Homes for Rent near Brookside Middle School

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  /13

  $3,400 per month

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • House for Rent

  2043 Roselawn St, Sarasota, FL 34231

  Fantastic Villa with a private pool close to the North bridge to Siesta Key available for monthly rentals! The villa is fully equipped with 3 bedrooms (master has a king bed, 2nd BR with a queen, and 3rd has 2 twins). Comfortably accommodates 6 people. There is a grill in the lanai space with seating for 6 as well. 2 lounge chairs are provided by the pool. Beach chairs and towels are available

  Philip Pisano, III MICHAEL SAUNDERS & COMPANY

  2043 Roselawn St, Sarasota, FL 34231
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  /28

  $2,900 per month

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Condo for Rent

  3745 Almeria Ave Unit 7S, Sarasota, FL 34239

  ***AVAILABLE DECEMBER 15TH, 2023*****3 MONTH MINIMUM**** This beautifully updated first floor condo is tucked away in a hidden serene tropical paradise just minutes away from Siesta Key and Downtown! You will enjoy living in this bright 2 bed/2 bath corner unit with beautiful new furnishings from top to bottom! Primary bedroom has a king, and the guest has two twins. Kitchen is updated and fully

  Alex Roth ROSEBAY INTERNATIONAL REALTY, INC

  3745 Almeria Ave Unit 7S, Sarasota, FL 34239
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  /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
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  /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
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  /37

  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 1,211 Sq Ft
  • Condo for Rent

  1620 Boathouse Cir Unit GR103, Sarasota, FL 34231

  ***AVAILABLE NOVEMBER 1, 2025*** Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard,

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1620 Boathouse Cir Unit GR103, Sarasota, FL 34231
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  /60

  $8,500 per month

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

  9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242

  Open for April and beyond! Rent 3 months for $8000 per month, 6 months for $7000 per month or a year for $6500! 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.

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242
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  /43

  $2,995 per month

  • 2 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • House for Rent

  7328 Curtiss Ave, Sarasota, FL 34231

  Not available for an annual lease. Not available for season 2025. Escape the winter and enjoy the Florida weather pool side at this 2-bedroom, 2-bath, single family home. This fresh, clean, tastefully decorated, well maintained pool home in Gulf Gate is available for a long or short stay and allows a small dog! The primary bedroom has a king size bed, double closets, 45" wall mounted TV, and en

  Maureen Plichta STRINGER MANAGEMENT INC

  7328 Curtiss Ave, Sarasota, FL 34231
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  /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
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  /24

  $2,300 per month

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

  1647 Brookhouse Ct Unit BR146, Sarasota, FL 34231

  ***Available NOW THROUGH NOVEMBER 2025***. Phenomenal 1 bedroom 1 bathroom heavily renovated first-class touches. Easy to show! Pelican Cove is a 75-acre, gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1647 Brookhouse Ct Unit BR146, Sarasota, FL 34231
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  /37

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,211 Sq Ft
  • Condo for Rent

  1508 Pelican Cove Rd Unit GR233, Sarasota, FL 34231

  *** Available JUNE 2025*** All I can say is this unit has been heavily renovated. It's in a great location as well. 2 bedroom, 2 bath, 2nd floor unit. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1508 Pelican Cove Rd Unit GR233, Sarasota, FL 34231
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  /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
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  $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
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  $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
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  /75

  $3,750 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
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  /24

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,775 Sq Ft
  • Condo for Rent

  1631 Starling Dr Unit 204, Sarasota, FL 34231

  ***Available May 2026*** 3 Month Minimum. Not available for annual lease. Need a place to rent? Come check out this fantastic property in a safe gated community. Tennis Courts & Swimming Pool. Property is very clean, spacious and furnished! The Landings is a gated community, beautifully landscaped with a nature trail and gazebo on the Intracoastal Waterway. Racquet Club includes 8 lighted

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1631 Starling Dr Unit 204, Sarasota, FL 34231
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  /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
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  /24

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Condo for Rent

  1526 Pelican Point Dr Unit 243, Sarasota, FL 34231

  ***AVAILABLE Now August 31, 2025***tenants not pets.*** Second floor end unit next to signature pool with bay view. Vaulted Ceiling, Amazingly Spacious! Come live the Florida Lifestyle in your new rental condo in the Pelican Cove tree-canopied community. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone.

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1526 Pelican Point Dr Unit 243, Sarasota, FL 34231
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  /98

  $18,000 per month

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • House for Rent

  345 Avenida Leona, Sarasota, FL 34242

  Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Welcome to Leona's Retreat, a beautifully renovated, ground-level bungalow perfectly poised on the intercoastal canal waterway. This charming home offers the ultimate blend of peaceful island living and convenient access to all that Siesta Key has to offer. Step inside to a

  Beth Dilley ASCENDIA REAL ESTATE

  345 Avenida Leona, Sarasota, FL 34242
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  /45

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,301 Sq Ft
  • Condo for Rent

  1620 Boathouse Cir Unit GR104, Sarasota, FL 34231

  ***AVAILABLE MAY THROUGH SEPTEMBER, 2025*** First floor 3 bedroom 2 bath. Condo is set up for a 2 bed 2 bath with den. Wait till you see grounds. This gated community is huge...Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water,

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1620 Boathouse Cir Unit GR104, Sarasota, FL 34231
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  /33

  $2,395 per month

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

  1608 Stickney Point Rd Unit 1608-204, Sarasota, FL 34231

  ANNUAL TURNKEY FURNISHED - AVAILABLE JUNE 1, 2025 * EXCEPTIONAL BAY VIEWS AWAIT YOU as you walk through the entrance of this rarely available 2 bedroom, 2 bath condo located in the most desirable building at CASTEL DEL MARE! Because of the location, this complex has been nicknamed "The Hidden Jewel on the Bay" as it serves as the gateway to Siesta Key! This condo features an open floor plan with

  Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

  1608 Stickney Point Rd Unit 1608-204, Sarasota, FL 34231
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  /42

  $3,495 per month

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft
  • House for Rent

  1675 Blakemore Ln, Sarasota, FL 34231

  ***NEW REDUCED PRICE*** PRISTINE VACATION/SHORT-TERM FULLY FURNISHED RENTAL NEAR SIESTA KEY BEACH!! Looking for the absolute PERFECT beach vacation location?? Well, look no further, this one has it all!! Walk or bike to absolutely everything Siesta Key has to offer! Restaurants, shopping, public beach access, and incredible sunset views are all nearby! Take a stroll and enjoy the sights or hop on

  Shawn Peacher NETWORK REAL ESTATE GROUP

  1675 Blakemore Ln, Sarasota, FL 34231
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  /34

  $2,200 per month

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

  1633 Boathouse Cir Unit HA233, Sarasota, FL 34231

  ***AVAILABLE MAY 2025***This is having your cake and eating too. Wait till you see the beauty and convenience of this condo. Located on the second floor, your new rental has cathedral ceilings and is drenched in sunlight with a full view of the yacht basin. Completely renovated in 2016 with fantastic upgrades in both bathrooms and the kitchen. Location in the complex is key, across from the

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1633 Boathouse Cir Unit HA233, Sarasota, FL 34231
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  /25

  $2,300 per month

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

  1709 Pelican Cove Rd Unit GL446, Sarasota, FL 34231

  ***AVAILABLE NOW FOR SEASONAL OR ANNUAL***...You are going to love your new one bedroom one bathroom. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools,

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1709 Pelican Cove Rd Unit GL446, Sarasota, FL 34231
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  /84

  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,105 Sq Ft
  • House for Rent

  3210 Wood St, Sarasota, FL 34237

  Welcome to "The Nest On Wood" a cozy & quiet 3 bed 2 bath POOL home w/ lake views that sits just a few steps from the Legacy Trail & is just a walk or bike ride from all of Sarasota's downtown amenities. Located less than 2 miles from Main St Sarasota & just 6 miles from Lido Key & Siesta Key, this house is warm & inviting w/ plenty of space to spread out & relax. Highlights include a heated salt

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  3210 Wood St, Sarasota, FL 34237
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  /46

  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Condo for Rent

  20 Whispering Sands Dr Unit 903, Sarasota, FL 34242

  Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  20 Whispering Sands Dr Unit 903, Sarasota, FL 34242
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  /53

  $7,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,442 Sq Ft
  • House for Rent

  2441 Novus St, Sarasota, FL 34237

  A stylish experience at this fully furnished centrally-located 6 minute drive to downtown home! The Legacy trail is just through the back gate so hop right on your bike or rollerblades. Newly remodeled interior and exterior, including a brand new HEATED POOL (82 degrees). All new furniture. Spacious living room with built in office, separate eat in dining area and large breakfast bar. Upgrades in

  Ilona Davidovich CHIC PROPERTIES II LLC

  2441 Novus St, Sarasota, FL 34237
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  /30

  $26,319 per month

  • 2 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Condo for Rent

  915 Seaside Dr Unit 512, Sarasota, FL 34242

  Bask in the sunshine and sit in the pristine crystal white sands on Crescent Beach, rated #1 in the country by Dr. Beach. This beachfront sanctuary offers a fitness center, heated pool, outdoor grotto style whirlpool hot tub, bicycles, kayaks and barbecue grills, the tiki bar offers food from the famous Morton’s and cabanas to shield you from the sun when you want some shade. The unit has top of

  Andy Moore GULF COAST REALTY & MANAGEMENT

  915 Seaside Dr Unit 512, Sarasota, FL 34242
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  /27

  $25,048 per month

  • 4 Beds
  • 3 Baths
  • 2,430 Sq Ft
  • House for Rent

  1140 Seaside Dr Unit 101, Sarasota, FL 34242

  Serenity at its finest! If luxury is calling, come indulge at the Beach House Residences for your ultimate beach vacation experiences. A place to escape and rediscover you. Renew your senses, inspire your mind and relax your body. Take advantage of the magnificent sunsets, tranquil waters, immense sunshine of world-renowned Crescent Beach. The most discerning traveler will appreciate the island

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1140 Seaside Dr Unit 101, Sarasota, FL 34242
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  /28

  $2,200 per month

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

  1716 Glenhouse Dr Unit GL323, Sarasota, FL 34231

  ***AVAILABLE FEBRUARY 2026*** no pets allowed*** Wait till you see grounds, this community gated is huge...Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1716 Glenhouse Dr Unit GL323, Sarasota, FL 34231
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  /29

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Condo for Rent

  1511 Pelican Point Dr Unit BA180, Sarasota, FL 34231

  *** AVAILABLE APRIL 2025 *** FULL BAY VIEW. 2-bedroom 2-bath furnished, tenants NO PETS. Phenomenal views both day and night. Pelican Cove is a 75-acre, gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated swimming

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1511 Pelican Point Dr Unit BA180, Sarasota, FL 34231
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  /35

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft
  • Condo for Rent

  1637 Brookhouse Ct Unit BR243, Sarasota, FL 34231

  ***ANNUAL LEASE AVAILABLE JUNE 2026*** 2 bed/2 bath unfurnished in Pelican Cove. Second Floor condo views nature's splendor. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1637 Brookhouse Ct Unit BR243, Sarasota, FL 34231
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  /96

  $3,900 per month

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

  1257 S Portofino Dr Unit 38, Sarasota, FL 34242

  DECEMBER SPECIAL *** $3,900! 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

  Kay Esposito SIGNATURE REALTY ASSOCIATES

  1257 S Portofino Dr Unit 38, Sarasota, FL 34242
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  /24

  $4,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • Condo for Rent

  1622 Stickney Point Rd Unit 22-202, Sarasota, FL 34231

  View the intracoastal by SIESTA KEY from your master bedroom porch having a rest on the reclining chairs. This second floor townhouse is in the perfect location for your stay in SARASOTA and a short distance from a world famous beach. Located by the Stickney Point Bridge this renovated and beautifully decorated townhouse is ready for short term stays of a minimum of one month. Up the stairs to

  Jane Hunter JENNETTE PROPERTIES INC

  1622 Stickney Point Rd Unit 22-202, Sarasota, FL 34231
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  /70

  $4,500 per month

  • 4 Beds
  • 2 Baths
  • 1,806 Sq Ft
  • House for Rent

  6115 Carlton Ave, Sarasota, FL 34231

  AVAILABLE ALL months including 2025 season! This 3 bedroom 2 bath, Bonus Room 1806 square foot home in Gulf Gate is oozing with Southern charm! Will sleep 6. Beautifully remodeled split plan is spacious, open and bright. The updates include a sleek, modern kitchen, upscale bathrooms with gorgeous lighting, beautiful new plank flooring, and beachy coastal colors for the interior and casual Florida

  Olga Brock SAPPHIRE SUMMIT REALTY

  6115 Carlton Ave, Sarasota, FL 34231
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  /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
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  /57

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft
  • Condo for Rent

  5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242

  Listing reflects off-season rate. Available peak season months: March 2026, April 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot

  Beth Dilley ASCENDIA REAL ESTATE

  5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
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  /99

  $5,900 per month

  • 3 Beds
  • 3.5 Baths
  • 2,490 Sq Ft
  • Condo for Rent

  1660 Summerhouse Ln Unit 301, Sarasota, FL 34242

  LOCATION, LOCATION, LOCATION!!! Stunning large luxury condo located in the sought after community of Summer Cove on Siesta Key is available for an ANNUAL LEASE. This corner unit, light and bright property has been meticulously professionally decorated and it shows. Three bedrooms, three and a half bathrooms, turnkey furnished, three open lanais that face east and west, living room/kitchen/dining

  C. Alison Hunter JENNETTE PROPERTIES INC

  1660 Summerhouse Ln Unit 301, Sarasota, FL 34242
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  /55

  $7,500 per month

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • House for Rent

  6758 S Lockwood Ridge Rd, Sarasota, FL 34231

  BOOKED JAN-MAR 2026, AVAILABLE APRIL 2025, and all off season months 2025 at $4000/month. This beautiful UPDATED TURNKEY FURNISHED 3 bedroom/2-bathroom pool home is located in the sought-after area of Gulf Gate, some of the features in this immaculate vacation home includes high-end stainless-steel appliances, wood cabinets, Granite kitchen counters, Plantation Shutters, Master Bathroom with

  Chrissie Cummings JENNETTE PROPERTIES INC

  6758 S Lockwood Ridge Rd, Sarasota, FL 34231
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  /40

  $15,000 per month

  • 5 Beds
  • 4.5 Baths
  • 3,342 Sq Ft
  • House for Rent

  3218 S Osprey Ave, Sarasota, FL 34239

  Seasonal and short term rental This gated beauty is IMPRESSIVE. It's easy to see why this home is an overall Parade of Homes winner! Five bedrooms and four and one half bathrooms of spectacular architecture filled with natural light. The great room has soaring beamed ceilings, built around a massive fireplace and open to the kitchen for easy family time and entertaining. The kitchen boasts

  Henry Rossi RENT SARASOTA

  3218 S Osprey Ave, Sarasota, FL 34239
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  /41

  $4,370 per month

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

  2521 Bismark Way, Sarasota, FL 34231

  Welcome to Edgewater Bungalow! This stunning 3-bedroom, 2-bathroom single-level home is just 4 miles from the world-renowned Siesta Key Beach and 5 miles from Downtown Sarasota! Siesta Key, in gorgeous Sarasota, FL, is well-known for its powdery white quartz sand and has been rated the #1 beach in the USA (#5 in the world by TripAdvisor) for several years. You are only minutes away from quaint

  Andy Moore GULF COAST REALTY & MANAGEMENT

  2521 Bismark Way, Sarasota, FL 34231

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