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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^$314

Direct Oceanfront - Heated Pool & Hot Tub

Daytona Beach Shores Vacation Rentals

3/BR 3/BA SLEEPS 8

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^$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$175

SUMMIT 210 - OPEN JUNE 28TH - JULY 5YH

Panama City Beach Vacation Rentals

1/BR 1.5/BA SLEEPS 5

From/Per night^$395

The W Residences Luxury Two Bedroom Condo with ARCADE!

Fort Lauderdale Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$104

Close2Mickey! Resort amenities with the comforts of home!

Kissimmee Vacation Rentals

3/BR 2/BA SLEEPS 7

From/Per night^$743

Beach to Bay

Bradenton Beach Vacation Rentals

6/BR 5.5/BA SLEEPS 18

From/Per night^$221

Amazing Sunset Views

Islamorada Area Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$125

Nokomis Monthly Vacation Rental - Home Away from Home

Nokomis Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$69

Spring Break Sale! Bleau Beauty Condo w/ Balcony!

Panama City Beach Vacation Rentals

0/BR 1/BA SLEEPS 3

From/Per night^$120

Beachfront Studio Retreat on Anna Maria Island

Bradenton Beach Vacation Rentals

0/BR 1/BA SLEEPS 4

Highlighted

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

Last Minute!

From/Per night^$175

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

Anna Maria Vacation Rentals

4/BR 3/BA SLEEPS 12

From/Per night^$225

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

Miramar Beach Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$440

Hip Nautic

Anna Maria Vacation Rentals

4/BR 4.5/BA SLEEPS 8

From/Per night^$550

Seaside Escape

Bradenton Beach Vacation Rentals

7/BR 6/BA SLEEPS 16

From/Per night^$145

Oceanfront Condo with Parking at Shores of Panama

Panama City Beach Area Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$170

Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina

Marathon Area Vacation Rentals

1/BR 1/BA SLEEPS 4

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^$350

2 Beach Front Master Suites!

Destin Area Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$800

Summerland Breeze: 28 NIGHT MINIMUM! CHECK OUT OUR JUNE SPECIAL! A three-house resort style getaway in the Florida Keys

Summerland Key Vacation Rentals

7/BR 5/BA SLEEPS 14

From/Per night^$550

CASA CAYO BY THE SEA ~ Waterfront Paradise

Key Largo Vacation Rentals

2/BR 3/BA SLEEPS 6

From/Per night^$300

Gorgeous waterfront home

Islamorada Vacation Rentals

3/BR 2.5/BA SLEEPS 8

From/Per night^$575

Luxury Private Vacation Estate on Sanibel

Sanibel Island Vacation Rentals

4/BR 2.5/BA SLEEPS 10

From/Per night^$113

Beachfront Bliss Heated Pool & Beach Access

Miramar Beach Vacation Rentals

1/BR 1/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.

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

Direct Oceanfront - Heated Pool & Hot Tub

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

Casa Gucci - Anna Maria Island Vacation Rental

SUMMIT 210 - OPEN JUNE 28TH - JULY 5YH

The W Residences Luxury Two Bedroom Condo with ARCADE!

Close2Mickey! Resort amenities with the comforts of home!

Beach to Bay

Amazing Sunset Views

Nokomis Monthly Vacation Rental - Home Away from Home

Spring Break Sale! Bleau Beauty Condo w/ Balcony!

Beachfront Studio Retreat on Anna Maria Island

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

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

Hip Nautic

Seaside Escape

Oceanfront Condo with Parking at Shores of Panama

Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina

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

2 Beach Front Master Suites!

Summerland Breeze: 28 NIGHT MINIMUM! CHECK OUT OUR JUNE SPECIAL! A three-house resort style getaway in the Florida Keys

CASA CAYO BY THE SEA ~ Waterfront Paradise

Gorgeous waterfront home

Luxury Private Vacation Estate on Sanibel

Beachfront Bliss Heated Pool & Beach Access

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

6 Bedrm Waterfront Home with Amazing Sunset Views

Coconut Cloud Bungalo

30A Bliss Hot Tub, 3 King Beds, Bikes & Golf Cart

Key Largo Rental Fantastic Views

Charming Lakefront Townhouse in Lake Placid

Seahorse Villa 3 by PMI

Penthouse View! Beach Front! Beach Chairs and Umbrella Included! Premier Host!

Sea Mar Condo - Marco Island 19th floor Penthouse Condo

Hidden Treasure

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

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

Direct Oceanfront Luxury Condo Melbourne Beach Florida with 3 Oceanfront and 1 Intercoastal Balcony!

REGENCY TOWERS CONVENIENT 2ND FLOOR

Yacht Sea

Beach Retreat East! Huge pool & hot tub 6 Bedrooms 6.5 baths!

A Coastal Paradise

Ocean View Condo at The Beach Cottage, #1513, Indian Shores

STOP! BOOK NOW! UNIT 618! 3 BR-2 1/2 BA RESERV PARKING

Double Diamond Rentals - Your Tranquil Retreat - Guest Suite, 1 bed 1 bath near to Wellington

Beautiful 4 bedroom beach cottage

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

Ciboney 2006

SO CLOSE, YOUR TOES ARE ALMOST IN THE SAND!! BOOK EARLY!! PREMIER HOST!

LaPlage 2

Fully Renovated, 200 feet from Beach Access, Ocean views, and Pet Friendly

Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach

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

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

Ocean Villa Beachfront Rental

Sabai Sabai

Large Waterfront 4 balcony Key Largo Townhouse

Luxury Villa, 6 Bdrooms 6 Bath, Outdoor Kitchen with 65

The Beach Club of Marco

BEACH RETREAT WEST! Huge pool & hot tub! 6 bedrooms 6.5 bathrooms!

Snowbird Availability! Two Bedroom+Bunk Room!

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

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

Avalon

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

GULF ACCESS HOME WITH HEATED POOL

Fort Lauderdale 4B/BA Family Oasis With Pool

Stormalong Bay

Direct Intracoastal Waterfront Home ~ Million Dollar View

Americana AMI Lighthouse 3BR w/pool + rooftop deck

Beautiful 3BD 3BA Villa in the Exclusive Flamingo Island

Charming Coastal Retreat – Newly Remodeled 2BR Home Just Steps from the Beach!

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

BEAUTIFUL PROPERTY OVER LOOKING THE BEACH ONE BEDROOM TWO FULL BATHS

Best Marathon House Rental with Heated Pool and Spa, Boat Dock and Ice Maker - Min 7 Nights

MILLION DOLLAR VIEW END UNIT - SUMMERHOUSE, Panama City Beach , Florida Vacation Rental by Owner

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

My Margarita Time-Best Dadgum Beach House in Destin. Can be booked as 4,5,or 7 bedroom & bath

Beach Therapy

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

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

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

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