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^$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

Featured

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

Last Minute!

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^$1200

BAY BEAUTY

St Petersburg Vacation Rentals

4/BR 3/BA SLEEPS 10

From/Per night^$318

A Charming Beach Cottage on Elm

Anna Maria Vacation Rentals

4/BR 3/BA SLEEPS 8

From/Per night^$117

Downtown Delray Beach home near beach, restaurants and everything within walking distance

Delray Beach Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$110

Dream a Little Dream PCB

Panama City Beach Area Vacation Rentals

0/BR 1/BA SLEEPS 3

From/Per night^$643

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

Islamorada Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$229

Sea Mar Condo - Marco Island 19th floor Penthouse Condo

Marco Island Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$119

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

Laguna Beach Vacation Rentals

4/BR 2/BA SLEEPS 9

From/Per night^$325

Island Time in Key Largo | Luxurious Condo Oasis

Tavernier Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$550

CASA CAYO BY THE SEA ~ Waterfront Paradise

Key Largo Vacation Rentals

2/BR 3/BA SLEEPS 6

Inquire for pricing

The Closest Condo to the Gulf of Mexico on Siesta Key

Siesta Key Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$358

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

Bradenton Beach Vacation Rentals

4/BR 4/BA SLEEPS 12

From/Per night^$1642

Nick of Time and Love Shack , 30A-Beaches-South Walton, Florida Vacation Rental by Owner

Santa Rosa Beach Vacation Rentals

10/BR 9/BA SLEEPS 22

Inquire for pricing

Spring Sea'Esta

Anna Maria 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^$85

Villa Victoria

Cape Coral Vacation Rentals

2/BR 1/BA SLEEPS 4

From/Per night^$125

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

Panama City Beach Area Vacation Rentals

2/BR 2/BA SLEEPS 8

From/Per night^$300

Ciboney 2006

Miramar Beach Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$98

Cozy Studio - Tudor Getaway Resort - Heated Pool

Cape Coral Vacation Rentals

1/BR 1/BA SLEEPS 2

From/Per night^$127

Pelican D203 NSB Oceanfront 2BR Condo with Breathtaking Views NSB

New Smyrna Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$350

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

Panama City Beach Vacation Rentals

5/BR 4/BA SLEEPS 12

From/Per night^$750

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

Anna Maria Vacation Rentals

6/BR 4/BA SLEEPS 16

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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

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

Casa Gucci - Anna Maria Island Vacation Rental

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

BAY BEAUTY

A Charming Beach Cottage on Elm

Downtown Delray Beach home near beach, restaurants and everything within walking distance

Dream a Little Dream PCB

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

Sea Mar Condo - Marco Island 19th floor Penthouse Condo

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

Island Time in Key Largo | Luxurious Condo Oasis

CASA CAYO BY THE SEA ~ Waterfront Paradise

The Closest Condo to the Gulf of Mexico on Siesta Key

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

Nick of Time and Love Shack , 30A-Beaches-South Walton, Florida Vacation Rental by Owner

Spring Sea'Esta

Key Largo Condo with Spectacular Sunset Views

Villa Victoria

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

Ciboney 2006

Cozy Studio - Tudor Getaway Resort - Heated Pool

Pelican D203 NSB Oceanfront 2BR Condo with Breathtaking Views NSB

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

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

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

SeaDuction of Anna Maria Island

Purple Haze, Pensacola Beach, FL

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

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

“DREAM COME TRUE “WELCOME TO SW FL GULF COAST & THE SANCTUARY - CLOSE TO ENGLEWOOD & BOCA BEACHES

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

Villas A5 - Beachfront 3 BR 2 BA with Private Balcony

Close2Mickey! Resort amenities with the comforts of home!

Blue Marlin

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

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

Large Waterfront 4 balcony Key Largo Townhouse

Spectacular Gulf Front views | Steps to Beach | Beach Chair Service Included

Beach to Bay

Siesta Vacation Home - 4 min to Venice Island

Villa Vittoria - Destin Gulf Front

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

Villa Margaritaville

LaPlage 2

Seaside Inn

Florida Keys...Yes Please!

Pelican 406 - 700' Lazy River & Amazing Views

Top Floor Condo

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

Beautiful Luxury 4 BR2 BA Beach House

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

SUPER HOUSE, NEW BUILD! SLEEPS 40!

Coral Shores

The Apollo Marco Island

Lemon Tree Apt 1 Tudor Getaway Resort- Heated Pool

Beachfront Bliss Heated Pool & Beach Access

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

Key Largo Ocean Front Villa on the Beach with Incredible views

Diving, Fishing, Snorkeling, Kayaking Paradise - Golf Cart Included!

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

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

Siesta Key Beach Condo

Villa Sydney

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

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

My Destin Place

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

Stormalong Bay

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

Key Largo Ocean Front Villa with Dock and Incredible views

Shores of Panama 1801 Gulf view !!!

EMERALD OASIS - NEW BUILD

Yacht Sea

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

Seahorse Villa 3 by PMI

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

Recently upgraded Key Largo Oceanfront Condo with all the toys included

Summerland Breeze: 28 NIGHT MINIMUM! CHECK OUT OUR JUNE SPECIAL! A three-house resort style getaway in the Florida Keys

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

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