Florida Vacation Rentals

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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^$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

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^$440

Paradise Bound

Anna Maria Vacation Rentals

4/BR 4/BA SLEEPS 8

From/Per night^$100

Villa Sydney

Cape Coral Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$200

Beach Therapy

Grayton Beach Vacation Rentals

1/BR 1/BA SLEEPS 2

Highlighted

From/Per night^$275

Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer/Fall!

Holmes Beach Vacation Rentals

3/BR 1/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^$150

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

Panama City Beach Vacation Rentals

2/BR 1/BA SLEEPS 4

From/Per night^$650

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

Destin Area Vacation Rentals

6/BR 6.5/BA SLEEPS 16

From/Per night^$280

Villa Sanibel Shell in Cape Coral

Cape Coral Vacation Rentals

4/BR 4/BA SLEEPS 8

From/Per night^$125

Pelican 406 - 700' Lazy River & Amazing Views

Fort Walton Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$400

Yacht Sea

Anna Maria Vacation Rentals

4/BR 4.5/BA SLEEPS 8

From/Per night^$140

Villa Sharon

Cape Coral Vacation Rentals

3/BR 2/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^$175

Siesta Key Beach Condo

Siesta Key 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^$850

Summer openings: May 24-June 1 and Aug 2-9

Destin Area Vacation Rentals

6/BR 4/BA SLEEPS 18

From/Per night^$125

OCEAN VILLA 1602 SPECTACULAR TROPICAL BEACH ESCAPE! 180° VIEW NEW LA-Z-BOY RECLINERS - SAVE $25/NIGHT WITH WEEKLY RENTAL

Panama City Beach Area Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$1450

EMERALD OASIS - NEW BUILD

Miramar Beach Vacation Rentals

9/BR 10/BA SLEEPS 34

From/Per night^$470

Large Heated Pool, 2 Master-Bedroom suites, Very Close to Gulf Beach

Anna Maria Vacation Rentals

4/BR 3.5/BA SLEEPS 8

From/Per night^$402

Aqua Cove

Anna Maria Vacation Rentals

4/BR 4/BA SLEEPS 10

From/Per night^$138

A Coastal Paradise

Bradenton Vacation Rentals

3/BR 2/BA SLEEPS 7

From/Per night^$300

Ciboney 2006

Miramar Beach Vacation Rentals

3/BR 2/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

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

Casa Gucci - Anna Maria Island Vacation Rental

Direct Oceanfront - Heated Pool & Hot Tub

Paradise Bound

Villa Sydney

Beach Therapy

Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer/Fall!

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

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

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

Villa Sanibel Shell in Cape Coral

Pelican 406 - 700' Lazy River & Amazing Views

Yacht Sea

Villa Sharon

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

Siesta Key Beach Condo

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

Summer openings: May 24-June 1 and Aug 2-9

OCEAN VILLA 1602 SPECTACULAR TROPICAL BEACH ESCAPE! 180° VIEW NEW LA-Z-BOY RECLINERS - SAVE $25/NIGHT WITH WEEKLY RENTAL

EMERALD OASIS - NEW BUILD

Large Heated Pool, 2 Master-Bedroom suites, Very Close to Gulf Beach

Aqua Cove

A Coastal Paradise

Ciboney 2006

Destin-Seaside (Santa Rosa Beach)

Key Largo Rental Fantastic Views

Fort Lauderdale 4B/BA Family Oasis With Pool

#1 Mexico Beach home w/boat dock

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

Sunkissed&Salty: Prime Location!

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

Beautiful Luxury 4 BR2 BA Beach House

Cozy Townhouse in Kissimmee

Shores of Panama 1801 Gulf view !!!

Siesta Key! Newly Remodelled Condo Directly on Crescent Beach. May and June Dates available!

Great Beachfront Condo

Oceanfront Paradise with Breathtaking Views – Newly Renovated for 2025! 2BR 2BA Condo at LONG BEACH/Panama City Beach! Tower 4, 1203 with beach chairs

Manatee Corner, Paradise Found

Southpoint 707 La Casa Azul

Beautiful, newly remodeled Clearwater rental home with heated saltwater pool

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

Best Deal.... New Smyrna Beach Beachfront Condo for rent

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

Cute Pool Home in Venice Close to Beach with Bikes and Kayaks!

Blue Marlin

Gorgeous House Largest Private Pool! Have Your Ultimate Beach Vacation Here!

Key Largo Ocean Front / Marina Front Condominium

Panama City Beach -Townhome - Casa Del Mar West End -2 MIN. WALK TO THE BEACH!!!

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

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

Montego Bay

Coconut Cloud Bungalo

Lower Floor Condo

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

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

Beautiful 4 bedroom beach cottage

Nest on the Beach is magical!

Waterfront Paradise on Canal W/New Pool

Sea Grape Escape

Fine and Sandy

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

Villa Victoria

Bella Vita B207 56 Blue Mountain Road, 30A-Beaches-South Walton

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

PUTTING GREEN. DISC GOLF. SHUFFLEBOARD. HTD POOL. KIDS THEMED BUNK ROOM. CHAIR LIFT

Emerald Grande On The Harbor Walk Destin Fl

Sea Salt, Gulf front, 6 BR, 5.5 Ba, Sleeps 14, Private Pool, Elevator, Dog Friendly, beach access

Anna Maria Island Steps to Beach | Pool & Hot Tub | 3BR, 2BA & Balcony

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

Hyde Park Buttercup - Sarasota Affordable Condo Rental

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

Elegant and spacious waterfront condominium

Oceanfront Condo with Parking at Shores of Panama

**Licensed **Totally Remodeled (2020Oceanfront Townhome with ocean views

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

Rolling Skies Mansion 9BR Poolside Cinema | Disney

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

Dream a Little Dream PCB

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

Licensed Totally Remodeled (2020Oceanfront Townhome with ocean views