CONTACT US
STAYCATION PROMO
Escape, retreat, and indulge with Siesta Key Luxury Rental Properties. Take advantage of our exclusive offer for locals and save 10% off your dream getaway. Book now by calling 941-349-1125! *Offer valid for residents of Manatee, Sarasota, Pinellas, and Hillsborough counties.

Celebrate the holiday season with our deal of the year! Book any new Siesta Key Luxury Rental Properties reservation with an arrival date now through December 31, 2024 and save 15% off the rental rate. Minimum night stay will vary by property and date of stay. Book now with promo code: BLACKFRIDAY2023
Offer ends at MIDNIGHT, November 26, 2023. Book your vacation directly on our website or call us now at 941-349-1125 to receive this promotion.

*Subject to availability. Blackout dates may apply. This promotion cannot be applied to an existing reservation or combined with any other offers.

Showing 36 of 53 properties



House

Sunset View

Sunset View

Sunset View by Siesta Key Luxury Rental Properties 547 Beach Rd Siesta Key, Florida 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. 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. At A Glance • 2-minute walk to the beach • Private pool with in-ground spa • Ping Pong table • Indoor Bar • Near Siesta Key Village

8 5.5 25
BOOK NOW

House

Sunset Cove

Sunset Cove

Sunset Cove by Siesta Key Luxury Rental Properties 8202 Midnight Pass Road Sarasota, FL 34242 Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Sunset Cove, a breathtaking four-bedroom and three-and-a-half-bathroom home alongside the picturesque Heron Lagoon, offering unparalleled serenity and natural beauty. This oasis boasts a private dock, perfect for exploring the lagoon on kayaks or paddleboards, and a large screened-in patio with a private pool. Whether you're craving relaxation by the pool or an adventure in Florida's natural wildlife, Sunset Cove is the ultimate vacation destination! You'll love the seamless flow between the living room, kitchen, and formal dining room, making it easy to socialize. The kitchen is equipped with a full range of appliances, dishware, and a walk-in pantry that includes the home's washer and dryer. Plus, there are two comfortable living areas adorned with charming coastal decor and a convenient half bath that is also accessible from the outside. Ascend to the second floor to discover the main suite with French doors opening to a balcony showcasing spectacular canal and pool views. The suite includes a generous walk-in closet, an office wing with a desk, and a private bath with a soaking tub, two separate vanities, and a walk-in shower. Guests will love any of the three spacious guest rooms, complete with luxurious furnishings, TVs, and ample dressers. Plus, the two guest bathrooms offer the best of both worlds with shower and tub combos. Room Details -Primary Bedroom: King bed, balcony, and ensuite bathroom with walk-in shower and tub -Second Bedroom: King bed -Third Bedroom: Queen bed -Fourth Bedroom: Two Twin beds Sunset Cove's backyard has a screened-in pool area with a built-in dry bar. Ideally located in sought-after Siesta Key, enjoy a short stroll to Turtle Beach, hop on a rented golf cart, and head to Siesta Key Village. Get ready to unwind and create memories that will last a lifetime! - 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. Kids playhouse not for guest use. 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. At A Glance • Canal front with dock • Outdoor bar • 1-mile to the beach • Private Pool • Washer and dryer

4 3.5 8
BOOK NOW

House

Treasure on the Canal

Treasure on the Canal

Treasure on the Canal by Siesta Luxury Rental Properties 701 Treasure Boat Way Sarasota, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Treasure on the Canal! This lavish three-bedroom, two full bath, plus two half bath haven beckons with a private pool and spa, offering blissful canal vistas. Just moments from the Gulf of Mexico's pristine shores and Siesta Key Village's charming boutiques and eateries, this retreat is the epitome of indulgence. With a private dock for seamless waterfront adventures, every moment promises to be a treasure to cherish. Step into luxury with this Tuscan contemporary masterpiece. The bright, open living area invites you to relax in a modern seating arrangement, complete with a smart TV. Entertain guests effortlessly at the formal dining table or indulge in a nightcap at the sleek wet bar, featuring a convenient wine fridge. The fully equipped kitchen has high-end cabinetry and stainless steel appliances, while a cozy kitchen table provides the perfect spot for intimate meals. Savor the ultimate relaxation after days spent on the water. The primary bedroom awaits with a premium mattress and ensuite bathroom featuring dual vanities, a walk-in shower, and a soaking tub. Ascend the dramatic curved staircase to discover two guest bedrooms adorned with plush bedding, conveniently adjacent to a hall bath with a shower and tub combination. Additional delights include an office space, a family room complete with an extra wet bar, a laundry room, and a screened-in balcony offering serene vistas of the pool and canal. Room Details -Primary Bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower and tub -Second Bedroom, 2nd floor: Full bed -Third Bedroom, 2nd floor: Two Twin beds Step out to the screened-in lanai and find a bistro dining table and an outdoor kitchen setup with a built-in BBQ grill and sink. Whether you’re out exploring the water via kayak, paddleboard, or boat, lounging by the pool, indulging in nearby delights, or spending time at the beach, you will surely have an unforgettable stay at Treasure on the Canal! - This property does not allow pets. 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. At A Glance • Canal front with private dock • Private pool with in-ground spa •15-minute walk to the beach • Screened-in patio • 30-night minimum stay

3 3 6
BOOK NOW

House

Mainsail

Mainsail

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! At A Glance • Waterfront Home with Dock and Boating Access • Private Heated Pool and Spa • BBQ Grill • Bikes included (inquire for more details) • Covered Pool Patio with Bar • Part of SKLRPs: Professional Linen, Safety, Incl. Amenities, and Vendor Programs • Game Room off the Pool with Gaming Consoles and Seating • 6 Minute Bike Ride to South Siesta Key Village Shops, Nightlife, Restaurants, and More • Walk or Bike to Siesta Key Beach • 4 Bedrooms, 3.5 Bathrooms + Bonus Room • Parking for up to 5 Cars • Free WiFi, and HDTV Included This Private Home located on a dead-end street is located within walking or biking distance to the South Siesta Key Village and it is directly on the Intracoastal Waterway (ICW). BRING YOUR BOAT AND DOCK IT BEHIND THE HOME! It is hard to find a home with this type of waterfront boating and fishing access, with better views, and more privacy all wrapped into one gorgeous package! The views of the ICW Waterway from ALL levels of this home are simply staggering. You'll be able to watch marine and bird life of all kinds, and some boaters as well! The pictures do not do it justice. You'll be able to watch sunrise from almost any room in the home, or just walk out onto the balcony, or down to the covered patio or pool area and take in the Florida sun there! When you want to head out and explore, you can do so on foot or on a bike. Siesta Key Beach and South Siesta Key Village - grocery store, restaurants, shops, nightlife and more are both a nice walk or comfortable bike ride away. This 4-bedroom with Bonus Room, 3.5-bathroom home, offers over 3500 square feet of living and vacationing space. There are Outdoor Dining areas on the main level Balcony and in the covered Pool Patio bar area. Everyone will love the Private Heated Pool and Spa that features an oversized sun shelf, upgraded pool lighting and fountain package, and an oversized pool patio that is perfect for lounge chairs and sun tanning. The Oversized 10-person Spa will always keep everyone smiling and enjoying the water views. Ground Level: On this level of living, you will find a 2-car garage with access to a sitting room, covered pool patio area, private pool and spa, and 1 bedroom with two Queen and arcade games. The covered patio features a large TV with lounge seating, a bar top area with serving station and seating, and an outdoor kitchen and Grill for the perfect family BBQ in the most picturesque Florida setting. 1st Level of Living: On this level, you'll find the main Great Room with Intercoastal Views from nearly every room. The Living, Dining, and Kitchen spaces are wide open with plenty of space to get everyone together. On the interior of the home there is a dining for 9 people along with an adjacent balcony with dining for an additional 6 persons. Also on this floor, you'll find 2 bedrooms both with Queen Beds. 2nd Level of Living: On this level, you will find the spacious Master Suite with En Suite Bathroom, Walk-in Closet and Washer/Dryer. You'll also find a mini refrigerator and can enjoy Intercoastal views from the moment you wake up in the morning. Area Details: This home is also a short drive to Downtown Sarasota and the Ringling Museum. It's only a little bit further, about an hour or two, to St Pete, Tampa, and Orlando as well as those areas have to offer for a quick day trip as well. Free WIFI. If you have any questions concerning our home, rates, amenities, 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 and showing you why a Siesta Key Luxury Rental Properties vacation is the best type of vacation! - This property has active video surveillance on the exterior public approach areas and the pool equipment.

4 3.5 10
BOOK NOW

House

Aruba

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. 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. At A Glance • 5-minute walk from the beach • Private Pool • Pet Friendly • Near shops and boutiques • Washer and Dryer

3 2.5 12
BOOK NOW

House

Bahama Mama

Bahama Mama

Bahama Mama by Siesta Key Luxury Rental Properties 5227 Calle Menorca Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Bahama Mama, a stunning vacation home boasting five bedrooms and five bathrooms, located just a five-minute walk away from the picturesque Gulf of Mexico beaches! The backyard of this home is a true tropical paradise, featuring a sparkling pool with a spa, comfortable loungers, and a charming covered patio that includes an outdoor dining table, a television, and a BBQ grill. We can't wait to welcome you to this unforgettable retreat! As you step inside your dream beach vacation home, you will be greeted with a modern living space adorned with coastal touches that create a relaxing ambiance. The cozy seating area boasts a large TV, perfect for streaming your favorite shows. The fully equipped kitchen has stainless steel appliances, a spacious kitchen island that serves as an ideal spot for preparing large meals, seating for six guests to keep the cook company, and a unique banquette-style table that adds character to the dining area. What makes this home's bedrooms so delightful and unique is that each one has an ensuite bathroom! You'll appreciate the thoughtful design that prioritizes both comfort and elegance, along with convenient amenities like televisions and plenty of storage space. The King and Queen rooms boast walk-in showers, while the bunk room features a shower and tub combo. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower -Third Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower -Fourth Bedroom: Queen bed and ensuite bathroom with walk-in shower -Fifth Bedroom: Full over full bunk bed and ensuite bathroom with shower and tub combo. This lovely home is situated in the heart of Siesta Key Village, merely one block away from Ocean Boulevard's fabulous boutiques and restaurants. You can enjoy a peaceful outing at Siesta Key Beach, famous for its shimmering white sand and warm waters. Whether you want to rest, relax, or embark on an adventure, this place has everything you need for the perfect vacation! - 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 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 in your stay. These are professionally laundered at a commercial facility for every guest. 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. At A Glance • 5-minute walk to the beach • Near restaurants and boutiques • Pool with in-ground spa • BBQ • Outdoor shower

5 5 12
BOOK NOW

House

Bimini Breeze (SKLRP)

Bimini Breeze (SKLRP)

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Bimini Breeze by Siesta Key Luxury Rental Properties 5259 Calle Menorca Siesta Key Welcome to Bimini Breeze, a completely remodeled home in the heart of Siesta Key, less than a block away from Siesta Key Village and Siesta Key Beach! This vacation rental has a resort-style pool that is inviting and perfect for relaxing while enjoying the warm sun. Walk less than five minutes to the shimmery white sands of the best Gulf beach on Siesta Key and enjoy a warm swim in the turquoise waters. Guests can walk to Siesta Key Village for refreshments and shopping, giving them so many options to personalize their perfect stay. Bimini Breeze is a gorgeous two-bedroom, two-bathroom home with stunning blue hues that sleeps up to eight people. The living room provides a calming atmosphere that will put all your guests at ease. Sit back and relax on the comfortable couches, watch a family favorite on the large tv, or enjoy an intriguing conversation with your guests while they gaze upon the beautiful backyard through the sliding glass door. The fully equipped kitchen has lovely coastal décor and stainless-steel appliances, ready to whip up delicious meals and beach refreshments for hungry guests. The generous island makes preparation a breeze and has seating for four guests to enjoy casual breakfasts and snacks. Relax outside at the seating of six guests at the outdoor dining table to enjoy fresh-cooked island treats or delicious local takeout. The primary bedroom has plenty of space in the closet to keep your vacation attire fresh, a tv for late-night movies, and a comfortable setting allowing you to listen to the lush landscaping sway as you drift off to sleep. Take a rejuvenating shower in the primary ensuite bathroom before a day of adventures and relaxation. The second bedroom is perfect for younger guests and has a tv for Saturday morning cartoons. The second bathroom features a shower and tub combination. The sleeper sofa offers additional space for a restful night’s sleep. Your guests will love the options this home, and its location provides. The private pool allows guests to swim or lounge on generous sun shelves lining two sides. Beach lovers can grab the property’s chairs and walk to the fine white sandy beach for a swim in the famous clear waters of the Gulf. Snorkel, paddle board, or kayak to see the sea life up close and explore the waters. Bike rentals or the free island trolley will help you explore the key. Siesta Key Village is steps from your doorstep, with local shops, cafés, restaurants, and nightclubs for live music and drinks. Whatever your vacation speed is, this home makes island living a breeze. Sleeping Arrangements (Sleeps 6) Primary Bedroom: Kind bed and ensuite bathroom with walk-in shower Second Bedroom: Full over full bunk bed Living room: Queen sleeper sofa This property allows pets - there will be an additional pet fee associated. Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. -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 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. 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. At A Glance • 5-minute walk from the beach • 3-minute walk from Siesta Key Village • Private Pool • Pet Friendly - Fees Apply • Part of our Professional Linen Program • Beach Chairs and Beach Towels Included

2 2 6
BOOK NOW

House

Blue Paradise

Blue Paradise

Blue Paradise by Siesta Key Luxury Rental Properties 5234 Avenida Navarra Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Blue Paradise - a perfect vacation home with six-bedrooms and six-and-a-half bathrooms located just half a block away from the stunning Siesta Key Beach and right across the street from Siesta Key Village. Guests can explore charming shops and indulge in delicious dining experiences. The resort-style backyard is complete with a private pool, a covered patio for creating unforgettable memories, a sun shelf, and a putting green to keep your skills sharp. Take in the breathtaking views of the Gulf of Mexico, Siesta Key Village, Lido Key, and Downtown Sarasota while enjoying refreshments on the rooftop deck. The coastal living area is furnished with a comfortable sofa, four side chairs, and a mounted TV, perfect for unwinding after a long day of exploring. The modern kitchen boasts stainless steel appliances, basic cookware, and a spacious countertop with barstool seating for up to five people. And, the elegant banquette table is the ideal spot for enjoying fresh meals, take-out, and playing board games with your loved ones. The third floor of the house features an extra living room with comfortable seating, a television set, and a stunning wet bar equipped with a wine refrigerator and a coffee maker. Additionally, each floor has its own washer and dryer, ensuring that beach towels are always clean and fresh. The primary bedroom is a lovely space for relaxation, with soothing colors that create a spa-like atmosphere. It includes an ensuite bathroom with a walk-in shower, a spacious closet for storing, and a balcony that offers a peaceful retreat. The four guest bedrooms, all with king-sized beds, are designed to provide a coastal oasis experience, each with ample closet space, an attached bathroom featuring a walk-in shower, and balcony access. The sixth bedroom is perfect for younger guests, with plenty of room to play and an attached bathroom that includes a shower and tub combination. Room Details -Primary Bedroom, 2nd Floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Second Bedroom, Second Floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Third Bedroom, Third Floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Fourth Bedroom, Third Floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Fifth Bedroom, Third Floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Sixth Bedroom, Third Floor: Two full over full bunk beds and ensuite bathroom with shower/tub combination The backyard is an entertainer’s dream with lush tropical flora and amenities. The stunning saltwater pool features a ceiling-mounted rain curtain, a sun shelf, and an attached in-ground spa. Under the covered patio space is an incredible bar with a built-in and cooler and bar seating for five, two large flatscreen TVs, an oversized sectional, and a dining table where you can delight in fresh meals cooked on the BBQ grill. Guests of all ages can enjoy a challenging game of golf on the 3-hole putting green. The attached garage can be used to hold a ping-pong tournament and it comes equipped with beach chairs, carts, and a cooler. Fill your vacation with unforgettable experiences at Blue Paradise! - No Pets Allowed 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. At A Glance • 2-minute walk to the beach • 3-minute walk from Siesta Key Village • Private Pool and In-Ground Spa • Putting Green • Roof Top Deck

6 6.5 18
BOOK NOW

House

Casa Siesta

Casa Siesta

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Casa Siesta by Siesta Key Luxury Rental Properties 95 Columbus Blvd Siesta Key Welcome to Casa Siesta, a newly remodeled Mission-styled home just two houses away from the white sands of Siesta Key Beach and a block away from Siesta Key Village, whose amenities and location will make your vacation dreams come true. Upon entering the front gate, you are your guests will be welcomed into an elegantly appointed escape that features tropical outdoor landscaping leading to the home’s grand entryway to the fabulous spacious room. Relax in your private pool and spa before you enjoy refreshments on the rooftop deck. Casa Siesta is a two-level home with three bedrooms and three bathrooms that sleeps eight guests in contemporary comfort. This home’s many updates and modern touches are perfect for entertaining and relaxing. The great inviting room features an oversized sofa and love seat where guests can gather to relax, watch a movie, or catch up on one another’s island adventures. This spacious and airy room is open to the second floor, where a wrap-around walkway forms an interior balcony reminiscent of the Spanish era. An intimate living room upstairs features a day bed, an oversized chair, and a small desk for reading or writing. The fully equipped chef’s kitchen features updated stainless steel appliances, plentiful counter space, and a center island to make meal and snack preparation a breeze. Enjoy meals at the dining room table that seats six or outdoors on the covered patio’s table for four. The primary bedroom is your private retreat with relaxing spa-style décor and generous space to unwind. It features a walk-in closet for all your island wear and storage, an ensuite bathroom with a walk-in shower, and double vanity for luxurious comfort. Read a book or sip coffee on your private balcony. The second bedroom features lovely coastal furnishings, plenty of closet space, and an ensuite bathroom with a walk-in shower. This room opens to a private balcony with a spiral staircase leading to the rooftop deck. Finally, the third bedroom has a charming picture window with a sitting ledge and an ensuite bathroom with a walk-in shower sure to please your guests. Spacious rooftop deck! Relax in the lounge chairs and Adirondack chairs, and even spread-out beach blankets on the artificial turf carpet. The private swimming pool and spa offers are great for a refreshing dip after a day of exploring the island. Relax on the poolside loungers or grill a fresh catch on the patio. Enjoy the unique boutiques and restaurants just a block away at Siesta Key Village or take the trolley or rented bicycles and explore the island. Let Casa Siesta be your breathtaking home base for a memorable island getaway. Accommodations (Sleeps 8) Primary Bedroom, Second Floor – King, Ensuite with walk-in shower Second Bedroom, Second Floor - King, Ensuite with walk-in shower Third Bedroom, First Floor – Queen, Ensuite bathroom with walk-in shower Living Room, Second Floor, Twin w/ Trundle **There is construction located near this property. Tentative completion date is August of 2023** No Pets Allowed 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. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry. 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. At A Glance • 1-minute walk from the beach • 3-minute walk from Siesta Key Village • Private Pool and Spa • Roof Top Deck • Professional Linen Program

3 3 8
BOOK NOW

Townhouse

Dry Dock

Dry Dock

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Dry Dock by Siesta Key Luxury Rental 515 Canal B Siesta Key Welcome to Dry Dock, a desirable canal-front townhouse with a shared dock only a block from the white sands of Siesta Key Beach. Your guests will love boating, kayaking, paddle boarding, and fishing from the backyard in modern coastal comfort. The elevator makes move-in a breeze. Enjoy refreshments and watch a stunning sunset over the Gulf on the rooftop deck before relaxing in the private pool and hot tub. Restaurants, boutiques, coffee shops, and ice cream are three blocks away at Siesta Key Village. Because you are centrally located near all the major island attractions in a home with such desirable amenities, hosting a fantastic stay will be a breeze. Dry Dock has two levels of living space over the garage, easily accessed with the elevator. It accommodates up to eighteen guests with six bedrooms and six and a half baths for eighteen guests. The living room features an oversized sectional for guests to gather and connect over a conversation, a movie, or relax after a day of island adventures. It also provides access to the second-level balcony, where guests can sit at the bistro table and read or sip coffee while overlooking the canal. The kitchen offers generous counter space for preparing delicious island meals and snacks in an updated, fully equipped kitchen with stainless steel appliances that will delight your family chef. The kitchen island seats six for quick snacks and breakfasts. The adjacent banquette-style dining table seats 12 comfortably for your guests to enjoy home-cooked meals, take-out, or board games. The seating co-location allows all eighteen guests to dine together in a shared space. The primary bedroom offers peace and relaxation with spa hues, featuring generous closet space and an ensuite bathroom with a shower/tub combination. Guests in the second bedroom will enjoy relaxing on their private balcony after freshening up in the ensuite bathroom. The third and fourth bedrooms each have ensuite bathrooms with walk-in showers and share access to a balcony overlooking the canal, which has access to the rooftop deck. The fifth bedroom’s nautical hues will delight younger guests. It has an ensuite bathroom, a shower/tub combination, and a closet for storage. Finally, the sixth bedroom is excellent for teens or singles to relax and unwind, and it has a convenient ensuite bathroom with a shower/tub combination. This fantastic offering has a little something for everyone. Host refreshments and enjoy endless ocean views from the rooftop deck. The covered patio has an outdoor bar with seating for five, a conversational seating area where guests can watch a movie on the outdoor TV, and ping-pong for the more competitive friends. Cool off, relax in the backyard pool and hot tub, and rest in the surrounding lounge chairs while watching boats and wildlife on the canal. A paddleboard and kayak are included with the rental, just sign the waiver, and you are ready to explore. To double your party, consider renting the unit next door that shares a common wall and has a mirrored layout. Sleeping Arrangement (Sleeps 18) Primary Bedroom, Second Level – King Bed, ensuite bathroom with shower/tub combination Second Bedroom, Third Level – King Bed, ensuite bathroom with walk-in shower, private balcony Third Bedroom, Third Level – King Bed, bathroom with walk-in shower, shared balcony Fourth Bedroom, Third Level – King Bed, ensuite bathroom with walk-in shower, shared balcony Fifth Bedroom, Third Level – Two Sets of Twin Bunk Beds, ensuite w bathroom with shower/tub combination Sixth Bedroom, Second Level – Full over Full Bunk Beds, ensuite w/ bathroom with shower/tub combination Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved before arrival. We cannot accept cats. *Please note that an additional non-refundable pet fee will be charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for complete details. 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. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry. 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. At A Glance • Canal Front Home with Dock Access • 2-minute walk from the beach • Private Pool and Hot Tub • Pet Friendly • Ping Pong Table • Elevator • Professional Linen Program

6 6.5 18
BOOK NOW

Duplex

Fins Up

Fins Up

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Fins Up by Siesta Key Luxury Rental Properties 110 Avenida Veneccia Unit 179 Siesta Key Welcome to Fins Up, located a two-minute walk from the gorgeous white sands of Siesta Key Beach and the fantastic shops and restaurants of Siesta Key Village. This central location is the perfect place to host guests who love island living. Make this your home base for exploring Siesta Key’s beautiful beaches and sites on foot, bike, or the free island trolley for a vacation to remember. Fins Up is a delightful second-level property in a duplex that has three bedrooms and two bathrooms and is equipped to accommodate ten guests. Guests will enjoy relaxing and connecting in the living room, where they can watch a movie or play games. The updated and fully equipped kitchen features stainless steel appliances and a generous peninsula that provides ample space for meal and snack preparation and seating for six. The open floor plan creates an easy flow for guests to move between rooms and provides the perfect space for conversation and interaction. Relax and retreat in the primary bedrooms, whose cheerful blue and yellow colors will elevate your mood. The ensuite bath features a walk-in shower for refreshing after a swim. The second bedroom’s seafoam hues keep the island feel ongoing. The third bedroom features coral themes and is perfect for younger guests and singles. It also has a peaking view of the Gulf. Each room has a television for entertaining guests while they recharge. European clothing racks are provided throughout. The living room queen sleeper sofa offers additional options for your party. Grab beach towels from the front window ledge, and you are ready for a day of sun and fun in the tranquil Gulf waters. Refresh towels and vacation attire in the unit’s washer and dryer so you can start your day off right. Your family chef will love cooking island favorites in the kitchen or on the outdoor grill by the Tiki Cabana. This unique upstairs Duplex unit is a modern take on a Siesta Key beach bungalow and will make hosting an island getaway a breeze. Sleeping Arrangements: Primary Bedroom: King Bed, Ensuite bathroom with walk-in shower Second Bedroom: King Bed Third Bedroom: 2 Full Beds Living Room: Queen Sleeper Sofa Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved before arrival. We cannot accept cats. *Please note that an additional non-refundable pet fee will be charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for complete details. 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. 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. At A Glance • 2-minute walk from the beach • 2-minute walk from Siesta Key Village • Washer and Dryer • Professional Linen Program

3 2 10
BOOK NOW

House

High Tide (SKLRP)

High Tide (SKLRP)

High Tide by Siesta Key Luxury Rental Properties 141 Avenida Veneccia Siesta Key Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to High Tide, a spectacular home with six bedrooms and six-and-a-half bathrooms just a two-minute walk from the Gulf of Mexico beaches! Nothing will beat the attention to detail and incredible amenities in this home, and best of all, this home has a rooftop deck with mesmerizing water views and a backyard oasis with a top-notch pool. The main living floor features a comfortable seating area with premium sofas, a TV, and wooden accents that enhance the beach atmosphere. You will find a fully equipped kitchen with top-of-the-line stainless steel appliances, cookware, utensils, and a breakfast bar with six chairs. The spacious dining room table is perfect for indoor meals, while the large deck, furnished with a dining table and rocking chairs, invites you to enjoy al fresco. The primary bedroom offers a serene and calming vibe, complete with gorgeous blue hues, a personal balcony, and a chic ensuite bathroom featuring two vanities and a walk-in shower. You will love the tropical vibes that every room exudes, not to mention the ample storage space and TV in each one. The four King-sized bedrooms come with their own ensuite bathrooms that boast walk-in showers, while the sixth bedroom is perfect with two bunk beds, a cozy sitting area, and a lovely ensuite bathroom that features a shower and tub combo. For your convenience, a washer and dryer are available for guest use. Room Details -Primary Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower and two vanities -Second Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower -Sixth Bedroom, 2nd floor: Two full over full bunk beds and ensuite bathroom with shower and tub combo This home offers a variety of amenities suitable for all ages! You can enjoy a stunning heated pool, an in-ground spa, and a thrilling slide that leads into the pool. There's also an excellent island bar where you can make delicious drinks, a grill to cook tasty meals, a cozy sitting area with a TV, and a ping pong table for some fun. If you head upstairs to the game room, you'll find a poker table along with a wet bar, wine fridge, and a mini fridge! Explore the island and enjoy boutiques, coffee shops, fresh ice cream, and restaurants at Siesta Key Village. Soak in the beautiful waters at Siesta Key Beach and make the perfect vacation happen at High Tide! - 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. 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. At A Glance • 2-minute walk from the beach • Heated private pool with spa and waterslide • Rooftop deck • Game room • BBQ grill

6 6.5 18
BOOK NOW

    Skip to content