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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
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Featured
Newly Renovated 3/2 west of 41 in Parkshore! $8500 monthly for annual, seasonal pricing varies.
Last Minute!
From/Per night$265

Newly Renovated 3/2 west of 41 in Parkshore! $8500 monthly for annual, seasonal pricing varies.

Naples Vacation Rentals
3/BR 2/BA SLEEPS 5
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Featured
Casa Gucci - Anna Maria Island Vacation Rental
From/Per night$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6
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Nautilus Unit 2707
From/Per night$260

Nautilus Unit 2707

Fort Walton Beach Vacation Rentals
2/BR 2/BA SLEEPS 6
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Recently upgraded Key Largo Oceanfront Condo with all the toys included
From/Per night$250

Recently upgraded Key Largo Oceanfront Condo with all the toys included

Key Largo Vacation Rentals
2/BR 2/BA SLEEPS 6
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Key Largo Condo with Spectacular Sunset Views
From/Per night$350

Key Largo Condo with Spectacular Sunset Views

Key Largo Vacation Rentals
2/BR 2/BA SLEEPS 6
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Stormalong Bay
From/Per night$308

Stormalong Bay

Holmes Beach Vacation Rentals
2/BR 2.5/BA SLEEPS 6
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Diving, Fishing, Snorkeling, Kayaking Paradise - Golf Cart Included!
From/Per night$350

Diving, Fishing, Snorkeling, Kayaking Paradise - Golf Cart Included!

Key Largo Vacation Rentals
2/BR 2/BA SLEEPS 6
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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
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Diving, Fishing, Snorkeling, Kayaking Paradise
From/Per night$335

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo Vacation Rentals
2/BR 2/BA SLEEPS 6
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Sea Grape Escape
From/Per night$138

Sea Grape Escape

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 4
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OCEAN FRONT KING BDR, 2 BATHS, BUNK RM, FREE BEACH CHAIRS, NEAR PIER PARK
From/Per night$235

OCEAN FRONT KING BDR, 2 BATHS, BUNK RM, FREE BEACH CHAIRS, NEAR PIER PARK

Panama City Beach Area Vacation Rentals
1/BR 2/BA SLEEPS 4
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Sea Mar Condo - Marco Island 19th floor Penthouse Condo
From/Per night$229

Sea Mar Condo - Marco Island 19th floor Penthouse Condo

Marco Island Vacation Rentals
2/BR 2/BA SLEEPS 6
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Beautiful Gulf Access Pool Home
From/Per night$175

Beautiful Gulf Access Pool Home

Cape Coral Vacation Rentals
4/BR 2/BA SLEEPS 8
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Key Largo Ocean Front Villa on the Beach with Incredible views
From/Per night$400

Key Largo Ocean Front Villa on the Beach with Incredible views

Key Largo Vacation Rentals
3/BR 3/BA SLEEPS 6
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Two by the Sea at Sea Cliffs, 30A-Beaches-South Walton
From/Per night$191

Two by the Sea at Sea Cliffs, 30A-Beaches-South Walton

Blue Mountain Beach
2/BR 2.5/BA SLEEPS 6
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Emerald Grande On The Harbor Walk Destin Fl
From/Per night$150

Emerald Grande On The Harbor Walk Destin Fl

Destin Area Vacation Rentals
3/BR 3/BA SLEEPS 8
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Beautiful, newly remodeled Clearwater rental home with heated saltwater pool
From/Per night$180

Beautiful, newly remodeled Clearwater rental home with heated saltwater pool

Clearwater Vacation Rentals
3/BR 3/BA SLEEPS 6
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SunKissed Bungalo with Golf Cart
From/Per night$250

SunKissed Bungalo with Golf Cart

Miramar Beach Vacation Rentals
3/BR 3.5/BA SLEEPS 12
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Oasis on Canal - Pefect location, walk to Beach, Restaurants, Shops, Movie Theatre, Mini Golf, Icecream & More
From/Per night$425

Oasis on Canal - Pefect location, walk to Beach, Restaurants, Shops, Movie Theatre, Mini Golf, Icecream & More

Marco Island Vacation Rentals
3/BR 2/BA SLEEPS 8
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SUPER HOUSE, NEW BUILD! SLEEPS 40!
From/Per night$1150

SUPER HOUSE, NEW BUILD! SLEEPS 40!

Destin Area Vacation Rentals
10/BR 12/BA SLEEPS 42
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Surfside 601 - Beachfront Penthouse 4 BR 3.5 BA with Private Balcony
Inquire for pricing

Surfside 601 - Beachfront Penthouse 4 BR 3.5 BA with Private Balcony

Clearwater Beach Vacation Rentals
4/BR 3.5/BA SLEEPS 10
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Your own private resort - Mockingbird Pointe - Waterfront, pool and dockage
From/Per night$340

Your own private resort - Mockingbird Pointe - Waterfront, pool and dockage

Marathon Vacation Rentals
2/BR 2/BA SLEEPS 6
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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
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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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