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$715,000
2 Beds 2 Baths Jacaranda Beach Villas Condo SubDv. 33706 Zip Code
Own a corner of St.Pete Beach that works while you play. Enjoy stunning sunsets and views of the Gulf of Mexico in this direct gulf-front fully furnished two-bedroom, two-bath suite sits steps from TradeWinds’ 1,000 feet of sugar-white shoreline—yet you won’t lift a finger. TradeWinds’ proven onsite team keeps reliable leases in place (they transfer at closing), deposits income in your account, and still lets you enjoy up to 28 personal days each year, free parking as well as owner benefits at the resort. Inside, the layout makes vacations and rentals effortless: a king-size bed in primary with ensuite bath is spacious and has a wet bar, a second bedroom with two doubles, and a sleeper sofa in the living area. The kitchenette has a queen-size refrigerator, two-burner stovetop, microwave, coffee maker, dishware—covers everything from sunrise coffee to late-night snacks. Enjoy the open living area with kitchen, dining and balcony to watch the breathtaking Sunsets. Outside your door, 30+ acres of resort fun keeps high demand and occupancy high: - Ten sparkling heated pools (one adults-only) and two whirlpools - Three pickleball courts, tennis, fitness center, and a 3-story High Tide water slide - 15,750-sq-ft floating water park (seasonal) plus paddleboats along a tropical waterway - 13 dining and bar options—grab-and-go to sunset cocktails - Fire-pit s’mores, dive-in movies, kids’ crafts, shuffleboard, putt-putt golf, hammocks, beach cabanas, and more Weddings, conventions, and trade shows flow through the resort year-round, feeding steady bookings for Jacaranda owners. When you crave city energy, hop the new SunRunner trolley—downtown St.?Petersburg’s museums, restaurants, and boutiques are minutes away. Ready to have hassle-free rental income? Enjoy fully furnished unit, worry-free management by the Tradewinds from their on-site management team, This condo delivers effortless rent-roll with 1-7-day rentals and you still get to use it up to 28 days a year. Just drop your bags, and let the Gulf start earning for you. —the beach and your income stream is ready! Be sure to check out the video. These units rarely come up for sale - the last time one of the large 2/2/ gulfront units came on market was almost 3 years ago - don't miss this opportunity. Perfect choice for 1031 exchanges too. All Milestone Study, Reserves etc have been done and can all be provided.

5500 Gulf Boulevard Unit 2222, St Petersburg

$600,000
1 Beds 1 Baths Jacaranda Beach Villas Condo SubDv. 33706 Zip Code
This Direct Gulf Front, 4th floor, fully furnished, 535 sq. ft. Suite has incredible Gulf views. This Condo-Hotel suite has two queen beds in a separate bedroom and a sofa bed that pulls out into a double bed in the other room, along with refrigerator, microwave, stove top, and sitting and eating area. . This suite offers an exceptional price value. - Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you will feel as though you are in a Tropical Paradise. Ten pools, 11 food and beverage outlets, water slides, water activities, fitness facilities, pickleball courts and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. . This resort offers it all ! Perfect for a 1031 exchange.

5500 Gulf Boulevard Unit 4221, St Pete Beach

$585,000
1 Beds 1 Baths Jacaranda Beach Villas Condo SubDv. 33706 Zip Code
This Direct Gulf Front, 3rd floor, fully furnished, 535 sq. ft. Suite has incredible Gulf views. This Condo-Hotel suite has two queen beds in a separate bedroom and a sofa bed that pulls out into a double bed in the other room, along with refrigerator, microwave, stove top, and sitting and eating area. . This suite offers an exceptional price value. - Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you will feel as though you are in a Tropical Paradise. Ten pools, 11 food and beverage outlets, water slides, water activities, fitness facilities, pickleball courts and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. . This resort offers it all ! Perfect for a 1031 exchange.

5500 Gulf Boulevard Unit 3226, St Pete Beach

$545,000
1 Beds 1 Baths Jacaranda Beach Villas Condo SubDv. 33706 Zip Code
This Direct Gulf Front, 4th floor, fully furnished, 535 sq. ft. Suite has incredible Gulf views. This Condo-Hotel suite has two queen beds in a separate bedroom and a sofa bed that pulls out into a double bed in the other room, along with refrigerator, microwave, stove top, and sitting and eating area. . This suite offers an exceptional price value. - Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you will feel as though you are in a Tropical Paradise. Ten pools, 11 food and beverage outlets, water slides, water activities, fitness facilities, pickleball courts and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. . This resort offers it all ! Perfect for a 1031 exchange.

5500 Gulf Boulevard Unit 4226, St Pete Beach

$490,000
1 Beds 1 Baths Jacaranda Beach Villas Condo SubDv. 33706 Zip Code
This Direct Gulf Front, top 7th floor, fully furnished, condo-hotel residence offers Incredible King size comfort with breathtaking Gulf Water Views. This exceptional unit has an impressive track record of strong rental revenues and offers an exceptional price value opportunity. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you feel as though you are in a Tropical Paradise. 10 pools, 15 food and beverage outlets, water slides, water activities, fitness facilities, pickle ball and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. . Perfect for a 1031 exchange. This resort offers it all ! .

5500 Gulf Boulevard Unit 7213, St Petersburg

$395,000
1 Beds 1 Baths Jacaranda Beach Villas Condo SubDv. 33706 Zip Code
Admire the views of the lush tropical landscape and meandering waterways from your balcony. This one bedroom suite is ideal when you need a little more room. With a well appointed living area, this suite offers two queen beds in the bedroom, and in a separate living room with a sitting area, comfort chair, sleeper sofa,, stove top, refrigerator ,and microwave. The 2nd floor has an exclusive feature that offers a huge extended walkway area by the entrance door with lounge chairs and sitting areas just steps away. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you will feel as though you are in a Tropical Paradise. Ten pools, 14 food and beverage outlets, water slides, water activities, pickleball courts, fitness facilities and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. This resort offers it all !This unit connects to seperatly listed unit 2237. Very rare opportunity to obtain this type connecting rooms. Perfect for a 1031 exchange. . .

5500 Gulf Boulevard Unit 2235, St Pete Beach

$270,000
1 Beds 1 Baths Jacaranda Beach Villas Condo SubDv. 33706 Zip Code
Under contract - Accepting Backup...Terrific opportunity for this one bedroom/hotel style villa at the TradeWinds Island Resorts on beautiful St. Pete Beach! Combining personal enjoyment with proven investment potential, this one bedroom villa is NOT A TIMESHARE, it is a condo you own, offering owners up to 28 days of annual use and also generates income to cover ownership costs through a decades long well-established resort rental program. Completely turnkey, maintained & decorated, with daily housekeeping and all the benefits of a hotel..and you get paid monthly, truly effortless ownership! Gorgeous sunsets, beach and tranquil tropical grounds at this hidden gem of a property! Set along 1,600 feet of sugar-sand Gulf frontage amongst 40 tropical acres, this world-recognized destination blends classic Old Florida charm with modern amenities and entertainment. Enjoy resort features, including 9 swimming pools, 15 restaurants/dining venues, spa, fitness center, pickleball courts, family activity areas, beach adventures, cabanas and vibrant entertainment on the property, including Rumfish restaurant & amenities. Known as a premier destination for weddings, conventions, family vacations, and Florida resort living, this tropical paradise offers an effortless ownership experience with added owner benefits similar to a club membership (great for locals) includes discounts on food, beverages, and resort activities, along with potential tax advantages associated with ownership, as a 1031 exchange or a self-directed IRA! Whether you’re seeking a relaxing beachfront retreat, an income-producing investment, or the perfect balance of both, this villa presents a rare opportunity to own at one of Florida’s most celebrated resort destinations & UNIT 6241 next door is also available, a one bedroom/living room, kitchen & balcony villa which can be purchased with flexibility to expand as a 2 bedroom/2bath for special reunions and more rental income! A fantastic place to escape, unwind, and embrace the beach lifestyle...JUST LET GO!

5500 Gulf Boulevard Unit 6242, St Pete Beach

$270,000
1 Beds 1 Baths Jacaranda Beach Villas Condo SubDv. 33706 Zip Code
Enjoy a true resort-style beachfront getaway and income-producing opportunity at the iconic TradeWinds Resort on St. Pete Beach. This fully furnished 1-bedroom, 1-bath condo-hotel unit features peaceful tropical views from the private 2nd-floor balcony and is priced to sell. Inside, the layout offers a comfortable living space with a convenient kitchenette featuring a mini-fridge, microwave, coffee maker, and additional essentials—ideal for short beach getaways or extended stays. Just outside the front entry, an oversized shared deck area provides additional outdoor seating space to relax and unwind. This property is part of the TradeWinds on-site rental program, offering a true turn-key ownership experience with strong rental income potential already in place. Owners may personally use the property for up to 28 days per year while generating income the remainder of the time. Existing rental management agreement transfers to the new owner. Spread across more than 40 beachfront acres with over 1,000 feet of Gulf frontage, TradeWinds offers an unmatched vacation experience with multiple pools, beach bars and restaurants, fitness facilities, tennis courts, water attractions, and activities for all ages. Whether you're looking for a personal beach retreat, investment property, or 1031 exchange opportunity, this is an excellent chance to own in one of St. Pete Beach’s most recognized resorts.

5500 Gulf Boulevard Unit 2247, St Pete Beach

$265,000
1 Beds 1 Baths Jacaranda Beach Villas Condo SubDv. 33706 Zip Code
This standard hotel unit offers an exceptional price value along with all the amenities. The garden courtyard entry area will lead you to two double beds of comfort. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you will feel as though you are in a Tropical Paradise. 10 pools, 14 food and beverage outlets, water slides, water activities, new pickleball courts, fitness facilities and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. This resort offers it all ! .This unit connects to separately listed unit 2229. Very rare opportunity to obtain this type connecting rooms. Perfect for a 1031 exchange.

5500 Gulf Boulevard Unit 6236, St Pete Beach