Location: Sarasota
Do Not Show Listings
5354 MYRTLE WOOD #50, SARASOTA, FL 34235
$2,10017 Days on yellowkey MLS ID: A4695570
0 Days Off yellowkey (back on 6/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981Community: SomersetSpa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Gocio Elementary
High School: Booker High
Tax Year:
Middle School: Booker Middle
Remarks: Available for Annual or Six-Month Lease – $2,100/ Month Enjoy the convenience and lifestyle of living in the highly desirable Somerset community within The Meadows. This turnkey, freshly painted villa offers a spacious layout with vaulted ceilings and a screened lanai and is located just steps from one of two community pools. Recent updates include a new stove, dishwasher, garbage disposal, and hot water heater, providing comfortable and worry-free living. Residents enjoy the beauty of The Meadows' miles of paved walking and biking trails, mature landscaping, lakes, and park-like setting, along with the added peace of mind of 24/7 security patrol throughout the community. Ideally located just minutes from University Town Center, Nathan Benderson Park, downtown Sarasota, and the area's renowned Gulf beaches, this villa offers exceptional convenience for work, recreation, and everyday living. Available as an annual rental or a six-month lease, both at $2,100/ month. A rare opportunity to enjoy one of Sarasota's most established and amenity-rich communities at an exceptional value.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
5649 SUMMER SIDE LN #41B, SARASOTA, FL 34231
$1,925270 Days on yellowkey MLS ID: R4909979
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1125 Built: 1984Community: SummersideSpa: NoCondo
Elementary School: None
High School: None
Middle School: None
Remarks: Available for long term rent July 1, 2026 Charming fully furnished 2-bedroom, 2-bathroom condo in the heart of Sarasota, featuring a cozy layout with a spacious kitchen, large living room with sliding doors that open to a balcony connected to the master bedroom, in-unit washer and dryer, and a quiet location at the end of the subdivision away from street noise. Rent includes trash service, and residents enjoy access to a nicely renovated community pool, one assigned shaded parking space with additional parking available for a second car, and walkable access to Red Bug Slough Preserve with playgrounds, nature trails, and ponds. Conveniently located near the beach, shopping plazas, and restaurants, this condo is available for long-term lease (6+ months preferred) with flexible terms and the option for seasonal rental at a higher rate depending on the months.
Listing is courtesy of: OHL LLC (941-445-1841)
Listing Agent: William Ol (941-445-1841)
SARASOTA, FL 34242
$3,99555 Days on yellowkey MLS ID: A4691869
INCREASED by $1,000 (33.4%) on 06/14/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 981 Built: 1973Community: Sandy Cove IiTownhouse
Remarks: Welcome to this Siesta Key Florida fully furnished town house for rent, located on the barrier island of Siesta Key Florida #1 beach in USA, made famous for its pure quartz sugar sand. A truly tropical beach front community Sandy Cove in Siesta Key with private fishing pier, small private beach and beautiful ocean view, and only one block from Siesta Key Village. A rarely available 2 bedroom two story townhouse for rent in Siesta Key Florida with enough space and privacy to suit year-round residents or your vacation home, those wishing to escape the harsh winter weather or anyone wanting a mesmerizing getaway location that offers a multitude of recreational and cultural activities. Take a look at this private Townhouse with stunning spanish tile floors throughout. Enjoy dolphins and manatees from your complexes own private gulf access and be amazed by the sea turtle nesting activities. One king size bed on first floor, two twin beds on 2nd floor with private balcony with ocean view. Launch your kayak for a quick paddle to the popular sand bars and return home to delight in the best sunset viewing around. Catch a wide variety of fish (snapper, grouper, flounder, etc.) off the private pier or take a short stroll into Siesta Key Village for a little shopping, a quick lunch or the best fine dining that the Sarasota area has to offer. You will love the option of your own private fishing pier or only a block to the Siesta Key public beach for collecting sea shells and enjoying the world-renown beautiful quartz sand beach. The downstairs has the master bedroom, family room, kitchen with newer cabinets and quartz countertops as well as some new appliances and dining nook. Also downstairs is the full bathroom. Upstairs, you will find two distinct loft spaces with two twin beds with half bath in between as well as your private balcony. There is a view of the gulf from every room in the house. Enjoy the endless sunsets and the waves crashing against the shoreline from this light and bright townhouse. A private path will lead you to the shores of jewel toned waters of the Gulf of Mexico and Big Pass, where you can view the endless array of marine life, fish from the private pier, or just sit back and relax and watch the boats sail off into the sunset. In this unit, there is a private balcony on 2nd floor with beautiful gulf view, and private screen patio off Master Bedroom with gulf view, this unit also has brand new refrigerator, brand new dishwasher and high end German Miele build in Oven, exhaust fan and Miele cooktop. There are two private parking spots in front of this unit for four our unit 109 plus many guests parking spots in front of this unit. Ocean view from this townhouse is amazing! You will have ocean view from every room (ocean view from family room, ocean view from master bedroom, ocean view from upstairs loft bedrooms, ocean view from kitchen and even the upstairs bathroom has the ocean view), this is a very unique ocean front view townhome! You'll never miss a sunset again! You can drink your wine and enjoy the sunset at your outdoor patio, and relax after a long date! This town home has patio outside of the master bedroom, balcony from upstairs loft, and patio from breakfast room and they all have ocean view. Watch the gorgeous sunsets right from your own balcony and patio. Fishing pier for fishermen or just watching the boats. You can park two cars in front of this unit Jan-April: $8,995/month May-Dec: $3,995/month
Listing is courtesy of: JJF REALTY INC (904-891-6897)
Listing Agent: Matthew Fehniger (904-891-6897)
1850 WEBBER ST, SARASOTA, FL 34239
$13,00038 Days on yellowkey MLS ID: A4693021
REDUCED by $2,000 (13.3%) on 06/14/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026Community: Poinsettia Park 2Spa: YesSingle Family
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Dyrk Dahl (941-320-7373)
1686 CHAPLINE LN, SARASOTA, FL 34231
$3,000214 Days on yellowkey MLS ID: A4672328
REDUCED by $250 (7.7%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1963Single Family
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Available August 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 equipped with a ceiling fan for added comfort, and the impact-rated sliding door opens to a serene screened lanai—an ideal spot to unwind after a day at the beach. The fully fenced, spacious yard offers plenty of room to enjoy the outdoors, along with extra space to store bikes, beach gear, or anything else you bring along. Situated within the tranquil bird sanctuary of Bayview Acres, the home provides a peaceful, nature-filled setting perfect for relaxation. This home is designed to make your stay effortless, with all the details that turn a good Siesta Key/Sarasota getaway into a truly memorable experience. Prime Location: Walk or bike to the beach, shopping, and dining—everything is just minutes away. Available for Weekly and Monthly Stays. Take a look—you won’t be disappointed! January through April 2027- 4500.00 monthly plus taxes and fees.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
4187 PALAU DR, SARASOTA, FL 34241
$3,00010 Days on yellowkey MLS ID: A4696970
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1219 Built: 1980Community: Lake SarasotaSingle Family
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom home located in the highly sought-after Lake Sarasota community. Offering a perfect blend of modern style and everyday comfort, this move-in-ready residence features a bright open floor plan with vaulted ceilings, contemporary finishes, and elegant tile flooring throughout. The updated kitchen is designed for both functionality and style, showcasing stainless steel appliances, ample cabinetry, and seamless flow into the spacious living and dining areas. A stunning stone accent fireplace wall serves as the focal point of the main living space, creating a warm and inviting atmosphere. The home also includes a versatile bonus room that can be used as a home office, playroom, fitness area, or additional living space to fit your lifestyle needs. Step outside to enjoy the large screened and fenced lanai, perfect for relaxing or entertaining guests year-round. The spacious patio provides additional outdoor living space, while the fenced backyard offers privacy and room to enjoy Florida living. The renovated garage features durable epoxy flooring and additional storage potential. Conveniently located with easy access to I-75, top-rated schools, shopping, dining, parks, and Sarasota's world-famous beaches. Best of all, there is NO HOA, providing added flexibility and convenience.
Listing is courtesy of: LIMITLESS SKY REAL ESTATE LLC (941-312-6014)
Listing Agent: Katy Oliva Anariba (941-536-7091)
6283 S GREEN VIEW CIR #102, SARASOTA, FL 34231
$1,85010 Days on yellowkey MLS ID: D6147795
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1973Community: Unit 102 Village In The PinesVilla
Remarks: Charming immaculate villa for sale or lease located in an active over 55+ community. Features clubhouse with activities and a large heated swimming pool. Villa has many updates including new roof, refrigerator, washer and dryer all replaced in the past year+/-. Kitchen is updated with new wallpaper, granite and stainless appliances. Large primary bedroom has a remodeled bath with walk in shower and a nice size walk in closet. Other updates include new plumbing and re-piping. Great location, walk to Publix and restaurants and just a short drive to Siesta Key with its world famous white sand beaches. This is a great south Sarasota location so close to numerous restaurants and shopping.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Gail Cristello (941-400-8878)
7420 CASS CIR, SARASOTA, FL 34231
$3,35010 Days on yellowkey MLS ID: A4696307
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2595 Built: 1965Community: Siesta Heights ManorSingle Family
Remarks: For Rent: Spacious 3BR/2BA Home + Optional In-Law Apartment in Sarasota, FL Welcome to 7420 Cass Circle, Sarasota, FL—a charming and spacious home in a quiet, well-located neighborhood. The main house features 3 bedrooms and 2 bathrooms, offering an open floor plan, plenty of natural light, and a comfortable living space for families or professionals. Additionally, there is a separate in-law apartment that can be rented together with the main home or separately. This private unit provides flexibility for extended family, guests, or even a home office setup. Enjoy the best of Sarasota living with nearby shopping, dining, parks, and easy access to the beautiful Gulf Coast beaches. Rent options available: Main Home (3BR/2BA) – Available Now In-Law Apartment – Available Now Rent Both Together for Extra Space For more details or to schedule a viewing. Close to Siesta Key & the Gulf Beaches, located in Gulf Gate and in an “A” Rated School District. Situated on .3 of an Acre, a 13,200 SF Lot, this 4 Bedroom, 3 Bathroom, 2 Car Garage Home offers 2,595 SF of Living Space. Currently set up for Generational Living or as an In Law Suite as a 3 Bedroom / 2 Bathroom plus a 1 Bedroom / 1 Bathroom with Full Kitchen, Full Size Washer & Dryer. Tile Floors, Crown Molding, Florida Room under AC, Some Windows & Doors have been Updated in stages since 2007 with Impact Glass or Hurricane Shutters, Garage Door New in 2017, 2 New AC Units in 2023, Oversized 2 Car Garage of 550 SF. Don’t miss this fantastic rental opportunity! Both units can be rented monthly, seasonally or annually. Owner will also rent out both units under one lease or two. The listing price is for an annual lease on the 3 Bedroom home.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
5555 ASHTON LAKE DR #5555, SARASOTA, FL 34231
$4,15010 Days on yellowkey MLS ID: A4696129
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1990Community: Ashton Lakes 01 & 02Condo
Remarks: Location, Location, Location. Only 3.5 miles to the world-famous Siesta Key Beach. Close to I-75, rte.41, shops, restaurants & hospitals. This is a 2-bedroom 2 bath unit, turnkey furnished, on the 2nd floor of a 3-story building, with a screened lanai and impressive view of the large Sunnyside Lake. Elevator access. Unit is bright and airy. Just unwind on the lanai and let the Florida wildlife entertain you. Den has a murphy bed as well. Ashton Lakes Community is located on 33 acres of luscious greenery with 4 lakes, 2 tennis courts with 4 pickleball courts, shuffleboard, clubhouse, grilling stations, 2 heated pools, one with lap lanes. Rent includes all utilities, basic cable and wi-fi. Cleaning $200, association approval $50, tax 13% and refundable security deposit of $1000. We are also connected to Merchants mart shopping center by a foot bridge. There are numerous stores such as ACE hardware, Dollar store, Hair & nail salon, restaurants, liquor store and the famous Detweiler's Farm Market. Please contact agent for viewing.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
1664 STARLING DR #101, SARASOTA, FL 34231
$3,000111 Days on yellowkey MLS ID: A4684500
REDUCED by $200 (6.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1990Community: Landings South ViiSpa: YesCondo
Elementary School: Phillippi Shores Elementary
Remarks: Year round Summer Camp! This spacious two bedroom, two bath condo in the sought after, gated community of The Landings is available for you to enjoy the dream. Centrally located & west of the trail, The Landings offers a myriad of activities for all residents. You will be able to join a distinguished racquet club and participate in sports and social events. From tennis & pickleball to amusing gatherings. Themed parties, educational lectures, bridge, poker, yoga, trivia, swimming, kayak, nature walks, group outings and lots more are here at your doorstep! The neighborhood is within easy access to groceries, shopping and dining. (The Landings shopping plaza) Bike or ride to Siesta Key or Turtle Beach! - Downtown Sarasota is only 15 minutes away! Enjoy each day with friendly neighbors in a beautiful landscaped, gated subdivision. This bright & light, end unit has an open floor plan with an expansive living area. The neat kitchen has eat in space and plenty of cabinets for storage. You can enjoy bird watching and generous green views of lush tropical landscape while you prepare your delicious recipes or while at the lanai or the outside patio. The master bedroom is roomy, providing a small office or hobby space for your convenience. There is a large walk-in closet and en-suite primary bathroom with separate tub and a walk-in shower. The guest bedroom features wall to wall closets and there is a guest bathroom right next to it. The laundry room is conveniently located inside this condo and it also has storage options. There is an attached one car garage and driveway to park your vehicle. Guest parking is also available nearby. The garage has space that can be used for storage, bikes, etc. Association application & approval is required. Tenant is responsible for utilities. No pets without owner approval.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Carolina Hernandez-Ron (941-321-7282)
5601 ROSEHILL RD #203, SARASOTA, FL 34233
$1,85031 Days on yellowkey MLS ID: A4694731
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002Community: Admirals WalkCondo
Elementary School: Ashton Elementary
Remarks: OPEN FLOOR UNIT TWO BEDROOMS 2 BATHS AND A LOFT THAT CAN BE USED AS AN OFFICE OR GUEST BEDROOM. CLOSE TO I-75, EASY DRIVE TO LAKEWOOD RANCH, UCT MALL, SHOPPING CENTERS CLOSE BY, EASY COMMUTE TO SIESTA KEY, GREAT RESTAURANTS NEARBY AND WAL MART NEARBY, GREAT SCHOOL DISTRICT, UNIT AVAILABLE AS SOON AS HOA APPROVAL.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Hector Gomez, Llc (941-321-7164)
8865 DAYBREAK ST, SARASOTA, FL 34241
$1,85022 Days on yellowkey MLS ID: A4695461
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1202 Built: 2023Community: Townhomes At Skye RanchSpa: NoTownhouse
Remarks: Excellent Sarasota location at The Townhomes at Skye Ranch is an UNFURNISHED ANNUAL rental with 2 bedrooms, and 2.5 bathrooms AVAILABLE STARTING AUGUST 1st. Designed for maximum living space, this home is equipped with in-demand features and storage space. As you enter the foyer, the kitchen is at the front of the home with a large storage pantry and half bath. Continue into the open dining area and great room. Outside the great room, enjoy an outdoor patio. Upstairs you’ll enjoy a private retreat to the primary suite that is split from the other bedroom. The second floor also features laundry and an additional bedroom and full bathroom. The kitchen and bathrooms have gorgeous Quartz countertops throughout, and 18x18 tile downstairs. There is a pool at the end of the street and another one behind this townhome. Located right off of Clark road you have easy access directly to Siesta Key beaches, major shopping, restaurants, and entertainment. Pets on a case by case basis.
Listing is courtesy of: REALTY BY DESIGN LLC (941-779-4509)
Listing Agent: Brian Odonnell (941-779-4509)
800 BENJAMIN FRANKLIN DR #505, SARASOTA, FL 34236
$6,50011 Days on yellowkey MLS ID: A4695740
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978Community: Lido AmbassadorCondo
Remarks: Imagine waking up to the pristine elegance and effortless comfort of a luxury resort, right in your own home. Completely rebuilt with an eye for detail, this stunning rental offers an uncompromising standard of living with top-tier finishes and premium furnishings throughout. It is the perfect coastal retreat for those who refuse to settle for anything less than exceptional. Nestled directly adjacent to the renowned Lido Beach Resort, your daily routine can easily include a gorgeous waterfront breakfast at the Drift Kitchen and Bar or sunset drinks at the neighboring Tiki Bar. A short, scenic stroll takes you directly to the iconic St. Armands Circle for boutique shopping, fine dining, and lively entertainment, while outdoor enthusiasts will love having kayak launches just two blocks away. When you want to explore the vibrant arts and culture scene of downtown Sarasota, it is a mere 3.5 miles from your doorstep. You can even leave the car at home, as a free shuttle bus conveniently stops right in front of the building every thirty minutes to make getting around an absolute breeze. AVAILABLE IMMEDIATELY.
Listing Agent: Jessie Hayre (201-723-2847)
5408 EAGLES POINT CIR #302, SARASOTA, FL 34231
$3,00016 Days on yellowkey MLS ID: A4695917
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1695 Built: 1990Community: Bayview Homes ISpa: NoCondo
Remarks: This beautiful unit provides panoramic Intracoastal Waterway views and beautiful sunsets from every room of this updated unit. Located on the third-floor in Eagles Point at The Landings. This community is one of Sarasota’s most desirable, gated communities. Siesta Key Beach, which has been named #1 beach in the USA and downtown Sarasota are just minutes away. The unit is very light and bright. The unit boasts brand-new, top-of-the-line impact windows and an expansive triple-glass impact sliding door, offering both peace of mind and stunning views over mangroves toward Siesta Key and the Gulf. The building’s common areas have also been upgraded with impact windows for added security. Your first impression when stepping through the front door into a great room with a very open floor plan. The flooring is luxury vinyl plank flooring, freshly painted and includes designer lighting throughout. The upgrades include quartz countertops, designer tile backsplash, newer stainless steel appliances, lots of cabinetry, and an island with wine and beverage refrigerator, perfect for entertaining. The primary suite includes double glass doors, a private sitting or office area, dual walk-in closets, and a spa-inspired bath featuring double vanities and a large walk-in shower. The guest bedroom and bath are positioned for privacy, with gulf-facing views sure to impress you and your visitors. The unit provides a lot of light throughout the entire area. Beautiful and peaceful views provide a relaxing atmosphere to relax and enjoy the moment. Additional amenities include a full indoor utility room, new washer & dryer (2021), new A/C with humidistat (2021), and water heater (2020). The unit includes under-building parking, an extra storage locker, storage for kayak or paddleboard, bike room access, and plenty of guest parking. Eagles Point residents enjoy a private pool and grill area, plus membership in The Landings Racquet Club, featuring Har-Tru tennis courts, pickleball, junior Olympic lap pool, spa, fitness center, library, and social activities. Enjoy the mangrove-lined walking paths, fishing gazebo, kayak launch on the Intracoastal, and lush tropical surroundings, all of this is just minutes from downtown Sarasota, fine dining and shopping. If looking for a great location, luxury lifestyle, this is one place you must see. Unit is available furnished or unfurnished. Pets are allowed, 30lbs or less with a pet deposit. No commercial vehicles, motorcycles, RV's or trailers are allowed. No Smoking. Tenant to verify all room sizes.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Pat Gillum (941-809-3578)
6215 GREEN VIEW CIR #74, SARASOTA, FL 34231
$1,87592 Days on yellowkey MLS ID: A4687043
REDUCED by $75 (3.8%) on 06/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1405 Built: 1973Community: Village In The Pines 1Condo
Remarks: Move-in ready and freshly updated! This 2-bedroom, 2-bath furnished villa in the desirable 55+ community of Village in the Pines features a brand new A/C system and new flooring throughout. Everything you need is already here — furniture, washer and dryer included. Community amenities include a heated pool, clubhouse, and the convenience of lawn maintenance, water, and basic cable all included in rent. Located less than 5 miles from the world-famous shores of Siesta Key, with easy access to Gulf Gate shopping, dining, and everyday conveniences. Bring your suitcase and start living the Florida lifestyle today.
Listing Agent: Lee Brewer (941-724-3448)
1155 N GULFSTREAM AVE #1607, SARASOTA, FL 34236
$12,000279 Days on yellowkey MLS ID: A4664961
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1665 Built: 2017Community: Vue Sarasota BaySpa: YesCondo
Elementary School: Alta Vista Elementary
Remarks: Experience Sarasota at its most elevated in this exceptional 2-bedroom, 2.5-bathroom residence at The VUE, available now through December 2026. Fully furnished with top-of-the-line designer furniture, curated art, and refined finishes throughout, this luxury rental offers the rare opportunity to “test drive” the very best of Sarasota living before making a longer-term commitment to the area. From the moment you step off the private elevator, you are greeted by sweeping, unobstructed views of Sarasota Bay, Marina Jack, Bird Key, and the iconic John Ringling Bridge. Floor-to-ceiling windows and a spacious private terrace create a seamless indoor-outdoor living experience, offering breathtaking sunrises, glowing sunsets, and a front-row seat to the beauty of downtown Sarasota’s waterfront. Whether enjoying morning coffee, evening cocktails, or the Fourth of July fireworks, there is truly no view like The VUE. Inside, the residence has been thoughtfully refreshed with an elevated blend of sophisticated furnishings, statement art, and luxurious decor designed for comfort, style, and effortless entertaining. The gourmet kitchen features premium Sub-Zero and Jenn-Air appliances, sleek cabinetry, and generous space for preparing meals at home or hosting guests before a night out downtown. The primary suite serves as a private retreat, complete with stunning water views, a spa-inspired bathroom, and a spacious walk-in closet. Additional features include soaring 10-foot ceilings, elegant tile flooring, automatic blinds, and beautifully curated living spaces throughout. Life at The VUE is designed to be effortless. Residents enjoy valet parking, concierge service, 24-hour security, a resort-style pool and spa, a state-of-the-art fitness center, private elevator access, and resident activity and events. The neighboring Ritz-Carlton and Westin place world-class dining, hospitality, and amenities just moments away. Perfectly positioned in the heart of downtown Sarasota, this residence offers immediate access to the city’s best restaurants, arts, culture, boating, shopping, St. Armands Circle, Longboat Key, Lido Beach, and the Gulf Coast lifestyle that continues to attract discerning buyers and renters from around the country. This is more than a furnished rental. It is a luxurious introduction to Sarasota living, designed for those who value convenience, beauty, privacy, and a truly turn-key experience. Please note that pets and smoking are not permitted in this unit under any circumstances. Contact us today to schedule your private showing.
Listing is courtesy of: DANIELLE GLADDING & CO. REALTY (941-539-8535)
Listing Agent: Alison Kanter (941-306-9786)
5370 MYRTLE WOOD RD #56, SARASOTA, FL 34235
$2,25011 Days on yellowkey MLS ID: A4696956
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1981Community: SomersetVilla
Remarks: Tucked into the desirable Meadows community, this end-unit villa at 5370 Myrtle Wood blends modern style with everyday ease. Spanning 1,080 square feet, this 2-bedroom, 2-bathroom home greets you with vaulted ceilings, abundant natural light, and a fresh, contemporary feel throughout. The reimagined kitchen steals the spotlight, showcasing crisp white shaker cabinetry, elegant stone countertops, and newer modern fans and light fixtures that elevate every room. Practical touches abound, including a carport with extra storage for bikes and gear. The community pool sits just a short stroll away, perfect for cooling off on warm Florida afternoons. Long-term tenants gain access to the coveted Renaissance Package, unlocking golf, tennis, pickleball, a fitness center, and much more. Location is a standout. The UTC Mall corridor lies right around the corner, delivering endless shopping and dining. Nathan Benderson Park beckons for rowing events and waterfront recreation, while families will love nearby attractions like the Mote Science Education Aquarium and PopStroke. Downtown Sarasota and the region's famed beaches are just a 20-minute drive away.
Listing is courtesy of: STERLING REALTY (941-379-5810)
Listing Agent: Shaun Cumston (941-737-3539)
33 S GULFSTREAM AVE #1001, SARASOTA, FL 34236
$3,00019 Days on yellowkey MLS ID: A4696088
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1055 Built: 1964Community: Gulfstream TowersCondo
Remarks: Location Location! Perched on the 10th floor of the iconic Gulfstream Towers, this beautifully maintained condominium offers breathtaking panoramic views of Sarasota Bay, the Gulf of Mexico and the vibrant downtown skyline. This light filled residence offers 2 bedrooms and 2 bathrooms with an open concept layout designed to maximize natural light and waterfront vistas. The updated kitchen showcases stainless steel appliances, solid surface countertops and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Floor to ceiling window fame. spectacular water views. The master bedroom offers comfort and privacy, while the guest bedroom provides flexibility for visitors or a home office. Enjoy amenities in the building a waterfront heated pool, fitness center, library, secure building access, and covered parking. Located in the heart of downtown Sarasota the condo is just steps from the Bayfront, Marina , restaurants, shopping and the scenic John Ringling Causeway. Call today to schedule your showing.
Listing is courtesy of: MONARCH PROPERTY GROUP LLC (941-270-1675)
Listing Agent: Angela Bailey (941-270-1675)
3350 S OSPREY AVE #209A, SARASOTA, FL 34239
$1,85057 Days on yellowkey MLS ID: A4691461
REDUCED by $50 (2.6%) on 06/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969Community: Bermuda On OspreySpa: NoCondo
Remarks: Beautiful unfurnished 2-bedroom, 2-bath condo available for annual rental in the well-located Oasis on Osprey community in Sarasota. This second-floor residence offers elevator access, a spacious living and dining area, a well-appointed kitchen, two comfortable bedrooms, two full bathrooms, and a screened balcony for relaxing outdoor space. The community offers a pool, small fitness room, coin laundry, one assigned parking space, and guest parking subject to availability. The location is one of the strongest features of this condo. It is just minutes from Siesta Key, Southside Village, Sarasota Memorial Hospital, Hillview, Downtown Sarasota, shopping, dining, grocery stores, and everyday conveniences. The Crossings at Siesta Key is approximately two blocks away, making errands, restaurants, and services very convenient. This is a great option for someone looking for a clean, well-located annual rental west of Tamiami Trail with easy access to beaches, medical facilities, downtown Sarasota, and daily conveniences. Annual lease preferred. Unfurnished.
Listing Agent: Alberto Garcia (941-730-5205)
7211 W COUNTRY CLUB DR N #133, SARASOTA, FL 34243
$1,50085 Days on yellowkey MLS ID: A4687991
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 909 Built: 1973Community: Palm-Aire At Desoto Lakes CntryCondo
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Attractive unfurnished first-floor 2-bedroom condo offering comfort and beautiful views of the lake and golf course. Enjoy a nearby community pool and a prime location close to shopping, dining, and area beaches.Tenant will have to pay $75 Broker Fee before moving in.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Elsie Salazar (941-284-7645)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.