$9,500 Per Month
- 2 Beds
- 2 Baths
- 1,489 Sq Ft
- Condo for Rent
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242$9,500 Per Month
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242$15,000 Per Month
1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242
1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242$4,000 Per Month
1250 N Portofino Dr Unit 301, Sarasota, FL 34242
Gorgeous updated 2 BR, 2 Bath condo on a Canal Available Now Through December 31st or April 1, 2027 and beyond! Sailboat water, fishing pier, private beach access directly across the street. Beautifully furnished vacation home with water view from main bedroom, Livingroom and lanai. End unit so more light and larger kitchen space. Everything you will need for your beach vacation. Amenities
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$9,500 Per Month
1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242
Just steps from Crescent Beach, this unit has 2 bedrooms and 2 full bathrooms. Complete with a full kitchen supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig.The formal dining area has seating for 6. This flows into the living area that has comfortable couch seating, a fan, access to the lanai and a 55"
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,500 Per Month
5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242
Discover your own slice of paradise at Jamaica Royale! This beautifully updated and tastefully decorated 1-bedroom, 1-bathroom condo is just steps from the refreshing waters of heated Pool #1 and a short stroll to the world-famous, powdery whit e sands of Siesta Key Beach. Enjoy the convenience of your assigned covered parking space located right outside your door.Inside, the condo is
Robert Bevington SHOWTIME REALTY
$7,050 Per Month
1055 W Peppertree Dr Unit 703AA, Sarasota, FL 34242
This luxurious condo is in a Gulf-side High-rise and is located on the 7th floor. This condo has 2 bedrooms and 2 full bathrooms.A fully equipped kitchen awaits you with cabinet lighting, a ceiling fan and a breakfast bar for 3. It is supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and a Keurig.The formal dining room
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,000 Per Month
1200 E Peppertree Ln Unit 303, Sarasota, FL 34242
This property is a 30 night minimum.1200-303 is a Bay side Mid-rise unit, located approximately 150 yards away from the Bay.Newly remodeled kitchen with stainless steel appliances. Grab bars located in both bathrooms. Guest bedroom T.V is mounted on the wall. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding:
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$4,000 Per Month
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 through January 15, 2027 or April 2027! 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 hurricane
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$6,500 Per Month
1215 S Portofino Dr Unit 202, Sarasota, FL 34242
BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a quick,
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$2,950 Per Month
1700 Cove II Place Unit 310, Sarasota, FL 34242
Available 2950.00 Monthly - April 20th 2026 through December 31st 2026... Not Available 2027 Jan through April 15th 2027 Stunning Water Views & Deeded Beach Access | Siesta Key plus taxes and fees. Live your Dream on Siesta Key for the Summer...Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the
Robert Bevington SHOWTIME REALTY
$3,150 Per Month
1250 N Portofino Dr Unit 302, Sarasota, FL 34242
55+ Harbor View Haven on Siesta Key w/beach access! Discover relaxation and adventure at our Siesta Harbor condo on Siesta Key. This bright 2 bedroom unit offers modern comfort and stunning harbor views from the screened porch. Enjoy deeded beach access and watch breathtaking sunsets. You'll have access to amenities like a fishing pier, boat slips, a pool, and clubhouse activities. Whether you're
Susan Saltalamacchia CONCESSION REAL ESTATE COMP.
$8,300 Per Month
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
$4,500 Per Month
1257 S Portofino Dr Unit 38, Sarasota, FL 34242
Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the
Kay Esposito SIGNATURE REALTY ASSOCIATES
$10,500 Per Month
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool. At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances in
Robert Bevington SHOWTIME REALTY
$12,000 Per Month
1355 S Portofino Dr Unit 103, Sarasota, FL 34242
Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points. This
Teresa Ribaudo JENNETTE PROPERTIES INC
$9,000 Per Month
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
$4,500 Per Month
1250 N Portofino Dr Unit 102, Sarasota, FL 34242
Available April 1, 2027! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Saunas, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta Harbor Fishing Pier.
Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC
$7,500 Per Month
1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The condo is in a Gulf-side High-rise building on the 5th floor. Assigned covered parking located in the parking garage under the building.A luxurious dining area greets you as you enter, that flows through to the living room and out to the lanai. The lanai works as an extended living
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,000 Per Month
6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242
Variable rent based on season
Terry Dorrity INTEGRITY INVESTMENTS REALTY
$10,230 Per Month
6154 Midnight Pass Rd Unit 202, Sarasota, FL 34242
Completely remodeled in 2019. Endless Gulf views from every room. TWO queen sized beds in Master, two twins in second bedroom means plenty of space for your family, and everything is new and sparkling clean! Additional Person fees may apply. Enjoy a dip in one of the largest pools on Siesta Key! This second floor apartment has direct gulf views for stunning sunsets of the only beach to be voted
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,000 Per Month
6052 W Peppertree Way Unit 235B, Sarasota, FL 34242
This property is a 30 night minimum. 6052 WPW is a Large Garden condo, located approximately 50 yards away from Crescent BeachOpen porch lanai with a 6 person table. Recessed lighting in both bathrooms. Master bathroom has a seat. Recessed lighting in the kitchen. This unit has access to a private garageApprox. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding: Master
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,400 Per Month
1200 E Peppertree Ln Unit 206, Sarasota, FL 34242
his property is a 30-night minimum.This 2-bedroom, 2 bath has benefits of both sides being located on the bay side with beach access and on the second floor.The master bedroom has a king bed with a 50 inch flat screen TV, a ceiling fan, and access to the lanai. The master bathroom is a walk-in shower with a glass door and a grab bar.The guest bedroom has a king size bed with a 32 inch
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$10,230 Per Month
6154 Midnight Pass Rd Unit 301, Sarasota, FL 34242
This beautiful condo, is right ON the beach! Siesta Key Beach, designated #1 beach in America, Unit #301 offers a superior, sweeping view of the entire 6 mile long, white sand (quartz) beach. Sliding glass doors open to the lanai and to the living room to allow for sea breezes and sounds of the surf. Each bedroom has the same dramatic view and you are just steps from the beach. Private Wireless
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,850 Per Month
Unlisted Address
FULLY FURNISHED AND INTERIOR DESIGNED 2 BEDROOM / 2 BATH UNIT now available in Harbor Towers on Siesta Key. This beautifully designed condo offers a total of 1,700 sq ft of indoor/outdoor living, including 1,152 sq ft of air-conditioned space and a spacious 540 sq ft private patio finished with travertine and turf. The unit features 9 ft ceilings, floor-to-ceiling windows, stylish furnishings,
Andres Ospina Rivera LPT REALTY, LLC
$8,500 Per Month
1195 Coquille St Unit 309, Sarasota, FL 34242
Beautiful 2 Bedroom 2 Bathroom Townhome available! Come see this gorgeous home ready for you to call home! Large living spaces including full kitchen, living room and dining room, 3 seasons room and loft area. Loft area ideal for office space or second floor den. Two large bedrooms including plenty of closet and storage space. Nice patio with grill to enjoy evenings and entertaining. Large full
Anna Fattore COMPASS FLORIDA LLC
$9,500 Per Month
5400 Ocean Blvd Unit 10-02, Sarasota, FL 34242
Welcome to The Terrace 10-2 on Siesta Key, a fully renovated 10th-floor beachfront condo offering some of the most breathtaking panoramic views on Florida’s Gulf Coast. Designed by the renowned architect Frank Folsom Smith, The Terrace stands as one of Siesta Key’s most architecturally significant landmarks, combining mid-century sophistication with timeless coastal beauty. The Space This
Sean Altice ALTEZ VACATIONS, LLC
$7,000 Per Month
1200 E Peppertree Ln Unit 602, Sarasota, FL 34242
This property is a 30 night minimum.1200-602 is a Penthouse unit in a Bay-side Mid-rise, located approximately 150 yards away from the Bay with a view of the waterway and downtown Sarasota in the distance. Approx. 1200 Sq. Ft. (1462 including the lanai)Lanai has a twin daybed with a trundle, eating area, and desk setup for remote work. Assigned covered parking located in parking garage
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,000 Per Month
5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242
** AVAILABLE APRIL 2026! ** BOOKED JANUARY THROUGH MARCH 2026 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from living room/dining room combo and master bedroom! Gulf & Bay Club is located on Siesta Key Beach, voted #1 Beach in the
Kayla Lamb NEXTHOME EXCELLENCE
$9,420 Per Month
6154 Midnight Pass Rd Unit 101, Sarasota, FL 34242
Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach, from the 1st floor of this beautifully appointed two- bedroom, two-bathroom apartment with fully-equipped kitchen. Relax in the living room that overlooks the gulf. Enjoy your morning coffee sitting out on the screened in lanai just steps from the sand.This unit features Private wireless internet, Double
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,500 Per Month
1255 E Peppertree Dr Unit 305, Sarasota, FL 34242
his property is a 30 night minimum.1255 - 305 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.Open kitchen floor plan. Dual sink vanity in Master bathroom. Living room has a sleeper sofa available. Condo is located on third floor. Equipped with Xfinity cable service and free Wi-Fi. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft.
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,900 Per Month
5855 Midnight Pass Rd Unit 333, Sarasota, FL 34242
SIX+ MONTH RENTAL SPECIAL - OCTOBER 2026 THROUGH MARCH 2027, or Available for the 2027 Season. This beautifully updated 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded vacation retreat with a gorgeous view of the heated pool and ICW. Ten-minute walk or free trolley ride to the famous Siesta Key Beach. Turnkey furnished with all of the amenities you
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$7,500 Per Month
6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242
No roads to cross to get to the beach! Just listed- This clean, updated, 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
Robert Bevington SHOWTIME REALTY
$17,000 Per Month
6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
Beachfront Bliss at Casa Mar – Siesta Key Discover 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 whit e sands of Crescent Beach Classic Coastal Charm – Thoughtfully
Robert Bevington SHOWTIME REALTY
$12,000 Per Month
6480 Midnight Pass Rd Unit 506, Sarasota, FL 34242
Siesta Key's beautiful coastline offers you the chance to enjoy your dream vacation 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
Robert Bevington SHOWTIME REALTY
$10,000 Per Month
6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
Your Gulf-View Getaway at Siesta Breakers awaits!Wake up to the sparkling blue waters of the Gulf of Mexico in this welcoming 2-bedroom condo at Siesta Breakers on Siesta Key. Just a short stroll brings you to the world-famous Siesta Key Beach, where you can sink your toes into powdery soft whit e sand and swim in crystal-clear waters.If lounging by the pool is more your style,
Robert Bevington SHOWTIME REALTY
There are currently 35 condos available for rent in Siesta Key, FL. The median rent is $5,500 per month, with 2-bedroom condos at $6,696 and 3-bedroom condos at $5,500.
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Number of Condos for Rent
35
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Median Condo Rent
$5,500
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Median 2 Bedroom Condo Rent
$6,696
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Median 3 Bedroom Condo Rent
$5,500
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