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^$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

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^$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^$180

Beautiful, newly remodeled Clearwater rental home with heated saltwater pool

Clearwater Vacation Rentals

3/BR 3/BA SLEEPS 6

From/Per night^$329

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

Madeira Beach Vacation Rentals

3/BR 3/BA SLEEPS 10

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^$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^$171

Sandy's Siesta Key Condo

Siesta Key Vacation Rentals

2/BR 1.5/BA SLEEPS 4

From/Per night^$413

Blue Marlin

Anna Maria Vacation Rentals

4/BR 4.5/BA SLEEPS 8

From/Per night^$2071

Next availability May 24th 2025 -OCEANFRONT - 6 Bed/6.5 Bath PRIVATE 2 ACRE ESTATE | HEATED POOL | FISHING DOCK

Islamorada Vacation Rentals

6/BR 6.5/BA SLEEPS 14

From/Per night^$350

Large Waterfront 4 balcony Key Largo Townhouse

Key Largo Vacation Rentals

3/BR 3/BA SLEEPS 8

From/Per night^$250

Laketown Wharf 3BR - Beach Access - Stunning Balcony

Panama City Beach Area Vacation Rentals

4/BR 3/BA SLEEPS 10

From/Per night^$50

Test Property Headline

0/BR 0/BA SLEEPS 10

From/Per night^$363

Avalon

Holmes Beach Vacation Rentals

4/BR 3.5/BA SLEEPS 8

From/Per night^$335

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo 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^$266

Sea Oats

Holmes Beach Vacation Rentals

6/BR 4.5/BA SLEEPS 12

From/Per night^$1607

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

Islamorada Vacation Rentals

4/BR 5/BA SLEEPS 12

From/Per night^$225

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

Miramar Beach Vacation Rentals

3/BR 3/BA SLEEPS 8

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^$75

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

Sarasota Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$170

Coconut Cloud Bungalo

Miramar Beach Vacation Rentals

3/BR 2/BA SLEEPS 8

From/Per night^$575

Luxury Private Vacation Estate on Sanibel

Sanibel Island Vacation Rentals

4/BR 2.5/BA SLEEPS 10

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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

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.

Casa Gucci - Anna Maria Island Vacation Rental

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

Beautiful, newly remodeled Clearwater rental home with heated saltwater pool

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

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

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

Sandy's Siesta Key Condo

Blue Marlin

Next availability May 24th 2025 -OCEANFRONT - 6 Bed/6.5 Bath PRIVATE 2 ACRE ESTATE | HEATED POOL | FISHING DOCK

Large Waterfront 4 balcony Key Largo Townhouse

Laketown Wharf 3BR - Beach Access - Stunning Balcony

Test Property Headline

Avalon

Diving, Fishing, Snorkeling, Kayaking Paradise

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

Sea Oats

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

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

Oceanfront Condo with Parking at Shores of Panama

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

Coconut Cloud Bungalo

Luxury Private Vacation Estate on Sanibel

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

Florida Keys...Yes Please!

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

Sunkissed&Salty: Prime Location!

The Beach Club of Marco

Blissful Paradise

Top Floor Condo

Aqua Cove

Amazing views and beautiful home- Villa Caroline

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

SUMMIT 210 - OPEN JUNE 28TH - JULY 5YH

Double Diamond Rentals -Serene Sunset Oasis, 2 beds 2 baths near Wellington

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

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

Villa Sydney

Pelican D203 NSB Oceanfront 2BR Condo with Breathtaking Views NSB

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

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

Beachfront Studio Retreat on Anna Maria Island

Destin-Seaside (Santa Rosa Beach)

Pelican 406 - 700' Lazy River & Amazing Views

Villa Victoria

Elevator! Spacious Luxury Home Heated Pool & Spa. 3 min walk to Beach!! 3-7 nt stays

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

Huge & Cozy beachfront 3 bdrm condo with amazing gulf views close to everything!

Nov 8-15 now $1499/wk* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches

Ciboney 2006

$97/Night November 2-14 - Beautiful Laguna Beach Cottage Directly Across the Street from the Beach!

Key Largo Ocean Front Villa on the Beach with Incredible views

CALYPSO DOLPHIN 3-305 FREE BEACH SETUPS!

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

Beachfront Bliss Heated Pool & Beach Access

Beautiful Luxury 4 BR2 BA Beach House

CASA CAYO BY THE SEA ~ Waterfront Paradise

Spring Break Sale! Bleau Beauty Condo w/ Balcony!

Pirates Cove PCB On The Beach Unit 106, Panama City Beach , Florida Vacation Rental by Owner

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

Sea Grape Escape

Family vacation on AMI w/pool 4BR, 2.5BA, 8 guests

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

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

Sabai Sabai

Coral Shores

Villa Sharon

A Coastal Paradise

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

Sunny Isles - Ocean Reserve building - 3 bedroom / 2 bathroom - Sleeps 10

Paradise Cozy Home

Manatee Corner, Paradise Found

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

Penthouse Paradise - Monthly Rental

Southpoint 707 La Casa Azul

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

New! Waterfront Views w/Private Heated Pool/Spa & Luxury Resort Amenities Sleeps 16

Licensed Totally Remodeled (2020Oceanfront Townhome with ocean views

**Nov 8-15 now $1499/wk* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches**

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