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Florida Keys Luxury Vacation Rentals

Florida is the second most visited state in the U.S. It’s home to Disney World, Universal Orlando, Miami, the Florida Keys, three national parks, and some of the country’s most popular beaches. So I’ve rounded up the coolest vacation homes in Florida.

The Best Getaways in the Southeast U.S.

So from beachfront cottages and city highrises to Disney-themed homes and luxury villas, I’ve rounded up the best homes in the state.

Here are the best vacation homes in Florida to inspire your next trip!

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Florida Keys Luxury Vacation Rentals
Florida Keys Luxury Vacation Rentals
Florida Keys Luxury Vacation Rentals
Florida Keys Luxury Vacation Rentals

Paradise

The Florida Keys
8 guests3 bedrooms beds baths

This is beachfront living! You’ll love the incredible ocean views, the sandy backyard that leads directly to the ocean, the private boat dock, the four beach cruisers, the hammock, the beach chairs and umbrellas, and the screened-in and furnished back patio.

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Airbnbs near Destin, FL
Airbnbs near Destin, FL

Room For Your Whole Crew

Destin
24 guests bedrooms beds baths

Get your crew together to enjoy an epic stay at this luxury property. You’ll have a palm tree-lined saltwater pool with a cascading waterfall hot tub, an outdoor kitchen, al fresco dining, parking for nine cars, a game room, a golf cart, and beach views from the balconies. Plus, you’ll be just half a block from the beach.

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vacation rentals in Downtown Miami, FL
vacation rentals in Downtown Miami, FL
vacation rentals in Downtown Miami, FL
vacation rentals in Downtown Miami, FL

Million Dollar Views

Miami
10 guests bedrooms beds baths

This modern villa has room for your whole crew. You’ll have incredible views of the city, a rooftop deck, kitchen, and terrace, a private elevator, a temperature-controlled cigar and wine room, one-of-a-kind art pieces, a resort-style pool, al fresco dining, and multiple indoor and outdoor living and dining spaces.

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The best vacation homes in Florida
The best vacation homes in Florida

Cozy Getaway

St. Augustine
2 guests bedroom bed bath

If you want a romantic getaway, then this colorful cottage is for you! You’ll love the decor, beach “vibes,” location, deck, and resort-style bathroom. Plus, your furry friends can stay with you here.

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The best vacation homes in Florida
The best vacation homes in Florida
The best vacation homes in Florida
The best vacation homes in Florida

Mansion with a Bowling Alley

Four Corners
16 guests10 bedrooms20 beds16 baths

This jaw-dropping property has a bowling alley, squash and basketball court, home cinema, game room, spa, and gym. You’ll also have a swimming pool with a sunken bar and hot tub, views of Reunion Resort’s world-famous Jack Nicklaus golf course, and an arcade, poker room, gymnasium, steam room, sauna, and indoor spa.

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The best vacation homes in Florida
The best vacation homes in Florida

Escape To Nature

Crystal River
2 guests1 bedroom 1 bed1.5 baths

This waterfront home comes with a boat dock, swim decks, and a neighborhood pool. You’ll have incredible views of the marsh and estuaries, and the famous manatees are just a short drive away.

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The best vacation homes in Florida
The best vacation homes in Florida
The best vacation homes in Florida

Beachfront Condo

Beachfront Condo

Panama City
6 guests1 bedroom4 beds1 bath

This luxury condo is part of the Wyndham Emerald Beach Resort in the heart of Panama City. You’ll have access to the resort’s three outdoor pools, three hot tubs, two poolside bars, skywalk bar, gym, covered parking, and direct beach access.

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The best vacation homes in Florida
The best vacation homes in Florida
The best vacation homes in Florida
The best vacation homes in Florida

Disney-Themed Home

Orlando
15 guests7 bedrooms10 beds4.5 baths

At this Disney-themed villa, you’ll have Mickey’s 50’s Diner, the Seven Dwarfs playhouse, a living room decked out like a pirate ship, and Frozen and Avengers-themed bedrooms. The enclosed pool and hot tub make this the perfect year-round property, and you’ll be just four miles from Disney World.

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What are your favorite vacation homes in Florida? Share with us in the comments!

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Plan The Rest Of Your Trip
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Frequently Asked Questions
  • Where should I vacation in the Southeast US?

    If you want large cities, I recommend Nashville, Miami, New Orleans, or Charleston. For national parks, head to The Great Smoky Mountains, Shenandoah, or New River Gorge. If you want beaches, then I suggest the Florida Keys, Destin, or The Outer Banks. For food and culture, taste your way across the Monticello Wine Trail, drive the Kentucky Bourbon Trail, and visit St. Simons Island.

  • What is the best Southern state to visit?

    Every state in the Southeast USA has incredible cities, national and state parks, and scenic drives. Florida is the most-visited state in the Southeast USA for beaches and amusement parks. Tennessee and North Carolina are the most-visited states for hiking and outdoor adventures.

    No matter what kind of trip you want to have, you can find the perfect destination in the Southeast USA!

  • Where should I travel in the South?

    Epic places to visit in the Southeast USA:

    1. The Great Smoky Mountains

    2. Miami

    3. New Orleans

    4. Savannah

    5. Charleston

    6. The Kentucky Bourbon Trail

    7. Dry Tortugas National Park

    8. The Monticello Wine Trail

    9. The Outer Banks

    10. The Florida Keys

  • Where should I go for a 3 day vacation?

    The best weekend getaways in the Southeast USA are:

    1. Georgia’s Golden Isles

    2. The Great Smoky Mountains

    3. Charleston, South Carolina

    4. Miami, Florida

    5. The Florida Keys

    6. New Orleans, Louisiana

    7. Destin, Florida

    8. Chattanooga, Tennessee

    9. Savannah, Georgia

    10. Highlands, North Carolina

  • Is a 3 day vacation worth it?

    Yes, getting away for a short trip is worth it! Short getaway vacations are good for your mental health and allow you to travel on a budget. It can be rewarding and exciting to explore destinations close to home for a couple of days. You could even have a staycation in your hometown if you want a break from work without having to pack a suitcase.

    Destinations in the Southeast USA that can be explored in a couple of days are:

    1. Savannah, Georgia

    2. Georgia’s Golden Isles

    3. The Great Smoky Mountains

    4. Nashville, Tennessee

    5. Asheville, North Carolina

    6. New Orleans, Louisiana

  • What are some good girl trips?

    The best girlfriend getaways in the Southeast USA are:

    1. Charleston, South Carolina

    2. Nashville, Tennessee

    3. Miami, Florida

    4. New Orleans, Louisiana

    5. Savannah, Georgia

  • Where can I go on a road trip in the South?

    The best road trips and scenic drives in the Southeast USA are:

    1. Kentucky Bourbon Trail

    2. Blue Ridge Parkway through Virginia and North Carolina

    3. Highway 276 through Pisgah National Forest in North Carolina

    4. Ozark National Forest on the Pig Trail Scenic Byway

    5. Seaside Loop in Florida

    6. The Overseas Highway through the Florida Keys

  • What are cheap vacation ideas?

    Ways to travel the Southeast USA on a budget are:

    1. Tour your own city on a staycation

    2. Camp

    3. Go to off-the-beaten-path destinations

    4. Visit less popular beaches

    5. Stay with friends or family

    6. Book hotels with travel reward points

    7. Travel during the off-season

    8. Take a weekday trip

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This article about the best vacation homes in Florida is not a sponsored post, and the thoughts and opinions expressed in this post are entirely my own. Some of the links in this post about the best vacation homes in Florida are affiliate links, and, at no cost to you, I may earn a small commission.

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