$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
Andres Ospina Rivera LPT REALTY, LLC
$5,250 Per Month
5737 Ashton Way Unit 5737, Sarasota, FL 34231
Available for 2027 Season - January 1 through March 31 2027... Must take 3 months... plus taxes & fees Updated, Professionally Designed and Fully Turnkey furnished 2-bedroom, 2-bath condo with private garage located just minutes from Siesta Key Beach. This spectacular bright and airy third-floor unit with Views of Lake and Fountain from the screened lanai.. located in the desirable Ashton Lakes
Robert Bevington SHOWTIME REALTY
$3,600 Per Month
6214 Draw Ln Unit 4, Sarasota, FL 34238
Beautiful fully furnished condominium, located in the quiet community of Sunrise Golf Club, is available for a short term rental. Open for December 2026 through April 2027. This three bedroom, two bathroom condo, has a split floor plan, open living room/dining room combination and will provide a wonderful stay for someone looking to enjoy the beach and great weather of our Florida winter season.
C. Alison Hunter JENNETTE PROPERTIES INC
$4,300 Per Month
8370 Wingate Dr Unit 724, Sarasota, FL 34238
Available for the Season - December 20, 2026 - April 30, 2027. Three month minimum. This spacious 3 bedroom, 2 bath condo with a beautiful lake view in the sought after community of Pinestone At Palmer Ranch with all its amenities! This 1,604 sq. ft. condo unit is a "Chateau" model where the Primary bedroom, with a King bed and ensuite bathroom is on the 2nd floor! This unit is unique in its
Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP
$2,400 Per Month
9590 High Gate Dr Unit 1915, Sarasota, FL 34238
AVAILABLE JULY 2026 until Octtober 2026! Immaculate fully furnished rental in the highly desirable Stoneybrook Golf & Country Club. This beautifully updated veranda offers stunning 17th green views from the all-season lanai, providing the perfect setting to relax and unwind. The open floor plan features a well apointed kitchen with ample cabinetry, generous dining space, and a cozy breakfast
Michael Emery CORCORAN DWELLINGS REALTY
$1,600 Per Month
4535 Longwater Chase Unit 18, Sarasota, FL 34235
BEAUTIFUL AND SPACIOUS CONDO 2BED/2BATH IN THE MEADOWS / 2ND FLOOR-- WITH A GORGEOUS GOLF, LAKE VIEW / FURNISHED / AVAILABLE FOR ANNUAL LEASE.*2 CLOSETS IN MASTER-BEDROOM / WASHER & DRYER-WALKING LAUNDRY ROOM / LANAI / ASSIGNED CARPORT PARKING+GUEST PARKING / BASIC CABLE-TV-INTERNET INCLUDED.----------------2 COMMUNITY POOL HEATED FOR ONLY RESIDENTS OF LONGWATER CH. \ PLAYGROUND &
Cecilia Fernández MEDWAY REALTY
$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
$5,300 Per Month
9300 Clubside Cir Unit 1109, Sarasota, FL 34238
RENTED JAN., FEB., MARCH & APRIL 2027, AVAILABLE OFF SEASON. Ground floor vacation condo with tropical and water views from the tiled screened lanai (Sure to be your favorite spot). This two-bedroom two-bath condo has easy-care vinyl flooring in main living area and carpet in the bedrooms, is nicely furnished and decorated in a coastal them. There is a King bed in the master bedroom with
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$1,790 Per Month
4529 Morningside Unit 8, Sarasota, FL 34235
FURNISHED ANNUAL RENTAL IN THE MEADOWS — $1,790/MONTHWelcome to Morningside, where comfort, privacy, and an unbeatable location come together! This 2-bedroom, 2-bathroom furnished villa offers an easy, relaxed Florida lifestyle in the heart of The Meadows. PET friendly (small dog).With no neighbors above or below and only one attached roof mate, this one-story villa feels more like a
Amy Chapman MICHAEL SAUNDERS & COMPANY
$5,500 Per Month
9480 High Gate Dr Unit 2125, Sarasota, FL 34238
AVAILABLE SEPTEMBER, OCTOBER AND/OR NOVEMBER 2026. RENTED JANUARY THRU APRIL 2027: BEAUTIFULLY UPDATED KITCHEN AND BATHS, absolutely immaculate vacation veranda in Stoneybrook Golf & Country Club, one of the area's finest golf course communities. This sparkling gem invites you to enjoy the delightful view from the lanai of the lake and 18th green. There is a king-sized bed in master suite and a
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$3,800 Per Month
216 Pass Key Rd Unit 216, Sarasota, FL 34242
LONG TERM RENTAL! Welcome to this newly renovated Siesta Key condo perfectly located just steps from a private fishing pier with lounge chairs and stunning views of the Sarasota skyline, where you can spend your days dolphin watching, manatee spotting, or kayaking. Inside, this tranquil retreat features two spacious master suites on separate floors—each with ample closet space, a private balcony,
Brett Keyser, Jr RE/MAX ALLIANCE GROUP
$5,000 Per Month
9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242
One or more photo(s) has been virtually staged. Siesta Key Seasonal Retreat at The Pointe is available beginning April 18, 2026, with a 3-month minimum stay required. Available April through Mid December 2026... Not Available for Season 2027 ... Attractively priced, this waterfront property offers an exceptional opportunity to spend your winter surrounded by stunning water views on the
Robert Bevington SHOWTIME REALTY
$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
$3,500 Per Month
5734 Ashton Lake Dr Unit 7, Sarasota, FL 34231
Available to rent May 2026 through August 2026. Location, Location, Location! Only 3.5 miles to the famous Siesta Key Beach. This ground floor 2-bedroom 2 bath unit is bright, airy and elegantly furnished. High ceilings and comes with a carport. Ashton Lakes is located on 33 acres of luscious greenery. with 4 lakes, 2 heated pools, one with a lap lane, a combination of 2 tennis courts and 4
Philip Abraham ASHTON LAKES REALTY INC
$2,300 Per Month
5246 Wedgewood Ln Unit 60, Sarasota, FL 34235
Just bring a suitcase and enjoy paradise! TURNKEY FURNISHED condo 2 beds, 2 baths available Annually, Seasonally, or Short term. Tastefully renovated and updated throughout. Professionally designed and decorated with your comfort in mind, you will truly enjoy your vacation in this wonderful setting. This condo has a FABULOUS unobstructed GOLF COURSE and LAKE VIEW is highly sought after!. Enjoy
Carlos Perez FINE PROPERTIES
$2,200 Per Month
722 S Blvd of the Presidents Unit 105, Sarasota, FL 34236
STEPS TO THE BEACH! Beautiful Chateau Village is located steps from Lido Beach and world-famous Saint Armand's Circle featuring the best restaurants and boutique shopping. Once you park your car, there's no reason to get back in it. Everything is within walking distance. This charming one bedroom condo is conveniently located on the first floor and comes furnished or unfurnished. Granite counters
Amani Warden RE/MAX ACTION FIRST OF FLORIDA
$2,100 Per Month
9300 Clubside Cir Unit 1308, Sarasota, FL 34238
AVAILABLE OFF SEASON! Gated golfing community on Palmer Ranch. 3rd-floor condo with open floor plan and unobstructed view from the kitchen through to the lanai with spectacular water views from all sides. Granite counters in the kitchen, lots of seating space in the living room and with lots of windows. There is a king bed in the main bedroom and a custom-tiled walk-in shower in the adjoining
Robin De Busk STRINGER MANAGEMENT INC
$1,700 Per Month
5134 Northridge Rd Unit 112, Sarasota, FL 34238
FURNISHED and 100% updated Ground floor unit with screened patio and carport. Water, high speed internet, and Washer/dryer included. Gated community offers 2 pools, spa, tennis, excellent gym and clubhouse. Available April 16th.
Joseph Stephens ONE STEP AHEAD REALTY INC
$3,120 Per Month
1001 Benjamin Franklin Dr Unit 108, Sarasota, FL 34236
Lido Towers Unit 108 has a beautiful renovated interior and is perfect for your escape to Sarasota Florida. This 1 bedroom/1.5 bath is open and bright and has a cozy lanai lending itself to you enjoying the warmth of your coffee each morning before you stroll out to the beach (which is footsteps away). You won’t see any snowflakes here! The master bedroom has a huge king sized bed and a beautiful
Pamala Casey CASEY REALTY CORPORATION
$4,000 Per Month
1064 N Tamiami Trail Unit 1606, Sarasota, FL 34236
SEASONAL VACATION RENTAL IN THE BROADWAY PROMENADE! AVAILABLE DEC-APRIL 2027 Enjoy the best of Sarasota living in this spacious two-bedroom, two-bath residence at Broadway Promenade. The well-appointed galley kitchen features granite countertops with a convenient pass-through and breakfast bar, stainless steel appliances, and a pantry—perfect for both everyday living and entertaining. The open
Cody Smith RENT SARASOTA
$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
$2,750 Per Month
8625 Midnight Pass Rd Unit 506B, Sarasota, FL 34242
Spend The Month of January 2027 -Available at $5K for this beautiful month on Siesta Key ... Condo is fully Rented February 1 through March 31, 2027- BUT available for April at $6,500- Enjoy one of the BEST months Siesta Key has to offer!Also available as an annual rental for $3,350 per month.Enjoy private access to the soft white sands and tranquil beauty of Turtle Beach on Siesta
Robert Bevington SHOWTIME REALTY
$1,750 Per Month
5152 Northridge Rd Unit 202, Sarasota, FL 34238
Welcome to Serenade on Palmer Ranch! This well-maintained 1-bedroom, 1-bath second-floor condo offers a convenient Sarasota location just approximately 15 minutes from Siesta Key and only minutes from Publix, Walmart, shopping, dining and everyday conveniences. The unit features a newer A/C and water heater, an updated bathroom with tile and bathtub replaced approximately 1.5 years ago and an
Anna Bridinger PELICAN REALTY CORP
$12,500 Per Month
350 Golden Gate Point Unit 61, Sarasota, FL 34236
THE VIEW*** THE VIEW**** THE VIEW****from this luxurious 2-bedroom 2 bath, 6th floor unit is SPECTACULAR! Immaculate, and featuring all white furnishings, cabinetry and decor, this condo is STUNNING against the backdrop of beautiful Sarasota Bay. Located in the private enclave of Golden Gate Point, you'll feel a world away in one of the most prestigious addresses in town. There is a view from
Robin Turner WATERSIDE REALTY LLC
$6,800 Per Month
1000 Benjamin Franklin Dr Unit 205, Sarasota, FL 34236
This 2 bedroom/2 bath is spacious and has a gorgeous lanai lending itself to you enjoying the warmth of Florida in January, February, and March. You won’t see any snowflakes here! The master bedroom has a huge king sized bed and the guest bedroom has two twin beds. Open living room, dining room, and kitchen with new lighting. Entire unit has all new flooring as well. After you wrap up Christmas,
Pamala Casey CASEY REALTY CORPORATION
$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
$1,950 Per Month
1650 Stickney Point Rd Unit 50-202, Sarasota, FL 34231
NOT available for Season 2027Escape to this bright and inviting condo in the highly sought-after Castel Del Mare, located just minutes from the world-famous Siesta Key Beach, ranked the #1 beach in the USA. From the moment you arrive, you’ll be welcomed by the light, airy décor and spacious living areas that make this condo feel like a true coastal retreat. Thoughtful touches, including a
Robert Bevington SHOWTIME REALTY
$2,500 Per Month
954 La Costa Cir Unit 1, Sarasota, FL 34237
AVAILABLE FOR AN ANNUAL LEASE AT $2,500 PER MONTH WITH ALL UTILITIES, WI-FI AND STREAMING SERVICES INCLUDED. A SIX-MONTH MINIMUM LEASE IS REQUIRED. THE RESIDENCE MAY ALSO BE AVAILABLE FOR SIX MONTHS OR LONGER DURING HIGH SEASON AT A DIFFERENT RATE; A ONE-YEAR LEASE IS NOT REQUIRED. This exceptional FIRST-FLOOR CORNER UNIT in beautiful, gated Park View—set on 8 acres with stunning views of mature
Richard Ivan WAGNER REALTY
$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
$3,300 Per Month
4516 Longwater Chase Unit 29, Sarasota, FL 34235
****Available***** Your vacation destination awaits your arrival. Relax and enjoy the view from the screened lanai that overlooks the golf course and all the action. Just steps away from the either one of the community's 2 heated swimming pools. Relax in comfort and enjoy the atmosphere of this charmingly decorated ground floor condo. You will enjoy cooking in the kitchen which has been
Shirley Cuddy REALTY SERVICES INC
$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
$10,000 Per Month
6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
Gulf-View Siesta Key Condo at Siesta Breakers! Enjoy beautiful Gulf views and an unbeatable beachside location in this inviting 2-bedroom condo at Siesta Breakers. Just a short stroll to world-famous Siesta Key Beach, known for its powdery whit e sand and crystal-clear Gulf waters. The community offers a large heated in-ground pool with sweeping Gulf views, providing another great option for
Robert Bevington SHOWTIME REALTY
$5,500 Per Month
4639 Chapel Hill Dr Unit 2912, Sarasota, FL 34238
RENTED JAN., FEB., MARCH & APRIL 2027: AVAILABLE JUNE THROUGH DECEMBER 2026: Exceptionally well cared for ground floor condo with vinyl flooring throughout, recently updated kitchen with granite counters and tile floors with breakfast bar that is open to the dining and living area, King bed in master bedroom and walk-in closets plus adjoining bathroom with two sinks and walk-in shower, 2nd
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
Showing Results 281 - 315, Page 8 of 8
Copyright © 2026 CoStar Group
