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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$1428

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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SEPT 25 - Oct 5 $990wk ~ DEAL Shorter Stays Avail ~Laguna Beach~Directly Across the Street from the Beach! Completely Renovated! !
From/Per night$119

SEPT 25 - Oct 5 $990wk ~ DEAL Shorter Stays Avail ~Laguna Beach~Directly Across the Street from the Beach! Completely Renovated! !

Laguna Beach Vacation Rentals
4/BR 2/BA SLEEPS 8
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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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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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Casa de' Coquina Beach House
From/Per night$225

Casa de' Coquina Beach House

St Augustine Beach Vacation Rentals
4/BR 2/BA SLEEPS 10
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Fish Camp - Efficiency
From/Per night$70

Fish Camp - Efficiency

Gulfport Vacation Rentals
1/BR 1/BA SLEEPS 2
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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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Stylish Tropical 2/2 Townhome
From/Per night$99

Stylish Tropical 2/2 Townhome

Jupiter Vacation Rentals
2/BR 2/BA SLEEPS 4
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Mount Dora, Lake Front Guest House
From/Per night$125

Mount Dora, Lake Front Guest House

Mount Dora Vacation Rentals
2/BR 1.5/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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Bayshore Charmer
From/Per night$138

Bayshore Charmer

Tampa Vacation Rentals
4/BR 3.5/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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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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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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Tranquil Beach House
From/Per night$75

Tranquil Beach House

Flagler Beach Vacation Rentals
3/BR 2/BA SLEEPS 6
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Introducing Boardwalk Beachhouse: 2BR2BA with Vintage Charm
From/Per night$130

Introducing Boardwalk Beachhouse: 2BR2BA with Vintage Charm

Treasure Island Vacation Rentals
2/BR 2/BA SLEEPS 5
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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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Palm Cottage:Vintage Tropical Hideaway in the Waterfront District
From/Per night$100

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Gulfport Vacation Rentals
2/BR 1/BA SLEEPS 4
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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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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

Lido Key Vacation Rentals
4/BR 3/BA SLEEPS 8
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Historic Gem in the heart of Jupiter Florida
Inquire for pricing

Historic Gem in the heart of Jupiter Florida

Jupiter Vacation Rentals
2/BR 1.5/BA SLEEPS 6
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