Sarasota Single Family Homes For Rent - 314 homes

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: Listing reflects peak season rate. Welcome to Leona's Retreat, a beautifully renovated, ground-level bungalow perfectly poised on the intercoastal canal waterway. This charming home offers the ultimate blend of peaceful island living and convenient access to all that Siesta Key has to offer. Step inside to a bright, coastal-styled haven designed for relaxation and comfort. The spacious primary bedroom features a plush king-size bed and a bathroom across the way, providing a private sanctuary. Two additional bedrooms offer flexible sleeping arrangements: one with a comfortable king-size bed, and the other ideal for families with a double bed and a single bed. You'll find a full kitchen stocked with all the essentials, plus a convenient washer/dryer to make your stay effortless. Outside, your expansive, private backyard is a true highlight. Take a refreshing dip in the private heated pool, unwind in the bubbling hot tub, or simply lounge in the ample space for sunbathing and outdoor dining. With direct access to the intercoastal canal, you can enjoy quiet moments fishing or watching the tranquil tides. Leona's Retreat boasts a truly prime location on a quiet, family-oriented street. You're just a delightful five-minute stroll to the vibrant Siesta Key Village, brimming with charming shops, delectable restaurants, and lively entertainment. And for those iconic beach days, the world-famous Siesta Key Beach is only a ten-minute walk away! We've ensured you're perfectly equipped for a memorable day by the sea. The home includes all the beach day essentials: beach chairs, beach towels, coolers, frozen ice packs, and a convenient cart to easily tote everything down to the sand. Ready to experience the best of Siesta Key? Book your unforgettable stay at Leona's Retreat today!

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

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

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: Listing reflects peak season rate. Available months: July 2026, August 2026, October 2026, November 2026 December 2026, January 2027, March 2027 and April 2027. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key retreat, perfectly located just a leisurely stroll from the vibrant Siesta Key Village (packed with shops, restaurants, and entertainment!) and a short walk to the world-famous Siesta Key Beach, consistently ranked #1 in the USA! From the moment you step inside, you'll be embraced by a cozy, comfortable atmosphere and tasteful coastal decor, instantly making you feel at home in your personal island paradise. The updated kitchen is fully equipped for making meals or entertaining, and the formal dining room offers serene views of the tropical backyard where you can dine al fresco or simply soak up the sun in this quiet, family-oriented haven. With a comfortable Queen bed in the primary, two Twin/Single beds in the second bedroom, and a versatile Daybed Sofa in the third, there's space for everyone. This is the tranquil, sun-kissed escape you've been longing for, a perfect place to create unforgettable memories – your Siesta Key adventure awaits!

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

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

Remarks: This one-bedroom, one-bath furnished rental guest house is recently renovated with private entrance, fenced patio/yard area, your own free- standing HOT TUB and access to the shared POOL in the back yard! There is a stackable PRIVATE LAUNDRY conveniently located in the walk-in closet to the bedroom. The kitchenette boasts a large granite countertop with induction cooktop, refrigerator, small convection oven, icemaker, and is open to the living room that has a sofa-bed. The fold-down table can be used as a desk or pulled out from the wall to seat 4. There is one shared wall in the guest house. The location is close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jacks, St. Armand's/Lido Key, and Siesta Key. Great Neighborhood! November-December $2000/month, Jan-April $3,000/month, May-October $2000/month. Inquire for shorter or longer stays.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Kari Klein (941-961-7419)

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: Allow nature to welcome you to your private oasis on Lake Flamingo. Wake up drinking your morning coffee on the expansive deck enjoying the sunrise and bird watching on the spring fed lake. At the end of the day, enjoy grilling dinner on the expansive deck and sipping wine by the outdoor fire pit. This 3 bed, 2 bath home provides a split and open floor plan with water views from the entire rear of the home. Ample storage space throughout with 2 walk in closets, a 10 ft by 3 ft closet in the 3rd bedroom, a linen closet and a fair sized storage shed. Plenty of room on the side yard for a garden. Both the deck and back yard are fenced in. Very private. Nicely updated. Supermarket, restaurants, shops and pharmacy all 1-2 blocks away. Lease length is flexible.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Seth Westerberg (941-342-7653)

Remarks: Experience the perfect blend of comfort, elegance, and convenience in this stunning turnkey furnished 4-bedroom, 3.5-bath modern vacation home. Thoughtfully designed to accommodate up to 10 guests, this property offers the ideal setting for families, friends, and luxury vacationers seeking a private oasis close to everything Sarasota has to offer. Step inside to find a spacious open floor plan with sleek finishes and top-of-the-line appliances, including a Subzero refrigerator and Wolf induction cooktop—perfect for creating memorable meals. Multiple indoor and outdoor dining spaces make entertaining effortless, while the comfortable living areas provide plenty of room to unwind. Outdoors, enjoy resort-style living on a double lot with a large fenced yard. Spend your days lounging by the sparkling pool and spa, grilling, rinsing off in the outdoor shower, or soaking up the Florida sunshine on the chaise lounge chairs. This home is ideally located—just steps to the Legacy Trail for biking and walking, only 1 mile from vibrant Main Street with its shops, cafes, and nightlife, and a short drive to Sarasota’s award-winning white sand beaches. Whether you’re looking for adventure, relaxation, or world-class dining, this home offers it all. Make your stay unforgettable in this modern luxury retreat designed for both relaxation and connection. *weekly rates available* Not Available Jan 13 2026- April 16 2026. Not Available April 25 2026- May 02 2026. Not Available May 10 2026- May 17 2026. Not Available July 11 2026- July 18 2026. Not Available February 13 2027- March 4 2027.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Rinat Sikdar (941-993-9292)

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: Well-Maintained Pool Home with Recent Upgrades in Huntington Pointe. Set on a large corner lot in the sought-after Palmer Ranch community, this 3-bedroom, 2.5-bath + den/office home offers over 2,700 sq. ft. of comfortable living. While the interior maintains its original charm, the home boasts many recent upgrades including all new kitchen appliances (2023) — induction cooktop, wall oven, dishwasher, refrigerator, disposal — plus new faucets, upgraded door hardware, freshly painted bedrooms and office, comfort-height toilets, and a new washer and dryer. The bright kitchen with central island and breakfast nook overlooks the sparkling saltwater pool and screened lanai. Outdoors, the entire exterior of the home — including the pool cage with new screening — has been freshly painted. Additional updates include a refinished garage floor, new pool pump (2024), rebuilt well system (2025), and refreshed landscaping. Enjoy multiple living spaces, a cozy fireplace, and a primary suite with double walk-in closets and a spa-like bath. Roof (2019) and hot water heater (2021) add peace of mind. Furnishings are negotiable. Minutes to Legacy Trail, Siesta Key Beach, shopping, dining, and more — this home is ready for your personal touch.

Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)

Listing Agent: Robin Eekhof (941-504-1941)

Remarks: Looking for the absolute PERFECT beach vacation location?? Well, look no further, this one has it all!! Walk or bike to absolutely everything Siesta Key has to offer! Restaurants, shopping, public beach access, and incredible sunset views are all nearby! Take a stroll and enjoy the sights or hop on one of the bikes that have been provided by the owner and hit the white-sand beach! This is Florida living at its absolute finest!! All utilities (Electric, Water, Hi-Speed Internet, Cable, and Trash Service), pest control, and landscaping are included in the rent! So, enjoy your stay MAINTENANCE FREE!! This wonderfully renovated FULLY FURNISHED 3-bedroom, 2-bath single-family home has more than enough space to accommodate a large group. Enjoy dinner and wine on the rear patio or take a short stroll to some nearby hot spots! You are minutes away from one of the most highly rated beaches in the country, Siesta Key Beach! Walk or take one of the owner provided bikes to explore SIESTA KEY BEACH and all of the local beach-front attractions. The home is fully furnished and turnkey ready! It’s stocked with cookware, utensils, linens, and everything you need for a short stay or an annual lease! This home features: Paver driveway with Covered parking, fully fenced backyard, new roof, remodeled kitchen, stainless steel appliances, granite countertops, clothes washer & dryer, storage shed, and so much more. Known for its stunning white sandy beaches, warm climate, and vibrant arts and culture scene, live like you are on vacation! Clear turquoise waters and soft white sand, Sarasota is home to some of the most beautiful beaches in the world! Siesta Key Beach, Lido Beach, and Longboat Key Beach are all top-rated destinations for swimming, sunbathing, fishing, boating, and watersports. Beyond the beaches, Sarasota is home to a thriving arts and culture scene. The city is home to the Ringling Museum of Art, which boasts an impressive collection of European paintings, as well as the Sarasota Opera, the Sarasota Ballet, and the Asolo Repertory Theatre. The downtown area of Sarasota is home to numerous art galleries, studios, and theaters, making it a hub for creativity and innovation. Easy access to interstate 75, airports, shopping, restaurants, nightlife, and more!! Now is the time to make the move – come enjoy Florida lifestyle at its finest!! Off-Season Rates: (May 1 – December 31) = $3,650/month + tax In-Season Rates: (January 1 – April 30) = $6,000/month + tax 30-Day minimum rental required. Tenant pays a 1-time move-out cleaning fee of $350. Taxes (13%) are paid by Tenant on any lease 6 months or LESS in duration. CURRENT AVAILABILITY: 2026: SEPTEMBER, OCTOBER, NOVEMBER, DECEMBER 2027: JANUARY, FEBRUARY, MARCH, APRIL, MAY, JUNE, JULY, AUGUST, SEPTEMBER, OCTOBER, NOVEMBER, DECEMBER

Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)

Listing Agent: Shawn Peacher (703-405-2615)

Remarks: #1-Rated Siesta Key Beach – AVAILABLE 1/10/26 Close to Sarasota Memorial & Downtown Cultural Scene***Discover the perfect blend of coastal living and city convenience! This beautifully updated Sarasota home is ideally located just minutes from Siesta Key’s world-famous beach, Sarasota Memorial Hospital, and the vibrant downtown arts district — offering easy access to dining, shopping, and entertainment.*** Property Highlights: Bright, open-concept living with abundant natural light* Modern kitchen with stainless appliances & granite countertops* Screened lanai for relaxing Florida evenings* Private fenced yard with tropical landscaping* Pet-friendly (with approval) ***Prime Sarasota Location: 10 minutes to Siesta Key – with #1 Beach in the USA* Close to Sarasota Memorial Hospital, Trader Joe’s, and Southside Village8 Easy access to Downtown Sarasota, St. Armands Circle, and cultural venues like the Van Wezel Performing Arts Hall. Come stay and you to0 will see, What's all the fuss about Sarasota!

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

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

Remarks: Recently renovated home located at 1778 23rd St, Sarasota, featuring a fully updated interior and a new roof. The home offers a bright and functional layout with new finishes throughout and the convenience of an indoor washer and dryer area. The property is move-in ready and located close to shopping, schools, parks, and local Sarasota amenities. Housing vouchers are welcome.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: James Hogan (631-599-0728)

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: Fully furnished 2,600 SF residence featuring 3 bedrooms plus a dedicated office, complete with a heated pool and spa. Spacious bedrooms are appointed with premium memory foam mattresses, while the inviting living area offers a large flat-screen TV ideal for relaxing or entertaining. Nestled in a quiet neighborhood just minutes from Siesta Key Beach and nearby municipal golf courses, this home combines refined luxury with comfort and privacy. Perfect for family gatherings, beach getaways, or golf retreats, all in a prime Sarasota location.

Listing is courtesy of: JOHN HARDING REALTY (941-777-3007)

Listing Agent: Gunnar Barcomb (954-212-9051)

Remarks: Available June through December for a one month or longer rental. Charming Sarasota Retreat with pool and putting green in Gulf Gate Welcome to your perfect Sarasota getaway! Nestled in the desirable Gulf Gate neighborhood, 2921 Captiva Dr. offers a relaxing retreat just minutes from world-famous Siesta Key Beach. This beautifully appointed vacation rental features a private pool, a spacious open floor plan, and all the comforts of home, making it an ideal spot for families, couples, or friends looking to unwind in paradise. Step inside to find a bright and airy living space with stylish coastal décor, a fully equipped kitchen, and comfortable bedrooms designed for restful nights. Outside, the lush backyard oasis invites you to soak up the Florida sunshine—lounge by the sparkling heated pool, enjoy alfresco dining on the patio, or fire up the grill for a fun evening under the stars. Located in the heart of Gulf Gate, you’ll be just minutes from Sarasota’s best attractions, including Siesta Key’s powdery sand beaches, charming local shops, and an array of delicious restaurants. Whether you’re looking to explore vibrant downtown Sarasota, hit the nearby golf courses, or simply relax by the pool, this vacation home is the perfect home base for your stay. Book your escape today and experience the best of Sarasota in this delightful Gulf Gate retreat! Heated pool. and putting green. Available for seasonal rental January 15- March 25

Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)

Listing Agent: William Glade (941-356-1054)

Remarks: Available May 2026-December 2026. You'll really enjoy this vacation home. Renovated completely in 2022 . This spacious 3 bedroom, 2 bath home has plenty of room in the living, dining, pool deck and kitchen areas. This ranch style is in of the most desirable locations in Sarasota! Nestled in the quaint area of Gulf Gate. The property backs up to a green field belt for added privacy. You are moments away from US 41 and plenty of retail , restaurants and the Gulf Gate Shopping District. Just moments over the bridge to the west is Siesta Key. The BEST beach in the world! and sparkling waters of the Gulf of Mexico.! Stay here and make this the best winter getaway or summer vacation! Call agent for rates and availability.

Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)

Listing Agent: William Glade (941-356-1054)

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)