Homes for Rent in ZIP Code 34239 with Private Pool

School day, School day...I want to be in A-rated Southside School ON School Day!" Location, location, location in the Southside Village neighborhood! This distinctive home is set on a fully fenced 15,000 SF (100 ft X 150 ft) homesite located West of Trail in picturesque Cherokee Park. Upon entering you will be amazed at how light and bright each room feels. This three-bedroom, two-bathroom,

Ryan Ackerman COLDWELL BANKER REALTY

Annual TURNKEY furnished Wonderfully renovated 3/2 pool home in South Gate! The open floor plan makes this home easy for family time and entertaining. The kitchen features solid wooden cabinetry, slab quartz counters with a breakfast bar, a custom tile backsplash, and is complemented by stainless steel appliances. The dining room is adjacent to the kitchen and living room. The main bedroom has an

Cody Smith RENT SARASOTA

LOCATION, LOCATION, LOCATION. Stunning turnkey furnished single family home available to rent in the sought after community of Poinsettia Park of Sarasota. This West of the Trail, 2020 build, Classic Homes by Clayton Inc., property is energy-efficient, elegant, beautifully furnished, and well appointed. Pulling up to the home you immediately notice the professional landscaping and lighting with

C. Alison Hunter JENNETTE PROPERTIES INC

Available now for LEASE Annually/Monthly UNFURNISHED POOL HOME. Sarasota's most requested location, a "West of the Trail" neighborhood. This charming Florida style ranch home is located right off the north bridge entry to SIESTA KEY. Welcome to your private tropical retreat in Sarasota! This beautifully updated 3-bedroom, 2-bathroom home is available now and ready for you to MOVE-IN. The great

Patrice Ivan WAGNER REALTY

Sunshine, palm trees, majestic oaks, and your own private pool—this beautiful turnkey furnished downtown Sarasota home is ready for your next getaway, available for monthly rental year-round with a 30-day minimum stay—just bring your sunscreen and flip flops! Step inside to an open and inviting living area filled with natural light, flowing seamlessly into the dining space and a well-equipped

Scott Nold TNG PROPERTY MANAGEMENT

Charming Southgate Home with Private Pool – Available for Annual LeaseWelcome to this light-filled 3-bedroom, 3-bathroom home located in the highly sought-after Southgate neighborhood, right in the heart of Sarasota. This well-maintained residence features terrazzo flooring throughout, a spacious two-car garage, and a versatile sunroom/den that opens to the screened-in pool and covered

Travis Matthews WAYMAKER REALTY & PROPERTY MANAGEMENT LLC

This MAGNIFICENT home is nestled away in the Historic Granada private neighborhood with easy access to all amenities. 4 Bedrooms 3.5 Baths and over 3500+ square feet of elegantly finished living areas. Authentic travertine tile and maple hardwood floors, volume ceilings, solid-wood cabinetry, two-sided fireplace, chef’s kitchen, three-car garage (owner uses one bay) and cypress wood exterior

Teresa Ribaudo JENNETTE PROPERTIES INC

Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2025:From November 20 to December 10, 2025;From December 15, 2025, to January 10, 2026;Available Dates in 2026:From February 19 to March 5, 2026;From March 15 to March 25, 2026;From April 1 to April 15, 2026;OR Long-term starting May 1, 2026Should you wish

Claudia Dybala DALTON WADE INC

Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2025:From August 2 to August 26, 2025;September 9 to October 15, 2025;October 20 to November 21, 2025;Available Dates in 2026:December 30 (NEW YEAR) to January 31, 2026;March 10 to April 30, 2026;OR Long-term starting from May 1, 2026.Should you wish to

Claudia Dybala DALTON WADE INC

Welcome to your tropical paradise retreat at 1720 Spring Creek Drive, nestled minutes away from the #1 beach in America, Siesta Key. This enchanting oasis awaits with a captivating blend of charm, elegance, and comfort, promising an unforgettable living experience. Step into your own slice of paradise as you're greeted by lush, tropical landscaping and a picturesque facade that instantly

Adnan Dedic COMPASS FLORIDA LLC

Absolutely stunning, newer lived in, new construction house in Southside school district and walking distance to Sarasota Memorial Hospital.Elevated 17 ft above sea level in X zone. Property features: 2 story masonry, solid building with elevator, 10 FT ceilings on both floors, all 4 bedrooms with own bathrooms and walk -in closets, office on main floor, gourmate kitchen with custom cabinetry,

Sylvia Nowicki PREFERRED SHORE LLC

Sparkling 2BR/2.5BA + Office/Den, caged heated pool and spa; $4950/month; Mandarin Park/SMH area, gated community unfurnished, LR, DR, Courtyard, 2 car garage; maintenance free, all appliances, elegant finishes throughout. 12 month minimum lease required. Owner pays pool maintenance, landscaping and appliance service contract.

Marc Overfelt FLORIDA BAY REALTY INC

Enjoy this comfortable & spacious one bedroom apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away. More information can be found here Multiple units available

Jason Truluck Williams GRAYSTONE REAL ESTATE

Look at this! Sought after Southgate! Fully and freshly complete quality remodel. New kitchen, bathrooms, flooring, doors, fixtures, lighting, and paint. This condo is immaculate. Amazing Location, just across the street from the Siesta Mall with shopping, restaurants and fitness center. This unit couldn't be any more convenient! Walk to the Post Office. Very private location. Quiet top floor

Jules Roman YORKSHIRE INTERNATIONAL R.E.

**SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Waldemere's Wonderland: A Luxurious Retreat in the Heart of SarasotaDiscover the perfect blend of comfort and luxury at Waldemere's Wonderland, a magnificent home located in the vibrant city of Sarasota. Nestled in the heart of Arlington Park, this enchanting retreat is your gateway to an unforgettable getaway, just moments from Sarasota's

Curtis Ware KW COASTAL LIVING III

**SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Tamiami Vise, a luxurious haven where comfort and style intertwine for a truly memorable getaway. This stunning retreat features a private heated pool, perfect for relaxing dips under the Florida sun. 6 bedrooms and 7 bathrooms. Step inside to discover a spacious living area, thoughtfully designed for relaxation after a day of exploring Siesta

Domanic Calamese KW COASTAL LIVING III

**SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusive retreat features a private heated pool and firepit, ensuring endless hours of relaxation and enjoyment. With 6 bedrooms and 7 bathrooms, including 5 king beds, 1 queen bed, and a twin bunk. Inside, the living area offers a cozy

Domanic Calamese KW COASTAL LIVING III

Enjoy this comfortable & spacious studio apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away.

Jason Truluck Williams GRAYSTONE REAL ESTATE

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated two-bed/two-bath mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the sparkling pool on a day off or take advantage of Arlington Park facilities nearby feature a public pool, tennis,

Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

Welcome to the "Hangout on Hyde" where comfort, privacy & fun collide! We are a fully renovated, turnkey furnished, beach inspired, 3 bedroom 2 bath heated saltwater pool home w/ outdoor kitchen located just 2 miles from Siesta Key in the Arlington Park neighborhood. We are a pet friendly home with a fully fenced backyard and private screen enclosed lanai allowing you to enjoy meals outside at

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

Welcome to Tropical Paradise! This stunning, fully renovated home away from home is in a prime location, West of Trail. Take a dip in the private heated pool, sip cocktails at the tiki bar, and soak up the Florida sun. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need for a comfortable stay. Located five minutes to downtown Sarasota and ten

Tina Ellis COMPASS FLORIDA LLC

Charming furnished vacation rental in South Gate, a great mid-town location! This freshly painted home has many updates, offering 3 bedrooms, 2 baths, and a large laundry room with a bonus refrigerator for entertaining. The furnishings are more modern with a coastal vibe and the attached two car garage is large enough for all your toys. The primary bedroom offers queen sleeping accommodations and

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

Welcome to the JefferSun House- a light & bright breath of fresh air & sunshine just minutes from world famous beaches & downtown Sarasota. This turnkey furnished 3 bedroom 2 bathroom heated pool home sleeps 8 & offers a private, fully fenced backyard w/ heated pool & BBQ grill. We are a dog friendly house, walkable to Arlington Park w/ its own dog park, walking trails & tennis courts. With a

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

Welcome to the "Beach Grove" house, a coastal chic 3 bedroom 2 bathroom heated pool and spa home with private fenced backyard that can easily sleep 8-10 guests. This home sits just minutes from Siesta Key with walkability to shopping and dining right out your front door. There's room for the entire family with 5 beds including 2 queen pullout sleeper sofas, 2 bathrooms and 2 sets of laundry

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

Seasonal and short term rental This gated beauty is IMPRESSIVE. It's easy to see why this home is an overall Parade of Homes winner! Five bedrooms and four and one half bathrooms of spectacular architecture filled with natural light. The great room has soaring beamed ceilings, built around a massive fireplace and open to the kitchen for easy family time and entertaining. The kitchen boasts

Henry Rossi RENT SARASOTA

Welcome to the Siesta Stunner! This 1950s pool home has been completely remodeled down to the studs w/ designer finishes & furnishings & high ceilings throughout. A short walk or bike ride will get you onto Siesta Key & the house is walkable to both Publix & the Siesta Key Mall! The space is light and bright thanks to the 10ft ceilings, abundant windows and southern exposure. Upon entering the

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC