Condo
704N Crescent Arms
Beautiful 7th Floor Penthouse Condo with Gulf Front View * 2 bedroom, 2 bath * Shared Resort amenities, private beach access, heated pool, bbq area, beach chairs provided * Fully updated unit * Private screened-in lanai with Gulf view * Located on Siesta Key Enjoy every moment of your vacation to sunny Florida in style at this stylishly renovated unit overlooking the Gulf of Mexico! The bright and welcoming living and dining area offers water views and comfortable seating to relax, while the new kitchen features all-new appliances for your convenience. It’s a great combination for casual home-cooked dinners at sunset without even leaving the comfort of your own “home away from home”. Able to accommodate up to 6 guests, the new primary bedroom features an ensuite bathroom, and the second bedroom has 2 Queen beds. All are decorated in a chic coastal style with new furnishings. Unit layout: Primary bedroom - King bed with ensuite bathroom with walk-in shower Bedroom 2 - 2 Queen beds Second hallway bathroom with walk-in shower Resort amenities are available for guest use, including private beach access, beach chairs, a bbq area and a heated pool, plus covered parking. Located in South Village on Siesta Key, this condo is perfectly situated close to restaurants, shopping and happy hour hotspots. Inquire today! *1 week minimum stay required
Condo
Sea Club II Unit 2B
Sea Club II Unit 2B by Tropical Sands Accommodations 5955 Midnight Pass Rd, Unit 2B Siesta Key, FL Welcome to Sea Club II Unit 2B! This one-bedroom, one-bath bayfront condo is a perfect couple's beach escape. Located on the ground level and just steps from Siesta Key Beach, you'll also be a quick trolley ride from Siesta Key Village, where you can explore coastal boutiques, ice cream parlors, coffee shops, and top-rated restaurants. Highlights • Private beach access • Front porch with seating • 1 parking spot • Community pool • Community fishing pier • Community boat basin (up to 24’) • Community grills and tiki hut • Laundry facility onsite • 4-minute walk to trolley stop As a guest at Sea Club II, you'll have exclusive access to some amazing amenities designed to make your stay unforgettable, including a swimming pool, BBQ grills, and a poolside tiki hut. For water enthusiasts, there’s private beach access just across the street, along with a fishing pier and dock, perfect for your aquatic adventures. Upon arriving at Unit 2B, you'll be greeted by a charming front patio with seating—ideal for enjoying your morning coffee or mingling with fellow travelers. Inside, you'll find a cozy seating area with a sofa, side chair, and TV, perfect for relaxing after a day at the beach. The fully equipped kitchen includes all the appliances, dishware, utensils, and cookware you need for preparing quick meals, and a charming kitchen table for two adds a touch of convenience. The main bedroom has a King bed, a TV, a dresser, and a desk. The hall bath has a shower and tub combo. Book your stay at Sea Club II Unit 2B today and enjoy community amenities, beach access, and close proximity to top attractions! We can’t wait to have you as our guest!
Condo
Siesta Beach House #102
Siesta Beach House #102 by Tropical Sands Accommodations 5950 Midnight Pass Rd, #102 Siesta Key, Florida Welcome to Siesta Beach House #102! This ground-level beach condo features one bedroom and one bath, making it perfect for a small family beach getaway. With private beach access just a two-minute walk from your doorstep and the Siesta Key trolley only a four-minute walk away, you and your loved ones can easily explore local attractions. Enjoy the vibrant Siesta Key Village, offering a variety of dining options and live entertainment, or visit the South Village Shopping District for some leisurely shopping. Highlights • Ground-floor condo • Private beach access • 2-minute walk to the beach • Community pool • Community shuffleboard • Shared BBQ grills • 4-minute walk to Trolley stop • 2 miles to Siesta Key Village • 7-night minimum stay Siesta Beach House offers fantastic community amenities, including private beach access for sun-soaked days, a sparkling community pool to cool off, and shuffleboard for some friendly competition. Inside, you’ll find a simple, modern living space with a comfy sofa and a TV, perfect for unwinding after a day at the beach. The updated kitchen boasts a full suite of appliances and essential cookware for preparing quick meals, along with a cozy kitchen table set for two. In the bedroom, parents can enjoy the Queen bed while the child sleeps comfortably in the Twin bed. The hall bath features a convenient walk-in shower. Ready for your next beach adventure? Book your stay at Siesta Beach House #102 today and start making memories that will last a lifetime!
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. Additional pet fee applies.
Condo
Siesta Beach House #312
If you're looking for a great vacation location on beautiful Siesta Key, then look no further. This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous white sandy beaches, or swim in the crystal clear waters of the Gulf of Mexico. Come join us for the perfect vacation.
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.
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
Gulf Holiday Unit 11
This beautifully renovated, well-appointed one bedroom condo is perfect for a romantic getaway!! Gulf Holiday is just a short walk to Siesta Key Beach voted #1 beach in the U.S and the Siesta Key Village shops, restaurants, and nightlife. This 2nd floor unit has a newly renovated kitchen with custom cabinets, new appliances, including dishwasher. Bedroom is Newly furnished with a King sized bed with pillow top mattress. New furnishings in living room with a Flat screen TV as well as in the bedroom. Perfect location and size for a beach vacation.
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.
Condo
Oasis Beach Villa S-1
Beautiful 2 bedroom 2 bath condo right on Beach Rd! It's just a short walk across the street to the beach, and only a block away from the Village. Beach chairs, umbrella and beach cart included for your use. This gated community offers private balconies off the living room and the master bedroom. Enjoy your mornings overlooking the pool area, or the evenings taking in our gorgeous sunsets! Nicely appointed with updated Kitchen, laundry room, and all the comforts of a 5 star resort! 1 week minimum rental
Condo
Siesta Beach House #201
If you're looking for a great vacation location on beautiful Siesta Key, then look no further. This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous white sandy beaches, or swim in the crystal clear waters of the Gulf of Mexico. Located on a private lane that leads right to the beach . . . no through traffic and no streets to cross – just a short stroll to the famed white sands of Crescent Beach. 1 WEEK MINIMUM RENTAL REQUIRED
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!
