Location: Sarasota , 34242
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1250 N PORTOFINO DR #303, SARASOTA, FL 34242
$3,500212 Days on yellowkey MLS ID: A4672238
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1969Community: Siesta Harbor IiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Available for season 2026! Welcome to Coastal Living at its finest, perfectly nestled on the sought after barrier island of Siesta Key. Updated unit offers serene water views, abundant natural light and the relaxed elegance that defines Florida living. Located in a meticulously maintained waterfront community, this spacious unit features an open and inviting layout ideal for seasonal opportunities. Enjoy the bright kitchen with new stainless steel appliances and all the tools you will need to prepare a gourmet meal for family and friends. The living room has a 52inch Samsung Smart TV, the master bedroom has a king size bed and the second bedroom has two twin beds both with a 42 inch Samsung smart TV all Frontier WiFi service. Enjoy the private balcony that invites morning coffee or evening cocktails overlooking the canal and intercostal Waterways. Steps from the elevator, free laundry room and storage, housed with all the necessities for a day at the beach including beach chairs, umbrella, cooler and wagon. Active community offers resorts style amenities, heated pool, outdoor spa and shower, indoor sauna, socially active clubhouse, fitness center, shuffleboard, library, outdoor barbecue area with Grille and fishing pier. Beach Access is steps away to Siesta Key's world famous white-sand beaches as well as easy access to the mainland. Two key fobs allow you private beach access right across the street via Crescent Arms. A free trolly stops in front of the complex and allows you full access to all of Siesta key village with all its shops and restaurants as well as the public beaches( Siesta, Crescent and Turtle). One occupant must be 55 or over to rent this unit.
Listing is courtesy of: MONARCH PROPERTY GROUP LLC (941-270-1675)
Listing Agent: Angela Bailey (941-270-1675)
5577 CONTENTO DR, SARASOTA, FL 34242
$5,000790 Days on yellowkey MLS ID: A4607468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1969Community: Siesta IslesSingle Family
Remarks: This is a short term (weekly) rental. Listing reflects off season rate. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously designed interior with thoughtful updates throughout, from the brand-new kitchen to the spa-like bathrooms. You'll find a designated office space off the kitchen, perfect for remote work. The first bedroom features a king bed, and the second bedroom features a queen bed. Outside, soak up the Florida sunshine by the sparkling saltwater pool. With direct canal access, cast a line for some fishing, or launch a paddle board and explore the tranquil canals, where you're likely to spot local manatees and other fascinating wildlife. After exploring the canals, take a leisurely walk of just a few minutes to the world-famous Siesta Key Beach. Feel the soft, powdery quartz sand between your toes and bask in the beauty of the Gulf. Then, it's back to your private oasis where, as the sun begins its descent, it's 'tini time! Mix your favorite martini and savor it while watching the spectacular sunset paint the sky over the canal, beautifully highlighting silhouetted palm trees. It's truly an unforgettable end to a perfect day! Bikini Tini Time offers the perfect blend of tranquility and convenience, just moments from Siesta Key Village's vibrant shops and restaurants. 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)
446 CANAL RD #5, SARASOTA, FL 34242
$2,450804 Days on yellowkey MLS ID: A4605587
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 680 Built: 1975Community: Twin BanyanCondo
Remarks: This is a short term (weekly) rental. Listing reflects peak season weekly rate. Discover Key Lime Retreat, an end-unit condo perfectly situated in the heart of Siesta Key. This delightful getaway combines comfort with modern style, ideal for families or a group of friends. Tucked away in a tropical garden setting, you'll enjoy access to a community pool, perfect for a refreshing dip. Everything you need is just a short walk away, from the pristine sands of Siesta Key Beach to vibrant shopping and delicious dining options. Inside, you'll find a thoughtfully designed space. The luxurious primary bedroom features a king-sized bed, while the guest bedroom is equipped with a twin bed plus a bunk bed, comfortably accommodating everyone. A newly updated bathroom offers a fresh space for relaxation, and the brand-new, fully equipped kitchen boasts modern appliances for all your culinary adventures. Nestled in a quiet building of just six units, Key Lime Retreat offers a serene escape. Step out onto your private front patio overlooking the garden and pool, a tranquil spot to savor your morning coffee or read a good book during the evening sunset. Whether you're here to explore or simply unwind, Key Lime Retreat promises a memorable and peaceful stay.
5216 CALLE DE COSTA RICA, SARASOTA, FL 34242
$8,500789 Days on yellowkey MLS ID: A4607652
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1290 Built: 1951Community: Sarasota BeachSingle Family
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!
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,750106 Days on yellowkey MLS ID: A4684215
REDUCED by $600 (17.9%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1222 Built: 1970Community: Bay Tree ClubCondo
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Available May 15 through October 31, 2026, at a newly reduced rate of just $2,300 per month! November and December are available for $2,750 per month, and January is available for $5,000. Also available as an annual rental for $3,350 per month. Enjoy private access to the soft white sands and tranquil beauty of Turtle Beach on Siesta Key from this beautifully furnished 5th-floor penthouse. Offering picturesque bay and treetop views, this move-in-ready residence is located within one of South Siesta Key's most desirable Gulf-to-Bay communities. Designed for effortless coastal living, the light-filled interior features an open split-bedroom floor plan and tile flooring throughout. The updated kitchen showcases granite countertops, additional cabinetry, and ample workspace, while both bathrooms have been refreshed with stylish new vanities. Take in sweeping bay views from the living area, or enjoy the rare luxury of a privately owned beachside cabana—perfect for storing beach chairs, umbrellas, and all your seaside essentials while keeping Siesta Key's famous white sand where it belongs. Situated in the quieter southern section of the Key, you'll enjoy a peaceful setting while remaining close to local restaurants, shopping, and island activities. Hop aboard the Froghopper or Free Ride Trolley to explore Siesta Key with ease. Bay Tree amenities include: Private beach access to Turtle Beach Two heated pools (beachside and bayside) Grilling and picnic areas Free boat slips for owners Kayak storage racks On-site management Reserved owner parking Ample guest parking Whether you're walking to nearby dining, kayaking on the bay, enjoying a sunset beach stroll, or simply relaxing and taking in the views, this exceptional property offers the best of both bayfront and beachfront living. Seasonal Rates: May 15 – October 31, 2026: $2,300/month November – December 2026: $2,750/month January 2027: $5,000/month Annual Rental Rate: $3,350/month Contact us today for availability and additional details.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
SARASOTA, FL 34242
$3,99547 Days on yellowkey MLS ID: A4691869
INCREASED by $1,000 (33.4%) on 06/14/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 981 Built: 1973Community: Sandy Cove IiTownhouse
Remarks: Welcome to this Siesta Key Florida fully furnished town house for rent, located on the barrier island of Siesta Key Florida #1 beach in USA, made famous for its pure quartz sugar sand. A truly tropical beach front community Sandy Cove in Siesta Key with private fishing pier, small private beach and beautiful ocean view, and only one block from Siesta Key Village. A rarely available 2 bedroom two story townhouse for rent in Siesta Key Florida with enough space and privacy to suit year-round residents or your vacation home, those wishing to escape the harsh winter weather or anyone wanting a mesmerizing getaway location that offers a multitude of recreational and cultural activities. Take a look at this private Townhouse with stunning spanish tile floors throughout. Enjoy dolphins and manatees from your complexes own private gulf access and be amazed by the sea turtle nesting activities. One king size bed on first floor, two twin beds on 2nd floor with private balcony with ocean view. Launch your kayak for a quick paddle to the popular sand bars and return home to delight in the best sunset viewing around. Catch a wide variety of fish (snapper, grouper, flounder, etc.) off the private pier or take a short stroll into Siesta Key Village for a little shopping, a quick lunch or the best fine dining that the Sarasota area has to offer. You will love the option of your own private fishing pier or only a block to the Siesta Key public beach for collecting sea shells and enjoying the world-renown beautiful quartz sand beach. The downstairs has the master bedroom, family room, kitchen with newer cabinets and quartz countertops as well as some new appliances and dining nook. Also downstairs is the full bathroom. Upstairs, you will find two distinct loft spaces with two twin beds with half bath in between as well as your private balcony. There is a view of the gulf from every room in the house. Enjoy the endless sunsets and the waves crashing against the shoreline from this light and bright townhouse. A private path will lead you to the shores of jewel toned waters of the Gulf of Mexico and Big Pass, where you can view the endless array of marine life, fish from the private pier, or just sit back and relax and watch the boats sail off into the sunset. In this unit, there is a private balcony on 2nd floor with beautiful gulf view, and private screen patio off Master Bedroom with gulf view, this unit also has brand new refrigerator, brand new dishwasher and high end German Miele build in Oven, exhaust fan and Miele cooktop. There are two private parking spots in front of this unit for four our unit 109 plus many guests parking spots in front of this unit. Ocean view from this townhouse is amazing! You will have ocean view from every room (ocean view from family room, ocean view from master bedroom, ocean view from upstairs loft bedrooms, ocean view from kitchen and even the upstairs bathroom has the ocean view), this is a very unique ocean front view townhome! You'll never miss a sunset again! You can drink your wine and enjoy the sunset at your outdoor patio, and relax after a long date! This town home has patio outside of the master bedroom, balcony from upstairs loft, and patio from breakfast room and they all have ocean view. Watch the gorgeous sunsets right from your own balcony and patio. Fishing pier for fishermen or just watching the boats. You can park two cars in front of this unit Jan-April: $8,995/month May-Dec: $3,995/month
Listing is courtesy of: JJF REALTY INC (904-891-6897)
Listing Agent: Matthew Fehniger (904-891-6897)
605 LOTUS LN, SARASOTA, FL 34242
$5,0003 Days on yellowkey MLS ID: A4696995
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1493 Built: 1969Community: Siestas Bayside Waterside WoodSingle Family
Remarks: Don't miss this opportunity to live on Siesta Key in a spacious concrete block single-family home, with scenic canal views ** Enjoy sweeping gulf breezes all year, while staying cool and refreshed by the pool. This home is perfect for entertaining friends and family, or playing host to holiday gatherings. The landscape is tropical and lush with artificial turf placed throughout the vast majority of the 10,000ft2 lot. The interior has been updated with low vinyl flooring and a top-of-the-line kitchen with gorgeous stainless appliances, custom shaker cabinets and stone countertops. Schedule your time to view and run to this one. Priced to lease quickly!
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: Justin Shirley (941-448-4872)
1203 LYRIC LN, SARASOTA, FL 34242
$7,500355 Days on yellowkey MLS ID: A4656825
REDUCED by $2,000 (21.1%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2605 Built: 1964Community: Acreage & UnrecSingle Family
Remarks: Coastal Luxury Rental – Steps from Siesta Key Beach & Turtle Beach/Midnight Pass ***Seasonal or Annual Lease Available | 2 Bed • 2 Bath • Detached Garage /Game room/Workspace • RV Pad w/ 50-Amp + Pump-Out. Live the ultimate Siesta Key lifestyle in this completely remodeled and newly furnished coastal retreat, ideally located just ½ mile from the #1 rated Siesta Key Beach.***This stunning 2-bedroom, 2-bath residence features a private detached garage that doubles as a game room, home office, or creative workspace, plus a dedicated RV pad with 50-amp electrical hookup and pump-out station — an extremely rare amenity this close to the beach. ** Property Highlights: **Fully renovated interior – like new **Professionally furnished – turnkey & move-in ready** Bright open floor plan with coastal-inspired design** Modern kitchen with updated appliances & finishes ** Detached garage / game room / workspace – rare bonus feature ** Private outdoor areas perfect for relaxing or entertaining. ** Prime Location:** ½ mile to Siesta Key Beach ** Minutes to Siesta Village restaurants, nightlife & boutiques ** Easy access to downtown Sarasota, marinas, boating & golf.***Lease Options: Fully Furnished > Seasonal or Annual lease available*** This is a rare opportunity to lease a fully remodeled, professionally furnished home with RV parking & hookups, located minutes from Siesta Key Beach — perfect for snowbirds, traveling executives, digital nomads, boaters, and RV enthusiasts.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
6708 SARASEA CIR #202, SARASOTA, FL 34242
$3,20068 Days on yellowkey MLS ID: A4689234
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1975Community: Sara SeaCondo
Remarks: Siesta Key Vacation Rental- **Available June 2026 thru October 2026. One month minimum** Attention serious beach lovers.. paradise has been found at the shores of World-Famous Crescent Beach. Located gulf-side this phenomenal sun-filled second floor two bedroom vacation home is a treasured jewel located in the highly- sought after private street on Sara Sea Circle. Surrounded within lush tropical gardens, steps to fabulous restaurants, boutiques, and shopping, the conveniences and plethora of activities provide the ultimate island experience for a true quality lifestyle. Enjoy single-story living, an enchanting private beach access and miles of endless beach. Nestled close to the Point of Rocks, your enjoyment extends to fantastic snorkeling, fishing, and shelling. This ground floor two- bedroom two bath beach home is tucked away in an intimate building of just twelve residences providing a friendly neighborhood environment. Open your glass sliders onto your outdoor patio, extend open the pocket screened entry to your front door, and enjoy the island gulf breezes of Siesta Key. Fully turn-key and no need for a car, the island trolley will pick you up right across the street and transport you to your island destination. Enjoy a brand-new kitchen, two full bedrooms, two bathrooms, fully furnished, sparkling clean, and modern conveniences and specials touches to ensure your time away on Siesta Key is precious.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
5628 CAPE LEYTE DR, SARASOTA, FL 34242
$10,00045 Days on yellowkey MLS ID: A4692170
INCREASED by $1,000 (11.1%) on 05/07/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 1963Community: Siesta IslesSpa: NoSingle Family
Remarks: Your cozy getaway awaits in Siesta Key at this terrific house. With three bedrooms featuring a king, queen, and full bed, guests find plenty of space to relax. The large heated pool gives you an amazing space for relaxing after a day at the beach which is just steps away. You also have a large gazebo adjacent to the pool to get out of the sun and showcase you BBQ skills. Whether you’re unwinding after a day of adventure or enjoying a quiet evening indoors, this soothing retreat offers a fantastic place to recharge. We look forward to hosting you at our place.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
1387 MOONMIST DR #G2, SARASOTA, FL 34242
$3,20014 Days on yellowkey MLS ID: A4695346
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1381 Built: 1968Community: Polynesian GardensVilla
Remarks: Island Living at Its Finest – Beautiful 2-Bedroom Villa on Siesta Key Experience the best of Siesta Key living in this charming and beautifully maintained 2-bedroom, 2-bath villa located in the highly desirable Polynesian Gardens community. Available with a 6-month minimum lease, this inviting residence offers the perfect combination of comfort, convenience, and the relaxed coastal lifestyle that makes Siesta Key one of Florida's most sought-after destinations. The spacious floor plan features split two generously sized bedrooms, two full bathrooms, bright living and dining areas, and a welcoming atmosphere designed for easy everyday living or an extended island getaway. Natural light fills the home, creating a warm and inviting space to relax and entertain with a screened in lanai and outdoor private patio. Polynesian Gardens is a picturesque waterfront community known for its lush tropical landscaping, peaceful setting, and outstanding amenities. Residents enjoy access to a heated community pool, clubhouse, fishing pier, kayak launch, and direct Intracoastal Waterway access. The beautifully maintained grounds provide a true resort-style environment just minutes from the beach. Ideally situated near Crescent Beach and the renowned Siesta Key shoreline, you'll enjoy convenient access to world-class beaches, waterfront dining, boutique shopping, boating, fishing, and endless outdoor recreation. Whether you're taking a morning walk along the Gulf, enjoying a sunset over the water, or exploring nearby Sarasota attractions, every day feels like a vacation. Property Features: 2 Bedrooms 2 Full Bathrooms Spacious and comfortable villa layout Bright, open living spaces Tropical community setting Heated community pool Clubhouse and social amenities Fishing pier and kayak launch Intracoastal Waterway access Minutes from Crescent Beach and Siesta Key Beach Close to dining, shopping, entertainment, and outdoor activities 6-Month Minimum Lease Enjoy the perfect blend of island charm and resort-style amenities in one of Siesta Key's most desirable waterfront communities. Schedule your private showing today and discover why Polynesian Gardens is one of Siesta Key's hidden gems.
Listing Agent: Mark Singer (941-806-9121)
4660 OCEAN BLVD #G1, SARASOTA, FL 34242
$3,30045 Days on yellowkey MLS ID: A4692031
REDUCED by $100 (2.9%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971Community: Sea VillageCondo
Remarks: Discover your sunlit retreat in the desirable waterfront community of Sea Village on Siesta Key! This ground-floor, 2-bedroom, 2-bathroom condo offers a bright and spacious living environment. The open kitchen is perfect for those who enjoy cooking, and the living area provides ample space for relaxation and entertaining. Each bedroom is a comfortable haven with custom closets for added convenience. Enjoy the ease of your own in-unit washer and dryer. Plus, your furry friends are welcome here! Amenities include two pools, grilling area, lush green spaces, and a fishing pier. Enjoy your morning coffee from the covered lanai with potential views of the bright turquoise water and occasional dolphin sightings. The vibrant North Village, with its unique boutiques, fantastic restaurants, and live music, is just a short bike ride or stroll away.
1224 S VIEW DR, SARASOTA, FL 34242
$5,800131 Days on yellowkey MLS ID: A4681211
REDUCED by $100 (1.7%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1823 Built: 1978Community: Siesta Cove SubSpa: NoSingle Family
Remarks: Stunning Renovated Home for Long-Term Rent in Siesta Cove. Discover your dream coastal lifestyle in this beautifully renovated single-family home located in the exclusive neighborhood of Siesta Cove, just steps away from the acclaimed Siesta Key Beach—voted the number one beach in the United States! This elegant residence boasts 3 spacious bedrooms and 2 luxurious bathrooms, offering a high standard of living where no detail has been overlooked. Step into a large, open kitchen that will inspire your culinary adventures, featuring state-of-the-art appliances and exquisite granite countertops. Every room has been thoughtfully renovated to create an inviting atmosphere, perfect for relaxation and entertaining. Your personal oasis awaits in the backyard, designed for ultimate tranquility and enjoyment. Dive into a custom pool with a serene cascading waterfall, surrounded by lush landscaping that provides privacy and enhances the tropical setting. The expansive lanai offers plenty of space for outdoor furnishings, making it ideal for gatherings or quiet evenings under the stars. Embrace an active lifestyle with nearby opportunities for biking, kayaking, beach volleyball, fishing, tennis, and pickleball. Take leisurely strolls along the beach at dawn to watch dolphins play or enjoy the breathtaking sunsets in the evening. Conveniently situated close to an array of restaurants, shopping venues, live music, and just minutes from downtown Sarasota, this home perfectly blends relaxation and access to vibrant community life. Whether you’re relocating to the Sarasota area or looking to settle into your long-term rental while planning your next move, this property is a must-see. Contact us today for a private viewing and make this coastal paradise your new home!
357 TIERRA MAR LN #5, SARASOTA, FL 34242
$8,50035 Days on yellowkey MLS ID: A4693123
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2012 Built: 2006Community: Village PlaceTownhouse
Remarks: Located in the heart of Siesta Key, live the island lifestyle year-round in this stunning turnkey furnished townhome, tucked away in a quiet enclave of only six residences, offering the perfect blend of privacy, comfort, and convenience. Available now for annual lease. This immaculate and spacious townhome features 3 bedrooms, 2.5 baths, and tasteful coastal furnishings throughout. Upon entering, you are welcomed by gleaming hardwood floors, plantation shutters on all windows, and a bright open-concept floor plan designed for comfortable island living. The spacious living and dining areas flow seamlessly into the beautifully appointed kitchen, complete with granite countertops, wood cabinetry, gas range, stainless steel appliances, breakfast bar with bar stools, and a water filtration system. Upstairs, the tastefully furnished primary suite offers a king-size bed, private balcony, luxurious ensuite bath with a jetted soaking tub, separate walk-in shower, private water closet, and an oversized walk-in closet with built-in shelving. The second guest bedroom features a queen bed and charming Juliette balcony with a peek view of the canal and private dock, while the third bedroom offers two twin beds, ideal for guests or family. Relax with a morning coffee or evening book on the peaceful screened lanai overlooking the garden patio. Additional features include an attached two-car garage and access to the community’s private pool. Residents also enjoy the private dock located directly across the street — perfect for kayaking, paddleboarding, or fishing. Enjoy the ultimate island lifestyle just a short walk from the world-famous Siesta Key Beach, renowned for its crystal quartz sand and turquoise Gulf waters, as well as Siesta Key Village, where you’ll find charming boutiques, waterfront dining, entertainment, and nightlife. Beyond the island, Sarasota offers endless attractions including museums, festivals, golf, boating, sailing, jet skiing, sunset dinner cruises on Sarasota Bay, and convenient access to University Town Center shopping, Sarasota-Bradenton International Airport, and I-75.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Chrissie Cummings (772-532-8229)
1308 OLD STICKNEY POINT RD #W32, SARASOTA, FL 34242
$7,00015 Days on yellowkey MLS ID: A4695458
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2467 Built: 2002Community: Marina Del SolSpa: YesCondo
Remarks: Waterfront Elegance at Marina Del Sol – Your Seasonal Retreat. Indulge in the ultimate Sarasota lifestyle at this stunning 3-bedroom, 2,467 sq. ft. residence in the exclusive Marina Del Sol. Thoughtfully designed and beautifully updated, this spacious condo offers the perfect balance of elegance and comfort, with three oversized porches capturing serene water views and warm coastal breezes. Step inside to find generous living areas, including a formal dining room, living room, and den—each designed for both relaxation and entertaining. The primary suite is a sanctuary with its expansive closet and custom cabinetry, while two additional bedrooms provide ample space for family or guests. Marina Del Sol is a private, gated oasis with resort-style amenities: a saltwater heated pool and spa, waterfront fire pit, dog run, kayak storage and launch, modern fitness center, and a beautifully appointed clubhouse. For those drawn to the water, boat docks are available, or enjoy the convenience of a full-service marina just across the street. Located just south of the Stickney Point Bridge, this residence places you moments from Siesta Key’s world-renowned beaches, vibrant dining, boutique shopping, and endless opportunities for boating, biking, and watersports. Public beach access is a short stroll away, and a county park offers fishing, kayaking, and dog-friendly recreation. Offered fully furnished, this seasonal rental invites you to step into a world of effortless luxury, where every detail is curated for comfort and every day feels like a vacation.
Listing is courtesy of: IMPERIAL PROPERTY GROUP LLC (941-726-1740)
Listing Agent: Olga Smith (941-726-1740)
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00020 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
$17,000107 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
$17,000520 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.
4830 HIGEL AVE, SARASOTA, FL 34242
$6,50017 Days 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 is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Toyia Youtzy (941-915-7926)
4237 HIGEL AVE, SARASOTA, FL 34242
$5,99588 Days on yellowkey MLS ID: A4686838
REDUCED by $255 (4.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1835 Built: 1946Community: Cocoanut BayouSingle Family
Remarks: Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the door with its original decor. Mexican tile floors are throughout the entire house with handmade ceramic Mexican accents. The main living room has built-in cabinets and a large fireplace to add candles and create ambiance. The kitchen comes equipped with stainless appliances and is open to the dining and living area. There is a split floor plan with two beds on one side and the master suite on the other. Enjoy the lifestyle with plenty of outside living, a screened-in lanai, an open-air patio, a pizza oven/fire pit, and a pool. Bonus~ separate, new inside laundry room that can be an extra guest room, art den, or man cave. For water enthusiasts, take your pick boating, paddle boarding, and jet skis, equipped with a private dock (no lift) for your water sport pleasure. Launch your kayak from the pier and feel the restorative nature of calm waters and mangrove tunnels. Resident Benefits Package Included for all Tenants: The Relax Property Management Resident Benefits Package (RBP) delivers savings and convenient, professional services that make taking care of your home second nature. By applying, tenants will be enrolled and pay the applicable cost of $50 additional/monthly; this is part of the lease and payable with rent.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Joleisy Machado-Gonzales (941-915-9251)
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