572

Sarasota County, FL Houses for Rent with Community Pool

Section Image
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /22

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,353 Sq Ft
    • House for Rent

    Unlisted Address

    RATE IS ALL INCLUSIVE FOR A WEEKLY RENTAL MAY - DECEMBER! SHORT TERM RENTALS! THIS IS NOT A MONTHLY RATE!!!!! 5 minutes to Siesta Key Beach. Short walk to the HEATED pool, spa, and clubhouse! This very well appointed and updated 2/2 villa will be your slice of paradise! Both bedrooms have queen beds. Split bedroom floor plan. Huge master bedroom closet. Separate vanity area in master bath. ZERO

    Christina Johnson WHITE SANDS PARADISE REALTY

    Unlisted Address
  • 20230 Tesoro Dr, Venice, FL 34293
    20230 Tesoro Dr, Venice, FL 34293
    20230 Tesoro Dr, Venice, FL 34293
    /48

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,572 Sq Ft
    • House for Rent

    20230 Tesoro Dr, Venice, FL 34293

    Welcome to Seabird Villa! Located in Gran Paradiso, this stunning lakefront villa features 2-bedrooms and 2-bathrooms, offering ample space and comfort. An inviting office/den with a pull-out queen-size couch provides flexibility for guests or your very own private workspace.Gran Paradiso is resort-style living at its finest and a true Floridian escape. The clubhouse has a library, board

    Andy Moore GULF COAST REALTY & MANAGEMENT

    20230 Tesoro Dr, Venice, FL 34293
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /58

    $8,500 per month

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft
    • House for Rent

    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

    Unlisted Address
  • 3801 Helene St, Sarasota, FL 34233
    3801 Helene St, Sarasota, FL 34233
    3801 Helene St, Sarasota, FL 34233
    /37

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • House for Rent

    3801 Helene St, Sarasota, FL 34233

    Captivating Pool Home in an Ideal Location: This enchanting residence boasts 3 bedrooms, 2 bathrooms, and a beautiful in-ground pool. Situated in a prime location, it provides convenient access to nearby beaches and popular attractions. Available May-December for $4,000/month 2025. Booked for through April of 2025. Available Jan - April for $7500/month through 2026.

    Philip Pisano, III MICHAEL SAUNDERS & COMPANY

    3801 Helene St, Sarasota, FL 34233
  • 235 Southampton Ln Unit 276, Venice, FL 34293
    235 Southampton Ln Unit 276, Venice, FL 34293
    235 Southampton Ln Unit 276, Venice, FL 34293
    /41

    $3,200 per month

    • 2 Beds
    • 2 Baths
    • 1,221 Sq Ft
    • House for Rent

    235 Southampton Ln Unit 276, Venice, FL 34293

    Calling all snowbirds, this beautiful villa offers the perfect backdrop to your warm and sunny Florida escape. Located in the Plantation Golf and Country Club, this spacious three bedroom, two bathroom is well designed for guests aged 55 and over that are looking to stay active as the days turn colder at home. Swimming, golf, tennis, pickleball; pick your pleasure as it is all right at hand. If

    Nicole Smith-Mayle REALTY BY DALE THOMAS

    235 Southampton Ln Unit 276, Venice, FL 34293
  • 12453 Wellen Golf St, Venice, FL 34293
    12453 Wellen Golf St, Venice, FL 34293
    12453 Wellen Golf St, Venice, FL 34293
    /95

    $13,000 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
  • 1649 Stanford Ln, Sarasota, FL 34231
    1649 Stanford Ln, Sarasota, FL 34231
    1649 Stanford Ln, Sarasota, FL 34231
    /17

    $7,500 per month

    • 3 Beds
    • 2 Baths
    • 1,995 Sq Ft
    • House for Rent

    1649 Stanford Ln, Sarasota, FL 34231

    No damage from Hurricane Helene or Milton! Available for seasonal and annual rental 2025, call agent for pricing. 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

    Rinat Sikdar COLDWELL BANKER REALTY

    1649 Stanford Ln, Sarasota, FL 34231
  • 236 Holly Rd, Venice, FL 34293
    236 Holly Rd, Venice, FL 34293
    236 Holly Rd, Venice, FL 34293
    /88

    $4,500 per month

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

    236 Holly Rd, Venice, FL 34293

    This home in South Venice is a perfect destination for your vacation! Gorgeous 2 bedroom 2 bath, heated salt-water pool home is very open andbright. High ceilings and fully tiled floors help to make your stay a pleasure. It is decorated in a Florida style. For your added enjoyment andpleasure, there is a screened in Lanai for entertaining and a very private fully fenced back yard. The

    Olga Brock SAPPHIRE SUMMIT REALTY

    236 Holly Rd, Venice, FL 34293
  • 5640 Cape Leyte Dr, Sarasota, FL 34242
    5640 Cape Leyte Dr, Sarasota, FL 34242
    5640 Cape Leyte Dr, Sarasota, FL 34242
    /58

    $8,000 per month

    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft
    • House for Rent

    5640 Cape Leyte Dr, Sarasota, FL 34242

    It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home. The open floor plan makes plenty of space to cook in the fully equipped kitchen and hang in the living room or the enclosed lanai overlooking the pool! Take a stroll to the

    Beth Dilley ASCENDIA REAL ESTATE

    5640 Cape Leyte Dr, Sarasota, FL 34242
  • 5577 Contento Dr, Sarasota, FL 34242
    5577 Contento Dr, Sarasota, FL 34242
    5577 Contento Dr, Sarasota, FL 34242
    /41

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,424 Sq Ft
    • House for Rent

    5577 Contento Dr, Sarasota, FL 34242

    This is a short term rental. Listing reflects off season rate. Available peak season month: January 3rd - 31st, 2026. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously

    Beth Dilley ASCENDIA REAL ESTATE

    5577 Contento Dr, Sarasota, FL 34242
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /89

    $10,000 per month

    • 4 Beds
    • 3 Baths
    • 2,445 Sq Ft
    • House for Rent

    Unlisted Address

    Welcome to the Ringling Retreat, a luxurious family compound in the heart of downtown Sarasota. The property sits just a few blocks from the East end of Main Street downtown and is perfectly walkable to the Legacy Trail, Payne Park, & a number of shops & restaurants. A screened entryway in the front greets you before stepping through the front door into a light and bright living area with views

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    Unlisted Address
  • 5377 Crestlake Blvd Unit 69, Sarasota, FL 34233
    5377 Crestlake Blvd Unit 69, Sarasota, FL 34233
    5377 Crestlake Blvd Unit 69, Sarasota, FL 34233
    /15

    $2,995 per month

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • House for Rent

    5377 Crestlake Blvd Unit 69, Sarasota, FL 34233

    Available for the 2026 Season! Enjoy this spacious 2-bedroom, 2-bath home with a garage overlooking a peaceful lake. This beautiful property features both a family room and a living room, along with the convenience of an in-unit washer and dryer. Perfectly located near Siesta Key, shopping, dining, and easy interstate access—everything you need is just minutes away! Don’t miss out on this rarely

    Robin De Busk STRINGER MANAGEMENT INC

    5377 Crestlake Blvd Unit 69, Sarasota, FL 34233
  • 2908 Captiva Dr, Sarasota, FL 34231
    2908 Captiva Dr, Sarasota, FL 34231
    2908 Captiva Dr, Sarasota, FL 34231
    /12

    $6,000 per month

    • 4 Beds
    • 2 Baths
    • 1,781 Sq Ft
    • House for Rent

    2908 Captiva Dr, Sarasota, FL 34231

    AVAILABLE MAY THROUGH DEC. AT OFF-SEASON RATES. A perfect vacation getaway in prime Golf Gate location. Bring the family to this 4 bedroom, 2 bath home with a private sparkling pool under a screened cage. The home offers 4 bedrooms, a large open living room and dining area with beautiful new flooring. The family room is off the kitchen and has sliding glass doors out onto the pool. The master

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    2908 Captiva Dr, Sarasota, FL 34231
  • 1211 Southland Rd, Venice, FL 34293
    1211 Southland Rd, Venice, FL 34293
    1211 Southland Rd, Venice, FL 34293
    /80

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,108 Sq Ft
    • House for Rent

    1211 Southland Rd, Venice, FL 34293

    Looking for a private, quiet cozy vacation retreat in South Venice? Look no further! This beauty is for you.This charming 2 bedroom, 2 bath, 2 car garage split home has a spacious kitchen with lots of counter space, an open living room that flows to anenclosed screened lanai and a gorgeous sun kissed pool. The back yard has a privacy fence ensuring your serenity while you and your

    Olga Brock SAPPHIRE SUMMIT REALTY

    1211 Southland Rd, Venice, FL 34293
  • 1211 Hot Springs Point, Englewood, FL 34223
    1211 Hot Springs Point, Englewood, FL 34223
    1211 Hot Springs Point, Englewood, FL 34223
    /30

    $4,200 per month

    • 3 Beds
    • 2 Baths
    • 1,385 Sq Ft
    • House for Rent

    1211 Hot Springs Point, Englewood, FL 34223

    Minutes from Manasota Key, Manasota beach and Blind Pass beach and nested in the beautiful Oak Forest gated community is this spectacular 3-bedroom 2 full bath villa vacation home that will make your next sunny getaway a dream vacation! Fully furnished split bedroom floor plan includes everything you’ll need so pack your suite case and book today. Home floor offers living/dining combo to keep

    Sheri Ricketts LIFESTYLES REALTY GROUP, LLC

    1211 Hot Springs Point, Englewood, FL 34223
  • 5141 Flagstone Dr, Sarasota, FL 34238
    5141 Flagstone Dr, Sarasota, FL 34238
    5141 Flagstone Dr, Sarasota, FL 34238
    /47

    $8,000 per month

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft
    • House for Rent

    5141 Flagstone Dr, Sarasota, FL 34238

    AVAILABLE JAN to APR 2027. Welcome to The Hamptons on Palmer Ranch! Your vacation single family 3/2 pool home awaits you. As you enter through the double entry front doors, you are led into the bright and spacious great room, custom kitchen with granite counters and cherry wood cabinets, a large breakfast bar, and opens to the dining area, making it perfect for both everyday living and

    Chrissie Cummings JENNETTE PROPERTIES INC

    5141 Flagstone Dr, Sarasota, FL 34238
  • 3126 Bougainvillea St, Sarasota, FL 34239
    3126 Bougainvillea St, Sarasota, FL 34239
    3126 Bougainvillea St, Sarasota, FL 34239
    /32

    $7,000 per month

    • 3 Beds
    • 2 Baths
    • 1,158 Sq Ft
    • House for Rent

    3126 Bougainvillea St, Sarasota, FL 34239

    Charming furnished vacation rental in South Gate, a great mid-town location! This freshly painted home has many updates, offering 3 bedrooms, 2 baths, a large screened Lanai with a heated pool and private backyard. The furnishings are more modern with a coastal vibe and the attached two car garage is large enough for all your toys. The primary bedroom offers queen sleeping accommodations and is

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3126 Bougainvillea St, Sarasota, FL 34239
  • 5830 Jefferson Rd, Venice, FL 34293
    5830 Jefferson Rd, Venice, FL 34293
    5830 Jefferson Rd, Venice, FL 34293
    /31

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,941 Sq Ft
    • House for Rent

    5830 Jefferson Rd, Venice, FL 34293

    MOVE-IN READY! FRESHLY PAINTED! NEW ROOF 2023! BRAND NEW MODERN LED CEILING FANS! GULF VIEW ESTATES, a deed-restricted community located only 5 Minutes from Manasota Key Beach! NO Carpets - All Hardwood or Tile. A Split Bedroom layout. Vaulted Ceilings. The Kitchen features Stainless Steel Appliances, a Pass-Thru Window and a Breakfast Counter. The Master Bedroom features Two Walk-in Closets. The

    Marina Yanovskiy ALL SEASONS REALTY LLC

    5830 Jefferson Rd, Venice, FL 34293
  • 23167 Copperleaf Dr, Venice, FL 34293
    23167 Copperleaf Dr, Venice, FL 34293
    23167 Copperleaf Dr, Venice, FL 34293
    /44

    $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
  • 2572 Jefferson Cir, Sarasota, FL 34239
    2572 Jefferson Cir, Sarasota, FL 34239
    2572 Jefferson Cir, Sarasota, FL 34239
    /63

    $10,000 per month

    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • House for Rent

    2572 Jefferson Cir, Sarasota, FL 34239

    Welcome to the JefferSun House- a light & bright breath of fresh air & sunshine just minutes from world famous beaches & downtown Sarasota. This turnkey furnished 3 bedroom 2 bathroom heated pool home sleeps 8 & offers a private, fully fenced backyard w/ heated pool & BBQ grill. We are a dog friendly house, walkable to Arlington Park w/ its own dog park, walking trails & tennis courts. With a

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    2572 Jefferson Cir, Sarasota, FL 34239
  • 2522 Oswego Dr, North Port, FL 34289
    2522 Oswego Dr, North Port, FL 34289
    2522 Oswego Dr, North Port, FL 34289
    /72

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,472 Sq Ft
    • House for Rent

    2522 Oswego Dr, North Port, FL 34289

    **SEASONAL/SHORT TERM**AVAILABLE FOR 2026 SEASON** Escape the cold and come check out this cozy villa located in the sought after Del Webb Cypress Falls Gated community!! Situated across the street from a beautiful lake, on a quiet street! Enjoy the private screened in lanai, perfect for relaxation or morning coffee!! This 2/2 with a den really has it all!! Well equipped for your guests needs,

    Jenni Kinchelow PALM REALTY PROPERTY MGMNT

    2522 Oswego Dr, North Port, FL 34289
  • 331 Peary Rd, Venice, FL 34293
    331 Peary Rd, Venice, FL 34293
    331 Peary Rd, Venice, FL 34293
    /20

    $2,550 per month

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • House for Rent

    331 Peary Rd, Venice, FL 34293

    Defined by its charming coastal vibes and prime location, this 2-bedroom, 2-bathroom rental property at 331 Peary Road in Venice, FL is a seaside sanctuary waiting to be enjoyed. With a spacious 1036 sq ft layout, this home offers a bright and airy atmosphere perfect for relaxation and entertaining. The property features modern amenities and stylish finishes throughout, creating a welcoming and

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    331 Peary Rd, Venice, FL 34293
  • 3131 Windrush Bourne Unit 22, Sarasota, FL 34235
    3131 Windrush Bourne Unit 22, Sarasota, FL 34235
    3131 Windrush Bourne Unit 22, Sarasota, FL 34235
    /60

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 1,283 Sq Ft
    • House for Rent

    3131 Windrush Bourne Unit 22, Sarasota, FL 34235

    THE MEADOWS - OFF-SEASON 2025 TURNKEY FURNISHED 3 MONTH MINIMUM RENTAL - The Meadows Golf & Country Club Updated villa 2 Bedrooms 2 Bathrooms with tranquil pond views in a park-like oasis 15 minutes from downtown. In desirable Windrush Bourne, a paver driveway, ample parking and private patio welcome you home. Enjoy gorgeous oversized tile on the diagonal, natural light and walls of sliders bring

    Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICE

    3131 Windrush Bourne Unit 22, Sarasota, FL 34235
  • 1190 Euclid Rd, Venice, FL 34293
    1190 Euclid Rd, Venice, FL 34293
    1190 Euclid Rd, Venice, FL 34293
    /100

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 1,831 Sq Ft
    • House for Rent

    1190 Euclid Rd, Venice, FL 34293

    2025 Season available! Stunning NEW POOL home offered for Seasonal Rental. This 3 bedroom 2 bath, office home is located in South Venice. Great Room concept with Dining Room combination. Plank tile throughout except the bedrooms, which are carpeted. Beautiful new furnishings! Private lanai, GORGEOUS new SALT WATER (heated) POOL, fenced in back yard. This delightful home is conveniently located to

    Olga Brock SAPPHIRE SUMMIT REALTY

    1190 Euclid Rd, Venice, FL 34293
  • 2666 Woodgate Ln Unit D1, Sarasota, FL 34231
    2666 Woodgate Ln Unit D1, Sarasota, FL 34231
    2666 Woodgate Ln Unit D1, Sarasota, FL 34231
    /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
  • 2525 Jasmine Way, North Port, FL 34287
    2525 Jasmine Way, North Port, FL 34287
    2525 Jasmine Way, North Port, FL 34287
    /43

    $5,250 per month

    • 3 Beds
    • 2 Baths
    • 1,971 Sq Ft
    • House for Rent

    2525 Jasmine Way, North Port, FL 34287

    Welcome to Rod And Reel! This stunning lakefront home offers the perfect blend of luxury, comfort, and the serene beauty of lakeside living. With three bedrooms, two bathrooms, and a private heated pool, this property promises a lifestyle of relaxation and endless enjoyment.Nestled in a quiet corner of North Port, this home enjoys the best of both worlds: a tranquil lakeside setting and

    Andy Moore GULF COAST REALTY & MANAGEMENT

    2525 Jasmine Way, North Port, FL 34287
  • 1767 Belvidere Rd, Englewood, FL 34223
    1767 Belvidere Rd, Englewood, FL 34223
    1767 Belvidere Rd, Englewood, FL 34223
    /15

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • House for Rent

    1767 Belvidere Rd, Englewood, FL 34223

    A short bike ride to Manasota Beach this 3 bed 2 bath pool home with one car garage located on a quiet street is ready for the 2025 season. Everything inside is updated, from the all bamboo floors to the granite counter tops. Enjoy the privacy of the screened and heated pool or spend the day at the beach, you decide what to do while enjoying Paradise. Sorry, no pets. Currently booked for

    Tom Roberts PARADISE REALTY OF VENICE INC

    1767 Belvidere Rd, Englewood, FL 34223
  • 8780 Pebble Creek Ln, Sarasota, FL 34238
    8780 Pebble Creek Ln, Sarasota, FL 34238
    8780 Pebble Creek Ln, Sarasota, FL 34238
    /30

    $7,300 per month

    • 3 Beds
    • 2.5 Baths
    • 2,366 Sq Ft
    • House for Rent

    8780 Pebble Creek Ln, Sarasota, FL 34238

    RENTED, totally renovated villa at Stoneybrook G&CC. Luxurious kitchen, stunning bathrooms, master bedroom downstairs, den/office downstairs with queen hide-a-bed, spacious open floor plan, sliding glass doors lead out onto a screened lanai with crystal clear pool. Upstairs loft with lots of comfortable seating and large smart TV, guest bedroom, and full bath with beautiful tiled shower. The

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    8780 Pebble Creek Ln, Sarasota, FL 34238
  • 2926 Captiva Dr, Sarasota, FL 34231
    2926 Captiva Dr, Sarasota, FL 34231
    2926 Captiva Dr, Sarasota, FL 34231
    /29

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,689 Sq Ft
    • House for Rent

    2926 Captiva Dr, Sarasota, FL 34231

    Gulf Gate Woods Home... February 2024 is not available. Available longer term with start date of March 1 2024 or the home can be rented for just the Month of March 2024. Beautiful, updated 3 bedroom/2 bath pool home located in desirable Gulf Gate Woods- Ready for you to move right in! Large circular driveway compliments the home with parking in addition to the two-car attached

    Robert Bevington SHOWTIME REALTY

    2926 Captiva Dr, Sarasota, FL 34231
  • 2641 Martin St, Sarasota, FL 34237
    2641 Martin St, Sarasota, FL 34237
    2641 Martin St, Sarasota, FL 34237
    /82

    $10,000 per month

    • 3 Beds
    • 2 Baths
    • 1,415 Sq Ft
    • House for Rent

    2641 Martin St, Sarasota, FL 34237

    Welcome to Deja Blue, a designer pool home just minutes from downtown Sarasota & area beaches & walkable to Legacy Trail. This house offers designer comfort w/ room to spread out. Features include a huge heated swimming pool, fully fenced back yard, chef's kitchen with breakfast bar, separate dining area, dedicated work station w/ 2 desks, 5 flat screen tvs inside & out w/ fast wifi &

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    2641 Martin St, Sarasota, FL 34237
  • 5516 Avenida Del Mare, Sarasota, FL 34242
    5516 Avenida Del Mare, Sarasota, FL 34242
    5516 Avenida Del Mare, Sarasota, FL 34242
    /60

    $15,000 per month

    • 3 Beds
    • 2 Baths
    • 2,259 Sq Ft
    • House for Rent

    5516 Avenida Del Mare, Sarasota, FL 34242

    This is a short term rental. Listing reflects peak season rate. Available peak season months: January 5th - February 6th 2026, April 2026. 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

    Beth Dilley ASCENDIA REAL ESTATE

    5516 Avenida Del Mare, Sarasota, FL 34242
  • 2043 Roselawn St, Sarasota, FL 34231
    2043 Roselawn St, Sarasota, FL 34231
    2043 Roselawn St, Sarasota, FL 34231
    /13

    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 1,225 Sq Ft
    • House for Rent

    2043 Roselawn St, Sarasota, FL 34231

    Fantastic Villa with a private pool close to the North bridge to Siesta Key available for monthly rentals! The villa is fully equipped with 3 bedrooms (master has a king bed, 2nd BR with a queen, and 3rd has 2 twins). Comfortably accommodates 6 people. There is a grill in the lanai space with seating for 6 as well. 2 lounge chairs are provided by the pool. Beach chairs and towels are available

    Philip Pisano, III MICHAEL SAUNDERS & COMPANY

    2043 Roselawn St, Sarasota, FL 34231
  • 17455 Jadestone Ct, Venice, FL 34293
    17455 Jadestone Ct, Venice, FL 34293
    17455 Jadestone Ct, Venice, FL 34293
    /58

    $9,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • House for Rent

    17455 Jadestone Ct, Venice, FL 34293

    VACATION POOL HOME PARADISE! GOLF MEMBERSHIP INCLUDED! Welcome to your dream retreat in the highly coveted Wellen Park Golf & Country Club! This beautifully decorated, turnkey Victoria model home offers the perfect blend of luxury and comfort, with a brand-new pool just completed, ready for you to dive into paradise. This stunning home features: 2 Bedrooms | 2.5 Baths | Den | 2-Car Courtyard

    Cynthia Kane CRIMALDI & ASSOCIATES, LLC

    17455 Jadestone Ct, Venice, FL 34293
  • 910 Caples St, Englewood, FL 34223
    910 Caples St, Englewood, FL 34223
    910 Caples St, Englewood, FL 34223
    /28

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • 1,482 Sq Ft
    • House for Rent

    910 Caples St, Englewood, FL 34223

    POOL HOME AVAILABLE MAR/APRIL 2026. Utilities included with a cap of $150 on electric + guest pays pool heat. Your Englewood "TURNKEY FURNISHED" Vacation Home awaits! This beautifully decorated and furnished updated pool home has 2 bedroom/2 bathrooms, a spacious formal living room, family room & dining room, updated appliances, king size bed in master and 2 twins in the guest room, covered lanai

    Chrissie Cummings JENNETTE PROPERTIES INC

    910 Caples St, Englewood, FL 34223
  • 847 Hudson Ave, Sarasota, FL 34236
    847 Hudson Ave, Sarasota, FL 34236
    847 Hudson Ave, Sarasota, FL 34236
    /57

    $8,000 per month

    • 3 Beds
    • 3 Baths
    • 2,142 Sq Ft
    • House for Rent

    847 Hudson Ave, Sarasota, FL 34236

    LOCATION, LOCATION, LOCATION!!! ABSOLUTLY STUNNING single family home located in the desired area of Strongs Point in downtown Sarasota. This updated, turnkey furnished, neat as a pin, professionally decorated, three bedroom, three bathroom home has all the bells and whistles. The well appointed double/kitchen has an incredible marble island with plenty of surface area to cook and entertain, lots

    C. Alison Hunter JENNETTE PROPERTIES INC

    847 Hudson Ave, Sarasota, FL 34236
  • 3924 Helene St, Sarasota, FL 34233
    3924 Helene St, Sarasota, FL 34233
    3924 Helene St, Sarasota, FL 34233
    /53

    $9,000 per month

    • 3 Beds
    • 2 Baths
    • 1,929 Sq Ft
    • House for Rent

    3924 Helene St, Sarasota, FL 34233

    This beautiful newly renovated pool home features 3 bedrooms, 2 bathrooms. The home sleeps 6 and is in the neighborhood of Forest Lakes South, Sarasota. Modern updates include new flooring throughout, updated bathrooms & kitchen with new quartz countertops, new exterior facade & new doors. One small dog is allowed. This home provides peaceful pool and pond views from almost every room in the

    Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP

    3924 Helene St, Sarasota, FL 34233
  • 7328 Curtiss Ave, Sarasota, FL 34231
    7328 Curtiss Ave, Sarasota, FL 34231
    7328 Curtiss Ave, Sarasota, FL 34231
    /43

    $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
  • 14 N Washington Dr, Sarasota, FL 34236
    14 N Washington Dr, Sarasota, FL 34236
    14 N Washington Dr, Sarasota, FL 34236
    /97

    $37,500 per month

    • 6 Beds
    • 5.5 Baths
    • 6,341 Sq Ft
    • House for Rent

    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

    14 N Washington Dr, Sarasota, FL 34236
  • 421 Waterside Ln, Nokomis, FL 34275
    421 Waterside Ln, Nokomis, FL 34275
    421 Waterside Ln, Nokomis, FL 34275
    /48

    $10,000 per month

    • 4 Beds
    • 3 Baths
    • 2,575 Sq Ft
    • House for Rent

    421 Waterside Ln, Nokomis, FL 34275

    The west-facing property is tucked away on 135 feet of shoreline on the widest section of Blackburn Bay and showcases spectacular sunsets over Casey Key. From the pool deck the bay view is framed by oaks, seagrapes and Florida friendly landscaping. There’s easy boat access to the Gulf of Mexico through the Venice Jetties to the south and access north through Midnight and Big Pass at the mouth of

    Katie Elliott ROSEBAY INTERNATIONAL REALTY, INC

    421 Waterside Ln, Nokomis, FL 34275
  • 345 Avenida Leona, Sarasota, FL 34242
    345 Avenida Leona, Sarasota, FL 34242
    345 Avenida Leona, Sarasota, FL 34242
    /98

    $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. Available peak season months: January 2026, February 2026, March 2026, April 2026. 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

    Beth Dilley ASCENDIA REAL ESTATE

    345 Avenida Leona, Sarasota, FL 34242

Showing Results 481 - 520, Page 13 of 15

Florida Sarasota County

Houses for Rent with Community Pool in Sarasota County, FL

How to Rent a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group