Location: Sarasota , 34242
Do Not Show Listings
5310 HIDDEN HARBOR RD, SARASOTA, FL 34242
$6,20072 Days on yellowkey MLS ID: A4682592
INCREASED by $200 (3.3%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2295 Built: 1977Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Siesta Key Annual rental. Located just a half mile from Siesta Key Beach, this four-bedroom, two-bath home is tucked away in the quiet Hidden Harbor area. Set in a beautiful tropical environment with canopy-lined streets, the property features 2,300 square feet of living space and a 1200-square-foot lanai. The interior offers an open floor plan with vaulted ceilings, skylights, and updated kitchen and baths. Each bedroom includes a private balcony with shelving in each closet. The master bathroom features a soaking tub, shower, and a double vanity with marble counters. Sliding doors from the living room and kitchen/family room open to a large screened-in lanai and a two-story deck. Outside, you will find a pristine, caged, heated swimming pool with waterfall and spa - perfect for entertaining. The home is situated on an oversized lot with a gated entrance. It offers two zone air-conditioning and heating units. The home has a metal roof and hurricane impact windows and has a 2-car detached garage. Enjoy the island life with proximity to the Gulf of Mexico and the boutiques, restaurants, and nightlife of Siesta Key Village. Rent includes weed control, leaf pickup, pool maintenance, pest control, and internet. The fireplace is not for tenant use.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
6154 MIDNIGHT PASS RD #A06, SARASOTA, FL 34242
$7,50092 Days on yellowkey MLS ID: TB8468618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1071 Built: 1966Community: Casa Blanca VillasVilla
Remarks: Enjoy a perfect vacation in this spacious 2 bedroom, 2 bath large villa. With 2 Queen and 2 Twin beds, this is the perfect villa even for a large family up to 6. From this villa, you are just steps to Crescent Beach - world renowned whitest sand. Enjoy Wi-Fi community internet access, a 32" flat screen TV with HD/DVD in the living room, and a TV with DVD/VHS in the master bedroom. Kids will enjoy exploring the "Rainy Day" toy box. Bathroom shower and tub are equipped with grab-bars. Casa Blanca is within a short distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key.
Listing is courtesy of: DESTINATION FLORIDA RENTALS & REAL ESTATE (727-866-7368)
Listing Agent: Heather Sutter (727-432-0234)
9393 MIDNIGHT PASS RD #P4, SARASOTA, FL 34242
$4,00017 Days on yellowkey MLS ID: A4688595
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1975Community: Pointe On Midnight PassCondo
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Enjoy awe-inspiring sunrises and sunsets from this furnished 2-bedroom, 2-bath penthouse condo at the southernmost end of Siesta Key, offered as a 3-month, 6-month, or annual rental. This corner unit offers extra windows and water views from every room, filling the space with natural light and showcasing breathtaking sunrises over Neville Preserve on Little Sarasota Bay and spectacular sunsets over the Gulf of Mexico. As one of the largest floor plans at The Pointe, this 10th-floor residence features a spacious kitchen open to the living area, engineered hardwood flooring, crown and base molding, and ceiling beams that define the dining and living spaces. The generous screened and glassed lanai, accessible from both the living room and the primary suite, provides the perfect place to relax and take in downtown Sarasota views, beautiful wildlife, and stunning sunrise skies. The private primary suite includes a large bedroom, walk-in closet, built-in vanity with sink, and an ensuite bath with walk-in shower, second sink, and toilet. A comfortable guest bedroom and full hall bath complete the main living space. Additional highlights include a large laundry room with ample cabinetry, a walk-in utility room off the lanai, a large ground-floor assigned lock-off storage bin, and an oversized under-building parking space convenient to the building entry. Located in The Pointe, a beautifully landscaped 5+ acre gated community at the southern tip of Siesta Key, residents enjoy exceptional amenities including a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and canoe racks and launch, clubhouse, saunas, fitness centers, island pavilion with grills, and on-site management and maintenance. A scenic waterfront walkway surrounds the property, and Turtle Beach plus two great restaurants are just minutes away. A wonderful opportunity to enjoy the best of island living in an exceptional rental.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
4852 FEATHERBED LN, SARASOTA, FL 34242
$7,000374 Days on yellowkey MLS ID: A4648921
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2439 Built: 1966Community: Harmony SubSingle Family
Remarks: SIESTA KEY, Sarasota, Single Family Pool Home….Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and relaxation. Rear fencing of the carefully landscaped yard adds a privacy element to the enjoyment of these features. Moving from the yard to the indoors, the charm of this home only deepens. The impressive entryway ushers you into an atmosphere of stylish lighting, sunlight, neutral colors, open floor plan, and a fireplace in the living room. In the updated kitchen, which brims with stylish functionality, culinary endeavors are a pleasure! The kitchen connects seamlessly onto the living room, patio, and backyard. The scene is brightened by natural light. Culinary endeavors are powered by premium appliances. The ensuite primary bedroom, conveniently located on the main-floor, is well-designed and luxurious. In addition to the convenience of the private bathroom and you will find ample closet space to let your wardrobe breathe. Offering uniqueness, respite, ensuite convenience, ample closet space, and conveniently located on the ground floor, the remaining bedrooms are ready for someone to make them their own. Close to the natural beauty of Siesta Key Beach, you'll spend more time at destinations (or at home) than in transit. After your local excursions, you'll return to the familiar welcome of traditional design, in a popular neighborhood where the low-traffic streets are framed by greenery. Call Today! Available May through September.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
6708 SARASEA CIR #202, SARASOTA, FL 34242
$3,20022 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 May 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 Agent: Dawn Bear (941-468-7224)
9200 MIDNIGHT PASS RD #10, SARASOTA, FL 34242
$2,500421 Days on yellowkey MLS ID: A4643306
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 895 Built: 1972Community: Inlet AptsSpa: NoCondo
Remarks: Waterfront Paradise on Siesta Key – Turnkey Furnished 2BR/2BA Condo! Experience the ultimate in coastal living with this completely remodeled, turnkey furnished 2-bedroom, 2-bathroom waterfront condo on the south end of Siesta Key, just past Turtle Beach! This ground-floor unit offers stunning water views from the lanai, a beautifully updated kitchen and bathrooms, and brand-new furnishings—including a king-size mattress in the master bedroom and a queen-size bed in the guestroom. Enjoy resort-style amenities, including a heated pool, and the convenience of reserved parking right outside your door. Whether you’re looking for a vacation from the cold, a place for a month to look around to buy or while your place is getting remodeled this condo is the perfect retreat! Available May 1-Sept 15, 2026 Don’t miss this rare opportunity—schedule a showing today!
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
1203 LYRIC LN, SARASOTA, FL 34242
$9,500309 Days on yellowkey MLS ID: A4656825
REDUCED by $500 (5.0%) on 04/08/2026
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)
1224 S VIEW DR, SARASOTA, FL 34242
$5,90085 Days on yellowkey MLS ID: A4681211
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!
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
4946 COMMONWEALTH DR, SARASOTA, FL 34242
$5,000307 Days on yellowkey MLS ID: A4657231
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2080 Built: 1972Community: Siesta BeachSingle Family
Remarks: Available as a monthly rental in May, August, September, October, November and December 2026 only! Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private dock, watching for playful manatees and jumping fish, or simply basking in the sunshine by your private pool. With ample outdoor space for lounging, dining, or even trying your hand at fishing, this backyard oasis is your personal paradise. Inside, the home offers a beautifully appointed, light-filled space. The primary bedroom boasts a comfortable King bed and an en-suite bathroom, while the second bedroom features a Queen bed, and the third provides flexible sleeping with two Twin/Single beds. The fully equipped kitchen is ready for family dinners, though with the vibrant Siesta Key Village near, you might prefer to explore the array of locally owned restaurants, cafes, and lively bars. The unbeatable location means you're not only steps from delicious dining and entertainment, but also just a short 3-minute drive (or a fun bike/golf cart ride, a local favorite!) to the world-famous Siesta Key Beach, consistently ranked among the best in the USA. Please note: If you are bringing a pet, there is a $250 pet fee (per pet). We encourage you to inquire about the specific pet policy applicable to your reservation for clarification, including how and when the pet fee will be collected.
5157 SANDY BEACH AVE, SARASOTA, FL 34242
$6,00023 Days on yellowkey MLS ID: A4689130
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2288 Built: 1992Community: Siesta BeachSpa: NoSingle Family
Remarks: Stay at this large Key West style Siesta Key home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle ride in the mornings to grab some breakfast or a coffee at LeLu Coffee Lounge. 4 bedrooms and 2.5 baths brings you back inside with a large open living room and kitchen with breakfast bar. The master suite on the main level with en-suite bathroom with access to the pool. Upstairs you have 3 additional bedrooms.
Listing is courtesy of: M&M PROPERTY MANAGEMENT GROUP (941-320-4287)
Listing Agent: Joe Meszaros (941-320-4287)
5400 OCEAN BLVD #10-02, SARASOTA, FL 34242
$10,00024 Days on yellowkey MLS ID: A4688970
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 936 Built: 1970Community: TerraceCondo
Remarks: Welcome to The Terrace 10-2 on Siesta Key, a fully renovated 10th-floor beachfront condo offering some of the most breathtaking panoramic views on Florida’s Gulf Coast. Designed by the renowned architect Frank Folsom Smith, The Terrace stands as one of Siesta Key’s most architecturally significant landmarks, combining mid-century sophistication with timeless coastal beauty. The Space This 1-bedroom, 1-bath luxury condo has been meticulously redesigned for modern comfort and effortless relaxation. The open-concept floor plan connects the sleek kitchen, dining, and living areas—each surrounded by wraparound windows that reveal 280° views of turquoise waters and quartz sand. • Fully renovated interiors with custom finishes • Concrete and wood-paneled ceilings add warmth and architectural texture • All-new stainless-steel appliances • Granite countertops and bar seating for three • Dining table for four just off the kitchen • Work desk with ocean views • Spacious sectional sofa and Smart TV in the living area • Smart TV on the patio, perfect for enjoying the game with the sound of the waves • Three private balconies with outdoor seating and panoramic views of Siesta Key Beach, Lido Key, and downtown Sarasota The primary bedroom features a plush king bed, large TV, and floor-to-ceiling glass that frames the coastline from sunrise to sunset. The bathroom includes a walk-in shower and elegant finishes throughout. Amenities • Direct beach access from The Terrace grounds • Heated oceanfront pool with sundeck and loungers • Private parking for one car • High-quality linens and towels • Beach gear provided Location Situated at the corner of Ocean Boulevard and Beach Road, The Terrace offers the closest proximity to Siesta Key Village of any beachfront condominium, just steps from restaurants, live music, and boutique shopping. From your balcony, enjoy views stretching from Venice Pier to Anna Maria Island, with Sarasota’s city skyline sparkling in the distance. Rental Details • 60-day minimum stay • Board application and approval required Experience the best of Siesta Key, where modern design meets classic coastal living. The Terrace by Altez Vacations invites you to wake up to endless horizons and fall asleep to the sound of the surf. Rates: 10,000 April - December: 16,000 January - March Rate includes all utilities and taxes 2-Month Minimum **Your inquiry on our property will be responded directly to your personal email. Please keep a lookout for our response so we may best serve your request
Listing is courtesy of: ALTEZ VACATIONS, LLC (941-349-9580)
Listing Agent: Sean Altice (323-363-4107)
8625 MIDNIGHT PASS RD #305B, SARASOTA, FL 34242
$4,700124 Days on yellowkey MLS ID: A4670970
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 697 Built: 1970Community: Bay Tree ClubCondo
Remarks: Siesta Key! Newly renovated and fully furnished 1BR/1BA condo set in a relaxed, resort-style waterfront community on Siesta Key. This gulf/beach-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools (bay & gulf/beach side), private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a boating enthusiast or beach lover could dream of. Located in the coveted Bay Tree Club on South Siesta Key, this is your chance to embrace coastal life at its finest, whether you're exploring the Gulf by boat or lounging on sugar-sand beaches. The pools & grill areas provide idyllic locations for all gatherings. This freshly remodeled condo features a generous sized living room with a French/Juliet balcony overlooking the bay side heated pool & lush grounds with some views of the Sarasota Intracoastal Waterway. The dining area has a pass-through access to the updated designer kitchen featuring quartz countertops & new self-closing cabinets/drawers The primary bedroom has a large closet providing ample storage. Along with the foyer closet, you will have room for all your possessions. Don't forget the beach side cabana for your gear. Renovated full bath with a tub completes. Each building is equipped with elevators and laundry rooms (coin-op) on every floor ensure everyday comfort is never out of reach. During your stay, explore all the unmatched amenities, nearby restaurants & shops. Bonus is The Breeze Trolley stop just outside. Hop aboard and enjoy free rides to & from Siesta Beach (recently voted #1 in the US & #4 Globally) and Siesta Village. Stay aboard to Downtown Sarasota where you can transfer to the Bay Runner for jaunts to iconic St. Armands Circle & beyond. Life is good here ~ Welcome to your Coastal Oasis Getaway! IN Season, January-April, 5300/month. OFF Season, May-December, $4700/month. Weekly option available for off season. Sorry no pets. Owner/Agent.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Aurelia Gilbert (203-451-3178)
1256 RIEGELS LANDING DR, SARASOTA, FL 34242
$6,500394 Days on yellowkey MLS ID: A4646919
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2168 Built: 1986Community: Riegels LandingSingle Family
Remarks: This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full bath, with its only living room are located on the ground floor with private patios front and back. Think in-law suite. In addition an office/bonus/exercise room is located on the ground floor. The third floor host a loft with a full bath and entertainment area. A full wrap around deck covers the back of the home. The master and guest have a private deck as well. 2 car garage with built in storage. Additional parking left and right side of driveway. House comes fully furnished. 8 month min. lease, available today.
Listing is courtesy of: STARLINK REALTY INC (239-693-7263)
Listing Agent: Christopher Davenport (678-776-2617)
5855 MIDNIGHT PASS RD #426, SARASOTA, FL 34242
$5,000966 Days on yellowkey MLS ID: A4581930
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1976Community: Harbor Towers Y & RCondo
Remarks: Listing reflects peak season rate. Available peak season months: January 2027-April 2027. Off season rates start at $5,000. Discover Turquoise Turtle, a beautiful 2-bedroom, 2-bathroom condo nestled within the luxurious Harbor Towers Yacht & Racquet Club on Siesta Key. This charming beach palace is your true coastal getaway, offering a prime location and resort-style amenities. From the moment you park in your assigned spot, you'll feel the resort vibe. Step into the beautifully remodeled lobby and take the elevator to the fourth floor, where the inviting blue hues of Turquoise Turtle welcome you to paradise. Inside, you'll find modern beach decor and an updated galley kitchen, designed for your comfort. The primary bedroom features a king-sized bed, while the second bedroom offers a comfortable queen bed. A sleeper sofa in the living area accommodates two additional guests, allowing the condo to comfortably sleep up to 6 guests. The two bathrooms are clean and functional, and the split floor plan ensures privacy for all guests. Step out onto your private balcony and enjoy views of the world-famous Siesta Key Beach directly across the street! You'll be just minutes away by foot, and a quick trolley, bike, or golf cart ride will take you to Siesta Key Village's delicious restaurants and vibrant shops. Harbor Towers boasts an array of amazing amenities, including two heated pools, three Har-Tru tennis courts, and an outdoor patio overlooking one of Siesta Key's largest marinas. Notably, the community is located directly on the Intracoastal Waterway, and for boat enthusiasts, you are able to register with the HOA to dock your boat right on-site. The community also offers convenient washers and dryers on every floor and a fitness room. Don't wait – book your ultimate Siesta Key vacation at Turquoise Turtle today!
131 WHISPERING SANDS CIR #V33, SARASOTA, FL 34242
$4,75037 Days on yellowkey MLS ID: A4687180
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1264 Built: 1968Community: Whispering Sands Sec 5Villa
Remarks: Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect flex space for guests, a home office, or additional living. Inside, the home feels light, bright, and effortlessly coastal with wood-look porcelain tile flooring throughout and a clean, neutral palette that complements any style. The kitchen has been thoughtfully updated with cream cabinetry, granite countertops, a modern backsplash, and island space, along with a full appliance package designed for both everyday ease and entertaining. Both bathrooms feature sleek, walk-in glass showers and updated finishes, while the layout offers spacious bedrooms, generous closet space, and abundant natural light throughout. A private outdoor space creates the perfect setting for morning coffee, evening wine, or simply enjoying the Gulf breeze. What truly sets this residence apart is the lifestyle. Residents enjoy 800 feet of private quartz sand beach on the Gulf, a beachside pool, an additional pool with subtle water views, fitness center, clubhouse, shuffleboard courts, and kayak/canoe storage, along with on-site management, maintenance, and security for peace of mind. Located just steps from Siesta Key Village’s top-rated dining, boutique shopping, and vibrant nightlife, everything you need is right outside your door. This is the kind of rental that rarely becomes available and never lasts. Live where others vacation.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
7006 MIDNIGHT PASS RD, SARASOTA, FL 34242
$1,70070 Days on yellowkey MLS ID: A4683279
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 850 Built: 1978Community: Point O Rocks Terrace AddHalf Duplex
Remarks: Welcome to your beach retreat on Siesta Key at 7006 Midnight Pass Rd #4. This bright and inviting 1-bedroom, 1-bath residence offers approximately 850 square feet of easy, coastal living with new paint throughout. The open living and dining area is finished with ceramic tile flooring for effortless maintenance—perfect for the beach lifestyle—while central air conditioning keeps everything comfortable year-round. The spacious bedroom easily accommodates a king-size bed. Enjoy indoor-outdoor living on the screened patio, which opens to a fenced backyard with a new paver walkway, ideal for grilling and relaxing after a day at the beach. Additional conveniences include on-site laundry, extra storage for beach gear, and covered parking. Close to Siesta Key’s renowned dining and shopping, with upper and lower units available; pets considered with approval and no smoking
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Anthony Almengual (941-807-5626)
6006 MIDNIGHT PASS RD #15, SARASOTA, FL 34242
$7,500409 Days on yellowkey MLS ID: A4644906
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1960Condo
Remarks: No roads to cross to get to the beach! Just listed- This clean, updated, cheery one bedroom/one bath condo in Casa Mar is ready for your beach stay! Covered parking, on-site community laundry rooms, and heated pool are just some of the amenities this Association has to offer. A recently added security gate adds value. This condo is ready for your stay- includes linens & beach towels. Pack your suit and enjoy your stay now!!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
6480 MIDNIGHT PASS RD #506, SARASOTA, FL 34242
$12,000411 Days on yellowkey MLS ID: A4644593
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1979Community: Siesta BreakersCondo
Remarks: Siesta Key's beautiful coastline offers you the chance to enjoy your dream vacation in this fantastic 2-bedroom ocean-view condominium. Situated directly on the beach and across the street from the South Village, you’ll be mere steps away from both the beautiful water and a vast array of destinations. The South Village includes a full-service grocery store and numerous restaurants, ice cream shops, shopping spots and live entertainment venues to choose from all within a 5–10-minute walk. As a guest, you'll delight in the array of traveler favorites, including a refreshing outdoor pool, complimentary high-speed WiFi, and the convenience of a washing machine and dryer in the unit. Unwind in the evenings with a movie on the smart TV, or curl up with a good book. The fully stocked kitchen, complete with a stove, oven, refrigerator, and dishwasher, invites you to unleash your culinary creativity. Savor your meals at the dining table, or step out onto the balcony and enjoy the breathtaking ocean views. Indulge in the essentials, such as plush towels, basic toiletries, and an iron and board, ensuring a comfortable and hassle-free stay. With air conditioning, heating, and linens provided, you'll be able to relax in complete comfort. A sleeper sofa in the living room is a bonus when you want to sleep six guests in the condo. Embrace the great outdoors with the beach loungers, towels, and outdoor furniture, perfect for soaking up the sun or enjoying a leisurely stroll along the shore. And when you're ready to explore, the desk and chair in the office space provide the perfect spot to plan your adventures. Immerse yourself in the beauty of Siesta Key and create lasting memories at our exceptional beachfront condo!
4660 OCEAN BLVD #P1, SARASOTA, FL 34242
$3,400148 Days on yellowkey MLS ID: A4673816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971Community: Sea Village / Siesta KeyCondo
Remarks: Long term rental turnkey furnished waterfront condo in the desirable Sea Village community. Enjoy stunning views of Big Pass and the Gulf, plus easy access to the community pool. The home features travertine flooring, crown molding, hurricane-rated sliders, plantation shutters, and an open living/dining layout. The kitchen includes wood cabinetry, granite countertops, a breakfast bar, and quality appliances. The primary bedroom offers lanai access and an updated en-suite bath with dual sinks and a walk-in shower. The guest bedroom and bath are also well-appointed. A spacious lanai with travertine flooring and clear-view screening extends to an outdoor patio with wide water views. Impact-rated glass throughout for added peace of mind. Located on the north end of Siesta Key, just moments from Siesta Key Village, beaches, dining, and Sarasota amenities—an ideal coastal rental.
Listing Agent: Nelson Reyes (813-843-7003)
1355 S PORTOFINO DR #103, SARASOTA, FL 34242
$5,00070 Days on yellowkey MLS ID: A4682516
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1975Community: Siesta Harbor IiiCondo
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!
Listing is courtesy of: DANIELLE GLADDING & CO. REALTY (941-539-8535)
Listing Agent: Alison Kanter (941-306-9786)
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