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~~
House
6536 South Village Pool Home
Fantastic 3 bedroom, 2 bath pool home on a Natural Lagoon located in the South Crescent Shopping area! Enjoy lounging in the small, heated pool, or sitting on the dock by the lagoon. Just a short walk to many fantastic restaurants and great Beach shopping for everyone! Enjoy having The Crescent Grocery at the end of your street and our world renowned Siesta Key Beach just a short walk away. This beautiful home is pet friendly- so leave no loved ones behind! Call today to reserve your Beach getaway!
Cottage
Crescent Cottage
Highlights • Community 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.
Duplex
Off The Hook - A
Highlights • Less than a 5-minute walk to the beach • Less than a 5-minute walk to Siesta Key Village • Private patio • Pet friendly Off The Hook A 328 Calle Miramar A Siesta Key, Florida Welcome to Off The Hook - A, a fun and sunny vacation rental located just a few minutes' walk to world-renowned Siesta Key Beach! With two bedrooms and one bath, a full kitchen, and private patio space, this cheerful unit is perfect for a couple or family with young kids. Arrive and open the door to a comfortable living area that invites guests to sit back and chill out together and decide where to head out and explore first. This home’s location is ideally situated within easy walking distance of both the beach and Siesta Key village, where you will discover local beach shops, ice cream places, and especially delicious seafood restaurants. Or you can stay in and cook at home, in the fully equipped kitchen with dining area for sharing meals and quality family time. Relax and unwind in the primary bedroom, where you will drift off to sleep and dream of the gentle Gulf of Mexico waves. The second bedroom is ideal for kids, with two twin beds. Both bedrooms share the hallway bathroom with granite countertops and a shower and tub combination. Room Details -Primary Bedroom: King bed -Second Bedroom: Two twin beds -Shared Hallway Bathroom with shower and tub combination Step outside on the private patio with a bistro table perfect for coffee in the morning or dining al fresco in the warm tropical breezes. There is also a shared outdoor space featuring a BBQ grill and comfortable lounge chairs for basking in the Florida sunshine. Additionally, there is a shared duplex laundry room for guest use. Book your next Siesta Key vacation to Off The Hook – A now, and get ready to enjoy a trip to paradise! *Please note: 1 car maximum can 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 property allows pets - there will be an additional non-refundable pet fee charged upon approval. Pet Policy: Dogs only are allowed under certain conditions, and all animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Tropical Sands Accommodations 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 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 a refund. This property participates in our Professional Linen Program. This ensures that high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest.
Duplex
Off The Hook - B
Highlights • Less than a 5-minute walk to the beach • Less than a 5-minute walk to Siesta Key Village • Private patio • Pet friendly Off The Hook - B 328 Calle Miramar, Unit B Siesta Key, Florida Welcome to Off The Hook - B, a fun and sunny vacation rental located just a few minutes' walk to world-renowned Siesta Key Beach! With two bedrooms and one bath, a full kitchen, and private patio space, this cheerful unit is perfect for a couple or family with young kids. Arrive and open the door to a comfortable living area that invites guests to sit back and chill out together and decide where to head out and explore first. This home’s location is ideally situated within easy walking distance of both the beach and Siesta Key village, where you will discover local beach shops, ice cream places, and especially delicious seafood restaurants. Or you can stay in and cook at home, in the fully equipped kitchen with dining area for sharing meals and quality family time. Relax and unwind in the primary bedroom, where you will drift off to sleep and dream of the gentle Gulf of Mexico waves. The second bedroom is ideal for kids, with two twin beds. Both bedrooms share the hallway bathroom with granite countertops and a shower and tub combination. Room Details -Primary Bedroom: King bed -Second Bedroom: Two twin beds -Shared Hallway Bathroom with shower and tub combination Step outside on the private patio with a bistro table perfect for coffee in the morning or dining al fresco in the warm tropical breezes. There is also a shared outdoor space featuring a BBQ grill and comfortable lounge chairs for basking in the Florida sunshine. Additionally, there is a shared duplex laundry room for guest use. Book your next Siesta Key vacation to Off The Hook – B now, and get ready to enjoy a trip to paradise! *Please note: 1 car maximum can 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 property allows pets - there will be an additional non-refundable pet fee charged upon approval. Pet Policy: Dogs only are allowed under certain conditions, and all animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Tropical Sands Accommodations 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 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 a refund. This property participates in our Professional Linen Program. This ensures that high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest.
House
Casa Mango
Highlights • Shared Dock • Screened-in Private Pool • 2-mile drive from Siesta Key Beach • Ping Pong Table • Fenced-in backyard and Pet Friendly 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 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
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
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
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.
Condo
Stay On Tropic #3
Highlights • Less than 2-miles to the beach • Dog Friendly • Screened-In Patio • Shared Backyard • Close to restaurants and shops Stay On Tropic #3 by Tropical Sands Accommodations 1739 Siesta Drive #3 Sarasota, FL 34239 Welcome to Stay On Tropic #3, a bright and beautiful two-bedroom and one-bathroom condo. The duplex has a shared outdoor space featuring plenty of comfortable seating and multiple BBQ grills and is a quick drive from restaurants and shops and is close to Siesta Key Beach. Pack your bags for an unforgettable holiday! Take the stairs up to your second-floor retreat and instantly feel refreshed as you walk in. The living space boasts a modern seating area with a comfy sofa and TV and opens to the private screened-in lanai that has plush seating where friends and family can relax and catch up. The kitchen has a cooktop and basic cookware, as well as a chic dining table set for four guests. This condo is appointed with two Queen bedrooms with luxurious bedding, premium mattress, and has a hall bathroom with an updated walk-in shower. -Primary Bedroom: Queen bed -Second Bedroom: Queen bed 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 #4
Highlights • Less than 2-miles to the beach • Dog Friendly • Screened-In Patio • Shared Backyard • Close to restaurants and shops Stay On Tropic #4 by Tropical Sands Accommodations 1739 Siesta Drive #4 Sarasota, FL 34239 Relaxation and sun-filled days await you at Stay On Tropic #4, a modern second-level condo with a shared outdoor space featuring plenty of comfortable seating and multiple BBQ grills. This getaway's location is perfect for those who want a beach vacation and to explore a new area. Downtown Sarasota and Siesta Key Beach, home to mesmerizing white sands, great restaurants, and shops, are just a quick drive away! The living space includes a plush sofa, a TV, and a kitchen with a cooktop and basic cooking essentials, as well as a chic dining table set for four guests. This condo features an adorable screened-in lanai with plenty of seating to sit back and enjoy the tropical surroundings. The main bedroom has a King bed, nightstands with ambient lighting, and plenty of space to lay out 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.
