Jamaica Royale Real Estate

Jamaica Royale Real Estate

Welcome to Jamaica Royale, a hidden gem nestled in the heart of Siesta Key, Florida. This charming subdivision offers a perfect blend of tropical beauty and modern convenience, making it an ideal destination for both permanent residents and seasonal visitors. Known for its stunning white sandy beaches and vibrant sunsets, Siesta Key is a slice of paradise that attracts sun-seekers and nature lovers alike.

Jamaica Royale features a collection of beautifully designed condominiums and villas, each showcasing a unique Caribbean flair. With lush landscaping and vibrant gardens, the community exudes a welcoming atmosphere that invites you to relax and unwind. Residents enjoy a host of amenities, including a sparkling heated pool, tennis courts, and easy access to the breathtaking Siesta Key Beach, just a short stroll away.

The location of Jamaica Royale is unbeatable. You’re just minutes from local shops, delightful restaurants, and the lively atmosphere of Siesta Village, where you can explore unique boutiques and indulge in delicious cuisine. Whether you’re looking to bask in the sun, partake in water sports, or simply enjoy a leisurely day at the beach, this community offers it all.

For those seeking a vibrant lifestyle in a picturesque setting, Jamaica Royale is the perfect place to call home. Experience the allure of Siesta Key living, where every day feels like a vacation. Discover your dream property in Jamaica Royale today and embrace the coastal lifestyle you’ve always desired!

Newest Listings in Jamaica Royale

$544,900
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
$649,000
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
$549,000
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. Fantastic opportunity to own your own slice of paradise. This 1 bed, 1 bath villa located at Jamaica Royale is ready for immediate occupancy. This beachfront complex is the perfect place to relax and unwind. Featuring 3 pools, beachfront lounge chairs, grills, shuffleboard, and other recreactional activites, there is something for everyone. Enjoy the pool views from your ground level unit with no stairs to navigate! With a weekly rental restriction, this unit could generate excellent rental income, especialy with current bookings already in the pipeline. Don't miss this great villa at this exceptional price. Schedule your showing today.

5830 Midnight Pass Road Unit 51, Sarasota
$558,000
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
$449,900
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
$525,000
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
$575,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been completely transformed. This ground floor villa sits steps from the Gulf, where mornings begin with gentle waves and evenings settle into lingering sunsets. At a generous 728 square feet, it lives larger than most one bedroom homes on the beach, with a smart layout that makes the most of every foot. Updates include new doors and windows engineered to resist impact, a redesigned kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, and new base trim and interior doors. The furniture and appliances are all new, including the dishwasher, refrigerator, washer, dryer, AC, and water heater. Everything is ready, whether you want to move in and enjoy it or rent it out right away. Ownership here is refreshingly simple. Cable, water, and sewer are all included in association dues, so carrying costs stay predictable with no upkeep to manage. Owners are welcome to bring their pets, a rare perk for these types of communities, and a real draw for anyone who wants their dog along for island life. An optional rental program, run right on the property, makes it easy to generate income while you are away, with the home professionally cared for the whole time. Spend your days in a private cabana on the sand, walking the shoreline, or grilling at the beachside BBQ. When you want to explore, public transportation reaches downtown Sarasota, Gulf Gate, and Siesta Village. Whether you want a smart beachfront investment, a second home that pays its own way, or both, this villa delivers rare value on one of the most celebrated beaches in the country. Schedule your private showing and see what makes Jamaica Royale so special. A 1% RATE REDUCTION IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

5830 Midnight Pass Road Unit 61, Sarasota
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