Vacation Rental Investments

Condo-Hotels/Seasonal Investments

Welcome to the world of Vacation Rental Investments. TRS specializes in helping our clients find the perfect vacation rental property that combines the comforts of home with the perks of a luxury getaway. Investing in vacation rental properties is not only a smart financial decision but also an opportunity to own a piece of paradise that generates income while you enjoy the benefits of a vacation home.

Why Invest in Vacation Rentals?

1. High Demand: Vacation rentals are in high demand as travelers seek more personalized and flexible accommodation options.

2. Income Potential: Generate steady rental income and enjoy the potential for significant returns on your investment.

3. Personal Use: Enjoy your property during your vacations and rent it out when you're not using it.

4. Appreciation: Benefit from the appreciation of property value in desirable vacation destinations.

Our Services

At TRS, we provide comprehensive services to help you navigate the vacation rental investment market:

1. Property Selection: Our team of experienced realtors will help you find the best vacation rental properties that meet your investment criteria and personal preferences.

2. Market Analysis: We provide detailed market analysis to help you understand the rental potential and ROI of your chosen property.

3. Financing Assistance: We assist you in connecting with the best financing professionals to make your investment more accessible and profitable.

4. Management Solutions: We offer property management services to handle the day-to-day operations of your rental, ensuring a hassle-free experience for you and your guests.

Featured Properties

Explore our selection of premier vacation rental properties, handpicked for their prime locations, luxurious amenities, and excellent rental potential. Each property is a unique investment opportunity that promises to deliver both enjoyment and financial returns.

Please Note: This is a general overview, however each building is unique, and although many have a similar structure to the rules, they can vary. This is where a trusted Realtor® comes into play. With the experience our team holds in this kind of investment, you want someone who can guide you in the pros and cons each condo-hotel provides. There are additional factors in the purchase and/or sale of this type of property that not every realtor is aware or able to do, we however can.

Condo-Hotels/Seasonal Investment Properties

1 Baths ⋅ Wave Resort Condo The SubDv. ⋅ 33708 Zip Code

Welcome to your turnkey beach retreat at The Wave Resort in the heart of Madeira Beach. This beautifully furnished, first floor studio is ideally positioned directly beside the community’s newly renovated, full size swimming pool and just steps from the sugar white sand and sparkling waters of the Gulf of Mexico. Simply use the nearby crosswalk to reach the public beach access and enjoy swimming, sunbathing, ocean breezes, and unforgettable Gulf sunsets. The Wave Resort offers a community pool, poolside lounging areas, onsite laundry facilities, WiFi, cable, and convenient onsite parking. The association fee also includes electricity, water, sewer, trash, pool maintenance, exterior maintenance, and grounds maintenance, creating an easy, low maintenance ownership experience. The bright coastal interior features a comfortable sleeping area, storage, dining space, and a kitchenette complete with a sink, mini refrigerator, microwave, and solid surface countertops. The full bathroom includes a walk in shower. Located near restaurants, shopping, boating, fishing, entertainment, and the world famous John’s Pass Village and Boardwalk, this property offers the complete Madeira Beach lifestyle. With flexible short term rental opportunities and documented rental history available, buyers can enjoy their own beach getaway while generating income when they are away.

13343 Gulf Boulevard Unit B5, Madeira Beach

2 Beds ⋅ 2 Baths ⋅ Oceana At Treasure Island Condo SubDv. ⋅ 33706 Zip Code

This Corner residence at Oceana Resort Condo is perfect for both personal enjoyment and rental potential. Offered fully furnished and ready to use, the 2-bedroom, 2-bath layout is bright, comfortable and designed around the Gulf view, with impact-rated windows and doors, tile flooring throughout, an in-unit washer and dryer, and a full kitchen equipped with stainless steel appliances. *** The private balcony is one of the best features of the residence. It can be accessed from both the living area and the primary bedroom, giving you a direct view across Treasure Island’s sandy shoreline to the emerald and turquoise Gulf beyond. Whether you are having coffee in the morning or winding down at the end of the day, the water is always part of the backdrop. *** The floor plan works equally well for owners, vacationers or guests, with two full bedrooms and baths and an open main living area that keeps the space feeling connected and relaxed. The kitchen comes fully stocked, and because the unit is being sold furnished, there is very little to do before enjoying it yourself or placing it into rental use. *** Oceana adds a strong resort component to the property. Residents and guests have access to two swimming pools and two whirlpools, while boating and additional water activities are available through the sister property. Another standout amenity is the rooftop observation and sunset deck, where wide Gulf views create a completely different perspective from above and make it an especially enjoyable place in the evening. *** The Treasure Island location is equally convenient. John’s Pass Village & Boardwalk is nearby, along with restaurants, shopping, boating, fishing, watersports and other activities that keep this part of the beach active throughout the year. That steady visitor appeal also contributes to the property’s investment potential. *** Flexible short-term rental options, strong tourism demand and available on-site management give owners the ability to generate income without handling every detail themselves. At the same time, the residence is pet-friendly and comfortable enough to function as a primary home or personal beach getaway. *** Guests and owners alike can enjoy the resort’s two sparkling pools, two whirlpools, and access to a Oceana East, across the street, with dockage for boating, fishing, or paddle boarding. Located within walking distance or a quick trolley ride from Treasure Island’s vibrant restaurants, shops, watersport activities, and the iconic John's Pass Village, this condo places you at the heart of it all. *** With Gulf views from the residence, direct beachfront surroundings, resort amenities and a turnkey furnished setup, this property offers several great ownership options. Enjoy it as your own place by the water, take advantage of the rental possibilities, or both and enjoy Treasure Island on your own schedule. You can use the onsite management or any other manager you would like. Call to inquire.

10116 Gulf Boulevard Unit 201W, Treasure Island

2 Beds ⋅ 2 Baths ⋅ Ocean Club Treasure Island A Resort Condo SubDv. ⋅ 33706 Zip Code

UNIQUE UNPARALLELED OPPORTUNITY!! LUXURY COASTAL WATERFRONT PENTHOUSE SUITE in the one and only OCEAN CLUB RESORT in TREASURE ISLAND BEACH FLORIDA. This highly desirable Condo-Hotel offers 2 bedroom 2 bathroom with over 1050 Square Feet of living space and unmatched views of the GULF of MEXICO. The minute you or your vacationing guests walk into this glamorous OPEN living space you will immediately feel like you are in paradise. The unit comes FULLY FURNISHED, including impact glass windows, premium appliances, full-size washer & dryer, kitchenware, and stylish decor. Sit out back on your deep private balcony while enjoy that evening beverage while taking in the breathtaking sunsets and what Mother Nature has to offer. Unlimited amenities including a resort style pool with an oversized spa tub, a state-of-the-art fitness center, volleyball court, horse shoes and cornhole all on your private man-made beach. Additionally, enjoy the rooftop terrace and bar area which offers an ocean front casual food and sports bar. The Island is known for its crystal-clear waters, beaches, sunsets, fishing, boating, unique restaurants and shops, venues with live music and easy access to the Infamous John's Pass Boardwalk and of course Downtown St. Petersburg and St Pete Pier.

11500 Gulf Boulevard Unit 603, Treasure Island

2 Beds ⋅ 1 Baths ⋅ Barefoot Beach Resort Of Indian Shores SubDv. ⋅ 33785 Zip Code

Short term rental with no nightly minimum. Rental office on site. This is a first floor, 2 bedroom, right on the Intracoastal and across the street from the Gulf. There is also a semi-private path to the beach. All new tile floors, new kitchen and bathroom, and has been fully renovated. Unit has a new AC 2025, waterless water tank and storm windows. Resort amenities include heated pool, Intracoastal fishing pier, picnic tables between each building with a gas grill and club house. Can be rented nightly or you can use it for your vacation and rent it the rest of the year to off set your costs. It can also be lived in full time and homesteaded for the ultimate Florida lifestyle. Boat slips can be long term leased.

19417 Gulf Boulevard Unit E109, Indian Rocks Beach

1 Beds ⋅ 1 Baths ⋅ Jacaranda Beach Villas Condo SubDv. ⋅ 33706 Zip Code

Great Price Value.! This 4th floor, fully furnished with King bed comfort, offers a nice side view of the calming Gulf from your balcony along with a setting of lush, tropical landscape of the paddleboat waterway area below. This is an exceptional price value opportunity. Furnished with a Wet bar area, Flat-screen high definition TV, mini fridge, Microwave, coffee maker, and toaster.. Explore over 40 gorgeous beachfront acres and discover a range of 15 bars and restaurants, 12 swimming pools, a three-story water slide, hammocks, pickleball and tennis courts, beach loungers, and so much more. Own your own piece of Beach Paradise. Excellent total turn-key rental income from the first class Tradewinds 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 The Tradewinds has a long established track record with hosting many meetings, weddings and conventions. What an opportunity. Perfect for a 1031 property exchange. This resort offers it all ! unit is currently going thru probate process,

5500 Gulf Boulevard Unit 4256, St Petersburg

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