Siesta Key, Florida
World-Class Siesta Key Vacation Rentals & Tropical Hotel
Jamaica Royale 703
Jamaica Royale 703 by Tropical Sands Accommodations 5830 Midnight Pass Rd, Unit 703, Siesta Key, Florida Welcome to Jamacia Royale 703! This beachfront condo features 2 bedrooms and 2 bathrooms, making it perfect for families or small groups seeking a memorable vacation. You'll find yourself steps away from the pristine sands of Siesta Key Beach, ideal for sun-lovers. Nearby attractions include the charming shops and restaurants of Siesta Village, just a Siesta Key Breeze trolley ride away. Highlights • Private Beach Access • Balcony with Beach Views • Outdoor Dining Table • 3 Shared Heated Pools • Community Shuffleboard Court • Two Shared BBQ Areas • 1 Assigned Parking Spot Jamaica Royale is a gated beachfront complex offering private access to the stunning white sands of Siesta Key Beach. Enjoy three heated community pools, shuffleboard courts, two laundry rooms, shared gas grills, and outdoor showers for the perfect vacation in Siesta Key, Florida. Step into the airy living room, where comfortable seating awaits, allowing you to relax while spotting dolphins in the Gulf. The glass-enclosed balcony provides a seamless connection to the outdoors, perfect for enjoying meals with stunning views. The kitchen features sleek stainless steel appliances, making meal prep a breeze, while the contemporary dining table is great for sharing fun moments with family and friends. The beachy primary bedroom includes a king-size bed and glass sliders that flood the room with natural light and showcase incredible beach views. The attached primary bath boasts a spacious walk-in shower. The guest bedroom is furnished with both a queen and a full bed, accommodating additional guests comfortably. The hall bathroom provides a convenient shower-tub combination. Don’t miss your chance to book Jamaica Royale 703! Experience the beauty and luxury of this Siesta Key condo, creating unforgettable memories in paradise. Your ultimate beachfront getaway awaits!
Jamaica Royale 004
Absolutely stunning unit. Just remodeled and updated with all modern conveniences. Kitchen has most up-to-date appliances. Marble and granite throughout. This unit has speakers throughout the condo with an I-pod docking station that sounds incredible. This unit is located in the garden area close to the beach. You have view of the Gulf while sitting on the full patio which includes lounges, patio table, and chairs. There are three sparkling pools on the property, along with shuffleboard and BBQ. No discounts given per owner. This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.
Sunset Gulf
Sunset Gulf by Siesta Key Luxury Rental Properties 551 Beach Rd Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Your dream beach vacation awaits at Sunset Gulf! This four-story luxury home boasts eight bedrooms and five-and-a-half baths and is just three houses away from the nearest beach access. Highlights • 2-minute walk to the beach • Beach views • Private pool with in-ground spa • Balconies • Ping Pong table • Indoor bar • Poolside bar and TV • BBQ grill • Outdoor seating This backyard is the perfect place for both fun and relaxation! It features a pool with an in-ground spa and ample lounge chairs for each guest to soak up the sunshine. The covered patio provides an outdoor dining table, a BBQ grill, a seating area, and a bar equipped with a sink, fridge, television, and bar stools. Additionally, the game room can be accessed through the sliding glass door. On the second floor, you will find the primary living space of the house. It includes a spacious kitchen with stainless steel appliances, ample cookware, a bar with seating, and a dining table. The area is furnished with a large sectional sofa, a loveseat, and a TV for guests to enjoy their favorite shows. To reach the third floor, you can take the elevator and find a great seating area along with a complete bar that has a wine fridge. Here, friends and family can practice their mixology skills and enjoy their drinks while taking in the incredible Gulf views from the deck. There are two stunning primary bedrooms, complete with walk-in closets, private balconies, and ensuite bathrooms with double vanities, walk-in showers, and soaking tubs to pamper yourself. There are four more king bedrooms and two bunk bedrooms - two of which have ensuite bathrooms. Furthermore, there is a hall bathroom with a convenient walk-in shower, a half bath, and laundry rooms 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 From an indoor game room with a ping pong table and gulf views from just about every room to a sparkling pool, you and your guests will love the amenities this home has to offer! We are confident that you will enjoy your stay at Sunset Gulf! - Elevator available to all floors except fourth floor. 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.
Our House at the Beach C-106
Lake house offers a generous bi-level layout that includes separate dining and living rooms spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances, including a dishwasher, microwave and washer and dryer for your convenience. Off the large living room there is a balcony overlooking the grounds. The master bedroom suite also opens onto a balcony and has an en-suite bathroom with closets and dressing area. The second bedroom has an adjacent full second bathroom. Lake House offers central A/C, ample closets and storage space, high-speed Internet, cable TV in the living room and each bedroom, and garage parking for one car. The development includes a private pool, covered pavilion area with a BBQ, a picnic area and tennis courts. This Lake House unit is right across the street from Siesta Key public beach, making a splash in the ocean or just a walk on the sugar sand beach a just a few steps away.
Jamaica Royale 072
Beautiful, updated 2 bedroom 2 bath garden view unit located in the garden/pool #2 area of our beautifully landscaped property. Tile floors in kitchen and living room area. The master bathroom features a double vanity! Enjoy any of the 3 heated freshwater pools, play shuffleboard or have a BBQ beachside. This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.
Gulf and Bay Club- B608
A beautifully updated 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is waiting just outside your door with some of the most spectacular sunsets on the planet. Welcome to Gulf and Bay Club!
Siesta Palooza
Siesta Palooza by Siesta Key Luxury Rental Properties 332 Avenida De Mayo Siesta Key, Florida Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Resort island living awaits at Siesta Palooza! This eight-bedroom and eight-bath home is a true masterpiece with a picture-perfect backyard with a sparkling pool, large spa, and covered patio with high-end seating, dining table, grill, and a game room with a TV and ping pong table! Highlights • Less than a 10-minute walk to the beach • Private pool and in-ground spa • Rooftop deck • Ping Pong table • Elevator Guests can unwind and enjoy their stay, whether lounging in the coastal indoor seating area with a large TV, sitting on the rooftop deck and soaking up the sun, or indulging their culinary passions in the fully-equipped kitchen with high-end appliances and essential amenities. With seating for up to six people, the kitchen island seamlessly connects to the main dining area and deck, featuring modern dining room tables. Siesta Palooza boasts five king rooms, including the primary suite, a queen room, and two bunk rooms, all of which are beautifully decorated to exude beach vibes. Each room is furnished with dressers and televisions, and has either an ensuite bathroom or easy access to a hall bath. Additionally, we have provided a washer and dryer for your convenience. On the fourth floor, you'll find an excellent hang-out spot with video games and a large sofa that can be easily converted into a sleeper sofa. There's also a sleeper sofa in the main living room. Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with a shower and tub combination -Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with double vanity and walk-in shower -Third Bedroom, 3rd floor: King bed, balcony, and jack-n-jill bathroom with shower and tub combo -Fourth Bedroom, 3rd floor: Queen bed and jack-n-jill bathroom with shower and tub -Fifth Bedroom, 4th floor: King bed, balcony, and ensuite bathroom with a shower and tub combination -Sixth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with a shower and tub combination -Seventh Bedroom, 3rd floor: Full over Full bunk bed with Twin trundle and ensuite bathroom with walk-in shower -Eighth Bedroom, 2nd floor: Twin over Full bunk bed with Twin trundle -Bonus, 4th floor: Queen sleeper sofa -Bonus, 2nd floor: Queen sleeper sofa The location is unbeatable, just a few steps away from the grocery store, restaurants, shops, and vibrant nightlife. Plus, with the nearby Siesta Key Beach access points just a short walk or bike ride away, you'll be able to take in the stunning surroundings with ease. Book now and start planning your remarkable getaway! - This property has 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 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. 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.
Midnight Cove II 941C
Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. BEACH INFORMATION: Our deeded beach access is located across the street from the crosswalk. Guests should direct themselves to beach access 12 which is approximately 350 yards to the south (left) after crossing the bridge. We provide1 roll of toilet paper, 1 bar of soap in each bathroom, and 1 trash bag per trash can, but not replenished. Ride the Siesta Key Breeze Trolley it's FREE and find relief knowing you won't be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracoastal waterway while also being within walking distance to the Gulf of Mexico. Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sun shade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops? If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7 night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! Maybe you want to stay forever and have found your happy place? Check out our website for a listing of units for purchase. We have an agent on site that can assist you in the purchase of one of our fabulous Vacation Condominiums. This 4th floor lovely unit with a washer/dryer is a short walk to the beach and has a beautiful view of the canal and marina.
Casa Playa
Casa Playa by Siesta Key Luxury Rental Properties 3508 La Paloma Ave Sarasota FL 34242 Vacation Rental License #VR23-00001 Minimum stay duration of 7 days/nights Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Welcome to Casa Playa, a breathtaking Mediterranean-style vacation home. The house is surrounded by lush tropical landscaping, creating a private paradise. This magnificent abode has five exquisitely designed bedrooms and three deluxe bathrooms. The dreamy backyard features a pristine pool and a remarkable tiki hut-inspired outdoor kitchen, perfect for entertaining friends and family! Highlights • Less than a 10-minute walk to the beach • Private Pool • Pool Table • Tiki-bar • 2 bikes included Stroll 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. Beautifully designed inside, this home away from home has stunning flooring and modern updates throughout. As you step inside, you'll be greeted by a spacious living area with a large sectional and two cozy chairs. To the right, a pool table awaits. The kitchen is a chef's dream, with custom cabinetry, molding, stainless steel appliances, and ample counter space. You can entertain guests at the contemporary dining table, and outside on the terrace, you'll find plush seating and a TV for the ultimate relaxation experience. The primary bedroom feels like a dream come true, with a large bed, a workspace, and access to a balcony, but the real treat is the luxurious primary ensuite bathroom! It boasts a soaking tub, a walk-in shower, two vanities, and intricate details such as custom molding and tiles. The four guest bedrooms have TV's and are decorated with a coastal touch and have soft and crisp linens. The property has two hallway bathrooms that are spacious and contain walk-in showers. The laundry room is located near the kitchen and contains a washer and dryer. The living area has a sleeper sofa, making it comfortable for all guests. On the second floor, you will find a wet bar! Room Details -Primary Bedroom: King bed, tv, balcony access, and ensuite bathroom with walk-in shower and tub -Second Bedroom: King bed and tv -Third Bedroom: King bed and tv -Fourth Bedroom: Queen bed, tv, and balcony access - Fifth Bedroom: Queen bed -Bonus, Living Room: Queen Sleeper Sofa The possibilities are endless at Casa Playa! - No pets are allowed at this property. This property has an active Ring doorbell at the main entrance. 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.
Gulf and Bay Club- B604
Highlights • Private beach access • Shared pools • Tennis, pickleball, racquetball, basketball, and shuffleboard courts • Fitness Center • Community electric vehicle chargers Gulf and Bay Club B604 by Tropical Sands Accommodations 5780 Midnight Pass Rd Sarasota, FL 34242 Gulf and Bay Club B604 offers a serene escape with two bedrooms, two baths, and a stunning screened-in balcony. Marvel at panoramic views of the beach, lake, and shared pool while dining al fresco or laughing with friends and family over a glass of wine and appetizers. Inside is a coastal-inspired living space with a complete seating area, TV, and a formal dining room table. The kitchen has every cooking essential you’ll need to prepare favorites, and there is even a kitchen table perfect for quick snacks and morning coffee when you’re not on the lanai. The primary bedroom is adorned with a premium King bed, a walk-in closet, and an ensuite bathroom with two vanities and a shower and tub combo. In the guest bedroom, there are two full beds, and each room has a television. Additionally, a washer and dryer are provided in this unit to add convenience to your stay. Gulf and Bay is a fabulous beachfront condominium complex with private beach access to Siesta Key Beach and its world-famous white sands and warm waters. This complex features three heated pools, saunas, a hot tub, activity courts for tennis, pickleball, racquetball, and shuffleboard, a fitness center, and numerous tiki-themed BBQ areas surrounding the lakes. Pack your sunscreen and your sense of adventure – because at Gulf and Bay Club B604, the fun never takes a vacation!
Jamaica Royale PH1
Penthouse 1 is the only end unit with a direct Gulf view. This tastefully decorated oversized two story one bedroom suite plus bonus room boasts a large screen TV, walk-in shower, plus adjoining lanai perfect for a reading room or extra guest. The first floor easily accommodates additional guests with a queen size pull-out bed and full bath. This townhouse has the ultimate location for easy access to the pool and beach as well. This beautiful 1 bed, 2 bath, plus a den, unit is spacious and welcoming. It spreads out on two levels and is just a short walk from the beach. The kitchen is equipped with all the amenities of home and the unit features a washer and dryer for your convenience. The property provides three heated pools, outdoor BBQ facilities, beach chairs, warm Gulf breezes, stunning sunsets, as well as private and direct access to the sugar-white sands of "America's #1 Beach" - Siesta Key. Siesta Key features some of the best restaurants and activities Florida has to offer. Come and enjoy your piece of paradise! This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.
Siesta Beach House #304
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.