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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.

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Featured

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

Featured

From/Per night^$130

Dolphin Bay Cottage

Key Largo Area Vacation Rentals

2/BR 2/BA SLEEPS 2

Featured

From/Per night^$314

Direct Oceanfront - Heated Pool & Hot Tub

Daytona Beach Shores Vacation Rentals

3/BR 3/BA SLEEPS 8

From/Per night^$160

Florida Keys...Yes Please!

Marathon Area Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$196

The Beach Club of Marco

Marco Island Vacation Rentals

1/BR 1/BA SLEEPS 4

From/Per night^$350

Key Largo Rental Fantastic Views

Key Largo Vacation Rentals

3/BR 2/BA SLEEPS 8

From/Per night^$200

Sea Orchid Beach House at Daytona Beach - Sleeps 8 - Beach access!

Daytona Beach Vacation Rentals

3/BR 2/BA SLEEPS 8

From/Per night^$301

Beachfront condo on Siesta Key can't get much closer to the gulf!

Siesta Key Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$340

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

Marathon Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$230

Come and enjoy a beachfront condo on the white sands of the Gulf!

Panama City Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

Inquire for pricing

Spring Sea'Esta

Anna Maria Vacation Rentals

3/BR 3/BA SLEEPS 8

From/Per night^$299

Penthouse Paradise - Monthly Rental

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$154

Sea Glass Villa

Holmes Beach Vacation Rentals

2/BR 1/BA SLEEPS 6

From/Per night^$250

Private Pool, Dock & Gulf Access: Cape Coral Home!

Cape Coral Vacation Rentals

4/BR 2.5/BA SLEEPS 8

From/Per night^$643

Luxury High End Islamorada Private Sandy Beach Access Hammocks, Kayaks, & More!

Islamorada Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$215

3 Bedroom/3Baths ~ 2 FREE Sets of Beach Chairs ~Snowbird Cancellation-Great Rate!

Panama City Beach Vacation Rentals

3/BR 3/BA SLEEPS 6

From/Per night^$120

Right in the middle of Seacrest Beach! Wonderful Studio Condo!

Seacrest Beach Vacation Rentals

0/BR 1/BA SLEEPS 3

From/Per night^$299

Stunning Gulf Front ~ 3BR 2BA Elegance ~ 2 King Mstrs. Beach service included!

Panama City Beach Area Vacation Rentals

3/BR 2/BA SLEEPS 8

From/Per night^$1642

Nick of Time and Love Shack , 30A-Beaches-South Walton, Florida Vacation Rental by Owner

Santa Rosa Beach Vacation Rentals

10/BR 9/BA SLEEPS 22

From/Per night^$220

SeaDuction of Anna Maria Island

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$150

Seahorse Villa 3 by PMI

Oakland Park Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$83

Steps to Deerfield Beach - Pier Walk One Bedroom #107, sleeps 4

Deerfield Beach Vacation Rentals

1/BR 1/BA SLEEPS 4

From/Per night^$275

Coral Shores

Bradenton Vacation Rentals

3/BR 2.5/BA SLEEPS 8

From/Per night^$125

NEW LISTING @ Celadon Beach ~ Gulf Front ~ Free Beach Chair Service! Spring Specials!

Panama City Beach Vacation Rentals

1/BR 2/BA SLEEPS 5

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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.

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.

Florida Rentals by Owner

Search All Florida Rentals By Owner

Florida Rentals

Popular Florida Rentals Searches

Where to Search for Monthly and Seasonal Florida Rentals?

Popular Monthly and Seasonal Locations

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Florida Vacation Rentals

Search All Florida Rentals By Owner

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

Dolphin Bay Cottage

Direct Oceanfront - Heated Pool & Hot Tub

Florida Keys...Yes Please!

The Beach Club of Marco

Key Largo Rental Fantastic Views

Sea Orchid Beach House at Daytona Beach - Sleeps 8 - Beach access!

Beachfront condo on Siesta Key can't get much closer to the gulf!

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

Come and enjoy a beachfront condo on the white sands of the Gulf!

Spring Sea'Esta

Penthouse Paradise - Monthly Rental

Sea Glass Villa

Private Pool, Dock & Gulf Access: Cape Coral Home!

Luxury High End Islamorada Private Sandy Beach Access Hammocks, Kayaks, & More!

3 Bedroom/3Baths ~ 2 FREE Sets of Beach Chairs ~Snowbird Cancellation-Great Rate!

Right in the middle of Seacrest Beach! Wonderful Studio Condo!

Stunning Gulf Front ~ 3BR 2BA Elegance ~ 2 King Mstrs. Beach service included!

Nick of Time and Love Shack , 30A-Beaches-South Walton, Florida Vacation Rental by Owner

SeaDuction of Anna Maria Island

Seahorse Villa 3 by PMI

Steps to Deerfield Beach - Pier Walk One Bedroom #107, sleeps 4

Coral Shores

NEW LISTING @ Celadon Beach ~ Gulf Front ~ Free Beach Chair Service! Spring Specials!

1 BR w 2 Queen Beds, 1 Murphy Bed. Sleeps 6. 2 Baths. Gated. 1st Floor.

Free Golf & Activities! Ocean Ritz 3 BD w/ King Suite!

Coastal Home STEPS to Beach, Pet & Family Friendly!

A Charming Beach Cottage on Elm

Pelican D203 NSB Oceanfront 2BR Condo with Breathtaking Views NSB

CREEKSIDE PALMS: 4 mi. to ANNA MARIA ISLAND, Sleeps 14, Heated Pool, Fishing, Kayak and Beach Gear!

Ciboney 2006

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

Waterfront-Dolphins-Manatees-Pool-Dock-Beach-BEAGLE POINT!!

Islamorada - Oceanfront - Private 1 acre Estate | Heated Pool - 4000 sq.ft | 4 Bed + Den | 5 Bath | Dockage

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

Hidden Treasure

Waterfront Paradise on Canal W/New Pool

OCEAN VILLA 1304 - HUGE BALCONY WITH 180° VIEW! - 2 La-Z-Boy Recliners - SAVE $25/NIGHT WITH A WEEKLY RENTAL

Mario Disney LUXE: Karaoke, Heat Pool, Firepit, BBQ Grill, Arcades, PS5, XBOX

Sea Oats

Island Paradise 1

The Wahoo, St. George Island Florida Gulf Beaches - Pet Friendly Vacation Rental

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

Beautiful Gulf Access Pool Home

Key Largo Condo with Spectacular Sunset Views

LaPlage 2

Beach Therapy

Siesta Key Beach Condo

Seahorse Villa 2 by PMI

Bayside Inn

Sabai Sabai

Best Deal on Amelia Island $2200/wk Special- Sea Castles #4 Longer Stays Welcome- Pet Friendly

Turtle walk - 1st Floor -Next to 5 TOP EATS /BEACH

LAUDERDALE BY THE SEA- BEACHVIEW TERRACE CONDO, 78 STEPS FROM THE BEACH

OCEAN FRONT KING BDR, 2 BATH, ENC BUNK RM, FREE BCH CHAIRS , NEAR PIER PK

Recently upgraded Key Largo Oceanfront Condo with all the toys included

Luxury Private Vacation Estate on Sanibel

Villa Victoria

Downtown Delray Beach home near beach, restaurants and everything within walking distance

CASA CAYO BY THE SEA ~ Waterfront Paradise

Beachfront Condo on AMI

Of Course it has GREAT GULF VIEWS! It's the front Unit! Sleeps 4

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

Hampton Lakes Luxury 4 Bed Villa, Games room, FREE Internet access, Lake View

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

Avalon

Sugar & Salt - 6Bedrooms, Villages of Crystal Beach Sleeps 16! Lagoon Pool

$99/Nt ~ Jan 3-24 ~ Only 4 Doors to the Beach! Cute and Clean!

Blue Marlin

Ocean & Pool Views! Steps to Beach, King Bed+Patio

Florida Sunsations Kissimmee Condo Rental from $99 nt - Near Disney

Spring Break Sale! Bleau Beauty Condo w/ Balcony!

The W Residences Luxury Two Bedroom Condo with ARCADE!

Emerald Air 30A: Golf Cart | Pool | Beach Bikes | Walk to Shopping & Dining

7/26 to 8/2 and 8/2 to 8/9 weeks now $400 discounted. Has it All! End unit Large Wrap Around Balcony

Paradise Bound

Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches

Location,location,location! Extra Large Destin Penthouse Condo & Boat slip. Magical views, emerald green water, & luxurious accommodations.

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

**Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches**

Licensed Totally Remodeled (2020Oceanfront Townhome with ocean views

**Nov & Dec Now From $1,699/wk* - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches**

**Dec Weeks Now $2,499/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach**