28

Homes for Rent in ZIP Code 34239 with Private Pool

Section Image Section Image
  • /38

    $8,500 per month

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft
    • House for Rent

    2904 Homasassa Rd, Sarasota, FL 34239

    #1-Rated Siesta Key Beach – AVAILABLE 1/10/26 Close to Sarasota Memorial & Downtown Cultural Scene***Discover the perfect blend of coastal living and city convenience! This beautifully updated Sarasota home is ideally located just minutes from Siesta Key’s world-famous beach, Sarasota Memorial Hospital, and the vibrant downtown arts district — offering easy access to dining, shopping, and

    Agent Photo

    Tracy Srodes

    FINE PROPERTIES

    (941) 299-7170

    2904 Homasassa Rd, Sarasota, FL 34239
  • /33

    $10,000 per month

    • 3 Beds
    • 5 Baths
    • 3,073 Sq Ft
    • House for Rent

    1716 Stapleton St, Sarasota, FL 34239

    AVAILABLE 6/1/26 Luxurious Fully Furnished, 3-Bedroom Home with Elevator in Gated Sarasota Community – Now Available for Rent! Short Term and Long Term rental options. Discover your sanctuary in one of Sarasota’s most desirable enclaves—West of the Trail—where homes are rarely available. Nestled in the exclusive, gated community of Granada Park, this stunning 3-bedroom, 3 full-bath, and 2

    Agent Photo

    Tracy Srodes

    FINE PROPERTIES

    (941) 393-0480

    1716 Stapleton St, Sarasota, FL 34239
  • /32

    $1,800 per month

    • 2 Beds
    • 1.5 Baths
    • 884 Sq Ft
    • Townhouse for Rent

    3569 Bee Ridge Rd, Sarasota, FL 34239

    Comfort, convenience, and location - Welcome to Village Green. Centrally located in Sarasota between 1-75 and US-41, offering convenient access to both major hospitals, medical offices, shopping, and dining. Just minutes away from the Gulf beaches. This community is perfectly situated for travel north or south. 2-bedroom, 1.5-bath townhomes feature an in-unit washer/dryer and golf course or

    Katie Cintron COLDWELL BANKER REALTY

    3569 Bee Ridge Rd, Sarasota, FL 34239
  • /35

    $5,500 per month

    • 2 Beds
    • 1.5 Baths
    • 1,330 Sq Ft
    • House for Rent

    2650 Leafy Ln, Sarasota, FL 34239

    Private & Pristine Pool Retreat • Minutes to Siesta Key & Downtown Sarasota Tucked within the charming and centrally located South Gate neighborhood, this beautifully maintained private pool retreat offers an effortless blend of coastal sophistication, comfort, and turnkey living just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Thoughtfully curated with designer

    Shayla Twit CORCORAN DWELLINGS REALTY

    2650 Leafy Ln, Sarasota, FL 34239
  • /19

    $8,950 per month

    • 4 Beds
    • 3.5 Baths
    • 2,726 Sq Ft
    • House for Rent

    2441 Webber St, Sarasota, FL 34239

    One or more photo(s) has been 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. Situated on a private 85’ x 117’

    Oleksandr Blekherov GRAND STATE REALTY

    2441 Webber St, Sarasota, FL 34239
  • /43

    $3,300 per month

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • House for Rent

    3425 Fairview Dr, Sarasota, FL 34239

    ANNUAL FURNISHED 3 BEDROOM PLUS DEN POOL HOME AVAILABLE FOR ANNUAL LEASE IN SOUTH GATE! The fully updated home has a beautiful kitchen with granite counters and stainless-steel appliances, modern bathrooms featuring matching granite, a walk-in closet in the primary bedroom, an open floor plan with a spacious great room adjacent to the kitchen, and a bright office overlooking the pool. The

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3425 Fairview Dr, Sarasota, FL 34239
  • /55

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 2,031 Sq Ft
    • House for Rent

    3364 Espanola Dr, Sarasota, FL 34239

    Gorgeous Fully Renovated Furnished Pool Home in Forest Lakes – SHORT TERM RENTAL - This stunning fully furnished 3-bedroom, 2-bathroom pool home with a 2-car garage is available for short-term rental options of 1,3, 6, or 9 months. Completely remodeled from top to bottom, this move-in-ready residence offers comfort, style, and convenience—perfect for seasonal residents, relocations, or extended

    Fatma Higdon HIGDON HOMES REALTY LLC

    3364 Espanola Dr, Sarasota, FL 34239
  • /42

    $15,000 per month

    • 4 Beds
    • 5.5 Baths
    • 3,864 Sq Ft
    • House for Rent

    2467 Hyde Park St, Sarasota, FL 34239

    Welcome to the Kingdom on Hyde, the crowning jewel of Arlington Park homes offered turnkey furnished. Featuring 4 bedrooms & 6 baths spread over nearly 4000 sq ft w/ 20ft soaring ceilings. This jewel box features a heated pool & spa with dramatic 8ft waterfall feature, Thermador Appliances, commercial grade elevator, custom imported tile & finishes & 2-story living amongst the Live Oaks.

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    2467 Hyde Park St, Sarasota, FL 34239
  • /70

    $12,000 per month

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft
    • House for Rent

    2641 Hyde Park St, Sarasota, FL 34239

    Welcome to Palm & Oak, an expertly curated turnkey rental unlike any other in Sarasota w/ direct access on 2 sides to the coveted Arlington Park. This fully renovated Coastal Pool & Spa home offers nearly 2000 sq ft of living space on a huge 1/3 acre lot w/ vast park views & direct park access from your private fenced backyard. Just minutes from Siesta Key Beach & Downtown Sarasota, this property

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    2641 Hyde Park St, Sarasota, FL 34239
  • /65

    $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
  • /68

    $13,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,223 Sq Ft
    • House for Rent

    1359 Harbor Dr, Sarasota, FL 34239

    STUNNING UNFURNISHED SINGLE FAMILY HOME IN THE SOUGHT AFTER COMMUNITY OF HARBOR ACRES IS AVAILABLE TO RENT!!! This is the one you've been looking for! Renovated from top to bottom this home has all the bells and whistles with a contemporary design, spacious floor plan, two stories, split bedrooms and a private second floor primary bedroom. The kitchen is truly the heart of this home with two

    C. Alison Hunter JENNETTE PROPERTIES INC

    1359 Harbor Dr, Sarasota, FL 34239
  • /54

    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • House for Rent

    3507 Pinecrest St, Sarasota, FL 34239

    Available August 2026. Vacation or Long-Term rental! 3 month minimum. Sarasota Village Green Golf Course 3/2 home on a beautifully landscaped corner lot. The back yard is fully fenced and the home has a spacious lanai and swimming pool (not heated). The open floor plan lends itself to views of the back yard from the family room and kitchen.Modern upgrades throughout and new LVP flooring in

    Margaret Young JENNETTE PROPERTIES, INC.

    3507 Pinecrest St, Sarasota, FL 34239
  • /90

    $18,500 per month

    • 6 Beds
    • 8 Baths
    • 3,765 Sq Ft
    • House for Rent

    2314 Floyd St, Sarasota, FL 34239

    Step into a world of upscale comfort in this brand-new high-end lease opportunity, where thoughtful design meets modern sophistication. This stunning six-bedroom home is crafted for both privacy and elegance, with every bedroom featuring its own en-suite bath and generous walk-in closet. It's an ideal setup for large families and entertaining guests. Inside, the home boasts a bright and airy open

    Domanic Calamese KW COASTAL LIVING III

    2314 Floyd St, Sarasota, FL 34239
  • /91

    $20,000 per month

    • 6 Beds
    • 8 Baths
    • 3,677 Sq Ft
    • House for Rent

    2065 Goldenrod St, Sarasota, FL 34239

    Make yourself at home in this stunning brand-new getaway, where everyday living feels like a vacation. With over 3,600 square feet of beautifully designed space, this home offers all the room you need to relax, work, entertain, and truly settle into the Sarasota lifestyle. Step through the charming courtyard entrance and into bright, open living areas filled with natural light and tall ceilings,

    Domanic Calamese KW COASTAL LIVING III

    2065 Goldenrod St, Sarasota, FL 34239
  • /100

    $6,800 per month

    • 5 Beds
    • 4 Baths
    • 2,600 Sq Ft
    • House for Rent

    2042 Craft Ln, Sarasota, FL 34239

    Location, location, location, in Quiet Cul-De-Sac, only 5 miles to #1 rated SIESTA KEY BEACH! Experience luxury living in the highly desirable Arlington Park neighborhood! Very limited inventory of homes available in this area! This home offers (2) separate owner's suites. Beautifully newly-renovated 5-Bedroom, 4-Bathroom home w/ PRIVATE HEATED POOL & screen enclosure! Enjoy miles of scenic

    Scott Thompson AMERITRUST REALTY LLC

    2042 Craft Ln, Sarasota, FL 34239
  • /57

    $15,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,519 Sq Ft
    • House for Rent

    1725 Bonita Ct, Sarasota, FL 34239

    This MAGNIFICENT home is nestled away in the Historic Granada private neighborhood with easy access to all amenities. 4 Bedrooms 3.5 Baths and over 3500+ square feet of elegantly finished living areas. Authentic travertine tile and maple hardwood floors, volume ceilings, solid-wood cabinetry, two-sided fireplace, chef’s kitchen, three-car garage (owner uses one bay) and cypress wood exterior

    Teresa Ribaudo JENNETTE PROPERTIES INC

    1725 Bonita Ct, Sarasota, FL 34239
  • /38

    $7,000 per month

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • House for Rent

    2365 Waldemere St, Sarasota, FL 34239

    Long-term or short-term leases can start from August 5, 2026 for $7000 OR **option**SEASONAL RATE from December 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

    2365 Waldemere St, Sarasota, FL 34239
  • /36

    $7,000 per month

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • House for Rent

    2375 Waldemere St, Sarasota, FL 34239

    Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2026:Short Term or Long-term starting from May 1, 2026 for $7000 OR **option**SEASONAL RATE from December 2026 through April,2027 is $12,000.Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "Sky Blue

    Claudia Dybala DALTON WADE INC

    2375 Waldemere St, Sarasota, FL 34239
  • /63

    $13,500 per month

    • 3 Beds
    • 4 Baths
    • 3,104 Sq Ft
    • House for Rent

    1720 Spring Creek Dr, Sarasota, FL 34239

    Available April 1st. Welcome to your tropical paradise retreat at 1720 Spring Creek Drive, nestled minutes away from the #1 beach in America, Siesta Key. This fully furnished enchanting oasis awaits with a captivating blend of charm, elegance, and comfort, promising an unforgettable living experience. Step into your own slice of paradise as you're greeted by lush, tropical landscaping and a

    Adnan Dedic COMPASS FLORIDA LLC

    1720 Spring Creek Dr, Sarasota, FL 34239
  • /23

    $1,950 per month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    1901 Hyde Park St Unit C, Sarasota, FL 34239

    Enjoy this comfortable & spacious one bedroom apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away. Multiple units available

    Jason Truluck Williams GRAYSTONE REAL ESTATE

    1901 Hyde Park St Unit C, Sarasota, FL 34239
  • /53

    $25,000 per month

    • 6 Beds
    • 6.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    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

    2327 Hillview St, Sarasota, FL 34239
  • /39

    $25,000 per month

    • 6 Beds
    • 6.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    2585 Clematis St, Sarasota, FL 34239

    **SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusive retreat features a private heated pool and firepit, ensuring endless hours of relaxation and enjoyment. With 6 bedrooms and 7 bathrooms, including 5 king beds, 1 queen bed, and a twin bunk. Inside, the living area offers a cozy

    Domanic Calamese KW COASTAL LIVING III

    2585 Clematis St, Sarasota, FL 34239
  • /12

    $1,750 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    1901 Hyde Park St Unit G, Sarasota, FL 34239

    Enjoy this comfortable & spacious studio apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away.

    Jason Truluck Williams GRAYSTONE REAL ESTATE

    1901 Hyde Park St Unit G, Sarasota, FL 34239
  • /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
  • /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
  • /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
  • /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
  • /64

    $12,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • House for Rent

    1905 Tulip Dr, Sarasota, FL 34239

    Welcome to the Siesta Stunner! This 1950s pool home has been completely remodeled down to the studs w/ designer finishes & furnishings & high ceilings throughout. A short walk or bike ride will get you onto Siesta Key & the house is walkable to both Publix & the Siesta Key Mall! The space is light and bright thanks to the 10ft ceilings, abundant windows and southern exposure. Upon entering the

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    1905 Tulip Dr, Sarasota, FL 34239
How to Rent a Home