$1,500 per month
6311 Beechwood Ave, Sarasota, FL 34231
Property Id: 1868046Welcome to your charming 1 bedroom, 1 bathroom 1/2 duplex home in Sarasota, FL! Walking distance to Siesta Key Crescent Beach. This cozy property on Beechwood Avenue features modern amenities such as a dishwasher, washer, dryer, and more. Enjoy off-street parking, garage, and on-site laundry. Don't miss out on this fantastic rental opportunity for $1500/month with
$6,000 per month
6005 Midnight Pass Rd Unit S4, Sarasota, FL 34242
Welcome to your bright and inviting Siesta Key vacation retreat! Enjoy deeded beach access to the stunning Siesta Key Beach, just steps away, where sun and surf await. Relax by Siesta Key’s largest heated pool or unwind in the lush, park-like setting with peaceful bay views. Explore the nearby vibrant Village on Siesta Key, filled with diverse dining, unique shops, and lively events. With
Susan Saltalamacchia CONCESSION REAL ESTATE COMP.
$477 per month
2320 Bee Ridge Rd, Sarasota, FL 34239
Property Id: 2067139Enjoy homeownership in Sarasota for a fraction of the cost!Near shops, restaurants and the beach! Get into your new home with good, bad, or no credit!55+ (fifty-five or older).Only 1 Application Fee with easy process!
$3,600 per month
1255 Dockside Place Unit 211, Sarasota, FL 34242
Welcome to your ideal Siesta Key retreat! This charming 2-bedroom, 2-bath condo comfortably sleeps up to 6 guests and is just a short walk from the world-famous Siesta Key Beach. Whether you’re looking to relax or stay active, this inviting property offers everything you need for an unforgettable vacation.The Space:Step inside this peaceful condo featuring a spacious main bedroom with
Susan Saltalamacchia CONCESSION REAL ESTATE COMP.
$7,500 per month
1649 Stanford Ln, Sarasota, FL 34231
No damage from Hurricane Helene or Milton! Available for seasonal and annual rental 2025. Discover the epitome of waterfront living in this exquisite 3-bedroom, 2-bathroom home located in Sarasota, Florida. Set on over a quarter-acre of prime land, this beautiful residence features a spacious 1,995 square foot open floor plan that leads to your private pool, ideal for entertaining and soaking in
$3,450 per month
8701 Midnight Pass Rd Unit 106A, Sarasota, FL 34242
Prime Location! Prime Living! Whether you're a local professional or a traveling professional seeking a long-term home base, this condo offers the perfect blend of comfort, convenience, and low-maintenance living. Located in the meticulously maintained Turtle Bay Community, this spacious and beautifully unfurnished 2-bedroom, 2-bathroom condo features serene views of Little Sarasota Bay and
Justin Piccillo KW COASTAL LIVING III
$2,100 per month
2932 N Orange Ave, Sarasota, FL 34234
Property Id: 2027204Home for rent 1 minute from Booker High School. 3 bed, 1 bath with a bonus room for storage or office, washer/dryer hook up, super cold a/c, fenced backyard. Carpets were all removed and tile/terrazzo floors were refurbished.
$3,150 per month
1250 N Portofino Dr Unit 302, Sarasota, FL 34242
55+ Harbor View Haven on Siesta Key w/beach access!Discover relaxation and adventure at our Siesta Harbor condo on Siesta Key. This bright 2 bedroom unit offers modern comfort and stunning harbor views from the screened porch. Enjoy deeded beach access and watch breathtaking sunsets. You'll have access to amenities like a fishing pier, boat slips, a pool, and clubhouse activities. Whether
Susan Saltalamacchia CONCESSION REAL ESTATE COMP.
$6,500 per month
420 Beach Rd Unit 505, Sarasota, FL 34242
Property Id: 2073016Magical views of Siesta Key's famed Crescent Beach and the Gulf of Mexico await you from this turnkey-furnished, beachfront unit. Be amazed at the direct and unobstructed west-facing views from this beautifully updated Siesta Gulf View property. This unit is directly on the beach and has private access to Siesta Key's white quartz sand and tranquil blue waters. Take in
$2,800 per month
6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242
Welcome to Sunrise Porch Lookout — your peaceful intercoastal retreat in the heart of Siesta Key. This bright and tropical second-floor condo is perfectly situated in the highly sought-after Provincial Gardens community, where Old Florida charm meets serene waterfront beauty. Overlooking the intercoastal waterway and lush park-like lawn, the screened-in wraparound porch is your front-row seat to
Susan Saltalamacchia CONCESSION REAL ESTATE COMP.
$1,800 per month
2132 Roselawn St, Sarasota, FL 34231
Property Id: 2015986Discover this charming studio cottage offering approx. Comfortable living space. Featuring a full kitchen, one bathroom, and an open layout, this cottage is perfect for those seeking simplicity and convenience. Located just minutes from beautiful beaches, shopping, dining, and local attractions. Ideal for a low-maintenance lifestyle in a highly desirable area. Don't
$10,000 per month
5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor gulf-view condo offers the ultimate blend of elegance, comfort, and breathtaking scenery in one of the island’s most exclusive beachfront communities.From the moment you step into the elegant
Andy Moore GULF COAST REALTY & MANAGEMENT
$2,900 per month
6703 Midnight Pass Rd Unit 115, Sarasota, FL 34242
Property Id: 10621062 bedroom, 2 bath, newly updated condo located a few minutes from the beach and close to restaurants near the Stickney Point bridge. Pool and washer dryer available for tenants and reserved parking included.
$5,000 per month
735 Birdsong Ln, Sarasota, FL 34242
Looking for the ultimate Siesta Key getaway? This stunning 3-bedroom, 2-bath home offers everything you need for a dream vacation, just 1 mile from the famous Siesta Key Beach and a quick bike ride to the lively Siesta Key Village! Available Nov 1-Dec 21, 2025, and May 1-Nov 21, 2026. 30 day minimum stay, NOT available annually. Fully turnkey furnished, this home is ready to welcome you the
Scott Nold TNG PROPERTY MANAGEMENT
$6,500 per month
5770 Midnight Pass Rd Unit 409, Siesta Key, FL 34242
Property Id: 2052928An exquisite, fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is in C Building with direct beach access just steps away from your front door. Enjoy breath taking sunsets from
$1,700 per month
5650 Swift Rd, Sarasota, FL 34231
Available now, Great location. Come see this 2 bedroom apartment located just 10 mins from the Siesta Key Beach. Great spot close to every thing, come see it today.
Lee Brewer RE/MAX ALLIANCE GROUP
$2,250 per month
2233 Michele Dr, Sarasota, FL 34231
Nicely updated duplex. Contemporary flare! Great backyard with screened lanai and paver patio. All fenced in.Great for pets. All laminate floors. Nearly new appliance package. 1/2 bath off kitchen for convenience.All this plus a private 1 car garage and driveway parking. This one won't last long!! See it soon.This is a non smoking home.
Nancy Guerrero PMI SARASOTA
$2,250 per month
5903 Tidewood Ave Unit 1, Sarasota, FL 34231
UNFURNISHED ANNUAL RENTAL ...Ready to show July 28. West of trail in Baywood Colony across street from the Intercoastal. Stroll along the lovely walkway in parklike setting. Located minutes from Siesta Beach and Philippi Estate park with its kayak launch, Farmers' Market, and outdoor events! This 2 bed/2ba villa has been updated throughout, featuring a beautiful kitchen with European cabinets
barbara verhey EXP REALTY LLC
$2,775 per month
1832 Worrington St, Sarasota, FL 34231
Rare opportunity for annual lease on this adorable Florida Bungalow WEST of the trail in Sarasota. This home offers hardwood flooring throughout, two large bedrooms with large closets, 2 bathrooms and a large galley kitchen. Available for 6 month and annual lease. Call agent for more details.
Alexandra Lawson-baker PREFERRED SHORE LLC
$8,500 per month
1221 Siesta Bayside Dr Unit 1221A, Sarasota, FL 34242
Beautifully turnkey furnished 2-bedroom, 2-bathroom, ground-floor condo available for monthly rent in a gated, resort-style community on Siesta Key. Just a short 5-minute walk to private access at world-famous Siesta Key Beach, known for its fine quartz sand and turquoise waters. This tropical retreat features a spacious open-concept layout, a fully equipped kitchen, in-unit laundry, private
Sinan Turkomer BROKER & BAKER INTERNATIONAL REALTY
$10,500 per month
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool.At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances
Robert Bevington SHOWTIME REALTY
$5,000 per month
6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
Siesta Dreams at Casa Mar – 1BR/1BA Beachfront Condo with Resort AmenitiesWelcome to Siesta Dreams at Casa Mar, your perfect beach getaway on world-famous Siesta Key! This fully equipped 1-bedroom, 1-bath condo offers everything you need for a relaxing, sun-soaked vacation.Enjoy exclusive access to the resort’s private stretch of Siesta Key Beach, where lounge chairs await on the cool,
Robert Bevington SHOWTIME REALTY
$1,400 per month
4035 S School Ave Unit A8, Sarasota, FL 34231
Newly remodeled 1/1 near the heart of Sarasota. Near Bee Ridge & 41 intersection, close the the beach, shopping, restaurants and downtown. Stainless appliances, laminate wood flooring and 2 sets of sliding glass doors for lots of light. Complex has a swimming pool and washers & dryers on site. Small, quite complex located off side streets. No smoking, annual lease. First, Last & security
Kelly Anderson RE/MAX ALLIANCE GROUP
$6,500 per month
1215 S Portofino Dr Unit 202, Sarasota, FL 34242
BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$20,000 per month
22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242
RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exclusive Sandy Cove community — where coastal design meets breathtaking Gulf views in every direction. This professionally managed 3-bedroom, 3-bath residence is fully turnkey furnished and thoughtfully designed for relaxed, upscale living.Every inch of the home has been
Cole Collins COLDWELL BANKER REALTY
$4,250 per month
2308 Waterbluff Place Unit V304, Sarasota, FL 34231
Sarasota Seasonal Rental! Located in the 55+ Private and Active Community of Strathmore Villas. This 2bed/2bath villa has been beautifully updated and furnished, kitchen has a center island and seating area, stainless appliances, and fully equipped. There is a large family room and dining room, plus a formal living area. The primary bedroom has a king-sized bed, walk-in closet, and ensuite
Chrissie Cummings JENNETTE PROPERTIES INC
$1,500 per month
1644 Redwood St, Sarasota, FL 34231
Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! You will not want to miss out on this amazing find! *Photos of a similar unit. * This spacious 1-bedroom, 1-bathroom condo is everything you have been looking for, with a perfect location just minutes away from the beautiful Siesta Key Beach,
Kathy Wagenhauser RYNTAL
$14,000 per month
211 Island Cir, Sarasota, FL 34242
AVAILABLE 2026 Season and July-Nov. 2025. Fantastic pool home located .4 mile from Siesta Beach access! Enjoy this completely renovated 3 bedroom / 2bath pool home in Palm Island on Siesta Key. With comfort in mind, vacation memories are waiting to be made here! All furnishings, appliances and flooring are new and decorated in coastal colors. Enjoy a morning walk to the powdery sand beach less
Brenda Cozy COLDWELL BANKER REALTY
$2,330 per month
2472 Waneta Dr, Sarasota, FL 34231
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled
Nico Silva Vanegas MAIN STREET RENEWAL LLC
$2,485 per month
2429 Apache St, Sarasota, FL 34231
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled
Nico Silva Vanegas MAIN STREET RENEWAL LLC
$5,500 per month
5518 Shadow Lawn Dr, Sarasota, FL 34242
2 Bedroom, 2 Bath home on Siesta Key with deep water canal access. Bring your boat & kayaks! Concrete seawall with dock. Home has been completely remediated with new drywall and cabinets. Close to Siesta Key Beach and Village. Located in the quiet neighborhood of Siesta Isles. Large home with open floor plan, screened in porch with large yard. Available immediately, annual lease, no smoking. New
Kelly Anderson RE/MAX ALLIANCE GROUP
$3,000 per month
4870 Kestral Park Cir Unit 14, Sarasota, FL 34231
Annual Furnished Rental – Landings Villa. This beautifully furnished, pet friendly, free standing Villa is available for annual lease and ready for immediate move-in. Featuring 2 bedrooms, a den, and 2 full bathrooms, this spacious residence offers both comfort and style.Enjoy the brand new appliances in the eat-in kitchen perfect for cooking and entertaining. A generous living/ dining area,
Gene Sherry COLDWELL BANKER REALTY
$16,000 per month
4879 Commonwealth Dr, Sarasota, FL 34242
Lease a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly
Daniel Petrilla PREFERRED SHORE LLC
$2,750 per month
4615 Lords Ave, Sarasota, FL 34231
Don't miss this incredible opportunity to rent this house minutes away from Siesta Key!Welcome to your perfect coastal getaway! This beautifully maintained 3-bedroom, 1-bath home offers the ideal blend of comfort, convenience, and Florida charm. Located just a short drive from the world-renowned Siesta Key Beach, you’ll enjoy the best of beachside living while being close to shopping, dining, and
Felix Barreto LA ROSA REALTY ORLANDO LLC
$2,400 per month
5591 Cannes Cir Unit 204, Sarasota, FL 34231
Experience luxurious Florida living at Phillippi Landings, a waterfront community nestled along the tranquil shores of Phillippi Creek. Here, nature's beauty, serenity, and a top-tier lifestyle harmonize seamlessly. Immerse yourself in luxury with this large 2BR/2BA Alicante condominium featuring a brand new AC system and a Den/Office. The kitchen comes equipped with ceiling height cabinets and
Andrew Johnston REALTY PLAZA
$3,500 per month
1700 Cove II Place Unit 310, Sarasota, FL 34242
Weekly Rental – Stunning Water Views & Deeded Beach Access | Siesta KeyAlso Available Monthly from July 10th monthly 3500.00 plus taxes and fees. Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the spacious patio, along with deeded access to the powdery white sands of world-famous Siesta Key
Robert Bevington SHOWTIME REALTY
$5,000 per month
4946 Commonwealth Dr, Sarasota, FL 34242
Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private dock, watching for playful manatees and jumping fish,
Beth Dilley ASCENDIA REAL ESTATE
$14,000 per month
412 Treasure Boat Way, Sarasota, FL 34242
Discover your dream home with this exquisite single family residence available for annual rental. This remarkable property redefines elegance and comfort, featuring stunning one-of-a-kind architecture that combines exceptional design with spacious living. Crafted for discerning tenants who appreciate the finer things in life, the home boasts four generously sized bedrooms and three luxurious
Beth Dilley ASCENDIA REAL ESTATE
$4,950 per month
2411 Nassau St, Sarasota, FL 34231
You will not want to miss out on this amazing opportunity! This stunning, furnished home provides you and your family with over 1,800 sq. ft. of living space, 3-bedrooms, 2-bathrooms, a garage, an outdoor oasis with a pool, and a dock with views of Phillippi Creek! This home features lovely details, including tile flooring, neutral paint, high ceilings, and large windows throughout creating a
Kathy Wagenhauser RYNTAL
$2,100 per month
2332 Canalbluff Place Unit V298, Sarasota, FL 34231
Welcome to Strathmore Villas, a very active 55+ private, waterfront boating community! This is a Stand-alone Villa located at the end of a cul-de-sac and in a very private setting. This 2bed/2bath villa has been beautifully updated throughout. It has porcelain tile floors, the kitchen has granite countertops, wood cabinetry, and stainless-steel appliances. Both bathrooms are also updated, with
Chrissie Cummings JENNETTE PROPERTIES INC
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