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Historic Home Rentals

Step Back in Time: Historic Home Rentals for a Charming Florida Stay

Historic Home Rentals in Florida

If you love the thought of Old Florida like we do you will fall for these historic Florida vacation rentals. Chosen due to their unique historic architecture or interiors. There's something to be said about stepping back to a simpler time. Start your search below.

Only 4 Doors to the Beach! Great Cottage and Small Pup Friendly
From/Per night$119

Only 4 Doors to the Beach! Great Cottage and Small Pup Friendly

Panama City Beach Vacation Rentals
2/BR 1/BA SLEEPS 6
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Beautiful Laguna Beach Cottage Directly Across the Street from the Beach!
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
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Islamorada - Oceanfront - Private 1 acre Estate | Heated Pool - 4000 sq.ft | 4 Bed + Den | 5 Bath | Dockage
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
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2/2 MAY-DECEMBER $2250 CLOSE TO SIESTA, PET FRIENDLY/YARD/ POOL/GYM WALK TO BAY&RESTAURANTS
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
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Naples Paradise Monthly Rental - Steps to Beach!
From/Per night$150

Naples Paradise Monthly Rental - Steps to Beach!

Naples Vacation Rentals
1/BR 1/BA SLEEPS 2
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THE COZZI COTTAGE - Historic 1 Bed 1 Bath Cottage - Anna Maria Island Vacation Rentals
From/Per night$200

THE COZZI COTTAGE - Historic 1 Bed 1 Bath Cottage - Anna Maria Island Vacation Rentals

Holmes Beach Vacation Rentals
1/BR 1/BA SLEEPS 4
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South Florida Charm - Jupiter Weekly and Monthly Rental
From/Per night$225

South Florida Charm - Jupiter Weekly and Monthly Rental

Jupiter Vacation Rentals
4/BR 2/BA SLEEPS 8
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Island Garden Villas ~ 6 Private Cottages where Old Florida charm meets refreshing modern luxury
From/Per night$200

Island Garden Villas ~ 6 Private Cottages where Old Florida charm meets refreshing modern luxury

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6
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Buttonwood Cottage
From/Per night$391

Buttonwood Cottage

Anna Maria Vacation Rentals
3/BR 2/BA SLEEPS 8
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The Hideaway (AMIL)
From/Per night$193

The Hideaway (AMIL)

Anna Maria Vacation Rentals
3/BR 2/BA SLEEPS 6
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Vibrant Funky Beach House - St Pete Beach House Monthly Rental
From/Per night$110

Vibrant Funky Beach House - St Pete Beach House Monthly Rental

St Pete Beach Vacation Rentals
1/BR 1/BA SLEEPS 6
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Adorable Bungalow in Gulfport's Marina District - Pet Friendly Fenced Yard
From/Per night$130

Adorable Bungalow in Gulfport's Marina District - Pet Friendly Fenced Yard

Gulfport Vacation Rentals
2/BR 1/BA SLEEPS 6
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Tarpon Springs Florida Hibiscus Garden Apartments @109 Hibiscus Street, Tarpon Springs Fl.
From/Per night$55

Tarpon Springs Florida Hibiscus Garden Apartments @109 Hibiscus Street, Tarpon Springs Fl.

Tarpon Springs Vacation Rentals
1/BR 1/BA SLEEPS 3
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Bayshore Charmer
From/Per night$171

Bayshore Charmer

Tampa Vacation Rentals
4/BR 3.5/BA SLEEPS 8
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Chasing Sunsets - three houses from the beach
From/Per night$900

Chasing Sunsets - three houses from the beach

Holmes Beach Vacation Rentals
4/BR 3/BA SLEEPS 8
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Beachfront Longboat Key Seasonal Rental
From/Per night$173

Beachfront Longboat Key Seasonal Rental

Longboat Key Vacation Rentals
2/BR 2/BA SLEEPS 6
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Mount Dora, Lake Front Guest House
From/Per night$96

Mount Dora, Lake Front Guest House

Mount Dora Vacation Rentals
2/BR 1.5/BA SLEEPS 4
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Ft. Myers Bliss: Walk to Best Eats & Shops and a Short Drive to the Beach!
From/Per night$165

Ft. Myers Bliss: Walk to Best Eats & Shops and a Short Drive to the Beach!

Fort Myers Vacation Rentals
1/BR 1/BA SLEEPS 2
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CASA POSADA - So Close to Beach You Hear the Waves! Updated Clean Beach Cottage, Start $180n
From/Per night$180

CASA POSADA - So Close to Beach You Hear the Waves! Updated Clean Beach Cottage, Start $180n

Anna Maria Vacation Rentals
2/BR 1/BA SLEEPS 6
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The Sand Dollar: Historic Charm Meet Beach Chic in the Waterfront District
From/Per night$105

The Sand Dollar: Historic Charm Meet Beach Chic in the Waterfront District

Gulfport Vacation Rentals
1/BR 1.5/BA SLEEPS 4
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Tranquil Beach House
From/Per night$84

Tranquil Beach House

Flagler Beach Vacation Rentals
3/BR 2/BA SLEEPS 6
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Ft. Myers Bliss: Walk to Best Eats & Shops and a Short Drive to Beaches!
From/Per night$165

Ft. Myers Bliss: Walk to Best Eats & Shops and a Short Drive to Beaches!

Fort Myers Vacation Rentals
1/BR 1/BA SLEEPS 2
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Island's End at Boardwalk, Pensacola Beach Vacation Rental
From/Per night$225

Island's End at Boardwalk, Pensacola Beach Vacation Rental

Pensacola Beach Vacation Rentals
2/BR 2.5/BA SLEEPS 6
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Islands West 15C by FGC
From/Per night$230

Islands West 15C by FGC

Longboat Key Vacation Rentals
2/BR 2/BA SLEEPS 4
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