Historic Homes in Florida

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Executive Home in Fort Myers Best Private Gated Golf & Country

From $150 /Night

House

South West FL > Fort Myers

From $1,500 /Month

Condo

South West FL > Fort Myers

Beautiful 4-BR, Very Close to Gulf Beach, LARGE Heated Pool

From $350 /Night

House

Anna Maria Island > Anna Maria

Siesta Key with private beach with complimentary lounges and umbrellas!

Condo

South West FL > Siesta Key

SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals

From $130 /Night

Condo

South West FL > Anna Maria Island

White Sands Resort - Weekly - Naples vacation rentals

From $129 /Night

Condo

South West FL > Naples

From $2,300 /Month

Condo

South West FL > Bradenton

From $253 /Night

Villa

South West FL > Cape Coral

From $250 /Night

Villa

Anna Maria Island > Holmes Beach

Beachfront -Direct ocean view - Apollo 306

From $275 /Night

Condo

South West FL > Marco Island

Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach

From $480 /Night

House

Anna Maria Island > Anna Maria

From $1,115 /Week

Condo

South West FL > Siesta Key

Edge of Paradise at Margaritaville - 5 Night Min

From $170 /Night

Condo

South West FL > Anna Maria Island

Absolute Anna Maria - Anna Maria Island Vacation Rentals

From $131 /Night

Condo

South West FL > Anna Maria Island

Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112nt

From $112 /Night

House

South West FL > Port Charlotte

Beautiful Park Shore Beach on the Gulf of Mexico

From $8,000 /Month

Condo

South West FL > Naples

From $6,000 /Month

Condo

South West FL > Naples

From $395 /Night

Condo

Northeast FL > Amelia Island

From $3,800 /Month

Condo

Anna Maria Island > Bradenton Beach

Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi

From $300 /Night

House

Anna Maria Island > Anna Maria

Daytona's BEST FAMILY FUN BEACH VACATION DEAL! Only 1 Block walk to the BEACH!

From $198 /Night

House

East Central FL > Daytona Beach

CCVS - The Villa Starfish Lake is located on the same lake 'Starfish Lake' in Cape Coral

From $125 /Night

House

South West FL > Cape Coral

Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!

From $100 /Night

Condo

Anna Maria Island > Holmes Beach

Luxurious Islamorada ,Private Sandy Beach Access. Hammocks, Kayaks, & More!

From $486 /Night

House

Islamorada Area > Islamorada

Cozy Cabana West - Anna Maria Island Vacation Rentals

From $170 /Night

Villa

Anna Maria Island > Holmes Beach

Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach

From $1,799 /Week

House

Anna Maria Island > Anna Maria

From $1,799 /Week

House

Anna Maria Island > Anna Maria

Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach

From $1,999 /Week

House

Anna Maria Island > Anna Maria

Blue Turtle Cottage Anna Maria Island Available for January Dates!

From $299 /Night

House

Anna Maria Island > Holmes Beach

Renovated 22 Cottage North End-Steps to Beach Tropical LandscapingHeated Jetted Pool

South West FL > Anna Maria Island > Anna Maria

Cottage , Bedroom(s): 2 , Sleeps: 4

SURF’S UP has been completely and lovingly renovated from top to bottom and is gorgeously decorated!

ID#: 2062

From $291 /Night

11 Reviews

North End Luxury Beach Cottage STEPS TO THE BEACH Heated Pool and Outdoor Living Area

South West FL > Anna Maria Island > Anna Maria

Cottage , Bedroom(s): 2 , Sleeps: 4

Seahorse Cottage is one of our most popular properties located on the desirable North End of Anna Maria with a Heated Pool and Outdoor Living Area

ID#: 2064

From $291 /Night

10 Reviews

Professionally Decorated Pool Home Just Steps To The Beach

South West FL > Anna Maria Island > Holmes Beach

House , Bedroom(s): 3 , Sleeps: 6

Debby's Place is sure to please! Just 2/10 of a mile from the white sandy beaches and the beautiful waters of Anna Maria Island.

ID#: 1147

From $240 /Night

5 Reviews

Spectacular Location Desirable North End wHeated Pool!

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 3 , Sleeps: 6

Moon Shadow South's location can't be beat with peeks of Passage Key in Tampa Bay.

ID#: 913

From $243 /Night

16 Reviews

Boaters Delight Canal Front Home - with Private Dock - Pool and Spa

South West FL > Bradenton

House , Bedroom(s): 3 , Sleeps: 6

Great Canal Front Views, Huge Screened in Pool and Spa, Private Boat Dock and Only 3 miles to Anna Maria Island Beaches!!

ID#: 1145

From $160 /Night

7 Reviews

Beach Cottage only steps to the white sandy beaches of Anna Maria Island!

South West FL > Anna Maria Island > Anna Maria

Cottage , Bedroom(s): 2 , Sleeps: 6

Beach Basket is a vintage 1920's cottage located on Oak Ave which dead ends to the white sandy beaches and emerald waters of Anna Maria Island!

ID#: 2069

From $269 /Night

10 Reviews

One-of-a-Kind 33 Luxury Beach House on the desirable North End of Anna Maria!

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 3 , Sleeps: 6

Come relax and enjoy this stunning retreat with a modern, clean beach style ambiance. The white sandy beaches of Bean Point are only a 5 minute stroll away!

ID#: 2063

From $448 /Night

10 Reviews

Blue Palms Retreat Vacation Rental

Florida Keys > Lower Keys Area > Cudjoe Key

House , Bedroom(s): 3 , Sleeps: 9

3 bed/2 bath Ocean Front Home with Heated Pool

ID#: 1474

From $457 /Night

10 Reviews

5* FLARBO Award Winner - Historic Florida Cottage 150 yards to private beach 3 bed 3 bath

North West FL > Destin Area > Scenic Gulf Drive Central East

Cottage , Bedroom(s): 3 , Sleeps: 11

3 bed 3 bath clapboard cottage in glorious Frangista Beach Single storey single family home, with glorious south facing front porch.

ID#: 73

From $220 /Night

9 Reviews

OFFER

One of a kind cozy cottage with panoramic views of Tampa Bay

Central West FL > Safety Harbor

House , Bedroom(s): 1 , Sleeps: 2

n/a

ID#: 2120

From $1,295 /Week

1 Reviews

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

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 2 , Sleeps: 6

2 Bedroom 1 Bath Beach Cottage, Just 4 Houses to Beach… you can hear the waves!

ID#: 2007

0 Reviews

Tranquil Beach House

Northeast FL > Flagler Beach

House , Bedroom(s): 3 , Sleeps: 6

Coastal Old World Florida at it's best, with all the comforts of home.

ID#: 1197

From $68 /Night

0 Reviews

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

South West FL > Punta Gorda

Villa , Bedroom(s): 1 , Sleeps: 3

This is a two story attached, but private building with it's own private entrance. Also great for a romantic get-away.

ID#: 490

From $99 /Night

12 Reviews

SALE@OCEAN VILLAS,3br2ba,Sleeps 8,2 Pools 1 heated,WiFi,Near Pier,St Augustine Beach,FL

[email protected] VILLAS,3br2ba,Sleeps 8,2 Pools 1 heated,WiFi,Near Pier,St Augustine Beach,FL

Northeast FL > Saint Augustine Beach

Condo , Bedroom(s): 3 , Sleeps: 8

Located on THE BEACH in BEACHFRONT RESORT on Anastasia Island south of Anastasia State Park and 15 minutes from historic downtown St. Augustine, Oldest City.

ID#: 681

From $168 /Night

12 Reviews

A DREAM - luxurious 3bd OCEAN VIEW Home with heated pool and hot tub

South West FL > Anna Maria Island > Bradenton Beach

House , Bedroom(s): 3 , Sleeps: 6

3 bd, 2 1/2 bth, oceanview, luxurious, a one minute walk to beach and bay

ID#: 1548

From $1,300 /Week

13 Reviews

Casa Sol - 3-2 in Gulfport yard, Wifi, pets welcome

Central West FL > Gulfport

House , Bedroom(s): 3 , Sleeps: 6

Gulfport is a wonderful place to spend a long weekend, a week or a month! And Casa Sol is a perfect home base to explore the area

ID#: 506

From $100 /Night

8 Reviews

Amazing Remodel Efficiency Golf Cart Service Fenced Tropical Garden Close to the beach!

Southeast FL > Delray Beach

House , Bedroom(s): 1 , Sleeps: 2

New Sanitized Amazing Suite, king-size bed, kitchen, dining, Spa type shower, private patio w/teak furniture, fenced-in garden & parking area GREAT LOCATION

ID#: 2039

From $158 /Night

22 Reviews

Fish Camp - Efficiency

Central West FL > Gulfport

House , Bedroom(s): 1 , Sleeps: 2

This efficiency apartment contains the same amenities as our larger properties, just on a smaller scale. Perfect for one to two guests.

ID#: 500

From $80 /Night

12 Reviews

A Touch of Bermuda in Key West

Florida Keys > Key West Area > Key West

Cottage , Bedroom(s): 2 , Sleeps: 6

Cottage, 2 Bedrooms, 2 Baths, (Sleeps 4-6)

ID#: 805

From $2,000 /Week

12 Reviews

Historic Gem in the heart of Jupiter Florida

Southeast FL > Jupiter

House , Bedroom(s): 2 , Sleeps: 6

True & timeless peace filled oasis, steeped with history in it's homeyness. Steps from the action of a vibrant town, glorious beaches, golf, boating & parks.

ID#: 2095

From $3,100 /Month

0 Reviews

OFFER

Condo Getaway @ Clearwater FL with amenities and ulimited attractions

Central West FL > Clearwater

Condo , Bedroom(s): 1 , Sleeps: 4

Come, relax and enjoy a restful stay at this beautiful secluded tranquil condo with a warm and friendly atmosphere. 1 bedrm. 1 1/2 bath condo is a corner unit

ID#: 628

From $30 /Night

3 Reviews

OFFER See Seasonal & Off Seasonal Rates

Special offer period: May 22, 2019 - May 23, 2030

Angel Sea

South West FL > Anna Maria Island > Holmes Beach

House , Bedroom(s): 6 , Sleeps: 12

MARCH 2020 DATES STILL AVAILABLE - HUGE 6 BEDROOM WITH ELEVATOR, SALTWATER POOL HOT TUB

ID#: 453

From $399 /Night

0 Reviews

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

Central West FL > Gulfport

House , Bedroom(s): 1 , Sleeps: 4

Charming cottage with wood floors, lots of windows, private patio with lush landscaping, screened sunporch and lots of charm.

ID#: 376

From $55 /Night

25 Reviews

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Central West FL > Gulfport

House , Bedroom(s): 2 , Sleeps: 6

Just like the town of Gulfport itself, Palm Cottage blends the beloved charm of Old Florida with modern comfort and convenience.

ID#: 497

From $100 /Night

19 Reviews

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

Central West FL > Gulfport

House , Bedroom(s): 2 , Sleeps: 6

1 block to nature park. Private backyard. Deck, shade trees, patio, patio table & chairs, umbrella, tropical landscaping, sm pond, outdoor shower, hammock.

ID#: 498

From $55 /Night

20 Reviews