Sarasota County, FL Houses for Rent with Community Pool

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  /19

  $7,920 Per Month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242

  Villa 308 at Siesta Sands invites you to enjoy a peaceful coastal escape designed for comfort and relaxation. Bright and welcoming, this charming villa features an open layout filled with natural light and a breezy, beach-inspired atmosphere that makes it easy to unwind as soon as you arrive. The fully equipped kitchen and cozy living spaces are ideal for both casual meals and laid-back evenings.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242
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  $2,795 Per Month

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • House for Rent

  345 Parkland Ave, Sarasota, FL 34232

  Welcome to this beautifully remodeled pool home in one of Sarasota’s most convenient locations! Nestled in the desirable Eastwood neighborhood off Beneva Road, this move-in-ready residence is ideally situated between Fruitville and Bahia Vista, offering quick access to downtown Sarasota, I-75, and the world-famous Gulf Coast beaches.This spacious home features 2 bedrooms plus a versatile

  Susan Brooks COLDWELL BANKER SUNSTAR REALTY

  345 Parkland Ave, Sarasota, FL 34232
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  $2,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • House for Rent

  1814 San Silvestro Dr, Venice, FL 34285

  One or more photo(s) has been virtually staged. Great price for 2 bed, 2 bath villa in sought after Pelican Pointe Golf and Country Club. This unit has lots of flexible space. The kitchen has a good space for a table. The large living room has an extension which would make a great office space if needed. New carpeting and fresh paint in both bedrooms. The lanai overlooks a pond and is quite

  Maryann Regal GULF SHORES REALTY ERA POWERED

  1814 San Silvestro Dr, Venice, FL 34285
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  $4,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft
  • House for Rent

  3049 Wood St, Sarasota, FL 34237

  This beautifully designed coastal residence offers a fully furnished, turnkey opportunity, complete with a private pool and an inviting game room perfectly suited for both relaxation and entertaining. Thoughtfully curated with an open-concept layout, the home embraces a seamless indoor-outdoor lifestyle that captures the essence of Florida living. Ideally situated just minutes from the pristine

  Kevin Milner PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3049 Wood St, Sarasota, FL 34237
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  $8,340 Per Month

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242

  Enjoy your beach vacation in this beautiful large 2 bedroom, 2 bathroom private villa. Located halfway between the private beach and the pool/clubhouse. This unit can sleep up to 6 comfortably. Flat screen HD TV's in the living room and in each bedroom and ceiling fans throughout. Updated with tile throughout, and fully appointed kitchen with new stainless steel appliances. Roomy master bedroom

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
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  $7,470 Per Month

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit B03, Sarasota, FL 34242

  Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit B03, Sarasota, FL 34242
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  $10,700 Per Month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • House for Rent

  6018 W Peppertree Way Unit 231B, Sarasota, FL 34242

  Paradise awaits you at Siesta Key! Experience the beauty of the #1 Beach in the USA with this gorgeous 2 bedroom 2 bath stunning beach view condo overlooking the pool. This beautiful condo is just steps from the pool and Direct Beach Access. Amenities for the complex include: 2 fitness centers, 2 heated pools, a fishing pier, 2 clubhouses, pickle-ball and tennis courts. You will enjoy hopping on

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6018 W Peppertree Way Unit 231B, Sarasota, FL 34242
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  $2,995 Per Month

  • 2 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • House for Rent

  7328 Curtiss Ave, Sarasota, FL 34231

  Not available for an annual lease. Not available for season 2026. Escape the winter and enjoy the Florida weather pool side at this 2-bedroom, 2-bath, single family home. This fresh, clean, tastefully decorated, well maintained pool home in Gulf Gate is available for a long or short stay and allows a small dog! The primary bedroom has a king size bed, double closets, 45" wall mounted TV, and en

  Maureen Plichta STRINGER MANAGEMENT INC

  7328 Curtiss Ave, Sarasota, FL 34231
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  $3,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft
  • House for Rent

  3866 Surrey Ct, Sarasota, FL 34235

  Turnkey furnished single family home in the Meadows is available to rent. The large home has three bedrooms, two bathrooms, split bedrooms, and a living room/dining room combination. The kitchen has stainless appliances and a breakfast nook. The primary bedroom has a queen sized bed, two big closets and an en suite bathroom with double sinks, garden tub, stall shower and a linen closet. The first

  C. Alison Hunter JENNETTE PROPERTIES INC

  3866 Surrey Ct, Sarasota, FL 34235
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  $7,500 Per Month

  • 4 Beds
  • 3 Baths
  • 2,252 Sq Ft
  • House for Rent

  1865 Orchid St, Sarasota, FL 34239

  Welcome to tropical paradise! This stunning home away from home offers the perfect blend of relaxation and fun for all. Take a dip in the brand-new saltwater pool and spa, wind down by the cozy firepit. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need! Distance from Siesta Key Beach: 4.5 milesDistance from downtown Sarasota: 2.7

  Tina Ellis COMPASS FLORIDA LLC

  1865 Orchid St, Sarasota, FL 34239
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  $12,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,731 Sq Ft
  • House for Rent

  2231 Wood St, Sarasota, FL 34237

  Experience the perfect blend of comfort, elegance, and convenience in this stunning turnkey furnished 4-bedroom, 3.5-bath modern vacation home. Thoughtfully designed to accommodate up to 10 guests, this property offers the ideal setting for families, friends, and luxury vacationers seeking a private oasis close to everything Sarasota has to offer. Step inside to find a spacious open floor plan

  Rinat Sikdar COLDWELL BANKER REALTY

  2231 Wood St, Sarasota, FL 34237
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  $9,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • House for Rent

  327 Avenida Milano, Sarasota, FL 34242

  Welcome to this amazing Siesta Key vacation home! This beautiful 3 bed/2 bath canal-front beach home is ideally located just a short stroll to Siesta Key Village, with its array of shops, dining options, and entertainment. Situated on a quiet residential street. As you enter this exquisite home, you will find original and restored terrazzo floors, wood beams with modern finishes. The beautifully

  Chrissie Cummings JENNETTE PROPERTIES INC

  327 Avenida Milano, Sarasota, FL 34242
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  /20

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft
  • House for Rent

  20201 Ragazza Cir Unit 102, Venice, FL 34293

  WAITING FOR YOUR NEW HOUSE TO BE COMPLETE? WAITING TO FIND A HOUSE TO BUY AND NEED TIME? SPECIAL PRICING OF $2,500 (EACH MONTH) IF YOU BOOK FOR AT LEAST 7 MONTHS BETWEEN JUNE 2025 - DECEMBER 2025 --- GRAN PARADISO --- TURNKEY FURNISHED 3 BEDROOM, 2 FULL BATH, 2 CAR GARAGE COACH HOME, offering the perfect blend of luxury and comfort in the highly sought-after community of Gran Paradiso, Florida.

  Carlos Gonzalez ANCAR REALTY AND MANAGEMENT LLC

  20201 Ragazza Cir Unit 102, Venice, FL 34293
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  $6,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • House for Rent

  2246 Cork Oak St W, Sarasota, FL 34232

  LOVELY single family home available to rent in the desirable community of Colonial Oaks. This turnkey furnished home is located on a quiet cul-de-sac, has 3 bedrooms, 2 bathrooms, kitchen/family room combination, dining room, bonus game room, split bedrooms, 1,844 square feet and plenty of room to spread out. The kitchen has lots of cabinet and counter space for cooking and preparing plus bar

  C. Alison Hunter JENNETTE PROPERTIES INC

  2246 Cork Oak St W, Sarasota, FL 34232
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  $9,000 Per Month

  • 2 Beds
  • 2 Baths
  • 2,061 Sq Ft
  • House for Rent

  17510 Jadestone Ct, Venice, FL 34293

  VACATION POOL HOME PARADISE — GOLF MEMBERSHIP TRANSFER AVAILABLE!Golf cart included Welcome to your dream retreat in the highly sought-after Wellen Park Golf & Country Club! This beautifully decorated, turnkey Angelina floorplan offers the perfect blend of luxury, comfort, and resort-style living—complete with a private pool for you to enjoy. Home features include:2 Bedrooms | 2 Bathrooms

  Cynthia Kane CRIMALDI & ASSOCIATES, LLC

  17510 Jadestone Ct, Venice, FL 34293
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  $3,300 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,106 Sq Ft
  • House for Rent

  17212 Luminous Ave, Venice, FL 34293

  Treasure the moments in this stunning 3-bedroom, 2.5-bathroom home located at 17212 Luminous Avenue, Venice, FL 34293. With over 2000 square feet of living space, this property offers ample room for relaxation and entertainment. The spacious and bright interior is perfect for gatherings with family and friends. The modern kitchen is a chef's dream, featuring sleek appliances and plenty of counter

  Jaime Barcelo GULF COAST REALTY & MANAGEMENT

  17212 Luminous Ave, Venice, FL 34293
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  $18,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • House for Rent

  345 Avenida Leona, Sarasota, FL 34242

  Listing reflects peak season rate. Welcome to Leona's Retreat, a beautifully renovated, ground-level bungalow perfectly poised on the intercoastal canal waterway. This charming home offers the ultimate blend of peaceful island living and convenient access to all that Siesta Key has to offer. Step inside to a bright, coastal-styled haven designed for relaxation and comfort. The spacious primary

  Beth Dilley ASCENDIA REAL ESTATE

  345 Avenida Leona, Sarasota, FL 34242
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  $18,500 Per Month

  • 4 Beds
  • 6 Baths
  • 3,727 Sq Ft
  • House for Rent

  1537 Siesta Dr, Sarasota, FL 34239

  Welcome to Siesta by the Bay! This turnkey luxury home features 4 ensuite bedrooms, water views of the bay, pool bath and half bath, outdoor shower, outdoor kitchen, heated pool, putting green, and 3 car garage. Enjoy a private backyard with an expansive outdoor dining area and bar with multiple areas to exercise and lounge.Located near the Siesta Key North bridge, you’re minutes from world

  Tina Ellis COMPASS FLORIDA LLC

  1537 Siesta Dr, Sarasota, FL 34239
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  $3,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,815 Sq Ft
  • House for Rent

  4594 Trails Dr, Sarasota, FL 34232

  LOCATION, LOCATION, LOCATION. LONG TERM ANNUAL RENTAL AVAILABLE FOR RENT! This beautiful, turnkey furnished single family home is the private tropical oasis you've been dreaming of. Located in the desired community of The Lakes off of Honore Avenue this home has a 0.39 acre corner lot, is fully renovated, has bamboo floors throughout, split floor plan, three bedrooms, two bathrooms, full sized

  C. Alison Hunter JENNETTE PROPERTIES INC

  4594 Trails Dr, Sarasota, FL 34232
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  /25

  $8,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft
  • House for Rent

  7348 Stanhope Ct, Sarasota, FL 34238

  Lovely pool home located in PALMER RANCH...perfect SEASONAL getaway! Three bedrooms + a den/office, 3 baths, 2 car garage. Beautifully decorated with all the comforts of home. Split floor plan features formal living and dining rooms, a spacious master suite with his and her closets, a King size bed and large en-suite bathroom. The two guest bedrooms are tastefully furnished with a queen bed and

  Teresa Ribaudo JENNETTE PROPERTIES INC

  7348 Stanhope Ct, Sarasota, FL 34238
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  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 2,055 Sq Ft
  • House for Rent

  14560 Eagle Branch Dr, Nokomis, FL 34275

  Fully furnished 3-4 month rental, Available 07/01/2026 until 10/31/2026 then again in 6/1/2027 going. Impeccable QUICK MOVE IN, with 3 Beds, 2 Baths and a Den/Office. EXTRA WIDE DRIVEWAY AND 4 FOOT EXTENDED GARAGE, With ELECTRIC CAR FAST CHARGER AND NO REAR NEIGHBORS. located in the hottest MAINTENANCE FREE RESORT STYLE GATED community of TALON PRESERVE and this home is NOT IN THE FLOOD ZONE.

  William Gonzalez W & CO REALTY

  14560 Eagle Branch Dr, Nokomis, FL 34275
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  $7,650 Per Month

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • House for Rent

  6006 Midnight Pass Rd Unit 40, Sarasota, FL 34242

  Starting at $255/night! Experience the ultimate beachfront getaway at Villa 40, a beautifully appointed 2-bedroom, 2-bathroom condo at Casa Mar, thoughtfully designed to accommodate up to six guests in comfort and style. This spacious retreat features a king bed in the primary bedroom, two twin beds in the second bedroom, and a queen air mattress for added flexibility. The fully equipped kitchen

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 40, Sarasota, FL 34242
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  $3,700 Per Month

  • 4 Beds
  • 2 Baths
  • 2,135 Sq Ft
  • House for Rent

  8545 Cache Dr, Sarasota, FL 34240

  Available June 15th. Rarely available, Annual Unfurnished Home in Hidden Creek with 4 bedrooms, 2 bathrooms plus an oversized den/office. This beautiful Kitchen, with stainless steel appliances, quartz counters and a large pantry await your perfect meals. The open floorplan is perfect for entertaining. Relax in the heated pool with a bench and table. Can you imagine checking messages or emails in

  John Trexler RE/MAX ALLIANCE GROUP

  8545 Cache Dr, Sarasota, FL 34240
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  $7,800 Per Month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • House for Rent

  6039 E Peppertree Way Unit 222, Sarasota, FL 34242

  This property is a 30 night minimum.This 2 bedroom, 2 bath is a first floor garden condo on the bay side of Midnight Pass.The master bedroom has a King bed, a ceiling fan, a 32 inch smart TV, and windows for natural light. The master bathroom has updated granite counters and a walk-in shower with a sliding glass door and a removable shower head.The guest bedroom has a king bed, a

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6039 E Peppertree Way Unit 222, Sarasota, FL 34242
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  $2,500 Per Month

  • 2 Beds
  • 1 Bath
  • 955 Sq Ft
  • House for Rent

  1720 Colleen St, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. Nestled within the charming West of the Trail waterfront community of Tropical Shores, this inviting two-bedroom, one-bath pool home offers the ideal blend of coastal living, comfort, and convenience. Bring your boat, paddleboards, and kayaks and enjoy the relaxed Florida lifestyle just moments from the water. Designed for easy indoor-outdoor

  Samantha Callaway RE/MAX ALLIANCE GROUP

  1720 Colleen St, Sarasota, FL 34231
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  /20

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft
  • House for Rent

  9929 Haze Dr, Venice, FL 34292

  Available immediately!! Exhale in the stunning, meticulously maintained gated community of Watercrest. This incredible location keeps you tucked away nicely, while still providing the option of taking a stroll to coffee, breakfast or the grocery store. This 3 bedroom, 2 bathroom home is lit up by gorgeous Florida sun pouring into the sliding glass doors that lead you to your oversized screened in

  Nichole Zych REAL BROKER, LLC

  9929 Haze Dr, Venice, FL 34292
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  /22

  $2,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,233 Sq Ft
  • House for Rent

  3466 Beekman Place Unit 36, Sarasota, FL 34235

  Beautiful Villa has newly renovated Kitchen and Floors with 1 Car Garage. Unit has an enclosed lanai for more living area with a pull-down murphy bed for guest to use. Very private outdoor patio area with nice landscaping to enjoy. Back entrance to community pool right behind unit. Front entrance is tiled/screen in and private seating area. Atrium in kitchen window/high ceilings in unit. Owner

  Shawna Baker JENNETTE PROPERTIES INC

  3466 Beekman Place Unit 36, Sarasota, FL 34235
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  $11,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,772 Sq Ft
  • House for Rent

  3390 Bayou Sound, Longboat Key, FL 34228

  **This is a 2 month minimum vacation rental** Booked January-March 2027 Welcome to 3390 Bayou Sound, located within the exclusive, gated community of Bay Isles on picturesque Longboat Key. This prime location offers access to world-renowned beaches, a marina, golf courses, biking trails, and tennis facilities. Nestled on an oversized, beautifully landscaped corner lot in the Bayou part of Bay

  Jennifer Le Blanc PRECISE REALTY CORP

  3390 Bayou Sound, Longboat Key, FL 34228
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  $6,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • House for Rent

  23167 Copperleaf Dr, Venice, FL 34293

  Welcome to Sarasota National the amenity-rich community located in the heart of Wellen Park. This fabulous seasonal rental is a true gem, meticulously designed with impeccable attention to detail. Upon entering, you will be immediately captivated by the stylish ambiance and thoughtful touches throughout. Offering two bedrooms, two bathrooms, and a delightful study/den just off the foyer, this

  Elsie Salazar BERKSHIRE HATHAWAY HOMESERVICE

  23167 Copperleaf Dr, Venice, FL 34293
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  /19

  $1,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • House for Rent

  6264 Green View Cir Unit 112, Sarasota, FL 34231

  This expansive 2-bedroom, 2-bathroom villa in a vibrant 55+ community offers plenty of space for comfortable living. Enjoy the freedom to spread out and make the most of your roomy new home that includes a carport, walk-in closets, two open patios, and a laundry/storage room. The kitchen is light and bright with ample counter space and leads out to one of the patios. Water/ sewer, and basic cable

  Maureen Plichta STRINGER MANAGEMENT INC

  6264 Green View Cir Unit 112, Sarasota, FL 34231
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  $27,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 26, Sarasota, FL 34242

  When only the best will do, Villa 26 at Aloha Kai is the perfect choice. Beautifully updated with meticulous attention to detail, this beachfront villa offers an ideal retreat where you can watch shorebirds, dolphins, and breathtaking sunsets from your private porch. The kitchen is a chef’s dream, while the bathrooms provide a spa-like experience for ultimate relaxation. Located on Siesta Key, a

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 26, Sarasota, FL 34242
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  $17,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,871 Sq Ft
  • House for Rent

  613 Buttonwood Dr, Longboat Key, FL 34228

  Available for season 2027Looking for a 3 month rental. Newly renovated, this beautiful home features a split floor plan with generously sized bedrooms and walk-in closets, all enhanced by a charming coastal flair. The kitchen—truly the heart of the home—is fully equipped with everything you need to prepare delicious home-cooked meals. Enjoy your morning coffee or an evening cocktail in the

  Jennifer Le Blanc PRECISE REALTY CORP

  613 Buttonwood Dr, Longboat Key, FL 34228
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  $7,500 Per Month

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft
  • House for Rent

  12453 Wellen Golf St, Venice, FL 34293

  This beautiful 3 bedroom, 3-bathroom pool home with stunning lake and fairway views is located within the new sought after gated Community of Wellen Park Golf & Country Club. Take your love of the game to the next level with access to the newest Gordon Lewis Championship Golf Course. This gated community is a golfer's dream! **This epic home rental includes the opportunity to lease the owner's

  Roxanne Klopp JENNETTE PROPERTIES, INC.

  12453 Wellen Golf St, Venice, FL 34293
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  $7,150 Per Month

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • House for Rent

  3852 Gatewood Dr, Sarasota, FL 34232

  Welcome to Sweet Pineapple! This elegant 2-bedroom, 2-bath private pool home has been fully remodeled in 2022. This home is located just 7.6 miles from the world-renowned Lido Key Beach, where you can enjoy the beach's crystal-clear blue waters and kayak through the mangroves. When you are ready to adventure, head over to Saint Armand's Circle, where you will find exquisite restaurants and lovely

  Andy Moore GULF COAST REALTY & MANAGEMENT

  3852 Gatewood Dr, Sarasota, FL 34232
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  /23

  $2,600 Per Month

  • 2 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • House for Rent

  14550 Mossy Pine Ct, Nokomis, FL 34275

  Nearly new, unfurnished annual rental available for immediate occupancy in Talon Preserve! This beautiful Cascadia Plan offers 2 bedrooms plus a den and 2 bathrooms with a 2 car garage. The open floor plan is spacious and ideal for daily living and entertaining, with tile throughout the main living spaces, quartz countertops in the kitchen and bathrooms, 9 foot tall ceilings, and an oversized

  Tanner Frey KELLER WILLIAMS ON THE WATER S

  14550 Mossy Pine Ct, Nokomis, FL 34275
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  /22

  $8,370 Per Month

  • 2 Beds
  • 1.5 Baths
  • 834 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242

  Early risers and night owls can live in harmony at Villa 50 at Aloha Kai, where the thoughtful layout features bedrooms upstairs and a convenient bathroom downstairs. This beautifully renovated villa boasts new flooring, an updated kitchen with stainless steel appliances, granite countertops, and modern bathrooms. Whether you're enjoying a meal in the spacious dining room or dining al fresco on

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242
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  $7,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,295 Sq Ft
  • House for Rent

  1019 Snead Ave, Sarasota, FL 34237

  Welcome to The Castaway Cottage, your own private coastal retreat close to Downtown Sarasota and area beaches. There's room for the whole crew in this 3 bedroom 2 bathroom pool home with designer upgrades and beachy motif. Located just steps from the Ed Smith Stadium where the Orioles host their Spring Training games the house is quiet, comfortable and centrally located to all of the best

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  1019 Snead Ave, Sarasota, FL 34237
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  $14,950 Per Month

  • 5 Beds
  • 7 Baths
  • 3,386 Sq Ft
  • House for Rent

  2305 Temple St, Sarasota, FL 34239

  Tucked away on Temple Street, this stunning Sarasota home delivers the perfect mix of luxury, style, and comfort. With 5 bedrooms, 5 full baths, and 2 half baths (including a dedicated pool bath), every detail was designed for effortless living and entertaining. Inside, bold black accents, designer lighting, and custom finishes set a sophisticated modern tone. The open layout flows seamlessly

  Curtis Ware KW COASTAL LIVING III

  2305 Temple St, Sarasota, FL 34239
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  $2,105 Per Month

  • 2 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • House for Rent

  226 Southampton Ln Unit 257, Venice, FL 34293

  A lovely vacation retreat awaits your arrival with 3 bedrooms and 2 bathrooms nestled among mature landscaping and overlooking a sparkling lake.  Plenty of sleeping space in this split floor plan with the master bedroom offering a king bed with guest rooms offering a queen and twins. The large living space is great for entertaining with lots of natural light. Two-car garage offers one covered

  Andy Moore GULF COAST REALTY & MANAGEMENT

  226 Southampton Ln Unit 257, Venice, FL 34293
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  /19

  $1,995 Per Month

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • House for Rent

  2666 Woodgate Ln Unit D1, Sarasota, FL 34231

  Not available for season 2026. Discover comfort in this two-bedroom, two-bathroom villa, a perfect retreat from the chilly northern winters. Immerse yourself in the community pool or explore the pristine beaches of Sarasota. Unwind in this inviting furnished villa for a seasonal escape or an extended stay. The corner unit boasts two queen-size beds and TVs in both bedrooms and the living room.

  Maureen Plichta STRINGER MANAGEMENT INC

  2666 Woodgate Ln Unit D1, Sarasota, FL 34231

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