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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^$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

Featured

From/Per night^$285

Direct Oceanfront - Heated Pool & Hot Tub

Daytona Beach Shores Vacation Rentals

3/BR 3/BA SLEEPS 8

Featured

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

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

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

From/Per night^$175

Long Beach T4-1103 2 Bedrm w/ beach chairs

Panama City Beach Vacation Rentals

2/BR 2/BA SLEEPS 8

From/Per night^$600

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

Melbourne Beach Vacation Rentals

4/BR 3.5/BA SLEEPS 11

From/Per night^$575

Luxury Private Vacation Estate on Sanibel

Sanibel Island Vacation Rentals

4/BR 2.5/BA SLEEPS 10

From/Per night^$135

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

Panama City Beach Area Vacation Rentals

1/BR 2/BA SLEEPS 5

From/Per night^$200

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

Longboat Key Vacation Rentals

1/BR 1/BA SLEEPS 4

Highlighted

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

Last Minute!

From/Per night^$428

**Dec Weeks Now $2,499/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

From/Per night^$150

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

Venice Vacation Rentals

3/BR 2/BA SLEEPS 7

From/Per night^$199

Snowbird Availability! Two Bedroom+Bunk Room!

Panama City Beach Area Vacation Rentals

2/BR 2/BA SLEEPS 8

From/Per night^$260

Nautilus Unit 2707

Fort Walton Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$140

Villa Sharon

Cape Coral Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$280

Villa Sanibel Shell in Cape Coral

Cape Coral Vacation Rentals

4/BR 4/BA SLEEPS 8

From/Per night^$1150

SUPER HOUSE, NEW BUILD! SLEEPS 40!

Destin Area Vacation Rentals

10/BR 12/BA SLEEPS 42

From/Per night^$100

Villa Sydney

Cape Coral Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$257

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

Indian Shores Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$350

Large Waterfront 4 balcony Key Largo Townhouse

Key Largo Vacation Rentals

3/BR 3/BA SLEEPS 8

From/Per night^$350

Key Largo Condo with Spectacular Sunset Views

Key Largo Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$406

Yacht Sea

Anna Maria Vacation Rentals

4/BR 4.5/BA SLEEPS 8

From/Per night^$140

Florida South Palm Beach Condo - Waterfront Secluded Luxury - Min 120 Night Stays Only

Lantana Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$167

Anna Maria Island - 3 bedroom - 2 pools - Hot Tub

Bradenton Vacation Rentals

3/BR 2/BA SLEEPS 7

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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

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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

Casa Gucci - Anna Maria Island Vacation Rental

Direct Oceanfront - Heated Pool & Hot Tub

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

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

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

Long Beach T4-1103 2 Bedrm w/ beach chairs

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

Luxury Private Vacation Estate on Sanibel

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

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

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

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

Snowbird Availability! Two Bedroom+Bunk Room!

Nautilus Unit 2707

Villa Sharon

Villa Sanibel Shell in Cape Coral

SUPER HOUSE, NEW BUILD! SLEEPS 40!

Villa Sydney

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

Large Waterfront 4 balcony Key Largo Townhouse

Key Largo Condo with Spectacular Sunset Views

Yacht Sea

Florida South Palm Beach Condo - Waterfront Secluded Luxury - Min 120 Night Stays Only

Anna Maria Island - 3 bedroom - 2 pools - Hot Tub

Long Beach Resort Tower 4 Unit 1102, Panama City Beach, Florida Vacation Rental by Owner

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

GULF ACCESS HOME WITH HEATED POOL

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

Seahorse Villa 3 by PMI

Villa Margaritaville

Next door to the new Margaritaville Orlando. Water park, Restaurants, Shopping

Oceanside, pet friendly, 2/2 smart home with paddle equip.-SUPs, kayaks Property

FAMILY FRIENDLY: BOOK NOW. 2ND FLOOR UNIT OVERLOOKING THE BEAUTIFUL GULF.

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

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

Sea Glass Villa

Avalon

Sunkissed&Salty: Prime Location!

Lemon Tree Apt 1 Tudor Getaway Resort- Heated Pool

Waterfront Paradise on Canal W/New Pool

Siesta Vacation Home - 4 min to Venice Island

Diving, Fishing, Snorkeling, Kayaking Paradise

Summer Weeks $2,200/wk - Sea Castles #7 (Bare Feet Retreat) Longer Stays from $2,900 mth Ocean View

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

Ocean Villa Beachfront Rental

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

Ciboney 2006

Siesta Key Beach Condo

Fort Lauderdale 4B/BA Family Oasis With Pool

Sandy's Siesta Key Condo

Sunshine and relaxation by Lauderdale by the Sea

REGENCY TOWERS CONVENIENT 2ND FLOOR

GRAYT ESCAPE! Private Pool & Spa, 6 BR, 6.5 BATH SLEEPS 18!

Cozy BeachFront Condo w/Balcony Gulf Views!

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

Beautiful, newly remodeled Clearwater rental home with heated saltwater pool

AVAILABLE 2025 Season - 2 Bedroom Beach-front Condo

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

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

Emerald Grande On The Harbor Walk Destin Fl

Beautiful Gulf Access Pool Home

The Beach Club of Marco

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

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

Seaside Escape

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

Hidden Treasure

My Destin Place

Downtown Bonita Springs - The Bella Luxury Living - BRAND NEW!

Southpoint 707 La Casa Azul

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

Modern Madeira del Mar 3BR/3BA Condo • Heated Pool • Walk to Beach • Sleeps 10

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

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

JANUARY- APRIL 2026 AVAILABLE CLOSE TO SIESTA, PET FRIENDLY/YARD/ POOL/GYM WALK TO BAY&RESTAURANTS

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

Sea Grape Escape

SUMMIT 210 - OPEN JUNE 28TH - JULY 5YH

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

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