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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^$167

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

Bradenton Vacation Rentals

3/BR 2/BA SLEEPS 7

Featured

Private Pool & Hot Tub - House close to Beach and Bridge Street

Last Minute!

From/Per night^$399

Private Pool & Hot Tub - House close to Beach and Bridge Street

Bradenton Beach Vacation Rentals

4/BR 3.5/BA SLEEPS 10

Featured

Last Minute!

From/Per night^$105

Anna Maria Island -walk to the beach!

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$1397

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^$150

Upscale Living in Stunning 2 Bedroom + Den Bayfront Condo with Sweeping Water Views

Sarasota Vacation Rentals

2/BR 2/BA SLEEPS 5

From/Per night^$350

Beach Front Condo with ocean and pool view!!!

Miramar Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

Beautiful Laguna Beach Cottage Directly Across the Street from the Beach!

Last Minute!

From/Per night^$119

Beautiful Laguna Beach Cottage Directly Across the Street from the Beach!

Laguna Beach Vacation Rentals

4/BR 2/BA SLEEPS 9

From/Per night^$375

APR SALE - DATES STILL OPEN Luxury Rental Corner Unit Direct Ocean 3 BD 2 BA

Cocoa Beach Vacation Rentals

3/BR 2/BA SLEEPS 7

From/Per night^$250

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

Holmes Beach Vacation Rentals

4/BR 2.5/BA SLEEPS 8

From/Per night^$155

Villa Avalon

Cape Coral Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$750

Paradise on the Beach

Manasota Key Vacation Rentals

4/BR 3/BA SLEEPS 8

From/Per night^$583

Aqua Cove

Anna Maria Vacation Rentals

4/BR 3.5/BA SLEEPS 10

From/Per night^$65

Crystal Village 15A

Miramar Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$385

A Charming Beach Cottage on Elm

Anna Maria Vacation Rentals

4/BR 3/BA SLEEPS 8

From/Per night^$130

Sunshine and relaxation by Lauderdale by the Sea

Fort Lauderdale Vacation Rentals

3/BR 2.5/BA SLEEPS 6

From/Per night^$200

SeaDuction of Anna Maria Island - 100% up & running after hurricanes!

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$237

Coral Shores

Bradenton Vacation Rentals

3/BR 2.5/BA SLEEPS 8

From/Per night^$132

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^$199

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^$308

Stormalong Bay

Holmes Beach Vacation Rentals

2/BR 2.5/BA SLEEPS 6

From/Per night^$285

The Closest Condo to the Gulf of Mexico on Siesta Key

Siesta Key Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$200

LEGENDS GOLF &CC GARDEN VILLA GROUND UNIT,END UNIT.VERY PRIVATE VILLA

Fort Myers Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$575

Englewood Cottage ~ Quaint Beach Cottage on the Gulf

Manasota Key Vacation Rentals

3/BR 2/BA SLEEPS 8

From/Per night^$132

Sabai Sabai

Bradenton Vacation Rentals

3/BR 3/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

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

Private Pool & Hot Tub - House close to Beach and Bridge Street

Anna Maria Island -walk to the beach!

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

Upscale Living in Stunning 2 Bedroom + Den Bayfront Condo with Sweeping Water Views

Beach Front Condo with ocean and pool view!!!

Beautiful Laguna Beach Cottage Directly Across the Street from the Beach!

APR SALE - DATES STILL OPEN Luxury Rental Corner Unit Direct Ocean 3 BD 2 BA

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

Villa Avalon

Paradise on the Beach

Aqua Cove

Crystal Village 15A

A Charming Beach Cottage on Elm

Sunshine and relaxation by Lauderdale by the Sea

SeaDuction of Anna Maria Island - 100% up & running after hurricanes!

Coral Shores

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

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

Stormalong Bay

The Closest Condo to the Gulf of Mexico on Siesta Key

LEGENDS GOLF &CC GARDEN VILLA GROUND UNIT,END UNIT.VERY PRIVATE VILLA

Englewood Cottage ~ Quaint Beach Cottage on the Gulf

Sabai Sabai

Key Largo Condo with Spectacular Sunset Views

Veranda 102

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

55 Plus Gulf Breeze

Tropical Tiki Oasis Near Disney in *BRAND NEW* Luxury Resort with Lazy River

Coveside Cottage

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

Cozy Studio - Tudor Getaway Resort - Heated Pool

Sunset Cottages 2B

LUXURIOUS CONDO ON THE BEACH IN THE 2080 BUILDING - HALLANDALE

Gorgeous waterfront home

REGENCY TOWERS CONVENIENT 2ND FLOOR

Fine and Sandy

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

9 Bed 5 Bath Pool Home Mins to Disney From $175 PN

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

Villa Niccola - Cape Coral Waterfront Dock Boat Lift Heated Pool - Paradise!

SS Tower 4 - Unit #1801 Beachfront 2-Bedroom/2-Bath Condo on The Gulf of Mexico

GULF ACCESS HOME WITH HEATED POOL

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

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

Sandy's Siesta Key Condo

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

1/1 JUNE-DECEMBER $1999 CLOSE TO SIESTA KEY, PET FRIENDLY/YARD/ POOL/GYM WALK TO BAY&RESTAURANTS

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

Sea Oats 301

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

Cape coral, Florida villa, heated pool and hot tub

Lower Floor Condo

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

South Seas #1809: Tower 3 - Condo on Beach

EMERALD OASIS - NEW BUILD

Paradise Bound

Ciboney 2006

Luxury 3BR/2.5BA Beach Facing Condo

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

Sunset Views , Panama City Beach

Starfish

Spring Sea'Esta

Great location. . In Gulf Highlands. On Canal -- Huge Patio!

30A Beach House w/ Private Heated Pool - 3 Bdr - Golf Cart & Bikes

Americana AMI Lighthouse 3BR w/pool + rooftop deck

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

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

CALYPSO DOLPHIN 3-305 FREE BEACH SETUPS!

Coastal Home STEPS to Beach, Pet & Family Friendly!

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

Surfside 502 - Beachfront 2 BR 2 BA with Private Balcony

Sirenia By The Sea - 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!

Sea Oats 611

Emerald Grande On The Harbor Walk Destin Fl

jeanne's beach condo

Beautiful direct gulf views of white sand beach from 40 foot balcony!

**Tropical Tiki Oasis Near Disney in BRAND NEW Luxury Resort with Lazy River**