1-877-735-2726

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.

Featured
Comforts of Home in Secure Gated Community Over Bridge from AMI Now Available Snowbird Season 2026!
From/Per night$180

Comforts of Home in Secure Gated Community Over Bridge from AMI Now Available Snowbird Season 2026!

Anna Maria Vacation Rentals
2/BR 2/BA SLEEPS 6
Add to wishlist
Featured
Casa Gucci - Anna Maria Island Vacation Rental
Last Minute!
From/Per night$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6
Add to wishlist
Private Pool & Hot Tub - House close to Beach and Bridge Street
From/Per night$249

Private Pool & Hot Tub - House close to Beach and Bridge Street

Bradenton Beach Vacation Rentals
4/BR 3.5/BA SLEEPS 10
Add to wishlist
Seaside Inn
From/Per night$400

Seaside Inn

Anna Maria Vacation Rentals
3/BR 2/BA SLEEPS 6
Add to wishlist
Beachfront Condo on AMI
From/Per night$249

Beachfront Condo on AMI

Holmes Beach Vacation Rentals
3/BR 2/BA SLEEPS 6
Add to wishlist
Highlighted
Sirenia Beach House - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches
Last Minute!
From/Per night$257

Sirenia Beach House - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches

Anna Maria Vacation Rentals
4/BR 3/BA SLEEPS 10
Add to wishlist
Bayside Inn
From/Per night$800

Bayside Inn

Anna Maria Vacation Rentals
5/BR 5/BA SLEEPS 14
Add to wishlist
Aqua Cove
Inquire for pricing

Aqua Cove

Anna Maria Vacation Rentals
4/BR 4/BA SLEEPS 10
Add to wishlist
LaPlage 9
From/Per night$440

LaPlage 9

Holmes Beach Vacation Rentals
3/BR 2.5/BA SLEEPS 6
Add to wishlist
Sunkissed&Salty: Prime Location!
From/Per night$500

Sunkissed&Salty: Prime Location!

Anna Maria Vacation Rentals
4/BR 4/BA SLEEPS 8
Add to wishlist
Luxury 3B3Ba Private Pool
From/Per night$535

Luxury 3B3Ba Private Pool

Holmes Beach Vacation Rentals
3/BR 3/BA SLEEPS 6
Add to wishlist
Hidden Treasure
Inquire for pricing

Hidden Treasure

Bradenton Beach Vacation Rentals
7/BR 7.5/BA SLEEPS 18
Add to wishlist
New! Waterfront Views w/Private Heated Pool/Spa & Luxury Resort Amenities Sleeps 16
From/Per night$750

New! Waterfront Views w/Private Heated Pool/Spa & Luxury Resort Amenities Sleeps 16

Anna Maria Vacation Rentals
6/BR 4/BA SLEEPS 16
Add to wishlist
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
From/Per night$252

PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL

Bradenton Beach Vacation Rentals
2/BR 2/BA SLEEPS 4
Add to wishlist
Island Paradise 1
From/Per night$473

Island Paradise 1

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6
Add to wishlist
Highlighted
Oct 25 - Nov 1 now $2200/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach
Last Minute!
From/Per night$328

Oct 25 - Nov 1 now $2200/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach

Anna Maria Vacation Rentals
5/BR 5/BA SLEEPS 12
Add to wishlist
Beachfront Studio Retreat on Anna Maria Island
From/Per night$120

Beachfront Studio Retreat on Anna Maria Island

Bradenton Beach Vacation Rentals
0/BR 1/BA SLEEPS 4
Add to wishlist
Americana AMI Lighthouse 3BR w/pool + rooftop deck
From/Per night$225

Americana AMI Lighthouse 3BR w/pool + rooftop deck

Holmes Beach Vacation Rentals
3/BR 2.5/BA SLEEPS 6
Add to wishlist
Hip Nautic
From/Per night$440

Hip Nautic

Anna Maria Vacation Rentals
4/BR 4.5/BA SLEEPS 8
Add to wishlist
Backyard Bliss
From/Per night$249

Backyard Bliss

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 4
Add to wishlist
Spring Sea'Esta
Inquire for pricing

Spring Sea'Esta

Anna Maria Vacation Rentals
3/BR 3/BA SLEEPS 8
Add to wishlist
Alecassandra Vacation Villas - Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12
From/Per night$358

Alecassandra Vacation Villas - Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12

Bradenton Beach Vacation Rentals
4/BR 4/BA SLEEPS 12
Add to wishlist
Nest on the Beach is magical!
From/Per night$1000

Nest on the Beach is magical!

Anna Maria Vacation Rentals
5/BR 5.5/BA SLEEPS 8
Add to wishlist
Starfish
Inquire for pricing

Starfish

Holmes Beach Vacation Rentals
3/BR 3/BA SLEEPS 6
Add to wishlist

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

Sign In

Not registered yet?
Click here for traveler sign up
Click here for host sign up
Select your Account Type :
You will receive an email containing a link allowing you to reset your password to a new preferred one.

Register

Already have an account?