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

2 Beds ⋅ 2 Baths ⋅ Palms Of Treasure Island Condo SubDv. ⋅ 33706 Zip Code

PRIME WATERFRONT CONDO/HOTEL" BEST LOCATION ON TREASURE ISLAND. Finest CONDO/HOTEL on the Island with a steady flow of Income. ON-THE-BOOKS GROSS INCOME through JULY =$41,100.00 NET RENTAL INCOME TO OWNER $34,935.00 and gaining. LOCATED ON THE Wide open Inter-coastal waterway PALMS OF TREASURE ISLAND. BUILT IN 2007. FEATURING A NICELY UPDATED 2 bedroom two full baths, and a pleasing sized balcony looking out to the wide open intra-coastal waterway. Newer Luxury vinyl flooring, FULL FUNCTION KITCHEN WITH GRANIT COUNTERS, in-unit washer and dryer, owners closest, tastefully furnished. Plenty of natural light throughout the open floorplan. Amenities present a WATERFRONT thermo-heated pool & heated spa. Under building parking & plentiful guest parking. Located across the road to the GULF OF MEXICO and the best beach on Treasure Island. CLOSE PROXIMITY TO Shopping, restaurants, and beach bars. A steady, GENEROUS RENTAL INCOME AND GETTING BETTER EVERYDAY. NOTE: The entire exterior building was resurfaced, waterproofed and painted. All construction was completed mid-2024 plus a Brand-New Roof 2026. ALL PAID FOR.NO KNOWN ASSESSMENTS. VACATION BOOKINGS ARE FILLING UP FAST. Many return vacationers. BEST VALUE ON THE ISLAND. Use the Virtual Tour link for a 3-D walkthrough of the entire unit. Thank you. PS INCOME STATEMENTS ARE AVAILABLE UPON REQUEST. AVAILABLE FOR SHOWINGS between Guest check-ins'

10315 Gulf Boulevard Unit 409, Treasure Island

1 Beds ⋅ 1 Baths ⋅ Island Inn Condo SubDv. ⋅ 33706 Zip Code

This is a real opportunity to own direct access to the finest beaches in Florida. This condo/motel features a million dollar view and is great for investors or seasonal owners wanting a piece of paradise. The stunning views of the Gulf of America is worth the price itself. You can sit out on your own private balcony overlooking the Gulf. This unit is being sold completely furnished and ready for new owners to take it over. You can rent these units as well and this one gets rented on a regular basis. In 2025 it grossed $47,732.00. Rental history is available. This unit gets rebooked all the time by regulars wanting to get a way and enjoy the Pinellas county beaches. The unit has 2 comfortable beds that can easily sleep 4 people. The unit has been meticulously maintained and needs little to nothing to keep the rentals coming. The association is well managed. The community has resort-style amenities to include a beautiful pool with an outside café and bar. You are just steps away from the sandy beaches of the Gulf waters. Showing are only available between guests so make your appointment to see this great unit and start enjoying the beach.

9980 Gulf Boulevard Unit 317, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Sunset Vistas Condo Hotel On The Gulf SubDv. ⋅ 33706 Zip Code

LIVE THE BEAUTIFUL BEACHFRONT VACATION DREAM YOU’VE ALWAYS LONGED FOR AND BENEFIT FROM THE EXCEPTIONAL SHORT-TERM RENTAL STRUCTURE OFFERED BY SUNSET VISTAS! Providing the flexibility to stay up to 90 days/year, you’ll enjoy your desired blend of vacation retreat and return on investment in one of Tampa Bay’s best beachfront resorts. This wonderful 2 bedroom, 2 bath residence with driftwood style porcelain flooring has its own in-unit laundry facility. The lovely kitchen boasts attractive granite surfaces, raised panel cabinetry, stainless steel appliances and a fine granite breakfast bar. The generous living area opens to a covered balcony with partial Gulf views. The owner’s suite, with private access to the balcony, features an attractive full bath with nicely tiled shower/tub combo and a granite counter vanity. Guest bedroom is supported by an appealing guest bath with elegantly-tiled walk-in shower. The unit also has a sizable storage closet and comes with assigned parking. You’ll value the consistently excellent rental history, and your vacation home comes fully furnished, including flat screen media centers in both bedrooms and the living area. Sunset Vistas delivers outstanding resort class amenities including a tiki bar, a casual dining café, fitness center, business center, heated beachfront swimming pool, hot tub, a walk-in children’s pool with fountains, and much more. Step out to almost three miles of Treasure Island’s powder-soft white sand beach, or stroll the fabulous Treasure Island beachfront boardwalk and enjoy dining and entertainment. Renowned Johns Pass Village is less than a mile to the north and contains extensive dining, entertainment, boutique shopping, fishing charters, cruises and boat/jetski rentals. This residence (and Sunset Vistas) provides a remarkable vacation getaway that offers many, many ways to enjoy the Florida Gulf Coast beachfront lifestyle – year round! Sunset Vistas provides professional property management services onsite; however, you have the flexibility choose your own property management company. Dimensions are estimates, buyer to verify.

12000 Gulf Boulevard Unit 304S, Treasure Island

2 Beds ⋅ 2 Baths ⋅ Holiday Villas 2 SubDv. ⋅ 33785 Zip Code

Located just steps from one of Florida's most beautiful Gulf Coast beaches, this fully furnished condominium offers an exceptional opportunity for both investors and vacation home buyers. With Airbnb and VRBO rentals permitted (4-day minimum), the property is ideally suited for generating immediate short-term rental income while also serving as your own beach getaway. The unit is move-in and rental ready, featuring a newer A/C and everything needed to begin welcoming guests immediately. At the same time, it offers outstanding value-add potential. A new owner may choose to update the kitchen and bathrooms over time to further increase rental appeal, property value, and long-term returns. Holiday Villas II offers an updated heated pool, secure code-controlled elevator access, an assigned covered parking space, a convenient community laundry facility with washers and dryers, and a private exterior storage closet for beach chairs, umbrellas, and other coastal essentials. Small dogs are welcome, further enhancing the property's appeal for both owners and vacation guests. One of the property's greatest advantages is its exceptional purchase flexibility. Whether you prefer cash, conventional financing, or attractive seller financing, this condominium offers financing options rarely available in today's market. Combined with its prime beach location, proven vacation rental potential, and future upside, this is an outstanding investment opportunity on Florida's Gulf Coast.

19610 Gulf Boulevard Unit 206, Indian Rocks Beach

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

Ocean Club – Unit 304 | Prime Direct Gulf Front Luxury Unit 304 at the Ocean Club delivers true direct Gulf front atmosphere in Treasure Island’s newest, high demand condo hotel. Completed in mid-October 2023, a premier 3rd floor, front and center unit is one of the best located units in the entire complex, offering unobstructed beach and Gulf views from a spacious private balcony. High occupancy. Strong rental income. Repeat vacation guests A luxury 2-bedroom, 2 bath coastal investment, fully furnished, beautifully styled, and completely turnkey. Features include marble flooring throughout the main living area, full size in unit washer/dryer, sleeper sofa, designer lighting, and a crisp, modern aesthetic that vacationers love. Unit 304 has quickly become a leader in the Ocean Club, achieving highest occupancy rate, with bookings continuing to fill rapidly for the coming months. Resort style amenities elevate the experience: – Second floor sports bar – Heated pool & spa – Beach lounge area – Stunning rooftop Sunset lounge overlooking the Gulf. Owners may continue with the on-site management program at a competitive 20* fee, making this an effortless income generator from day one. Low Monthly fees ($792) include Cable TV, Building Insurance, Internet, Exterior Maintenance, Reserves, Grounds Maintenance, On Site Manager, Pool Maintenance, Sewer, Trash, and Water. Pet friendly, highly desirable, and already in strong demand. Limited showing availability due to active vacation bookings — appointments can be made between guest stays. Nothing better on the beach. Perfect timing to come aboard.

11500 Gulf Boulevard Unit 304, Treasure Island

Start Your Search