Jamaica Royale Homes with Community Pool type

Jamaica Royale Homes with Community Pool type

Welcome to Jamaica Royale, an enchanting subdivision nestled in the heart of Siesta Key, Florida, where coastal charm meets modern living. Located in Sarasota County, this vibrant community offers an idyllic lifestyle just moments away from the pristine white sands and turquoise waters of Siesta Key Beach, renowned for its stunning sunsets and tranquil atmosphere.

Jamaica Royale boasts a unique blend of spacious, beautifully designed homes that cater to a variety of lifestyles, from cozy retreats to expansive family residences. Each home is thoughtfully crafted with comfort and style in mind, featuring open floor plans, modern amenities, and private outdoor spaces perfect for soaking up the Florida sunshine.

One of the standout features of Jamaica Royale is its inviting community pool, a true oasis for residents. Imagine spending lazy afternoons lounging poolside, soaking up the sun with friends and family, or enjoying a refreshing swim on a warm day. The community pool serves as a central hub for social gatherings, fostering a sense of camaraderie among neighbors and providing a perfect setting for creating lasting memories.

Beyond the pool, residents of Jamaica Royale can explore the surrounding area, which is rich in recreational opportunities, from water sports to biking trails and charming local shops. With easy access to the vibrant nightlife and dining options of Siesta Key, you'll find everything you need within reach.

Discover the charm of Jamaica Royale, where the beach lifestyle meets community spirit, making it the perfect place to call home in sunny Florida!

Newest Jamaica Royale Homes with Community Pool type

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Welcome to your own slice of paradise at Jamaica Royale on world-famous Siesta Key. This beautifully updated, turnkey one-bedroom, one-bath villa offers the convenience of ground-floor living in an all-ground-level association, meaning no stairs and no milestone inspections required. Renovated in 2025, this villa is move-in ready and ideally positioned with relaxing views. Jamaica Royale is a sought-after beachfront community featuring three swimming pools, private beach access with lounge chairs, grilling areas, shuffleboard, and a variety of recreational amenities, creating the perfect setting for both relaxation and fun. Whether you're searching for a personal beach retreat or a proven investment property, this villa delivers. With a strong rental history and existing bookings, it offers immediate income potential while giving you the opportunity to enjoy the sugar-white sands and turquoise waters of Siesta Key whenever you choose. As the best-priced turnkey one-bedroom villa currently available in Jamaica Royale, this is an exceptional opportunity to own a beachfront getaway at an outstanding value. Schedule your private showing today!

5830 Midnight Pass Road Unit 43, Sarasota

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan. Upgrades galore!! Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value!

5830 Midnight Pass Road Unit 3, Sarasota

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential. Thoughtfully updated throughout, the stunning kitchen features elegant quartz countertops, custom wood cabinetry, stainless steel appliances, and a convenient laundry closet with a stackable washer and dryer—ideal for effortless beachside living and entertaining. The spa-inspired bathroom showcases designer finishes, including a custom-tiled shower and sleek quartz top vanity. Designed with both comfort and style in mind, the open and inviting floor plan is offered fully furnished and turnkey, allowing you to begin enjoying the Siesta Key lifestyle immediately. Whether you're seeking a personal beachfront getaway, an investment property, or both, this residence delivers. Jamaica Royale is one of Siesta Key's most sought-after beachfront communities, offering flexible one-week minimum rentals, making it highly attractive to vacationers and investors alike. Residents and guests enjoy 3 heated community pools, designated BBQ areas, a shuffleboard court and approximately 300 feet of private beachfront, with direct access to the Gulf of Mexico's crystal-clear waters and powder-soft quartz sand. Perfectly positioned just minutes from Siesta Key Village, you'll enjoy easy access to award-winning restaurants, charming boutiques, entertainment, and vibrant nightlife. This is a rare opportunity to own a turnkey beachfront retreat in one of Florida's most desirable coastal destinations—where every day feels like a vacation.

5830 Midnight Pass Road Unit 48, Sarasota

1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality and functionality. The water heater is new, freshly painted, and waiting for its new owner. The location of the rear patio is conveniently near one of three pools. An on-site office offers an optional rental program, so you may generate potential income when not in residence. While you go out your rear patio to the beach, you will pass Jamaica Royale's additional pools, beach cabana and white sands of Siesta Key. The clubhouse offers a full kitchen, a meeting room, on-site association services and rental management. Outside offers barbecue grills, a table and chairs, a lounging area and shuffleboard, a great area to gather with family and friends. Siesta Key offers public transportation to many of the area's local coastal attractions, restaurants, shopping and Sarasota, with all that it offers.

5830 Midnight Pass Road Unit 32, Sarasota

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

5830 Midnight Pass Road Unit 29, Sarasota

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Lauralyn Kazimir

Lauralyn "Laurie" Kazimir

Laurie Kazimir is the Licensed Real Estate Broker and Co-Founder of Four Sails Real Estate, working alongside her husband and business partner, Christian Kazimir. Known for her strategic mindset, steady presence, and attention to detail, Laurie provides clarity and structure throughout complex real estate transactions. With experience spanning thousands of transactions across multiple markets, Laurie brings a thoughtful, analytical approach to both buyers and sellers. She is particularly skilled in pricing strategy, market positioning, contract structure, and guiding clients through high-stakes decisions with confidence and perspective. Laurie’s background includes primary residences, waterfront and coastal homes, second properties, and residential development opportunities. She plays a key role in evaluating financial considerations, long-term value, and overall transaction strategy—ensuring each deal is not only well-executed, but aligned with a client’s broader goals. Clients value her calm guidance, clear communication, and ability to manage complexity while keeping the process focused and grounded

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Christian Kazimir Four Sails Real Estate

Christian Kazimir

Christian Kazimir is a Broker Associate and Co-Founder of Four Sails Real Estate, working alongside his wife and business partner, Laurie Kazimir. Known for his energy, responsiveness, and deal-driven mindset, Christian is highly engaged throughout every stage of a transaction. With experience spanning thousands of real estate transactions across multiple markets, Christian brings momentum and focus to buyers and sellers navigating competitive environments. He is proactive, decisive, and deeply involved in negotiations—helping clients move forward efficiently while staying aligned with their goals. Christian’s background includes primary residences, waterfront and coastal homes, second properties, and land with residential development potential. He is especially skilled at identifying site opportunities, understanding buildability, and helping clients evaluate how a property can be developed or improved over time. Today, his work is focused on residential and lifestyle-driven properties along Florida’s Gulf Coast. Clients value his drive, availability, and commitment to pushing transactions forward while protecting their interests.

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