Condo
Living the Dream Villa
Living the Dream Villa by Tropical Sands Accommodations 6005 Midnight Pass Rd #S-10 Sarasota, FL 34242 Welcome to Living the Dream Villa, a charming two-bedroom condo just a 5-minute stroll from the stunning Siesta Key beaches. Perfect for families and friends, this inviting retreat offers relaxation and fun. Explore vibrant Siesta Key Village nearby, filled with boutique shops, delicious restaurants, and exciting nightlife, along with outdoor adventures like kayaking and paddleboarding. Your dream getaway awaits! Highlights • Beach Access within 5-minute walk • Private Washer and Dryer • Work desk • Private Outdoor Space • Community Shuffleboard • Community Pool • Community Dock • Outdoor Seating and Grill • 5-minute walk to Siesta Key Breeze Trolley As a guest at Living the Dream Villa, you’ll have access to the amenities of two associations! Enjoy shuffleboard and a scenic dock in Provincial Gardens, ideal for fishing and watching boats pass by. Just across the street, Aloha Kai offers a refreshing community pool and direct beach access, ensuring you have everything you need for an unforgettable getaway! Your private outdoor space includes an outdoor dining table and a plush outdoor seating area for enjoying the Gulf breeze. Inside your new favorite home away from home is an open-concept layout featuring a fully equipped kitchen and a dining table set for six, exuding a warm, rustic, nautical vibe. Adjacent is a spacious living area with plush seating and a TV, perfect for relaxation and entertainment. This villa features two bedrooms: one with a luxurious King bed and desk perfect for remote workers, the other with two comfy Full-size beds. Enjoy an ensuite with a walk-in shower and dual vanities, plus a shared bathroom with a shower-tub combo and single vanity. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: Two Full Size Beds Experience the perfect blend of relaxation and adventure at Living the Dream Villa, where every moment is an opportunity to unwind and explore. Book your stay today! - 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 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
Stay On Tropic #3
Stay On Tropic #3 by Tropical Sands Accommodations 1739 Siesta Drive #3 Sarasota, FL 34239 Welcome to Stay On Tropic #3, a bright and beautifully designed two-bedroom, one-bathroom condo that’s perfect for a romantic couples retreat or a small family getaway. Ideally situated in Sarasota, this charming rental offers easy access to a variety of delightful restaurants and shops, all while being just a short drive away from the world-renowned Siesta Key Beach, known for its stunning white sands and vibrant sunsets. Highlights • 1.7 miles to the Beach • Screened-In Patio • Shared Backyard • Near Shopping and Dining • Dog friendly with approval and additional fee The duplex features a lovely shared outdoor space that invites you to relax and unwind. With plenty of comfortable seating and multiple BBQ grills, it’s the perfect spot for enjoying al fresco meals, soaking up the sun, or gathering with family and friends for fun-filled evenings under the stars. As you ascend the stairs to your second-floor retreat, you’ll immediately feel refreshed. The spacious living area features a modern seating arrangement with a cozy sofa and TV, seamlessly opening into a private screened-in lanai adorned with plush seating, perfect for catching up with friends or simply enjoying the tranquil surroundings. The kitchen includes a cooktop and essential cookware, complemented by a chic dining table set for four guests. Stay On Tropic #3 is appointed with two Queen bedrooms with luxurious bedding and premium mattresses and has a hall bathroom with an updated walk-in shower. -Primary Bedroom: Queen bed -Second Bedroom: Queen bed For those traveling with friends or family, this location also offers three additional condos on the property for rent. These lovely accommodations vary from one to two bedrooms and can be rented separately as Stay On Tropic #1-#4, or collectively under the name Tropical Stay through our "Go to unit" search option. Book your escape to Stay On Tropic #3 today and create unforgettable memories in sunny Sarasota! - This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. 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. 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. 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
Stay On Tropic #2
Stay On Tropic #2 by Tropical Sands Accommodations 1739 Siesta Drive #2 Sarasota, FL 34239 Your dream couples getaway awaits at Stay on Tropic #2, a one-bedroom, one-bathroom ground-level condo that warmly welcomes pets! This Sarasota vacation rental is just a short drive from delightful restaurants and unique shops, and it’s conveniently located near Siesta Key Beach, where you can take long walks on the mesmerizing white sands and soak in breathtaking Florida sunsets together. Highlights • 1.7 miles to the Beach • Screened-In Patio • Shared Backyard • Near Shopping and Dining • Dog friendly with approval and additional fee The duplex boasts a delightful shared outdoor space, complete with ample comfortable seating and multiple BBQ grills, perfect for enjoying family cookouts and soaking up the Florida sunshine. Inside is an open living space with a plush sofa, side chair, and TV. The fully equipped kitchen has everything you need from pots, pans, and utensils to prepare family favorites. Enjoy an intimate meal at the high-top table and unwind on the screened-in lanai. The main bedroom has a King bed, nightstands with ambient lighting, and plenty of space to lay out your beach bags. Refresh in the updated hall bath with a walk-in shower. The sofa in the living room can be converted into a sleeper sofa to provide extra accommodation. Room Details -Primary Bedroom: King bed -Living Room: Queen sleeper sofa Book your unforgettable couples getaway at Stay on Tropic #2 today! If you're traveling with friends and family, this location offers three additional condos on the property that are available for rent. These lovely condos vary from one to two bedrooms each and can be rented separately under the name Stay On Tropic #1-#4 or rented as a whole under the name Tropical Stay 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. 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
Stay On Tropic #1
Stay On Tropic #1 by Tropical Sands Accommodations 1739 Siesta Drive #1 Sarasota, FL 34239 Welcome to Stay on Tropic #1, a charming two-bedroom, two-bathroom condo that is perfect for families! With convenient access to the pristine white sandy beaches of Siesta Key, you'll enjoy endless days of sun and surf. Explore the nearby quaint boutiques, delightful restaurants, and local shops, where you can find one-of-a-kind souvenirs and stylish beachwear. This inviting retreat is the ideal home base for creating unforgettable memories! Highlights • 1.7 miles to the Beach • Screened-In Patio • Shared Backyard • Near Shopping and Dining • Dog friendly with approval and additional fee As you step through the cheerful teal door on the ground floor, you’ll be greeted by a cozy and modern living space that’s perfect for families. The inviting plush sofa is perfect for relaxing while watching TV, and the dining table, set for four, is a great spot for family meals or game nights. The fully equipped kitchen has everything you need to whip up your family's favorite dishes. After a fun day at the beach, pour yourself a glass of wine or coffee, and head to the private screened-in patio to enjoy quality time together under the stars. Both bedrooms are designed with comfort in mind, featuring premium mattresses and soft linens to ensure everyone gets a peaceful night’s sleep. The primary bedroom has a cozy Queen bed, while the second bedroom is ideal for kids or friends with two twin beds. The hallway bathroom boasts beautiful tile work, a spacious vanity for storing all your essentials, and a shower and tub combination, making it easy for everyone to get ready for the day. Room Details -Primary Bedroom: Queen bed and backyard access -Second Bedroom: Two twin beds If you're traveling with friends and family, this location offers three additional condos on the property that are available for rent. These lovely condos vary from one to two bedrooms each and can be rented separately under the name Stay On Tropic #1-#4 or rented as a whole under the name Tropical Stay on our "Go to unit" search option. - This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. 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. 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. 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.
House
Mermaid Cove
Mermaid Cove by Tropical Sands Accommodations 718 Birdsong Lane Sarasota, Florida Welcome to your perfect family getaway at Mermaid Cove! This stunning four-bedroom, three-bathroom home is designed for both relaxation and entertainment. Located just minutes from the vibrant Siesta Key Village, world-famous Siesta Beach, and a lively nightlife scene Highlights • 1-mile to the beach • 2-miles to shopping and dining • Private Pool • Screened-in Patio • Outdoor bar and TV • Dog friendly with approval and additional fee • Washer and dryer Bask in the Florida sunshine year-round with abundant screened-in outdoor space that features a charming tiki bar and a sparkling heated pool—perfect for hosting lively gatherings or enjoying a tranquil evening under the stars. Step inside to a spacious seating area boasting stylish modern furnishings and a large flat-screen TV for your entertainment needs. A second living area includes a comfy sofa and a desk for remote workers, providing a perfect place to unwind or catch up on work while enjoying the vacation vibe. The well-equipped kitchen features stainless steel appliances and an island with bar seating that flows into the dining room, perfect for meals with family or friends. An interior laundry room adds to your convenience during your stay. The bedrooms at Mermaid Cove are designed with families in mind, offering spacious and comfortable accommodations for everyone. The primary suite features a king bed and ensuite bathroom for parents, while two additional queen bedrooms provide cozy retreats for older children or guests. The fourth bedroom, with two twin beds, is perfect for younger ones, ensuring that everyone has their own space to relax and recharge after a day of fun in the sun. A second living area includes a comfy sofa and a desk for remote workers. Room Details -Primary Bedroom: King bed and ensuite bathroom with double vanity and walk-in shower -Second Bedroom: Queen bed -Third Bedroom: Queen bed -Fourth Bedroom: Two Twins Don’t wait to create lasting memories in this beautiful haven! Book your stay today at Mermaid Cove, where relaxation, adventure, and unforgettable family moments await you in sunny Sarasota, Florida. This is more than just a vacation; it’s your family’s perfect escape! - This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. 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. 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.
House
Always Siesta Time
Always Siesta Time by Tropical Sands Accommodations 5333 Siesta Court Sarasota, Florida It’s "Always Siesta Time!" Pack your bags for this three-bedroom, two-bath ground-level vacation rental! Nestled in a tranquil neighborhood just minutes from the beach and Siesta Key Village, this getaway offers fun-filled beach days, charming coffee shops and boutiques to explore, and delicious meals at local favorite restaurants—all at your fingertips. Highlights • Newly Renovated Home • 1 mile to the beach • Screened-in Heated Pool • Large fenced backyard • Outdoor shower • Washer and dryer • Dog friendly with approval and additional fee • 2 miles to restaurants and shops • 30-night minimum stay This bright, newly updated home has plenty of living space and comfortable seating for all your guests to spread and relax. The spacious kitchen has gorgeous maple cabinetry where you can store groceries and stainless steel, and it seamlessly opens to the formal dining room. Step into your lanai and discover a sparkling pool surrounded by plenty of brick-paved patio space, perfect for chilling with friends and family. Rinse off after a beach day with the convenient outdoor shower. The tropically landscaped backyard is an adventure waiting to happen, perfect for fun games with friends and family or an energetic game of fetch with your dog! Where better is it to relax than in the primary bedroom, featuring an expansive walk-in closet and an ensuite bathroom with a walk-in shower and a large vanity! There are two King bedrooms and a bonus room with a Queen bed that offers easy access to the hall bath, which has a walk-in shower and pool access. Plus, a washer and dryer are available for guest use, so you can pack light and enjoy your stay worry-free! Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: King bed -Third Bedroom: King bed -Bonus: Queen bed Don't miss out on your perfect getaway! Book "Always Siesta Time!" today and experience the ultimate in relaxation and fun on Siesta Key! - This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. This property has active video surveillance on the exterior public approach areas. This property participates in our Professional Linen Program. This ensures high quality linens and towels are always included for your stay. These are professionally laundered at a commercial facility for every guest. Grill in garage is Not for guest use. 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. 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
Vista Hermosa Sun N Fun
Vista Hermosa Sun N Fun by Tropical Sands Accommodations 110 Vista Hermosa Cir #304B Sarasota, Florida Experience the perfect Siesta Key getaway at Vista Hermosa Sun N Fun, a modern and inviting two-bedroom and two-bathroom coastal condo designed for families seeking a relaxing retreat in paradise. Nestled just a 5-minute walk from the beautiful Crescent Beach and the trolley stop is conveniently in front of the complex giving you easy access to Siesta Village, offering an array of restaurants, ice cream parlors, boutiques, and so much more to make the perfect family vacation. Highlights • 5-minute walk to the Beach • Siesta Key Breeze Trolley Stop In Front of Building • Espresso Machine • Near Shopping and Dining • Beach Chairs and Cart • Community Pool • Community Shuffleboard • Community Clubhouse • Shared Washer and Dryer The open-concept layout ensures an inviting atmosphere where everyone can unwind after a fun-filled day at the beach. The bright living space features comfortable seating, stunning views, a dining table set for four, and remote control shades. The modern, fully-equipped kitchen boasts stainless steel appliances, a spacious island with bar seating for four, and an espresso machine to keep you energized. Retreat to the primary bedroom with a luxurious king bed, promising a restful night’s sleep. The second bedroom comes with two twin beds, providing ample space for the kids. Guests can indulge in the ensuite bathroom attached to the primary bedroom, complete with a refreshing walk-in shower. The shared hallway bathroom features a convenient shower and tub combination, perfect for rinsing off after a day in the sun. A coin-operated washer and dryer are located across from this unit. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: Two Twin Beds -Living Room: Full Sleeper Sofa Don’t miss out on your dream vacation! Book your stay at Vista Hermosa Sun N Fun today and create unforgettable memories in Siesta Key! - 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 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.
House
Off Tropic
Off Tropic by Tropical Sands Accommodations 1746 Hillview St Sarasota, FL 34239 VR24-00055 Welcome to Off Tropic, a stunning vacation home with three bedrooms and three luxurious bathrooms. This home features a lovely screened-in pool area, perfect for relaxing. Located near the breathtaking Siesta and Lido Key beaches providing easy access to the Gulf, while the nearby sophisticated Downtown Sarasota and iconic St. Armands Circle boast world-class dining, shopping, and entertainment. Highlights • Private pool with in-ground spa • Less than 5-miles to the beach • Outdoor living space • Washer and dryer • Near restaurants and shops As soon as you walk-in, you’re met with gorgeous views of the tropical backyard. You’ll love the warm, homey vibe of the living room with a seating area and large tv and it seamlessly opens to the home’s dining room. The modern kitchen boasts granite counters, stainless steel appliances, built-in oven, range and microwave, a walk-in pantry and a family style breakfast bar. Plus, there is dedicated office space for remote workers and students. Prepare to be transported to an opulent retreat. The primary bedroom has luxe furnishings, a comfortable bed, and a great walk-in closet. The ensuite bathroom has stunning touches throughout, including a double vanity, a walk-in shower, and a soaking tub. The second and third bedrooms are appointed with soft linens and storage space, and the third bedroom has an ensuite bathroom. There is a hall bath and a laundry room to provide convenience. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower and tub -Second Bedroom: Queen bed -Third Bedroom: Two Twin beds and ensuite bathroom with shower and tub combo Off Tropic's screened-in lanai epitomizes outdoor luxury, perfect for entertaining and embracing the Florida lifestyle. Lounge by the gorgeous pool and spa, enjoy the bar and BBQ grill, and gather around the outdoor dining table. Every moment is a celebration of relaxation and indulgence in this tropical paradise! - No pets are allowed in this home. These premises are monitored by video surveillance in select exterior areas. 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
Bay Oaks D-22
Bay Oaks D-22 by Tropical Sands Accommodations 6157 Midnight Pass Rd #D-22 Sarasota, Florida Welcome to your family's perfect getaway at Bay Oaks D-22 in beautiful Siesta Key, Florida! This inviting two-bedroom, two-and-a-half bath retreat is just moments from the world-renowned Siesta Beach. Surrounded by lush tropical landscaping, enjoy peaceful walks under coconut palms and oak trees. Discover nearby attractions like the vibrant Siesta Key Village, featuring charming shops and ice cream parlors, as well as exciting water sports and bike rentals, ensuring fun-filled adventures for everyone in the family. Highlights • 10-minute Walk to the Beach • Private Washer and Dryer • Private Balconies • Private Screened-in Lanai • Heated Community Pool • 1 Covered Parking Space • Tennis and Pickleball Court • Community Fishing Pier • Easy Access to Siesta Key Breeze Trolley Stop At Bay Oaks, family fun awaits! Enjoy sunny days at the heated pool, challenge each other on the tennis courts, and share delicious meals at the BBQ area. Don’t forget to catch stunning sunsets from our private fishing pier—perfect for creating cherished memories and enjoying quality time together! Bay Oaks D-22 is the perfect family vacation rental, featuring an updated two-level condo that offers a spacious and inviting living area. Enjoy comfy seating and a TV for family movie nights, a dining table set for six for shared meals, and a fully equipped kitchen complete with a variety of appliances, including a Keurig coffee maker to fuel your adventures Upstairs, you’ll find two comfortable bedrooms. The primary bedroom features a queen bed and a lovely private balcony, ideal for enjoying cocktails after the kids are asleep. The kids’ room has two twin beds, perfect for little ones. Each bedroom includes its own ensuite bathroom, complete with a shower and tub combination. A washer and dryer and half bath are also available for added convenience and privacy for the family. Book your family getaway at Bay Oaks D-22 today! Enjoy spacious accommodations near Siesta Beach and all the comforts of home. Unforgettable memories await—reserve now!
House
Casa Mango
Highlights • Shared Dock • Screened-in Private Pool • 2-mile drive from Siesta Key Beach • Ping Pong Table • Kayak Casa Mango by Tropical Sands Accommodations 7123 Roland Oaks Circle Sarasota, FL 34231 Welcome to Casa Mango! This vibrant three-bedroom, two-bath vacation home has a stunning pool and a shared dock just down the street where your friends and family can enjoy kayaking and paddleboarding on Sarasota Bay. The world-famous Siesta Key sunsets and white powdery sand beaches are just a short drive away. Pack your bags and get ready to soak up the Florida sunshine! Instantly feel the vacation vibe as you watch the palm trees gently sway as you pull into your private driveway. Once you open the door, you will be welcomed into an inviting seating room that boasts spectacular pool and lanai views, creating a seamless indoor-outdoor living experience. The kitchen has stainless steel appliances, cooking basics including pots and pans, and opens to the kitchen table. This Old Florida-style home offers a split-bedroom layout perfect for multiple groups or families. traveling together. The primary bedroom is a beautiful light blue to provide a calming ambiance and features a bright ensuite bathroom with double vanity, walk-in shower, and a standalone tub. The second bedroom is appointed with a King bed and a closet to store vacation essentials. The third bedroom has a Full over Queen bunk bed, making it ideal for kids or a small family. There is a hallway bathroom with a shower and tub combination. To ensure every guest has a comfortable stay, there is a bonus room with a twin trundle daybed. A washer and dryer are available for guest use. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower and standalone tub -Second Bedroom: King bed -Third Bedroom: Full over Queen bunk -Bonus: Twin daybed with trundle Step into the private oasis where the possibilities for relaxation are endless. Take a dip in the pool, refresh with a drink in one of the chairs by the pool, swing in the hammock, or play yard games with friends, family, and even your pets! A three-person kayak, with paddles in the shed and paddle boards in the garage, is excellent for exploring the deeded water access and shared dock. - This home requires a 30-night minimum stay. This property only 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. 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. 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
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
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 • 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.
