318

Sarasota, FL Houses for Rent with Pool

Section Image
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /22

    $1,500 per month

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

    Unlisted Address

    RATE IS ALL INCLUSIVE FOR A WEEKLY RENTAL! 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 carpet! Updated kitchen with granite counters! Eat in kitchen as

    Christina Johnson WHITE SANDS PARADISE REALTY

    Unlisted Address
  • 7356 Mara Vista Dr Unit 27, Sarasota, FL 34238
    7356 Mara Vista Dr Unit 27, Sarasota, FL 34238
    7356 Mara Vista Dr Unit 27, Sarasota, FL 34238
    /49

    $4,500 per month

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

    7356 Mara Vista Dr Unit 27, Sarasota, FL 34238

    AVAILABLE NOW with a 30 DAY MINIMUM. Enjoy STUNNING SUNSETS and GLORIOUS VIEWS of the first hole on the Stadium Course from this private and tranquil 2 story villa located in the highly sought after PRESTANCIA GOLF & SOCIAL CLUB. This renovated and spacious, FULLY FURNISHED 2106 sq. ft, 2 bedroom, 2 bathroom plus open loft/office villa is beaming with sunshine offering a contemporary, bright and

    MaryAnn Keenan COLDWELL BANKER SARASOTA CENT.

    7356 Mara Vista Dr Unit 27, Sarasota, FL 34238
  • 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
  • 2159 Constitution Blvd, Sarasota, FL 34231
    2159 Constitution Blvd, Sarasota, FL 34231
    2159 Constitution Blvd, Sarasota, FL 34231
    /39

    $4,495 per month

    • 3 Beds
    • 3 Baths
    • 2,752 Sq Ft
    • House for Rent

    2159 Constitution Blvd, Sarasota, FL 34231

    Monthly Furnished Pool & Dock House - Welcome to this spacious, fully furnished home situated on an expansive 20,000 sq ft waterfront lot, complete with a boat lift. This turn-key property features: 3 Bedrooms: Each bedroom boasts a king-size bed, private bathroom access, and ample closet space. Screened-in Lanai: Enjoy breathtaking views of the backyard and its amenities, including a deep heated

    Michael Sorensen STRINGER MANAGEMENT INC

    2159 Constitution Blvd, Sarasota, FL 34231
  • 3806 Glen Oaks Manor Dr, Sarasota, FL 34232
    3806 Glen Oaks Manor Dr, Sarasota, FL 34232
    3806 Glen Oaks Manor Dr, Sarasota, FL 34232
    /40

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,790 Sq Ft
    • House for Rent

    3806 Glen Oaks Manor Dr, Sarasota, FL 34232

    SEASONAL RENTAL: Off-Season rent is $3,500/mo, In-season rent is $6,900/mo. This beautiful Villa in the popular Glen Oaks area is available for your 30 day rental today! With a fully stocked, quartz countertop kitchen, you can entertain and cook for your family and friends while they are splashing happily in the pool right off your kitchen/living area. Two bedrooms, a two car garage, and

    Dave Holt PMI SARASOTA

    3806 Glen Oaks Manor Dr, Sarasota, FL 34232
  • 704 Seeds Ave, Sarasota, FL 34237
    704 Seeds Ave, Sarasota, FL 34237
    704 Seeds Ave, Sarasota, FL 34237
    /37

    $2,595 per month

    • 3 Beds
    • 1 Bath
    • 1,192 Sq Ft
    • House for Rent

    704 Seeds Ave, Sarasota, FL 34237

    Long-Term Rental – Stylish Sarasota Home with Pool in Prime LocationWelcome to the heart of Sarasota living! This beautifully updated residence offers the perfect blend of comfort, convenience, and style – ideal for those seeking a long-term rental in one of the area’s most desirable locations.Situated just minutes from vibrant Downtown Sarasota and a short drive to the renowned Lido

    Michael Sorensen STRINGER MANAGEMENT INC

    704 Seeds Ave, Sarasota, FL 34237
  • 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
  • 1865 Orchid St, Sarasota, FL 34239
    1865 Orchid St, Sarasota, FL 34239
    1865 Orchid St, Sarasota, FL 34239
    /29

    $10,000 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, fully renovated home away from home is in a prime location, West of Trail. Take a dip in the private heated pool, sip cocktails at the tiki bar, and soak up the Florida sun. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need for a comfortable stay. Located five minutes to downtown Sarasota and ten

    Tina Ellis COMPASS FLORIDA LLC

    1865 Orchid St, Sarasota, FL 34239
  • 1000 Tocobaga Ln, Sarasota, FL 34236
    1000 Tocobaga Ln, Sarasota, FL 34236
    1000 Tocobaga Ln, Sarasota, FL 34236
    /58

    $39,500 per month

    • 7 Beds
    • 7.5 Baths
    • 7,812 Sq Ft
    • House for Rent

    1000 Tocobaga Ln, Sarasota, FL 34236

    WATERFRONT MANSION with DEEP WATER DOCK in a GATED COMMUNITY only ONE MILE AWAY FROM DOWNTOWN! Built in 2017 to stand Florida hurricanes, this modern property stands on 75-concrete-pile foundations, all concrete exterior walls/slabs/roof, impact glass windows, and more. Enjoy stunning views of Downtown, the Ringling Bridge and the Sarasota Bay from the many large waterfront balconies. The house

    Hugo Gagliardi LUXIO REAL ESTATE LLC

    1000 Tocobaga Ln, Sarasota, FL 34236
  • 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
  • 2121 Pueblo Cir Unit V6, Sarasota, FL 34231
    2121 Pueblo Cir Unit V6, Sarasota, FL 34231
    2121 Pueblo Cir Unit V6, Sarasota, FL 34231
    /14

    $2,200 per month

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

    2121 Pueblo Cir Unit V6, Sarasota, FL 34231

    In Gulf Gate area,55+ community of Wooside Village West, annual rental, quiet & well maintained , 2b/2b villa, open floor plan & tile thru out. Renovated with new kitchen cabinets, granite counters, newest appliances. Baths remodeled with cabinets, granite counters, walk-in closet,new lighting ,unit painted. Brand new A/C system just been replaced. End unit with open patio in the back, greenview

    Lydia Perignon FINE PROPERTIES

    2121 Pueblo Cir Unit V6, Sarasota, FL 34231
  • 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
  • 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

    RENTED JAN., FEB., MARCH 2025, 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

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    2908 Captiva Dr, Sarasota, FL 34231
  • 425 Mckinley Dr, Sarasota, FL 34236
    425 Mckinley Dr, Sarasota, FL 34236
    425 Mckinley Dr, Sarasota, FL 34236
    /81

    $9,590 per month

    • 4 Beds
    • 4 Baths
    • 2,440 Sq Ft
    • House for Rent

    425 Mckinley Dr, Sarasota, FL 34236

    The prices listed are PER WEEK rates...7 day Min... Walk to the Beach, 10 min to St Armand’s Circle! Lido Key Family HomeNestled quietly on the peaceful corner of McKinley Drive and The Boulevard of Presidents, “The Green House” awaits its next guests, patiently anticipating the perfect family ready for an escape to the beach! “The Green House” decorated and furnished by an interior designerno

    Anthony DeLuca AUDREY RAIN RENTALS, INC

    425 Mckinley Dr, Sarasota, FL 34236
  • 5141 Flagstone Dr, Sarasota, FL 34238
    5141 Flagstone Dr, Sarasota, FL 34238
    5141 Flagstone Dr, Sarasota, FL 34238
    /47

    $7,950 per month

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

    5141 Flagstone Dr, Sarasota, FL 34238

    NOW AVAILABLE FOR SEASON 2026! 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
  • 1526 Georgetowne Ln, Sarasota, FL 34232
    1526 Georgetowne Ln, Sarasota, FL 34232
    1526 Georgetowne Ln, Sarasota, FL 34232
    /12

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 1,765 Sq Ft
    • House for Rent

    1526 Georgetowne Ln, Sarasota, FL 34232

    Seasonal/short term Looking for a vacation spot that has it all-we'll you've found it. Wonderfully spacious 3 bedroom 2 bathroom home with your own pool surrounded by a screened in lanai so you can enjoy taking a dip at your leisure in your private backyard yet your are close to all the amenities Sarasota has to offer yet when you come home you can rest and relax in tranquility. This home is

    Henry Rossi RENT SARASOTA

    1526 Georgetowne Ln, Sarasota, FL 34232
  • 5905 Doral Dr, Sarasota, FL 34243
    5905 Doral Dr, Sarasota, FL 34243
    5905 Doral Dr, Sarasota, FL 34243
    /43

    $2,400 per month

    • 2 Beds
    • 2 Baths
    • 1,298 Sq Ft
    • House for Rent

    5905 Doral Dr, Sarasota, FL 34243

    Nice quite community in Palm Aire at Woodlake Villas. This villa is bright with vaulted ceilings, nice atrium with plantings that greets you as you enter into the unit with so much natural lighting. The living room / formal dinning area has engineered wood flooring and a breakfast bar opening that views into the kitchen area. The guest bedroom is setup as an office with a queen pullout couch for

    toyia Youtzy JENNETTE PROPERTIES, INC.

    5905 Doral Dr, Sarasota, FL 34243
  • 6892 W Country Club Ln, Sarasota, FL 34243
    6892 W Country Club Ln, Sarasota, FL 34243
    6892 W Country Club Ln, Sarasota, FL 34243
    /22

    $3,900 per month

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

    6892 W Country Club Ln, Sarasota, FL 34243

    2026 SEASONAL RENTAL - 3 MONTH MINIMUM - UPDATED, quiet 2 bedroom - plus den - 2 bath villa in Palm Aire. Neutral shades in both the turnkey furnishings and paint choices. Lanai overlooking lovely greenbelt area. Close to community pool and shopping. MASTER KING BED - GUEST QUEEN BED. T.V. IN DEN. UTILTIES INCLUDED. CABLE & WIFI INCLUDED. Convenient to Siesta Key Beach-the Nation's #1 Beach,

    Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICE

    6892 W Country Club Ln, Sarasota, FL 34243
  • 3126 Bougainvillea St, Sarasota, FL 34239
    3126 Bougainvillea St, Sarasota, FL 34239
    3126 Bougainvillea St, Sarasota, FL 34239
    /31

    $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, and a large laundry room with a bonus refrigerator for entertaining. 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

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3126 Bougainvillea St, Sarasota, FL 34239
  • 4630 Chase Oaks Dr, Sarasota, FL 34241
    4630 Chase Oaks Dr, Sarasota, FL 34241
    4630 Chase Oaks Dr, Sarasota, FL 34241
    /33

    $6,500 per month

    • 4 Beds
    • 2 Baths
    • 2,187 Sq Ft
    • House for Rent

    4630 Chase Oaks Dr, Sarasota, FL 34241

    Booked through April 2025. - Escape to a world of refined luxury at this exclusive retreat within the prestigious Heritage Oaks Golf & Country Club. Enveloped by 24/7 guard service, this remarkable rental home in Sarasota, nestled on Florida's captivating Gulf Coast, presents an unrivaled opportunity for an unforgettable getaway. Emanating opulence, Heritage Oaks Golf and Country Club boasts an

    Michael Sorensen STRINGER MANAGEMENT INC

    4630 Chase Oaks Dr, Sarasota, FL 34241
  • 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
  • 3535 W Forest Lake Dr, Sarasota, FL 34232
    3535 W Forest Lake Dr, Sarasota, FL 34232
    3535 W Forest Lake Dr, Sarasota, FL 34232
    /31

    $5,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,907 Sq Ft
    • House for Rent

    3535 W Forest Lake Dr, Sarasota, FL 34232

    SEASONAL RENTAL with a stunning lake view located in paradise! Minutes from Siesta Key & St. Armand's Circle. (*see below for months leased)This furnished home is located in a highly sought after neighborhood in the heart of Sarasota. Enjoy an open floor plan, a large game room including a wet bar with seating, 4 bedrooms, 3 full baths, and 1 half bath. Each of the three main bedrooms

    Wendy Norman SWILLEY & ASSOCIATES REALTY

    3535 W Forest Lake Dr, Sarasota, FL 34232
  • 2084 Grove St, Sarasota, FL 34239
    2084 Grove St, Sarasota, FL 34239
    2084 Grove St, Sarasota, FL 34239
    /79

    $8,000 per month

    • 3 Beds
    • 2 Baths
    • 1,228 Sq Ft
    • House for Rent

    2084 Grove St, Sarasota, FL 34239

    Welcome to the "Beach Grove" house, a coastal chic 3 bedroom 2 bathroom heated pool and spa home with private fenced backyard that can easily sleep 8-10 guests. This home sits just minutes from Siesta Key with walkability to shopping and dining right out your front door. There's room for the entire family with 5 beds including 2 queen pullout sleeper sofas, 2 bathrooms and 2 sets of laundry

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    2084 Grove St, Sarasota, FL 34239
  • 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
  • 214 Magellan Dr, Sarasota, FL 34243
    214 Magellan Dr, Sarasota, FL 34243
    214 Magellan Dr, Sarasota, FL 34243
    /15

    $6,000 per month

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

    214 Magellan Dr, Sarasota, FL 34243

    SNOWBIRD ALERT This fully furnished and stocked 2 bedroom, 2 bathroom, pool home is great for vacations or short term renters. This vacation rental is available immediately for the 2024 Winter season (Jan-April) In addition to being close to the beaches it is also close to Downtown Sarasota, and Downtown Bradenton with quick access to all the best beaches, shopping, restaurants, colleges, UTC

    Robert Halbman EXIT KING REALTY

    214 Magellan Dr, Sarasota, FL 34243
  • 2666 Woodgate Ln Unit D1, Sarasota, FL 34231
    2666 Woodgate Ln Unit D1, Sarasota, FL 34231
    2666 Woodgate Ln Unit D1, Sarasota, FL 34231
    /17

    $1,995 per month

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

    2666 Woodgate Ln Unit D1, Sarasota, FL 34231

    Now Open for Booking! STILL 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

    Maureen Plichta STRINGER MANAGEMENT INC

    2666 Woodgate Ln Unit D1, Sarasota, FL 34231
  • 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
  • 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

    Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP

    3924 Helene St, Sarasota, FL 34233
  • 460 Pheasant Dr, Sarasota, FL 34236
    460 Pheasant Dr, Sarasota, FL 34236
    460 Pheasant Dr, Sarasota, FL 34236
    /45

    $15,000 per month

    • 4 Beds
    • 4 Baths
    • 3,356 Sq Ft
    • House for Rent

    460 Pheasant Dr, Sarasota, FL 34236

    If you are looking for luxurious living while indulging in the most breathtaking green scenery, then this stunning 4-bedroom, 4-bathroom waterfront home in Sarasota is the perfect place for you. With its 147 feet of waterfront, vaulted ceilings, and panoramic views of the water, this home is the perfect place to relax and enjoy the Florida sunshine. The kitchen has been updated with fusion

    Hamid Mohajir RENT SARASOTA

    460 Pheasant Dr, Sarasota, FL 34236
  • 2650 Davis Blvd, Sarasota, FL 34237
    2650 Davis Blvd, Sarasota, FL 34237
    2650 Davis Blvd, Sarasota, FL 34237
    /69

    $8,000 per month

    • 3 Beds
    • 2 Baths
    • 1,496 Sq Ft
    • House for Rent

    2650 Davis Blvd, Sarasota, FL 34237

    Welcome to Casa Pura Vida! This bohemian styled designer pool home is the perfect vacation rental for groups of up to 8 to relax and enjoy the "pure life". The house features 3 bedrooms, 2 bathrooms, central living & dining rooms w/ views of the sparkling blue heated pool & covered outdoor kitchen area, a private fenced backyard w/ tropical landscaping, a chefs kitchen w/ breakfast bar & separate

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    2650 Davis Blvd, Sarasota, FL 34237
  • 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 2025. 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
  • 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
  • 8765 Merion Ave, Sarasota, FL 34238
    8765 Merion Ave, Sarasota, FL 34238
    8765 Merion Ave, Sarasota, FL 34238
    /86

    $8,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,691 Sq Ft
    • House for Rent

    8765 Merion Ave, Sarasota, FL 34238

    AVAILABLE NOVEMBER/DECEMBER 2025. NOVEMBER RATE $7,500 AND DECEMBER RATE $8,500 (UTILITIES INCLUDED WITH $200/MONTH CAP ON ELECTRIC). Welcome to the fabulous, gated community of Stoneybrook Golf & Country Club on Palmer Ranch! This beautifully landscaped Turnkey Furnished, large single family pool home offers everything you need for a vacation or longer-term stay! It has 2,691 sqft of living

    Chrissie Cummings JENNETTE PROPERTIES INC

    8765 Merion Ave, Sarasota, FL 34238

Showing Results 241 - 280, Page 7 of 8

Florida Sarasota County Sarasota

Houses for Rent with Pool in Sarasota, 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 © 2025 CoStar Group