Best Places To Buy A Vacation Rental In Florida In 2026
In 2026, Florida is still going to be the prime location for vacation rental investments due to its beaches, attractions, and tourist influx that never stops. The current demand from telecommuters and families is a reason to invest in properties, as they can yield good rental income and an appreciation in value over the years. Real estate in the right spots has high occupancy, is affordable, and is easy to manage.
There are several service providers who provide Florida short term rental management for an easy and comfortable stay during vacations. This blog guides you to the top places to buy a vacation rental in Florida in 2026.
Panama City Beach: Affordable Beachfront Returns
Investors looking for beach properties that are not too pricey and have high rental returns would consider Panama City Beach as their ideal choice. This beautiful coastal site has awesome 27 miles of endless soft white sandy beaches and fun family activities like visiting St. Andrews State Park.
The expected average price for a condo per night is going to be in the range of $200 to $400 with an occupancy rate of 70 to 80% throughout the year, owing to the spring break and summer crowd.
The new constructions and upgradings are always a plus point, while the short-term rental regulations are still favorable for the investors.
The prices for entry begin at $250,000 for the oceanfront apartments, with the ROI potential being 8 to 12% after the costs.
The proximity to the Gulf waters and piers makes it a perfect place for the repeaters, hence the cash flow is continuous. Get Perdido Key property management services at Wise Getaways.
Anna Maria Island: Luxury Gulf Getaways
For those seeking a luxurious vacation, Anna Maria Island provides upscale rentals where the island's laid-back atmosphere attracts rich tourists. With its pristine beaches and low-density buildings, it is a glorious getaway.
A nightly rate of $300-$600 applies to the properties in this area, with the demand being highest for the ocean-view houses equipped with swimming pools and docks.
The peak season for tourism is from November to April, and extensions for dogs have contributed to the popularity of winter bookings.
The range for investments is from $500,000 for rustic homes to $2 million for sea-view mansions, and they all have a common feature of promising a 7-10% return.
The tranquil beauty, combined with easy access to Bradenton, makes it a sound strategy to invest in premium yet hassle-free rentals with short term property management options.
Orlando Area (Kissimmee): Theme Park Powerhouse
Kissimmee, close to Disneyland and Universal Studios, is one of the most rented places for families with great demand. The closeness of such attractions as Margaritaville Resort guarantees that the place will be booked throughout the year.
Homes with resort-style features and pools are rented out for $250-$500 per night, with the demand rising to 90% during the holidays.
Homes in gated communities like Emerald Island have extra services, which make the higher price worth it.
The starting price for a 4-bedroom villa is $300,000, which can bring 9-15% ROI due to the continuous flow of tourists.
The rapid development of short-term rentals in this locality makes it a perfect destination for investors who prefer leaving it to management firms to handle the operations. Get your stress free vacation rental management Perdido with Wise Getaways.
Siesta Key: World-Famous Sands
The quartz-white beaches of Siesta Key are counted among the best in the world, thus luring both beach lovers and retirees. The jewel of Sarasota County backs up the strong seasonal rentals.
Brand-new beachfront condos can be rented out for $400-$700 nightly, with summer and spring being the peak periods.
The rental regulations are strict, but at the same time, favorable for clear-cut established owners.
Investments of $600,000 generate 6-9% returns, which are supported by the cultural events and the tranquillity of the waters.
The immaculate location guarantees the continuous demand and an increase in the value of the property.
Destin and 30A (Emerald Coast): Upscale Coastal Appeal
The luxury rentals on the beaches of Destin and the 30A coastal communities like Rosemary Beach are living the good life. Elegant high-end homes and condo rentals offer vacationers a luxurious life.
The nightly charges for Gulf-front houses range from $500 to $1,200, and the golf cart-friendly neighborhoods add to the attractiveness of the properties.
WaterColor and WaterSound host the family's and groups' 75%+ occupancy.
The minimum investment of $700,000+ gives 8-11% ROI, and fishing charters and spas keep the ROI going.
The status of the Emerald Coast brings about a high price as well as a good resale value.
Key Largo: Tropical Keys Adventure
Key Largo, the first island of the Florida Keys, is a place for water activities, with nature lovers, divers, and boaters being the main characters of this story. The renting of the waterfront condos and homes will also be for adventure-filled vacations.
Some best-priced options may cost $300-$600 per night for dock-equipped properties, with the highest peak charge during winter.
The existence of snorkeling reefs and state parks has been a reason for the increase in demand.
The minimum price is set at $400,000, which gives an investor 7-10% returns in a market that is steadily growing.
The access to the marina, combined with a relaxed atmosphere, draws an exceptional and specific type of tourists.
St. Petersburg: Urban Beach Mix
St. Petersburg artfully combines lively arts, fine dining, and long sandy beaches, ranking first in short-term rental markets. The properties are always occupied because of the events happening all year round.
The condos in downtown are rented at a price of $250-500; the beach's closeness is a plus in terms of price.
The cultural life and the clean beaches attract all sorts of people.
Properties purchased for $350,000 can give an 8-12% ROI.
The coastal beauty and easy access are the main reasons why it is considered a rising star.
Marco Island: Exclusive Southwest Retreat
Marco Island is a place of quiet luxury with its beaches for shelling and resorts. It is perfect for high-end, family-oriented beach house vacation rentals.
Condominiums with views of the Gulf have a nightly rate of $400-$800, which is very good in the peak seasons.
The gated communities not only provide security but also are very attractive.
A $500,000 investment would give you a 6-9% return, along with the constant increase in value.
The exclusivity of Southwest Florida guarantees a steady income.
Investment Tips For More Success
Here are some tips to help you get more successful without getting caught up in any issues:
Local short-term rental laws should be checked, as some locations limit the number of days and/or require permits.
Consider hurricanes by having good insurance and building on raised areas.
Utilize VRBO for advertising, and hire professionals for management.
Concentrate on properties that are close to attractions to have the best occupancy rate.
Keep an eye on 2026 trends such as eco-tourism and remote work stays.
Florida's vacation rental market prospers in 2026, combining sun, fun, and profits. Choose a place that fits your budget and preferences for wealth accumulation through smart purchases. Wise Getaways offers you the best vacation rental properties so that you can feel comfortable and relaxed during your vacation. To know more about the services delivered, visit our Instagram.