOTA, FL 34242
$2,95025 Days on yellowkey MLS ID: A4692892
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1953 Built: 1977Community: Siesta BeachSingle Family
Remarks: Welcome to your dream home at 5151 Oakmont Place, nestled in the heart of the stunning Siesta Key, Sarasota, FL. This charming 3-bedroom, 2-bathroom residence offers 1,953 square feet of modern living space, designed for both comfort and style. Step inside to discover a thoughtfully laid-out floor plan that seamlessly blends contemporary design with functionality. The kitchen is a chef's delight, featuring sleek granite countertops and stainless steel appliances, perfect for culinary adventures. The bathrooms boast contemporary vanities and matching granite countertops, adding a touch of elegance to your daily routine. Enjoy the Florida sunshine in your private outdoor space, ideal for relaxing or entertaining guests. The home is equipped with central heating and air conditioning, ensuring year-round comfort. The attached two-car garage not only provides ample storage but also includes a convenient workspace for your projects. This pet-friendly home, with conditions, is unfurnished, allowing you to personalize it to your taste. Located approximately 1.5 miles from one of the best beaches in the country, you'll have easy access to the vibrant Siesta Key Village and a short drive to downtown Sarasota. Whether you're looking for a serene retreat or a lively community, this centrally located gem offers the best of both worlds. Don't miss the opportunity to make this beautiful home yours! Tenant will be responsible for a monthly lawn fee of $200.00.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$5,50044 Days on yellowkey MLS ID: A4690579
REDUCED by $1,000 (15.4%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1331 Built: 1975Spa: YesCondo
High School: Riverview High
Remarks: Also for SALE! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,75092 Days on yellowkey MLS ID: A4684215
REDUCED by $600 (17.9%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1222 Built: 1970Community: Bay Tree ClubCondo
Remarks: 2750.00 Monthly May through October 2026 ... Enjoy private access to the soft sand and tranquil setting of Turtle Beach - Siesta Key... Beautiful 5th-floor, fully furnished penthouse offering picturesque bay and treetop views in one of the most desirable Gulf-to-Bay communities on South Siesta Key. Move-in ready and designed for easy coastal living, this light-filled residence features an open split floor plan and tile flooring throughout. The updated kitchen boasts granite countertops and additional cabinetry, while both bathrooms feature new vanities for a fresh, modern touch. Enjoy sweeping bay views from the living space, along with the rare luxury of a privately owned beachside cabana—perfect for storing chairs, umbrellas, and keeping Siesta’s famous white sand outside where it belongs. Located in a quieter section of the Key, the home is still conveniently close to local restaurants and island activities. Take the Froghopper or the Free Ride Trolley to explore all of Siesta Key with ease. Bay Tree offers exceptional amenities including two pools (one on the beach side and one on the bay side), grilling and picnic areas, free boat slips for owners, kayak racks, on-site management, reserved owner parking, and ample guest parking. Walk to nearby dining, enjoy the bay, stroll the beach, or simply relax and take in the views—this property offers the very best of bayfront and beachfront living within one exceptional community. Rates: 3350.00 annually April through December 2026: Quoted rate applies January through April 2027: $6,500 per month, plus applicable taxes and fees.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
9393 MIDNIGHT PASS RD #605, SARASOTA, FL 34242
$2,495810 Days on yellowkey MLS ID: A4603196
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1975Community: Pointe On Midnight PassCondo
Remarks: Beautifully decorated 2 bedroom 2 bath condo located at The Pointe on Midnight Pass Road. Large lanai accessible from master bedroom and living room features views of the Intracoastal. Look out your kitchen window and guest bedroom for a view of the beautiful Gulf. Beautiful furnishings, full size washer/dryer. Complex amenities include heated pool, whirlpool, sauna, fitness room, tennis court & party rooms. Pets are not permitted.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Pamala Casey (941-922-3391)
5141 SAINT ALBANS AVE, SARASOTA, FL 34242
$3,20035 Days on yellowkey MLS ID: A4691423
REDUCED by $400 (11.1%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1131 Built: 1986Community: Siesta BeachSingle Family
Remarks: Available on an annual basis, come escape to relaxed island living in this elevated 2-bedroom, 2-bathroom Siesta Key cottage. Tucked away on a quiet, tree-lined street and set on a large lot with tropical landscaping and low maintenance, it offers both privacy and ease. Just 2 miles from Siesta Key Beach, it’s an easy bike ride or drive to the world-famous white sands, making beach days effortless. Inside, vaulted ceilings and warm wood interiors create a true Old Florida feel with an open, comfortable layout. The main level offers living and dining space, a functional kitchen, and a guest bedroom with a full bath, while the upstairs loft-style primary suite provides a private retreat. A screened porch overlooks a spacious yard, ideal for unwinding or working remotely. With room for a boat or RV, a storage shed, and no HOA restrictions, this is a fantastic option for your relocation to Siesta Key.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Anthony Dalesandro (941-504-5371)
9200 MIDNIGHT PASS RD #24, SARASOTA, FL 34242
$2,35046 Days on yellowkey MLS ID: A4690246
REDUCED by $100 (4.1%) on 05/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 706 Built: 1972Community: Inlet AptsCondo
Remarks: Available May through October 15th 2026... Not Open for Winter Season 2027... Welcome to your slice of paradise in Siesta Key! This beautifully updated condo at 9200 Midnight Pass Rd, Apt 24 offers stunning water views and the perfect blend of comfort and coastal charm. This inviting unit features a spacious king-sized bedroom and full bathroom, along with custom-built bunk beds—ideal for guests or added sleeping flexibility. The fully enclosed Florida Room with windows expands the living space, creating a bright and airy environment perfect for relaxing or entertaining. Enjoy breathtaking Gulf sunset views right from your private lanai, the perfect spot to unwind after a day at the beach. The recently renovated kitchen is equipped with stainless steel appliances and sleek granite countertops, while wood and tile flooring throughout provide both style and easy maintenance. Residents will appreciate access to excellent community amenities, including boat dockage, Gulf and canal views, a heated swimming pool, and on-site laundry facilities. Ideally located just moments from the world-renowned beaches and a short ride to Siesta Key Village, where you can enjoy shopping, dining, and entertainment. Whether you're walking along the soft sandy shores, kayaking through peaceful canals, or exploring the island, this location offers the ultimate beach lifestyle. Unit #24 is the perfect place to call home—don’t miss this opportunity to live in paradise! Taxes and fees will apply to base rent.
3939 HIGEL AVE, SARASOTA, FL 34242
$22,00027 Days on yellowkey MLS ID: A4692589
Bed: 3 Bath: 3.5 Gar: 8 Liv Area Sq Ft: 3788 Built: 2022Community: Siesta Rev OfSpa: YesSingle Family
Remarks: Arrive. Unwind. Experience Siesta Key at its finest. Welcome to your private luxury retreat on Siesta Key, a modern sophisticated 4-bedroom, 4-bathroom home designed for elevated coastal living. Tucked away in one of the island’s most desirable locations, this residence offers the perfect blend of privacy, comfort, and effortless elegance. From the moment you step inside, you’re welcomed by light-filled interiors, thoughtfully designed spaces, and a calming, refined aesthetic, and tropical views. Each bedroom serves as a peaceful sanctuary, while four well-appointed bathrooms provide both convenience and privacy, ideal for families, couples, or executive getaways. The home is designed for seamless living with an open concept. Spacious gathering areas invite connection including a built-in deck spa, while modern amenities including climate-controlled comfort, quality linens, and everyday essentials to ensure a stay that feels both luxurious and easy. Whether you’re getting ready for an evening out or returning from a sun-soaked beach day, every detail has been considered. Spend your days exploring the powdery white sands of nearby Siesta Beach and Village, consistently ranked among the best beaches in the world, or enjoy the vibrant dining and shopping scene just minutes away in Siesta Key Village. Also, for entertainment purposes, the property is close to Sarasota and the downtown main street area. As the day winds down, return to your private retreat to relax, recharge, and savor the quiet luxury of island living. This is more than a place to stay, it’s a curated Siesta Key experience.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
8911 MIDNIGHT PASS RD #514, SARASOTA, FL 34242
$3,550941 Days on yellowkey MLS ID: A4588110
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1973Community: Sunrise Cove Sec 2Condo
Remarks: BOOKED FEB/APRIL 2026. AVAILABLE JANUARY 2026. UTILITIES INCLUDED. SIESTA KEY SPECTACULAR FULL BAY/INTRACOASTAL UNOBSTRUCTED VIEWS! BOOK YOUR BEACH GETAWAY NOW! Beautifully updated throughout Turnkey "top floor" Condo in this popular community of Sunrise Cove. Located on the southern end of Siesta Key, directly across the street from Turtle Beach! Upon entering the condo, you will immediately fall in love with the bright open plan dining and extended living room, all tastefully furnished and decorated. The fully equipped kitchen has quartz counters, custom cabinets and new stainless-steel appliances. The Master Bedroom has plantation shutters and more amazing views of the bay, the Master Bathroom was also expanded to provide more space and has a walk-in shower and single vanity. Luxury Vinyl in both the bedrooms and tiled throughout the living areas. Guest bedroom with queen size bed and walk-in closet, and the guest bathroom also has a walk-in shower and single vanity. From the front balcony you will have views of the Gulf, common laundry areas are on each floor, private storage lockers and a trash chute. Plus, 1 assigned parking carport in front of the building and additional guest parking. Sunrise Cove offers many social activities and amenities, which includes a large clubhouse with kitchen, billiards 2 tennis & 4 pickleball courts, fitness rooms, game room, club house, kayak racks, fishing docks, bayside picnic area with gas grills, 2 heated pools overlooking the Bay, and the Jr. Olympic pool is on a peninsula which juts out onto the Bay. Walk across the street the Turtle Beach Access, and you are right next door to Turtles Restaurant, and only .2 miles from the fabulous Ophelia's Bayfront Restaurant. There is a Free Trolley stop directly across the street from the complex, with free rides to the famous #1 Siesta Key Beach with its crystal quartz sand, Siesta Key Village where you will find shopping and restaurants. If you enjoy the nightlife, Siesta key village is where it's at! This is the absolute perfect island getaway. Don't let this one slip away!!
9200 MIDNIGHT PASS RD #10, SARASOTA, FL 34242
$2,000453 Days on yellowkey MLS ID: A4643306
REDUCED by $500 (20.0%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 895 Built: 1972Community: Inlet AptsSpa: NoCondo
Remarks: Waterfront Paradise on Siesta Key – Turnkey Furnished 2BR/2BA Condo! Experience the ultimate in coastal living with this completely remodeled, turnkey furnished 2-bedroom, 2-bathroom waterfront condo on the south end of Siesta Key, just past Turtle Beach! This ground-floor unit offers stunning water views from the lanai, a beautifully updated kitchen and bathrooms, and brand-new furnishings—including a king-size mattress in the master bedroom and a queen-size bed in the guestroom. Enjoy resort-style amenities, including a heated pool, and the convenience of reserved parking right outside your door. Whether you’re looking for a vacation from the cold, a place for a month to look around to buy or while your place is getting remodeled this condo is the perfect retreat! Available May 1-Sept 15, 2026 Don’t miss this rare opportunity—schedule a showing today!
1145 HORIZON VIEW DR, SARASOTA, FL 34242
$15,000188 Days on yellowkey MLS ID: A4673276
Bed: 4 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 4306 Built: 1980Community: Tortoise EstatesSpa: YesSingle Family
Remarks: Available : 2026: Open September 1 through November 15th 2027 - 30 Day Minimum Stay... 2027: Peak Season Now Open for January and April. February and March are not available.. Experience the best of Siesta Key living with private beach access—this expansive, exceptional home offers everything needed for the perfect coastal escape. Thoughtfully designed indoor and outdoor living spaces create comfort and privacy even when hosting a full house. Each bedroom, along with the main living area, opens to its own deck, providing the perfect spot to savor morning coffee, unwind with a book, or soak up the sunshine. A custom heated pool and spa add to the home’s private resort feel, while tasteful updates throughout make it a serene coastal get-away. Nestled on a quiet dead-end street—one so tucked away that even many locals don’t know it exists—this rare gem defines beachfront living at its finest. It’s a unique opportunity to claim your own slice of paradise. Just steps from the powder-soft sands of Siesta Key, with deeded beach access leading directly to Turtle Beach, this home places the island’s most coveted amenity right at your doorstep. Whether you're heading out for peaceful morning walks, unforgettable sunsets, or the convenience of a close-by spot for all your beach gear, this residence offers the ideal home base for your dream coastal getaway. Taxes and fees apply to base rent..
5400 OCEAN BLVD #5-3, SARASOTA, FL 34242
$6,00028 Days on yellowkey MLS ID: A4692374
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 928 Built: 1970Community: TerraceCondo
Middle School: McIntosh Middle
Remarks: SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it’s best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280 sq ft of indoor-outdoor space with sweeping Gulf views and stunning sunsets. The open-concept living area includes a chef’s kitchen with Quartzite countertops, custom European cabinetry, premium stainless appliances, and a large island, plus a custom Murphy bed for guests. The serene primary suite offers a spa-like bath with glass walk-in shower and elegant finishes, while recent upgrades like a new A/C system ensure year-round comfort. Residents enjoy a heated saltwater Gulf-view pool, fitness center, community lounge, and controlled-access security, all just steps from the beach and a short walk to Siesta Key Village’s shops, cafés, and dining—with downtown Sarasota’s arts and culture only minutes away. Perfect for seasonal or annual stays. High season rates are $14000/month. Off season rates are $9000/month. The annual rate is $6000/month.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
8776 MIDNIGHT PASS RD #C307, SARASOTA, FL 34242
$2,950298 Days on yellowkey MLS ID: A4661169
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1338 Built: 1975Community: Island Reef ICondo
Remarks: Available June 1 2026 at this time. Experience the best of Beach to Bay Luxury Resort-Style Living in this beautifully designed 2-bedroom, 2-bathroom condo located in the sought-after Island Reef Association on Turtle Beach, Siesta Key. This spacious unit has been professionally designed and is offered fully turnkey furnished, with exceptional attention to detail and high-end finishes throughout. Step inside to find a bright and inviting interior featuring plantation shutters, tropical-inspired colors, tasteful art glass lighting, and granite countertops paired with a premium appliance package—making everyday living and entertaining a breeze. The generous primary and guest suites provide ample comfort, while in-unit laundry adds everyday convenience. Island Reef offers an unbeatable lifestyle with private beach access, two heated pools, a fitness center, clubhouse, covered parking, and so much more. Just a short stroll away, enjoy the newly resurfaced tennis and pickleball courts, or head to the Island Reef boat docks—perfect for launching kayaks or docking your boat or rental during your stay. Located just steps from the private access to Turtle Beach, you’re perfectly positioned to enjoy everything Siesta Key has to offer—boating, beachcombing, swimming, biking, tennis, pickleball, and a vibrant social scene. Yes... you really can have it all!
431 ISLAND CIR, SARASOTA, FL 34242
$8,00031 Days on yellowkey MLS ID: A4691247
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2346 Built: 1962Community: Sarasota BeachSpa: NoSingle Family
Remarks: This is a short term rental. Listing reflects off season rate. New to the rental market! Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Island Retreat offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and Siesta Key Village make it an exceptional choice for creating unforgettable memories. Featuring 5 beautifully appointed bedrooms, this home comfortably sleeps up to 10 guests. Each room is thoughtfully designed with plush bedding, contemporary furnishings, and ample natural light, ensuring a restful and rejuvenating stay. Every detail of this home has been meticulously updated to provide a seamless blend of luxury and comfort. Enjoy an open-concept living area with sleek hardwood floors, a gourmet kitchen featuring stainless steel appliances, quartz countertops and an oversized breakfast bar offering plenty of seating. Dive into relaxation with your own private heated pool, perfect for a refreshing swim or lounging poolside under the warm Florida sun. The pool area is surrounded by lush tropical landscaping, offering privacy and a tranquil oasis for unwinding and a convenient outdoor shower to rinse off after a day at Siesta Key Beach which is just a few blocks away.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
SARASOTA, FL 34242
$2,99533 Days on yellowkey MLS ID: A4691869
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 981 Built: 1973Community: Sandy Cove IiTownhouse
Remarks: Welcome to this Siesta Key Florida fully furnished town house for rent, located on the barrier island of Siesta Key Florida #1 beach in USA, made famous for its pure quartz sugar sand. A truly tropical beach front community Sandy Cove in Siesta Key with private fishing pier, small private beach and beautiful ocean view, and only one block from Siesta Key Village. A rarely available 2 bedroom two story townhouse for rent in Siesta Key Florida with enough space and privacy to suit year-round residents or your vacation home, those wishing to escape the harsh winter weather or anyone wanting a mesmerizing getaway location that offers a multitude of recreational and cultural activities. Take a look at this private Townhouse with stunning spanish tile floors throughout. Enjoy dolphins and manatees from your complexes own private gulf access and be amazed by the sea turtle nesting activities. One king size bed on first floor, two twin beds on 2nd floor with private balcony with ocean view. Launch your kayak for a quick paddle to the popular sand bars and return home to delight in the best sunset viewing around. Catch a wide variety of fish (snapper, grouper, flounder, etc.) off the private pier or take a short stroll into Siesta Key Village for a little shopping, a quick lunch or the best fine dining that the Sarasota area has to offer. You will love the option of your own private fishing pier or only a block to the Siesta Key public beach for collecting sea shells and enjoying the world-renown beautiful quartz sand beach. The downstairs has the master bedroom, family room, kitchen with newer cabinets and quartz countertops as well as some new appliances and dining nook. Also downstairs is the full bathroom. Upstairs, you will find two distinct loft spaces with two twin beds with half bath in between as well as your private balcony. There is a view of the gulf from every room in the house. Enjoy the endless sunsets and the waves crashing against the shoreline from this light and bright townhouse. A private path will lead you to the shores of jewel toned waters of the Gulf of Mexico and Big Pass, where you can view the endless array of marine life, fish from the private pier, or just sit back and relax and watch the boats sail off into the sunset. In this unit, there is a private balcony on 2nd floor with beautiful gulf view, and private screen patio off Master Bedroom with gulf view, this unit also has brand new refrigerator, brand new dishwasher and high end German Miele build in Oven, exhaust fan and Miele cooktop. There are two private parking spots in front of this unit for four our unit 109 plus many guests parking spots in front of this unit. Ocean view from this townhouse is amazing! You will have ocean view from every room (ocean view from family room, ocean view from master bedroom, ocean view from upstairs loft bedrooms, ocean view from kitchen and even the upstairs bathroom has the ocean view), this is a very unique ocean front view townhome! You'll never miss a sunset again! You can drink your wine and enjoy the sunset at your outdoor patio, and relax after a long date! This town home has patio outside of the master bedroom, balcony from upstairs loft, and patio from breakfast room and they all have ocean view. Watch the gorgeous sunsets right from your own balcony and patio. Fishing pier for fishermen or just watching the boats. You can park two cars in front of this unit
Listing is courtesy of: JJF REALTY INC (904-891-6897)
Listing Agent: Matthew Fehniger (904-891-6897)
7372 MELALEUCA WAY, SARASOTA, FL 34242
$8,00045 Days on yellowkey MLS ID: A4690292
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2600 Built: 1967Community: Siesta Properties IncSingle Family
Remarks: Offered furnished, this beautifully remodeled 4-bedroom, 2-bath residence in the gated Sanderling Club presents a rare lease opportunity on the south end of Siesta Key. Set on three quarters acre behind a private gate near the entrance to the community, the approximately 2,600-square-foot home offers a spacious and flexible layout with updated finishes throughout, expansive living and dining areas, a stunning renovated kitchen, and a thoughtfully designed owner's suite with doors that close off the adjoining office, hallway, primary bedroom, and luxury bath for added privacy and versatility. The outdoor setting is equally impressive, with an expansive tropical backyard designed for both enjoyment and ease of care, featuring low-maintenance landscaping, two paved deck areas, and a fire pit that creates a peaceful backdrop for relaxing or entertaining. A detached 2-car garage and abundant onsite parking add to the property's functionality. Located within Sanderling Club, an exclusive waterfront community known for its privacy, natural beauty, and coastal character, residents enjoy access to a private Gulf-front beach, tennis, pickleball, a playground, and a clubhouse currently being renovated. The location places you near Siesta Key's South Village with local dining and conveniences, while also offering easy access to Siesta Beach and Turtle Beach. Lease terms are subject to community rules and approval as a Limited Member for the duration of the lease or one year, whichever is shorter. Minimum lease is 6 months, no more than two leases in a 12-month period, no subletting allowed, and fees include a $150 per applicant background and credit check plus a $500 Limited Membership fee.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Shane Lewis (941-685-3252)
307 AVENIDA DE PARADISIO, SARASOTA, FL 34242
$12,00034 Days on yellowkey MLS ID: A4691362
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1511 Built: 1972Community: Paradise IslandSingle Family
Remarks: Welcome to your dream escape on Siesta Key—a completely reimagined coastal retreat designed to make every moment unforgettable. Tucked away on a quiet stretch of Avenida de Parasido, this stunning 3-bedroom, 2-bath home has been fully remodeled from top to bottom with brand-new, designer furnishings. Everything is fresh, pristine, and waiting, be among the very first to experience it. Step inside to an airy, light-filled space where coastal elegance meets effortless comfort. The open layout invites connection—whether you’re sharing meals, relaxing after the beach, or simply enjoying the calm of your surroundings. Out back, your private oasis awaits. A secluded yard wraps around a sparkling pool, creating the perfect setting for morning coffee, sun-soaked afternoons, or quiet evenings under the stars. It’s your own slice of paradise—peaceful, private, and entirely yours. Location is everything—and this one is unbeatable. You’re just steps from the heart of Siesta Key Village, where vibrant local life unfolds. Discover eclectic restaurants loved by locals, charming boutiques unique to Sarasota, live music drifting through warm evenings, and an energy that’s both relaxed and alive. And then there’s the beach. Just moments away lies the world-famous Siesta Key Beach—renowned for its powdery white quartz sand and the crystal-clear waters of the Gulf. Whether you’re swimming, sunbathing, or catching a sunset that feels almost unreal, this is coastal living at its finest. When you’re ready to explore beyond the island, downtown Sarasota is only minutes away. Immerse yourself in a thriving arts scene with live theater, ballet, multiple orchestras, and an impressive collection of galleries. Food lovers will appreciate the exceptional dining culture—this area boasts one of the highest concentrations of top-rated restaurants per capita in the country. This isn’t just a place to stay, it’s where beach days, vibrant nights, and total relaxation come together effortlessly. All that’s missing is you.
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