Location: Sarasota , 34242
Do Not Show Listings
1137 N MOONMIST CT #L-7, SARASOTA, FL 34242
$7,500293 Days on yellowkey MLS ID: A4664078
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 896 Built: 1968Community: Polynesian GardensCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year:
Middle School: Brookside Middle
Remarks: This is a short term rental. Listing reflects peak season rate. Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the moon on the water. The spacious living area is bathed in natural light, inviting you to relax and unwind. The primary bedroom features a king-size bed and an elegant ensuite bathroom, offering a private haven for rest. The second bedroom, with its twin-size and double-size bed, is perfect for families or friends ready for a peaceful retreat. Start your day by watching dolphins play in the water as the sun rises, then take a refreshing dip in the nearby heated pool. For a more adventurous afternoon, cast a line from the community fishing pier for the catch of the day. As evening approaches, prepare to be enchanted by the breathtaking Siesta Key sunsets and the rhythmic sounds of the local drum circle celebration—a truly magical tradition. Located near vibrant restaurants, bars, and attractions, you'll find plenty to do without ever needing a car. At The Blue Luna, you can relish the stunning sunsets, lose yourself in the rhythmic beat of the drum circle, or simply enjoy a quiet moment by the pool. Book your stay today and claim your slice of paradise where the magic of the moon meets the tranquility of the sea.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
5516 AVENIDA DEL MARE, SARASOTA, FL 34242
$15,000972 Days on yellowkey MLS ID: A4587247
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2259 Built: 1976Community: Sarasota BeachSpa: NoSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: This is a short term rental. Listing reflects peak season rate. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults upstairs. No need to fight over the king-size bed, as this home boasts two luxurious king-size bedrooms! Both offer comfortable retreats and easy access to your private pool, perfect for a refreshing dip anytime. The third bedroom features a trundle bed that comfortably sleeps two. Outside, the private pool area awaits with lounge chairs for sunbathing, an outdoor shower, and a delightful area to grill and enjoy alfresco dining at the table for six. Just moments away, the vibrant energy of Siesta Key Village, with its diverse culinary scene and local shops, offers endless opportunities for exploration. Surf's Up provides the ideal launchpad for experiencing all that Siesta Key has to offer, with plenty of room to relax and recharge in between adventures. Perfect for families seeking sun, relaxation, and easy access to Siesta Key Beach & Village. Book your unforgettable getaway now! 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.
6154 MIDNIGHT PASS RD #A06, SARASOTA, FL 34242
$7,500147 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
$4,00072 Days on yellowkey MLS ID: A4688595
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1975Community: Pointe On Midnight PassCondo
High School: Sarasota High
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)
4946 COMMONWEALTH DR, SARASOTA, FL 34242
$5,000362 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
$6,00078 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
$10,00079 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
$4,700179 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
$6,500449 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
$5,0001021 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!
6006 MIDNIGHT PASS RD #15, SARASOTA, FL 34242
$7,500464 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
$12,000466 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!
20 WHISPERING SANDS DR #903, SARASOTA, FL 34242
$12,0001209 Days on yellowkey MLS ID: A4562777
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Community: Whispering Sands Sec 6Condo
Remarks: Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of life behind. As you exit the elevator to your floor, you will be surrounded by gorgeous views of the village, the bay and the gulf! Once inside, you will have full Gulf views from just about every room. All tile through-out, the main living area is well outfitted with comfortable seating, a custom-built cabinet housing a fireplace and large screen TV, great for movie night! There is dining for six or more with elegant custom lighting, and a breakfast bar with seating for four. The kitchen is a cook's dream featuring Quartz counters, high-gloss cabinets, newer appliances and additional eating space. The primary suite offers a king bed, and a walk-in closet. The primary bath has dual sinks and a lovely custom shower. The guest bedroom has a Queen bed, and there is a beautiful guest bath. Both the main living area and the primary bedroom feature sliders out to the patio, overlooking the azure water of the Gulf, where you can sip your morning coffee, or take in a fabulous sunset! Not only do you have 800 waterfront feet of private beach, but you also have your choice of two sparkling heated swimming pools, one on the beach and one overlooking a peaceful lagoon. This immaculately maintained community has it all, you have a Tiki Hut on the beach, outdoor grills, shuffleboard, a clubhouse with full kitchen and a fitness room. Just MINUTES to SIESTA KEY VILLAGE, take the private gate, located just behind Davidson's Drugs, to the Village for all your shopping and dining needs. Don't wait to reserve this amazing rental, available for longer term rentals as well as short term. Welcome to paradise! (Booked January through end of March 2026)
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)
Listing Agent: Stephanie Deshaies (941-780-3229)
9397 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$5,000193 Days on yellowkey MLS ID: A4674922
Remarks: One or more photo(s) has been virtually staged. Siesta Key Seasonal Retreat at The Pointe is available beginning April 18, 2026, with a 3-month minimum stay required. Available April through Mid December 2026... Not Available for Season 2027 ... Attractively priced, this waterfront property offers an exceptional opportunity to spend your winter surrounded by stunning water views on the southernmost tip of Siesta Key. The Pointe features breathtaking vistas of Little Sarasota Bay, the lagoon, and the Gulf of Mexico. Enjoy mornings in your sunlit kitchen overlooking the Gulf or relax on the spacious enclosed, air-conditioned balcony while watching birds and boats drift by. The community offers outstanding amenities, including a heated pool with spa, lighted tennis courts, fitness and community rooms, a clubhouse with kitchen, kayak and fishing access, an outdoor pavilion, and on-site management. Just a 10-minute walk brings you to Turtle Beach, where you can enjoy swimming, shelling, playgrounds, restrooms, a boat launch, and picnic areas. Nearby dining includes Turtle Beach Pub, Ophelia’s on the Bay, and Turtles on Little Sarasota Bay, with Southbridge shops and restaurants also close by. The Siesta Key trolley provides easy access to the Village, ensuring convenience and a truly effortless seasonal getaway. Whether you seek sun, sand, or serene waterfront living, this delightful condo at The Pointe offers an unforgettable stay on beautiful Siesta Key.
8710 MIDNIGHT PASS RD #405, SARASOTA, FL 34242
$4,750 MLS ID: A4630124
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1980Community: TortugaCondo
Remarks: AVAILABLE APRIL 2026. This is a great opportunity to live on the beach. Your new home is located on the 4th floor. Open plan, with large tile throughout. The home is furnished with an equipped kitchen. Grab your plate and fork because this property is having your cake and eating it too... Just bring your suitcase and you are set. Not too many condos have this, but your 2-bedroom 2-bath is a split plan. Wait until see the grounds and just a few steps to the Gulf. Very easy to show. The owners are looking for annual lease. But the winter rental PRICES will increase for winter months. Easy to show!!!
Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
1257 S PORTOFINO DR #36, SARASOTA, FL 34242
$5,000 MLS ID: A4125928
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 780 Built: 1968Community: Siesta Harbor ICondo
Remarks: Siesta Key vacation rental! Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing 1 bedroom has 2 full baths, and is conveniently located on the ground floor close to your assigned parking space. Owner has an air mattress available for guests, a portable electric grill, bikes, beach chairs, and a new 10X10 beach canopy. An open kitchen and remodeled bathrooms are some of the perks in this waterfront unit. Sit on your lanai and watch the boats go by as you sip your morning coffee. Amenities include direct beach access to Siesta Key beach, the #1 beach in the USA, community pool and spa, sauna, fitness, shuffleboard and walking distance to shops, restaurants and entertainment. Close proximity to the Stickney Point bridge enables easy access on and off the Key. This is a 55+ community which means one renter in the party must be over 55 years of age. No pets and no smoking please. 1 car reserved parking space.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
9122 MIDNIGHT PASS RD #34, SARASOTA, FL 34242
$8,500 MLS ID: A4581541
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2558 Built: 2002Community: Somerset CayCondo
Remarks: Rarely available 3 bed, 3 bath, plus office/work-space condo in sought-after Somerset Cay! You will love the resort-style amenities and the contemporary elegance this wonderful home offers. There are three balconies, offering views of the Bay, the Intercoastal Waterway and the Gulf. Fully updated kitchen with top-of-the-line appliances and breakfast bar, a large primary suite with a King bed, with access to the private balcony. The spacious primary bath offers dual sinks, a soaking tub and walk-in shower. Both guest bedrooms are elegantly appointed, you will appreciate the tasteful decor and original artwork! This boutique-style community offers a heated pool and spa, well-equipped fitness center, cabanas, BBQ area and kayak launch, to name a few. Located on the south end of the Key, you are just down the street from popular Turtle Beach, and many dining and shopping options, both on the Key and off. Welcome to your slice of Paradise! Booked February, March and April 2027. Open October, November and December 2026 and January 2027, minimum stay is 60 days.
5780 MIDNIGHT PASS RD #609, SARASOTA, FL 34242
$10,000329 Days on yellowkey MLS ID: A4660412
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979Community: Gulf & Bay Club Ph 2Condo
Remarks: Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor gulf-view condo offers the ultimate blend of elegance, comfort, and breathtaking scenery in one of the island’s most exclusive beachfront communities. From the moment you step into the elegant lobby, you’ll be greeted with a sense of serenity and sophistication. The elevators whisk you up to your private slice of paradise, where this coastal chic condo awaits—designed to be your perfect home away from home. Inside, you’ll find a sleek and stylish kitchen complete with stainless steel appliances and beautiful hardware that complements the refined decor. The spacious living room is the ideal place to unwind after a sun-soaked day, with plush seating and serene ambiance. Adjacent, the dining area offers picturesque views of the Gulf as well as the sparkling lakes and fountains within the community—creating a truly tranquil setting for your meals. The primary bedroom is a peaceful retreat featuring a king-size bed and an ensuite, spa-inspired bathroom with a large vanity and a breathtaking walk-in shower. The second bedroom offers two queen-size beds and ample closet space, perfect for guests or family. The second bathroom also features a large vanity and a gorgeous walk-in shower, continuing the home’s spa-like aesthetic. For those working remotely or simply wanting a quiet space, the den has been thoughtfully converted into an office and storage area, complete with a large desk—ideal for setting up your remote office in paradise. As a guest of Gulf & Bay Club, you’ll enjoy unmatched amenities including: Private beach access to world-famous Siesta Key Beach Three heated swimming pools Tennis, pickleball, and racquetball courts State-of-the-art fitness center Lakes, fountains, and tropical walking paths Clubhouse and social activities Saunas and hot tubs 24-hour gated security Whether you're soaking up the sun on the private beach, enjoying the Gulf breeze from your balcony, or exploring the vibrant local shops and restaurants of Siesta Key Village just minutes away, this condo offers everything you need for an unforgettable beachside getaway. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Andy Moore (941-877-5588)
5963 MIDNIGHT PASS RD #332, SARASOTA, FL 34242
$10,500337 Days on yellowkey MLS ID: A4659595
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1974Community: Palm Bay Club IiCondo
Remarks: Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool. At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances in the spacious kitchen, all set against modern wood-look ceramic tile flooring throughout. The living room features a sleeper sofa, allowing the unit to comfortably accommodate up to 6 guests. Enjoy your morning coffee or evening wine on the private balcony, overlooking the lush courtyard and bay. Highlights: Bayfront views from a serene end unit 2 bedrooms, 2 baths + sleeper sofa (sleeps 6) Fully updated kitchen & flooring Balcony with water & courtyard views Steps to the Bayfront pool Palm Bay Club Amenities: Private beach access to the #1 Beach in the U.S. 2 heated pools + hot tub Tennis & pickleball courts (lighted) Fitness center Fishing pier & boat docks (available for rental) BBQ grills, laundry on each floor Free trolley to Siesta Key Village & Turtle Beach 24-hour security Policies: No smoking No pets (service animals require prior approval) One parking space per unit; no visitor passes during Spring Break/Holiday weeks Living room TV with DirecTV; bring your own Roku/Firestick for streaming in bedrooms Whether it’s a long weekend or an extended beach stay, this Gulf-to-Bay resort condo delivers the full Siesta Key experience in comfort and style. Book your stay and enjoy paradise!
1206 SIESTA BAYSIDE DR #1206B, SARASOTA, FL 34242
$8,900435 Days on yellowkey MLS ID: A4648978
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 1988Community: Gulf & Bay Club BaysideCondo
Remarks: Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. With breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great space for enjoying meals with family or friends. The light and bright living room enhances the relaxed, coastal vibe. On the first floor, the primary bedroom boasts a king-size bed and an attached bathroom featuring a walk-in shower with stunning marble from floor to ceiling. Upstairs, the second bedroom offers a spacious retreat with a queen-size bed, ideal for unwinding after a day of adventure. The second bathroom includes a dual vanity and a walk-in shower, while the third bedroom has two twin-size beds, perfect for guests or family members. For beach days, you’ll find all the essentials stored in the garage, making this condo a true beach lover’s paradise! Upon arrival at Gulf & Bay Club Bayside, you'll be captivated by the beauty, serenity, and charm of this "Key West" style village. Stroll along the community path to the fishing dock, where you can take in the breathtaking views of the Intracoastal Waterway. Here, you might catch a fish, spot jumping dolphins, or even see a manatee. Our spacious units, individually owned and decorated, are surrounded by lush, tropical landscaping, shell paths, and tranquil lakes with soothing fountains. Gulf and Bay Club Bayside offers a variety of on-site activities, including two heated pools, two tennis courts that can be converted to pickle-ball courts, and an exercise room. BBQ grills are also available for all guests to use, making it easy to enjoy a meal outdoors. House Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.