$1,695 Per Month
2507 Terry Ln, Sarasota, FL 34231
Well maintained spacious 2 bed 1.5 bath apartment, perfectly situated near siesta key beach, and a short drive to downtown sarasota. - Off-street parking- Natural light- Spacious living / dining area- Generously sized bedrooms with ample closet space- Prime Location: You'll have endless opportunities to explore and enjoy everything these vibrant area has to offer.
Austin Oakes WAGNER REALTY
$3,650 Per Month
1675 Blakemore Ln, Sarasota, FL 34231
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 one of the bikes that have been provided by the owner and hit the white-sand beach! This is Florida
Shawn Peacher NETWORK REAL ESTATE GROUP
$2,200 Per Month
5677 Ashton Lake Dr Unit 11, Sarasota, FL 34231
AVAILABLE OFF SEASON ONLY. NOT AN ANNUAL RENTAL .GROUND FLOOR, LAKE VIEW WITH A LANAI. Very spacious 2 bedroom split floor plan with a washer and dryer in the condo. Lots of ceramic tile, little carpeting. Great location, 2 miles to Siesta Key. Covered parking and heated community pool.
Robin De Busk STRINGER MANAGEMENT INC
$3,200 Per Month
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
$8,000 Per Month
6722 Roxbury Dr, Sarasota, FL 34231
SARASOTA VACATION RENTAL MINS TO SIESTA KEY! AVAILABLE FOR SEASON JAN-APR 2027. Located in the highly sought after area of Gulf Gate! New to the rental market, this 3 bedroom/2 bathroom single family pool home has been beautifully updated and furnished. Brand new kitchen with granite counters, seating area, stainless steel appliances, and a drinks/coffee bar. Spacious open floor plan with large
Chrissie Cummings JENNETTE PROPERTIES INC
$2,500 Per Month
4105 Rockefeller Ave, Sarasota, FL 34231
Furnished Sarasota Rental – 6-Month Minimum Lease no deposit required! Welcome to this charming fully furnished 2-bedroom, 1-bath single-family home located on a quiet residential street in Sarasota. Built in 1960, this well-maintained home blends classic Florida character with comfortable, move-in-ready living—ideal for those seeking a mid-term furnished rental. Offering approximately 1,267
Richard Tyson PREFERRED SHORE LLC
$1,950 Per Month
3411 Clark Rd Unit 112, Sarasota, FL 34231
Fully remodeled 2-bedroom, 2-bath condo in Sienna Park just minutes from Siesta Key Beach! This move-in ready unit features brand new appliances and a never-used washer and dryer, a bright open layout, and a private patio perfect for enjoying Florida living year-round. Enjoy resort-style amenities including a pool, tennis courts, fitness center, sand volleyball court, dog park, and BBQ areas.
Jordan Cadavid Jones COLDWELL BANKER REALTY
$1,550 Per Month
5800 Hollywood Blvd Unit 116, Sarasota, FL 34231
Stop the search! Your next home is ready to rent! This 2-bedroom, 2-bathroom bottom-floor condo unit is minutes from Siesta Key beach. It features tile floors, granite countertops, walk-in closet in the primary bedroom, and more. There is a community laundry room and a storage closet directly across the hall from the unit. Call for a showing.
Kelly Bruno LTJ GROUP REALTY LLC
$7,950 Per Month
6758 S Lockwood Ridge Rd, Sarasota, FL 34231
MINS FROM SIESTA KEY! Escape to paradise in this beautifully updated, turnkey furnished 3-bedroom, 2-bath single-family pool home located in the highly desirable Gulf Gate area. This immaculate vacation retreat offers the perfect blend of comfort, style, and convenience. AVAILABLE FOR 2027 SEASON | OFF-SEASON VACATION RENTAL. Step inside to discover a bright, open-concept layout featuring
Chrissie Cummings JENNETTE PROPERTIES INC
$4,200 Per Month
2291 Pine View Cir, Sarasota, FL 34231
Bright and beautifully updated, this FURNISHED 1,850-square-foot HEATED POOL home is tucked away on a quiet, no-through-traffic street in the sought-after Gulf Gate community. Thoughtfully designed with today’s lifestyle in mind, the contemporary open-concept layout offers spacious gathering areas and private retreats with flexible living spaces suited for a variety of needs. The serene primary
Kate Taylor COLDWELL BANKER REALTY
$4,500 Per Month
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
$1,650 Per Month
2777 Dueby St, Sarasota, FL 34231
Welcome to the heart of Sarasota! Located to everything—close to shopping, dining, and the beaches. This unit, which is in the back part of the property surrounded by lush old Florida landscaping, features 2 bedrooms, 2 bathrooms, tile flooring throughout, and a spacious living area. The kitchen comes equipped with a stainless steel range, dishwasher, and microwave. Perfect for entertaining, the
Brett Keyser, Jr RE/MAX ALLIANCE GROUP
$1,625 Per Month
2125 Pueblo Cir Unit V7, Sarasota, FL 34231
Beautiful unfurnished 2-bedroom, 2-bath residence located in Woodside Village West, a desirable 55+ community. This well-maintained unit offers many conveniences, including in-unit washer and dryer and a private patio for outdoor enjoyment. Residents have access to a community pool and clubhouse, perfect for relaxation and social activities. Water and basic cable are included in the rent. Ideal
Jaime Barcelo GULF COAST REALTY & MANAGEMENT
$2,395 Per Month
1608 Stickney Point Rd Unit 1608-204, Sarasota, FL 34231
ANNUAL TURNKEY FURNISHED - AVAILABLE JULY 1, 2026 * 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 HOMESERVICE
$3,000 Per Month
1686 Chapline Ln, Sarasota, FL 34231
Available June 1, 2026 60 Day Minimum... 3000.00 annually 3000.00 Discover comfort, convenience, and coastal charm in this fully furnished 3-bedroom, 2-bath home located West of the Trail in the highly desirable and non-deed-restricted community of Bayview Acres.Inside, you’ll appreciate the beautifully renovated kitchen, split floorplan, and thoughtful upgrades throughout. Each bedroom is
Robert Bevington SHOWTIME REALTY
$2,995 Per Month
7328 Curtiss Ave, Sarasota, FL 34231
Not available for an annual lease. Not available for season 2026. 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
$2,200 Per Month
1614 Stickney Point Rd Unit 102, Sarasota, FL 34231
LOCATION, LOCATION, LOCATION!! Walk to world-famous Siesta Key Beach from this beautifully maintained 2-bedroom, 1.5-bath condo.Perfect for a vacation stay, this unit offers all the comforts of home- a bright, welcoming interior with charming details and everything you need for a relaxing getaway. Enjoy the convenience of being close to shops, restaurants, and entertainment, while staying in a
Genaro Tramutola FINE PROPERTIES
$3,600 Per Month
5555 Ashton Way Unit 5555, Sarasota, FL 34231
Unit Rented Jan- April 2027. Available May 2026 onwards. Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Enjoy the Gulf of Mexico. Close to I-75, rte. 41, shops, restaurants, schools and hospitals. We are also connected by a foot bridge to Merchants Mart shopping center consisting of CVS, ACE hardware, take-outs, liquor store, and the famous Detwiler's Farm Market. Ashton
Philip Abraham ASHTON LAKES REALTY INC
$2,500 Per Month
1720 Colleen St, Sarasota, FL 34231
One or more photo(s) has been virtually staged. Nestled within the charming waterfront community of Tropical Shores, this inviting two-bedroom, one-bath pool home offers the ideal blend of coastal living, comfort, and convenience. Bring your boat, paddleboards, and kayaks and enjoy the relaxed Florida lifestyle just moments from the water. Designed for easy indoor-outdoor living, the home
Samantha Callaway RE/MAX ALLIANCE GROUP
$1,900 Per Month
6264 Green View Cir Unit 112, Sarasota, FL 34231
This expansive 2-bedroom, 2-bathroom villa in a vibrant 55+ community offers plenty of space for comfortable living. Enjoy the freedom to spread out and make the most of your roomy new home that includes a carport, walk-in closets, two open patios, and a laundry/storage room. The kitchen is light and bright with ample counter space and leads out to one of the patios. Water/ sewer, and basic cable
Maureen Plichta STRINGER MANAGEMENT INC
$3,700 Per Month
Unlisted Address
Located in Pelican Cove community. This community is gated with a guard 24 hours a day. Lush mature foliage create a relaxing atmosphere. Walking trails along with boardwalks throughout the community. There are 6 Pools, 4 tennis courts, shuffleboard and a basketball court that are all available to you while staying at Pelican Cove. An 86 slip boat harbor is also within the community. Just a short
Pat Gillum RE/MAX ALLIANCE GROUP
$2,365 Per Month
5669 Ashton Lake Dr Unit 1, Sarasota, FL 34231
Available May 2026! Enjoy easy living in a beautifully maintained community just moments from shopping and dining, and only a short 2-mile drive to Siesta Key Beach. This first-floor condo in Ashton Lakes is move-in ready and features 2 bedrooms and 2 bathrooms. The unit is fully furnished, with nicely updated interiors and tile flooring throughout. It also includes covered parking and is ready
Robert Bevington SHOWTIME REALTY
$1,995 Per Month
2666 Woodgate Ln Unit D1, Sarasota, FL 34231
Not available for season 2026. Discover comfort in this two-bedroom, two-bathroom villa, a perfect retreat from the chilly northern winters. Immerse yourself in the community pool or explore the pristine beaches of Sarasota. Unwind in this inviting furnished villa for a seasonal escape or an extended stay. The corner unit boasts two queen-size beds and TVs in both bedrooms and the living room.
Maureen Plichta STRINGER MANAGEMENT INC
$2,600 Per Month
2239 Worrington St, Sarasota, FL 34231
~Moving special ONE MONTH FREE~This is a moving-ready home available immediately for rent. Spacious bedrooms, upgraded bathrooms, a modern kitchen with stainless steel appliances, wood flooring throughout the house, an open-concept layout with a spacious living room, a large backyard, and a 1-car garage make this home a great opportunity for tenants seeking space, modern style, and functionality.
Paola Alcantara KW SUNCOAST
$2,200 Per Month
5631 Ashton Lake Dr Unit 7, Sarasota, FL 34231
Location, Location, Location!! Only 3.5 miles to the World-famous Siesta Key Beach. Close to I-75, rte.41, shopping, schools, restaurants and hospitals. Ashton Lakes is located on 33 acres of luscious greenery, 4 lakes, 2 heated pools, large pool with lap lane, clubhouse, combination of 2 tennis courts & 4 pickleball courts, shuffleboard and other amenities. This 2/2 walk-up unit is partially
Philip Abraham ASHTON LAKES REALTY INC
$2,000 Per Month
7201 Curtiss Ave Unit 2D, Sarasota, FL 34231
SARASOTA / GULF GATE... This thoughtfully designed, fully furnished 2nd-floor unit invites you to step inside and instantly feel at home. The living room and dining area offers a seamless flow for entertaining or relaxing. An efficiently laid-out kitchen provides easy access for quick meals or social gatherings. Start your day with coffee or unwind in the evenings on the screened lanai, which
Jane Hunter JENNETTE PROPERTIES INC
$6,250 Per Month
2908 Captiva Dr, Sarasota, FL 34231
RENTED FEB. MARCH, APRIL 2027, AVAILABLE MAY THROUGH DEC. AT OFF-SEASON RATES. A perfect vacation getaway in prime Golf Gate location. Bring the family to this 4 bedroom, 2 bath home with a private sparkling pool under a screened cage. The home offers 4 bedrooms, a large open living room and dining area with beautiful new flooring. The family room is off the kitchen and has sliding glass doors
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE
$6,200 Per Month
2929 Mayflower St, Sarasota, FL 34231
Welcome to this charming three-bedroom, two-bath pool home in the desirable Gulf Gate neighborhood. Located on a tree-lined cul-de-sac, this home is conveniently situated just a quarter of a mile from Gulf Gate shops, restaurants, and nightlife, with public transit options nearby.Enjoy your morning coffee in the sunroom or relax by the screened, private pool. The home features a split floor
Margaret Young JENNETTE PROPERTIES, INC.
$7,500 Per Month
1714 Meadowood St, Sarasota, FL 34231
Welcome to Heron's Aqua Breeze! This 3-bedroom 2 1/2 bath canal home with pool is back on the short-term rental market and located just 1 and as half miles to world famous SIESTA KEY BEACH! Spacious and well appointed, this home is equipped for a memory making vacation in a tropical paradise, The kitchen was recently remodeled with beautiful cabinetry and new stone counters and has been stocked
Robin Turner WATERSIDE REALTY LLC
$8,000 Per Month
4935 Riverwood Ave, Sarasota, FL 34231
SARASOTA ~ PHILLIPPI CREEK ~ IN TOWN ~ RESIDENTIAL RENTAL PROPERTY ~ RARE 1.7 ACRES ~ PRIVATE DOCK. NOTE: PLEASE USE VIRTUAL TOUR FOR FULL PHOTOS OF THE PROPERTY!
Robert Anderson Jr RE/MAX ALLIANCE GROUP
$2,800 Per Month
3026 Grafton St, Sarasota, FL 34231
STUNNING 3 BEDROOM, 2 BATHROOM, 2 CAR GARAGE HOME LOCATED IN THE HIGHLY SOUGHT AFTER BRIARWOOD COMMUNITY IN AN AMAZING SCHOOL DISTRICT! ALL BEDROOMS WILL BE REPLACED WITH LUXURY VINYL FLOORING BEFORE MOVE IN. This home is everything you have been looking for. When you step inside you will love the light, bright and airy feeling you get by the high vaulted ceilings and natural light that the large
Brigette Marcus NEXTHOME EXCELLENCE
$2,350 Per Month
2309 Lynn St, Sarasota, FL 34231
Lovely single family home in Ridgewood available for a short term rental. This light and bright two bedroom two bathroom turnkey furnished single family home has a lots of appeal. Open kitchen/living room/dining room combination, terrazzo floors throughout, lots of windows and one car attached garage. The kitchen has stainless appliances, lots of counter space and cabinets, closet pantry and a
C. Alison Hunter JENNETTE PROPERTIES INC
$3,600 Per Month
5430 Eagles Point Cir Unit 202, Sarasota, FL 34231
One or more photo(s) has been virtually staged. Located in the highly desirable THE LANDINGS community, this elegant and updated 2 bedroom + a den, 2 bathrooms condo offers the perfect blend of comfort and coastal living. Just minutes from world renowned SIESTA BEACH and situated along PHILLIPPI CREEK, residents enjoy resort-style amenities including multiple swimming pools, tennis courts,
Teresa Ribaudo JENNETTE PROPERTIES INC
$3,550 Per Month
5521 Yorkshire Way, Sarasota, FL 34231
4 BR Pool Home - minutes from Siesta Key BeachDescriptionCharming "ole Florida" home in the Phillippi Garden area just minutes from Siesta Key.Easy access to schools, shopping, and downtown Sarasota.4 bedrooms 2 baths, with updated kitchen. Pool is only 3 years old. Mid century flair with pavers add to the appeal. Good size driveway for extra parking. Quiet side road! A fenced
Nancy Guerrero PMI SOUTHWEST FLORIDA
$3,600 Per Month
5525 Ashton Lake Dr Unit 5525, Sarasota, FL 34231
Available to rent March, April & May 2026. If rented for all 3 months, special rental rate will apply. Location! Location! Location! Only 3.5 miles to the World-famous Siesta Key Beach. Close to I-75, rte.41, shopping, hospitals, restaurants etc. We are also connected to the Merchants Mart shopping center by foot bridge. Stores such as ACE hardware, liquor store, restaurants CVS and the famous
Philip Abraham ASHTON LAKES REALTY INC
$1,900 Per Month
1677 Brookhouse Cir Unit BR223, Sarasota, FL 34231
AVAILABLE 5/1/26 FOR UP TO 8 MONTH LEASE INCLUDES ALL UTILITIES** **BOOKED FOR JAN-MARCH 2027 SEASON**CHARMING PELICAN COVE - Newly updated 2 bed/2 bath condo in the resort community of Pelican Cove. This 2nd floor unit features decorator furnishings, vaulted ceilings, hardwood floors and everything you need to enjoy a vacation getaway or extended stay. Enjoy your morning coffee on the screened
Brigette Marcus NEXTHOME EXCELLENCE
$1,600 Per Month
7294 Cloister Dr Unit 23, Sarasota, FL 34231
Annual rental in a prime Gulf Gate location! This spacious second-floor condo elevator access offers 2 bedrooms and 2 bathrooms, combining comfort, functionality, and an ideal Sarasota lifestyle. The open living space flows seamlessly to a screened lanai, creating a perfect spot to relax and enjoy the Florida breeze. The primary suite features a large walk-in closet and an updated ensuite
Monica Moss KELLER WILLIAMS ON THE WATER S
$1,500 Per Month
2525 Ashton Rd, Sarasota, FL 34231
Turnkey Furnished efficiency available May - October... 1br / 1bath , washer/dryer included. Private fenced yard. Great location. Stand alone house.
Joseph Stephens ONE STEP AHEAD REALTY INC
$2,150 Per Month
5685 Ashton Lake Dr Unit 2, Sarasota, FL 34231
Available Now .. Advertised Rate 3 months Minimum ... Ground-floor, fully furnished two-bedroom, two-bath residence featuring tile flooring throughout. The unit includes assigned carport parking with convenient nearby guest parking. Ashton Lakes spans 33 acres of beautifully landscaped grounds and offers resort-style amenities, including four scenic lakes, two swimming pools, two tennis courts,
Robert Bevington SHOWTIME REALTY
$2,295 Per Month
6030 Carlton Ave, Sarasota, FL 34231
TURNKEY FURNISHED. NOT AVAILABLE FOR AN ANNUAL LEASE. Available May 1, 2026 through December. Turnkey furnished, very comfortable and well- equipped single-family home in Gulf Gate area. Nicely decorated and updated kitchen and baths, tile floors throughout, walk-in showers, inside laundry, eat-in kitchen all make for a very comfortable stay. Large, fenced yard, outdoor shower and screened area
Maureen Plichta STRINGER MANAGEMENT INC
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