$15,000 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
150
Homes for Rent in ZIP Code 34242
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$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 -
$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 -
$2,500 per month
- 1 Bed
- 1 Bath
- 702 Sq Ft
- Condo for Rent
6703 Midnight Pass Rd Unit 108, Sarasota, FL 34242
6703 Midnight Pass Rd Unit 108, Sarasota, FL 342421 bedroom ground floor apartment with a garden / patio, pool, short walk to the beach. This one bedroom, one bath ground floor apartment with ceramic tile and an enclosed backyard/garden for lounging and barbecuing. Brand new AC, new cabinets, and granite counter tops in the kitchen along with a new ceramic top stove, microwave and dishwasher and a living room set with a queen size sofa
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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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$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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$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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$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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$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 34242Siesta 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
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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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$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 IN SEASON! 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 quick, short
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
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$6,000 per month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Condo for Rent
9200 Midnight Pass Rd Unit 10, Sarasota, FL 34242
9200 Midnight Pass Rd Unit 10, Sarasota, FL 34242Furnished 2BR/2BA Condo! Available December 1, 2025-March 1, 2026. Utilities included.
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$20,000 per month
- 3 Beds
- 3 Baths
- 1,898 Sq Ft
- Condo for Rent
22 Sandy Cove Rd Unit 105W, Sarasota, FL 34242
22 Sandy Cove Rd Unit 105W, Sarasota, FL 34242Welcome 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 updated with all-new finishes, furnishings, and a
Cole Collins COLDWELL BANKER REALTY
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$3,995 per month
- 3 Beds
- 2 Baths
- 2,134 Sq Ft
- House for Rent
733 Tropical Cir, Sarasota, FL 34242
733 Tropical Cir, Sarasota, FL 34242Siesta Key Custom Pool Home, Vaulted Ceilings and Skylights- Architectural Gem.Welcome to 733 Tropical Circle — a custom-designed retreat tucked away in the heart of Siesta Key. This 3-bedroom, 2-bathroom home offers a unique blend of natural warmth, architectural character, and relaxed coastal charm.Step inside to soaring ceilings with skylights and stunning wood accents that fill
Alyssa Cromie NEXTHOME EXCELLENCE
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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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$5,500 per month
- 2 Beds
- 2 Baths
- 1,790 Sq Ft
- House for Rent
5518 Shadow Lawn Dr, Sarasota, FL 34242
5518 Shadow Lawn Dr, Sarasota, FL 342422 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
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$16,450 per month
- 4 Beds
- 3 Baths
- 2,450 Sq Ft
- House for Rent
4879 Commonwealth Dr, Sarasota, FL 34242
4879 Commonwealth Dr, Sarasota, FL 34242Lease 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
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$3,500 per month
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Condo for Rent
1700 Cove II Place Unit 310, Sarasota, FL 34242
1700 Cove II Place Unit 310, Sarasota, FL 34242Weekly 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
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$5,000 per month
- 3 Beds
- 2.5 Baths
- 2,080 Sq Ft
- House for Rent
4946 Commonwealth Dr, Sarasota, FL 34242
4946 Commonwealth Dr, Sarasota, FL 34242Discover 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
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$14,000 per month
- 4 Beds
- 3 Baths
- 2,341 Sq Ft
- House for Rent
412 Treasure Boat Way, Sarasota, FL 34242
412 Treasure Boat Way, Sarasota, FL 34242Discover 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
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$3,500 per month
- 2 Beds
- 2 Baths
- 1,303 Sq Ft
- Condo for Rent
8767 Midnight Pass Rd Unit 106F, Sarasota, FL 34242
8767 Midnight Pass Rd Unit 106F, Sarasota, FL 34242Spacious two-bedroom Condo in Sarasota Florida on Siesta Key with deeded beach access! 2024 Trip Advisors named Siesta Key beaches the second-best in the United States and ninth best in the World. The Gulf side, private beach is less than a 5-minute walk within the confines of the Island Reef Condo Assoc. The Bay side is less congested than the Gulf Side and your pool, grill, shuffleboard, tennis
Vincent Muzychko EXP REALTY LLC
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$4,500 per month
- 1 Bed
- 1 Bath
- 708 Sq Ft
- Condo for Rent
6006 Midnight Pass Rd Unit 21, Sarasota, FL 34242
6006 Midnight Pass Rd Unit 21, Sarasota, FL 34242Discover your beachside retreat on world-famous Siesta Key! This beautifully updated 1-bedroom, 1-bath ground-floor condo in the sought-after Casa Mar community offers the ultimate in coastal convenience—just a short stroll to private deeded beach access and the whi te sands of Siesta Beach.Step inside to a smoke-free, pet-free unit featuring wood plank flooring, modern leather furnishings, and
Robert Bevington SHOWTIME REALTY
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$13,500 per month
- 4 Beds
- 3.5 Baths
- 2,641 Sq Ft
- House for Rent
577 Venice Ln, Sarasota, FL 34242
577 Venice Ln, Sarasota, FL 34242Experience luxury living in this 2021 custom pool home located in one of Siesta Key’s most desirable neighborhoods. Featuring four spacious bedrooms, 3.5 baths, and a dedicated office, this modern West Indies-inspired home offers an open floor plan with soaring ceilings, abundant natural light, and coastal design. The gourmet kitchen boasts quartz countertops, stainless appliances, a walk-in
Robert Ruiz WILLIAM RAVEIS REAL ESTATE
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$5,895 per month
- 3 Beds
- 2 Baths
- 2,098 Sq Ft
- House for Rent
935 Contento St, Sarasota, FL 34242
935 Contento St, Sarasota, FL 34242NEW PRICE! Rare waterfront Siesta Key pool home available for annual rental! This beautifully-renovated 3/2/2 pool home in Siesta Isles is available for immediate occupancy. This impressive property offers 100 feet of waterfront along Siesta Key's Grand Canal. The gourmet kitchen features quartz counters, stainless steel appliances, built-in microwave/wall-oven combo, island cooktop with hood
Jennifer Herman MOUNT VERNON PROPERTY MGMT INC
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$6,000 per month
- 3 Beds
- 2 Baths
- 1,823 Sq Ft
- House for Rent
1224 S View Dr, Sarasota, FL 34242
1224 S View Dr, Sarasota, FL 34242Stunning Renovated Home for Long-Term Rent in Siesta Cove. Discover your dream coastal lifestyle in this beautifully renovated single-family home located in the exclusive neighborhood of Siesta Cove, just steps away from the acclaimed Siesta Key Beach—voted the number one beach in the United States! This elegant residence boasts 3 spacious bedrooms and 2 luxurious bathrooms, offering a high
Beth Dilley ASCENDIA REAL ESTATE
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$7,500 per month
- 4 Beds
- 3 Baths
- 2,392 Sq Ft
- House for Rent
306 Island Cir, Sarasota, FL 34242
306 Island Cir, Sarasota, FL 34242Available now. Lovely pool home with canal water frontage located in Siesta Key's peaceful and secluded neighborhood of PalmIsland. Completely renovated with new kitchen, bathrooms, and floor coverings throughout this island retreat. Walk four blocks to the crystalsands of world famous Siesta Beach, and just a short walk to the Village. Beautiful backyard with spacious patio, heated swimming
Timothy Bloch QUEST PROPERTIES INC
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$12,600 per month
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
- House for Rent
301 Avenida Madera Unit B, Sarasota, FL 34242
301 Avenida Madera Unit B, Sarasota, FL 34242Current Availability: 4/6/2025 This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a short walk to the beach. Our 2 bedroom 2 bath beautifully updated property offers a coastal theme and open floor plan. A queen size sofa bed and an auto -inflatable queen size EZ Bed, makes this home comfortable to sleep 6 occupants. Granite countertops, stainless steel
Robert Bevington SHOWTIME REALTY
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$12,600 per month
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
- House for Rent
301 Avenida Madera Unit A, Sarasota, FL 34242
301 Avenida Madera Unit A, Sarasota, FL 34242Current Availability: 5/19/2024-5/25/2024, 5/30/2024-6/7/2024, 6/23/2024-7/26/2024, 8/24/2024-10/25/2024, 11/3/2024-11/7/2024, 11/17/2024-12/5/2024 If you are looking for the perfect location for your next vacation, then your search is over! This 2 bedroom, 2 bath property features a prime location within The Village of Siesta Key and is a few blocks to the beach. Beautifully updated, this home
Robert Bevington SHOWTIME REALTY
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$7,000 per month
- 4 Beds
- 3 Baths
- 2,439 Sq Ft
- House for Rent
4852 Featherbed Ln, Sarasota, FL 34242
4852 Featherbed Ln, Sarasota, FL 34242SIESTA KEY, Sarasota, Single Family Pool Home….Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and
Jane Hunter JENNETTE PROPERTIES INC
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$15,500 per month
- 4 Beds
- 4 Baths
- 5,060 Sq Ft
- House for Rent
1202 Sharswood Ln, Sarasota, FL 34242
1202 Sharswood Ln, Sarasota, FL 34242Annual, partially furnished single-family pool home is available for lease on Siesta Key. In the gated community of Spice Bay, this four-bedroom plus den London Bay home is 5,000 square feet of tasteful luxury. The small community of Spice Bay has a private dock on Sarasota Bay and the home comes with a 14,000-pound boat lift plus two floating jet ski docks. The home features a gourmet kitchen,
Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY
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$4,000 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
1200 E Peppertree Ln Unit 305, Sarasota, FL 34242
1200 E Peppertree Ln Unit 305, Sarasota, FL 342423rd floor beautifully appointed. 2 bedroom 2 bath Unit is available Seasonal $7500; Yearly or 6 month rental $4500.000 Underground parking (1) space. Your own private washer and dryer inside unit. Tennis and pickle ball courts. Private Beach with Chairs. 2 heated pools, fitness room, clubhouses, fishing pier. Location is great.
Lisa Beach WATERSIDE REALTY LLC
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$8,900 per month
- 3 Beds
- 2 Baths
- 1,495 Sq Ft
- Condo for Rent
1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242
1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. With breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great
Andy Moore GULF COAST REALTY & MANAGEMENT
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$2,000 per month
- 1 Bed
- 2 Baths
- 780 Sq Ft
- Condo for Rent
1300 N Portofino Dr Unit 205, Sarasota, FL 34242
1300 N Portofino Dr Unit 205, Sarasota, FL 34242Available now through Dec 2025 for $2,000 per month. Available Jan-Mar 2026 for $6,000 per month. Welcome to your dream coastal escape in beautiful Siesta Harbor on Siesta Key! This turnkey furnished; spacious one-bedroom, two-bath condo is available now through October 2025. Perfectly situated along a peaceful canal, it offers stunning water views and a truly relaxing atmosphere. Just a short
Jonathan OSteen O'STEEN GROUP INC
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$5,750 per month
- 2 Beds
- 2 Baths
- 1,583 Sq Ft
- House for Rent
7303 Midnight Pass Rd, Sarasota, FL 34242
7303 Midnight Pass Rd, Sarasota, FL 34242Siesta Key Long-Term Rental – Walk to the Beach!Welcome to your island escape on south Siesta Key! This beautifully maintained 2-bedroom, 2-bathroom home offers over 1,500 square feet of living space and a rare 2-car garage. Ideally located just minutes from Crescent Beach and Turtle Beach, you’ll enjoy the best of Siesta Key living—sun, sand, and serenity.Fully furnished and
Drew Jacobsen THE SARASOTA REAL ESTATE COMP.
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$8,500 per month
- 3 Beds
- 4 Baths
- 2,168 Sq Ft
- House for Rent
1256 Riegels Landing Dr, Sarasota, FL 34242
1256 Riegels Landing Dr, Sarasota, FL 34242This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full
Christopher Davenport STARLINK REALTY INC
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$3,000 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
4660 Ocean Blvd Unit Q2, Sarasota, FL 34242
4660 Ocean Blvd Unit Q2, Sarasota, FL 34242**Beachfront Bliss in Siesta Key? Modern 2 Bed, 2 Bath Condo** Discover this Gulf Front community retreat minutes walk to the heart of Siesta Key Village and #1 sand beach, with this stunning updated open floor plan 2-bedroom, 2-bathroom 2nd level resort living. Move in ready! Nestled along the pristine shores, this unit offers a wonderful blend of modern comfort and coastal charm. Step inside
Adam Sabari LPT REALTY, LLC
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$8,000 per month
- 4 Beds
- 3 Baths
- 3,963 Sq Ft
- House for Rent
1102 Horizon View Dr, Sarasota, FL 34242
1102 Horizon View Dr, Sarasota, FL 34242Don't miss this spectacular custom Italian-designed four-bedroom, three-bathroom home for rent! Located in the beautiful, quiet, and highly sought-after Tortoise Estates. The home comes with deeded access directly to the beach and sparkling gulf waters. It is only steps from the marina, boat dock, and kayaking. It is a short bike or trolley ride to the heart of Siesta Village, with all the best
Domanic Calamese KW COASTAL LIVING III
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