House
Bayside Bliss
Highlights • 200 ft private dock • 15-minute walk to the beach • Kayaks and Guideboat • Guest house • Dog friendly Bayside Bliss by Tropical Sands Accommodations 1275 Port Lane Sarasota, FL 34242 Welcome to Bayside Bliss! This beautiful bayfront cottage radiates the charm Florida is famous for, while also offering modern amenities. With three bedrooms and three bathrooms, this retreat is nestled in a wooded area filled with live oaks and coconut palms. It features a 200-foot dock, perfect for swimming, kayaking, and rowing activities. Your dream vacation awaits! As you enter the great room, you'll be greeted by breathtaking water views that can be enjoyed from almost every corner of the house. The home has ample seating space both indoors and outdoors, allowing you to snuggle up on the luxurious sectional sofa or sit outside on the sofa while keeping an eye out for dolphins - the choice is yours! The kitchen is equipped with essential cookware, dishware, and appliances to help you create delicious meals, and it seamlessly connects to the stylish dining room table. The main home has two bedrooms, a laundry room, and a private den equipped with a sofa bed, a TV, and a dedicated workspace. Both bedrooms offer a luxurious experience with premium mattresses and their own bathroom. The primary bedroom is an absolute delight, with sliding doors that open onto a beautiful patio where you can savor your morning coffee or evening cocktail. The guest house, accessible through the courtyard, is the perfect option for guests seeking extra privacy. It features a high-end kitchenette, a plush king-sized bed, a cozy sofa, and a bathroom with a walk-in shower. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: King bed and ensuite bathroom with shower and tub combo -Den: Queen sleeper sofa -Guest House: King bed and ensuite bathroom with walk-in shower Bayside Bliss's backyard is a true gem! It has a generously sized patio, plenty of seating options, an outdoor dining table, and a large dock. Plus, there is a BBQ grill to cook up your fresh catch from the dock and kayaks and a row guideboat available for guests. You and your guests are guaranteed to have an amazing stay at Bayside Bliss. You can catch the Siesta Key trolley from the end of the lane and explore the pristine powdery sands of the Gulf of Mexico beaches. Head to Siesta Key Village for a fantastic shopping, dining, and entertainment experience. Treat yourself to local boutiques, delicious coffee shops, mouth-watering ice cream, and much more! - 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. 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
Tropical Stay
Highlights • Less than 2-miles to the beach • Screened-In Patio • Shared Backyard • Close to restaurants and shops • Dog Friendly Tropical Stay by Tropical Sands Accommodations 1739 Siesta Drive #1-#4 Sarasota, FL 34239 Experience the ultimate getaway at Tropical Stay! This two-story complex comprises of four units varying in size from one to two bedrooms, making it an ideal choice for large groups who want their own private living spaces while still being in close proximity to each other. The complex features a beautiful outdoor space featuring comfortable seating and multiple BBQ grills. When you book Tropical Stay, you have exclusive access to this entire property for your vacation. Our condos offer a welcoming living area with a plush sofa, a TV, and a stylish dining table with seating for four. Step out onto the private screened-in lanai, where you can relax with a cup of coffee or a refreshing cocktail in a tranquil atmosphere. Condo units 1 and 2 have fully equipped kitchens, complete with all the necessary pots, pans, and utensils to whip up a delicious meal. Meanwhile, units 3 and 4 come with a simple cooktop and basic cookware, perfect for preparing quick and easy meals. To ensure all guests have a comfortable stay, we have provided premium mattresses and crisp linens in each room. Every unit has one bathroom with either a walk-in shower or a shower and tub combination. As an added bonus, some of our units also have a sofa that can convert into a sleeper sofa and there is a shared washer and dryer available. Room Details Unit #1 -Primary Bedroom: Queen bed and backyard access -Second Bedroom: Two twin beds Unit #2 -Primary Bedroom: King bed -Living Room: Queen sleeper sofa Unit #3 -Primary Bedroom: Queen bed -Second Bedroom: Queen bed Unit #4 -Primary Bedroom: King bed -Living Room: Queen sleeper sofa Tropical Stay is a quick drive from restaurants and shops and is close to Siesta Key Beach, home to mesmerizing white sands and unforgettable Florida sunsets. So, what are you waiting for? Book Tropical Stay today! You also have the option to book separately; search under the name Stay On Tropic #1-#4 on our “Go to unit” search option. - 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. 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
Peppertree Penthouse #803
Highlights • Private beach access • 2 community pools • Community gym • Tennis and Pickleball court • Private lanai Peppertree Penthouse #803 by Tropical Sands Accommodations 1125 W Peppertree Dr #803 Siesta Key, FL 34242 Welcome to Peppertree Penthouse #803! This two bedroom and two bath condo boasts a tropical vibe and amazing views of the Gulf of Mexico and Siesta Key beach. The Peppertree property as a whole is the epitome of old-school Florida. You'll enjoy access to a private beach with chairs, a grill area, two sparkling pools, a fitness center with a sauna, a fishing pier, and tennis and pickleball courts. As soon as you step inside, prepare to be dazzled by the living space! The fully equipped kitchen has stainless steel appliances, essential cookware, a gorgeous granite breakfast bar that comfortably seats three, and a cozy dining table that accommodates four. The kitchen effortlessly blends into the seating area, where you'll settle down to watch your favorite shows on a large-screen TV. Indulge yourself in a peaceful slumber in the tranquil haven of the primary bedroom. The room is adorned with upscale coastal-inspired furnishings and offers stunning views of the Gulf. It also features a beautiful ensuite bathroom with a double vanity, ample cabinet space for your essentials, and a shower and bathtub combination. The second bedroom has plush bedding and a workspace, perfect for students or remote workers. It also has an updated ensuite bathroom with a walk-in shower. To make your stay more convenient, this unit includes a washer and dryer. Room Details -Primary Bedroom: King bed and ensuite bathroom with a double vanity and shower and tub combo -Second Bedroom: Queen bed and ensuite bathroom with walk-in shower (Will be a King bed as of June 2024) You're in for a treat with the large enclosed lanai! It offers breathtaking views of the nearby beach and can be accessed from the primary bedroom and living area. You'll love the cozy sofa, lovely dining table, and comfy wicker armchairs, making this space perfect for relaxation and entertainment. We can't wait to have you as our guest. Book today! - 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. 1 designated parking pass can be obtained at the office and there is plenty of guest parking. 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 #208
If you are looking for a great vacation location on beautiful Siesta Key, look no further than this 2 bedroom/1.5 bath that sleeps 4 near the crystal clear waters of the Gulf of Mexico
Condo
1225 Gulf and Bay Bayside
Fantastic 3 bedroom, 2 bath condo with beautiful tropical garden views! The perfect place to enjoy your next beach vacation is right here! Enjoy reading a book by one of the 2 pools on the property. Beach access is only a short walk across the street. This unit offers split level accommodations, with the master bedroom downstairs, and 2 guest bedrooms upstairs for a little added privacy. The floor plan is open and spacious, with lots of room for a large family or group of adults. Unlimited long distance calling also provided! 1 week minimum..
Condo
Oasis Beach Villa S-1
Beautiful 2 bedroom 2 bath condo right on Beach Rd! It's just a short walk across the street to the beach, and only a block away from the Village. Beach chairs, umbrella and beach cart included for your use. This gated community offers private balconies off the living room and the master bedroom. Enjoy your mornings overlooking the pool area, or the evenings taking in our gorgeous sunsets! Nicely appointed with updated Kitchen, laundry room, and all the comforts of a 5 star resort! 1 week minimum rental
House
3360 Higel Avenue
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 3360 Higel Avenue by Tropical Sands Accommodations 3360 Higel Ave Siesta Key, Florida 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. 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
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. There is also a stack-able washer/dryer available for your private use! 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.
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~~
Condo
Village West Unit 101
Village West is easily convenient to the Siesta Village shops, restaurants, and nightlife as well as the north end of Siesta Beach. This well-appointed one bedroom makes for a great romantic getaway and is comfortable enough for a small family. Parking is right outside the front door and a screened in patio space off the back makes it a breeze to come and go as you please.
Condo
Harbor Towers- 417
Highlights • Bay Views • Two Community Pools • Three Community Tennis Courts • Fitness Center • 2-week minimum stay required Harbor Towers 417 by Tropical Sands Accommodations 5855 Midnight Pass Rd, Unit 417 Siesta Key, Florida Harbor Towers Yacht and Racquet Club is an incredible bayfront condominium located directly on the Gulf Coast Intracoastal Waterway. This complex features two heated pools, three tennis courts, a fitness center, a grilling patio, and a Marina (Additional fee, registration, and documentation required). Harbor Towers 417 is an updated two-bedroom and two-bathroom condo on the fourth floor boasting beautiful Bay views and is just across the street from the powdery white sands of Siesta Key Beach. Enjoy the fully equipped kitchen, chic living room, and screened-in lanai with a full dining set that overlooks the bay's calm waters. Sleep soundly in the primary bedroom, which has lovely beach décor and a modern ensuite bathroom with a walk-in shower. The second bedroom is wonderfully decorated with plush bedding and has an ensuite bathroom with a shower and tub combination that guests can also access through the living area. A sleeper sofa in the living room and a washer and dryer are available. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: Queen bed -Living Room: Sleeper Sofa Hop on the free Siesta Key Breeze Trolley right in front of the complex and explore the entire island, including the Siesta Key Beach Pavilion, Siesta Key Village, and Turtle Beach.
Condo
Harbor Towers- 514
Amazing Location - Bay Views and Short Walk to the Beach. Fully equipped kitchen. Relax in this comfortable 5th floor condo with Bay views from all rooms and just a short walk to the powdery white sand of Siesta Key. This 1 bedroom, 1 bath condo provides 2 Queen beds, and a Full sleeper sofa in the living room. Dining area for 4 and an enclosed lanai with bay views. Washer and dryer are located on the same floor just down the hall, and all linens are provided. Gated, security protected premises with one parking space included with rental. Enjoy all of the on-site amenities Harbor Towers Yacht and Racquet Club has to offer including two heated pools, Grilling Patio with 4 propane BBQ grills , Modern Fitness Center, Three Har-Tru Tennis Courts and a Marina (registration and documentation required). Hop on the free Siesta Key Breeze Trolley right in front of the complex and explore the entire island including the Siesta Key Beach Pavilion, Siesta Key Village and Turtle Beach. 2 WEEK MINIMUM RENTAL REQUIRED.
