3,924

Sarasota, FL Homes for Rent with Community Pool

Section Image
  • 8106 Moonstone Dr Unit 17204, Sarasota, FL 34233
    8106 Moonstone Dr Unit 17204, Sarasota, FL 34233
    8106 Moonstone Dr Unit 17204, Sarasota, FL 34233
    /30

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Townhouse for Rent

    8106 Moonstone Dr Unit 17204, Sarasota, FL 34233

    This condo offers hassle-free living just minutes from Siesta Key, shopping, and local restaurants. Perfectly located next to the community pool, this home includes everything you need just bring your toiletries. Rent includes all utilities, internet, and electric for one convenient monthly payment. This home has been completely updated enjoy the state of the art stainless steel appliances in the

    Stephanie Seacat COLDWELL BANKER REALTY

    8106 Moonstone Dr Unit 17204, Sarasota, FL 34233
  • 3843 Chapel Dr, Sarasota, FL 34234
    3843 Chapel Dr, Sarasota, FL 34234
    3843 Chapel Dr, Sarasota, FL 34234
    /41

    $3,950 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,168 Sq Ft
    • House for Rent

    3843 Chapel Dr, Sarasota, FL 34234

    ***Weekly or Monthly Rental*** Monthly Rate: $7,500 (In Season), $3,500 (Off Season). Rate does not include Taxes, Cleaning or Fees. Call for availability. No Annual Rentals. Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oasis. Perfect for families or groups, this rental includes a private salt water pool with outdoor bar, a cozy fire

    Dave Holt PMI SOUTHWEST FLORIDA

    3843 Chapel Dr, Sarasota, FL 34234
  • 1001 Point of Rocks Rd Unit 412, Sarasota, FL 34242
    1001 Point of Rocks Rd Unit 412, Sarasota, FL 34242
    1001 Point of Rocks Rd Unit 412, Sarasota, FL 34242
    /43

    $16,770 Per Month

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • House for Rent

    1001 Point of Rocks Rd Unit 412, Sarasota, FL 34242

    Villa 412 at Siesta Sands offers a comfortable coastal escape where relaxation comes naturally. Bright and airy, this inviting villa features an open floor plan with a light, beach-inspired atmosphere that creates an easygoing setting from the moment you arrive. The well-equipped kitchen and welcoming living spaces are perfect for enjoying slow mornings and laid-back evenings. Experience the

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1001 Point of Rocks Rd Unit 412, Sarasota, FL 34242
  • 5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242
    5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242
    5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242
    /65

    $6,000 Per Month

    • 1 Bed
    • 1.5 Baths
    • 928 Sq Ft
    • Condo for Rent

    5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242

    SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it’s best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242
  • 4032 Crockers Lake Blvd Unit 27, Sarasota, FL 34238
    4032 Crockers Lake Blvd Unit 27, Sarasota, FL 34238
    4032 Crockers Lake Blvd Unit 27, Sarasota, FL 34238
    /5

    $1,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Condo for Rent

    4032 Crockers Lake Blvd Unit 27, Sarasota, FL 34238

    Beautifully Furnished 2BR/2BA Annual Rental in Prime South Sarasota Location!This tastefully turnkey furnished condo offers comfort and convenience with all utilities included in the rent. Enjoy a fully equipped kitchen, in-unit washer and dryer, and a private balcony with extra storage. Second floor, no one above you, no elevator. Non smoking unit and pets are not allowed. The community

    Zita Bowers MICHAEL SAUNDERS & COMPANY

    4032 Crockers Lake Blvd Unit 27, Sarasota, FL 34238
  • 1420 Lakefront Dr Unit 2208, Sarasota, FL 34240
    1420 Lakefront Dr Unit 2208, Sarasota, FL 34240
    1420 Lakefront Dr Unit 2208, Sarasota, FL 34240
    /45

    $2,492 Per Month

    • 2 Beds
    • 2 Baths
    • 1,294 Sq Ft
    • Apartment for Rent

    1420 Lakefront Dr Unit 2208, Sarasota, FL 34240

    The Row Waterside in Lakewood Ranch is a BRAND-NEW rental community located in Sarasota County. These spacious studio, one, two and three bedroom apartments and two and three bedroom townhouses, are full of the modern conveniences and amenities that you would want in your rental. Every unit in this community offers beautifully done finishes with open concept layouts, contemporary lighting

    Angelic Tassos CORCORAN DWELLINGS REALTY

    1420 Lakefront Dr Unit 2208, Sarasota, FL 34240
  • 6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
    6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
    6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
    /20

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242

    Starting at $179/night! Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat boasts a fully equipped kitchen adjoining a spacious dining area, ideal for entertaining or relaxing meals. Enjoy the convenience of a private carport just steps from your door, while

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
  • 6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
    6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
    6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
    /15

    $8,970 Per Month

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

    6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242

    B11 is a private 2-bedroom, 2-bath villa halfway between the beautiful private Casa Blanca Crescent Beach and the pool. This villa is fully furnished and decorated to meet your needs for a relaxing vacation with all the conveniences of home, including private wireless internet. Enjoy the comforts of this large, fully furnished villa with a spacious living area, fully equipped kitchen, and a

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
  • 5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
    5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
    5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
    /51

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,337 Sq Ft
    • Condo for Rent

    5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242

    This luxury Siesta Key beachfront unit in the exclusive Gulf and Bay Club offers full panoramic views of the Gulf of Mexico and the #1 beach in the USA, Siesta Key! This beautifully updated 2-bedroom, 2-bathroom unit features hardwood floors, granite countertops, and an abundance of cabinet space. The bathrooms are elegantly updated with tile and granite counters, making this a truly turnkey

    Robert Bevington SHOWTIME REALTY

    5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
  • 5649 Summer Side Ln Unit 41B, Sarasota, FL 34231
    5649 Summer Side Ln Unit 41B, Sarasota, FL 34231
    5649 Summer Side Ln Unit 41B, Sarasota, FL 34231
    /41

    $1,925 Per Month

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft
    • Condo for Rent

    5649 Summer Side Ln Unit 41B, Sarasota, FL 34231

    Available for long term rent May 1, 2026 Charming fully furnished 2-bedroom, 2-bathroom condo in the heart of Sarasota, featuring a cozy layout with a spacious kitchen, large living room with sliding doors that open to a balcony connected to the master bedroom, in-unit washer and dryer, and a quiet location at the end of the subdivision away from street noise. Rent includes trash service, and

    William Ol OHL LLC

    5649 Summer Side Ln Unit 41B, Sarasota, FL 34231
  • 3223 Rowena St, Sarasota, FL 34231
    3223 Rowena St, Sarasota, FL 34231
    3223 Rowena St, Sarasota, FL 34231
    /51

    $4,170 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,054 Sq Ft
    • House for Rent

    3223 Rowena St, Sarasota, FL 34231

    Welcome to Blue Dolphin! This lovely 3-bedroom, 2-bathroom single-level private pool home is located in stunning Sarasota. The location of this home is everything! You are just 3.4 miles from Crescent Beach, where you can enjoy the quartz white sand and beautiful beaches in Siesta Key. When you are ready to go out for fantastic restaurants and boutique shopping, you are only 5 miles from Siesta

    Andy Moore GULF COAST REALTY & MANAGEMENT

    3223 Rowena St, Sarasota, FL 34231
  • 4237 Higel Ave, Sarasota, FL 34242
    4237 Higel Ave, Sarasota, FL 34242
    4237 Higel Ave, Sarasota, FL 34242
    /54

    $6,250 Per Month

    • 3 Beds
    • 2 Baths
    • 1,835 Sq Ft
    • House for Rent

    4237 Higel Ave, Sarasota, FL 34242

    Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the

    Joleisy Machado-Gonzales RELAX PROPERTY GROUP, LLC

    4237 Higel Ave, Sarasota, FL 34242
  • 4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238
    4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238
    4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238
    /44

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,089 Sq Ft
    • Condo for Rent

    4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238

    BEAUTIFULLY, FULLY FURNISHED and UPGRADED, with a COASTAL VIBE and LOCATION CLOSE TO THE TOP-RATED U.S. BEACH ON SIESTA KEY! Available now, no smoking and no pets allowed. This large 2 bedroom, 2 bath end-unit condominium home has been upgraded throughout including custom paint and light fixtures. It is an end unit located on the 2nd floor with high ceilings giving privacy with no one living

    Pam Reitnecht FLORIDA GULFSIDE PROPERTIES INC

    4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238
  • 1770 Benjamin Franklin Dr Unit 203, Sarasota, FL 34236
    1770 Benjamin Franklin Dr Unit 203, Sarasota, FL 34236
    1770 Benjamin Franklin Dr Unit 203, Sarasota, FL 34236
    /42

    $3,495 Per Month

    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft
    • Condo for Rent

    1770 Benjamin Franklin Dr Unit 203, Sarasota, FL 34236

    STILL AVAILABLE FOR SEASON 2026!! Welcome to this beautifully maintained two-bedroom, two-bath residence located on the second floor of Lido Harbour Towers, where the very best of Florida’s Gulf Coast lifestyle surrounds you. To the west, experience endless sparkling waters and powdery white sand beaches. To the east, the natural beauty of Ted Sperling Nature Preserve offers kayaking through

    Heidi Thompson STRINGER MANAGEMENT INC

    1770 Benjamin Franklin Dr Unit 203, Sarasota, FL 34236
  • 396 Bob White Dr, Sarasota, FL 34236
    396 Bob White Dr, Sarasota, FL 34236
    396 Bob White Dr, Sarasota, FL 34236
    /55

    $11,500 Per Month

    • 3 Beds
    • 4 Baths
    • 2,760 Sq Ft
    • House for Rent

    396 Bob White Dr, Sarasota, FL 34236

    Seasonal rental opportunity on the highly sought-after Bird Key. This comfortable 3-bedroom, 4-bathroom pool home is situated directly on a canal with no bridges to the bay, making it an ideal retreat. It's truly an entertainer's dream, featuring a living room and dining room that open directly onto the pool area. The covered lanai offers comfortable seating and dining, while the expansive pool

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    396 Bob White Dr, Sarasota, FL 34236
  • 3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231
    3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231
    3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231
    /21

    $2,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft
    • Condo for Rent

    3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231

    Beautifully upgraded 2 bed/ 2 bath condo on the 2nd Floor in desirable community. Looking for annual lease, turnkey ready. The views from the lanai are spectacular, overlooking the pool, flowing creek and part of the Red Bug Preserve. Shopping restaurants, grocery and Siesta Beach are moments away. Enjoy mingling with others at the pool and the Happy Hour get togethers.

    Cheryll Vance SIESTA HOME & CONDO RENTAL INC

    3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231
  • 1725 Bonita Ct, Sarasota, FL 34239
    1725 Bonita Ct, Sarasota, FL 34239
    1725 Bonita Ct, 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
  • 1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
    1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
    1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
    /32

    $8,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft
    • Condo for Rent

    1200 E Peppertree Ln Unit 402, Sarasota, FL 34242

    This condo is a 30-night minimum.Condo 1200-402 at Peppertree Bay on Siesta KeyThis 2 bedroom, 2 bathrooms recently remodeled, is only steps away from Crescent Beach and is located on the 4th floor.This condo comfortably sleeps 6 guests.The master King bedroom is equipped with a 43'' Smart TV for your entertainment and a ceiling fan. The master bathroom has a walk-in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
  • 2961 Taywood Meadows Unit 26, Sarasota, FL 34235
    2961 Taywood Meadows Unit 26, Sarasota, FL 34235
    2961 Taywood Meadows Unit 26, Sarasota, FL 34235
    /27

    $3,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,165 Sq Ft
    • Condo for Rent

    2961 Taywood Meadows Unit 26, Sarasota, FL 34235

    Great views of the golf course and water from the glass enclosed lanai of this second floor condo in The Chartwell Greene community of The Meadows. This fully furnished and well equipped property is the perfect place to spend your winter vacation. Updated kitchen boasts solid wood cabinets, stainless steel appliances, granite counters and a breakfast table where you can enjoy your morning

    Shirley Cuddy REALTY SERVICES INC

    2961 Taywood Meadows Unit 26, Sarasota, FL 34235
  • 5633 Soft Skies Dr, Sarasota, FL 34238
    5633 Soft Skies Dr, Sarasota, FL 34238
    5633 Soft Skies Dr, Sarasota, FL 34238
    /22

    $2,995 Per Month

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • House for Rent

    5633 Soft Skies Dr, Sarasota, FL 34238

    Single family, 4 bedroom, 2 bathroom, 2 car garage, one story home in Sarasota's Promenade Estates community is now available. All concrete brick construction home with an open concept design and a well-equipped kitchen, and a spacious living area offers plenty of space for you and your family to enjoy. The appliances' package includes refrigerator, build-in dishwasher, microwave oven, electric

    Wojciech Suchanek EXPERTIA REALTY

    5633 Soft Skies Dr, Sarasota, FL 34238
  • 5226 Marsh Field Ln Unit 11, Sarasota, FL 34235
    5226 Marsh Field Ln Unit 11, Sarasota, FL 34235
    5226 Marsh Field Ln Unit 11, Sarasota, FL 34235
    /44

    $3,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,127 Sq Ft
    • Condo for Rent

    5226 Marsh Field Ln Unit 11, Sarasota, FL 34235

    Due to a cancellation, this beautiful ground floor end unit is available!!!! January & April 2026 are $3,400 and February & March 2026 are $3,800. The last 19 photos show updates in decorating, mostly wall hangings. Also note, new dining set, new fridge, kitchen faucet and microwave. Both the great room and primary bedroom have large screen T.V.'s. Steps away from large pool, yet very private.

    Dolly Snyder REALTY SERVICES INC

    5226 Marsh Field Ln Unit 11, Sarasota, FL 34235
  • 2749 Orchid Oaks Dr Unit 302, Sarasota, FL 34239
    2749 Orchid Oaks Dr Unit 302, Sarasota, FL 34239
    2749 Orchid Oaks Dr Unit 302, Sarasota, FL 34239
    /47

    $2,150 Per Month

    • 2 Beds
    • 2 Baths
    • 1,365 Sq Ft
    • Condo for Rent

    2749 Orchid Oaks Dr Unit 302, Sarasota, FL 34239

    Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365 sq ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops, stainless-steel appliances, and generous cabinetry, opening to spacious living and

    Evan Weber MICHAEL SAUNDERS & COMPANY

    2749 Orchid Oaks Dr Unit 302, Sarasota, FL 34239
  • 5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235
    5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235
    5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235
    /28

    $3,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft
    • Condo for Rent

    5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235

    This ground-floor 2/2 condo is situated in a prime location with beautiful views of the golf course. Availability:Open for rent March and April 2026. Available through December 31, 2026. Rented Jan-Mar 2027.Features include:Ground-floor accessibility,Furnished with a King bed, twin beds, and a Queen sofa bed,Screened lanai,One-car garage,Open-concept kitchen, dining

    Margaret Young JENNETTE PROPERTIES, INC.

    5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235
  • 4540 Kipling Cir, Sarasota, FL 34241
    4540 Kipling Cir, Sarasota, FL 34241
    4540 Kipling Cir, Sarasota, FL 34241
    /70

    $4,600 Per Month

    • 5 Beds
    • 3.5 Baths
    • 2,953 Sq Ft
    • House for Rent

    4540 Kipling Cir, Sarasota, FL 34241

    Welcome to this beautifully maintained single-family home located in the highly desirable Lake Sarasota community. This bright and inviting 5-bedroom, 3.5-bath property offers a perfect blend of comfort, style, and convenience—ideal for families, professionals, or anyone seeking peaceful Florida living. Open-concept living area with abundant natural light. Updated kitchen featuring modern

    Sang Nguyen HOME TOWN REALTY, INC.

    4540 Kipling Cir, Sarasota, FL 34241
  • 5371 Crestlake Blvd Unit 68, Sarasota, FL 34233
    5371 Crestlake Blvd Unit 68, Sarasota, FL 34233
    5371 Crestlake Blvd Unit 68, Sarasota, FL 34233
    /18

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,382 Sq Ft
    • House for Rent

    5371 Crestlake Blvd Unit 68, Sarasota, FL 34233

    This beautifully updated villa in the desirable Crestwood Villas community offers the rare combination of tranquil lake views and modern comforts, all just steps from the community pool. The bright, open floor plan features soaring vaulted ceilings that flow seamlessly into a spacious enclosed lanai overlooking the peaceful lake. Tile flooring throughout ensures easy maintenance, while the

    Larry Brzostek RE/MAX ALLIANCE GROUP

    5371 Crestlake Blvd Unit 68, Sarasota, FL 34233
  • 8641 Daybreak St, Sarasota, FL 34241
    8641 Daybreak St, Sarasota, FL 34241
    8641 Daybreak St, Sarasota, FL 34241
    /13

    $1,900 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,222 Sq Ft
    • Townhouse for Rent

    8641 Daybreak St, Sarasota, FL 34241

    Brand-new townhome for rent in the desirable Skye Ranch community in Sarasota! Be the very first to live in this beautiful never-lived-in home featuring 2 bedrooms, 2 full bathrooms, and 1 half bathroom. The modern open-concept floor plan offers a bright and welcoming living space, while the kitchen comes fully equipped with all appliances included. The laundry area is also fully equipped for

    Yohalis Lares Guzman WRA BUSINESS & REAL ESTATE

    8641 Daybreak St, Sarasota, FL 34241
  • 1709 N Tamiami Trail Unit 201, Sarasota, FL 34234
    1709 N Tamiami Trail Unit 201, Sarasota, FL 34234
    1709 N Tamiami Trail Unit 201, Sarasota, FL 34234
    /38

    $5,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,359 Sq Ft
    • Condo for Rent

    1709 N Tamiami Trail Unit 201, Sarasota, FL 34234

    Available April 2027 SEASON $9000 3 month minimum. MAY 1, 2026 THROUGH NOVEMBER $5000. THE NEW GEM OF SARASOTA BUILT IN 2022 AND THE MOST DESIRED UNIT & LOCATION IN THE ENTIRE COMPLEX. LOCATED AT THE FURTHEST WEST END, ONLY 1 BLOCK TO BIG WATER AND THE HUGE WRAP AROUND PATIO GIVES YOU VIEWS ALL THE WAY TO LONGBOAT KEY. ENJOY GORGEOUS SUNSETS EVERY EVENING. PET FRIENDLY UP TO 60 LBS AND FENCED IN

    Marni Hayden CHROME REALTY LLC

    1709 N Tamiami Trail Unit 201, Sarasota, FL 34234
  • 8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
    8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
    8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
    /77

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,286 Sq Ft
    • Condo for Rent

    8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242

    Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decorum and nicely

    Erick Shumway RE/MAX ALLIANCE GROUP

    8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
  • 6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242
    6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242
    6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242
    /13

    $8,040 Per Month

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

    6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242

    Welcome to Villa A14! You'll love this newly-remodeled villa! It is located on the beautiful white-sand shores of Crescent Beach, recently rated the #1 beach in the USA! This is a 2 bedroom, 1 and a 1/2 bath private villa just steps away from the beach and the heated pool. The master bedroom is furnished with a king-size bed and an ensuite 1/2 bath. The second bedroom is furnished with 1

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242
  • 5417 Duncanwood Dr, Sarasota, FL 34232
    5417 Duncanwood Dr, Sarasota, FL 34232
    5417 Duncanwood Dr, Sarasota, FL 34232
    /26

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,371 Sq Ft
    • House for Rent

    5417 Duncanwood Dr, Sarasota, FL 34232

    Charming 3BR/2BA single-family POOL home ideally located off Bee Ridge Road & Cattlemen in the heart of Sarasota. This home offers a unique vintage feel blended with modern updates. Cute kitchen with updated counters and modern appliances. The spacious layout features two large living room areas, providing plenty of room to relax, entertain, or create a separate family and media space. Step

    Cody Smith RENT SARASOTA

    5417 Duncanwood Dr, Sarasota, FL 34232
  • 1526 Georgetowne Ln, Sarasota, FL 34232
    1526 Georgetowne Ln, Sarasota, FL 34232
    1526 Georgetowne Ln, Sarasota, FL 34232
    /21

    $4,000 Per Month

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

    1526 Georgetowne Ln, Sarasota, FL 34232

    Seasonal / Short-Term Rental / Looking for a vacation spot that truly has it all? You’ve found it. This wonderfully spacious 3-bedroom, 2-bathroom home offers the perfect blend of comfort, privacy, and convenience. Enjoy your own private pool surrounded by a screened lanai—ideal for relaxing or taking a refreshing dip anytime in your peaceful backyard retreat. Inside, the home provides a

    Cody Smith RENT SARASOTA

    1526 Georgetowne Ln, Sarasota, FL 34232
  • 1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
    /27

    $6,900 Per Month

    • 1 Bed
    • 1 Bath
    • 845 Sq Ft
    • Condo for Rent

    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

    Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key just offshore of Sarasota, Florida. Private access to Crescent Beach on the Gulf of Mexico - just steps to the beach. Free high-speed Internet connection. Please note the garage for this unit is the middle garage in the building to the right.*Taxes and Fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
  • 1212 Benjamin Franklin Dr Unit 504, Sarasota, FL 34236
    1212 Benjamin Franklin Dr Unit 504, Sarasota, FL 34236
    1212 Benjamin Franklin Dr Unit 504, Sarasota, FL 34236
    /49

    $10,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,421 Sq Ft
    • Condo for Rent

    1212 Benjamin Franklin Dr Unit 504, Sarasota, FL 34236

    Congratulations and welcome to Lido Beach Club, a private ocean- front condominium community right on the Gulf coast. Lido Beach Club is a highly desirable community, with a private ocean-front beach entry. Community amenities include a fitness center, entertainment room, club house for gatherings or special events, a library and an OCEAN-FRONT HEATED POOL. This Million-dollar property will

    Andres Vazquez RC REALTY GROUP INC

    1212 Benjamin Franklin Dr Unit 504, Sarasota, FL 34236
  • 1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236
    1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236
    1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236
    /49

    $2,975 Per Month

    • 2 Beds
    • 2 Baths
    • 1,093 Sq Ft
    • Condo for Rent

    1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236

    *** AVAILABLE AUG 1st 2026 *** TURNKEY FURNISHED 2/2 luxury condo on the 5th floor of Broadway Promenade, unit 1522. See video here: Condo MAY BE AVAILABLE FOR LESS THAN A YEAR TERM. Beautifully renovated and designed with modern touches, it is bright and comfortable with a floor plan that is open and inviting. The kitchen features granite countertops, a pantry, and a breakfast bar, The

    Carlos Perez FINE PROPERTIES

    1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236
  • 1624 Stickney Point Rd Unit 107, Sarasota, FL 34231
    1624 Stickney Point Rd Unit 107, Sarasota, FL 34231
    1624 Stickney Point Rd Unit 107, Sarasota, FL 34231
    /12

    $3,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,016 Sq Ft
    • Condo for Rent

    1624 Stickney Point Rd Unit 107, Sarasota, FL 34231

    Amazing 2 bedroom 2 bathroom upgraded condo just over the bridge from Siesta Key. One of America's most beautiful beaches known for it's soft sand. All you need is your swimsuit and toothbrush. This complex has lots to offer. Two heated pools, one of witch overlooks Little Sarasota Bay. There you will be able to enjoy watching the boat traffic and yes dolphins! Tennis courts, shuffle board,

    Kimberly Eudy RE/MAX PALM REALTY OF VENICE

    1624 Stickney Point Rd Unit 107, Sarasota, FL 34231
  • 4884 Marsh Field Rd, Sarasota, FL 34235
    4884 Marsh Field Rd, Sarasota, FL 34235
    4884 Marsh Field Rd, Sarasota, FL 34235
    /27

    $3,175 Per Month

    • 2 Beds
    • 2 Baths
    • 1,880 Sq Ft
    • House for Rent

    4884 Marsh Field Rd, Sarasota, FL 34235

    Turnkey furnished single family home in the Meadows is available monthly 60 day minimum rental period. The large home has two bedrooms, two bathrooms plus a den then can be used as a third bedroom with a pull out couch, split bedrooms, and a living room/dining room combination. The kitchen has stainless appliances and a breakfast nook. The primary bedroom has a King sized bed. The guest bedroom

    Greg Sheller RE/MAX ALLIANCE GROUP

    4884 Marsh Field Rd, Sarasota, FL 34235
  • 769 John Ringling Blvd Unit 4, Sarasota, FL 34236
    769 John Ringling Blvd Unit 4, Sarasota, FL 34236
    769 John Ringling Blvd Unit 4, Sarasota, FL 34236
    /36

    $1,975 Per Month

    • 1 Bed
    • 1 Bath
    • 641 Sq Ft
    • Condo for Rent

    769 John Ringling Blvd Unit 4, Sarasota, FL 34236

    ANNUAL UNFURNISHED CONDO AVAILABLE IN SARASOTA HARBOR EAST, 55+ COMMUNITY! This tastefully remodeled condo is located directly on Sarasota Bay and features amazing views. The community offers a heated pool, kayak storage, clubhouse, and shuffleboard. The excellent location is minutes from St. Armand’s Circle, Lido Beach, and downtown Sarasota. Boat slips may be available on a first come first

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    769 John Ringling Blvd Unit 4, Sarasota, FL 34236
  • 1335 Landings Dr Unit 9, Sarasota, FL 34231
    1335 Landings Dr Unit 9, Sarasota, FL 34231
    1335 Landings Dr Unit 9, Sarasota, FL 34231
    /34

    $4,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,372 Sq Ft
    • Townhouse for Rent

    1335 Landings Dr Unit 9, Sarasota, FL 34231

    Treehouses on the Boardwalk with incredible, unrestricted views of Roberts Bay and the Intercoastal Waterway rarely come on the market. This is a wonderful opportunity to BECOME A PART OF one of these hidden Gems in the Landings Community. FULL AMENITIE MEMBERSHIP TO EVERYTHING. These cool, multi-leveled homes have been designed to be part of the natural environment and are nestled amidst the

    Marni Hayden CHROME REALTY LLC

    1335 Landings Dr Unit 9, Sarasota, FL 34231
  • 3001 Bee Ridge Rd Unit 124, Sarasota, FL 34239
    3001 Bee Ridge Rd Unit 124, Sarasota, FL 34239
    3001 Bee Ridge Rd Unit 124, Sarasota, FL 34239
    /22

    $1,200 Per Month

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

    3001 Bee Ridge Rd Unit 124, Sarasota, FL 34239

    One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 1st and get half off your Application Fee. This first floor, 1BR, 1BA end unit is just what you've been looking for! The kitchen is adorned with bright, hardwood cabinets and includes a refrigerator, range, and microwave for all your cooking needs. The open living and dining area offers

    MJ LoParco PMI SOUTHWEST FLORIDA

    3001 Bee Ridge Rd Unit 124, Sarasota, FL 34239
  • 6053 E Peppertree Way Unit 118, Sarasota, FL 34242
    6053 E Peppertree Way Unit 118, Sarasota, FL 34242
    6053 E Peppertree Way Unit 118, Sarasota, FL 34242
    /23

    $8,050 Per Month

    • 2 Beds
    • 2 Baths
    • 975 Sq Ft
    • Condo for Rent

    6053 E Peppertree Way Unit 118, Sarasota, FL 34242

    This property is a 30 night minimum. This unit has been completely renovated and offers spectacular views of the Intracoastal waterway and pier! The sliders to the lanai open to the screened-in area for fresh air and seamless indoor/outdoor living.The unit offers easy access to the walking paths that leads to the fishing pier and to the bay-side pool and clubhouse.This condo has 2

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6053 E Peppertree Way Unit 118, Sarasota, FL 34242

Showing Results 481 - 520, Page 13 of 18

Florida Sarasota County Sarasota

Homes for Rent with Community 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 © 2026 CoStar Group