Florida Vacation Rentals

The sunshine state’s best beachy bungalows, condos, and homes for rent.

USA > Florida

Plan Your Florida Vacation

Florida’s 1300 miles of coastline is just the beginning of what the state has to offer travelers: from vibrant nightlife to world-class theme parks, there’s something for everyone. An oceanfront home on the gulf coast? A chic studio in the heart of Miami?  A private place on Siesta Key for the whole family to enjoy? SkyRun has the best accommodations to make your Florida vacation dreams a reality.

Find Your Florida Rental

Featured Property
Trailor Welcome Equestrians Near Wellington

Trailor Welcome Equestrians Near Wellington

West Palm Beach, Florida

8 Guests 4 Bdrms 2 Baths
From $521/night incl. fees
next avail Oct 5–8 · 3-night min
Featured Property
Palmview Aqua Enclave

Palmview Aqua Enclave

Marco Island, Florida
8 Guests 4 Bdrms 3 Baths
From $689/night incl. fees
next avail May 1–5, 2027 · 4-night min
New Property
Turtle Beach Bliss

Turtle Beach Bliss

Siesta Key, Florida
4 Guests 2 Bdrms 2 Baths
From $227/night incl. fees
next avail Oct 4–11 · 7-night min
Featured Property
Las Hermanas 3

Las Hermanas 3

Longboat Key, FL
4 Guests 1 Bdrm 1 Bath
From $394/night incl. fees
next avail Oct 21–23 · 2-night min
New Property
Tee Time on Breezemont

Tee Time on Breezemont

Sarasota, Florida
6 Guests 3 Bdrms 2 Baths
From $284/night incl. fees
next avail Oct 4–9 · 5-night min
Featured Property
Naples The Palms Luxury Pool Home by SkyRun Naples

Naples The Palms Luxury Pool Home by SkyRun Naples

Naples, FL
6 Guests 3 Bdrms 3 Baths
From $474/night incl. fees
next avail Oct 11–16 · 5-night min
New Property
Papaya Place

Papaya Place

Sarasota, Florida

6 Guests 2 Bdrms 2 Baths
From $255/night incl. fees
next avail Oct 4–11 · 7-night min
New Property
Paradise Grove

Paradise Grove

Sarasota, Florida

6 Guests 3 Bdrms 3 Baths
From $357/night incl. fees
next avail Oct 4–11 · 7-night min
New Property
Coastal Cottage

Coastal Cottage

Sarasota, Florida
6 Guests 2 Bdrms 2 Baths
From $397/night incl. fees
next avail Oct 4–7 · 3-night min
New Property
Cityscape Retreat

Cityscape Retreat

Sarasota, Florida
6 Guests 2 Bdrms 3 Baths
From $278/night incl. fees
next avail Oct 4–11 · 7-night min
New Property
Siesta Sunset Royale #123

Siesta Sunset Royale #123

Siesta Key, Florida

12 Guests 4 Bdrms 4 Baths
From $314/night incl. fees
next avail Oct 4–7 · 3-night min
New Property
Sun Sand Dreams Villa

Sun Sand Dreams Villa

Sarasota, Florida

4 Guests 2 Bdrms 2 Baths
From $215/night incl. fees
next avail Oct 4–11 · 7-night min

Property Management You Can Trust

Owning a vacation rental shouldn’t be stressful. Let SkyRun ease your worries and increase your revenue with our vacation rental management solutions.

Why choose SkyRun? As locally owned businesses, our homeowners are not just a number to us, they’re our neighbors. But as a franchise, we have access to tools and tech that help you stay ahead of the game. That’s why thousands of second homeowners trust us with their properties.

Learn More

Matt was very clear from the start and helped us build real expectations for our investment property. We’re pleased with how easy the process has been.

Paul & ClaireBradenton, FL

[SkyRun is] responsible, caring, and considerate. I have total confidence in them to manage our home and know that they take care of it as if it was their own!

JoyceNorth Lake Tahoe, CA

If you are looking for the best full service vacation rental property management, stop searching and call SkyRun. They have systems and processes in place to ensure the highest possible short term rental revenue and guests love them! We couldn’t be happier with their management of our homes.

TheodoreScottsdale, Arizona

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