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 Beds ⋅ 1 Baths ⋅ Gulf Gardens Motel Apts Condo SubDv. ⋅ 33708 Zip Code

This beach cottage was renovated in 2025 and is zoned for daily rentals with easy beach access across the street. The HOA due is $512/month and includes flood insurance, water, landscaping and all exterior maintenance including roof, pool maintenance, garbage pickup and interior and exterior pest control.

14141 Gulf Boulevard Unit 5, Madeira Beach

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

UNIQUE UNPARALLELED OPPORTUNITY!! HIGH OCCUPANCY RATE... Check out this GORGEOUS FULLY FURNISHED/NEWLY UPDATED 1170 SF, 2 Master Suites with 2 Full Bathrooms and dual balconies; in one of the best locations in TREASURE ISLAND BEACH, FLORIDA. The moment you enter into the main open floor living space you feel the coastal vibe of the Island, realizing you are literally a 2 minute walk to the sugar sands of the Gulf and just minutes to all the entertainment you can possibly desire. The open floor plan offers a large kitchen and dining space with granite counter tops, plenty of cabinetry/storage space, stainless steal appliances, an in-unit washer and dryer for your laundry needs, as well as, a massive living area to entertain family and friends. Imagine hanging out in the resort style pool/spa and BBQ out by the pool while enjoying the views of the intracoastal waterway or maybe even a little fishing on the private dock. Sit out front on your deep private balcony while enjoying that evening beverage and taking in the breathtaking sunsets and what Mother Nature has to offer. This rare/golden opportunity offers the finest in a CONDO/HOTEL and is located on the wide open Intra-Coastal waterway. 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 the St Pete Pier. A/C 2022 & Hot Water Heater 2023. EXCELLENT investment opportunity allowing SHORT TERM LEASING!

10315 Gulf Boulevard Unit 106, Treasure Island

2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort I Condo SubDv. ⋅ 33708 Zip Code

“Prime Showcase” — Top Income Producer at Madeira Bay Resort I (Built in 2020) NOW AVAILABLE FOR SHOWINGS, SEPTEMBER 22ND-28TH. *** "MUST SEE" premier turnkey, high earning Condo/Hotel opportunity in one of the most desirable coastal destinations on Florida’s Gulf Coast. This 6th floor residence delivers impressive income performance and an unbeatable setting — perfectly positioned directly across from the Gulf of Mexico and just steps from the shops, dining, and waterfront excitement of John’s Pass Village. Inside, the unit features beautiful water views, a bright and open layout, modern coastal finishes, granite countertops, stainless steel appliances, in unit washer & dryer, an owner’s closet, and a private waterfront balcony. A spacious primary bedroom showcases wide open water views. A bonus room with bunk beds provides valuable additional guest capacity to maximize rental revenue. Madeira Bay Resort I offers resort style amenities, including a heated, newly remodeled pool & spa, fitness room, under building parking, and a pet friendly environment. The remarkably low $670 monthly fee includes cable, internet, building insurance, association reserves, on site management, exterior and grounds maintenance, pool service, sewer, and trash — delivering exceptional value and predictable operating costs. Vacation bookings filling fast and a strong base of repeat guests, this property is perfectly positioned for continued income success. “Stay and Play — then let it pay.” One of the Best Values in Madeira Beach. Showings available between guest check ins. NOW AVAILABLE FOR SHOWINGS, SEPTEMBER 22ND-28TH

13101 Gulf Boulevard Unit 1605, Madeira Beach

1 Beds ⋅ 2 Baths ⋅ Crystal Palms Bch Resort At Treasure Island Condo SubDv. ⋅ 33706 Zip Code

This 1br/1.5bth condo is sold fully furnished with updated coastal decor and a beautiful view of the tropical lush palms overlooking the community pool from one of the larger balconies in the complex. Brand new building exterior and elevators!!! Crystal Palms allows for minimal 1-night stays to help maximize your rental investment. This unit sleeps 4 comfortably with a newer king size bed and pull-out sofa bed in the living room. A fully equipped kitchen with stainless steel appliances, granite countertops, and washer dryer in unit. The very spacious balcony has access from both living room and primary bedroom. Primary bedroom has king bed with en-suite and extra vanity sink. There is a large lockable Owner's cabinet to hold personal belongings. Unit has 1 assigned parking space. The Crystal Palms complex has an outdoor heated pool and spa, and handicap friendly equipment to get into the water. The complex has a beach access walkway to the beach across the street. Treasure Island is the ultimate vacation destination where you’ll enjoy beach views, sandy beach, and turquoise waters. Visit the nearby famous John’s Pass Village (about a mile away) where there’s something for everyone; fish, rent a jet ski, take a dolphin cruise, shop, grab a drink, enjoy ice cream, or eat at one of the many amazing restaurants and enjoy music. Enjoy this tropical beach condo for your own personal use (up to 90 days a year) and maximize it as a rental investment property! Currently managed by Listing Agent (current bookings can stay as is if continued) with over 500 5-star reviews on rental platforms. May use private management or self-manage. Estimated rental potential = $40-50k gross a year!

11605 Gulf Boulevard Unit 203, Treasure Island

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

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