Search All Florida Rentals By Owner
Start searching thousands of Florida vacation rentals by owner, spanning from the historic charm of St. Augustine to the tropical paradise of the Florida Keys. Our list includes beachfront condos, cozy cottages, and luxurious beach house villas. Located in sought-after destinations like Pensacola, Destin, Panama City Beach, Anna Maria Island, and everywhere in between, your dream Florida getaway awaits. Use the filters and start your search below.
SANDY PANTS - Designer Beach Chic Home, Steps to Beach, Backyard Oasis w/ Heated Pool
Anna Maria Island Vacation Rentals
MANGO BAY - Gorgeously Renovated Home w/Pool & Spa, Game Room, Bikes, Walk to Beach!
Anna Maria Island Vacation Rentals
Catching Waves - Beautifully Updated w/Heated Pool, Covered Porches, Walk to Beach!
Anna Maria Island Vacation Rentals
Family Tides - Newly Renovated, 2 Homes in 1, Just Steps to Beach with Rooftop Gulf Views, Heated Pool, Close to Bridge St
Anna Maria Island Vacation Rentals
Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach
Anna Maria Vacation Rentals
Island Girl East & West - Heated Pool, Covered Porches, Walk to Beach
Anna Maria Island Vacation Rentals
Island Girl West - Heated Pool, Covered Porches, Beach Gear, Walk to Beach!
Anna Maria Island Vacation Rentals
POINT'S HIDEAWAY - Beautiful Island Home w/ Rooftop Water Views on Bean Point! Pool, Bar, Foosball!
Anna Maria Vacation Rentals
On Turtle Time - Beautifully Updated w/Heated Pool, Covered Porches, Walk to Beach!
Anna Maria Vacation Rentals
THE COTTAGE ON PINE - Adorable Renovated Cottage w/Private Heated Pool, On Main Street of Anna Maria
Anna Maria Vacation Rentals
Anna Maria Aloha - Renovated, Designer Inspired, Ground Level Home on Beach Block Just Steps to Pristine Beaches of Anna Maria Island!
Anna Maria Vacation Rentals
SUNSETS ON CARISSA - GORGEOUS ISLAND HOME! 3 Bedroom Block to Beach w Pool
Anna Maria Island Vacation Rentals
BATEMAN'S - Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
Anna Maria Vacation Rentals
COZY CABANA EAST - GORGEOUS Renovated w/ Pvt. Pool, Backyard Oasis, Walk to Beach w Beach Gear!
Anna Maria Island Vacation Rentals
Seaswept Mermaid - This home sustained storm damage and is currently undergoing necessary assessments and preparations, with availability for guests anticipated in 2025.
Anna Maria Vacation Rentals
Sea La Vie - Luxurious Anna Maria Island Home with Rooftop Deck, Pool, Spa, and Waterfall – Steps from the Beach!
Anna Maria Island Vacation Rentals
Salty Pirate - This home sustained storm damage and is currently undergoing necessary assessments and preparations, with availability for guests anticipated in 2025.
Anna Maria Vacation Rentals
THREE LITTLE BIRDS - NEW Premier Luxury Home with Stunning Gulf Beach Views, Pool/Spa, High End Home!
Anna Maria Vacation Rentals
Mariner's Crossing - Stunning Luxury Home w/ Gulf Views From Every Room, Rooftop Deck, & Pool/Spa
Anna Maria Island Vacation Rentals
She's Always Right - Holmes Beach Home w Pool & Spa, 1 Block to Beach & Shops
Anna Maria Island Vacation Rentals
LA Buena Vida - Bright Beachy & Canal front! Steps to Beach, Pool/Spa, Dock, Dogs OK
Anna Maria Vacation Rentals
COCONUT LAGOON - Lovely Historic Renovated Cottage w/Huge Heated Pool, Backyard Oasis/Cabana/Bar
Anna Maria Vacation Rentals
CASA POSADA - So Close to Beach You Hear the Waves! Updated Clean Beach Cottage, Start $180n
Anna Maria Vacation Rentals
Florida Rentals
Depending on the location vacation rentals in Florida may be minimum stay restrictions and preferred turnover days.
- Hosts in off the beaten path locations often rent homes for nightly stays
- Nightly rentals can be found more readily in the low season throughout Florida
- Some hosts in busier cities may require 7 night min stays with check in's on Fridays or Saturdays.
- Monthly and seasonal rentals can be found in cities that are restricted to 28 night stays.
- Check information further below to help narrow down your search.
Popular Florida Rentals Searches
Click on the option below for a quick search navigation for Florida vacation rental by owner rentals.
- Florida Beachfront Rentals
- Florida Pet Friendly Rentals
- Florida Rentals with Pools
- Florida Rentals with Private Pools
- Florida Rentals with Hot Tubs
- Florida Rentals with Boat Docks
- Florida Rentals on Golf Resorts
- Florida Rentals with Golf Carts
- Florida Rentals near Theme Parks
- Florida Rentals allowing Events and Weddings
- Affordable Florida Rentals
- Florida Luxury Rentals
- Florida Rentals for Large Groups 10+
- Florida Rentals for Large Groups 12+
- Florida House and Home Rentals
- Florida Condo Rentals
- Florida Townhouse Rentals
Where to Search for Monthly and Seasonal Florida Rentals?
Discover the perfect escape with our monthly and seasonal Florida rental locations, offering flexibility and comfort for extended stays. From the laid-back beaches of the Gulf Coast to the vibrant cities of Naples and the Florida Keys, we offer a diverse portfolio of properties spanning across the Sunshine State, catering to every preference and lifestyle. Whether you're seeking a winter retreat to soak up the sun or a summer getaway to explore the cultural delights of Florida's cities, our rental locations provide the ideal home base for your extended stay. With options ranging from beachfront condos and cozy cottages to spacious villas and urban apartments, you can immerse yourself in the beauty and excitement of Florida for as long as you desire.