$5,500 Per Month
- 3 Beds
- 2 Baths
- 1,642 Sq Ft
- House for Rent
3122 Regatta Cir, Sarasota, FL 34231
Virtually Staged. Perfect for a family, walking distance to Gulf Gate elementary
Deanna Boileau Gilman VUE REALTY, LLC
$5,500 Per Month
3122 Regatta Cir, Sarasota, FL 34231
Virtually Staged. Perfect for a family, walking distance to Gulf Gate elementary
Deanna Boileau Gilman VUE REALTY, LLC
$5,500 Per Month
5351 Moeller Ave, Sarasota, FL 34233
Available from November 1, 2026 for $5500. Minimum 3 months lease. The property can be rented for a SHORT or LONG TERM (6-12 months). Please ask the Listing Agent for more details. Beautiful brand new construction modern energy efficient home located 15 minutes from Siesta Key Beach in a quiet and residential neighborhood that is close to shopping, dining and Sarasota Downtown. Escape to
Claudia Dybala DALTON WADE INC
$5,500 Per Month
8941 Veranda Way Unit 522, Sarasota, FL 34238
AVAILABLE SEPTEMBER OF 2026, Welcome to your perfect Florida getaway at Stoneybrook G&CC. This second-floor veranda offers bright, cheerful living space, relaxing golf course views, and access to exceptional resort-style amenities. At the top of the stairs, you will find a freshly furnished screened front lanai. Inside, the open-concept kitchen features SS appliances and flows seamlessly into the
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$5,500 Per Month
1895 Buccaneer Cir, Sarasota, FL 34231
ANNUAL/SEASONAL FURNISHED RENTAL Sarasota Mainland - 2 miles to Siesta Key. Wow! Fantastic south Sarasota location 4 bedroom, 2 1/2 bath home sleeps 12. Minutes from the #1 Beach in the US, Siesta Key! No traffic jams here at this west of Trail waterfront home. Kayak and paddle board through Metheny Creek that leads to the Gulf of Mexico via the Intracoastal Waterway. Power boats OK during high
Margaret Young JENNETTE PROPERTIES, INC.
$5,500 Per Month
9630 Club South Cir Unit 6201, Sarasota, FL 34238
RENTED JAN.,FEB.,MARCH 2026: AVAILABLE OFF SEASON 2026: 2ND FLOOR, UPDATED AND BEAUTIFULLY APPOINTED VACATION CONDO AT CLUB SOUTH IN STONEYBROOK G&CC. End unit, lots of light, vinyl flooring, granite countertops in kitchenand tiled lanai with a great view across the golf course on one side and the lake on the other and very comfortable and stylish seating on lanai. The heated community pool,
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$5,500 Per Month
8735 Olde Hickory Ave Unit 8302, Sarasota, FL 34238
AVAILABLE JAN 2027 & OFF-SEASON 2026. 3rd floor vacation condo with great view of the golf course from the screened lanai, two bedrooms, two baths, king bed in the master bedroom and adjoining bathroom with walk-in shower. 2nd bedroom has queen bed and is next to the guest bathroom. Well-equipped kitchen with everything you would need for a few months in the sun. Bright and cheerful unit with
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$5,500 Per Month
9330 Clubside Cir Unit 3209, Sarasota, FL 34238
RENTED JAN.FEB. 2027: Well-furnished vacation condo at Stoneybrook G&CC with golf transfer available for a fee (check with clubhouse for fee schedule.) King bed in master bedroom, queen bed in guest bedroom, nicely furnished living area, well-equipped kitchen with all you will need for a few months in the Florida Sunshine. The lanai is tiled and screened and offers a great golf course view. There
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$5,500 Per Month
9320 Clubside Cir Unit 2208, Sarasota, FL 34238
AVAILABLE FEB., MARCH., APRIL 2026 - And off-season months. Fantastic views of the lake and golf course from the screened and glassed lanai of this CORNER UNIT picture-perfect condo decorated in a coastal theme, lots of comfortable seating, windows in well-equiped kitchen and living room not found in interior units. King bed in the master bedroom, walk-in shower in the master bath, and a queen
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$5,500 Per Month
4700 Greencroft Rd, Sarasota, FL 34235
Escape from the cold and snow this winter and relax by the private pool at your vacation destination. Nestled amongst the lush foliage of The Meadows is this graciously appointed single family pool home that is just waiting for you to enjoy this coming winter. The updated kitchen and open floor plan makes this home a place to enjoy. With 3 bedrooms and two baths there is plenty of room for
Shirley Cuddy REALTY SERVICES INC
$5,500 Per Month
5824 Wildwood Ave, Sarasota, FL 34231
Welcome to Casa de Suenos, your coastal retreat in the heart of Sarasota! This charming 2-bedroom, 2-bathroom home offers a light and airy atmosphere, with gorgeous ceiling beams and large windows that bathe the space in natural light, creating a perfect spot to unwind. The two sofas in the living room are pull out and they are queen-size for additional sleeping arrangements. The primary
Andy Moore GULF COAST REALTY & MANAGEMENT
$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
$5,500 Per Month
9641 Castle Point Dr Unit 1225, Sarasota, FL 34238
AVAILABLE OCTOBER, NOVEMBER, DECEBER 2026 & SUMMER MONTHS: Enjoy spectacular golf view views from the screened lanai of this Veranda unit overlooking the 4th hole and lake. Clean and crisp condo with vaulted ceilings and a one-car garage. Unit is nicely furnished with a king bed in the primary bedroom and all new UPDATED PRIMARY BATHROOM WITH NEW VANITY, TWIN SINKS, AMAZING NEWLY TILED WALK-IN
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$5,500 Per Month
4026 Lyndhurst Ct Unit 13, Sarasota, FL 34235
What a beautiful location for you to spend your winter vacation in. Watch the action on the golf course from the lounging area of the screen enclosed lanai. Recently purchased and renovated and has ALL new furnishings throughout, graciously appointed and fully furnished with all you need while you enjoy the warm winter weather in sunny Sarasota. This 3-bedroom 2 bath property features hard wood
Shirley Cuddy REALTY SERVICES INC
$5,500 Per Month
500 S Washington Dr Unit 5B, Sarasota, FL 34236
Kingston Arms on St. Armands Circle turn-key furnished Condo, 2 beds, 2 baths, second floor overlooking a quiet residential street. Look no further for the perfect vacation retreat. No need for a car, walkable to the many fine shops and local restaurants, take the BayRunner Trolley to downtown Sarasota for the day, book a guided Kayak tour through the mangrove tunnels or spend the day at Lido
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
$5,500 Per Month
9393 Midnight Pass Rd Unit 605, Sarasota, FL 34242
Beautifully decorated 2 bedroom 2 bath condo located at The Pointe on Midnight Pass Road. Large lanai accessible from master bedroom and living room features views of the Intracoastal. Look out your kitchen window and guest bedroom for a view of the beautiful Gulf. Beautiful furnishings, full size washer/dryer. Complex amenities include heated pool, whirlpool, sauna, fitness room, tennis court &
Pamala Casey CASEY REALTY CORPORATION
$5,500 Per Month
5032 Marshfield Rd Unit 19, Sarasota, FL 34235
3 bedroom 2 bath in Heronmere. GROUND FLOOR condo is located in Heronmere 1 off Honore Avenue and University - has been updated throughout. AVAILABLE turnkey furnished. Large spacious rooms and plenty of closets and two storage closets. Walk in closets and Walk in shower in the primary suite. Queen bed in bedroom 2. Desk etc office in bedroom 3. If needed will add bed or sleeper etc. Updated
Helen Daruszka W.I.T. REALTY LLC
$5,500 Per Month
350 S Polk Dr Unit 207, Sarasota, FL 34236
Seasonal/short term only Want to hang out at the beach? This modern condo is spacious, filled with natural light and steps from the sand. The floor plan is open for ease of entertaining and family time. The kitchen is very large and has solid wooden cabinetry, topped with slab granite countertops and complemented with stainless steel appliances. There is a huge island for easy food prep and
Cody Smith RENT SARASOTA
$5,500 Per Month
1350 Main St Unit 903, Sarasota, FL 34236
1350 Main Residential condo building is in the heart of downtown Sarasota. This 9th floor bright open floor plan is walking distance to everything you need, or step onto the Bay Runner shuttle to St. Armand or beach area. Famous Downtown Sarasota is know for it's Arts, opera, the ballet, theaters, incredible dining restaurants, Selby Botanical Gardens, cute unique shopping, gorgeous Bayfront Park
toyia Youtzy JENNETTE PROPERTIES, INC.
$5,500 Per Month
8735 Olde Hickory Ave Unit 8101, Sarasota, FL 34238
RENTED JAN., FEB., MARCH, APRIL 2027: GROUND FLOOR END UNIT at Stoneybrook Terraces, spacious vacation rental with golf course view, bright and cheerful, designer decorated, new carpet, new furnishings, new paint, new appliances, immaculate and offering all you will need for a few months in the sunshine. Golf membership transfers to the tenant if desired. The Terraces has tennis courts and the
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$5,500 Per Month
9300 Clubside Cir Unit 1307, Sarasota, FL 34238
AVAILABLE OCTOBER, NOV. DEC. 2026 JAN., FEB 2027 This third-floor vacation condo with absolutely one of the best views in Stoneybrook. Two bedrooms, two baths, king bed in master, queen in the guest bedroom, internet access, flat-screen TVs and a NEW KITCHEN complete with granite countertops. Eating space in kitchen, living room/dining room combo, one covered parking space. ALL NEW FLOORING
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$5,500 Per Month
11605 Garessio Ln, Sarasota, FL 34238
SARASOTA'S very best place to live...PALMER RANCH. THE ISLES is a Luxury community to stay awhile. Great location close to the Siesta Key Beaches and minutes to shopping and restaurants. The Isles on Palmer Ranch is a master community built around lakes and native preserves. Heated Lagoon Poll, lighted tennis courts, bocce ball court, basketball court, playground and Lakeside Village Center with
Jane Hunter JENNETTE PROPERTIES INC
$5,500 Per Month
5753 New York Ave, Sarasota, FL 34231
Fully turnkey Now offered Annually for $3500.00 , 6-12 months at agreed upon rental price depending on length and time of year. or High Season 3 month min. Dec-April at $5500.00Rentals over 6 months and longer pay all utilities.TV ,Internet and a monthly Electric amount provided by the owner for rentals under 6 months.Charming pet friendly pool home in a great location near
Catherine Foley JENNETTE PROPERTIES, INC.
$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
$5,500 Per Month
320 Ohio Place, Sarasota, FL 34236
AVAILABLE FORM OCTOBER 26TH THROUGH FEB 12TH!!!!Stay by DOWNTOWN Sarasota in this FULLY RENOVATED 100-year-old home in historic Laurel Park!FURNISHED or unfurnished, this unique home offers 3 bedrooms and 2 large custom bathrooms with RAIN SHOWERS. The efficiency behind the primary residence is 1 bedroom and 1 bath plus kitchen perfect as an OFFICE or IN-LAW QUARTERS.The
$5,500 Per Month
707 S Gulfstream Ave Unit 807, Sarasota, FL 34236
Turnkey Furnished Annual Rental. Direct view of Sarasota Bayfront – Sarasota’s Best View!Rarely available 8th floor unit. This condo is amazing. Newly renovated. You will not want to leave your home. Open floor plan, panoramic views of the Sarasota Bayfront and marina. Ideal for entertaining.You will find many upgrades throughout this condo. Beautifully appointed, with no detail
Starting at $1,846 Per Month
1313 10th St, Sarasota, FL 34236
Love where you live at Aspire on 10th. There is something for everyone at Aspire on 10th Living. Each distinctive floor plan was designed with your comfort and convenience in mind and is equipped with modern features. Right in the heart of Sarasota, FL our community blends creativity, convenience, and the energy of the surrounding city. In addition to high-quality finishes in our apartments,
Aspire on 10th
$5,400 Per Month
7744 Sandhill Lake Dr, Sarasota, FL 34241
Opportunities like this are exceptionally rare! Welcome to the exclusive gated community of Sandhill Lake, a private enclave of just 43 residences ideally located only two miles east of I-75. Rental homes in this sought-after neighborhood seldom become available, making this an extraordinary chance to experience luxury living in one of Sarasota's most desirable locations.Perfectly positioned
$5,370 Per Month
6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
Starting at $179/night! Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat boasts a fully equipped kitchen adjoining a spacious dining area, ideal for entertaining or relaxing meals. Enjoy the convenience of a private carport just steps from your door, while
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 24, Sarasota, FL 34242
Starting at $179/night! Step into your perfect beach getaway with this charming ground-floor 1-bedroom unit located in the sought-after Casa Mar complex, just off Midnight Pass Road and only steps from the sand. Relax on the screened lanai overlooking a peaceful courtyard, where two sparkling pools invite you to unwind in the Florida sunshine. A short stroll along the sidewalk brings you directly
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 44, Sarasota, FL 34242
Starting at $179/night! Step into luxury and comfort at our newly renovated 2-bedroom, 1.5-bathroom condo, perfectly designed for your next getaway. This vibrant space features a fully equipped kitchen ready for your culinary adventures and a private carport just steps from the unit for hassle-free parking. Recently updated in Summer 2023, the condo comfortably accommodates up to six guests with
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242
Starting from $179/night! Experience the charm of Villa 54, a 1-bedroom, 1-bathroom retreat at Casa Mar. Relax in the luxurious king-sized bed in the master bedroom, complemented by a cozy sleeper sofa in the spacious living area. Prepare gourmet meals in the fully equipped kitchen that seamlessly flows into an elegant dining space, perfect for entertaining or quiet meals. Outside, enjoy the
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242
Starting at $179/night. Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, where comfort and style meet just steps from the beach. The spacious primary suite features a king-sized bed, while the fully equipped kitchen flows seamlessly into a generous dining area and inviting living room, perfect for relaxing or entertaining. Step outside to enjoy a screened-in lanai furnished
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 65, Sarasota, FL 34242
Starting at $179/night! Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat offers a fully equipped kitchen adjacent to a spacious dining area, ideal for entertaining. A convenient stackable washer and dryer is located within the unit, adding to your comfort and
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 64, Sarasota, FL 34242
Starting at $179/night! Step into your perfect getaway at this charming ground-floor 1-bedroom unit nestled within the Casa Mar complex, just steps from the beach off Midnight Pass Road. Relax on the screened lanai overlooking a tranquil courtyard, where not one but two inviting pools beckon you to unwind. A leisurely stroll along the sidewalk leads you straight to the sandy shores. Enjoy the
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242
Starting at $179/night! Welcome to your vibrant beachside retreat—a newly renovated 1-bedroom, 1-bathroom escape thoughtfully designed for modern comfort and coastal style. Featuring a luxurious king bed and a fully equipped kitchen with a cozy nearby dining space, this inviting getaway is your perfect base for both relaxation and adventure. Convenience begins with your own private carport just
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 63, Sarasota, FL 34242
Starting at $179/night! Welcome to your vibrant beachside retreat! This inviting 1-bedroom, 1-bathroom condo is the perfect gateway to both relaxation and adventure. Prepare delicious meals in the fully equipped kitchen and enjoy them in the cozy nearby dining area. Convenience is a priority with your own private carport just steps from the door. At Casa Mar, indulge in resort-style amenities
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 5, Sarasota, FL 34242
Starting at $179/night! Welcome to your vibrant beachside retreat—a beautifully renovated 1-bedroom, 1-bathroom oasis where modern comfort meets coastal charm. Thoughtfully designed with relaxation in mind, the serene bedroom features a deluxe queen bed dressed in premium linens, perfect for restful nights after sun-filled days. The fully equipped kitchen boasts modern appliances, cookware, and a
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 71, Sarasota, FL 34242
Starting at $179/night! Welcome to your vibrant beachside retreat! This charming ground-level condo features a spacious bedroom with a king bed, a sleeper sofa in the living room, and a full bathroom—perfect for relaxation and adventure. Whip up delicious meals in the fully equipped kitchen and enjoy them in the cozy dining area nearby. Convenience is at your fingertips with your own private
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370
Total Monthly Price
2723 Jefferson Cir Unit SI FL1-ID1611430P, Sarasota, FL 34239
The advertised rate of $5,371/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 16, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$5,370
Total Monthly Price
1667 Brookhouse Cir Unit SI FL1-ID1590871P, Sarasota, FL 34231
The advertised rate of $5,371/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
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