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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^$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

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

From/Per night^$850

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

Destin Area Vacation Rentals

6/BR 4/BA SLEEPS 18

From/Per night^$123

Pelican D203 NSB Oceanfront 2BR Condo with Breathtaking Views NSB

New Smyrna Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$197

Beautiful Luxury 4 BR2 BA Beach House

Pompano Beach Vacation Rentals

4/BR 2/BA SLEEPS 8

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^$300

Ciboney 2006

Miramar Beach Vacation Rentals

3/BR 2/BA SLEEPS 6

Highlighted

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

Last Minute!

From/Per night^$243

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

Anna Maria Vacation Rentals

4/BR 3/BA SLEEPS 10

From/Per night^$200

Lauderdale By The Sea Area Condo - Walk to Beach & Shops!

Lauderdale-by-the-Sea Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$69

Spring Break Sale! Bleau Beauty Condo w/ Balcony!

Panama City Beach Vacation Rentals

0/BR 1/BA SLEEPS 3

From/Per night^$350

Destin-Seaside (Santa Rosa Beach)

Santa Rosa Beach Vacation Rentals

2/BR 3/BA SLEEPS 6

From/Per night^$521

Endless Summer

Anna Maria Vacation Rentals

5/BR 7/BA SLEEPS 16

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^$98

Cozy Studio - Tudor Getaway Resort - Heated Pool

Cape Coral Vacation Rentals

1/BR 1/BA SLEEPS 2

From/Per night^$125

Nokomis Monthly Vacation Rental - Home Away from Home

Nokomis Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$125

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

Panama City Beach Area Vacation Rentals

1/BR 2/BA SLEEPS 4

From/Per night^$129

Pelican 406 - 700' Lazy River & Amazing Views

Fort Walton Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$350

Key Largo Rental Fantastic Views

Key Largo Vacation Rentals

3/BR 2/BA SLEEPS 8

From/Per night^$200

BEAUTIFUL PROPERTY OVER LOOKING THE BEACH ONE BEDROOM TWO FULL BATHS

Panama City Beach Vacation Rentals

1/BR 2/BA SLEEPS 6

From/Per night^$250

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

Cape Coral Vacation Rentals

4/BR 2.5/BA SLEEPS 8

From/Per night^$250

Oceanside waterfront 2/2 home with 55ft dock and paddle equipment

Marathon Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$200

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

Davenport Vacation Rentals

8/BR 5.5/BA SLEEPS 16

From/Per night^$123

Siesta Vacation Home - 4 min to Venice Island

South Venice Vacation Rentals

2/BR 2/BA SLEEPS 5

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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

Casa Gucci - Anna Maria Island Vacation Rental

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

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

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

Pelican D203 NSB Oceanfront 2BR Condo with Breathtaking Views NSB

Beautiful Luxury 4 BR2 BA Beach House

Long Beach T4-1103 2 Bedrm w/ beach chairs

Ciboney 2006

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

Lauderdale By The Sea Area Condo - Walk to Beach & Shops!

Spring Break Sale! Bleau Beauty Condo w/ Balcony!

Destin-Seaside (Santa Rosa Beach)

Endless Summer

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

Cozy Studio - Tudor Getaway Resort - Heated Pool

Nokomis Monthly Vacation Rental - Home Away from Home

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

Pelican 406 - 700' Lazy River & Amazing Views

Key Largo Rental Fantastic Views

BEAUTIFUL PROPERTY OVER LOOKING THE BEACH ONE BEDROOM TWO FULL BATHS

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

Oceanside waterfront 2/2 home with 55ft dock and paddle equipment

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

Siesta Vacation Home - 4 min to Venice Island

Beautiful Gulf Access Pool Home

Shores of Panama 1801 Gulf view !!!

Sandy Toes & Salty Kisses BEACHFRONT CONDO

Sea Mar Condo - Marco Island 19th floor Penthouse Condo

Villa Avalon

Villa Sharon

Oceanfront Condo with Parking at Shores of Panama

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

Sabai Sabai

Two by the Sea at Sea Cliffs, 30A-Beaches-South Walton

Gorgeous waterfront home

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

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

GULF ACCESS HOME WITH HEATED POOL

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

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

LAUDERDALE BY THE SEA- BEACHVIEW TERRACE CONDO, 78 STEPS FROM THE BEACH

Sunshine and relaxation by Lauderdale by the Sea

Hyde Park Buttercup - Sarasota Affordable Condo Rental

Charming Lakefront Townhouse in Lake Placid

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

Paradise Bound

Emerald Grande On The Harbor Walk Destin Fl

Anna Maria Island -walk to the beach!

Manatee Corner, Paradise Found

Backyard Bliss

7152 Drewrys Bluff Bradenton

Sea Oats

Amazing Sunset Views

Recently upgraded Key Largo Oceanfront Condo with all the toys included

Sea Orchid Beach House at Daytona Beach - Sleeps 8 - Beach access!

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

Lemon Tree Apt 1 Tudor Getaway Resort- Heated Pool

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

Fort Lauderdale 4B/BA Family Oasis With Pool

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

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

CASA CAYO BY THE SEA ~ Waterfront Paradise

Blue Marlin

Sea Glass Villa

Purple Haze, Pensacola Beach, FL

A Charming Beach Cottage on Elm

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

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

CALYPSO DOLPHIN 3-305 FREE BEACH SETUPS!

Stormalong Bay

Spring Sea'Esta

Elegant and spacious waterfront condominium

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

Hip Nautic

Lely Resort Single Family Home for Rent February - April 2026

SeaDuction of Anna Maria Island

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

The W Residences Luxury Two Bedroom Condo with ARCADE!

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

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