Remarks: 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.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Robin De Busk (941-922-4959)

Remarks: Siesta Key's beautiful coastline offers you the chance to enjoy your dream vacation in this fantastic 2-bedroom ocean-view condominium. Situated directly on the beach and across the street from the South Village, you’ll be mere steps away from both the beautiful water and a vast array of destinations. The South Village includes a full-service grocery store and numerous restaurants, ice cream shops, shopping spots and live entertainment venues to choose from all within a 5–10-minute walk. As a guest, you'll delight in the array of traveler favorites, including a refreshing outdoor pool, complimentary high-speed WiFi, and the convenience of a washing machine and dryer in the unit. Unwind in the evenings with a movie on the smart TV, or curl up with a good book. The fully stocked kitchen, complete with a stove, oven, refrigerator, and dishwasher, invites you to unleash your culinary creativity. Savor your meals at the dining table, or step out onto the balcony and enjoy the breathtaking ocean views. Indulge in the essentials, such as plush towels, basic toiletries, and an iron and board, ensuring a comfortable and hassle-free stay. With air conditioning, heating, and linens provided, you'll be able to relax in complete comfort. A sleeper sofa in the living room is a bonus when you want to sleep six guests in the condo. Embrace the great outdoors with the beach loungers, towels, and outdoor furniture, perfect for soaking up the sun or enjoying a leisurely stroll along the shore. And when you're ready to explore, the desk and chair in the office space provide the perfect spot to plan your adventures. Immerse yourself in the beauty of Siesta Key and create lasting memories at our exceptional beachfront condo!

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)

Remarks: 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 Beach, only a four minute walk! Many dates available and rates vary by season.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: St. Armand's vacation rental in popular Kingston Arms! You can't beat this location, one block to beautiful LIDO BEACH and located just off the circle, you are right in the midst of all that St, Armand's has to offer, fabulous restaurants and wonderful shops to name a few! Two bedrooms, two baths, tile throughout, king in the master, two queen beds in the guest, both bedrooms are ensuite. You will love the newly remodeled kitchen with new cabinets and stainless appliances and the subway tile backsplash! End unit condo with a covered parking space just around the corner. New AC unit, new sliders and new furniture make this a great place to call home. There is a screened Lanai overlooking a quiet residential street and the community offers a lovely, heated pool and spa. No need for a car, hop on the fabulous BayRunner trolley over the Ringling Bridge to downtown Sarasota or take a guided Kayak tour We offer competitive weekly rates in the off-season, call for availability!

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: DOWNTOWN SARASOTA Living at it's best. Location is everything in this 2 bedroom + a den & 2 bathrooms. The main bedroom has a king size bed and large flat screen TV, en-suite bath and a walk-in closet. Second bedroom has a queen bed with a walk in closet, flat screen TV and en-suite bath. The den will accommodate overflow company with a queen futon and and ottoman that converts to a single bed. Large balcony to enjoy with your coffee or your favorite evening beverage. Enjoy all of the amenities this building has to offer with a heated pool & spa, fitness center, community club room and outdoor grills. State of the art kitchen This is a perfect getaway in the fall or winter. Walking distance to the heart of downtown where you can enjoy casual or fine dining & boutique shopping. High season monthly rate is $8000 from December-April, off season is $4500 from September-November. Make this property your next vacation destination. SARASOTA VACATION RENTAL, CONDO RENTAL SARASOTA DOWNTOWN, SHORT TERM RENTALS SARASOTA.

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Teresa Ribaudo (941-376-4500)

Remarks: Tastefully TURN-KEY FURNISHED First Floor 2BR/2BA Avista Condo located Directly on Golf Course in Palm Aire Country Club!!! 2BR/2BA Condo features an Updated Kitchen; Open Concept Living & Dining Area equipped with a Wet Bar; Master with King Bed and Updated Master Bath; Guest Bedroom; Updated Guest Bath; Washer/Dryer; Lanai; and an Oversized 1 Car Garage with room for a golf cart! You’ll love the beautiful golf course view from your lanai as well as the short walk to the Pool, Spa and Clubhouse area. Located right around the corner from Palm Aire Country Club - home to Two Beautiful Championship Golf Courses. The bustling University Parkway Corridor is close by with a Multitude of Shopping and Dining Choices. Downtown Sarasota and its Beautiful Beaches are just a short drive away. Enjoy all that beautiful Sarasota has to offer!!! NOTE: 13% Florida State Taxes apply to leases less than 6 months + 1 day. Basic Cable & Internet included with rent. Tenant to reimburse owner for electricity and water/sewer bills

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)

Listing Agent: Donna Hampton (941-351-5111)

Remarks: Enjoy the perfect blend of coastal charm and urban convenience in this inviting 2-bedroom, 2-bath Rental condo with a partial view of Marina Jack, Spectacular Sunsets and in the heart of Downtown Sarasota. Surrounded by year-round sunshine, vibrant energy, and endless attractions, this location offers unparalleled access to everything the city is known for. Inside, the corner condo unit features a bright, open layout with large windows that bring in natural light and frame glimpses of the marina. The living and dining areas flow seamlessly, creating a comfortable space for relaxing or entertaining. Both bedrooms are spacious, and each bathroom is with a clean, modern feel. Step outside your door and experience downtown living at its finest. You’ll be just moments from the Bayfront Park waterfront, Selby Gardens, art galleries, theaters, rooftop bars, farmer’s markets, and an incredible variety of restaurants—from casual cafés to fine dining. Plus, it’s only a short drive or bike ride to Lido Key, St. Armands Circle, and Sarasota’s pristine white-sand beaches. The building itself offers an array of desirable amenities, including a sparkling heated community pool, fitness center, multiple gathering rooms and social spaces, secure building access, and convenient parking. These shared areas are ideal for meeting neighbors, hosting small events, or enjoying a quiet change of scenery. Perfect as a seasonal retreat or a year-round home, this condo delivers comfort, convenience, and the best of Sarasota’s coastal-urban lifestyle.

Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)

Listing Agent: Sarah Autry (843-834-8677)

Remarks: 2BR/2BA Condo, Seasonal Rental - Heritage Oaks Golf & Country Club, OFF SEASON AVAILABILITY ONLY This Condo is FORE you! Our Heritage Oaks condo, located in the golf community of Heritage Oaks Golf & Country Club in Sarasota, FL is available for monthly/seasonal rental. Off season pricing: May- September ($3,200/mo.) Included in the rent: utilities, community amenities, Wi-Fi/Internet Tenant responsible for: Rent + departure cleaning fee + security deposit + taxes AND membership transfer fee of $300.00, which provides you with access to all the community amenities, including, of course GOLF! About this Condo: Our home, which is furnished & turnkey, is ready to welcome you! Enjoy the Florida sunshine, golf, pool, and beach life in Sarasota we have it all! Our spacious condo offers one of the best over-water and golf course views in Heritage Oaks and provides you with all the community amenities: golf, dining/country club, tennis, fitness center and 5 community pools. The Space: Step into open concept living, offering over 1,300sq ft which includes a lanai - perfect for enjoying the water views and wildlife as well as a prime spot to watch all the golf action unfold, right in front of you! Our 2BR/2BA condo is a 2nd floor unit. Please note there is no elevator access. Two spacious bedrooms (both have queen beds) with plenty of closet space. Primary bedroom includes an en-suite bath with dual sinks and walk-in shower. Open concept kitchen, eating and living area. ALL provide extraordinary views of the golf course and water. Light and bright and spacious! This home is well appointed, with all that you will need for a home-away-from home. Fully stocked and spacious kitchen for entertaining - - linens, beach towels all included. You dont have to bring a thing! Parking plenty of unassigned parking spaces outside of your unit. No garage access. An added benefit to this property is its prime location within the community - located across the street from one of the five heated swimming pools. Community Amenities: Heritage Oaks is known for its pristine 18-hole golf course, Har-Tru tennis courts, fitness center, an impressive clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities and, of course, 24-hour security,

Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)

Listing Agent: David Holt (941-677-8090)

Remarks: 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 life behind. As you exit the elevator to your floor, you will be surrounded by gorgeous views of the village, the bay and the gulf! Once inside, you will have full Gulf views from just about every room. All tile through-out, the main living area is well outfitted with comfortable seating, a custom-built cabinet housing a fireplace and large screen TV, great for movie night! There is dining for six or more with elegant custom lighting, and a breakfast bar with seating for four. The kitchen is a cook's dream featuring Quartz counters, high-gloss cabinets, newer appliances and additional eating space. The primary suite offers a king bed, and a walk-in closet. The primary bath has dual sinks and a lovely custom shower. The guest bedroom has a Queen bed, and there is a beautiful guest bath. Both the main living area and the primary bedroom feature sliders out to the patio, overlooking the azure water of the Gulf, where you can sip your morning coffee, or take in a fabulous sunset! Not only do you have 800 waterfront feet of private beach, but you also have your choice of two sparkling heated swimming pools, one on the beach and one overlooking a peaceful lagoon. This immaculately maintained community has it all, you have a Tiki Hut on the beach, outdoor grills, shuffleboard, a clubhouse with full kitchen and a fitness room. Just MINUTES to SIESTA KEY VILLAGE, take the private gate, located just behind Davidson's Drugs, to the Village for all your shopping and dining needs. Don't wait to reserve this amazing rental, available for longer term rentals as well as short term. Welcome to paradise! (Booked January through end of March 2026)

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: Short-Term Rental Vacation rental – Downtown Living with City Views / This beautifully maintained 1-bedroom plus den condo on the 14th floor offers wonderful city views and abundant natural sunlight streaming throughout the home. The open floor plan creates a bright, cheerful atmosphere and is stylishly and comfortably furnished for relaxing or entertaining. The spacious rooms feature high ceilings accented with crown molding, and gleaming wood floors run throughout the condo. The den provides additional flexible space and includes an electric fireplace and a pull-out couch, making it perfect for guests or a cozy workspace. As an added bonus, the owners provide complimentary professional cleaning once per month during your stay (excluding dishes and laundry). Residents enjoy excellent amenities including a heated pool with spa, outdoor BBQ grills with dining area, fitness center with locker room and sauna, 24-hour security and concierge service, clubroom with kitchen, media room, business center, conference room, and ping pong area. The location is incredibly convenient to shopping, restaurants, theaters, and many of Sarasota’s cultural attractions. Available May–November 2026 at $2,500 per month plus tax. 3-month minimum stay required. Sorry, no pets permitted per association rules. Note: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Cody Smith (404-991-0209)

Remarks: 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 southernmost tip of Siesta Key. The Pointe features breathtaking vistas of Little Sarasota Bay, the lagoon, and the Gulf of Mexico. Enjoy mornings in your sunlit kitchen overlooking the Gulf or relax on the spacious enclosed, air-conditioned balcony while watching birds and boats drift by. The community offers outstanding amenities, including a heated pool with spa, lighted tennis courts, fitness and community rooms, a clubhouse with kitchen, kayak and fishing access, an outdoor pavilion, and on-site management. Just a 10-minute walk brings you to Turtle Beach, where you can enjoy swimming, shelling, playgrounds, restrooms, a boat launch, and picnic areas. Nearby dining includes Turtle Beach Pub, Ophelia’s on the Bay, and Turtles on Little Sarasota Bay, with Southbridge shops and restaurants also close by. The Siesta Key trolley provides easy access to the Village, ensuring convenience and a truly effortless seasonal getaway. Whether you seek sun, sand, or serene waterfront living, this delightful condo at The Pointe offers an unforgettable stay on beautiful Siesta Key.

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)

Remarks: This adorable 2 bedroom 2 bathroom furnished condo is adorned with a beach theme and features an open floor plan with high ceilings, granite countertops, stainless steel appliances, and beautiful white cabinets with chrome fixtures. This home is fully equipped with a washer & dryer, overhead lighting, fans throughout, flat screen tv's in every room, king size beds, and tile flooring. Also featuring an oversized screened in lanai with a lake view just perfect for your morning cup of coffee! The community grounds are gated and have fountains, gazebos, and bike racks throughout. Community amenities include a tennis court, a pool, spa, gym, clubhouse and kitchen, and a card room. Conveniently located just 1 minute from the Legacy Trail, Lowes, and a shopping plaza with Siesta Key Beach just 6.5 miles away. No pets will be considered. 6 month minimum as per HOA rules and regulations. Call now to book a showing!

Listing is courtesy of: ROSSI & COMPANY INC (941-955-7368)

Listing Agent: Deserea Hardy (941-960-6480)

Remarks: AVAILABLE September-November 2026 and then again in April 2027. Pelican Cove is located in South Sarasota. West of the trail!!! This 2/2, 1st Floor unit in Pelican Cove is a must-see. Come live the Florida lifestyle! 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, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping, movie theaters and culturally rich downtown Sarasota. No Smoking, No Pets, No Motorcycles, and No Recreational vehicles/Pick Up Trucks.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: AVAILABLE APRIL 2026. This is a great opportunity to live on the beach. Your new home is located on the 4th floor. Open plan, with large tile throughout. The home is furnished with an equipped kitchen. Grab your plate and fork because this property is having your cake and eating it too... Just bring your suitcase and you are set. Not too many condos have this, but your 2-bedroom 2-bath is a split plan. Wait until see the grounds and just a few steps to the Gulf. Very easy to show. The owners are looking for annual lease. But the winter rental PRICES will increase for winter months. Easy to show!!!

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: ***AVAILABLE Jan through April 30 2027***(3 month minimum) WEST OF TAMIAMI TRAIL! Less than 1 mile from North bridge entrance to Siesta Key. 3-stry unit with the elevator in the center of courtyard. The unit is fully furnished. Two bedroom condo with beautiful kitchen. Second bedroom presently office, has pull out bed. Living room has pull out couch. Washer/Dryer in bathroom, and the condo has a coin laundry for your use. Nice screened area extends the living space. The condo includes one covered parking space #59. Plaza Gardens is across the street from Publix and the Siesta Key mall. Please allow time for the HOA to process the application before move-in. NO PETS

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: Available for a long-term lease. HOA requires no less than a 6-month lease. This condo is in a Gated “Resort Like” Community with onsite security. You will be able to walk to Publix, Target, Kohls Costco. Minutes to Siesta Key and the Legacy trail. Amenities include Heated Pool & Spa, Gym, Clubhouse, indoor Racquetball and Basketball and Billiards Room. Your new home is located on the 2nd floor with a private and pond view. Easy access to the pool fitness club and all community actives. Two bedrooms Two bathrooms with laundry inside your home.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: ***AVAILABLE April 11, 2026 thru December 31, 2026*** MINIMUM 2 MONTH RENTAL. BEAUTIFUL 1ST FLOOR UNIT, 2 BEDROOM 2 BATH plus den. IN HIGHLY SOUGHT AFTER PELICAN COVE. Rental rates fluctuate for seasonal rates and off-season rates. December through April, season rates apply. Come live in the Florida Lifestyle! This 75-acre gated waterfront community has it all. Pelican Cove has 6 heated pools, 4 lighted tennis courts, 3 clubhouses that offer a wide range of organized recreational, cultural and social activities, fitness center, fishing, pier, 87 slip marina, kayak launch, walking trails, shuffleboard, basketball all nestled among manicured tropical foliage. Pelican Cove offers what most communities cannot. Just minutes from #1 rated Siesta Key Beach, shopping mall, movie theaters, restaurants and culturally rich downtown Sarasota.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: Updated 9th floor two bedroom, two bathroom condo in Regency House with serene city view. Located in the heart of downtown Sarasota and just opposite the Bayfront and Marina Jacks, the Regency House is one of the most desirable buildings in Sarasota. Walking distance to the shops, restaurants, theater and the arts. Second bedroom has the versatility of being either a home office or den with NEWLY installed Murphy bed. All window and sliders have been upgraded to hurricane resistant and the former lanai has been enclosed and tiled to add additional square footage to the living room/ dining room area. Newer Bosch washer/dryer has been installed for added convenience. Amenities include 24 hour Concierge, fitness center, clubroom with kitchen and outdoor swimming pool. AVAILABLE 04/01/2026

Listing is courtesy of: ROSSI & COMPANY INC (941-955-7368)

Listing Agent: Annette Colabella (941-321-1467)

Remarks: GREAT VALUE and COASTAL LOCATION CLOSE TO THE TOP-RATED U.S. BEACH ON SIESTA KEY! This large 2 bedroom, 2 bath end-unit condominium home has an open floor plan with an extended living room. It is on the 3rd floor (top floor, no elevator), so no one will be living above for privacy and quiet! The floor plan has split master suites, one on each side of the living area which is centered around the kitchen’s breakfast bar. The oversized living room includes a solarium which is an extension to the living room and has 5 windows that make it light and bright, with a western sunset view! The solarium is commonly used as a den, home office or study. The kitchen is well sized with a pantry and breakfast bar that opens on the side to the dining area. The split plan master bedrooms have en suite bathrooms with walk-in closets, and a linen cabinet in the common bathroom. There is a separate laundry room just off the foyer entry with a full size washer and dryer and some room for storage. The home comes with an assigned, lighted carport (there are unassigned parking spots for guests). The home is within the gated community named “Bella Villino Condominiums” which is located in the award winning, master planned development of “Palmer Ranch”. The community boasts superb amenities not available at comparable properties in this price range and features an elegant clubhouse with resort style heated pool and spa, large fitness center with state of art equipment including cardio machines with a tv, indoor racquetball and basketball, billiards room, and business center. The community has a tennis court, pickleball, car detail area, gas grills with picnic areas, pet stations located around the property, an onsite manager and maintenance staff. It is close to world class beaches, marinas, the popular Legacy Trail (bicycle/jog/walk), shopping, restaurants, golf courses and much more.

Listing is courtesy of: FLORIDA GULFSIDE PROPERTIES INC (941-227-4147)

Listing Agent: Pam Reitnecht (941-227-4146)

Remarks: OPEN FOR RENT 4/1/2026 at $2350 you pay electric, in Sarasota, Palmer Ranch, Pinestone rental. This first floor all tiled unit is tucked in a quite corner of this gated Pinestone community. All new furnishing have been bought for this unit for a seasonal tenant to enjoy. Very private back screened lanai to enjoy with flower garden and trees. The complex is very close to the famous biking or walking Legacy Trail with all kinds of nature wildlife to explore. World know Siesta Key Beach is just a few minute drive to also explore and endure the sunny white sandy beach. This community offers tenant lots of activities to do. Quick work out in the fitness center, Swim is the large heated lap pool, grill with friends pool side, play a little round robin tennis match, Play a quick game of pig at the basketball court or just relax in the hot tub or at the fire pit. Open for off season rental at $2350. a month.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Toyia Youtzy (941-915-7926)