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Sarasota, FL Condos for Rent

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  • 301 Quay Common Unit 704, Sarasota, FL 34236
    301 Quay Common Unit 704, Sarasota, FL 34236
    301 Quay Common Unit 704, Sarasota, FL 34236
    /76

    $15,000 per month

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

    301 Quay Common Unit 704, Sarasota, FL 34236

    BAYSO...DOWNTOWN SARASOTA located at the Sarasota Quay. LUXURY living at it's finest. Be the first to occupy this newly completed premier condominium with split floor plan, 2 bedrooms + a den with custom built barn door, 3 full bathrooms all En-suite. Remote controlled blinds throughout. State of the art kitchen with all stainless, top of the line appliances. Quartz countertops with a large

    Teresa Ribaudo JENNETTE PROPERTIES INC

    301 Quay Common Unit 704, Sarasota, FL 34236
  • 1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
    1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
    1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
    /41

    $7,600 per month

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

    1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242

    Welcome to our recently updated two-bedroom, two-bathroom second-floor unit in Gulf and Bay - Bayside on Siesta Key. This stunning condo offers a host of modern features and stylish enhancements that will elevate your vacation experience to new heights. With vaulted ceilings creating an open and airy atmosphere, you'll find that every corner of this unit has been thoughtfully designed for your

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
  • 1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
    1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
    1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
    /30

    $7,700 per month

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Condo for Rent

    1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242

    A spacious two bedroom/two bath ground floor home with attached garage. Relax on the private south-facing lanai overlooking a lake featuring a fountain and frequent visits by numerous water birds. After a long day enjoy HDTV and high-speed internet ready to stream your favorite programs. Wireless internet is also available throughout Bayside and at the pools. The living area is tiled, and the

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
  • 1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
    /24

    $7,200 per month

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

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242

    Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
  • 4493 Longmeadow Unit 76, Sarasota, FL 34235
    4493 Longmeadow Unit 76, Sarasota, FL 34235
    4493 Longmeadow Unit 76, Sarasota, FL 34235
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    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Condo for Rent

    4493 Longmeadow Unit 76, Sarasota, FL 34235

    Lovely condo located in the desirable community of The Meadows. This second floor, turnkey furnished has two bedrooms, two bathrooms and is ready for a booking. The condo has a living room/dining room combination, tile floors throughout and a laundry room. The primary bedroom has a king sized bed, large walk in closet, vanity with a sink and a private bathroom with a second sink and a stall

    C. Alison Hunter JENNETTE PROPERTIES INC

    4493 Longmeadow Unit 76, Sarasota, FL 34235
  • 5320 Hyland Hills Ave Unit 2225, Sarasota, FL 34241
    5320 Hyland Hills Ave Unit 2225, Sarasota, FL 34241
    5320 Hyland Hills Ave Unit 2225, Sarasota, FL 34241
    /19

    $4,200 per month

    • 2 Beds
    • 2 Baths
    • 1,324 Sq Ft
    • Condo for Rent

    5320 Hyland Hills Ave Unit 2225, Sarasota, FL 34241

    2BR/2BA Condo, Seasonal Rental - Heritage Oaks Golf & Country Club, OFF SEASON AVAILABILITY ONLYThis Condo is FORE you!Our Heritage Oaks condo, located in the golf community of Heritage Oaks Golf & Country Club in Sarasota, FL is available for monthly/seasonal rental.Minimum 30-day stays, but seeking a 3-month minimum rental for the season:In season pricing: January-

    Dave Holt PMI SARASOTA

    5320 Hyland Hills Ave Unit 2225, Sarasota, FL 34241
  • 1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
    1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
    1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
    /23

    $6,900 per month

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

    1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242

    This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
  • 1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
    1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
    1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
    /27

    $9,900 per month

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

    1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242

    Come and watch the dolphins and manatees on the intercoastal waterway from our lanai! This unit has 2 large bedrooms and 2 full baths. There is a washer and dryer in the unit and a garage to park your car and store all the beach equipment you will need for the beach. It's only a short 10 min. walk down the private deeded beach access to the beautiful white sands of Siesta Key beach. We share

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
  • 1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
    1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
    1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
    /22

    $7,200 per month

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

    1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242

    Relax in the spacious living area or enjoy a glass of wine on the lanai.This condo is turnkey furnished including washer /dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key!**Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
  • 1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
    /24

    $9,300 per month

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

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242

    This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
  • 1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
    1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
    1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
    /21

    $9,300 per month

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

    1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242

    This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, heated pool is just across from the unit. Beach accessories as well as fishing gear and bicycles are available in the private garage.THIS CONDO REQUIRES A TWO WEEK MINIMUM

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
  • 1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
    /27

    $12,000 per month

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft
    • Condo for Rent

    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242

    Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
  • 1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
    1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
    1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
    /26

    $6,900 per month

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft
    • Condo for Rent

    1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242

    This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnkey furnished including washer /dryer and private garage, an approximate 5-minute walk, via deeded, walking access across the street, to the #1 beach in the U.S.A., Siesta Key! Choose to enjoy two

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
  • 1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
    /36

    $9,300 per month

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242

    Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King bed in the master and two doubles in the guest room.*Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
  • 1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
    /31

    $9,300 per month

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Condo for Rent

    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242

    Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key*Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
  • 1360 Siesta Bayside Dr, Sarasota, FL 34242
    1360 Siesta Bayside Dr, Sarasota, FL 34242
    1360 Siesta Bayside Dr, Sarasota, FL 34242
    /30

    $7,000 per month

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft
    • Condo for Rent

    1360 Siesta Bayside Dr, Sarasota, FL 34242

    This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retreat. Relax in the spacious living area or enjoy a glass of wine on the lanai.The condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world- renowned white sandy beach on the

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1360 Siesta Bayside Dr, Sarasota, FL 34242
  • 1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242
    1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242
    1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242
    /31

    $9,300 per month

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

    1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242

    Deeded Walking Access Directly to the Beach!New on the rental program - Beautifully updated 2-bedroom near the pool, tennis courts and path to the beach! Please be one of our first Guests!The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Located on the bay across the street from world-famous Siesta

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242
  • 1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
    1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
    1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
    /26

    $9,300 per month

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

    1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

    Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court view from the lanai. A few of your amenities include your own private garage, a washer and dryer IN THE CONDO, and a fully-equipped kitchen The community offers BBQ grills (6), two tennis courts,

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /38

    $9,350 per month

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

    Unlisted Address

    Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Club Bayside. The Key West style cluster buildings afford you a quiet residential feel while you are just a short walk to the powdery white quartz sand of the world famous Siesta Key/Crescent Beach.New to the rental program, our condo has previously been owner occupied and

    Andy Moore GULF COAST REALTY & MANAGEMENT

    Unlisted Address
  • 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
  • 8911 Midnight Pass Rd Unit 514, Sarasota, FL 34242
    8911 Midnight Pass Rd Unit 514, Sarasota, FL 34242
    8911 Midnight Pass Rd Unit 514, Sarasota, FL 34242
    /81

    $8,500 per month

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

    8911 Midnight Pass Rd Unit 514, Sarasota, FL 34242

    BOOKED FEB/APRIL 2026. AVAILABLE JANUARY 2026. UTILITIES INCLUDED. SIESTA KEY SPECTACULAR FULL BAY/INTRACOASTAL UNOBSTRUCTED VIEWS! BOOK YOUR BEACH GETAWAY NOW! Beautifully updated throughout Turnkey "top floor" Condo in this popular community of Sunrise Cove. Located on the southern end of Siesta Key, directly across the street from Turtle Beach! Upon entering the condo, you will immediately

    Chrissie Cummings JENNETTE PROPERTIES INC

    8911 Midnight Pass Rd Unit 514, Sarasota, FL 34242
  • 769 John Ringling Blvd Unit 36, Sarasota, FL 34236
    769 John Ringling Blvd Unit 36, Sarasota, FL 34236
    769 John Ringling Blvd Unit 36, Sarasota, FL 34236
    /24

    $5,000 per month

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

    769 John Ringling Blvd Unit 36, Sarasota, FL 34236

    Turnkey Seasonal Rental in Sarasota Harbor East, fabulous bay views from every window, 2 bedrooms, two baths, updated and tile floors throughout. Lovely four season Lanai overlooking Sarasota Bay, watch the Dolphin and Manatee while you sip your morning coffee. The community offers a lovely heated pool, clubhouse, grills, kayak storage and boat slips on a first come, first served basis. Walk to

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    769 John Ringling Blvd Unit 36, Sarasota, FL 34236
  • 750 N Tamiami Trail Unit 916, Sarasota, FL 34236
    750 N Tamiami Trail Unit 916, Sarasota, FL 34236
    750 N Tamiami Trail Unit 916, Sarasota, FL 34236
    /53

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Condo for Rent

    750 N Tamiami Trail Unit 916, Sarasota, FL 34236

    LOCATION, LOCATION, LOCATION!!! Look no further as this downtown Sarasota condo located at the Renaissance has it all. The comfortably furnished and colorfully decorated condo has 2 bedrooms, 2 bathrooms, living room/dining room/kitchen combination, split floor plan and a lovely lanai to take in all of the downtown sights. The kitchen has lots of counter and cabinet space for preparing and

    C. Alison Hunter JENNETTE PROPERTIES INC

    750 N Tamiami Trail Unit 916, Sarasota, FL 34236
  • 1350 N Portofino Dr Unit 108, Sarasota, FL 34242
    1350 N Portofino Dr Unit 108, Sarasota, FL 34242
    1350 N Portofino Dr Unit 108, Sarasota, FL 34242
    /38

    $6,500 per month

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

    1350 N Portofino Dr Unit 108, Sarasota, FL 34242

    Gorgeous Canal View Condo now available on Siesta Key as an annual rental. Rent for the remainder of 2025 through the Winter Season until December 2026 and work from home on your walk-out lanai watching the deep water boats on the Intracoastal Waterway. Incredible View of the Intracoastal Waterway, Beautiful two bedroom, two bath spacious first floor walk-out condo with lots of natural light.

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    1350 N Portofino Dr Unit 108, Sarasota, FL 34242
  • 5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242
    5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242
    5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242
    /65

    $8,700 per month

    • 2 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Condo for Rent

    5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242

    Listing reflects peak season rate. Available peak season months: January 2026, April 2026. Discover Turquoise Turtle, a beautiful 2-bedroom, 2-bathroom condo nestled within the luxurious Harbor Towers Yacht & Racquet Club on Siesta Key. This charming beach palace is your true coastal getaway, offering a prime location and resort-style amenities. From the moment you park in your assigned spot,

    Beth Dilley ASCENDIA REAL ESTATE

    5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242
  • 9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242
    9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242
    9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242
    /61

    $5,000 per month

    • 3 Beds
    • 3 Baths
    • 2,558 Sq Ft
    • Condo for Rent

    9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242

    Available May 1, 2026 for an annual lease! Rarely available 3 bed, 3 bath, plus office/work-space condo in sought-after Somerset Cay! You will love the resort-style amenities and the contemporary elegance this wonderful home offers. There are three balconies, offering views of the Bay, the Intercoastal Waterway and the Gulf. Fully updated kitchen with top-of-the-line appliances and breakfast bar,

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242
  • 4616 Ringwood Meadow Unit 20, Sarasota, FL 34235
    4616 Ringwood Meadow Unit 20, Sarasota, FL 34235
    4616 Ringwood Meadow Unit 20, Sarasota, FL 34235
    /78

    $4,900 per month

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

    4616 Ringwood Meadow Unit 20, Sarasota, FL 34235

    AVAILABLE JAN/FEB & APR 2026. Located in The Meadows, this condo is nestled in one of Sarasota's most popular and sought-after resort style communities. The Village Center has a cafe, restaurant & Village Pub. The Meadows Country Club offers "optional" Country Club memberships and amenities, including golf, pro shops, tennis with 17 Har-Tru lighted courts, pickle ball a Junior Olympic swimming

    Chrissie Cummings JENNETTE PROPERTIES INC

    4616 Ringwood Meadow Unit 20, Sarasota, FL 34235
  • 500 S Washington Dr Unit 24B, Sarasota, FL 34236
    500 S Washington Dr Unit 24B, Sarasota, FL 34236
    500 S Washington Dr Unit 24B, Sarasota, FL 34236
    /25

    $2,000 per month

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

    500 S Washington Dr Unit 24B, Sarasota, FL 34236

    Walk to anything you need on St. Armand's Circle from the Kingston Arms Condo's. Spend time in paradise in this 1 bed, 1 full bath 2nd story unit. There is an elevator. The condo features a King-sized bed with views of the pool. Linens are provided along with a fully equipped kitchen, internet service and all utilities. This is 1 block from morning coffee, ice cream or a 5 Star meal. Dining and

    Jane Hunter JENNETTE PROPERTIES INC

    500 S Washington Dr Unit 24B, Sarasota, FL 34236
  • 116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242
    116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242
    116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242
    /51

    $7,200 per month

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

    116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242

    Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Experience the ultimate beach getaway at "Carefree Coconut," a charming second-floor corner unit located in the heart of Siesta Key's welcoming Vista Hermosa community. True to its Spanish name, "Beautiful View," this community offers a delightful escape, blending old Florida

    Beth Dilley ASCENDIA REAL ESTATE

    116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242
  • 9008 Midnight Pass Rd Unit 4, Sarasota, FL 34242
    9008 Midnight Pass Rd Unit 4, Sarasota, FL 34242
    9008 Midnight Pass Rd Unit 4, Sarasota, FL 34242
    /23

    $14,999 per month

    • 3 Beds
    • 3.5 Baths
    • 3,700 Sq Ft
    • Condo for Rent

    9008 Midnight Pass Rd Unit 4, Sarasota, FL 34242

    THE SEA BREEZE: Exclusive seasonal rental for the discerning taste. This beautiful 3 bedroom, 3 1/2 bath residence has magnificent views of Sarasota Bay and the Gulf of Mexico/ Premium space in this luxurious well-appointed and professionally designed tropical private residence, available in season January 1, 2024. Wall to wall windows spanning the 3700 feet of gracious living space will appeal

    Robin Turner WATERSIDE REALTY LLC

    9008 Midnight Pass Rd Unit 4, Sarasota, FL 34242
  • 301 S Gulfstream Ave Unit 304, Sarasota, FL 34236
    301 S Gulfstream Ave Unit 304, Sarasota, FL 34236
    301 S Gulfstream Ave Unit 304, Sarasota, FL 34236
    /22

    $2,895 per month

    • 2 Beds
    • 2 Baths
    • 1,109 Sq Ft
    • Condo for Rent

    301 S Gulfstream Ave Unit 304, Sarasota, FL 34236

    Beautiful 3rd floor condo overlooking the Bayfront/City. Great downtown location with access to all Sarasota offers! This corner unit 2 bedroom 2 bath condo features an open floor plan great for entertaining. French doors lead to both the Guest and Master bedrooms. Master bedroom has sliders with tinted windows for extra privacy. Guest bedroom ensuite has a jetted tub for those relaxing soaks!

    Pamala Casey CASEY REALTY CORPORATION

    301 S Gulfstream Ave Unit 304, Sarasota, FL 34236
  • 3201 Beneva Rd Unit 201, Sarasota, FL 34232
    3201 Beneva Rd Unit 201, Sarasota, FL 34232
    3201 Beneva Rd Unit 201, Sarasota, FL 34232
    /41

    $2,300 per month

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

    3201 Beneva Rd Unit 201, Sarasota, FL 34232

    ** THIS UNIT IS AVAILABLE FOR JANUARY THROUGH APRIL 2026!!** GORGEOUS 2 BEDROOM, 2BATHROOM, TURNKEY FURNISHED SEASONAL RENTAL LOCATED IN THE HIGHLY SOUGHT-AFTER COMMUNITY OF VILLAGE BROOKE! This property is perfect for your Sarasota family vacation. When you walk into this unit you will love the light, bright and homie feeling you get. ALL OF THE FURNITURE IN THIS UNIT IS BRAND NEW! The large

    Kayla Lamb NEXTHOME EXCELLENCE

    3201 Beneva Rd Unit 201, Sarasota, FL 34232
  • 1709 N Tamiami Trail Unit 323/324, Sarasota, FL 34234
    1709 N Tamiami Trail Unit 323/324, Sarasota, FL 34234
    1709 N Tamiami Trail Unit 323/324, Sarasota, FL 34234
    /41

    $4,000 per month

    • 2 Beds
    • 3 Baths
    • 1,916 Sq Ft
    • Condo for Rent

    1709 N Tamiami Trail Unit 323/324, Sarasota, FL 34234

    Available JULY 1/2025 THROUGH 11/01/2025. NOT AVAILABLE FOR SEASONAL RENTAL/ $4000 A MONTH ALL INCLUSIVE. The Strand of Sarasota, West of Trail and one mile from downtown Sarasota to Main Street and Palm Avenue! A community of 152 luxury condos with 47 private boat slips and direct access to Sarasota Bay and the Gulf of Mexico! Largest SQFT residence offered with custom upgrades in this brand-new

    Marni Hayden CHROME REALTY LLC

    1709 N Tamiami Trail Unit 323/324, Sarasota, FL 34234
  • 8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242
    8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242
    8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242
    /75

    $4,000 per month

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

    8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242

    Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks

    Erick Shumway RE/MAX ALLIANCE GROUP

    8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242
  • 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
    /76

    $4,000 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 decore and nicely

    Erick Shumway RE/MAX ALLIANCE GROUP

    8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
  • 8767 Midnight Pass Rd Unit 506F, Sarasota, FL 34242
    8767 Midnight Pass Rd Unit 506F, Sarasota, FL 34242
    8767 Midnight Pass Rd Unit 506F, Sarasota, FL 34242
    /37

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,303 Sq Ft
    • Condo for Rent

    8767 Midnight Pass Rd Unit 506F, Sarasota, FL 34242

    Seasonal Property available on the top floor in Siesta Key, Look no further than "Island Reef" This Gulf to Bay location features the top floor PH unit directly overlooking the intercostal water way, just a short walk to the beach and very close to the Siesta key village and local dining. The property has a beautiful community pool, Tennis courts, shuffle board and much more. Entering the unit

    Lee Brewer RE/MAX ALLIANCE GROUP

    8767 Midnight Pass Rd Unit 506F, Sarasota, FL 34242
  • 1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236
    1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236
    1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236
    /57

    $8,000 per month

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

    1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236

    Congratulations and welcome to Lido Beach Club, a private ocean- front condominium community right on he Gulf coastline. Lido Beach Club is a highly desirable community, with private ocean-front beach entry. Community amenities include a fitness center, entertainment room, club house for gatherings and 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 303, Sarasota, FL 34236
  • 50 Central Ave Unit 14B, Sarasota, FL 34236
    50 Central Ave Unit 14B, Sarasota, FL 34236
    50 Central Ave Unit 14B, Sarasota, FL 34236
    /95

    $12,000 per month

    • 2 Beds
    • 2 Baths
    • 1,671 Sq Ft
    • Condo for Rent

    50 Central Ave Unit 14B, Sarasota, FL 34236

    DOWNTOWN SARASOTA LIVING AT IT'S FINEST.... Plaza at Five Points offers 24/7 Concierge, Gated motor court with 10,000 square foot porte-corchere and Valet Service, Secure Electronic Building Access, Secure Parking, Covered Bicycle Storage, Club Room with Meeting Space, Fireplace, Media Room, Wet Bar & Catering Kitchen Boardroom & Library, Fitness Center,Rooftop Heated Pool and Spa with sundeck

    Jane Hunter JENNETTE PROPERTIES INC

    50 Central Ave Unit 14B, Sarasota, FL 34236
  • 2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236
    2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236
    2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236
    /29

    $11,500 per month

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Condo for Rent

    2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236

    NEW...SEASONAL RENTAL: Enjoy breathtaking views of the sand and water from this stunningly renovated condo on Lido Beach! It is all about the water here! Top floor living allows for water views from both the front and the back. Beach front complex with direct access to Lido Beach. There are 2 sitting areas on the lanai with glass sliders allowing you to take full advantage of the views. This home

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236
  • 8350 Wingate Dr Unit 913, Sarasota, FL 34238
    8350 Wingate Dr Unit 913, Sarasota, FL 34238
    8350 Wingate Dr Unit 913, Sarasota, FL 34238
    /63

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Condo for Rent

    8350 Wingate Dr Unit 913, Sarasota, FL 34238

    Welcome to your very own slice of paradise in sunny Sarasota, Florida! This beautiful vacation rental is the perfect home away from home if you are seeking an extended stay of three months or more to work or play. With a minimum stay requirement, you'll have plenty of time to soak up the dazzling Gulf Coast and take advantage of everything in this vibrant cultural city.Situated in the

    Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP

    8350 Wingate Dr Unit 913, Sarasota, FL 34238

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