Condo
704S Crescent Arms
7th Floor Penthouse Condo.3 bedroom 2 bath Gulf Front View-Completely remodeled, including new kitchen and bathrooms-All new appliances including wine cooler, super quiet dishwasher. ALL new furnishings, Approx. 1,400 square ft., Private/Dedicated WIFI internet- Living room includes 75inch TV and each bedroom has a 43inch TV. Master suite with King bed, Second Bedroom with King bed, Third Bedroom with Queen bed. Both Bathrooms have walk-in showers-Watch the sunset from the screened in lanai on the 7thfloor. Step outside to the Best Beach in Florida! Crescent Arms amenities including Pool, close to the bridge, restaurants and bars, and shopping. 1 WEEK MINIMUM RENTAL REQUIRED
Condo
Sea Club II Unit 7E
Sea Club II Unit 7E by Tropical Sands Accommodations 5955 Midnight Pass Rd, Unit 7E Siesta Key, FL Welcome to Sea Club II Unit 7E! This two-bedroom and one-bath bayfront condo is perfect for a couple or small family looking for a Siesta Key getaway! Located across from Sarasota on the Intracoastal Waterway, it is just steps away from Siesta Key Beach and a quick trolley ride to Siesta Key Village, offering an array of coastal boutiques, ice cream parlors, coffee shops, and locally raved restaurants. Highlights • Private beach access • 1 parking spot • Community pool • Community fishing pier • Community boat basin (up to 24’) • Community grills and tiki hut • Laundry facility onsite • 4-minute walk to trolley stop As a guest at Sea Club II, you'll have exclusive access to some amazing amenities designed to make your stay unforgettable, including a swimming pool, BBQ grills, and a poolside tiki hut. For water enthusiasts, there’s private beach access just across the street, along with a fishing pier and dock, perfect for your aquatic adventures. Inside this ground-level condo is an intimate coastal retreat featuring a comfortable seating area with a TV, a dining table set for four, and a well-equipped kitchen ready for all your culinary adventures. Both bedrooms offer soft bedding, dressers, and a TV for entertainment. Don’t miss out on this ideal Siesta Key getaway—book Sea Club II Unit 7E today and start your seaside adventure!
Condo
Siesta Beach House #201
If you're looking for a great vacation location on beautiful Siesta Key, then look no further. This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous white sandy beaches, or swim in the crystal clear waters of the Gulf of Mexico. Located on a private lane that leads right to the beach . . . no through traffic and no streets to cross – just a short stroll to the famed white sands of Crescent Beach. 1 WEEK MINIMUM RENTAL REQUIRED
House
4931 Canal Front
Enjoy the relaxing lifestyle of Siesta Key! Almost 3,000 sq feet on the Grand Canal. Lush tropical landscaping and cast stone fountain greets you as you enter onto your brick paver driveway. Perfect for entertaining-theater room w/stadium seating, projection system and over sized screen, wet bar and wine Cellar. Vaulted ceilings in living room, decorative leaded entry doors, stainless steel appliances, over and under counter lighting in kitchen, private elevator, large walk-in closet. Outdoor living area w/private waterway.. ~~Small pets ok~~1 month minimum in Season and 2 weeks out of Season~~
House
Siesta Dreamin'
Siesta Dreamin' by Tropical Sands Accommodations 5536 Contento Dr, Sarasota, Florida Welcome to Siesta Dreamin', the ultimate beach getaway brought to you by Tropical Sands Accommodations! This stunning 4-bedroom, 2.5-bathroom chic canal front home is perfect for families and groups seeking relaxation and adventure on Siesta Key. Nestled just a short 12-minute walk from the world-famous Siesta Key Beach, known for its powdery white quartz sand, this picturesque property invites you to unwind while enjoying breathtaking sunsets over the Grand Canal. With nearby attractions like Siesta Key Village and downtown Sarasota just a short drive away, Siesta Dreamin' perfectly balances serene seclusion with vibrant local culture. Highlights • Private Dock • 12-minute walk to the Beach • Private Pool • 50-amp EV charging outlet • Outdoor Seating • Dedicated Office Space • High-end Kitchen • Beach Chairs and Cart • Washer and Dryer • 30-night minimum stay Siesta Dreamin' boasts an expansive outdoor entertaining space where you can relax by the private heated pool, soak up the sun, or dine al fresco on the charming trellised patio. Surrounded by lush landscaping, the backyard serves as a serene escape where you can enjoy colorful sunsets and the gentle sounds of nature. With a private fishing dock accessible for kayaking and paddleboarding adventures, there's no shortage of ways to immerse yourself in the coastal lifestyle. Step into the heart of Siesta Dreamin' and be captivated by the contemporary and high-end design that flows throughout the home. The great room provides a spacious and inviting atmosphere for relaxation, seamlessly connecting to the dining area where sliding glass doors lead to the outdoor patio. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, top-of-the-line appliances, including a Summit Combination Dual Zone Wine Cellar, making it the perfect space for culinary creations and family gatherings. Retreat to the serenity of the primary bedroom, equipped with a luxurious king bed, a spacious walk-in closet, and an ensuite bathroom boasting a double vanity, a walk-in shower, and a separate soaking tub. The home comfortably accommodates additional guests in three more beautifully appointed queen bedrooms, ideal for family or friends. A shared hallway bath offers a shower and tub combination, while a convenient half bath rounds out the offerings. For bonus sleeping space, the office area features a twin daybed with a twin trundle. Don’t miss the chance to experience the ultimate beach vacation at Siesta Dreamin'! Book your stay today and indulge in coastal living while creating unforgettable memories with family and friends. Let your Siesta Key adventure begin! - This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. Boat Lift is for owner use only. This property does not allow pets of any kind. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Condo
Siesta Beach House #319
Welcome to this cozy beach town home located less than 2 minutes walking distance from beautiful Siesta Beach. All new tile and wood floors and granite counter tops and 3 full bathrooms. Washer and Dryer in unit for your convenience. All new furniture, Master Bedroom has a king bed, and a leather pull-out sleeper chair, the guest bedroom has a new queen and a twin bed. Living room has all new furniture with queen sleeper sofa. Modern well-equipped kitchen, 3 flat screen TV’s, cable and WIFI. Outside patio with table, umbrella and chairs. Siesta Beach House Pool on premises. Beach chairs and loungers are provided! MINIMUM STAY REQUIREMENTS: 1-week minimum Saturday to Saturday reservation required unless booking less than 30 days in advance 3 night minimum may be accepted.
Condo
Bay Oaks E-93
Bay Oaks E-93 by Tropical Sands Accommodations 6157 Midnight Pass Rd Unit E-93 Sarasota, Florida Discover your perfect getaway at Bay Oaks E-93, a coastal-inspired Siesta Key vacation rental in beautiful Sarasota, Florida. This charming 2-bedroom, 2-bathroom condo is ideal for families or groups seeking a relaxing beach escape. Just a short walk from the pristine sands of Siesta Key Beach, you can enjoy sunbathing and swimming. After a day in the sun, explore nearby attractions like the lively Siesta Key Village, the iconic St. Armands Circle, and the breathtaking Marie Selby Botanical Gardens. Highlights • 13-minute Walk to the Beach • Newly Remodeled Kitchen • Beach Chairs and Cart • Private Washer and Dryer • Private Screened-in Lanai • Heated Community Pool • 7-night stay minimum • 1 Covered Parking Space • Tennis and Pickleball Court • Community Fishing Pier and Clubhouse • Easy Access to Siesta Key Breeze Trolley Stop At Bay Oaks, an unforgettable family experience awaits! Enjoy relaxing days by the heated pool and engaging in competitions on the tennis courts. Share delicious meals at the BBQ area, and don’t miss the breathtaking sunsets from the private fishing pier—a perfect backdrop for creating cherished memories and quality time together! Inside, you’ll find a welcoming living area that features two cozy sofas, a TV, and a dedicated workspace for remote workers. The living area flows seamlessly into the screened-in lanai, making it a perfect spot to enjoy the refreshing breeze after a day at the beach. The kitchen underwent a complete renovation in September 2024, showcasing all-new stainless steel appliances—everything you need to whip up your favorite meals and make delicious memories in your Siesta Key condo rental. Bay Oaks E-93 boasts two inviting bedrooms designed for ultimate relaxation. The primary bedroom features a comfortable king bed, complete with an ensuite bathroom and a walk-in shower for your convenience. The second bedroom offers a cozy queen bed and easy access to the shared bathroom with a shower-tub combo. Additionally, the living area includes a queen sleeper sofa, providing extra sleeping accommodations for guests. With dressers in each room and a TV in the primary bedroom, every aspect of your stay at this Siesta Key vacation rental has been thoughtfully curated to ensure a relaxing atmosphere. Don’t miss out on the chance to create unforgettable memories at Bay Oaks E-93. Contact us now or book online to secure your reservation and turn your dream beach vacation into a reality! We can’t wait to welcome you! - This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. This property does not allow pets of any kind. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. 1 car maximum is able to park at this home, guest parking on a first come first served basis. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Condo
15 SS Cottage
Located directly across the street from Siesta Key Beach access 7 and only two blocks to the village! This adorable beach cottage has been newly furnished - island style and has a cozy home feel. There is a private outdoor patio, equipped with table and chairs with umbrella, a brand new gas grill to enjoy the evening breezes. Updated kitchen has full size refrigerator, stove, dishwasher and Keurig coffee maker. The Living Room has a full size sleep sofa, LCD TV and wireless internet is provided. The Master bedroom has a King size bed with a LCD TV as well. The best feature is the location, directly across the street from the beach, and only 2 blocks to the Siesta Key Village and all it has to offer--Siesta Key Oyster Bar (SKOB), Daiquiri Deck, and of course, the Broken Egg. You can leave your worries and your car behind. One stay and you will never want to leave! It's that perfect! This cottage is pet friendly with a 45 lb weight limit. Additional pet fee applies.
Condo
Gulf Holiday Unit 3
Quaint 1 bedroom condo on the first floor is steps away from Sunset Point and one block from the Siesta Key Village! Enjoy this downstairs corner unit at Gulf Holiday, just steps to the ocean, and walking distance to all the shops, restaurants and nightly entertainment! Take a refreshing dip in the heated community pool after a day at out beautiful beach! This is the perfect getaway for a couple or a small family. This property has a one week minimum.
House
Sunrise Landings
Sunrise Landings by Tropical Sands Accommodations 1773 Southwood Street Sarasota, FL 34231 Discover Sunrise Landings, a stunning three-bedroom, two-bathroom historic vacation home recently updated for your ultimate comfort and enjoyment. Perfect for families, friends, and pet owners, this charming property is located in Sarasota, just a short drive from the world-famous Siesta Key Beach. Enjoy nearby attractions such as Phillippi Estate Park, unique boutiques, and dining options. Experience the best of Florida living, all while being less than 5 miles from the beautiful beach! Highlights • Newly Updated Historic Home • Less than a 5-mile drive to Siesta Key Beach • Screened-in Lanai • Near Walking Trails • Washer and Dryer • Dog friendly with approval and additional fee Sunrise Landings features a spacious backyard, perfect for quality time with family and fur babies. The screened-in lanai serves as a peaceful retreat where you can unwind, enjoy a good book, or sip your morning coffee while taking in the serene surroundings. Whether you’re gathering for a barbecue or relaxing in the sun, this outdoor space is designed for both enjoyment and relaxation. Step inside to an inviting open layout that exudes warmth and comfort. The family room features plush recliner sofas and a flat-screen TV, creating the ideal setting for cozy movie nights or lively family game sessions. The newly upgraded kitchen is a chef’s delight, equipped with stainless steel appliances and cooking essentials. While your delicious meal simmers on the stove, enjoy a drink at the stylish kitchen island or gather around the bright dining area that comfortably seats all guests for memorable meals together. The primary bedroom is a tranquil oasis featuring a King-size bed, direct access to the lanai, and an ensuite bathroom with a double vanity and spacious walk-in shower—perfect for two people to get ready simultaneously. The second bedroom is furnished with a comfortable Queen bed, while the whimsical third bedroom offers a full-over-full bunk bed with a trundle, ideal for children or additional guests. A fully updated hallway bathroom includes a double vanity and shower-tub combination for added convenience. For practical needs, a washer and dryer are conveniently located next to the kitchen. Room Details - Primary Bedroom: King bed, lanai access, and ensuite bathroom with walk-in shower - Second Bedroom: Queen bed - Third Bedroom: Full-over-full bunk with trundle Don’t miss your chance to experience the perfect Sarasota vacation at Sunrise Landings! This historic yet modern retreat combines relaxation, fun, and prime proximity to Siesta Key Beach and local attractions. Book your stay today, and get ready to create unforgettable memories in sunny Florida! - This property has an active Ring doorbell on the garage-facing driveway. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Tropical Sands Accommodations Rental Policies for full details. This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company.  We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details.
House
3360 Higel Avenue
3360 Higel Avenue by Tropical Sands Accommodations 3360 Higel Ave Siesta Key, Florida VR23-00029 Welcome to 3360 Higel Avenue! This gorgeous ground-level home boasts four bedrooms and three bathrooms and is nestled on a serene street, offering the ultimate peaceful escape. The backyard is adorned with lush tropical plants and highlights a glistening pool complete with an in-ground spa. You'll also find an outdoor living area with comfy lounge chairs, a dining table, and a BBQ grill for relaxing and entertaining. Highlights • Less than a 10-minute walk to the beach • 2-minute walk to trolley stop • Private pool with in-ground spa • BBQ grill • Washer and dryer Step inside this beautiful space and be transported to a world of elegance with a charming nautical theme and a variety of seating areas for guests to unwind, watch a movie, or catch up with loved ones. The kitchen has a full suite of stainless steel appliances, an assortment of essentials, and a kitchen island with seating for four. In the formal dining room, you’ll discover a dining table set for six and a bar with a built-in fridge - great for hosting! The primary room boasts beautiful ocean-themed decor with a soothing blue color scheme and features an ensuite bathroom with a double vanity and a convenient walk-in shower. There are two queen guest bedrooms (one with an ensuite bathroom!) and a cozy bunk bedroom available for use. The home also includes a hall bathroom with a shower and tub combo and a complete laundry room with a washer and dryer for your convenience. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: Queen bed and ensuite bathroom with a walk-in shower -Third Bedroom: Queen bed -Fourth Bedroom: Two Twin over Twin bunks Hop on a bike, golf cart, or snag a ride on the free trolley to experience the stunning Gulf beaches and charming Siesta Key Village. The village boasts an array of one-of-a-kind boutiques, locally owned restaurants, cozy coffee shops, and delightful ice cream parlors. Your stay at 3360 Higel Ave will be nothing short of awesome! - This property has an active Ring doorbell at the main entrance. No pets are allowed in this home. This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Condo
Siesta Beach House #205
If you're looking for a great vacation location on beautiful Siesta Key, then look no further than this 2 bedroom/2 bath unit that sleeps 6 This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous white sandy beaches, or swim in the crystal clear waters of the Gulf of Mexico. Located on a private lane that leads right to the beach . . . no through traffic and no streets to cross – just a short stroll to the famed white sands of Crescent Beach.
