Remarks: This is a short term rental. Listing reflects off season rate. New to the rental market! Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Island Retreat offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and Siesta Key Village make it an exceptional choice for creating unforgettable memories. Featuring 5 beautifully appointed bedrooms, this home comfortably sleeps up to 10 guests. Each room is thoughtfully designed with plush bedding, contemporary furnishings, and ample natural light, ensuring a restful and rejuvenating stay. Every detail of this home has been meticulously updated to provide a seamless blend of luxury and comfort. Enjoy an open-concept living area with sleek hardwood floors, a gourmet kitchen featuring stainless steel appliances, quartz countertops and an oversized breakfast bar offering plenty of seating. Dive into relaxation with your own private heated pool, perfect for a refreshing swim or lounging poolside under the warm Florida sun. The pool area is surrounded by lush tropical landscaping, offering privacy and a tranquil oasis for unwinding and a convenient outdoor shower to rinse off after a day at Siesta Key Beach which is just a few blocks away.

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: Short term ONLY BACK ON THE MARKET Short term home on the water on BIRD KEY. This comfortable and cozy 4-bedroom, 3-bathroom pool home is situated directly on a canal with no bridges to the bay, able to accommodate a 26' boat. The open floor plan is flooded with natural light and features a living room that opens directly onto a huge covered lanai. Your lanai offers comfortable seating and dining, and right thru the door you'll find a paver pool deck surrounded by a beautiful garden with chaise lounges for enjoying the some fun in the sun. The kitchen has solid wooden cabinetry, custom tile back splash, breakfast bar and stainless steel appliances. The main bedroom has a king bed, easy access to the pool, large walking closet and en suite bathroom with dual vanities and water closet. Parking is one garage space available and a spacious circular driveway. This home's prime location offers easy access to Bird Key Park, St. Armand's Circle, Lido Beach and downtown Sarasota is just over the bridge for theater, museums, and the opera. Now rented June thru October 2026. Call today for a really memorable vacation in the Florida sunshine in a very special location-BIRD KEY!

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

Listing Agent: Hamid Mohajir (941-557-8556)

Remarks: A spectacular and spacious 4 Bedrooms, 3 full bathroom home in the sought after community of Grady Pointe. The extended home design is accommodating for families and guests while offering extra space and flexibility. The open floorplan features soaring 9 foot ceilings to create a bright and airy atmosphere throughout. Cooking enthusiasts will love the Chef's kitchen featuring quartz countertops and upgraded appliances. The premium vinyl flooring in the primary living areas are stylish and durable, enhancing the home’s elegance and practicality for families. The large 2 car garage offers plenty of space for your vehicles and extra storage, too. Outside you will find a screened-in Lanai allowing you to enjoy outdoor living with comfort and protection from insects. Stunning sunsets can be seen over the lake in your private landscaped backyard. The well-maintained space is fenced for privacy and perfect for pets. Grady Pointe is a new community with modern and thoughtful amenities such as a new park, walking trails, pickleball courts and a dog park. This quiet and friendly neighborhood offers a welcoming and serene environment. Ideally located near I75, UTC Mall and the Sarasota/Bradenton International Airport, The home features sturdy block construction, and it was built to withstand major storms. Hurricane shutters are included, and the property suffered no damage in the recent hurricanes. This home is perfect for buyers looking for a modern, move-in-ready house with both functional features and lifestyle perks. Schedule your private showing today!

Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)

Listing Agent: Don Purvis (901-240-2180)

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: This inviting home has been completely remodeled and offers the perfect blend of comfort, convenience, and coastal lifestyle ****just 5 minutes from world-famous Siesta Key Beach***. Enjoy easy access to powdery white sand, turquoise waters, and stunning sunsets, all while living in a quiet, established neighborhood. This Brand new, well-maintained residence features a functional layout ideal for full-time living or a seasonal retreat. Light-filled living spaces create a warm and welcoming atmosphere, while the kitchen and dining areas are perfectly suited for everyday living and entertaining. The bedrooms are comfortably sized, offering flexibility for family, guests, or a home office. One of the home’s biggest advantages is its prime location. You’re minutes from some of Sarasota’s best restaurants, cafés, and shopping, including local favorites, grocery stores, and everyday essentials. Downtown Sarasota, parks, and major roadways are also nearby, making commuting and exploring the area effortless. Whether you’re looking to enjoy beach days, dining out, or relaxed Florida living, This home delivers location, lifestyle, and convenience in one exceptional package. Many Restaurants and Bars near by including, World Famous Walt's Fish Market, Tripletail Seafood, Brine Raw Bar, Philippi Creek Oyster Bar, Geckos, Crescent Club, Captain Curt's and many more. Come see why everyone is asking, "What's all the fuss with Sarasota!"

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

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

Remarks: Fully Furnished seasonal country home on 5 acres with private stocked pond. If you want to feel an abundance of nature, wildlife and calm but still close to Sarasota and I75 book your flight tickets NOW. This home has all new furnishings, 3 bedrooms, office with desk and door for privacy, formal dinning, living room and family room to enjoy. Almost all rooms have a pool view, some have a distance pond and tweed view. Come relax in the heated pool and feel the calm in the air. Lets not forget our famous sunset views for your winter stay!

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

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

Remarks: This is a short term rental. Listing reflects peak season rate. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults upstairs. No need to fight over the king-size bed, as this home boasts two luxurious king-size bedrooms! Both offer comfortable retreats and easy access to your private pool, perfect for a refreshing dip anytime. The third bedroom features a trundle bed that comfortably sleeps two. Outside, the private pool area awaits with lounge chairs for sunbathing, an outdoor shower, and a delightful area to grill and enjoy alfresco dining at the table for six. Just moments away, the vibrant energy of Siesta Key Village, with its diverse culinary scene and local shops, offers endless opportunities for exploration. Surf's Up provides the ideal launchpad for experiencing all that Siesta Key has to offer, with plenty of room to relax and recharge in between adventures. Perfect for families seeking sun, relaxation, and easy access to Siesta Key Beach & Village. Book your unforgettable getaway now! Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: Available as a monthly rental in May, August, September, October, November and December 2026 only! Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private dock, watching for playful manatees and jumping fish, or simply basking in the sunshine by your private pool. With ample outdoor space for lounging, dining, or even trying your hand at fishing, this backyard oasis is your personal paradise. Inside, the home offers a beautifully appointed, light-filled space. The primary bedroom boasts a comfortable King bed and an en-suite bathroom, while the second bedroom features a Queen bed, and the third provides flexible sleeping with two Twin/Single beds. The fully equipped kitchen is ready for family dinners, though with the vibrant Siesta Key Village near, you might prefer to explore the array of locally owned restaurants, cafes, and lively bars. The unbeatable location means you're not only steps from delicious dining and entertainment, but also just a short 3-minute drive (or a fun bike/golf cart ride, a local favorite!) to the world-famous Siesta Key Beach, consistently ranked among the best in the USA. Please note: If you are bringing a pet, there is a $250 pet fee (per pet). We encourage you to inquire about the specific pet policy applicable to your reservation for clarification, including how and when the pet fee will be collected.

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: Stay at this large Key West style Siesta Key home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle ride in the mornings to grab some breakfast or a coffee at LeLu Coffee Lounge. 4 bedrooms and 2.5 baths brings you back inside with a large open living room and kitchen with breakfast bar. The master suite on the main level with en-suite bathroom with access to the pool. Upstairs you have 3 additional bedrooms.

Listing is courtesy of: M&M PROPERTY MANAGEMENT GROUP (941-320-4287)

Listing Agent: Joe Meszaros (941-320-4287)

Remarks: Beautiful home in lovely gated community in Palmer Ranch. All amenities. Perfect location close to shopping, medical, the Legacy Trail, fabulous beaches, within minutes. Great Schools. Immediate availability.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)

Listing Agent: Lorraine Neal (941-350-0997)

Remarks: This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full bath, with its only living room are located on the ground floor with private patios front and back. Think in-law suite. In addition an office/bonus/exercise room is located on the ground floor. The third floor host a loft with a full bath and entertainment area. A full wrap around deck covers the back of the home. The master and guest have a private deck as well. 2 car garage with built in storage. Additional parking left and right side of driveway. House comes fully furnished. 8 month min. lease, available today.

Listing is courtesy of: STARLINK REALTY INC (239-693-7263)

Listing Agent: Christopher Davenport (678-776-2617)

Remarks: Available April 1st. Spacious and beautiful 4 bedroom 3 bathroom lakefront home with swimming pool. This home is perfect for entertaining with a kitchen open to the great room and access to the pool from all living areas. Located close to the University at Town Center shopping and entertainment complex, Benderson Park bike trails and rowing lake, and just 30 minutes to the beaches of Siesta Key

Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)

Listing Agent: Timothy Bloch (941-504-1111)

Remarks: Available 1/1/26. Want to find out for yourself > "What's all the fuss about Sarasota/Siesta Key?" Crystal White Quartz Beaches, Sparkling Blue waters of Gulf of Mexico. Enjoy water activities like; Paddleboarding, Kayaking, Boating, Charter Cruises, JetSki's, Snorkeling, Fishing or for the more adventurous type-Parasailing! Or maybe just relax and play a couple rounds of Golf or Shop, Dine at many local eateries and local bars including, Ruth's Chris Steakhouse, Brine Seafood, TripleTail Seafood, Gecko's Grill and Pub, Local Favorite Walt's Fish Market for fresh local Stone Crab [Seasonal] or visit Cocktail World in Gulf Gate [4 bars in One- Zuzu, La De Dah (Jimmy Buffet bar) Deadwood Saloon (country bar) or Moondoggy's ( See Lynn:), Visit local attractions like Ringling Museum, Mote Marine Labs, multiple Seafood and music festivals downtown and on Siesta Key. Oh you asked about Alligators? visit Myakka State Park. Or visit old Florida and go to TRUE Island like Palm Island and visit Rum Bay bar and restaurant ( boat or Ferry required)or skip down to Boca Grande and catch a Tarpon or have a drink at the Pink Elephant just to name one local establishment. Or just stay local and Walk or Bike to Siesta Key #1 Beach! This 3 Bedroom, 2 Bath House with separate Guest suite- 1 Bedroom & 1 Bath, New Kitchen, Living area, washer/dryer with separate entrance and parking. is local to everything! Pool/Patio area with large fenced in yard. Small and medium size dogs allowed. What else could one ask for? ! Pictures expected to be updated by 12/31/24. Available Monthly, Seasonal and Annual Rental. Seasonal Rate $12,000/month. Short Term Rental, All applicable taxes apply. AVAILABLE APRIL 2025 FORWARD, SHORT TERM OR ANNUAL LEASE.

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

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

Remarks: Seasonal/short term turnkey furnished home. Spacious beautifully renovated single family home in quiet convenient neighborhood on a cul-de-sac downtown Sarasota. This home is flooded with natural light from abundant windows and has a vaulted ceiling to enhance the open planned design. The open floor plan makes family time and entertaining easy with a den and living room. The furniture is new and stylish with comfort in mind. The kitchen boasts solid wooden cabinetry topped with slab granite counters with breakfast bar, stainless steel appliances, built in desk, eat in space in the kitchen and pantry. The primary bedroom is very large with a king bed, door to lanai, en suite bathroom with dual vanities, soaker tub, separate shower and roomy walk in closet. The other bedrooms are split plan and there is also a private office. The laundry room has full sized machines, utility sink and loads of cabinetry for extra storage. The two car garage has an epoxy floor and is immaculate just like the house. Want to enjoy outdoor entertaining yet keep the bugs away-you can with a large screened in lanai with covered seating as well. This home is well located and convenient to shopping, casual and fine dining, excellent schools, downtown Sarasota with theater, opera and museums and only 10 minutes to Siesta Key, the number one beach in the country. This home is now rented Jan thru March 2026. Call today to lock in your time in the sun!!

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

Listing Agent: Hamid Mohajir (941-557-8556)

Remarks: Welcome to Hillview Digs! Hillview Digs is a fully furnished two story Farmhouse moved from downtown Sarasota in the mid fifties . Just shy of 2000 square feet and equipped with 3 bedrooms, 2.5 bathrooms, an office area, a family room/den separate from the main living room. For your convenience, the master bedroom is on the first floor with the other 2 bedrooms upstairs. This cozy home features tasteful decor, comfortable hang out spots such as a sitting room, a den with a smart TV and coffee bar and a beautiful spacious outdoor deck. The outdoor deck has ample seating for lounging or entertaining, a gas grill and umbrella for shade. There is one covered parking space as well as an oversized driveway for additional parking. Located in Arlington Park, this beautiful home is close to downtown Sarasota and 6 miles from Siesta Key Beach. Owner may consider a pet upon their discretion and with non-refundable pet fee, NO RESTRICTIVE BREEDS. Available May 2026, call now for more details!

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

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

Remarks: YOUR DREAM GETAWAY AWAITS IN VILLAGE WALK! Off-Season Rental Welcome to Octonia, a beautifully appointed 3-bedroom, 2 bathroom + den retreat nestled ona peaceful cul-de-sac in the highly sought after Village Walk Community. This home isn’t just a place to stay—it’s a lifestyle experience! Bright & Airy Open Floor Plan – Sunlit interiors with a spacious living area, cozy recliners, and a large TV for ultimate relaxation. Chef’s Kitchen – Upgraded countertops & backsplash, plus a delightful den with a daybed and built-in bookcases. Private Master Suite – Walk-in closet & luxurious master bath. Guest Haven – Two guest bedrooms on the opposite side of the home for privacy, plus a full bath. Resort-Style Outdoor Living – Your own private caged pool, solar and heat-pump heated, with a large entertainment space and gas grill, all overlooking serene water views. The Community: Endless Amenities – Lap pool, social pool with Tiki Bar, gas station, café, and state-of-the-art fitness center. Recreation Galore – Tennis, Pickleball, and a lovely clubhouse for social events. Engaging Lifestyle – Enjoy the community’s exclusive news magazine and a calendar filled with social activities! Location, Location, Location! Just minutes from the stunning beaches of Sarasota, Siesta Key, and Nokomis, plus fantastic restaurants, shopping, and entertainment. In the beautifully manicured Palmer Ranch community. Rental Details: 4-month minimum rental (per association rules) Application info attached. Off Season only Your Florida oasis is calling—don’t miss out!

Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-627-3321)

Listing Agent: Susan Brooks (302-650-6349)

Remarks: Welcome to Blue Dolphin! This lovely 3-bedroom, 2-bathroom single-level private pool home is located in stunning Sarasota. The location of this home is everything! You are just 3.4 miles from Crescent Beach, where you can enjoy the quartz white sand and beautiful beaches in Siesta Key. When you are ready to go out for fantastic restaurants and boutique shopping, you are only 5 miles from Siesta Key Village. Upon entering the home, you will find a large driveway with mature landscaping everywhere. The front foyer shows how unique the open floor plan is, along with the elegant wood flooring. There is a lovely sitting area, perfect for a quick read with a side table. There is a breakfast table that can accommodate up to four comfortably. The spacious living room has excellent natural light from the sliding glass doors. There is an “L” shaped couch with two adjoining day chairs and a Smart TV. Adjacent is the dining room and kitchen. The dining table can accommodate up to five with additional chairs. The kitchen has plenty of pantry space and has views of the pool. Through the sliding glass door, you will find your outdoor retreat. There is a large kidney-shaped pool, outdoor seating, and chaise lounges to soak up that Florida sunshine all day. There is also an expansive backyard that is perfect for family gatherings. The roomy primary bedroom has a king-size bed, a TV, a dresser, closet space, and sliding glass doors leading out to the pool area. Attached is the primary bathroom that was spa-inspired. There is a sizeable vanity with a giant walk-in shower. The second bedroom has a queen-size bed and plenty of space for personal belongings. The second bathroom is stunning; a large vanity with excellent masonry work and a shower/tub combo. The third bedroom has a bunk bed, a TV, and closet space. Come see why people return to Sarasota year after year. House Rule: No smoking. No burning candles inside of lodging. No parties. Furry friends welcome, max 2, and require a $200 per pet non-refundable pet fee to be paid directly to the management company. 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)