House
The Big Dipper
The Big Dipper by Siesta Key Luxury Rental Properties 3810 Flamingo Ave, Siesta Key, FL 34242 Discover the ultimate Siesta Key vacation rental at The Big Dipper! This stunning canal front home features 4 spacious bedrooms and 3 full bathrooms, along with two half baths, making it the ideal getaway for families. Conveniently located just a short 3-minute drive to the beach, this enchanting property combines relaxation and adventure in one exceptional home. Highlights • Canal Front Home • Private Fishing Dock • Heated Pool with In-Ground Spa • 3-minute Drive to the Beach • Screened-in Lanai • Outdoor Kitchen • Washer and Dryer Outdoor enthusiasts will love the private fishing dock, where you can cast a line and enjoy the serene canal views. Take a dip in the heated in-ground pool or unwind in the spa. The screened-in lanai and outdoor kitchen are perfect for al fresco dining and entertaining. Inside, The Big Dipper boasts an inviting living space with ample seating, perfect for gathering with loved ones. The fully equipped kitchen features modern appliances, including a wine fridge and a spacious island, making meal prep enjoyable. A formal dining room down the hall sets the stage for memorable family meals, while an upstairs den offers a cozy retreat for younger guests to hang out and play. The thoughtfully designed bedrooms create a peaceful sanctuary for everyone in your group, ensuring comfort and tranquility during your stay. With generous sleeping arrangements and convenient bathrooms, this home accommodates families and groups effortlessly. Room Details -Primary Bedroom: King bed and ensuite bathroom with a jetted tub and walk-in shower -Second Bedroom: King bed and jack-n-jill bathroom with walk-in shower -Third Bedroom: Queen bed -Fourth Bedroom: Full bed -Bonus Room: Full bed and jack-n-jill bathroom with walk-in shower Book your perfect Siesta Key escape at The Big Dipper today! Create unforgettable memories in this beautiful setting! - This home is managed by Siesta Key Luxury Rental Properties. 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. This property does not allow pets of any kind. This property has an active Ring doorbell and additional video surveillance on the driveway and boat dock. The garage and fire pit are for the owner's use only. 4 cars maximum are able to park at this home’s driveway. 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
Mainsail
Mainsail by Siesta Key Luxury Rental Properties 1245 Big Oak Ln, Siesta Key, Florida Welcome to Mainsail, your dream getaway at this stunning waterfront home featuring 4 bedrooms, 3.5 bathrooms, and a bonus room—ideal for families and groups seeking the ultimate Siesta Key vacation experience. Perfectly located on a dead-end street by the Intracoastal Waterway, this luxurious retreat is just a short walk or bike ride to Siesta Key Beach and the vibrant South Siesta Key Village, with its shops, nightlife, and restaurants. Highlights • 10-minute walk to the beach • Private dock 18ft • Private pool with in-ground spa • Game room • 2 Kayaks • Outdoor bar and kitchen The outdoor amenities invite you to unwind in style, featuring a private heated pool with an oversized sun shelf, a 10-person spa, and a covered patio with a large TV, lounge seating, and a bar top area—perfect for family BBQs in a picturesque Florida setting. Inside, enjoy breathtaking panoramic waterway views from the spacious living areas that blend the living, dining, and gourmet kitchen seamlessly. The kitchen features high-end appliances and ample counter space for culinary creations. The dining table comfortably seats nine for memorable family meals, with additional outdoor seating on the adjacent balcony. An elegantly designed bar with a wine fridge adds luxury and convenience for entertaining while soaking in the stunning views! Retreat to the luxurious master suite on the second level, featuring an en-suite bathroom, walk-in closet, and a mini-refrigerator. The additional bedrooms are appointed with queen beds and offer easy access to bathroom. Room details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with double vanity and walk-in shower -Second Bedroom, 1st floor: Queen bed and ensuite bathroom with shower-tub combo -Third Bedroom, 1st floor: Queen bed and ensuite bathroom with walk-in shower -Fourth Bedroom, 1st floor: 2 Queen bed Don’t miss out on the chance to experience paradise! Input your dates and let’s plan your unforgettable Sarasota rental experience at Mainsail! - This home is managed by Siesta Key Luxury Rental Properties. This property does not allow pets of any kind. This property has active video surveillance on the exterior public approach areas and the pool equipment. 5 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. 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 Siesta Key Luxury Rental Properties 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.
Townhouse
Changing Channels
Changing Channels by Siesta Key Luxury Rental Properties 441 Beach Rd, #F Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Experience fun and relaxation at Changing Channels! This beautiful multi-level home features four bedrooms and four bathrooms. You and your loved ones will be amazed by the breathtaking views from the rooftop deck. Moreover, you will have access to a shared backyard with a stunning pool and an in-ground spa, along with plenty of lounge space for unwinding and soaking up the Florida sunshine! Highlights • 2-minute walk to the beach • Shared Pool • Rooftop deck • Near Siesta Key Village • Washer and dryer The main living floor has a modern and inviting atmosphere with a comfortable seating area, TV, and a gorgeous dining room table. The fully equipped kitchen, with its full suite of top-of-the-line appliances, a large island, and essential cooking tools, is a chef's paradise. And don't forget about the private deck with a dining table, the perfect spot to enjoy meals with a view! Upon entering the primary bedroom, you will feel the calming tropical atmosphere created by warm, neutral tones. The room has a premium bed, a comfortable seating area, and a walk-in closet. The ensuite bathroom is a spa-like retreat with two vanities, a walk-in shower, and a separate soaking tub. The three guest bedrooms have a queen-sized bed, ample closet space, a TV, and an ensuite bathroom for privacy and convenience. One guest room even has access to the rooftop deck, complete with a wet bar and wine fridge. Room Details -Primary Bedroom: King bed and ensuite bathroom with soaking tub and walk-in shower -Second Bedroom: Queen bed and ensuite bathroom with walk-in shower -Third Bedroom: Queen bed and ensuite bathroom with walk-in shower -Fourth Bedroom: Two Queen beds, rooftop access, and ensuite bathroom with shower and tub The location is fantastic, it is just a short walk to the incredible Siesta Key Gulf Beaches. You can walk everywhere, rent a bike, or even a golf cart. Explore Siesta Key Village to enjoy boutiques, coffee shops, fresh ice cream, and restaurants. We can’t wait to have you as our guest at Changing Channels! - This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. This property has an active Ring doorbell surveilling the exterior public approach areas. This property does not allow pets 2 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 see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. 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 refund.
House
Sunset View
Sunset View by Siesta Key Luxury Rental Properties 547 Beach Rd Siesta Key, Florida **Please Note - While this home is guest ready, there are interior doors missing in the foyer that do not impact privacy or safety.** Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Sunset View, a spectacular four-story vacation home with eight bedrooms and five and a half baths. Nestled just four houses away from the nearest beach access, this stunning rental is perfect for your next family getaway. With modern amenities like a fun-filled game room, gorgeous tropical balconies and a refreshing pool, you're sure to have an unforgettable stay. Highlights • 2-minute walk to the beach • Private pool with in-ground spa • Ping Pong table • Indoor Bar • Near Siesta Key Village This lovely home features two distinct living areas. The first space includes a delightful nautical-themed seating area complete with a TV and a modern kitchen equipped with Viking appliances and everything you need to prepare a delicious meal. In addition, there is ample seating at the kitchen island and at the stylish dining table for guests to gather. The third-floor living area is equally impressive, featuring a large sectional, dining table, and a wet bar with a wine fridge. The second and fourth floors boast the most spacious and luxurious rooms, complete with comfortable King size beds, walk-in closets, and private balconies. From the fourth floor balcony, you'll be able to soak in the stunning beach view. These primary rooms also feature ensuite bathrooms that are generously sized, with premier double vanities, walk-in showers, and soaking tubs to pamper yourself. In addition, there are four more king bedrooms - two of which come with their own ensuite bathrooms. And there are two bunk bedrooms that are perfect for the younger guests. Plus, there's a hall bathroom with a convenient walk-in shower, half bath, and laundry room on both floors. Room Details -Primary Bedroom, 4th floor: King bed, balcony, and ensuite bathroom with walk-in shower and tub plus a rollaway twin bed -Second Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower and tub -Third Bedroom, 4th floor: King bed and ensuite bathroom with walk-in shower and tub -Fourth Bedroom, 3rd floor: King bed and ensuite bathroom with double vanity and walk-in shower - Fifth Bedroom, 3rd floor: King bed -Sixth Bedroom, 3rd floor: King bed and queen futon -Seventh Bedroom, 3rd floor: Twin over Full Bunk Bed with Twin Trundle -Eighth Bedroom, 4th floor: Twin over Twin Bunk Bed and Twin with Twin Trundle Your tropical oasis awaits! This home has an incredible pool with an in-ground spa that is certain to delight guests of all ages. You’ll find ample lounge chairs around the pool and the real star is the covered patio! It has an outdoor dining table, cozy seating area, and a bar with a sink, fridge, television, and a generous amount of bar stools - This property has an active Ring doorbell and additional video surveillance on the pool equipment only. 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 property does not allow pets. 6 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 see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. 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 refund.
House
Sugar Sand Cottage
Sugar Sand Cottage by Siesta Key Luxury Rental Properties 105 Beach Rd Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Sugar Sand Cottage! This five-bedroom, three-and-a-half-bathroom Siesta Key home is located directly across the street from the Gulf of Mexico. This bright and sunny getaway boasts a serene backyard with a sparkling pool, and an incredible wraparound patio with deluxe seating and non-stop Gulf views. Highlights • 2-minute walk to the beach • Private Pool • Gulf views • Near restaurants and shops • Washer and dryer While being right across the street from the beach, this home is also only moments away from the vibrant Siesta Key Village. Discover a plethora of dining options, shopping destinations, and entertainment venues that will make your vacation unforgettable. Inside is a fantastic open living space with a cozy seating area with a sofa, side chairs, and a TV. Get ready to cook up a storm in the dreamy kitchen, complete with sleek stainless steel appliances, beautiful tiling, and ample storage space. The dining area is truly the heart of the home, offering a combination of bar-top seating and a large dining table, making it the ideal place to gather with loved ones and entertain guests. This home has spacious bedrooms and a variety of sleeping options in a split floor plan. One side features the primary bedroom, which offers a comfortable night's sleep and an ensuite bathroom with a walk-in shower. The other two rooms have soothing blue tones and easy access to a beautifully detailed hall bathroom with a walk-in shower. Further down the hall is a second living space with an additional living room, a king bedroom, a bunk bedroom, and the third bathroom with a shower and tub combo. Each of the sofas can easily convert to sleeper sofas, providing even more sleeping options for guests. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: Queen bed -Third Bedroom: Full over Full bunk with Twin trundle -Fourth Bedroom: King bed and jack-n-jill bathroom with shower and tub combo -Fifth Bedroom: Full over Full bunk and jack-n-jill bathroom with shower and tub combo We can't wait for your stay at Sugar Sand Cottage! - Professional Linen Program: We ensure high quality linens and towels are professionally laundered at a commercial facility for every guest. Mid Stay Cleans and Linen Exchange is available for an additional cost. This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties 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 see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. 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 refund.
House
Seashell Esta
Seashell Esta by Siesta Key Luxury Rental Properties 89 Avenida Messina Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Seashell Esta, a luxurious new home located in Siesta Key. With seven bedrooms, seven and a half bathrooms, and three stories of top-notch amenities, you are in for a truly remarkable stay. From private balconies to the rooftop deck, you will be treated to unparalleled views of the Gulf, breathtaking sunsets and an impressive resort-style backyard. There is no doubt that you and your loved ones will be blown away by the sheer magnificence of this house. Highlights • 2-minute walk to the beach • Pool with Spa and Waterslide • Rooftop Deck • Elevator • Near restaurants and boutiques This lovely home is perfect for hosting guests, with its spacious great room that flows seamlessly from the living room to the gourmet kitchen and dining area. You can relax on the plush sofa while streaming your favorite shows as the family chef crafts a meal from the fully equipped kitchen. The kitchen is designed with state-of-the-art appliances, ample counter space for meal prep, and a kitchen island where guests can grab a bar stool for a quick bite. And when it's time for a formal meal, you can gather around the dining table and open the doors to the balcony, where you'll find an outdoor table. Wake up refreshed in one of the seven dreamy bedrooms, ready to explore Siesta Key and the surrounding barrier islands. Make way to the third floor, where you have the primary bedroom styled with serene hues, a king bed, and a private deck to relax with your favorite book. Other highlights include an ensuite bathroom with a double vanity, a glass-enclosed step-in shower, and a walk-in closet. Throughout the two living floors, are five guest bedrooms, all featuring king beds with ensuite bathrooms, where the step-in showers are sure to provide a spa-like experience. While your last bedroom boasts a full over full bunk with an ensuite bathroom with a shower and tub combo perfect for the younger crew in tow! Plus, there are two sleeper sofas to ensure every guest has a restful night's sleep. Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with shower and standalone tub -Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Fourth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Sixth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Seventh Bedroom, 3rd floor: Full over Full bunk and ensuite bathroom with shower and tub combo -Living Room: Queen Sofa sleeper -Club Room: Queen Sofa sleeper Spend countless hours creating unforgettable memories in the secluded backyard oasis. Take a dip in the beautiful heated lagoon-style pool, relax your muscles in the jetted spa, and let the group's grill masters whip up a delicious feast on the grill. There is plenty of lounge space surrounding the pool, and under the covered patio, you can even watch your favorite TV shows or movies on the outdoor TV. The location of Seashell Esta is absolutely incredible! You can reach the beautiful Gulf beaches in just a minute's walk, and the vibrant shopping and dining district at Siesta Key Village is also close by. With all of these amazing features, Seashell Esta is the perfect vacation home that will make you want to come back again and again! - This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties 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 see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. 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 refund.
House
Aruba
Aruba by Siesta Key Luxury Rental Properties 5255 Calle Menorca Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Aruba! This fantastic vacation home has three bedrooms and two and a half bathrooms and is just a short walk away from the beautiful white sands of Siesta Key Beach. You'll love the stunning backyard, which features a large pool and a covered area with an outdoor table and BBQ grill. This getaway is perfect for entertaining guests and enjoying the sunshine. Highlights • 5-minute walk from the beach • Private Pool • Dog Friendly • Near shops and boutiques • Washer and Dryer Stepping through the door, you will be greeted by a warm, inviting living space with multiple comfortable sofas and side chairs, ensuring every guest feels at home. The living room also boasts a TV and a bartop, perfect for quick snacks and fun card games. The bright and airy kitchen comes fully equipped with top-of-the-line stainless steel appliances, dishes, utensils, and plenty of cabinet space. The adjacent dining room table offers stunning views of the pool. The two King suites have premium mattresses with vibrant decor, creating a serene atmosphere. Both rooms have plenty of storage space and televisions and have easy access to the hall bath with a shower and tub combination. Our third bedroom is perfect for children, with its nautical-themed decor and two bunk beds. The ensuite bathroom features a walk-in shower, ensuring everyone has space and privacy. We have a washer and dryer to make your stay even more convenient. Room Details -Primary Bedroom: King bed -Second Bedroom: King bed -Third Bedroom: Two bunk beds with twin trundles and ensuite bathroom with walk-in shower -Living Room: Queen sleeper sofa You and your guests can enjoy a short walk to the beach and Siesta Key Village, where you will have plenty of things to do. You can browse the local boutiques and savor delicious restaurant meals. Everything is conveniently located within walking distance. However, if you prefer not to walk, you can take the free trolley or rent a golf cart. Let Aruba help you turn your dream beach vacation 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 Siesta Key Luxury Rental Properties Rental Policies for full details. This property has active video surveillance on the pool equipment only. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest.
House
The Hideaway (SKLRP)
The Hideaway by Siesta Key Luxury Rental Properties 320 Calle Miramar Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to The Hideaway, a luxurious private gated home with four spacious bedrooms and four and a half baths. This home's stunning custom design and top-notch amenities will awe you and your guests. The screened-in pool patio will undoubtedly become your favorite spot to unwind and relax, whether you want to take a dip, lounge on the comfortable sunbeds, or whip up a delicious BBQ feast. The possibilities are endless at The Hideaway! Highlights • Less than a 5-minute walk to the beach • Private pool • Screened-in patio • High-end kitchen appliances • Pool table • Elevator • Balcony Your loved ones will appreciate the modern feel of this home with an open layout that connect the living room, dining area, laundry room, half bath, and kitchen. The gourmet kitchen will not disappoint with its full suite of appliances, including a gas stove, wine fridge, and a Miele coffee machine. Gather for meals at the kitchen island or at the formal dining table. After fun-filled days, guests can unwind with a movie night on the comfy sofa or head upstairs to the game room, where you can play a game of pool or practice your mixology skills at the bar. Behind the bar are sliding glass doors that lead to a breathtaking deck with comfortable outdoor seating, providing a perfect spot to enjoy the refreshing island breeze. Just off the kitchen, you'll find the primary bedroom has a luxurious canopy bed with patio access and stunning pool views. The bedroom feels exceptionally spacious, with a privacy wall that separates it from the ensuite bathroom, which features a rain shower, a standalone bathtub, and an oversized walk-in closet. Moving to the second floor, you'll find two queen bedrooms with ensuite bathrooms and walk-in showers. On the third floor is the fourth bedroom. It is perfect for younger kids and features two bunk beds, a closet, a desk, and an ensuite bathroom with a walk-in shower. Room Details -Primary Bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower and standalone tub -Second Bedroom, 2nd floor: Queen bed and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: Queen bed and ensuite bathroom with walk-in shower -Fourth Bedroom, 3rd floor: Two Twin bunk beds and ensuite bathroom with walk-in showers When you're ready to explore the area, Siesta Key Village is just a block away. The village offers a wide variety of restaurants and shops, and the beach is only a few minutes' walk away. Our home's location is so convenient that you'll feel like a local in no time, and with all the incredible amenities we offer, we're confident you'll want to come back year after year. - 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 property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property does not allow pets. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. 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 refund.
House
Casa Siesta
Casa Siesta by Siesta Key Luxury Rental Properties 95 Columbus Blvd Siesta Key, Florida Welcome to Casa Siesta! This gorgeous three-bedroom, three-bath mission-styled vacation home is ideally located just steps from stunning Siesta Key Beach and the vibrant Siesta Key Village. Perfect for friends and family getaways, this elegant retreat ensures comfort and privacy, as each bedroom functions as a complete suite. Highlights • 1-minute walk from the beach • 3-minute walk to shopping and dining • Private pool with in-ground spa • Rooftop deck with breathtaking beach views • Professional linen program • BBQ grill and outdoor seating Casa Siesta features a stunning front courtyard with a sparkling pool and an in-ground spa surrounded by lounge chairs. In the backyard, you'll find a secluded grass area with additional seating. The rooftop deck, accessible from the second-floor bedroom, offers incredible views—perfect for enjoying sunset cocktails! Inside, the vibrant, great room exudes coastal charm, featuring an oversized sofa and loveseat that invite cozy movie nights and shared laughter. The fully equipped chef’s kitchen dazzles with stainless steel appliances and ample counter space, making meal prep a breeze. Gather around the modern dining table or enjoy al fresco dining on the covered patio, complete with an outdoor TV for game day. Retreat to the primary bedroom after sun-soaked days, where you'll find a luxurious king bed, a private balcony, and a spacious walk-in closet. The exquisite ensuite bathroom features a double vanity and beautifully tiled walk-in shower. The additional two bedrooms are equally adorned with charming beach decor, ample storage, and their own ensuite bathrooms with walk-in showers. For added comfort, there's a cozy loft area with a twin trundle bed, equipped with a TV and work desk for extra relaxation. Room Details: Primary Bedroom, 2nd floor: King bed, private balcony, ensuite with walk-in shower Second Bedroom, 2nd floor: King bed, private balcony, ensuite with walk-in shower Third Bedroom, 1st floor: Queen bed, ensuite with walk-in shower Loft, 2nd floor: Twin trundle bed A complete laundry room is conveniently located off the garage, making it easy to refresh your beach attire during your stay. Book your stay at Casa Siesta today and step into a world of luxury and relaxation—the beach is calling, and your unforgettable island adventure awaits just steps from your door! - This home is managed by Siesta Key Luxury Rental Properties This property has an active Ring doorbell, active video surveillance on the exterior public approach areas, and the pool equipment. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. This property does not allow pets of any kind. 2 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. 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 Siesta Key Luxury Rental Properties 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
Talk To The Sand
Talk To The Sand by Siesta Key Luxury Rental Properties 5219 Calle Menorca Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Your dream vacation awaits at Talk To The Sand, a spectacular home with a fabulous backyard, a spa, pool, a waterslide, and a rooftop deck where you can have private sunset Gulf viewings! With seven bedrooms and seven and a half bathrooms, this pet-friendly rental is the ultimate getaway for friends and family and is just a quick stroll to the Gulf of Mexico beaches and Siesta Key Village. Highlights • 5-minute walk from the beach • Rooftop deck • Beach views • Pool with spa and waterslide • Foosball table • Ping pong table • Elevator • BBQ Grill • Washer and dryer As you arrive at your piece of paradise, take the elevator or stairs to the main living floor, where you’ll find a large great room with a fully equipped kitchen and island seating, a bright seating area with sofas and a TV, a chic dining room table, and a balcony that overlooks the pool. Just down the hall is a half bathroom, and for your convenience, there is a washer and dryer to keep your beach towels and clothes clean. On the third floor is a second living room with a TV and five bedrooms. The primary bedroom offers a peaceful retreat with a private balcony, an ensuite bathroom with a double vanity, and a walk-in shower with unique tiles. Three upstairs bedrooms have King beds, TVs, and adorable ensuite bathrooms with walk-in showers. The fifth bedroom is designed for the kiddos with a bunk bed and an ensuite bathroom with a shower and tub combination, and this room has a balcony. On the lower level are the remaining two bedrooms featuring King beds, plenty of closet space, and ensuite bathrooms with walk-in showers. Room Details -Primary Bedroom, 3rd floor: King bed, private balcony, and ensuite bathroom with double vanity and walk-in shower -Second Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom, 3rd floor: Full over full bunk bed, balcony, and ensuite bathroom with shower and tub combination -Sixth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Seventh Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower Guests who crave extra activity can indulge in a game of ping pong and foosball. Head to Siesta Key Village to enjoy boutiques, coffee shops, fresh ice cream, and restaurants. Investigate the island with a Siesta Key tour, kayak, or paddleboard the calm intercoastal waterway and beautiful Tampa Bay, where you might encounter a dolphin or manatee or charter a fishing trip to see who brings in the biggest catch. Book Talk To The Sand today! - 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 property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties Rental Policies for full details. 5 cars maximum are able to park at this home, 3 Car Garage, and 2 cars in the driveway. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. 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 refund.
Townhouse
Tarpon Villa
Tarpon Villa by Siesta Key Luxury Rental Properties 340 Canal Rd Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Tarpon Villa, an incredible family-friendly four-bedroom, two-and-a-half-bathroom townhome adorned with beautiful beach decor! Located just a quick walk from the stunning shores of Siesta Key Beach and only steps away from the vibrant Siesta Key Village, this vacation home is the ultimate destination for unforgettable family adventures. Highlights • 4-minute walk to the beach • Private heated pool • Fenced yard • Steps to Siesta Key Village’s shops and dining • Outdoor Seating and BBQ grill • Beach chairs and wagon • Smart TVs Bask in the sun by your private pool surrounded by lush landscaping! Relax on the covered patio with a dining table and lounge chairs, perfect for sipping drinks and enjoying meals cooked on the provided BBQ grill and let the kids splash happily in the pool, creating unforgettable moments together! The ground level features a spacious open great room that embodies the essence of coastal living. Enjoy the lovely seating area with an HDTV and large sliding glass doors that offer seamless access to tranquil pool views, inviting in sunshine and ocean breezes. The fully equipped kitchen and dining area are designed for family gatherings, comfortably seating six, with an additional bar area for five—perfect for casual meals and cocktails. At Tarpon Villa, all bedrooms are located on the second and third floors, each featuring charming beach-inspired decor, and some include televisions. The primary suite boasts a private balcony where you can relax to the soothing sounds of swaying palm trees, along with a large walk-in closet and an ensuite bathroom with a walk-in shower and soaking tub. On the third floor, there's a cozy bunk room, while the second floor offers two guest bedrooms—both with spacious closets and one with its own private balcony. A full bath with a shower and tub combination and a half bath are conveniently located on the first floor. Room Details - Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with tub and walk-in shower. - Second Bedroom, 2nd floor: King bed - Third Bedroom, 2nd floor: Queen bed - Fourth Bedroom, 3rd floor: Bunk bed with full-over-full and a twin trundle daybed. Siesta Key, Florida, is perfect for family vacations, featuring the stunning Siesta Key Beach with its powdery white sand, charming shops and restaurants of Siesta Key Village, and opportunities for kayaking, paddleboarding, and biking. Tarpon Villa is ideal for your next vacation. Don’t wait—book today to secure your paradise escape! - This home is managed by Siesta Key Luxury Rental Properties. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This property does not allow pets of any kind. 2 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 Siesta Key Luxury Rental Properties. 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 refund.
Duplex
Casita East
Casita East by Siesta Key Luxury Rental Properties 1139 Sun and Sea Dr, East Unit Sarasota, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Casita East! This beach bungalow offers two bedrooms and one bathroom, along with fantastic amenities like private beach access and access to the community pool and hot tub. If you need more space, Casita West, the neighboring property, is also available for rent. With two bedrooms and one bath, renting both Casita East and Casita West would give you a total of four bedrooms and two baths. So pack your beach bags and get ready for an amazing vacation on Siesta Key's beautiful beaches! Highlights • Private beach access • Shared patio • Access to community pool and hot tub • Close to restaurants • Part of Professional Linen Program Upon entering, you’re welcomed into the cozy living area with two sofas and a tv, perfect for unwinding after a day at the beach. The kitchen has been updated with modern touches and stainless-steel appliances, it’s also equipped with cookware essentials, and has a nautical-theme dining area and table for up to four guests. Outside is a lovely, shared patio with bright landscaping, and an outdoor dining area with a grill. Experience ultimate comfort and relaxation in the primary bedroom, complete with a cozy Queen bed, two nightstands, and a spacious closet to safely store your belongings. The guest bedroom has two twin beds with nautical bedding and a TV. The main bathroom has a large vanity, perfect for storing all your vacation essentials, and a refreshing shower and bath combination. As an added convenience, guests have access to a shared washer and dryer. Room Details -Primary Bedroom: Queen bed -Second Bedroom: Two twin beds The association's pool and hot tub are available; lounge chairs surround the deck area. The association also has private beach access for guests to enjoy one of the world's best beaches. Get out and venture out to the restaurants, ice cream parlors, boutiques, and the stunning Gulf of Mexico beaches just seconds away from this apartment. Rent a bike, kayak, or paddleboard and explore everything that beautiful Siesta Key offers! - This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon.
