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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.

Islamorada - Oceanfront - Private 1 acre Estate | Heated Pool - 4000 sq.ft | 4 Bed + Den | 5 Bath | Dockage | Prices are tax inclusive!
From/Per night$1607

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

Islamorada Vacation Rentals
4/BR 5/BA SLEEPS 12
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2/2 LAST MINUTE AVAILABLE JAN-FEB-MARCH 2025 PET FRIENDLY/YARD/ POOL/GYM WALK TO BAY&RESTAURANTS
From/Per night$80

2/2 LAST MINUTE AVAILABLE JAN-FEB-MARCH 2025 PET FRIENDLY/YARD/ POOL/GYM WALK TO BAY&RESTAURANTS

Sarasota Vacation Rentals
2/BR 2/BA SLEEPS 6
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Adorable Cottage ~Laguna Beach~Directly Across the Street from the Beach!
From/Per night$119

Adorable Cottage ~Laguna Beach~Directly Across the Street from the Beach!

Laguna Beach Vacation Rentals
4/BR 2/BA SLEEPS 9
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Naples Paradise Monthly Rental - Steps to Beach!
From/Per night$180

Naples Paradise Monthly Rental - Steps to Beach!

Naples Vacation Rentals
1/BR 1/BA SLEEPS 2
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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's End at Boardwalk, Pensacola Beach Vacation Rental
From/Per night$300

Island's End at Boardwalk, Pensacola Beach Vacation Rental

Pensacola Beach Vacation Rentals
2/BR 2.5/BA SLEEPS 6
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Gray's Gulf Coast Cottages - Sarasota - Seasonal or Long Term, Monthly*
From/Per night$120

Gray's Gulf Coast Cottages - Sarasota - Seasonal or Long Term, Monthly*

Sarasota Vacation Rentals
2/BR 1/BA SLEEPS 4
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Adorable Bungalow in Gulfport's Marina District - Pet Friendly Fenced Yard
From/Per night$85

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

Gulfport Vacation Rentals
2/BR 1/BA SLEEPS 6
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Dolphin House: Split Floor Plan Charmer with Shaded Yard, Near Waterfront
From/Per night$135

Dolphin House: Split Floor Plan Charmer with Shaded Yard, Near Waterfront

Gulfport Vacation Rentals
3/BR 2/BA SLEEPS 8
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Old-Florida Summer Cottage in Waterfront District Pet Friendly
From/Per night$100

Old-Florida Summer Cottage in Waterfront District Pet Friendly

Gulfport Vacation Rentals
2/BR 1/BA SLEEPS 6
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Almost Heaven Vilano Luxury BeachHOUSE- On beach HOUSE
From/Per night$300

Almost Heaven Vilano Luxury BeachHOUSE- On beach HOUSE

St Augustine Vacation Rentals
3/BR 2.5/BA SLEEPS 8
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The Hideaway (AMIL)
From/Per night$226

The Hideaway (AMIL)

Anna Maria Vacation Rentals
3/BR 2/BA SLEEPS 6
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Two Waves Cottage in Gulfport's Arts District
From/Per night$80

Two Waves Cottage in Gulfport's Arts District

Gulfport Vacation Rentals
2/BR 1/BA SLEEPS 5
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Relaxing 2 BR 1.5 BA Home w/Private Pool & Outdoor Dining - 5 Min Walk to Beach!
From/Per night$150

Relaxing 2 BR 1.5 BA Home w/Private Pool & Outdoor Dining - 5 Min Walk to Beach!

Indian Rocks Beach Vacation Rentals
2/BR 1.5/BA SLEEPS 6
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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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Best Location on St. Teresa Beach
From/Per night$286

Best Location on St. Teresa Beach

St. Teresa Vacation Rentals
4/BR 3/BA SLEEPS 12
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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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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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Peace River House - "Enjoy the adventure, Embrace the detours."
From/Per night$99

Peace River House - "Enjoy the adventure, Embrace the detours."

Punta Gorda Vacation Rentals
1/BR 1/BA SLEEPS 3
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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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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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Ft. Myers Bliss: Walk to Best Eats & Shops and a Short Drive to the Beach!
From/Per night$180

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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Bayshore Charmer
From/Per night$204

Bayshore Charmer

Tampa Vacation Rentals
4/BR 3.5/BA SLEEPS 8
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Historic St Augustine Bungalow - Walk Everywhere Downtown
From/Per night$275

Historic St Augustine Bungalow - Walk Everywhere Downtown

St Augustine Vacation Rentals
4/BR 3/BA SLEEPS 9
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