Florida Vacation Rentals

Discover vacation rentals throughout Florida

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.

You are currently viewing listings belonging to Beach Retreats

Island Nautilus

Bradenton Beach Vacation Rentals
3/BR 2/BA SLEEPS 6

Mermaid's Landing - Stunning 6 bed 4 bath home heated pool and spa rooftop deck + more!

Bradenton Beach Vacation Rentals
6/BR 4/BA SLEEPS 12

4 Bed 3 Bath with beautiful private backyard, 2 car garage, bikes, beach gear, heated pool

Holmes Beach Vacation Rentals
4/BR 3/BA SLEEPS 8

Crosswind Cottages - Sprawling 3 bed 2.5 bath heated pool elevator FREE WIFI Sleeps 9

Holmes Beach Vacation Rentals
3/BR 2.5/BA SLEEPS 9

Chasing Waves - Steps from the beach, no roads to cross . AMI Perfect Beach House

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Vitamin Sea has everything! Heated pool & spa, elevator, rooftop deck, water views +++

Anna Maria Vacation Rentals
5/BR 5/BA SLEEPS 12

Meant to Bee on AMI

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 4

Sunshine & Good Times

Holmes Beach Vacation Rentals
4/BR 4.5/BA SLEEPS 10

Caribbean Surf PRIVATE POOL ONLY 3 MINUTE WALK TO BEACH -SLEEPS 6

Holmes Beach Vacation Rentals
3/BR 2/BA SLEEPS 6

It's Miller Time!

Holmes Beach Vacation Rentals
4/BR 4.5/BA SLEEPS 10

Starfish Isle 4 Bedroom3 Bath ~ Private HEATED Pool & Spa, Close to BEACH! Free WiFi

Holmes Beach Vacation Rentals
4/BR 3/BA SLEEPS 4

Turtles Bay

Holmes Beach Vacation Rentals
3/BR 2/BA SLEEPS 6

Mermaid's Crossing 4 bed, 3 bath heated pool and spa

Holmes Beach Vacation Rentals
4/BR 3/BA SLEEPS 10

LOCATION LOCATION LOCATION large home only 2 houses away from the gulf

Holmes Beach Vacation Rentals
4/BR 3/BA SLEEPS 8

Saltair East Gorgeous 2 Bed 2 Bath with Pool! Sleeps up to 6

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Beach front Luxury condo gulf views and gated parking

Anna Maria Vacation Rentals
3/BR 3/BA SLEEPS 6

Chasing Sunsets - three houses from the beach

Lido Key Vacation Rentals
4/BR 3/BA SLEEPS 8

A Wave From It All

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Reef Romance

Anna Maria Vacation Rentals
4/BR 4/BA SLEEPS 8

STUNNING 5 BEDROOM 4 BATHROOM DREAM HOUSE WITH BACKYARD OASIS, STEPS TO THE BEACH

Holmes Beach Vacation Rentals
5/BR 4/BA SLEEPS 10

Angel Sea

Holmes Beach Vacation Rentals
6/BR 3.5/BA SLEEPS 12

The TipSea Turtle

Anna Maria Vacation Rentals
4/BR 4.5/BA SLEEPS 8

Conch Out Beach House! 4 bed 3 bath HUGE yard, heated pool & spa, gazebo

Holmes Beach Vacation Rentals
4/BR 3/BA SLEEPS 10

Paradise Found 6 bed 6.5 bath Heated Pool & Hot TUB Bikes Free Wifi

Holmes Beach Vacation Rentals
6/BR 6.5/BA SLEEPS 14

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.


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.

Popular Monthly and Seasonal Locations

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