Location: Sarasota , 34242
Do Not Show Listings
4660 OCEAN BLVD #G1, SARASOTA, FL 34242
$3,30090 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
9393 MIDNIGHT PASS RD #806, SARASOTA, FL 34242
$2,79542 Days on yellowkey MLS ID: A4695138
REDUCED by $200 (6.7%) on 07/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1975Community: Pointe On Midnight PassCondo
Remarks: Newly remodeled unit with stainless steel appliances and granite counter tops. Beautiful Florida room with an amazing view. It also has a kayak that is available for any tenants to use.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Pamala Casey (941-922-3391)
1355 S PORTOFINO DR #103, SARASOTA, FL 34242
$12,00078 Days on yellowkey MLS ID: A4693257
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1389 Built: 1975Community: Siesta Harbor IiiCondo
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points. This rarely available rental includes a dedicated boat slip at no additional cost—perfect for bringing your boat or simply enjoying the waterfront lifestyle without extra fees. The community amenities elevate your stay even further: relax in the sparkling pool, grill in the outdoor kitchen, or take advantage of exclusive deeded beach access to Siesta Beach—consistently ranked among the world's best beaches for its famous powdery quartz sand that stays cool underfoot, crystal-clear Gulf waters, and laid-back vibe. Inside, the unit is beautifully fully furnished and thoughtfully decorated with original art from a talented local artist—turn-key comfort and coastal charm. Whether you're planning a relaxing summer getaway, a family vacation, or an extended stay, this waterfront retreat delivers tranquility, convenience, and unparalleled access to Siesta Key's iconic shores and vibrant village life. If you're ready to claim your own slice of waterfront paradise this summer (or beyond), contact us today to schedule your private tour—availability won't last long! SIESTA KEY, SARASOTA VACATION RENTALS, BEACH RENTALS IN SARASOTA, SIESTA BEACH.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
3954 HAMILTON CLUB CIR #14, SARASOTA, FL 34242
$5,50020 Days on yellowkey MLS ID: A4699460
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2798 Built: 1997Community: Hamilton Club Siesta KeyCondo
Remarks: • UNFURNISHED • ANNUAL RENTAL ~ Rarely available in the exclusive Hamilton Club, this spacious 3-bedroom, 3.5-bath townhome offers over 4,000 square feet of space in one of Siesta Key's most desirable deep-water boating communities. A standout feature of this home is the expansive lower-level garage area, providing exceptional flexibility. In addition to the oversized two-car garage, there is a substantial bonus space that can be used as a home office, fitness room, game room, workshop, extensive storage, or for storing a small boat, kayaks, canoes, paddleboards, and other recreational equipment. For boating enthusiasts, this property includes a private boat slip that can accommodate a large boat. The Hamilton Club is an intimate, gated community of only 18 residences, offering deep-water dockage with sailboat water access, no fixed bridges to Sarasota Bay, and direct access to the Intracoastal Waterway and the Gulf of Mexico. Inside, soaring ceilings, generous room sizes, and an open floor plan create an inviting atmosphere. The main level features a welcoming foyer, spacious living and dining areas, a large eat-in island kitchen, a versatile bedroom or den with a full bath, a laundry room, pantry, and powder room. Sliding doors open to a screened lanai overlooking lush tropical landscaping, a tranquil lagoon with a fountain, and the community's heated pool. A spiral staircase provides convenient access to the lower level. Upstairs, a generous bonus room separates two private bedroom suites. The oversized primary suite features a large walk-in closet and an elegant en-suite bath with a soaking tub and separate shower. A second en-suite guest bedroom provides privacy and comfort for family or visitors. Residents enjoy a heated community pool, as well as access to tennis and pickleball courts. Located on the north end of Siesta Key, the home is just minutes from Shell Road Beach, Siesta Village, and the world-famous white sand beaches and turquoise waters of Siesta Beach. Downtown Sarasota's exceptional shopping, dining, entertainment, and cultural attractions are only a 10-minute drive away. Opportunities to lease a home in Hamilton Club are exceptionally rare. If you're looking for spacious living, private boating access, and the Siesta Key lifestyle, this remarkable annual rental is not to be missed.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
4822 OCEAN BLVD #5F, SARASOTA, FL 34242
$3,300142 Days on yellowkey MLS ID: A4685737
0 Days Off yellowkey (back on 7/10/2026)
Bed: 2 Bath: 2.0 Gar: 9 Liv Area Sq Ft: 1435 Built: 1973Community: Siesta TowersSpa: NoCondo
Remarks: Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass doors that lead to a massive private balcony spanning both the living room and the primary bedroom. Step outside to take in sweeping views of the Gulf—perfect for morning coffee, sunset watching, and even spotting dolphins while you do the dishes. This residence offers 2 bedrooms and 2 full bathrooms, along with generous storage throughout. Free community laundry is conveniently located just down the hallway, and the unit has recently been painted, giving it a fresh, clean feel. Residents of Siesta Towers enjoy extensive amenities including a secure building, large heated Gulf-front pool, private park area, club room with full kitchen, fishing pier, BBQ grills with dining pier, fish/tackle room, bike storage, and a library. Located on the north end of Siesta Key, you are just a short walk to Siesta Key Village with its lively restaurants, shops, and entertainment. World-famous Siesta Beach is also nearby. Off the island, you are only minutes from Sarasota where you can enjoy theaters, opera, Marie Selby Botanical Gardens, museums, and the marina. How many times in life do you get the chance to live right on the beach? Call today to schedule your showing. Note: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
8770 MIDNIGHT PASS RD #402B, SARASOTA, FL 34242
$8,0001136 Days on yellowkey MLS ID: A4574241
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1975Community: Island Reef ICondo
Remarks: Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decorum and nicely appointed finishes invite you to relax and unwind. TVs and internet for your convenience will help you not miss a beat. This property will not disappoint. Please call with any questions. $4,000.00 a month Starting May 1 2026. Unit is available for January, February, March at $8,000.00 per month plus sales tax. From April 2027 on the rent is $4,000.00 per month plus sales tax.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Erick Shumway (941-544-3718)
460 BEACH RD #A1, SARASOTA, FL 34242
$8,0002108 Days on yellowkey MLS ID: A4481650
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1363 Built: 1980 Tax: $9,551 (2021)Community: SpindriftCondo
Taxes:$9,551
Tax Year: 2021
Remarks: Leased 2027 season! Available 7/1/2026-12/31/2026. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take a walk along the pristine sugary quartz sandy beach or take a swim in the turquoise waters of the Gulf. Just a short distance to shopping, dining and nightlife of Siesta Key Village.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brenda Cozy (941-350-4889)
211 ISLAND CIR, SARASOTA, FL 34242
$14,000386 Days on yellowkey MLS ID: A4658382
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1452 Built: 1961Community: Sarasota BeachSingle Family
Remarks: AVAILABLE for 2026... Jan., Feb and April Fantastic pool home located .4 mile from Siesta Beach access! Enjoy this completely renovated 3 bedroom / 2bath pool home in Palm Island on Siesta Key. With comfort in mind, vacation memories are waiting to be made here! All furnishings, appliances and flooring are new and decorated in coastal colors. Enjoy a morning walk to the powdery sand beach less than a mile away or enjoy swimming in your own salt water heated pool. Siesta Key has made #1 Beach for many years! Siesta Village has lots of shops to browse and restaurants to explore! Please Note: Property Owner has installed an audio/video enabled doorbell on front door to monitor home security (audio/video access not available to guest). All bedrooms and living room are equipped with Smart TV's. This home may be available for shorter stays, please call for rates. Non-aggressive dog welcome with owners approval.
301 AVENIDA MADERA #B, SARASOTA, FL 34242
$12,60098 Days on yellowkey MLS ID: A4690443
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Spa: NoSingle Family
Remarks: Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
301 AVENIDA MADERA #A, SARASOTA, FL 34242
$12,60098 Days on yellowkey MLS ID: A4690447
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Community: Siesta Manor Sec 1Spa: NoSingle Family
Remarks: If you’re searching for the perfect location for your next vacation, your search ends here! This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid surface countertops, stainless steel appliances, and a charming breakfast nook. The spacious primary suite offers a king-sized bed and a private en suite bathroom with a walk-in shower. A standout feature of this home is the private rooftop deck, complete with outdoor furniture, a grill, and umbrellas for shielding the sun- perfect for enjoying sunny afternoons or relaxing evenings while taking in stunning sunset views over Siesta Key Beach. During the day, enjoy the convenience of walking to the beach, local shops, and restaurants, or take a short drive over the bridge into Sarasota for even more dining, shopping, and entertainment options. This pet-friendly home is ideal for family gatherings, and for larger groups, Unit B can also be rented for additional space. The pool area is shared with the neighboring unit, while both units maintain privacy with separate entrances and no shared interior walls. The home is strictly smoke-free with no indoor smoking permitted. Enjoy your stay in this exceptional island retreat!
5253 AVENIDA DEL MARE, SARASOTA, FL 34242
$4,50041 Days on yellowkey MLS ID: A4697624
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1438 Built: 1950Community: Sarasota BeachSingle Family
Remarks: This is a short-term rental. Listing price reflects off season rate, in season rates will be higher. Escape to paradise at this beautiful vacation retreat located on the coveted north end of Siesta Key. Nestled in a quiet residential neighborhood, this spacious and elegantly appointed home offers the perfect blend of privacy, comfort, and convenience—just minutes from world-famous Siesta Key Beach and Siesta Key Village. This coastal-inspired home features 3 bedrooms, 2 baths, bright open living spaces, comfortable furnishings, and plenty of room for the family to enjoy. A fully equipped kitchen, inviting indoor-outdoor living areas capture the essence of Florida coastal living, whether you’re catching world-famous sunsets on the quartz sands of Siesta Beach or grilling in the private, lush backyard, this is your perfect Florida getaway.
1203 LYRIC LN, SARASOTA, FL 34242
$7,500400 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)
5159 OAKMONT PL, SARASOTA, FL 34242
$10,00031 Days on yellowkey MLS ID: A4698222
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1953 Built: 1977Community: Siesta BeachSingle Family
Remarks: Experience the best of Siesta Key in this beautifully updated private pool home, Available January - March 2027 only. Beautiful resort-style living, completely renovated interiors, multiple living and dining areas, comfortably sleeps 8-10 at one of Florida's most sought-after beach destinations for the perfect coastal getaway. Inside, the open-concept layout creates an inviting central living space, with the living room opening to the dining area and updated kitchen. Luxury vinyl plank flooring, recessed lighting, modern fixtures, and contemporary ceiling fans create a clean coastal feel throughout. The fully equipped kitchen features stainless steel appliances, abundant cabinetry, generous counter space, and a breakfast bar with seating, making everything from morning coffee to family dinners effortless. Beyond the main living area, a separate family room with a fireplace and adjoining breakfast nook provide an additional space to relax, watch a movie, play games, or enjoy a quiet meal. The split-bedroom floor plan offers privacy for everyone, with spacious accommodations designed to comfortably host family and friends. The primary suite features sliding doors opening directly to the lanai, while an additional guest bedroom also enjoys direct access to the pool, allowing guests to step outside and enjoy the Florida sunshine with ease. The screened lanai is where this home truly shines. Multiple covered seating areas provide space to dine, lounge, or unwind in the shade, while the sparkling private pool is surrounded by lush tropical landscaping that creates an inviting sense of privacy. Whether you're spending the afternoon poolside, enjoying dinner outdoors, or relaxing after a day at Siesta Key Beach, this backyard is designed to be enjoyed from sunrise to sunset. Located just minutes from the powder-soft quartz sand of Siesta Key Beach, as well as the shopping, restaurants, and nightlife of Siesta Key Village, this exceptional monthly rental places you in the heart of one of Florida's most iconic beach destinations. SORRY NO PETS PERMITTED. ONE MONTH MINIMUM stay, 90 DAY Jan 1 - March 30 PREFERRED. All leases are subject to 13% tourism tax.
Listing is courtesy of: TNG PROPERTY MANAGEMENT (941-773-9599)
Listing Agent: Scott Nold (941-773-9599)
1700 COVE II PL #310, SARASOTA, FL 34242
$2,95035 Days on yellowkey MLS ID: A4697340
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 860 Built: 1979Community: Midnight Cove IiCondo
Remarks: Available 2950.00 Monthly - April 20th 2026 through December 31st 2026... Not Available 2027 Jan through April 15th 2027 Stunning Water Views & Deeded Beach Access | Siesta Key plus taxes and fees. Live your Dream on Siesta Key for the Summer... Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the spacious patio, along with deeded access to the powdery whi te sands of world-famous Siesta Key Beach—just across the street. Enjoy bright, open living spaces with floor-to-ceiling pocket sliding doors that flood the home with natural light and provide seamless indoor-outdoor flow to the lanai. Located in a beautifully maintained resort-style community, amenities include: Heated pool Pickleball & tennis courts Fitness center Fishing piers Marina access On-site management Deeded beach access Perfectly situated near Siesta Key’s lively South Village, you're just steps from top restaurants, shopping, and entertainment Whether you're planning a relaxing vacation or an extended stay, this rental offers the comfort of home with resort-style amenities in one of the most sought-after locations on the Gulf Coast. Available for weekly rentals – book your stay in paradise today! Not Available 2027 Jan through April 15th 2027
6415 MIDNIGHT PASS RD #602, SARASOTA, FL 34242
$9,5002594 Days on yellowkey MLS ID: A4438172
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1489 Built: 1975 Tax: $4,736 (2021)Community: AnchorageCondo
Taxes:$4,736
Remarks: ***AVAILABLE MAY 2026 THRU DECEMBER 2026. BOOKED FOR SEASON AND THEN AVAILABLE AGAIN APRIL 2027*** Welcome to the Beach! Prime Siesta Key location. This large, spacious 2 Bedroom/2 Bath split floor plan condo comes with a full-length balcony with views of the gulf and intracoastal waterway, as well as the beautiful sunsets. Available as a monthly rental, the interior boasts a decorative fireplace, reclining sofa, two walk-in closets, washer and dryer in laundry room its coined operated at the end of the hall. Walk-in shower in master. Cable, Wi-Fi, internet. The building also has a fitness center, his and hers saunas, additional laundry on every floor. This condo comes with a carport with plenty of additional parking. The Anchorage offers every beach amenity you could want. Deeded beach access, heated olympic size pool, three lighted tennis courts, beautiful grounds in a park-like setting leading to the intracoastal. Prime location to watch the parade of boats going by. Grilling and picnic area. Free boat docking. Wi-Fi throughout property. Best of all is the location! Easy on, easy off of Stickney Point Bridge. Boat rentals, great restaurants and bars and shops right across the street, and you can take the free Siesta Key Trolley anywhere from Turtle Beach to Siesta Key Village. No need to get in your car, just enjoy your beach vacation with everything right there!
Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
1215 S PORTOFINO DR #202, SARASOTA, FL 34242
$6,500379 Days on yellowkey MLS ID: A4658857
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968Community: Siesta Harbor ISpa: YesCondo
Remarks: BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a quick, short walk across the street to Siesta Key Beach, voted U.S. #1 Beach several years in a row! Enjoy direct beach access. Spacious 2 Bedroom / 2 Full Bath layout with coastal décor and everything you'll need to move right in. Canal-front views from a bright, airy, light-filled space. Resort-style heated pool and spa along the wide canal. Active 55+ community with Clubhouse, fitness room, saunas, outdoor spa, fishing pier on the Intracoastal Waterway. Walkable to shops, restaurants, and iconic Siesta Key Beach and Siesta Key mini-donuts! Easy access on and off the key, SCAT stop and trolley just outside your door. Whether you're looking for a peaceful retreat or an active community lifestyle, this impeccably maintained, move-in-ready condo has it all. Elevate your living experience in one of Sarasota’s most desirable waterfront communities — Paradise awaits! Off Season Rates Apply May through September.
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Rosie Dipasquale (614-313-7962)
5577 CONTENTO DR, SARASOTA, FL 34242
$5,000835 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.
1232 NORTHPORT DR, SARASOTA, FL 34242
$9,97544 Days on yellowkey MLS ID: TB8519681
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1794 Built: 1968Community: Royal Palm HarborSpa: NoSingle Family
Remarks: Annual Rental: Waterfront 3BD/2BA home with private pool and sailboat water with boat slip. Looking for a laid-back Siesta Key flip-flop lifestyle with urban conveniences? Discover 1232 Northport Drive, a secluded, peaceful setting less than one mile from world-famous Siesta Key beach. This updated island one-story home awaits your annual escape from daily demands, but not too far, as high-speed internet provides the AI connection between paradise and business. Bring your family, dog, and boat for an amazing year in the tropics. The home is currently furnished, and the owners will consider removing the furniture so you can move in your personal belongings for comfort. The home is offered as an annual rental that includes pool and grounds maintenance and inside laundry room with full sized washer/dryer; however, tenants are responsible for utilities, including renters’ insurance, water/sewer, and electricity. The application process includes a background check, with a desired minimum credit score of 680/person. No smoking, vaping, or recreational drugs permitted. The home is ready now for your arrival. Live your Siesta Key dream, waiting for your move. Call for private showings; in person or virtual.
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
1250 N PORTOFINO DR #303, SARASOTA, FL 34242
$3,500257 Days on yellowkey MLS ID: A4672238
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1969Community: Siesta Harbor IiCondo
Remarks: Available for season 2026/2027! Enjoy true waterfront living on the sought-after barrier island of Siesta Key with direct deeded private beach access to the world-famous white sand beaches. Boat slips are also available for renters, making this the perfect seasonal getaway for beach and boating enthusiasts alike. This updated waterfront condo offers serene canal and Intercostal Waterway views, abundant natural light, and a spacious open layout designed for relaxed Florida living. The private balcony is ideal for morning coffee or evening cocktails overlooking the water. The bright kitchen features new stainless steel steel appliances and is fully equipped for your needs. The primary bedroom offers a king-size bed, while the guest bedroom includes two twin beds. Smart TV's and WiFi are included throughout the unit. This meticulously maintained waterfront community features resort-style amenities including a heated pool, spa, sauna, fitness center, clubhouse, shuffleboard, fishing pier, barbecue area, and more. A free trolley stop right outside the complex provides easy access to Siesta Key Village, local shops and restaurants and the public beaches including Siesta, Crescent and Turtle Beach. Conveniently located near the elevator, the unit also includes access to free laundry and a private storage area stocked with beach essentials including chairs, umbrella, cooler and wagon. At least one occupant must be age 55+ to rent this unit. Seasonal rates apply January through April; off season rates vary. One month minimum rental required. This unit is available for long term leases of over 6 months at discounted rates(taxes will apply).
Listing is courtesy of: MONARCH PROPERTY GROUP LLC (941-270-1675)
Listing Agent: Angela Bailey (941-270-1675)
446 CANAL RD #5, SARASOTA, FL 34242
$2,450849 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.
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