$12,500 per month
- 4 Beds
- 3.5 Baths
- 5,012 Sq Ft
- House for Rent
1707 Caribbean Dr, Sarasota, FL 34231
1707 Caribbean Dr, Sarasota, FL 34231
55
Coral Cove/Holiday Harbor Homes for Rent
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$5,000 per month
- 3 Beds
- 2.5 Baths
- 2,196 Sq Ft
- House for Rent
7860 Holiday Dr, Sarasota, FL 34231
7860 Holiday Dr, Sarasota, FL 34231 -
$1,600 per month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Apartment for Rent
1630 Redwood St Unit B-1, Sarasota, FL 34231
1630 Redwood St Unit B-1, Sarasota, FL 34231 -
$8,500 per month
- 4 Beds
- 5 Baths
- 18,355 Sq Ft
- House for Rent
6139 Hollywood Blvd, Sarasota, FL 34231
6139 Hollywood Blvd, Sarasota, FL 34231 -
$6,500 per month
- 4 Beds
- 3 Baths
- 2,285 Sq Ft
- House for Rent
6304 Beechwood Ave, Sarasota, FL 34231
6304 Beechwood Ave, Sarasota, FL 34231 -
$9,700 per month
- 3 Beds
- 2 Baths
- 1,888 Sq Ft
- House for Rent
1723 Stanford Ln, Sarasota, FL 34231
1723 Stanford Ln, Sarasota, FL 34231 -
$2,095 - $2,195 per month
1700-1704 Redwood St, Sarasota, FL 34231Apartment for Rent
2 Beds
1700-1704 Redwood St, Sarasota, FL 34231
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$4,250 per month
- 2 Beds
- 2 Baths
- 1,312 Sq Ft
- Apartment for Rent
2308 Waterbluff Place Unit V304, Sarasota, FL 34231
2308 Waterbluff Place Unit V304, Sarasota, FL 34231Sarasota 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
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$2,375 per month
- 3 Beds
- 2 Baths
- 1,516 Sq Ft
- House for Rent
5730 Volsella Place, Sarasota, FL 34231
5730 Volsella Place, Sarasota, FL 34231Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2434.90. That covers your base rent, $2375.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart
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$1,500 per month
- 1 Bed
- 1 Bath
- 633 Sq Ft
- Apartment for Rent
1644 Redwood St, Sarasota, FL 34231
1644 Redwood St, Sarasota, FL 34231Apply 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,
Colbey Mason RYNTAL
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$6,500 per month
- 3 Beds
- 2 Baths
- 1,995 Sq Ft
- House for Rent
1649 Stanford Ln, Sarasota, FL 34231
1649 Stanford Ln, Sarasota, FL 34231No 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
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$2,370 per month
- 3 Beds
- 2 Baths
- 1,551 Sq Ft
- House for Rent
2472 Waneta Dr, Sarasota, FL 34231
2472 Waneta Dr, Sarasota, FL 34231Welcome 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
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$3,500 per month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
5769 Antietam Dr, Sarasota, FL 34231
5769 Antietam Dr, Sarasota, FL 34231Newly Renovated property with large fenced yard and upscale landscaping. Lawn maintenance and pest control included in rent. New appliances. No pets allowed.
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$2,830 per month
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- House for Rent
2429 Apache St, Sarasota, FL 34231
2429 Apache St, Sarasota, FL 34231Welcome 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
Hunter Fendley MAIN STREET RENEWAL LLC
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$2,150 per month
- 2 Beds
- 1 Bath
- 1,200 Sq Ft
- House for Rent
6017 Crestwood Ave, Sarasota, FL 34231
6017 Crestwood Ave, Sarasota, FL 34231Welcome to your new home in the Woods of Sarasota. This charming unfurnished duplex features a bright inviting tiled living area, kitchen, and dining area/sunroom. The bedrooms are carpeted for added warmth and comfort. The bathroom includes a convenient tub/shower combination. Enjoy the outdoors and fenced backyard offering privacy for play, pets, or entertaining under the Florida sun. An
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$2,200 per month
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
- Apartment for Rent
2332 Canalbluff Place Unit V298, Sarasota, FL 34231
2332 Canalbluff Place Unit V298, Sarasota, FL 34231Welcome 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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$2,100 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Townhouse for Rent
2035 Jo an Dr Unit 2035, Sarasota, FL 34231
2035 Jo an Dr Unit 2035, Sarasota, FL 34231Beautiful 2 Bedroom, 2 Bath. Walk to Beach & ShopsSpacious and well-maintained duplex in a safe, quiet neighborhood. Just a short walk to the beach, local stores, and restaurants. Perfect for anyone looking for comfort, convenience, and coastal living.
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$2,000 per month
- 2 Beds
- 1 Bath
- 1,038 Sq Ft
- Apartment for Rent
1648 Redwood St, Sarasota, FL 34231
1648 Redwood St, Sarasota, FL 34231Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! If you're looking to live close to Siesta Key, this home is the place for you! This spacious 2-bedroom, 1-bathroom home features over 1,000 sq. ft. of living space and sits at the forefront of a quiet street surrounded by a tropical landscape. Details
Colbey Mason RYNTAL
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$2,250 per month
- 2 Beds
- 1 Bath
- 1,250 Sq Ft
- Condo for Rent
6017 Crestwood Ave Unit A, Sarasota, FL 34231
6017 Crestwood Ave Unit A, Sarasota, FL 34231By Owner near Siesta Key. Stickney Bridge (South) area. Unfurnished duplex. 2/1 Large fenced backyard. Multiple parking spots. Carport. Laundry hookup. Water included. Tile floors. Carpeted bedrooms. Front porch. Sunroom with sliding doors. Back patio area. Pets upon approval.
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$2,095 per month
- 2 Beds
- 2 Baths
- 1,480 Sq Ft
- House for Rent
2310 Canalbluff Place Unit V-287, Sarasota, FL 34231
2310 Canalbluff Place Unit V-287, Sarasota, FL 34231Strathmore Riverside, conveniently located off of Constitution Blvd/Swift Rd., has all you will need to enjoy maintenance free living in this 55 and up community. Located just 4`to 6 miles from Siesta Key and our vibrant downtown, this community is private, quiet and very close to shopping. There is also a marina, library. fitness center, billiard room and heated pool. This two-bedroom, two bath
Robin Turner WATERSIDE REALTY LLC
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$2,000 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Townhouse for Rent
2033 Jo an Dr, Sarasota, FL 34231
2033 Jo an Dr, Sarasota, FL 34231This property is ideal for a small family, offering exceptional convenience with its proximity to a shopping center and just a 5-minute walk to the beach. It's perfectly situated near all the essentials, and the recently renovated home features a modern, clean, and welcoming atmosphere.
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$2,950 per month
- 4 Beds
- 3 Baths
- 2,513 Sq Ft
- House for Rent
1836 Ridgewood St, Sarasota, FL 34231
1836 Ridgewood St, Sarasota, FL 34231Location, Location, Location! Spacious 4-bedroom, 3-bathroom house with private fenced backyard located West of 41. Great neighborhood just minutes from beautiful Siesta Key Beaches and A rated schools. This family home features open floor plan, cathedral ceilings, kitchen with a lot of cabinets, gas stove, breakfast bar and granite counters, 2 bdrms on opposite sides of the home, and separate
Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE
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$2,350 per month
- 2 Beds
- 2 Baths
- 1,155 Sq Ft
- Apartment for Rent
5849 Tidewood Ave Unit 12, Sarasota, FL 34231
5849 Tidewood Ave Unit 12, Sarasota, FL 34231Amazing Opportunity – Annual Rental Available June 1, 2025!Don’t miss this beautifully updated 2-bedroom, 2-bath villa in the sought-after Baywood Colony Villas, just minutes from Siesta Key Beach. Nestled along the Intracoastal Waterway, this villa boasts western rear exposure—perfect for enjoying breathtaking sunsets from the waterfront or your private lanai.Step inside to a bright, open floor
Robert Bevington SHOWTIME REALTY
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$2,350 per month
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
- Condo for Rent
1601 Southwood St Unit 1601, Sarasota, FL 34231
1601 Southwood St Unit 1601, Sarasota, FL 34231West of the Trail, FURNISHED remodeled light and bright 2 bedroom, 2 bath condo, a ground-floor, end unit with lots of windows and easy access. Enjoy a front lanai that is fully enclosed with glass that slides open and is screened for year-round enjoyment. The Living Room is tasteful in Modern Decor and Filled with Light. The Second Bedroom has plenty of room as an Office/Den or bedroom. Turnkey
John Werner BLUE SKY REAL ESTATE
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$3,500 per month
- 2 Beds
- 2 Baths
- 1,639 Sq Ft
- House for Rent
8251 Varenna Dr, Sarasota, FL 34231
8251 Varenna Dr, Sarasota, FL 34231The spacious, open-concept floor plan in the highly desirable Esplanade at Siesta Key features 2 bedrooms, 2 bathrooms, and a versatile den/office complete with a mirrored Murphy bed and custom cabinetry perfect for guests or dedicated workspace. Freshly painted with designer touches throughout, from tray ceilings and crown moldings to custom window treatments and wood-look tile flooring. Fully
Jorge Zea BLUE LIGHTHOUSE REALTY INC
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$2,200 per month
- 2 Beds
- 2 Baths
- 1,016 Sq Ft
- Condo for Rent
1624 Stickney Point Rd Unit 108, Sarasota, FL 34231
1624 Stickney Point Rd Unit 108, Sarasota, FL 34231AVAILABILITY: May, June, July, August 2025: $2,000/month plus fees & taxes September & October 2025: $2,400/month plus fees & taxes Discover the epitome of coastal living in this inviting 2-bedroom 1st floor condominium, strategically nestled just steps away from one of two heated pools, offering an ideal blend of comfort and convenience. This resort-style community, ideally located on the
Robert Bevington SHOWTIME REALTY
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$5,500 per month
- 2 Beds
- 2 Baths
- 1,042 Sq Ft
- House for Rent
5824 Wildwood Ave, Sarasota, FL 34231
5824 Wildwood Ave, Sarasota, FL 34231Welcome to Casa de Suenos, your coastal retreat in the heart of Sarasota! This charming 2-bedroom, 2-bathroom home offers a light and airy atmosphere, with gorgeous ceiling beams and large windows that bathe the space in natural light, creating a perfect spot to unwind. The two sofas in the living room are pull out and they are queen-size for additional sleeping arrangements. The primary bedroom
Andy Moore GULF COAST REALTY & MANAGEMENT
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$2,600 per month
- 3 Beds
- 1.5 Baths
- 1,152 Sq Ft
- House for Rent
6122 Brentwood Ave, Sarasota, FL 34231
6122 Brentwood Ave, Sarasota, FL 34231Short term lease options available! You do not want to miss living in this ideal location! With over 1,150 Sq. Ft of living space, this home is full of lovely details. Complete with tile flooring, a decorative fireplace, fresh paint, and bright, open spaces, decorating this home will be a breeze. Not only will you have interior space for the entire family in this 3-bedroom, 2-bathroom home, but
Colbey Mason RYNTAL
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$10,000 per month
- 3 Beds
- 3 Baths
- 2,640 Sq Ft
- House for Rent
7692 Cove Terrace, Sarasota, FL 34231
7692 Cove Terrace, Sarasota, FL 34231Unfurnished. Annual lease. This is a rare opportunity to rent one of Sarasota's premier waterfront properties at the end of a quiet cul-de-sac jetting out into Dolphin Cove. This spectacular property on Sarasota Bay features 210' feet of deep water for large boat/sailboat with unobstructed breathtaking views with three walls of windows. Open design Florida home with original front door, split
Joseph Meszaros M&M PROPERTY MANAGEMENT GROUP
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$2,175 per month
- 2 Beds
- 2 Baths
- 1,050 Sq Ft
- House for Rent
5814 Richard Place, Sarasota, FL 34231
5814 Richard Place, 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 months rent!" Welcome home to this adorable 2-bedroom, 2-bathroom single family home located on a peaceful, quiet dead end street near Gulf Gate Estates. This location is unbeatable, right off Stickney Point Rd and just minutes from Siesta Key Beach! With neutral
Colbey Mason RYNTAL
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$3,450 per month
- 3 Beds
- 2 Baths
- 1,610 Sq Ft
- House for Rent
2526 Constitution Blvd, Sarasota, FL 34231
2526 Constitution Blvd, Sarasota, FL 34231Beautifully updated 3 bedroom, 2 bath Sarasota home - 4 miles from award winning Siesta Key Beach and close to active downtown Sarasota. Enjoy the spacious living space, multiple sitting areas with patio doors leading out to a fully fenced backyard. Cook and enjoy your dinner at the beautiful dining table or have a bit to eat on the screened in patio. This home features 1 king bedroom with master
Alice Lewis PREFERRED SHORE LLC
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$2,195 per month
- 2 Beds
- 2 Baths
- 1,128 Sq Ft
- Condo for Rent
1624 Stickney Point Rd Unit 408, Sarasota, FL 34231
1624 Stickney Point Rd Unit 408, Sarasota, FL 34231Available now. Just an 8 minute walk to Siesta Key Beach! Shopping and dining is practically outside your front door! This unit has beencompletely updated with granite counter tops, new cabinets, custom bedroom closets, and more. Beautiful water views from the enclosed lanai. This community has two pools, tennis courts, and a waterfront boardwalk. Rent includes water and basic cable.
Timothy Bloch QUEST PROPERTIES INC
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$2,950 per month
- 3 Beds
- 2 Baths
- 1,747 Sq Ft
- House for Rent
1833 Sandalwood Dr, Sarasota, FL 34231
1833 Sandalwood Dr, Sarasota, FL 34231***AVAILABLE NOW for annual rental ($2950). Also available for Seasonal Rental December-April (furnished at $6,000)*** No pets permitted. Annual lease Turnkey furnished. West of the trail just South of Stickney Point. Minutes to Siesta Key and shopping. This is a fantastic neighborhood surrounded by water and has a community board ramp, newer a/c and air duct. Cable, water and internet included.
Anthony DeLuca AUDREY RAIN RENTALS, INC
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$4,800 per month
- 3 Beds
- 3 Baths
- 2,001 Sq Ft
- House for Rent
1718 Caribbean Dr, Sarasota, FL 34231
1718 Caribbean Dr, Sarasota, FL 34231SARASOTA POOL HOME in CORAL COVE. Just completed newly furnished and UPDATED 3BR, 3BA waterfront pool home is ready for your arrival. RENTAL HOME Available May 2025 through April 2026 for reservation/lease. Coastal Living at it's best, WEST OF THE TRAIL!! This amazing home overlooks a saltwater canal with a private dock access for fishing, kayaking and boating in the Sarasota Bay. Dive-In or
Patrice Ivan WAGNER REALTY
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$2,400 per month
- 2 Beds
- 2 Baths
- 1,480 Sq Ft
- House for Rent
2731 Riverbluff Way Unit V76, Sarasota, FL 34231
2731 Riverbluff Way Unit V76, Sarasota, FL 34231SARASOTA..55 + community...The trouble-free tranquility of Villa living awaits you in this appealing 2/2 unit with loads of bonus space. The feature-rich on-site amenities package includes billiard room, meeting room, library, pool, fitness center, clubhouse and boat slips are available if interested on a first come, first serve basis. Various shopping and dining destinations are just a jiffy
Jane Hunter JENNETTE PROPERTIES INC
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$1,850 per month
- 1 Bed
- 1 Bath
- 516 Sq Ft
- Condo for Rent
1604 Stickney Point Rd Unit 102, Sarasota, FL 34231
1604 Stickney Point Rd Unit 102, Sarasota, FL 34231AVAILABLE NOW - ALL UTILITIES INCLUDED IN RENT - This charming turnkey furnished one-bedroom, one-bath condo is available as an annual rental and the perfect opportunity for those seeking coastal living with a vibrant community vibe. Step into a bright and airy space, fully turnkey furnished, ready for you to move in and start enjoying the Florida lifestyle. With a thoughtfully designed living
Beth Harris COMPASS FLORIDA LLC
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$1,850 per month
- 1 Bed
- 1 Bath
- 578 Sq Ft
- Condo for Rent
1610 Stickney Point Rd Unit 101, Sarasota, FL 34231
1610 Stickney Point Rd Unit 101, Sarasota, FL 34231AVAILABLE NOW - ALL UTILITIES INCLUDED IN RENT - This charming turnkey furnished one-bedroom, one-bath condo is available as an annual rental and the perfect opportunity for those seeking coastal living with a vibrant community vibe. Step into a bright and airy space, fully turnkey furnished, ready for you to move in and start enjoying the Florida lifestyle. With a thoughtfully designed living
Beth Harris COMPASS FLORIDA LLC
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$2,250 per month
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
- Condo for Rent
1640 Stickney Point Rd Unit 40-101, Sarasota, FL 34231
1640 Stickney Point Rd Unit 40-101, Sarasota, FL 34231Available April. 2025- Furnished Annual..Freshly updated, ground floor, with laundry in the unit and reserved parking spot. Here's your chance to start living your new life here in Southwest Florida in The Resort Style, Water fronted Community of Castel Del Mare New Furnishings and Well Appointed with everything for your guest stay. Great Location 10 min walk to Siesta Key Crescent Beach and 10
Robert Bevington SHOWTIME REALTY
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$3,500 per month
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Apartment for Rent
Unlisted Address
Unlisted AddressThis is an upstairs apartment, new construction. Three month minimum lease period. ABSOLUTELY NO PETS AND NO SMOKERS!
Tammy Berryman TAMARA M BERRYMAN LLC
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$3,450 per month
- 2 Beds
- 2 Baths
- 1,474 Sq Ft
- House for Rent
1658 Blakemore Ln, Sarasota, FL 34231
1658 Blakemore Ln, Sarasota, FL 34231Fully Furnished - West of the Trail.... Pool Home.. Spend your summer here. Available June 8th 2025 through September 30th, 2025 - $3,450.00 month plus applicable taxes & feesExperience the charm of coastal living in this delightful Siesta Key Pool Home, just two houses from Sarasota Bay and less than a mile's walk to Crescent Public Beach—no car needed for your beach days!This
Robert Bevington SHOWTIME REALTY
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