FL Vacation Rentals
Visit Florida and find some amazing home away home short-term, vacation rental properties. Choose from luxury vacation homes with a private pool and spa and oceanside condo rentals just steps from the beach. Stay in a high-rise gated condo with your own balcony, roof-top pool, and spectacular view. Watch the famous Florida sunsets from your private deck. Stay poolside or golf side at an award-winning Florida golf resort home or condo. Our suggested Florida Vacation Rental Specialists will help you find the ideal Florida Vacation Rental. Share your FL vacation home questions, contact us.
Top 5 Florida Vacation Destinations
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Orlando: The Theme Park Capital
Things To Do:
- Walt Disney World Resort
- Universal Orlando Resort
- SeaWorld Orlando
- ICON Park
- Orlando Science Center
Places to Stay:
- Encore Resort at Reunion – 7635 Fairfax Dr, Reunion, FL 34747
- Marriott’s Grande Vista – 5925 Avenida Vista, Orlando, FL 32821
- VRBO: 6BR Pool Home Near Disney – Listings available in Kissimmee/Clermont
- Airbnb: Modern Townhouse near Universal Studios – Orlando area listings
Extended Stay Tip: Book during late January or mid-September for off-peak discounts.
DISNEY ORLANDO FLORIDA VACATION RENTALS
Browse current Disneyworld, Orlando, FL Hotel Specials, VRBO Vacation Rentals, Airbnb Apartment and more below.
Miami: Culture, Nightlife, and Beaches
Things To Do:
- South Beach & Ocean Drive
- Wynwood Walls
- Little Havana
- Miami Design District
- Biscayne National Park
Places to Stay:
- Fontainebleau Miami Beach – 4441 Collins Ave, Miami Beach, FL 33140
- EAST Miami Hotel – 788 Brickell Plaza, Miami, FL 33131
- Airbnb: South Beach Loft with Ocean View – Miami Beach listings
- VRBO: Private Villa with Pool – Coconut Grove area
Extended Stay Tip: Mid-May to early June offers great weather without the peak-season prices.
Tampa Bay Area: Gulf Coast Vacations
Things To Do:
- Busch Gardens Tampa Bay
- Clearwater Beach
- The Florida Aquarium
- Ybor City Historic District
- Tampa Riverwalk
Places to Stay:
- The Don CeSar – 3400 Gulf Blvd, St Pete Beach, FL 33706
- Hyatt Place Tampa Downtown – 325 N Florida Ave, Tampa, FL 33602
- VRBO: Waterfront Condo on Clearwater Beach – Clearwater listings
- Airbnb: Ybor City Bungalow – Tampa listings
Extended Stay Tip: Look for VRBO/Airbnb discounts during late summer or early fall.
Florida Keys: Island Paradise
Things To Do:
- Snorkeling in John Pennekamp Coral Reef State Park
- Duval Street nightlife in Key West
- Ernest Hemingway Home & Museum
- Dolphin encounters at Theater of the Sea
- Scenic Overseas Highway drive
Places to Stay:
- Casa Marina Key West, Curio Collection – 1500 Reynolds St, Key West, FL 33040
- Parmer’s Resort – 565 Barry Ave, Little Torch Key, FL 33042
- VRBO: Key Largo Oceanfront Cottage – Listings in Key Largo and Islamorada
- Airbnb: Tiny House on the Water – Lower Keys listings
Extended Stay Tip: Many resorts offer discounted 7-night stays during shoulder seasons (April-May, Sept-Oct).
Naples & Marco Island: Southwest Florida Luxury
Things To Do:
- Naples Botanical Garden
- Shopping on Fifth Avenue South
- Marco Island Beach & Dolphin Tours
- Everglades National Park excursions
- Corkscrew Swamp Sanctuary
Places to Stay:
- LaPlaya Beach & Golf Resort – 9891 Gulf Shore Dr, Naples, FL 34108
- Hilton Marco Island Beach Resort – 560 S Collier Blvd, Marco Island, FL 34145
- Airbnb: Modern Beach Condo – Naples listings near Vanderbilt Beach
- VRBO: Waterfront Estate with Dock – Marco Island listings
Extended Stay Tip: Snowbirds often book multi-week stays from December to April — reserve early for winter months.
Tips for Booking Florida Vacation Rentals
- Book Early for Peak Seasons – Especially for holidays, winter, and spring break.
- Use Filters for Pet-Friendly or Kid-Friendly Options – VRBO and Airbnb offer this.
- Watch for Resort Fees – Some hotel listings may appear cheaper until fees are added.
- Read Reviews Thoroughly – Especially for Airbnb or VRBO rentals.
- Ask About Discounts for Longer Stays – Owners may negotiate off-platform.
Florida Travel Seasons & When to Go
- High Season: December to April (Dry, sunny, and popular with snowbirds)
- Shoulder Seasons: May to early June, September to November (Best for deals)
- Low Season: July to August (Hotter, risk of hurricanes, but cheapest)
Extended FL Vacation and Staycation Ideas: Work + Play
With the rise of remote work, Florida is an ideal location for a workcation.
Best Places for Remote Work Rentals:
- St. Augustine – Historic charm and fiber internet
- Sarasota – Beautiful beaches and quiet neighborhoods
- Fort Lauderdale – Urban access, beach views, and strong business centers
Florida Extended Stay Vacations
Florida offers vacation experiences for every kind of traveler — from family-friendly theme parks to romantic island escapes and luxurious beachfront resorts. Choosing the right type of vacation rental — whether it’s a VRBO beach house, an Airbnb condo, or a high-end hotel — will shape your entire travel experience. By booking early, comparing platforms, and knowing the best seasons to travel, you can unlock the best of the Sunshine State.
Featured FL Vacation Rentals & Rental Agents
[includeme file=”/home/flavaca/public_html/local/rentals.php”]For even more Florida travel ideas, deals, and vacation rental resources, visit Paradise Coast Living – Guide to the Paradise Coast.
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FLORIDA VACATION LODGING SPECIALS & PACKAGES
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