$6,500 per month
- 3 Beds
- 2.5 Baths
- 2,260 Sq Ft
- Condo for Rent
5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242
5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242
159
Homes for Rent in ZIP Code 34242
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$5,500 per month
- 2 Beds
- 2 Baths
- 1,626 Sq Ft
- House for Rent
1203 Lyric Ln, Sarasota, FL 34242
1203 Lyric Ln, Sarasota, FL 34242 -
$2,200 per month
- 1 Bed
- 1 Bath
- 797 Sq Ft
- Condo for Rent
5631 Midnight Pass Rd Unit 1001, Sarasota, FL 34242
5631 Midnight Pass Rd Unit 1001, Sarasota, FL 34242 -
$3,200 per month
- 2 Beds
- 2 Baths
- 980 Sq Ft
- Condo for Rent
110 Vista Hermosa Cir Unit 304, Sarasota, FL 34242
110 Vista Hermosa Cir Unit 304, Sarasota, FL 34242 -
$2,495 per month
- 1 Bed
- 1 Bath
- 778 Sq Ft
- Condo for Rent
9397 Midnight Pass Rd Unit 603, Sarasota, FL 34242
9397 Midnight Pass Rd Unit 603, Sarasota, FL 34242 -
$4,500 per month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Condo for Rent
137 Avenida Messina Unit 2, Sarasota, FL 34242
137 Avenida Messina Unit 2, Sarasota, FL 34242 -
$4,900 per month
- 2 Beds
- 2 Baths
- 1,557 Sq Ft
- Condo for Rent
199 Whispering Sands Dr Unit 105, Sarasota, FL 34242
199 Whispering Sands Dr Unit 105, Sarasota, FL 34242 -
$1,950 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Condo for Rent
7006 Midnight Pass Rd, Siesta Key, FL 34242
7006 Midnight Pass Rd, Siesta Key, FL 34242Live near the #1 rated beach in the Nation. Newly updated tile flooring throughout. Plenty of outdoor lighting shines through. One bedroom/1 bathroom unfurnished annual rental condo. Walk in shower. Large, private lanai. Walk in closet. Storage closet. The area is a quiet residential neighborhood located within walking distance of Crescent Beach on Siesta Key, Point of Rocks, Beach Access #13.
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$8,500 per month
- 5 Beds
- 4 Baths
- 2,510 Sq Ft
- House for Rent
324 Siesta Dr, Sarasota, FL 34242
324 Siesta Dr, Sarasota, FL 34242SIESTA KEY POOL HOME FOR LEASE This Contemporary-European style home is UNIQUE and LUXURIOUS. Move In Ready-UNFURNISHED FIVE BEDROOMS & FOUR BATHS. Corner lot with the entire property walled and gated for full privacy. The wrap around paver courtyard and patio surrounds the the home and pool. This beautiful restored home boasts soaring 12-foot ceilings on both first and second level. Quality
Patrice Ivan WAGNER REALTY
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$1,950 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Condo for Rent
7006 Midnight Pass Rd, Siesta Key, FL 34242
7006 Midnight Pass Rd, Siesta Key, FL 34242Live near the #1 rated beach in the Nation. Newly updated tile flooring throughout. Plenty of outdoor lighting shines through. One bedroom/1 bathroom unfurnished annual rental condo. Walk in shower. Large, private lanai. Walk in closet. Storage closet. The area is a quiet residential neighborhood located within walking distance of Crescent Beach on Siesta Key, Point of Rocks, Beach Access #13.
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$3,500 per month
- 2 Beds
- 2 Baths
- 1,131 Sq Ft
- House for Rent
5141 Saint Albans Ave, Sarasota, FL 34242
5141 Saint Albans Ave, Sarasota, FL 34242Available now for an annual or 6-month lease, this furnished home is located in a coveted Siesta Key neighborhood, just moments from Siesta Village and Siesta Beach. It combines rustic charm with modern comfort, featuring a spacious living and dining area, an open kitchen with a breakfast bar, and a screened porch with tropical views. The master bedroom loft includes an en-suite bathroom and
Anthony Dalesandro BRIGHT REALTY
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$8,000 per month
- 4 Beds
- 2 Baths
- House for Rent
567 Venice Ln, Siesta Key, FL 34242
567 Venice Ln, Siesta Key, FL 34242Property Id: 2125810Live the island lifestyle in this beautifully furnished 4-bedroom, 2-bath home ideally located just minutes from both Siesta Key Beach and the vibrant Siesta Village. This spacious residence offers a perfect blend of comfort and convenience, with an open layout designed for entertaining and everyday living.Step outside to your private oasis featuring a large
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$17,000 per month
- 4 Beds
- 3 Baths
- 2,838 Sq Ft
- House for Rent
5334 Calle Florida, Sarasota, FL 34242
5334 Calle Florida, Sarasota, FL 34242Beautiful home that was rebuilt in 1997 located on Palm Island on Siesta Key. Palm Island is considered the “heart of Siesta Key”. When the home was rebuilt it was raised 10 feet above ground. This home is a short walk to Siesta Beach, which has been named the #1 Beach in the USA numerous times. It is also just minutes from the Village that has restaurants, shopping, etc. You would have access to
Pat Gillum RE/MAX ALLIANCE GROUP
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$2,900 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Condo for Rent
6703 Midnight Pass Rd Unit 115, Sarasota, FL 34242
6703 Midnight Pass Rd Unit 115, Sarasota, FL 34242Property 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.
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$7,500 per month
- 2 Beds
- 2 Baths
- 896 Sq Ft
- Condo for Rent
1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
1137 N Moonmist Ct Unit L7, Sarasota, FL 34242This is a short term rental. Listing reflects peak season rate. Available peak season months: January 2026, February 2026, April 2026. Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the
Beth Dilley ASCENDIA REAL ESTATE
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$6,500 per month
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
- Condo for Rent
420 Beach Rd Unit 505, Sarasota, FL 34242
420 Beach Rd Unit 505, Sarasota, FL 34242Property 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
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$3,000 per month
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
- Condo for Rent
9397 Midnight Pass Rd Unit 405, Sarasota, FL 34242
9397 Midnight Pass Rd Unit 405, Sarasota, FL 34242Here’s is your chance to live on the SOUTHERNMOST TIP OF SIESTA KEY and enjoy STUNNING SUNRISES & SUNSETS all year long. This ANNUAL RENTAL is located at The Pointe, the CLOSEST CONDO complex to MIDNIGHT PASS! This one-of-a-kind gated community encompasses over 5+ acres of PRIME WATERFRONT real estate and is loaded with amenities including tennis, pickleball, fitness center, heated lap pool,
Adam Waxler UKEEPCOMMISSION REAL ESTATE
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$2,000 per month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242
6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242Tenant has access to all amenities located within Midnight Cove II such as tennis courts, swimming pool and grilling/picnic area.
Michelle Lentini EXCEPTIONS REALTY
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$8,400 per month
- 4 Beds
- 4 Baths
- 2,134 Sq Ft
- House for Rent
1100 Point of Rocks Rd, Sarasota, FL 34242
1100 Point of Rocks Rd, Sarasota, FL 34242This is a short term rental. Listing reflects peak season weekly rate. Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Sanctuary at the Point offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and South Siesta Key Village make it an exceptional choice for creating unforgettable memories. This spacious, fully
Beth Dilley ASCENDIA REAL ESTATE
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$6,000 per month
- 3 Beds
- 2.5 Baths
- 2,012 Sq Ft
- Townhouse for Rent
357 Tierra Mar Ln Unit 5, Sarasota, FL 34242
357 Tierra Mar Ln Unit 5, Sarasota, FL 34242Siesta Key Furnished Annual Rental. You will love living in this quiet enclave of 6 homes, tucked away from all of the hustle and bustle but walkable to all of the many dining, shopping and entertainment venues the vibrant Siesta Key Village offers! This amazing Townhome lives like a private residence and offers 3 bedrooms, and 2 and one half baths. This gorgeous home is tastefully decorated and
Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY
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$3,500 per month
- 1 Bed
- 1 Bath
- 778 Sq Ft
- Condo for Rent
9397 Midnight Pass Rd Unit P3, Sarasota, FL 34242
9397 Midnight Pass Rd Unit P3, Sarasota, FL 34242Discover your island escape at The Pointe at Midnight Pass on Siesta Key.This beautifully updated 1-bedroom, 1-bath penthouse condo blends comfort and style with sweeping water views from every room. Sleeps 4. Located on the quiet southern end of Siesta Key, this top-floor retreat sits within a secure, 5+ acre gated community surrounded by lush tropical landscaping. From your windows and
Andrea Eck CAPITAL REAL ESTATE ENTERPRISE
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$7,900 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Property for Rent
4660 Ocean Blvd Unit N1, Sarasota, FL 34242
4660 Ocean Blvd Unit N1, Sarasota, FL 34242Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gulf Coast, where pristine sands meet crystal-clear waters.This exquisite 2-bedroom, 2-bathroom condo is your ticket to an unforgettable retreat. Step into your sun-drenched sanctuary, tastefully furnished to embody comfort and
Robert Bevington SHOWTIME REALTY
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$12,000 per month
- 2 Beds
- 2 Baths
- 1,464 Sq Ft
- Condo for Rent
19 Whispering Sands Dr Unit 302, Sarasota, FL 34242
19 Whispering Sands Dr Unit 302, Sarasota, FL 34242Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right outside your door.Step inside to discover a bright, open layout that
Frank Golio SARASOTA REALTY CENTER LLC
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$5,250 per month
- 3 Beds
- 2.5 Baths
- 2,749 Sq Ft
- House for Rent
510 Givens St, Sarasota, FL 34242
510 Givens St, Sarasota, FL 34242Come check out this beautiful, fully furnished home offering 2,749 square feet of thoughtfully designed living space. Featuring a spacious master bedroom with an en-suite bathroom, a walk-in shower, and a relaxing bathtub, plus two additional generously sized bedrooms perfect for family or guests. The oversized living room is filled with natural light from a patio door opening to a screened-in
Terrence Garner GULF INCOME PROPERTIES, LLC
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$7,500 per month
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
- Condo for Rent
8635 Midnight Pass Rd Unit 206C, Sarasota, FL 34242
8635 Midnight Pass Rd Unit 206C, Sarasota, FL 34242Fantastic Beach to Bay community on south Siesta Key! Beach side cabanas, and bayside Boat/Fishing docks. Amazing waterfront views from this 2nd floor 2BR/2BA turnkey furnished condo. Grill areas and pools on both bay side and gulf side. Available anytime except for March 2026. 2025 rates are $1500/wk, 2026 Season rates are $7500/mo (one month minimum during season).
Stacey Andrews ANDREWS & ASSOCIATES REALTY
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$6,000 per month
- 2 Beds
- 2 Baths
- 1,338 Sq Ft
- Condo for Rent
8776 Midnight Pass Rd Unit C107, Sarasota, FL 34242
8776 Midnight Pass Rd Unit C107, Sarasota, FL 34242Available for Annual Rental – Experience the best of Siesta Key living at the Island Reef Association on Turtle Beach. This beautifully designed condo is offered fully turnkey furnished, showcasing exceptional attention to detail and high-quality finishes throughout.Island Reef delivers Beach-to-Bay luxury resort-style living with amenities that include two heated pools, a fitness center,
Robert Bevington SHOWTIME REALTY
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$2,750 per month
- 2 Beds
- 2 Baths
- 1,338 Sq Ft
- Condo for Rent
8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242
8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242Available 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
Robert Bevington SHOWTIME REALTY
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$6,000 per month
- 2 Beds
- 2 Baths
- 1,210 Sq Ft
- House for Rent
6005 Midnight Pass Rd Unit S4, Sarasota, FL 34242
6005 Midnight Pass Rd Unit S4, Sarasota, FL 34242Welcome 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.
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$3,600 per month
- 3 Beds
- 2 Baths
- 1,737 Sq Ft
- Condo for Rent
1255 Dockside Place Unit 211, Sarasota, FL 34242
1255 Dockside Place Unit 211, Sarasota, FL 34242Welcome 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.
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$3,400 per month
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- Condo for Rent
8701 Midnight Pass Rd Unit 106A, Sarasota, FL 34242
8701 Midnight Pass Rd Unit 106A, Sarasota, FL 34242The owners are open and flexible, and are happy to consider all reasonable rental offers. Prime Location! Prime Living! Whether you're a local professional or a traveling professional seeking a long-term home base, this UNFURNISHED condo offers the perfect blend of comfort, convenience, and low-maintenance living. Located in the meticulously maintained Turtle Bay Community, this spacious and
Justin Piccillo KW COASTAL LIVING III
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$3,150 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1250 N Portofino Dr Unit 302, Sarasota, FL 34242
1250 N Portofino Dr Unit 302, Sarasota, FL 3424255+ 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.
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$2,800 per month
- 1 Bed
- 1 Bath
- 748 Sq Ft
- House for Rent
6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242
6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242Welcome 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.
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$10,000 per month
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Condo for Rent
5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242Welcome 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
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$5,000 per month
- 3 Beds
- 2 Baths
- 1,840 Sq Ft
- House for Rent
735 Birdsong Ln, Sarasota, FL 34242
735 Birdsong Ln, Sarasota, FL 34242Looking 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
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$8,500 per month
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Condo for Rent
1221 Siesta Bayside Dr Unit 1221A, Sarasota, FL 34242
1221 Siesta Bayside Dr Unit 1221A, Sarasota, FL 34242Beautifully 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
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$10,500 per month
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
- Condo for Rent
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242Welcome 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
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$5,000 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242Beachfront Bliss at Casa Mar – Siesta KeyDreaming of a Siesta Key getaway? Welcome to Unit 15 at Casa Mar, a charming 1BR/1BA beachfront condo that offers the perfect mix of relaxation and resort-style fun.Step outside and enjoy exclusive access to Casa Mar’s private stretch of quartz-white sand, complete with lounge chairs for sunbathing and unforgettable Gulf views. Cool off with a swim
Robert Bevington SHOWTIME REALTY
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$6,500 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1215 S Portofino Dr Unit 202, Sarasota, FL 34242
1215 S Portofino Dr Unit 202, Sarasota, FL 34242BEAUTIFUL 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
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$20,000 per month
- 3 Beds
- 3 Baths
- 1,898 Sq Ft
- Condo for Rent
22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242
22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242RATES 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
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$14,000 per month
- 3 Beds
- 2 Baths
- 1,452 Sq Ft
- House for Rent
211 Island Cir, Sarasota, FL 34242
211 Island Cir, Sarasota, FL 34242AVAILABLE 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
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