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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^$225

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

St George Island Vacation Rentals

3/BR 2/BA SLEEPS 6

Featured

From/Per night^$105

Anna Maria Island -walk to the beach!

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

Featured

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

Last Minute!

From/Per night^$167

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

Bradenton Vacation Rentals

3/BR 2/BA SLEEPS 7

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

Mojito Sunset Escape

Panama City Beach Area Vacation Rentals

2/BR 2/BA SLEEPS 8

From/Per night^$320

BEAUTIFUL GULF FRONT CONDO AT EDGEWATER BEACH RESORT MILLION DOLLAR VIEWS

Panama City Beach Area Vacation Rentals

2/BR 2/BA SLEEPS 7

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^$399

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

Bradenton Beach Vacation Rentals

4/BR 3.5/BA SLEEPS 10

From/Per night^$175

Snowbird Availability! Two Bedroom+Bunk Room!

Panama City Beach Area Vacation Rentals

2/BR 2/BA SLEEPS 8

From/Per night^$325

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$397

Upscale Disney Resort : Heated Pool, Waffle Bar, BBQ Grill, Fire Pit, Lazy River, Clubhouse, Games, Cinema, EV

Davenport Vacation Rentals

8/BR 5.5/BA SLEEPS 16

From/Per night^$450

6 Bedrm Waterfront Home with Amazing Sunset Views

Cape Coral Vacation Rentals

6/BR 3/BA SLEEPS 14

From/Per night^$184

TRADEWINDS Premium Beach Location & Gulf View - 11th Floor Renovated Condo

Marco Island Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$550

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

Destin Area Vacation Rentals

6/BR 6.5/BA SLEEPS 20

From/Per night^$215

Nacho Condo

Perdido Key Vacation Rentals

3/BR 2/BA SLEEPS 7

From/Per night^$75

2/2 MAY-DECEMBER $2250 CLOSE TO SIESTA, PET FRIENDLY/YARD/ POOL/GYM WALK TO BAY&RESTAURANTS

Sarasota Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$397

Beautiful Luxury 4 BR2 BA Beach House

Pompano Beach Vacation Rentals

4/BR 2/BA SLEEPS 8

From/Per night^$721

Beach to Bay

Bradenton Beach Vacation Rentals

6/BR 5.5/BA SLEEPS 18

From/Per night^$169

Cozy Coastal Getaway in PCB - Sleeps 12 Comfortably

Panama City Beach Vacation Rentals

4/BR 3.5/BA SLEEPS 12

From/Per night^$175

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

Kissimmee Vacation Rentals

4/BR 3/BA SLEEPS 10

From/Per night^$66

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

Sarasota Vacation Rentals

1/BR 1/BA SLEEPS 4

From/Per night^$473

Island Paradise 1

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$225

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

Miramar Beach Vacation Rentals

3/BR 3/BA SLEEPS 8

From/Per night^$1450

EMERALD OASIS - NEW BUILD

Miramar Beach Vacation Rentals

9/BR 10/BA SLEEPS 34

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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

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

Anna Maria Island -walk to the beach!

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

Sunshine and relaxation by Lauderdale by the Sea

Mojito Sunset Escape

BEAUTIFUL GULF FRONT CONDO AT EDGEWATER BEACH RESORT MILLION DOLLAR VIEWS

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

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

Snowbird Availability! Two Bedroom+Bunk Room!

Diving, Fishing, Snorkeling, Kayaking Paradise

Upscale Disney Resort : Heated Pool, Waffle Bar, BBQ Grill, Fire Pit, Lazy River, Clubhouse, Games, Cinema, EV

6 Bedrm Waterfront Home with Amazing Sunset Views

TRADEWINDS Premium Beach Location & Gulf View - 11th Floor Renovated Condo

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

Nacho Condo

2/2 MAY-DECEMBER $2250 CLOSE TO SIESTA, PET FRIENDLY/YARD/ POOL/GYM WALK TO BAY&RESTAURANTS

Beautiful Luxury 4 BR2 BA Beach House

Beach to Bay

Cozy Coastal Getaway in PCB - Sleeps 12 Comfortably

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

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

Island Paradise 1

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

EMERALD OASIS - NEW BUILD

Elegant and spacious waterfront condominium

BEACHFRONT VACAY ~ Beach Chairs + Pier Park, Panama City Beach

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

Sea Oats 611

Fine and Sandy

South Seas #1809: Tower 3 - Condo on Beach

Vitamin Sea! Private Pool!

upscale 4 bedroom waterfront house- Just a short 7 minute walk to beach

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

STUNNING 3/2 Pool/Spa/Lake Home, Brand New Furniture, Fully Stocked, Lanai, Peaceful & Private

REGENCY TOWERS CONVENIENT 2ND FLOOR

Sea Grape Escape

Avalon

Villa Vittoria - Destin Gulf Front

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

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

Gypsy Wind Island Retreat

Penthouse Paradise - Monthly Rental

Rolling Skies Poolside Cinema By Disney | Free BBQ

Coveside Cottage

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

Seahorse Villa 3 by PMI

Beachfront Bliss Steps to Pool, Hot Tub & Sand!

Your Dream Vacation Awaits: 180-Degree Gulf View, Free Cancellation

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

1524 Biscayne Way

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

Paradise on the Beach

Long Beach T4-1103 2 Bedrm w/ beach chairs

Bridge Escape in North Fort Myers, FL

Nest on the Beach is magical!

Beautiful, newly remodeled Clearwater rental home with heated saltwater pool

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

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

Siesta Key Beach Condo

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

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

10 min to Disney, 35 min to Universal Studios! Enjoy Your Own Orlando Private Paradise, 4 bedroom/3bath - private pool!

Shores of Panama 1801 Gulf view !!!

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

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

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

Destin-Seaside (Santa Rosa Beach)

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

Bayside Inn

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

Key Largo Condo with Spectacular Sunset Views

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

Montego Bay

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

Cape coral, Florida villa, heated pool and hot tub

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

Sandy's Siesta Key Condo

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

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