$7,500 Per Month
- 4 Beds
- 2 Baths
- 1,905 Sq Ft
- House for Rent
2921 Captiva Dr, Sarasota, FL 34231
2921 Captiva Dr, Sarasota, FL 34231$7,500 Per Month
2921 Captiva Dr, Sarasota, FL 34231
2921 Captiva Dr, Sarasota, FL 34231$3,000 Per Month
8004 Camminare Dr, Sarasota, FL 34238
8004 Camminare Dr, Sarasota, FL 34238$2,300 Per Month
3450 Tallywood Ln Unit 7150, Sarasota, FL 34237
3450 Tallywood Ln Unit 7150, Sarasota, FL 34237$3,700 Per Month
1079 Waterline Ct, Sarasota, FL 34240
1079 Waterline Ct, Sarasota, FL 34240$3,000 Per Month
5506 Modena Place, Sarasota, FL 34238
5506 Modena Place, Sarasota, FL 34238$8,900 Per Month
1723 Stanford Ln, Sarasota, FL 34231
1723 Stanford Ln, Sarasota, FL 34231$3,000 Per Month
7562 Quinto Dr, Sarasota, FL 34238
7562 Quinto Dr, Sarasota, FL 34238$8,500 Per Month
2441 Webber St, Sarasota, FL 34239
Virtually Staged. Brand-new 2025 contemporary pool home in Sarasota offering modern design, quality construction, and convenient access to the area’s best amenities. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and cultural attractions, this home delivers the ideal combination of style and location. Furnished or Unfurnished. Can be rented for seasonal rental
Oleksandr Blekherov GRAND STATE REALTY
$2,575 Per Month
2785 Midnight Pearl Dr, Sarasota, FL 34240
**END UNIT**Welcome to your new home in the Bay Landing community in Sarasota, FL! This beautiful 3 bedroom, 2.5 bathroom end-unit townhome is available for an **ANNUAL LEASE**. Step inside to neutral tones, modern finishes, an open-concept layout, and plenty of natural light. Upon entry, you’ll find yourself in the foyer with the staircase to your right and the main living space ahead.
$8,500 Per Month
Unlisted Address
Welcome to the "Hangout on Hyde" where comfort, privacy & fun collide! We are a fully renovated, turnkey furnished, beach inspired, 3 bedroom 2 bath heated saltwater pool home w/ outdoor kitchen located just 2 miles from Siesta Key in the Arlington Park neighborhood. We are a pet friendly home with a fully fenced backyard and private screen enclosed lanai allowing you to enjoy meals outside at
Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC
$3,500 Per Month
2239 Wells Ave, Sarasota, FL 34232
New fully Fenced-in private backyard oasis at this Family-Friendly Sarasota | 3 Bed, 2 Bath Pool Home with Playground, Office & Prime Location. Welcome to The Hideway...your perfect Sarasota escape — a spacious, fully Turnkey furnished 3-bedroom, 2-bath ranch-style home nestled on a quiet cul-de-sac in the heart of Sarasota Springs. Designed with families, snowbirds, and remote workers in mind,
$5,970 Per Month
6020 Midnight Pass Rd Unit 12, Sarasota, FL 34242
This beautifully updated Villa 12 at Aloha Kai is ready to give the perfect beach getaway. Just steps from the villa, you can stroll along the beach with your morning coffee and return in time for a breathtaking sunset. The screened porch provides a lovely spot to enjoy the balmy afternoon breezes in comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$4,700 Per Month
2810 61st St, Sarasota, FL 34243
Unwine in this stunning Villa, with two Mahogany Double front Door, from the moment you arrive at this beautifully well maintained 5- spacious Bedrooms and 4- upgraded Bathrooms. At the heart of this home the spacious Kitchen is designed to gather family and friends, featuring Granite Countertop, white Cabinetry, pendent Lighting, the Kitchen flows seamlessly into the dining and living area
Jorge Zea BLUE LIGHTHOUSE REALTY INC
$4,800 Per Month
9116 Tequila Sunrise Dr, Sarasota, FL 34241
Spacious and inviting, this Columbia floor plan by Lennar offers 5 bedrooms, 2.5 baths and ample living space. The open-concept design seamlessly connects the kitchen, dining, and living room areas perfect for entertaining or everyday family life. A first floor primary suite with tiled floors provides privacy and convenience, while the upstairs loft and four additional carpeted bedrooms create
Andrew Azzarello PREFERRED SHORE LLC
$7,000 Per Month
2365 Waldemere St, Sarasota, FL 34239
Long-term or short-term leases can start from SEPTEMBER 10, 2026 for $7000 OR **option**SEASONAL RATE from December 1, 2026 through April,2027 is $12,000. (**February-March 2027 rented**).Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "SunShine Sarasota" (2375 Waldemere St, Sarasota), located next to "Sky Blue
Claudia Dybala DALTON WADE INC
$1,750 Per Month
2311 Waldemere St Unit B, Sarasota, FL 34239
This one-bedroom, one-bath furnished rental guest house is recently renovated with full kitchen, a privately fenced patio and yard, one covered parking space and private laundry. There is one shared soundproofed wall. Access to Arlington Park pool, basketball and tennis courts, workout facility and playground. Also close to SMH and Southside Village restaurants and shops. Minutes from Bayfront
Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY
$3,000 Per Month
9480 Forest Hills Cir, Sarasota, FL 34238
AVAILABLE OFF SEASON FOR REDUCED SUMMER RATES. AVAILABLE APRIL 2027 AT SEASONAL RATE. EXCEPTIONAL VILLA at Stoneybrook G&CC on the golf course, three bedrooms, two baths, and two-car garage. A transferable golf membership is available if desired for a fee payable to the country club. The entryway is screened and is nicely furnished with comfortable seating; step into an open floor plan with
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$3,500 Per Month
2657 Riverbluff Pkwy Unit V122, Sarasota, FL 34231
BOOKED FOR JAN - APR 2027. Located in the 55+ Active Community of Strathmore Riverside in Sarasota, As you enter through the elegant front door of this beautifully updated, 2BR/2BA, turnkey furnished villa, the entry hallway leads into the light and bright, open living/dining room where you will see the serene canal view and boat docks from your wide front window. Beautifully updated and fully
Chrissie Cummings JENNETTE PROPERTIES INC
$37,500 Per Month
14 N Washington Dr, Sarasota, FL 34236
This St. Armands bay front home is a boater's paradise located in between two of Sarasota's largest passes with crystal clear waters and quick access to the Gulf of Mexico. Positioned between downtown Sarasota and the Lido Key Beaches, this residence has very rare, deep-water dockage to accommodate larger yachts with room for jet skis and an additional boat without blocking the mile-wide views.
Andrew Martell KELLER WILLIAMS ON THE WATER S
$10,000 Per Month
8137 Gabanna Dr, Sarasota, FL 34231
Experience RESORT-STYLE LIVING in Esplanade by Siesta Key, one of the closest gated communities to the island and approximately 3 MILES FROM SIESTA KEY BEACH. This stylish 3-bedroom, 3-bath home offers more than 2,300 square feet of beautifully designed living space and is available FURNISHED OR UNFURNISHED. The furnished option features premium décor and thoughtfully selected furnishings
Patrice Ivan WAGNER REALTY
$5,370 Per Month
6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242
Starting at $179/night! Welcome to your vibrant beachside retreat—a newly renovated 1-bedroom, 1-bathroom escape thoughtfully designed for modern comfort and coastal style. Featuring a luxurious king bed and a fully equipped kitchen with a cozy nearby dining space, this inviting getaway is your perfect base for both relaxation and adventure. Convenience begins with your own private carport just
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,470 Per Month
6020 Midnight Pass Rd Unit 4, Sarasota, FL 34242
Villa 4 at Aloha Kai is the perfect beach getaway—light, bright, and designed to help you rest and relax. Spend your days lounging by the pool, soaking up the sun on the beach, or getting lost in a good book—the choice is yours. All you need is a willingness to unwind; everything else is provided for your comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$2,950 Per Month
6041 Clubside Dr, Sarasota, FL 34243
Turnkey Villa in Palm-Aire Country Club This beautifully furnished and tastefully decorated villa is located in the desirable Palm-Aire Country Club community. The home features an updated, spacious kitchen with stainless steel appliances, granite countertops, and wood cabinetry. Designed for comfort, it offers 2 bedrooms and 2 bathrooms. The primary suite includes a king-size bed, sliding glass
Elsie Salazar BERKSHIRE HATHAWAY HOMESERVICE
$1,750 Per Month
4581 Morningside Unit 21, Sarasota, FL 34235
Available 2027 SEASONAL OR 2026 ANNUAL FURNISHED RENTAL (Annual Rental Available IMMEDIATELY) - THE MEADOWS GOLF & COUNTRY CLUB - Fully furnished 1 bedroom 1 bathroom condo plus enclosed lanai - Ground Floor - just steps from swimming pool. There are 15 miles of hiking trails throughout this sprawling and well maintained community. Only minutes to downtown, beaches, shopping malls, restaurants,
Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICE
$25,000 Per Month
2327 Hillview St, Sarasota, FL 34239
**SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Tamiami Vise, a luxurious haven where comfort and style intertwine for a truly memorable getaway. This stunning retreat features a private heated pool, perfect for relaxing dips under the Florida sun. 6 bedrooms and 7 bathrooms. Step inside to discover a spacious living area, thoughtfully designed for relaxation after a day of exploring Siesta
Domanic Calamese KW COASTAL LIVING III
$15,000 Per Month
5516 Avenida Del Mare, Sarasota, FL 34242
This is a short term rental. Listing reflects peak season rate. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults
Beth Dilley ASCENDIA REAL ESTATE
$9,000 Per Month
6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242
Beach or pool today? Or perhaps you'd rather stay in and enjoy a good book on the charming porch of Villa 53 at Aloha Kai. This beautifully remodeled retreat features an updated kitchen and bath, paired perfectly with coastal-inspired furnishings that create a relaxing home away from home. The spacious bedroom offers generous closet space, ensuring comfort and convenience during your stay.
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$9,000 Per Month
8918 Olde Hickory Ave, Sarasota, FL 34238
RENTED JAN., FEB., MARCH., APRIL 2027: IMPRESSIVE SINGLE-FAMILY POOL HOME with paver driveway, two-car garage, and screened entryway, step inside and be delighted! Open floor plan, wood-plank flooring throughout, cathedral ceilings, updated kitchen with stainless steel appliances, lots of cabinets, granite counters, an ample pantry, and open to the living/dining area. The home boasts all-new
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$12,296 Per Month
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242
Welcome to your luxurious retreat nestled by the poolside! This stunning 2-bedroom, 2-bathroom condo on the 1st floor offers a perfect blend of comfort, style, and convenience. Step into the beautifully renovated living space, where every detail has been carefully curated to create an inviting atmosphere. The open-concept layout seamlessly connects the living, dining, and kitchen areas, making it
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,000 Per Month
2215 Alvarado Ln, Sarasota, FL 34231
SARASOTA POOL for LEASE ready for your SEASON 2027 Reservation. Open for the dates January 7, 2027 through April 30, 2027. This Lovely FURNISHED POOL HOME is located in a small residential community on Philippi Creek that includes the use of a community park and day dock where you can launch a small boat or kayak. Enjoy the abundant wildlife and "Old Florida" beauty throughout the tree lined
Patrice Ivan WAGNER REALTY
$5,500 Per Month
1895 Buccaneer Cir, Sarasota, FL 34231
ANNUAL/SEASONAL FURNISHED RENTAL Sarasota Mainland - 2 miles to Siesta Key. Wow! Fantastic south Sarasota location 4 bedroom, 2 1/2 bath home sleeps 12. Minutes from the #1 Beach in the US, Siesta Key! No traffic jams here at this west of Trail waterfront home. Kayak and paddle board through Metheny Creek that leads to the Gulf of Mexico via the Intracoastal Waterway. Power boats OK during high
Margaret Young JENNETTE PROPERTIES, INC.
$8,370 Per Month
6020 Midnight Pass Rd Unit 45, Sarasota, FL 34242
Villa 45 at Aloha Kai is a light-filled coastal retreat featuring an updated kitchen that perfectly complements its bright, beachy furnishings. Whether you prefer a refreshing swim in the Gulf of Mexico or a relaxing afternoon by the pool, the choice is yours. With a king bed and two twin beds, this villa comfortably accommodates guests, making it ideal for a family visit. The front porch and
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,340 Per Month
6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242
C6 is a lovely unit, has been remodeled and is awaiting your arrival. It can accommodate up to 6. The spacious living room/dining room has all new furniture, including a large couch, two recliners, coffee, and end tables. In the dining area you will find a new dining table and chairs and a ceiling fan. There is also a wall-mounted 55” UHD Smart TV. The very large Master Bedroom has a king-size
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,000 Per Month
2539 Trinidad St, Sarasota, FL 34231
**Completely Furnished Rental For Short Term Stays** Sun & Swim Villa W/ Fence + Pool by Siesta Key! Newly remodeled 4 bedroom - 3 Bath home. Perfect for families as it comfortably sleeps 16 persons and is located in a peaceful neighborhood. 4 Miles away from the Siesta. The home features private heated pool. Smart tv's and more.
Joshua Blank TREND REALTY
$6,000 Per Month
3364 Espanola Dr, Sarasota, FL 34239
SHORT-TERM LUXURY FURNISHED POOL HOME – FOREST LAKES, SARASOTAExperience the best of Sarasota in this beautifully renovated, fully furnished 3-bedroom, 2-bathroom pool home with a 2-car garage, available for flexible lease terms of 1, 3, 6, or 9 months (30-day minimum). Designed for comfort and style, this move-in-ready home features an open-concept floor plan, a gourmet kitchen with granite
Fatma Higdon HIGDON HOMES REALTY LLC
$5,100 Per Month
5738 Hydrangea Cir, Sarasota, FL 34238
Spacious custom pool home, located in the highly sought-after community of Arbor Lakes on Palmer Ranch, this l home is ideally situated on a private preserve. From the moment you enter, you’ll take note of the open floor plan and high ceilings. The designer accents such as motorized shades throughout the entire house. Included is the app for your phone so you can create your own custom settings,
Marisa Marino BRIGHT REALTY
$2,750 Per Month
7186 Lakeside Dr, Sarasota, FL 34243
Beautiful furnished turnkey villa available for annual or seasonal lease in the desirable Woodlake Villas community of Palm Aire. This well-maintained home features 3 bedrooms, 2 bathrooms, and a spacious 2-car garage with additional space for a golf cart. Enjoy the community heated pool overlooking a scenic lake.Conveniently located just minutes from multiple golf courses, UTC shopping and
Melinda Vass CHARLES RUTENBERG REALTY INC
$10,000 Per Month
2500 Monterey St, Sarasota, FL 34231
For Rent: Minimum 3 months. Can be furnished for rentals less than 6 months or unfurnished or furnished for annual. Modern Waterfront Living on Phillippi Creek with 170 Ft Water Frontage: this stunning residence was completely rebuilt down to the studs in2023, this move-in ready modern contemporary waterfront residence sits on a rare 0.36-acre lot with 170 feet of water frontage and
Lisa Warren OWN SRQ LLC
$7,500 Per Month
6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
This comfortable large 2 bedrooms 2 bathrooms villa is just steps away from Casa Blanca. Steps to the the white pristine beach voted #1 and the over sized pool for a cool dip. This villa comfortably sleeps up to 4 with a king size and 2 twin beds. Shopping and restaurants within steps or ride the trolley into Siesta Key Village or south to Turtle Beach. Come relax and enjoy the gulf breezes in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,970 Per Month
6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242
Villa 22 at Aloha Kai is where memories are made while spending time at the beach with family and friends, offering the perfect spacious setting. Its open floor plan fosters conversation and connection, encouraging moments away from screens. After a day of sunshine and sandy toes, gather in the updated kitchen, featuring a casual dining bar designed to invite everyone to join in meal preparation.
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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