Condo
Stay On Tropic #1
Highlights • Less than 2-miles to the beach • Screened-In Patio • Shared Backyard • Close to restaurants and shops • Dog Friendly Stay On Tropic #1 by Tropical Sands Accommodations 1739 Siesta Drive #1 Sarasota, FL 34239 Welcome to Stay on Tropic #1, an inviting, updated condo just a quick drive from the pristine, sparkling white sandy beaches on Siesta Key! This beautiful getaway has two bedrooms and one bathroom and access to the duplex’s shared outdoor space, which features plenty of comfortable seating and multiple BBQ grills. Soak up the Florida sunshine at Stay On Tropic #1! As you enter through the teal door on the ground floor, you’ll be welcomed into a modern living space with a plush sofa, TV, and dining table set for four guests. The fully equipped kitchen has everything you need to prepare family favorites. Grab a glass of wine or coffee, head to the private screened-in patio, and enjoy quality time with friends and family. Both bedrooms offer premium mattresses and crisp linens, so each guest will indeed have a peaceful night’s sleep. In the primary bedroom is a Queen bed, and in the second room are two twin beds. The hallway bathroom has a stunning tiled bathroom with a vanity to store essentials and a shower and tub combination. 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 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
Siesta Beach House #308
Siesta Beach House #308 by Tropical Sands Accommodations 5950 Midnight Pass Rd, #308 Siesta Key, Florida Let your family beach vacation begin at Siesta Beach House #308! This two-story beach townhouse has two bedrooms and one and a half baths, complete with private beach access. When you're not soaking up the sun, take a leisurely four-minute walk to the free Siesta Key Trolley and explore the local boutiques and restaurants at Siesta Key Village. Highlights • Beach condo • Private beach access • Community pool • Community shuffleboard • 5-minute walk to Trolley stop •2 miles to Siesta Key Village As you step inside, you'll be welcomed into the living room, featuring comfortable sofas and a TV for your entertainment. Down the hall, the fully equipped kitchen has all the cookware essentials, along with two dining tables, each set for three guests. Upstairs, the primary bedroom exudes a light coastal feel, with a king bed, ample dresser space, a TV, and a half bath. The guest bedroom offers both a queen and a twin bed, as well as a TV. A full bathroom is in the hallway. From the relaxing amenities, including private beach access, a community pool, , and shuffleboard, to the prime location, you’ll be coming back year after year to Siesta Beach House #308! Book your Siesta Key vacation now!
Condo
Harbor Towers- 514
Harbor Towers – 514 by Tropical Sands Accommodations 5855 Midnight Pass Rd, Unit 514 Siesta Key, Florida Escape to paradise at Harbor Towers 514, the perfect couples' getaway! This lovely 5th-floor Siesta Key condo features one bedroom and one bath, offering stunning bay views from the screened-in lanai. Just a short 7-minute walk to the world-renowned Siesta Key Beach, and with the free Siesta Key Breeze Trolley stop conveniently located in front of the complex, you’re perfectly situated to explore the island’s charm, including Siesta Key Village and Turtle Beach. Highlights • 7-minute walk to the beach • 2-minute walk to Siesta Key Breeze Trolley stop • Screened-in lanai • Two heated community pools •Three community tennis courts • Fitness center • Shared BBQ area • Marina • 1 parking spot • 2-week minimum stay 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). Inside Harbor Towers 514, you’ll find a well-equipped kitchen with an array of appliances, a dining table set for four, and a cozy living area with a sofa and TV to unwind after a day of adventure. The screened-in lanai is perfect for savoring your morning coffee or evening cocktails while soaking in the beautiful views. The main bedroom features two queen beds, and the bathroom has a walk-in shower for your comfort. Room Details -Primary Bedroom: Two Queen beds - Living Room: Full Sleeper Sofa Experience the convenience of local attractions, such as beachside restaurants, boutique shopping, and outdoor activities that make Siesta Key a favorite destination. Don’t miss the chance to create lasting memories in this idyllic setting!
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
Stay On Tropic #2
Highlights • Less than 2-miles to the beach • Screened-In Patio • Dog Friendly • Shared Backyard • Close to restaurants and shops Stay On Tropic #2 by Tropical Sands Accommodations 1739 Siesta Drive #2 Sarasota, FL 34239 Your dream getaway awaits at Stay on Tropic #2, a one-bedroom, one-bathroom, ground-level condo welcoming pets! This vacation rental is a quick drive from restaurants and shops and is close to Siesta Key Beach, home to mesmerizing white sands and unforgettable Florida sunsets. The duplex has a shared outdoor space featuring plenty of comfortable seating and multiple BBQ grills. 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 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.
Cottage
Crescent Cottage
Highlights • Beach access • Community pool • Private backyard • Washer and dryer • BBQ grill Crescent Cottage by Tropical Sands Accommodations 1144 Seaside Dr Siesta Key, Florida Welcome to Crescent Cottage! This classic one-bedroom and one-bath bungalow is located just 150 yards from the beach, where you’ll feel the warm sand between your toes and the sunshine shining. It’s within walking distance of locally acclaimed restaurants, and a trolley stop is just steps from your front door. Inside is a cozy living space with a kitchen that includes a stove, oven, microwave, toaster, coffee maker, and basic cookware so you can prepare your favorite meals and snacks. There is a chic dining table set for four, and on the lanai, you’ll find a washer and dryer. The primary bedroom has beautiful coastal furnishings, a TV, and a bed covered in plush, crisp linens. The bathroom is modernly updated and boasts a walk-in shower. The sofa in the main sleeping area can be converted into a sleeper sofa to ensure every guest has a rejuvenating night's sleep. Room Details -Primary Bedroom: Queen bed -Living Room: Queen sleeper sofa This delightful beach getaway is made even better by the fact that it features a private backyard! The yard boasts lush greenery, space for dogs to run and play, and an outdoor dining area where you can indulge in delicious meals cooked on the BBQ grill. Don't wait any longer to book your stay at Crescent Cottage and turn your beach vacation dreams into a reality! - 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 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. 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 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
Anchor Down
Highlights • 10-minute walk to the beach • Shared Pool • Close to restaurants and shops • Dog Friendly • Washer and Dryer Anchor Down by Tropical Sands Accommodations 5108 Calle Minorga Sarasota, FL 34242 Welcome to Anchor Down, a fantastic condo near Siesta Key Beach and Siesta Key Village, perfect for a family and friends getaway! This condo has two bedrooms and two bathrooms and has access to the shared patio, which features a pool and plenty of lounge chairs. Walking in, you will feel the warm Florida vibe with a bright, open living space with two plush sofas and a flat-screen TV. The kitchen has stainless steel appliances and cooking essentials, including pots, pans, and utensils. Enjoy meals at the dining room table with a glass of wine and good company. Down the hall is where you will find the unit’s washer and dryer. Unwind after splendid days spent at the beach in the primary bedroom with a premium mattress, closet space, and an ensuite bathroom with a walk-in shower. The second bedroom has a cozy beach theme and shares the hall bath with a shower and tub combination. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: Queen bed The location is fantastic, close to the incredible Siesta Key Gulf Beaches, known for spectacular sunsets and powdery white sands. You can walk everywhere or rent a bike. Explore Siesta Key Village to enjoy boutiques, coffee shops, fresh ice cream, and restaurants. The possibilities are endless at Anchor Down!
Condo
Casa Siesta 2
Casa Siesta 2 by Tropical Sands Accommodations 6711 Midnight Pass Rd APT 2, Sarasota, Florida Welcome to Casa Siesta 2, the ultimate beach getaway for couples! This one-bedroom, one-bath condo is just minutes from Crescent Beach, charming restaurants, and a local beach market. Plus, with the Siesta Key trolley stop only three minutes away, you and your loved one can easily explore the island’s best attractions together. Highlights • 6-minute walk to the beach • 3-minute walk to trolley stop • Ground-level condo • Screened-in lanai • Beach chairs • Near restaurants • One parking spot Inside, you'll find a cozy seating area with a flat-screen TV, a dining table for four, and a fully equipped kitchen ready for your culinary adventures. The screened-in lanai offers a romantic indoor-outdoor experience with chic seating, creating a serene and intimate atmosphere perfect for unwinding together. The primary bedroom has a king bed, TV, a dresser, and easy access to the hall bath with a shower and tub combination. Embark on a Romantic Beach Getaway! Book with Tropical Sands Accommodations and indulge in a tranquil escape designed for two. Reserve your dream retreat now, and let us help you create unforgettable memories by the sea!
House
Sunrise Landings
Highlights • Newly updated Historic Home • Less than a 5-mile drive to Siesta Key Beach • Screened-in lanai • Near walking trails • Dog friendly Sunrise Landings by Tropical Sands Accommodations 1773 Southwood Street Sarasota, FL 34231 Welcome to Sunrise Landings, a three-bedroom, two-bathroom historic Florida vacation home recently updated to ensure you have the most comfortable and luxurious stay possible. The backyard is perfect for spending time with loved ones and furry friends, and the screened-in lanai is a tranquil haven! So, pack your bags and get ready for an unforgettable getaway filled with fun and pure bliss! This home boasts an open layout and family room with luxe recliner sofas, flat screen television, and room for family game nights. The newly upgraded kitchen has stainless steel appliances and is full of cooking essentials. While your delicious dinner simmers on the stove, you can relax at the stylish kitchen island and savor your favorite drink. When it's time to gather around the table, you'll love the chicness and brightness of the dining area. The beach-themed primary bedroom has a King-size bed and ensuite bathroom with a double vanity that provides space for two people to get ready simultaneously and a large walk-in shower. The primary has access to the lanai, perfect for night owls that can't get enough of the tropical breeze. The second guest bedroom is outfitted with a Queen bed, and the third is designed with a bunk bed, a trundle, and crisp, coastal bedding. A fully updated hallway bathroom has a double vanity, shower and tub combination. A washer and dryer can be found next to the kitchen. Room Details -Primary Bedroom: King bed, lanai access, and ensuite bathroom with a walk-in shower -Second Bedroom: Queen bed -Third Bedroom: Full over full bunk with trundle Take a quick drive to the world-famous Siesta Key, which offers white sandy beaches, unique boutiques, restaurants, and the best sunsets you will ever see. This home is located near Phillippi Estate Park, where you can enjoy the 60-acre park that has access to walking paths, a kayaking launch, a playground, and historical and archaeological amenities, including the historic Edson Keith Mansion listed in the National Register of Historic Places. Book the ultimate Sarasota vacation today! - 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.
Condo
Midnight Cove II 314F
Highlights • Private beach access • Community pool • Tennis, Pickleball, Racquetball, and Basketball courts • Fitness center • Washer and dryer in unit Midnight Cove II 314F by Tropical Sands Accommodations 1700 Cove II Place, Unit 314F Siesta Key, Florida Welcome to Midnight Cove II 314F! This ground-level condo offers two bedrooms and two bathrooms and is just a short walk from the community pool and dedicated beach access. You will be greeted by a warm and inviting open living space as soon as you step inside. The living area comprises a fully equipped kitchen with bar seating, a spacious seating area with two comfortable sofas and a TV, and a dining room with a table set for four. Both bedrooms are adorned with tropical decor, soft bedding, closet space, and televisions for your entertainment. There are two bathrooms, one with a walk-in shower and another with a shower and tub combination. Start packing the beach essentials and prepare for an unforgettable escape at Midnight Cove II 314F! Midnight Cove II is a spectacular bayside condominium complex with private beach access to Siesta Key Beach and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area, fitness room, and a beautiful observation deck and even private docks available to rent.
House
Bayside Bliss
Highlights • 200 ft private dock • 15-minute walk to the beach • Kayak • Guest house • Dog friendly Bayside Bliss by Tropical Sands Accommodations 1275 Port Lane Siesta Key, 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 a kayak 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
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! Features a brand new large 85-inch TV. 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, a brand-new large TV, 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 and a sleeper sofa. 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 August 2024) -Lanai: Queen Sleeper Sofa 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.
