Remarks: WEST OF THE TRAIL, BUILT IN 1926! Historic home near the north bridge going to Siesta Key. Cozy and quaint historical home minutes from the Siesta Key and Hillview. Step back in time in this cozy and relaxing home. Wonderful library. Enclosed garden/courtyard. Garage not available. Non smoking. No long term rentals available.

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

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

Remarks: $4,000 (Jan–Apr), $2,500 (May–Dec), $3,000 year-round avg. Perfect for snowbirds or long-term! Spend your vacation in this charming 2-bedroom, 2-bath Gulf Gate home, ideally located just minutes from the sugar-white sands of world-famous Siesta Key. Thoughtfully furnished and designed for comfort, this 1,585 sq. ft. retreat has everything you need for a fun and relaxing getaway. The modern kitchen features stainless steel appliances and colorful tile accents, perfect for preparing meals after a day in the sun. The spacious primary suite includes a large walk-in closet, while the second bedroom and bath provide plenty of space for family or friends. For fun at home, enjoy the oversized bonus room—complete with a ping pong table, lounging space, and big windows overlooking the backyard. Step outside to the fenced yard or screened lanai, where you can sip your morning coffee or enjoy evening cocktails in the Florida breeze. Located in the heart of Sarasota’s vibrant Gulf Gate neighborhood, you’ll be within walking distance to shops, restaurants, and nightlife. Publix, World Market, Marshalls, Old Navy, and local favorites like Brine Seafood and Thailand Restaurant are just steps away. And when you’re ready for adventure, the turquoise waters of Siesta Key Beach are only two miles from your front door. To make your beach days even easier, bikes and beach gear are available for your use, so you can pack light and enjoy the coast carefree. Whether you’re here for beach days, bike rides, dining and shopping, or simply relaxing in a comfortable home, this Gulf Gate vacation rental offers the perfect mix of convenience, comfort, and Sarasota sunshine. Seasonal rate (Jan - Apr 2026) is $4000 per month. Off Season rate (all other months) is $2500 per month. Two queen size beds in bedroom 1 and one king size bed in bedroom 2. All utilities, internet included. Smart TV's located in living room and both bedrooms. Sorry no pets permitted. 13% sales and tourism taxes apply to any rental less than 6 months.

Listing is courtesy of: LINDSAY LEASING LLC (941-404-8878)

Listing Agent: Terri Lindsay (941-404-8878)

Remarks: REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB CLOSE TO GOLF COURSE THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS FEATURE A MODERN WOODLIKE LAMINATE WHICH GIVES THE INTERIOR A WARM COZY FEEL. BATHROOMS WERE UPDATED WITHOUT NEW VANITIES SHOWER TILE AND STYLISH ARMITAGE AQUA FIXTURES. THE INTERIOR HAS MANY 54" CASA SALERNO CEILING FANS. HUGE FAMILY ROOM WITH FIVE PICTURES WINDOWS OVER LOOKING A SHADY BACKYARD BRINGS A TOUCH OF NATURE INSIDE.THIS ELEGANT HOME ALSO FEATURES A NEW TANKLESS HOT WATER HEATER, NEW LANDSCAPING BEDS, MYRAID OF CLOSET SPACE AND FRESHLY PAINTED EXTERIOR. THE ONLY THING MISSING IS YOU AND YOUR FRUNITURE!! CLOSE TO DOWNTOWN AND BEACHES

Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)

Listing Agent: Karl Helbig (941-376-7653)

Remarks: Fully Furnished 2BR/2BA Home in Prime Sarasota Location – Available Now! Welcome to your turnkey retreat in one of Sarasota’s most desirable neighborhoods! This beautifully maintained 2-bedroom, 2-bath single-family home sits on a spacious lot and comes fully furnished with tasteful décor and all the essentials—just bring your suitcase. Enjoy the perfect blend of comfort and convenience: -Minutes from world-class beaches - Quick access to Sarasota-Bradenton International Airport - Close to downtown Sarasota’s dining, arts, and nightlife - Near top-rated hospitals and medical centers - Easy access to public transportation The home features an open-concept living area, a well-equipped kitchen, two spacious bedrooms, and updated bathrooms. The large lot offers privacy, outdoor space for relaxing or entertaining, and ample parking. Whether you're relocating, vacationing, or seeking a long-term stay, this property offers the ideal Sarasota lifestyle—peaceful, connected, and move-in ready.

Listing is courtesy of: THE SOFIA REAL ESTATE GROUP (305-519-2932)

Listing Agent: Rob Sokol (305-519-2932)

Remarks: Lovely single family home in Ridgewood available for a short term rental. This light and bright two bedroom two bathroom turnkey furnished single family home has a lots of appeal. Open kitchen/living room/dining room combination, terrazzo floors throughout, lots of windows and one car attached garage. The kitchen has stainless appliances, lots of counter space and cabinets, closet pantry and a kitchen island with seating. Primary bedroom has a king sized bed. The guest bedroom has a queen sized bed. Bonus room off the living room can be used as an office. First bathroom has a tub/shower combination and the second bathroom has a stall shower. The home has a very large, fully fenced yard. Perfect for a dog. The owner will consider a small to large sized dog with a non refundable $300 pet fee. SEASONAL RENTAL AND WIDE OPEN FOR 2026 summer and fall. Rent for December through April is $3,500 monthly. Rent for May through November is $2,350 monthly. This will not last long so call today!!

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

Listing Agent: C. Alison Hunter (941-587-5667)

Remarks: Recently Updated Sarasota Rental in Prime Location – 2212 Vinson Ave Welcome to this beautifully updated home located in the heart of Sarasota! Situated at 2212 Vinson Ave, this inviting property offers the perfect blend of modern upgrades, comfort, and convenient Florida living. Step inside to discover a bright and open layout featuring wall-to-wall plank tile flooring, giving the home a clean, modern look while being easy to maintain. The spacious living area flows seamlessly into the kitchen and dining space, making it ideal for both relaxing and entertaining. Enjoy a newly renovated bathroom with updated finishes, along with comfortable bedrooms offering generous closet space. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Step outside to a private yard—perfect for enjoying the Florida sunshine, outdoor dining, or simply unwinding after a long day. Conveniently located just minutes from shopping, dining, and everyday essentials, this home also offers easy access to downtown Sarasota, local parks, and the world-famous Gulf Coast beaches. Highlights: Recently updated interior Wall-to-wall plank tile flooring Newly renovated bathroom Bright, open living spaces Private outdoor area Close to shopping, dining, and beaches Easy access to major roads and downtown Don’t miss this opportunity to live in a desirable Sarasota neighborhood—schedule your showing today!

Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)

Listing Agent: Troy Jenkins (941-376-8769)

Remarks: Seasonal/ short term rental Beautifully remodeled private and tranquil home on large fenced lot in Sarasota very close to the north end of Siesta Key. This home is flooded with natural sunlight from abundant windows through this open floor plan. The kitchen is spacious with solid wooden cabinetry topped with slab granite counters with breakfast bar, custom tile backsplash and stainless steel appliances. The dining table seats eight people easily with additional seating for 4 at the counter. The furniture is stylish, modern, sleek and comfortable. This property is pet friendly (no aggressive breed allowed). If you want a wonderful base camp for your next vacation, this is it. You will find yourself close to Siesta Key beach, the #1 rated beach in the country. This home is also convenient to shopping, casual and fine dining, downtown Sarasota, museums, the theater and opera. CALL now for your turn in the Florida sunshine!

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

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

Remarks: March and April 2026 3500.00 New Legacy Trail in your backyard! Fun & Fresh, this vibrant 2 bedroom, 2bath home is perfectly located and available for your next vacation! Less than 3 miles to the #1 beach in America, Siesta Key. This home offers incredible convenience and comfort in a peaceful, safe and friendly neighborhood for walking and biking. This house comes fully equipped with kitchen appliances, laundry with washer & dryer, wall A/C in every room and an outdoor propane grill with dining options both indoors or outdoors. Less than 1.5 miles to downtown Sarasota's eclectic array of dining, shopping, and entertainment. 7- night minimum stay is required. Non-smoking. Base Rate plus any applicable taxes and fees. City of Sarasota Rental Registration # 26-VR-000044

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

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

Remarks: Rented for the 2026 winter season. This beautifully landscaped lake front home is where you will want to spend your winter vacation! Situated on Mirror Lake in the heart of Sarasota near Palmer Ranch, this lovely 2 bedroom, 2 1/2 bath home + sunroom offers a quiet and peaceful sanctuary as you sit by the pool with a good book and look out onto a 10 acre lake surrounded by beautiful trees and an occasional visit by a Bald Eagle! Wake up every morning in the Master Bedroom to the beautiful sunrise over the Lake! In the sunroom, you will find 2 sofas, one with a Queen pull out memory foam mattress for overnight guests. This can function as a 3rd bedroom as it has French doors, window shades and a separate cooling system. The Master bedroom has a a new Tempur-Pedic King mattress. The Guest bedroom has 2 full size Trundle beds. A walk-in shower in the Master Bathroom and a tub/shower in the Guest bathroom. The open concept kitchen is complete with stainless steel appliances and beautiful granite counter tops. Full size stackable laundry appliances in the laundry room next to the kitchen. The home has 18" tile throughout with no carpeting. The oversized garage has a workshop and outside, a lovely back yard patio surrounded by mature Oak trees. What a treat to take a swim in the 6 ft. deep saltwater lap pool (4 ft. at both ends) and enjoy a relaxing soak in the hot tub after a full day of sightseeing and enjoying all that Sarasota has to offer....Beaches, (Siesta Key Beach is just 15 minutes away - 5.7 miles!), Sarasota's finest shops and restaurants, Sarasota Opera, Ballet, and the Sarasota Symphony. All utilities are included during the prime season months of December through April. Owner has placed a $250 cap on the monthly electric bill during the prime season. Off-season guests pay the monthly electric bill.

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

Listing Agent: Margaret Young (941-359-3435)

Remarks: Vacation Rental. This updated home offers an open floor plan and gives you plenty of space to entertain your friends & family. A spacious formal living room joins together with a dining room and then the light & bright kitchen flows into a Florida Room that overlooks the covered lanai/pool area. The heated 24 x 12 pool & spa is heated with propane & is caged. A nice patio area awaits you in the backyard as well. The Sellers have maintained this home & it shows with some of the updates/features listed: Ductwork & Blue Light '21*Beautiful Vinyl Plank Flooring throughout '21*Interior & Exterior Paint '22*Hurricane Garage Door '22*Pool Light '22*Hayward Pool Heater '22*Air Conditioner '18*Chain Link Fence in the Back Yard '21*Artificial Pet Friendly Turf '21*Pavers & Patio '22*Leaf Guards on Gutters '22*Hurricane Shutters for all Windows*Oversized 22 x 17 Garage*Propane Water Heater*Propane Range*Ceiling Fans in most rooms '18*Windows upgraded in '07 & '17*Roof replaced '18*Newer Propane Water Heater*Disposal '21*Kitchen Cabinets refaced '21*Gas Range & Much More! This home is minutes away from our World Famous Siesta Key Beaches, Cultural Downtown, Legacy Trail, Several Fitness Centers, Costco, Movie Theaters, The Gulf Gate Shops & Fine Restaurants and only 20 minutes to the UTC Mall and St. Armands Circle~Lido Beach. Sarasota has much to offer and is a fabulous place to call home. This home is truly a gem in sought after Gulf Gate so make it yours today and don't wait! EZ Show but by appointment only. Season Rates apply

Listing is courtesy of: FINE PROPERTIES (941-782-0000)

Listing Agent: Tracy Srodes (813-267-1312)

Remarks: FULLY FURNISHED #A 2 x 2 Available 5/1/25 Short term $5,500/mo or Long Term $3,495/mo. Guest House, Unit #B, Unavailable until 4/1/25 - 2 bedroom x 1 Bathroom $2,500/mo. > Annual rental. Freshly renovated house with brand new kitchen and new bathrooms! When you stay here you'll get a sense of a friendly quiet laid-back feeling in this nice house and neighborhood. When you walk in, you will immediately see how spacious it is. You have plenty of room to stretch out and relax in this lovely environment. Primary housel sleeps 6 comfortably. The larger spacious bedroom has 2 queen size beds in it. You'll notice throughout the house how the quality is. The color selections are attractive from floor to ceiling! When you walk out on the back porch, you'll see inviting outdoor furniture and a good size yard for your doggie to romp around in. You can sit on the outdoor furniture, serve dinner outside and enjoy the gorgeous weather with your loved ones! This rental house is less than 10 minutes to the world famous Siesta Keys Beach - ranked # 1 this year on TripAdvisor! If you would like to take a stroll, you're about 1-2 minutes walking distance to the famous Walt's Fish House. Their food is delicious. They have an outdoor bar too. Seasonal rate schedule; July-Dec $3,500/mo., Jan-Apr=$7,500/mo.

Listing is courtesy of: FINE PROPERTIES (941-782-0000)

Listing Agent: Tracy Srodes (813-267-1312)

Remarks: 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 bedroom features a luxurious king-size bed, ample closet space, and an attached bathroom with an updated vanity and a shower/tub combo. The second bedroom is thoughtfully furnished with two twin-size beds, providing a comfortable haven after a day of beach adventures. The well-equipped kitchen boasts stainless-steel appliances, ideal for preparing family favorites, and is conveniently located next to a dining table that seats up to six comfortably. For those working remotely, a desk with a monitor provides a dedicated space to set up your home office. Step through the sliding glass doors into the expansive backyard, perfect for family games, outdoor gatherings, and creating unforgettable memories. This Sarasota gem blends comfort, functionality, and coastal charm—your perfect getaway awaits! Sarasota is a gem on Florida’s Gulf Coast, offering pristine beaches like Siesta Key and Lido Key, where you can soak up the sun and enjoy crystal-clear waters. Art lovers will appreciate The Ringling Museum of Art and the lush Marie Selby Botanical Gardens. St. Armands Circle provides a vibrant mix of shopping and dining, while the Mote Marine Laboratory & Aquarium offers a fascinating glimpse into Florida’s marine life. Whether you’re looking for relaxation, culture, or family-friendly fun, Sarasota has something for everyone! All 3 TV's are smart TV's with Roku. There are beach chairs for guests to use. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)

Remarks: Welcome to Sweet Pineapple! This elegant 2-bedroom, 2-bath private pool home has been fully remodeled in 2022. This home is located just 7.6 miles from the world-renowned Lido Key Beach, where you can enjoy the beach's crystal-clear blue waters and kayak through the mangroves. When you are ready to adventure, head over to Saint Armand's Circle, where you will find exquisite restaurants and lovely boutique shopping. Enjoy the famous Pinecraft Amish Village, where visitors can treat themselves to handmade Amish gifts at Yoder's, Dutch Heritage, and other Pinecraft area restaurants and merchants. Take home locally made jams and jellies, dolls, quilts, soaps, wooden toys, and more. Yoder's has also added a deli and a produce market. Most weekends, a Farmers' Market in Pinecraft sells fruits and vegetables grown by the Amish and their canned and jarred goods. Tamaron Preserve is a slice of nature only four blocks away from this home, where you can walk the shelled trail, feed the turtles and fish, and bring your furry friend for a walk. Upon entry to the home, you will find a lovely front courtyard that will leave you in absolute Zen. There are two chairs out in the front, where you can enjoy your morning cups of coffee and enjoy the sounds of nature. When entering the home, you will find wood vinyl flooring throughout. The living room has a 65" Roku TV, two plush couches, one being a pull-out couch with a queen-size bed, and an adjoining day chair. Adjacent, you will find the kitchen and informal dining room. The dining table can seat up to six comfortably, and there is an leaf extension for larger groups that can then seat up to eight. The kitchen has stunning granite countertops, stainless steel appliances, and a coffee corner. On the other side of the kitchen, you will find the second living room or sunroom which is completed air-conditioned, with a dining table that can seat up to four, and two bar stools on the kitchen island. The table is perfect for games or puzzles and enjoying your morning coffee or lunch overlooking the gorgeous pool. Down the hall, you will find the primary bedroom, a king-size bed, a set of sliding glass doors, a Roku TV for easy streaming, and a large walk-in closet. The primary bathroom has a large vanity and a walk-in shower tiled from floor to ceiling with a detachable showerhead. The second bedroom has two twin XLs that can be put together with a bed extension to convert it into a king-size bed. The second bathroom has a large vanity with chic décor and a shower/tub combo with a detachable showerhead. Time for your outdoor retreat! There is a sizeable free-formed pool that has been completely resurfaced, overlooking the giant backyard. There are four chairs by the pool for you to soak up that Florida sun, along with an outdoor dining table with an umbrella that can seat up to six. The spacious backyard is the perfect place for friends and family to get together. There is an outdoor fire pit and a gorgeous pineapple garden that borders the caged-in pool. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. Pool heating is optional, for an additional non-refundable fee of $25 per day + taxes?to be paid directly to the management company after the reservation is confirmed. **Taxes and fees not included.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)