152

Homes for Rent in ZIP Code 34242

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  • /15

    $3,000 per month

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

    4660 Ocean Blvd Unit Q2, Sarasota, FL 34242

    **Beachfront Bliss in Siesta Key? Modern 2 Bed, 2 Bath Condo** Discover this Gulf Front community retreat minutes walk to the heart of Siesta Key Village and #1 sand beach, with this stunning updated open floor plan 2-bedroom, 2-bathroom 2nd level resort living. Move in ready! Nestled along the pristine shores, this unit offers a wonderful blend of modern comfort and coastal charm. Step inside

    Adam Sabari LPT REALTY, LLC

    4660 Ocean Blvd Unit Q2, Sarasota, FL 34242
  • /59

    $8,000 per month

    • 4 Beds
    • 3 Baths
    • 3,963 Sq Ft
    • House for Rent

    1102 Horizon View Dr, Sarasota, FL 34242

    Don't miss this spectacular custom Italian-designed four-bedroom, three-bathroom home for rent! Located in the beautiful, quiet, and highly sought-after Tortoise Estates. The home comes with deeded access directly to the beach and sparkling gulf waters. It is only steps from the marina, boat dock, and kayaking. It is a short bike or trolley ride to the heart of Siesta Village, with all the best

    Domanic Calamese KW COASTAL LIVING III

    1102 Horizon View Dr, Sarasota, FL 34242
  • /71

    $3,550 per month

    • 2 Beds
    • 2 Baths
    • 1,217 Sq Ft
    • Condo for Rent

    1269 Dockside Place Unit 115, Sarasota, FL 34242

    A BOATER'S PARADISE! THE BEST OF THE BEACH AND THE BAY!! Great canal front first floor condo with large deck! Best of both worlds - across the street from Siesta Beach and a gated bayside community open to the intracoastal. Large kitchen with granite countertops, open to living/dining room. Bonus Florida room with plantation shuttered sliders that recess for an open air concept. Two bedroom, each

    Susan Brooks COLDWELL BANKER SUNSTAR REALTY

    1269 Dockside Place Unit 115, Sarasota, FL 34242
  • /36

    $7,500 per month

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

    6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242

    No roads to cross to get to the beach! Just listed- clean and cheery one bedroom/one bath condo in Casa Mar is ready for your beach stay! Covered parking, on-site community laundry rooms, and heated pool are just some of the amenities this Association has to offer. A recently added security gate adds value. This condo is ready for your stay- includes linens & beach towels. Pack your suit and

    Robert Bevington SHOWTIME REALTY

    6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242
  • /60

    $12,000 per month

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft
    • Condo for Rent

    6480 Midnight Pass Rd Unit 506, Sarasota, FL 34242

    Siesta Key's beautiful coastline offers you the chance to live your dream life in this fantastic 2-bedroom ocean-view condominium. Situated directly on the beach and across the street from the South Village you’ll be mere steps away from both the beautiful water and a vast array of destinations. The South Village includes a full-service grocery store and numerous restaurants, ice cream shops,

    Robert Bevington SHOWTIME REALTY

    6480 Midnight Pass Rd Unit 506, Sarasota, FL 34242
  • /30

    $4,995 per month

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

    5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242

    Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three pools, saunas, fitness center, tennis, basketball, racquetball, & 24hr security. A must see! Wake up to views of the Gulf and enjoy living your Siesta Key dream. Available for annual rent at $4,500

    Pamala Casey CASEY REALTY CORPORATION

    5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242
  • /23

    $2,500 per month

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

    111 Pass Key Rd Unit 111, Sarasota, FL 34242

    Welcome to your perfect beach getaway with this 1 Bedroom 1 Bath Condo in Sandy Cove II, located in beautiful Sarasota, FL. This cozy condo offers a serene escape with a partial ocean view, private beach access, and a fishing pier for those who love to cast a line. Enjoy the convenience of in-unit laundry and make use of the outdoor BBQ for al fresco dining. The clubhouse is perfect for social

    Ray Shope ROSEBAY INTERNATIONAL REALTY, INC

    111 Pass Key Rd Unit 111, Sarasota, FL 34242
  • /25

    $4,200 per month

    • 2 Beds
    • 4 Baths
    • 1,446 Sq Ft
    • Townhouse for Rent

    6840 Midnight Pass Rd Unit 6840, Sarasota, FL 34242

    Welcome the charming rarely available rental townhouse at Midnight Sea, a coastal paradise that promises the ultimate beachside experience. This stunning 2-bedroom property is the epitome of convenience and coastal luxury, offering a relaxed beach lifestyle just moments away from the warm, white sands of Siesta Beach.Prime location - 200 yards to the #1 beach in the US without crossing

    Alina LeMay JOHN HARDING REALTY

    6840 Midnight Pass Rd Unit 6840, Sarasota, FL 34242
  • /25

    $2,000 per month

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

    9200 Midnight Pass Rd Unit 10, Sarasota, FL 34242

    Waterfront Paradise on Siesta Key – Turnkey Furnished 2BR/2BA Condo!Experience the ultimate in coastal living with this completely remodeled, turnkey furnished 2-bedroom, 2-bathroom waterfront condo on the south end of Siesta Key, just past Turtle Beach!This ground-floor unit offers stunning water views from the lanai, a beautifully updated kitchen and bathrooms, and brand-new

    Raffilena Hamilton GOOD LIFE REALTY LLC

    9200 Midnight Pass Rd Unit 10, Sarasota, FL 34242
  • /43

    $17,000 per month

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

    6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242

    Beachfront Bliss at Casa Mar – Siesta KeyDiscover this beautifully updated two-bedroom, two-bathroom beachfront condo in Casa Mar, offering direct access to Crescent Beach, a serene and less crowded alternative to Siesta Key’s main beach.Why You’ll Love This Condo:Prime Beachfront Location – Step right onto the powdery white sands of Crescent BeachClassic Coastal Charm – Thoughtfully designed

    Robert Bevington SHOWTIME REALTY

    6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
  • /20

    $8,000 per month

    • 3 Beds
    • 3 Baths
    • 2,780 Sq Ft
    • Condo for Rent

    1027 Crescent St, Sarasota, FL 34242

    Welcome to this fully furnished, completely turnkey, stunning 3-bedroom, 3-bath residence, perfectly located just steps from deeded beach access on the desirable south side of Siesta Key. The expansive living room and kitchen create a bright and open space, ideal for both relaxation and entertaining. With travertine flooring throughout, the interior exudes elegance and easy upkeep. All bedrooms

    Grant Sharretts COLDWELL BANKER REALTY

    1027 Crescent St, Sarasota, FL 34242
  • /9

    $3,950 per month

    • 2 Beds
    • 2 Baths
    • 1,626 Sq Ft
    • Condo for Rent

    4708 Ocean Blvd Unit E2, Sarasota, FL 34242

    ENJOY INCREDIBLE SUNSETS AND BREATHTAKING VIEWS OF BIG PASS AND DOWNTOWN FROM TWO LARGE BALCONIES, ONE ENCLOSED AND ONE OPEN-AIR! UNIT INCLUDES DESIGNER KITCHEN WITH GRANITE COUNTERS, UPDATED BATHROOM, MARBLE FLOORING, NEW GE PROFILE APPLIANCES, REFRIGERATOR, RANGE, MICROWAVE, AND DISHWASHER. LARGE 2 CAR GARAGE WITH STORAGE CABINETS. CLOSE PROXIMITY TO RESTAURANTS AND SHOPS OF SIESTA VILLAGE.

    Curt Cogan COGAN REALTY LLC

    4708 Ocean Blvd Unit E2, Sarasota, FL 34242
  • /84

    $16,000 per month

    • 3 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • House for Rent

    327 Avenida Milano, Sarasota, FL 34242

    Welcome to this amazing Siesta Key vacation home! This beautiful 3 bed/2 bath canal-front beach home is ideally located just a short stroll to Siesta Key Village, with its array of shops, dining options, and entertainment. Situated on a quiet residential street, this home has so much to offer. As you enter this exquisite home, you will find original and restored terrazzo floors, wood beams with

    Chrissie Cummings JENNETTE PROPERTIES INC

    327 Avenida Milano, Sarasota, FL 34242
  • /81

    $9,000 per month

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft
    • Condo for Rent

    4822 Ocean Blvd Unit 2F, Sarasota, FL 34242

    Gulf Views!!Siesta Key! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key and is close to restaurants and outdoor recreation. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The large

    Jane Hunter JENNETTE PROPERTIES INC

    4822 Ocean Blvd Unit 2F, Sarasota, FL 34242
  • /50

    $10,000 per month

    • 4 Beds
    • 3 Baths
    • 2,743 Sq Ft
    • House for Rent

    31 Lands End Ln, Sarasota, FL 34242

    Turnkey Waterfront Retreat on Siesta Key – A Fully Furnished Coastal Paradise! Discover the ultimate coastal lifestyle in this fully furnished, move-in-ready 4-bedroom, 3-bathroom waterfront retreat on the north end of Siesta Key. Perfectly situated just minutes from Sarasota’s top attractions, this home blends luxury, tranquility, and convenience. Set on 0.4 acres of deep sailboat water, the

    Wally Sabrii SARASOTA INTERNATIONAL REALTY

    31 Lands End Ln, Sarasota, FL 34242
  • /56

    $5,250 per month

    • 3 Beds
    • 2 Baths
    • 1,822 Sq Ft
    • House for Rent

    726 Birdsong Ln, Sarasota, FL 34242

    AVAILABLE October, November 2025! Currently booked through September 2025. Also booked December - March 2026. WOW! Enjoy a little slice of heaven on the World Famous Siesta Key! This beautifully renovated turnkey 3 bedroom 2 bath, heated pool home, is just a short distance to the #1 rated beaches and the quaint shops and restaurants in the downtown village. Whether it’s our million-dollar

    Scott Nold TNG PROPERTY MANAGEMENT

    726 Birdsong Ln, Sarasota, FL 34242
  • /45

    $9,500 per month

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

    1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242

    Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1335 Siesta Bayside Dr Unit 1335C, 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

    Available August l - October 31 -2025 - 6500.00 per month plus taxes and fees. this Luxury Siesta Key Beach Front Unit in The Exclusive Gulf and Bay Club... - Enjoy Full Gulf of Mexico Views for the entire month in Paradise of Siesta Key Enjoy panoramic views of the #1 beach in the USA, Siesta Key! This beautiful 2 Bedroom, 2 Bathroom unit is fully updated with hardwood floors, granite

    Robert Bevington SHOWTIME REALTY

    5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
  • /43

    $2,400 per month

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

    9200 Midnight Pass Rd Unit 24, Sarasota, FL 34242

    Available June 2025 through Septemeber 30 - -205 - Not available for Winter Season 2026.. - Siesta Key with a water view! Full King Sized Bedroom and Bathroom ( home also includescustom built Bunk Beds for additional sleeping options) with so much extra interior space due to the Florida Room Being Fully Enclosed withWindows. Enjoy sunset gulf views? Of course! Why not indulge from your own

    Robert Bevington SHOWTIME REALTY

    9200 Midnight Pass Rd Unit 24, Sarasota, FL 34242
  • /61

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Condo for Rent

    9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Yes..Yes... Yess Availablewith a Start Date of January 16th 2025. Attractively Priced this Property requires 3 month minimum..Spend you winter here on Siesta Key. This is an amazing price for an amazing property. Are you dreaming of being surrounded by water??? THIS is the place! The Pointe, located on the southernmost tip of Siesta Key, boats

    Robert Bevington SHOWTIME REALTY

    9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242
  • /28

    $4,750 per month

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Condo for Rent

    8710 Midnight Pass Rd Unit 405B, Sarasota, FL 34242

    This is a great opportunity to live on the beach. Your new home is located on the 4th floor. Open plan, with large tile throughout. The home is furnished with an equipped kitchen. Grab your plate and fork because this property is having your cake and eating it too... Just bring your suitcase and you are set. Not too many condos have this, but your 2-bedroom 2-bath is a split plan. Wait until

    Anthony DeLuca AUDREY RAIN RENTALS, INC

    8710 Midnight Pass Rd Unit 405B, Sarasota, FL 34242
  • /69

    $11,000 per month

    • 4 Beds
    • 4.5 Baths
    • 4,306 Sq Ft
    • House for Rent

    1145 Horizon View Dr, Sarasota, FL 34242

    Siesta Key Living with Private Beach Access.. Featuring everything you could imagine needing on your beach vacation, this home is truly exceptional. The custom pool and spa provide you the opportunity to enjoy your personal outdoor oasis. Thoughtful updates make it a perfect second home or full-time retreat.Tucked away on a quiet, dead-end street that even many locals don't know about,

    Robert Bevington SHOWTIME REALTY

    1145 Horizon View Dr, Sarasota, FL 34242
  • /50

    $8,000 per month

    • 2 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • Condo for Rent

    1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242

    Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242
  • /26

    $3,400 per month

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

    5400 Ocean Blvd Unit 1-5, Sarasota, FL 34242

    Available 06/03/2025 Annually or 2026 Season $6000/mo.This gorgeous 1 bedroom 1 bathroom fully furnished unit in the exclusive Terrace building on Siesta Key beach steps away from Siesta Key Village. Enjoy a swim from the elevated pool and catch a sunset with a drink steps away from the unit. This unit includes a private parking spot, direct beach access, WIFI, cable and all utilities included.

    Brenda Cozy COLDWELL BANKER REALTY

    5400 Ocean Blvd Unit 1-5, Sarasota, FL 34242
  • /36

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft
    • Condo for Rent

    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242

    Experience breathtaking Gulf of Mexico views from this charming 2-bedroom condo at Siesta Breakers on Siesta Key. Just a short walk away, you'll find yourself on the pristine shores of Siesta Key Beach, renowned for its powder-soft sand and crystal-clear waters. And for those who prefer a poolside retreat, it's an even shorter stroll to the refreshing pool, where you can unwind while gazing out

    Robert Bevington SHOWTIME REALTY

    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
  • /36

    $7,500 per month

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

    5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242

    Discover your own piece of paradise at Jamaica Royale, your unit is 5 steps from the refreshing waters of heated pool #1, while a mere twominute stroll takes you to the pristine Siesta Key beach. Jamaica Royale's prime location on these dazzling sands provides easy access to all. Enjoy assigned covered parking space just steps from your front door. This updated, tastefully decorated

    Robert Bevington SHOWTIME REALTY

    5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242
  • /26

    $7,400 per month

    • 4 Beds
    • 3 Baths
    • 2,248 Sq Ft
    • House for Rent

    5153 Sandy Cove Ave, Sarasota, FL 34242

    You will Never Want to Leave this 4-bedroom house on Siesta Key! Mid-Century Modern, 4 bedroom home with saltwater, heated Pool with canal views. Located within a 6 minute bike ride to Siesta Key's Beach Access #5 and walking distance to everything that Siesta Key Village has to offer. This unique 1950's built, partially renovated, 4 bedroom, 3 full bath, "Sarasota School of Architecture style"

    Kelly Anderson RE/MAX ALLIANCE GROUP

    5153 Sandy Cove Ave, Sarasota, FL 34242
  • /30

    $3,500 per month

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

    1215 S Portofino Dr Unit 308, Sarasota, FL 34242

    BEAUTIFUL WATERFRONT CONDO IN SIESTA HARBOR! CANAL VIEWS • BEACH ACCESS • BOAT SLIPS ON SITE REASONABLY PRICE, CHECK AVAILABILITY. Condo available Fall 2025 — and May through December 2026! Step into coastal luxury in this private, beautifully furnished corner end-unit in the highly sought-after Dolphin Building of Siesta Harbor. Enjoy gorgeous water views of the canal from your enclosed

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    1215 S Portofino Dr Unit 308, Sarasota, FL 34242
  • /17

    $15,000 per month

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft
    • House for Rent

    339 Avenida de Paradisio, Sarasota, FL 34242

    scape to luxury in our serene Sarasota home! ????Relax in your private oasis with a sparkling pool, hot tub, and expansive backyard. Enjoy the open-concept living area and three cozy bedrooms designed for ultimate comfort.??? Just a 3-Min Drive to Siesta Beach??? 10 Minutes to Crescent Beach????? 13-Min Walk to a Local BeachDiscover the best of Sarasota with us!

    Valerie McInerney LPT REALTY, LLC

    339 Avenida de Paradisio, Sarasota, FL 34242
  • /57

    $7,900 per month

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

    4660 Ocean Blvd Unit N1, Sarasota, FL 34242

    Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gulf coast, where pristine sands meet crystal-clear waters. This exquisite 2-bedroom, 2-bathroom condo is your ticket to an unforgettable retreat. Step into your sun-drenched sanctuary, tastefully furnished to embody

    Robert Bevington SHOWTIME REALTY

    4660 Ocean Blvd Unit N1, Sarasota, FL 34242
  • /45

    $2,750 per month

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Condo for Rent

    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242

    Available June 1 2026 at this time.. .. Located in Island Reef Association on Turtle Beach - Siesta Key, this unit has been professionally designed and is available fully turnkey furnished with incredible attention to quality and detail. The association of Island Reef offers Beach to Bay Luxury Resort Style Living at its finest with Two Heated Pools, Fitness Center, Private Beach Access ,

    Robert Bevington SHOWTIME REALTY

    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242
  • /61

    $7,900 per month

    • 2 Beds
    • 2 Baths
    • 1,251 Sq Ft
    • Condo for Rent

    9058 Midnight Pass Rd Unit 5, Sarasota, FL 34242

    Gorgeous waterfront condo at The Moorings! You will love the view and the comforts of this well decorated condo in a coastal theme with a stunning view of Blind Pass Intercoastal and a partial view of the Gulf of Mexico just beyond. This community consists of just 17 condos and is on the quieter southern end of Siesta Key. Enjoy your private boat slip or just fish off the dock. Primary bedroom

    Robin Turner WATERSIDE REALTY LLC

    9058 Midnight Pass Rd Unit 5, Sarasota, FL 34242
  • /55

    $7,495 per month

    • 3 Beds
    • 3 Baths
    • 1,769 Sq Ft
    • Condo for Rent

    8735 Midnight Pass Rd Unit 107B, Sarasota, FL 34242

    STUNNING BAY VIEWS! This 3 bedroom condo features some of the best bay views in this community. Two KING ensuite bedrooms with baths and an additional guest bath. There is a small 3rd bedroom with two twins, perfect for visiting grandchildren. Boat slips are available on a first come first served basis and is less than $200. Additionally, there are three tennis courts, a kayak launch, fishing

    Robin Turner WATERSIDE REALTY LLC

    8735 Midnight Pass Rd Unit 107B, Sarasota, FL 34242
  • /27

    $7,900 per month

    • 2 Beds
    • 2 Baths
    • 1,251 Sq Ft
    • Condo for Rent

    9062 Midnight Pass Rd Unit 7, Sarasota, FL 34242

    Bring your BOAT! this lovely and well-appointed condo sits directly on Blind Pass with a view of the Gulf of Mexico and has private boat dock for guests and owners. Completely updated with a beautiful large kitchen and stylish furnishings throughout. Primary bedroom has king bed and access to covered lanai/patio. Guest room features two double beds, Bathrooms are updated and brand-new washer and

    Robin Turner WATERSIDE REALTY LLC

    9062 Midnight Pass Rd Unit 7, Sarasota, FL 34242
  • /36

    $2,300 per month

    • 1 Bed
    • 2 Baths
    • 780 Sq Ft
    • Condo for Rent

    1350 N Portofino Dr Unit 207, Sarasota, FL 34242

    This stunning one-bedroom, two-bathroom condo in Siesta Harbor in the Tarpon Building is the perfect combination of luxury, convenience, and breathtaking views. Located in a prime location, boating access, canal frontage, and mesmerizing Intracoastal Waterway views. Step inside and be captivated by the modern elegance of this home. The kitchen is a chef's dream, featuring stainless steel

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1350 N Portofino Dr Unit 207, Sarasota, FL 34242
  • /58

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,160 Sq Ft
    • Condo for Rent

    8625 Midnight Pass Rd Unit B508, Sarasota, FL 34242

    ***In season minimum 30 day lease, $4,000.00/month***Siesta Key 2 Bed 2 Bath rental. Breathtaking Bay and Gulf views from this stunning fifth floor, end residence. Located in sought-after Siesta Key, close to shopping, restaurants and the nation's number one beach, Siesta Key Beach. Relax and enjoy views across a sparkling pool to gorgeous Sarasota Bay from the privacy of your large balcony and

    Gene Burwood PARADISE PALMS REALTY GROUP

    8625 Midnight Pass Rd Unit B508, Sarasota, FL 34242
  • /56

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Condo for Rent

    1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242

    Enjoy one of the best views on Siesta Key ~ unobstructed WATER VIEWS of the Bay/Intercoastal from your private large covered lanai with all new impact glass doors, and have coffee on your own private brick patio with water views that leads right out to the dock. This seasonal rental is available MAY 1, 2025, but this unit does have a 3 month minimum stay. This spacious unit is one of Siesta Key's

    Tony Andrews ANDREWS & ASSOCIATES REALTY

    1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242
  • /40

    $11,000 per month

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

    1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242

    Gulf & Bay Club Bayside offers resort-style amenities, including two heated pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience.Guest reservations include beach tags, giving you private beach

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242
  • /80

    $8,500 per month

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • House for Rent

    5216 Calle de Costa Rica, Sarasota, FL 34242

    Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key retreat, perfectly located just a leisurely

    Beth Dilley ASCENDIA REAL ESTATE

    5216 Calle de Costa Rica, Sarasota, FL 34242
  • /48

    $13,200 per month

    • 3 Beds
    • 2.5 Baths
    • 2,041 Sq Ft
    • Condo for Rent

    306 Beach Rd Unit 306, Sarasota, FL 34242

    Take some time to get away from it all.. we have the perfect place for you and your family to stay! This Spanish style tri-level home is in one of the greatest locations on Siesta Key Beach, Florida. Walk up the windowed staircase to the second floor where you’ll enjoy cooking and hanging out with the family! Enjoy your morning coffee or dinner on the balcony. Time for some fun in the sun! Walk,

    Beth Dilley ASCENDIA REAL ESTATE

    306 Beach Rd Unit 306, Sarasota, FL 34242

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