Location: Sarasota
Do Not Show Listings
4515 SPAHN ST, SARASOTA, FL 34232
$2,87582 Days on yellowkey MLS ID: A4685383
REDUCED by $50 (1.7%) on 05/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1833 Built: 1959Community: Sarasota Springs Unit 14Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Brentwood Elementary
High School: Sarasota High
Tax Year:
Middle School: McIntosh Middle
Remarks: Updated 4-Bedroom Pool Home with Spacious Living Areas / This nicely updated and tastefully decorated 4-bedroom, 2-bath pool home features a bright open floor plan and plenty of living space, including both a living room and a family room—perfect for everyday living and entertaining. The family room is a standout feature with a wall of windows that fills the space with natural light, a cozy fireplace, and French doors that open directly to the pool area. The kitchen is well-appointed with granite countertops, wood cabinetry, stainless steel appliances, and stylish sconce lighting above the breakfast bar. This home offers a desirable split-bedroom layout. The primary suite is located on one side of the home and includes a bathroom with a walk-in shower. On the opposite side, you’ll find three additional bedrooms and a second bathroom featuring a tub/shower combination. One of the guest bedrooms also includes sliding glass doors leading to a screened patio. Step outside to enjoy the uncovered pool and large, fully fenced backyard, surrounded by mature tropical landscaping that provides privacy and a relaxing outdoor setting. Conveniently located near restaurants, shopping, parks, and schools, this home offers both comfort and
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
5667 CREEKWOOD DR, SARASOTA, FL 34233
$2,700Listed 05/31/2026 12:55PM MLS ID: A4695078
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1785 Built: 1980Community: Center Gate WoodsSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. This renovated 3-bedroom, 2-bath pool home is move-in ready. Improvements include newer hurricane-impact windows and air conditioner for the benefits of energy-efficient space. The oversized primary suite with a walkout balcony. The kitchen has been fully updated with new cabinetry, quartz countertops, stainless steel appliances, a farmhouse sink, and a custom backsplash. In the living room, you’ll find a wood-burning fireplace and a beamed ceiling that adds character without feeling overdone. Dining area and Pool bathroom exits to the screened-in pool and patio and an oversized corner lot that provides extra outdoor space. Located in the heart of Sarasota, the home is close to shopping, dining, medical facilities, and just a short drive to the Gulf beaches
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Tayna Vy Lilly (941-955-2224)
2239 WORRINGTON ST, SARASOTA, FL 34231
$2,45090 Days on yellowkey MLS ID: A4684340
REDUCED by $150 (5.8%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1499 Built: 1958Community: Ridgewood 1St AddSingle Family
Remarks: ~Rent price improved ~ This is a moving-ready home available immediately for rent. Spacious bedrooms, upgraded bathrooms, a modern kitchen with stainless steel appliances, wood flooring throughout the house, an open-concept layout with a spacious living room, a large backyard, and a 1-car garage make this home a great opportunity for tenants seeking space, modern style, and functionality. Conveniently located in the heart of Sarasota, close to plazas, gas stations, restaurants, doctor offices, Sarasota hospital, malls, and Siesta Key beach. One month's rent, one security deposit, and a background check are required to move in. Approval is based on a background check, credit score, income verification, and rent history.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Paola Alcantara (941-538-6666)
7795 PINE TRACE, SARASOTA, FL 34243
$2,9501 Day on yellowkey MLS ID: A4695378
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 1988Community: Pine TraceSingle Family
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. Spacious, updated, and built for easy Florida living — this 3-bedroom, 2-bath home in Palm Aire's Pine Trace community offers over 2,000 square feet, a 2-car garage, and a flexible layout with multiple living areas. There's room to work from home, host, and unwind without anyone on top of each other. Inside, vaulted ceilings and hardwood laminate flooring run throughout, with updated bathrooms, fresh paint, and a stainless steel kitchen. The versatile den works as a home office, reading room, or third sleeping space. A 2018 HVAC system and hurricane windows and sliders keep the home quiet, secure, and energy-efficient year-round. The community is maintenance-free, so lawn care, exterior upkeep, and pressure washing are all handled — true lock-and-leave living with no weekend yard work. You're minutes from University Town Center, Whole Foods, and Sarasota's best dining and shopping, with downtown Sarasota and the beaches of Lido Key a short drive away. AVAILABLE TODAY!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
2365 WALDEMERE ST, SARASOTA, FL 34239
$7,000364 Days on yellowkey MLS ID: A4654509
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2300 Built: 2023Community: Loma Linda ParkSingle Family
Remarks: Long-term or short-term leases can start from SEPTEMBER 10, 2026 for $7000 OR **option**SEASONAL RATE from December 1, 2026 through April,2027 is $12,000. (**February-March 2027 rented**). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "SunShine Sarasota" (2375 Waldemere St, Sarasota), located next to "Sky Blue Sarasota" (2365 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Claudia Dybala (773-318-5796)
2375 WALDEMERE ST, SARASOTA, FL 34239
$7,000364 Days on yellowkey MLS ID: A4654505
Remarks: Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2026: Short Term or Long-term starting from AUGUST 1, 2026 for $7000 OR **option**SEASONAL RATE from December 2026 through April, 2027 is $12,000. (February-March 2027 is already booked). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "Sky Blue Sarasota" (2365 Waldemere St, Sarasota), located next to "SunShine Sarasota" (2375 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
3888 EASTON ST, SARASOTA, FL 34238
$2,5009 Days on yellowkey MLS ID: A4694608
0 Days Off yellowkey (back on 5/30/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 1984Community: Gulf Gate East Unit 4Spa: NoSingle Family
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Don't miss out on this beautifully remodeled 2 Bedroom, 2 Bath home plus bonus room in the sought after community of Gulf Gate East! Full remodeled! This home offers almost 1500 square feet with vaulted ceilings in the great room/dining room/kitchen, plus an open floor plan. The Primary Bedroom features an ensuite bath and a walk-in closet. The kitchen has been fully remodeled with top quality finishes such as top of the line quartz countertops and white shaker cabinets, with a bar overlooking the living room and open completely to the dining room. Both bathrooms have been remodeled, including a new shower in the master. The fridge, water heater and disposal are all new and there are all stainless steel appliances. The inside and outside have been freshly painted. The large oversized back yard has a paver patio and a wood fence all the way around, providing privacy, plus there is plenty of room to add a pool. No flood zone. Roof is newer. Gulf Gate East is a popular community with larger lots, sidewalks, and mature landscaping as well as a top rated school district. Close to restaurants and shopping, (Costco, Target, Starbucks), and a few minutes to world famous Siesta Key Beach. The remodeled Gulf Gate Library is less than one mile away, as is the newly extended Legacy Trail. Easy access to I75.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Jessica Bow (941-356-2585)
2330 BRADFORD ST, SARASOTA, FL 34231
$4,5002093 Days on yellowkey MLS ID: A4477491
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1884 Built: 2013 Tax: $4,522 (2021)Community: BrodeursSingle Family
Taxes:$4,522
Elementary School: Phillippi Shores Elementary
Tax Year: 2021
Middle School: Brookside Middle
Remarks: Annual Furnished pool home. Best location - close to Siesta Key and downtown. Phillippi Creek area east of Tamiami Trail close to shops, restaurants and 15 minutes to downtown Sarasota. This 3 bedroom + den pool home with high ceilings and open concept floor plan lends itself to family gatherings and entertaining. You will love the modern kitchen with granite island and counters and oversized ceramic tile throughout. Inside Laundry room and 2 car garage. Entertain with the Weber BBQ grill on the pool deck and relax by the solar heated pool surrounded by your PRIVATE, FENCED BACKYARD. Please note that the pool at this property does not have an electric heat pump. As a result, the water will not be warm enough for swimming during the colder winter months. The Master Bedroom has 2 closets and a dual sink bathroom with walk-in shower. This fabulous south Sarasota location is just minutes to Siesta Key beaches, great shopping, Phillippi Creek Estate & Outdoor Farmhouse Market every Wednesday, nearby waterfront dining & more. Rental includes pool maintenance and lawn care. Tenant responsible for electric, water and WI-FI.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
7860 HOLIDAY DR, SARASOTA, FL 34231
$4,500412 Days on yellowkey MLS ID: A4648873
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2196 Built: 1957Community: Holiday HarborSingle Family
Remarks: Wonderfully charming street along HIDDEN HARBOR MARINA high and dry this lovely turn key home has 3 beds and 2.5 baths, a heated pool and large fenced yard.. NO HOA Country restrictions only Sarasota County restrictions. Home has many updates including a light and bright kitchen, window treatments, a king bed en-suite bath with French doors to a covered patio with plenty of lounging furniture and TV set up. This home comes turnkey furnished and has IMPACT RESISTANT, ENERGY EFFICIENT WINDOWS AND SLIDERS and a newer metal roof. You will love this HIDDEN HARBOR neighborhood with plenty of charm. Minutes to Siesta Key shopping and dining. A new shopping area to be completed by 2026 includes a new WHOLE FOODS and TRADER JOES as well as shopping and dining.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
3719 PAPAI DR, SARASOTA, FL 34232
$2,29511 Days on yellowkey MLS ID: A4692121
REDUCED by $100 (4.2%) on 05/27/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 1960Community: Ridgewood Estates Add 01Single Family
Remarks: Welcome to the heart of Sarasota living! This beautifully updated home combines comfort, style, and an unbeatable location. Step inside to find wide-plank laminate flooring, ceramic tile, and a bright open layout designed for easy everyday living and entertaining. The spacious living room flows seamlessly into the kitchen through a convenient pass-through breakfast bar, all accented by a fresh neutral color palette. The kitchen shines with granite countertops, rich wood cabinetry, a stylish tile backsplash, and a double-bowl stainless steel undermount sink with a modern pull-down faucet. Brand-new stainless steel appliances complete the space, making it move-in ready from day one. Retreat to the HUGE 200 sq. ft. primary bedroom offering plenty of space to relax and unwind. Outside, enjoy the fenced in backyard— perfect for pets, gatherings, or enjoying the Florida sunshine. Ideally located in central Sarasota, you’re just minutes from I-75, world-famous Siesta Key Beach, championship golf, vibrant Downtown Sarasota, shopping and dining at University Town Center, and so much more. Live where others vacation — schedule your showing today before this Sarasota gem is gone!
Listing Agent: Brett Keyser, Jr (941-957-8425)
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,0005 Days on yellowkey MLS ID: A4694729
INCREASED by $2,000 (13.3%) on 05/30/2026
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3248 Built: 2002Community: Siesta Rev OfSpa: YesSingle Family
Remarks: Experience luxury coastal living just moments from world-famous Siesta Key Beach. This exceptional 5-bedroom, 5-bath residence offers approximately 3,248 SF of beautifully designed living space with an open and inviting floor plan perfect for entertaining and everyday comfort. The home features spacious bedrooms, abundant natural light, multiple gathering areas, two full kitchens, two laundry rooms, imported Italian tile throughout, USB-equipped outlets throughout the home, and designer dimmable lighting that enhances the modern coastal ambiance. Recent major upgrades include a new roof and impact-rated windows and doors for added peace of mind and energy efficiency. Designed for both relaxation and entertaining, the property offers seamless indoor/outdoor living with a heated pool and spa, along with a large lanai overlooking the pool and beautiful open water views. Boating enthusiasts will appreciate the large dock, private boat lift, and direct easy access to the Gulf of America for exceptional fishing and boating adventures with no fixed bridges. Enjoy a short 5-minute kayak ride to a popular nearby sandbar, making this property a dream location for boating enthusiasts, beach lovers, and those seeking the ultimate waterfront entertainment lifestyle. Ideally located just 5 minutes from world-renowned Siesta Key Beach and walking distance to Shell Rd Beach, this home places you near some of Sarasota’s most desirable coastal destinations. Located in one of Sarasota’s most sought-after island neighborhoods, you are also minutes from waterfront dining, boutique shopping, marinas, and vibrant local attractions. Whether you are seeking a primary residence, luxury vacation retreat, or income-producing investment property, this home offers the ultimate Siesta Key waterfront lifestyle. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)
Listing Agent: Wally Sabrii (941-313-9999)
5624 CAPE LEYTE DR, SARASOTA, FL 34242
$17,00092 Days on yellowkey MLS ID: A4684371
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3126 Built: 1963Community: Siesta IslesSpa: NoSingle Family
Remarks: Prime Siesta Key Waterfront Retreat – Fully Furnished & Walk to the Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail reflects upscale craftsmanship and modern island sophistication. Step outside to your private backyard oasis featuring a large resort-style pool, outdoor shower, and BBQ entertaining area — perfect for hosting guests after a day at the beach. Located in one of Siesta Key’s most desirable walkable neighborhoods, you’re just steps from beach access, restaurants, cafes, and island attractions. Park once and enjoy everything on foot. Ideal as a high-performing short-term rental investment or a private island escape. Prime walkable luxury properties near Siesta Key Beach consistently command strong rental demand and premium rates. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
31 LANDS END LN, SARASOTA, FL 34242
$17,000505 Days on yellowkey MLS ID: A4635483
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2743 Built: 1967Community: Lands EndSpa: YesSingle Family
Remarks: Turnkey Waterfront Retreat on Siesta Key – A Fully Furnished Coastal Paradise! Discover the ultimate coastal lifestyle in this fully furnished, move-in-ready 4-bedroom, 3-bathroom waterfront retreat on the north end of Siesta Key. Perfectly situated just minutes from Sarasota’s top attractions, this home blends luxury, tranquility, and convenience. Set on 0.4 acres of deep sailboat water, the property boasts 68 feet of waterfrontage on Bayou Louise and a 20-foot dock with direct, bridge-free access to Big Pass and the Gulf of Mexico. Spend your days boating, fishing, or enjoying sunsets over the Gulf. A quick 5-minute boat or kayak ride leads to a vibrant sandbar, ideal for fun and relaxation. Surrounded by neighboring homes valued at $20+ million, this property offers a rare opportunity for luxurious waterfront living. Tropical landscaping creates a serene oasis with a spacious deck, an outdoor grill, and a gazebo for entertaining or unwinding after a day on the water. Inside, the home exudes modern coastal charm. The gourmet kitchen features quartz countertops, stainless steel appliances, and designer touches, while the family room offers stunning water views through impact sliding doors. The primary suite is a private retreat with its own entrance, a custom walk-in closet, and spa-like finishes. An additional in-law suite with a private entrance provides added flexibility and convenience. This exceptional property is just a 5-minute walk to Shell Road Beach, 3 miles from Siesta Key Village, and 3.3 miles from the world-renowned Siesta Key Beach. The sandbar is a short 5-minute kayak ride, while downtown Sarasota and St. Armands Circle are just a quick drive away. Fully equipped with linens, beach towels, bicycles, cookware, a coffee maker, LED lighting, and more, this home ensures a seamless and comfortable stay. Available for both short- and long-term rentals, it’s perfect as a luxurious personal retreat, an entertainer’s dream. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
1738 SIESTA DR, SARASOTA, FL 34239
$6,50027 Days on yellowkey MLS ID: A4692339
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2131 Built: 2013Community: GranadaSpa: NoSingle Family
Elementary School: Southside Elementary
Remarks: Available June 1st, this newer (2013) “West of Trail” pool home offers an ideal opportunity to get settled ahead of the upcoming school year in the highly regarded Southside Elementary district, just a short bike ride away. Offered at $6,500/month with an annual lease preferred (6-month considered), the home provides flexibility with furnishings — available furnished or unfurnished. Elevated 22 feet above sea level in an X flood zone, it delivers both peace of mind and easy coastal living with a thoughtful layout featuring 4 bedrooms along with a versatile downstairs bonus space ideal for a media room, playroom, or additional lounge area. All bedrooms located on the 2nd level with bonus room, great room and kitchen on the main. Southern exposure fills the coastal-casual great room and updated kitchen with natural light, overlooking a private saltwater pool and lush tropical setting. Pocketing sliders create seamless indoor-outdoor living, perfect for relaxing or entertaining beneath the flowering plumeria. Designed for low-maintenance living, the property includes artificial turf, mature landscaping, and multiple outdoor gathering areas, with pool care, lawn care, and internet included in the rent. A two-car garage features a Tesla Level 2 EV charger and space for bikes and beach gear. Located in the historic Granada neighborhood with easy access to Southside Village dining, including Shakespeare’s Craft Beer & Gastro Pub, and just 10 minutes to both Siesta Key and Downtown Sarasota. Pets considered on a case-by-case basis with owner approval and deposit.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
4337 EDENROSE WAY #99, SARASOTA, FL 34235
$2,0952 Days on yellowkey MLS ID: A4695256
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1517 Built: 1993Community: Vlg At Beekman PlaceSpa: YesSingle Family
Remarks: Resort-Style Living Steps from Your Door! Your Oasis Awaits. Step into this beautiful 1,517 sq. ft. detached villa. It offers the perfect blend of privacy and community convenience. This spacious layout is ready for your personal touches. 2 bedrooms, 2 full bathrooms, plus a den. Outdoor Paradise: An oversized, screened lanai perfect for relaxing or entertaining. The sparkling community pool is just steps from your front door. Annual rental. Villas like this rarely stay on the market long. Basic Qualification Criteria: GROSS income (before taxes) should be approximately 3-times rent. We conduct national, criminal, eviction, credit and employment checks for all prospective residents 18yrs old +. Application Fee, Rent & Deposits: Type: Single Family Home Pool: Pool: Yes, Community Utilities: Tash Water Sewer Lawn Care: Yes, included. (HOA) Pool Care: Yes, included. (HOA) Pets: Yes (Breed restrictions apply - see listing)* Garage: Yes, 2-car Rent: $2,095.00 Base Deposit and Fees: $2,555.00 Pet Fee: First pet $375, each additional pet $250.00 (if applicable - see listing) Additional Pet Rent: $40/m (per pet) (if applicable - see listing) Background Checks: $85 (each person 18yrs+) HOA: Yes (Application/Approval Fe) Your deposit is due at lease signing. First months rent is due the day you move in.
Listing is courtesy of: REAL PROPERTY MANAGEMENT (941-225-8183)
Listing Agent: John Michailidis (941-225-8185)
3842 HAWKEYE CIR, SARASOTA, FL 34232
$2,35013 Days on yellowkey MLS ID: A4693864
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1104 Built: 1963Community: Eastwood OaksSingle Family
Remarks: Prime Sarasota location! This move-in ready 4-bedroom, 1-bath home is located in a quiet neighborhood within city limits and offers plenty of parking space. Conveniently close to shopping, restaurants, schools, downtown Sarasota, hospitals, airports, and beaches. Features include tile flooring throughout, mostly fresh interior paint, newer roof and A/C (2002), plus a spacious backyard perfect for entertaining or parking boats and trailers. Background check, first month’s rent, last month’s rent, and security deposit required
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Matt Augustyniak (941-232-0967)
4830 HIGEL AVE, SARASOTA, FL 34242
$6,5001 Day on yellowkey MLS ID: A4694659
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1724 Built: 1957Community: Harmony SubSingle Family
Remarks: More pictures to come, waiting for the rest of the furniture to arrive. Florida charm at it’s best in this turnkey furnished vacation home on Siesta Key. The home is a mid-century in the style of the Sarasota School of Architecture. The home is on 1/3 of an acre on the Grand Canal with a dock and kidney-shaped heated pool. The new hardwood flooring and new impact windows make this home bright and inviting with volume ceiling space. The living room and kitchen offer delightful sunset views. This house is great for entertaining with a dry bar and amazing sunset views for everyone to relax. The two front bedrooms have French doors that lead out to a front screened porch that has a Zen feel--perfect for meditation or relaxation. The grounds are filled with exotic indigenous plants and trees. Dockage will accommodate a small boat, 23ft or smaller, or jet skis. Great getaway on Siesta Key, minimum 30 days require. The off Season rate is $6500 per month and Prime season rate is $10,500 per month Dec thru April
Listing Agent: Toyia Youtzy (941-915-7926)
1537 SIESTA DR, SARASOTA, FL 34239
$18,50025 Days on yellowkey MLS ID: A4692741
REDUCED by $1,500 (7.5%) on 05/29/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3727 Built: 2023Community: Sunset Bay SubSingle Family
Remarks: Welcome to Siesta by the Bay! This turnkey luxury home features 4 ensuite bedrooms, water views of the bay, pool bath and half bath, outdoor shower, outdoor kitchen, heated pool, putting green, and 3 car garage. Enjoy a private backyard with an expansive outdoor dining area and bar with multiple areas to exercise and lounge. Located near the Siesta Key North bridge, you’re minutes from world famous beaches, downtown Sarasota, Hillview Shopping Plaza, Sarasota Memorial Hospital, fine dining, and many more popular activities that Sarasota has to offer. Home is available for short-, mid-, and long-term rental. Rates vary based on season.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
5738 ANTILLES DR, SARASOTA, FL 34231
$2,750279 Days on yellowkey MLS ID: A4662529
REDUCED by $200 (6.8%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1971Community: Phillippi Gardens 03Spa: NoSingle Family
Remarks: Available June through October 2026... Fully furnished with a private fenced yard, this clean, comfortable home is completely move-in ready. Located just minutes from world-famous Siesta Key Beach, this charming single-family residence offers 4 bedrooms, 2 bathrooms, and an attached 2-car garage in the desirable Phillippi Gardens neighborhood. Enjoy walking or biking to Phillippi Estate Park, featuring nature trails, fishing piers, a playground, and a popular weekly farmers market. Conveniently located near shopping, dining, and everyday amenities, the home also includes a spacious fenced backyard, laundry room, rear patio, and inviting Florida Room — perfect for enjoying the Sarasota lifestyle.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
2914 ESMERALDA DR, SARASOTA, FL 34243
$3,95010 Days on yellowkey MLS ID: A4694556
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3192 Built: 2016Community: Soleil West Ph IiSingle Family
Remarks: Annual rental home located in the gated community of Soleil West. This stunning five-bedroom, four-bath residence welcomes you with a formal dining area and gleaming marble floors that flow through the main living spaces, creating an elegant and timeless feel. The kitchen is a chef’s dream, featuring gleaming quartz countertops, sleek stainless-steel appliances, a spacious butler’s pantry, and an oversized walk-in pantry offering ample storage. Adjacent to the gathering room on the main level is a comfortable guest bedroom and full bath, perfect for visitors or a home office. Upstairs, you'll find four generously sized bedrooms, including an expansive master suite that offers both comfort and privacy, along with a full-size laundry room for added convenience. The home’s huge backyard is ideal for entertaining, complete with a screened-in lanai where you can relax and enjoy the Florida sunshine year-round. Soleil West provides resort-style amenities including a large, heated pool, modern fitness center, dog park, picnic area, and a beautifully appointed clubhouse. Ideally situated near University Parkway, Sarasota Airport, downtown Sarasota, and a wide array of shopping, dining, and world-famous beaches, this home offers both luxury and location. First month’s rent, security deposit, and a background check are required to move in. This pet-friendly rental includes a $100 application fee and $25 monthly pet rent. Residents also enjoy a $35 a month benefit package. Association approval is necessary following tenant approval through Gulf Coast Property Management. Tenant occupied 24- hour notice prior to showings. Available August 15th.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Laurie Rastovski (941-345-9080)
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