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Florida Keys Vacation Rentals FAQs 2026 Guide | FloridaKeysVillas.com

Florida Keys Vacation Rentals FAQs Explained: Laws, Pricing & Best Keys to Visit

Planning a Florida Keys vacation often raises many questions. Therefore, this complete Florida Keys Vacation Rentals FAQ 2026 guide answers the most common questions about vacation rentals in the Florida Keys, including Airbnb rules, rental laws, pricing, seasons, and the best Keys to stay. Above all, this guide is written to help families book confidently, legally, and directly at FloridaKeysVillas.com.

Florida Keys Vacation Rentals FAQs 2026 Guide. FloridaKeysVillas.com

Florida Keys Vacation Rentals FAQs 2026 Guide | FloridaKeysVillas.com

Florida Keys Vacation Rentals FAQs Guide 2026: Airbnb, Laws, Costs & Best Places to Stay.

If you’re wondering how Florida Keys vacation rentals work, this Florida Keys Vacation Rentals FAQs 2026 | FloridaKeysVillas.com guide explains everything you need to know.


Specifically, it covers short-term rental laws, Airbnb legality, weekly rentals, pricing, seasons, and the best Keys to visit—especially Marathon and Key Colony Beach.
As a result, travelers can plan smarter, avoid surprises, and enjoy a stress-free Florida Keys vacation.


Florida Keys Vacation Rentals FAQs 2026 Guide | FloridaKeysVillas.com - Waterfront Large Villas for families and Groups. FloridaKeysVillas.com

Florida Keys Villas - Waterfront Large Villas for families and Groups. FloridaKeysVillas.com

Florida Keys Villas - Waterfront Villas in the Florida Keys. FloridaKeysVillas.com

Florida Keys Villas - Waterfront Villas in the Florida Keys. FloridaKeysVillas.com

Florida Keys Vacation Rentals. Waterfront Villas with boat docks. FloridaKeysVillas.com

Florida Keys Vacation Rentals. Waterfront Villas with boat docks. FloridaKeysVillas.com

Florida Keys Vacation Rentals. Boat dock and pools. FloridaKeysVillas.com

Florida Keys Vacation Rentals. Boat dock and pools. FloridaKeysVillas.com

Deep Water Canals Provide Safe for sudden winds and easy access without worrying about the tides and stinky seaweed (smelly Seagram).


Florida Keys Rental Rules & FAQs (Airbnb, Weekly Rentals & Costs)

Looking for clear answers about Florida Keys vacation rentals?
This Florida Keys Vacation Rentals FAQs 2026 guide | FloridaKeysVillas.com explains Airbnb legality, short-term rental laws, weekly rentals, costs, seasons, and the best Keys to stay in—with a special focus on Marathon, Key Colony Beach, and family-friendly vacation homes. It’s written to help travelers book confidently, legally, and directly at FloridaKeysVillas.com.


📍 WHY TRUST THIS GUIDE FloridaKeysVillas.com?

At FloridaKeysVillas.com, we specialize in legal, family-friendly vacation rentals. In fact, we focus on large homes designed for real vacations—not party houses.

As a result, our guests enjoy:

  • Spacious group vacation homes
  • Waterfront rentals with docks
  • Pools, hot tubs, and outdoor kitchens
  • Pet-friendly options
  • Weekly rentals that follow local laws
  • Book-direct savings without platform fees

🏝 HOW LONG SHOULD YOU STAY IN THE FLORIDA KEYS?

How many days are enough for the Florida Keys?

In general, most visitors find that 5 to 7 days is ideal.
However, a full week is strongly recommended, especially for families and groups.

As a result, a 7-night stay allows time for:

  • Relaxing beach days
  • Snorkeling and boating
  • Fishing excursions
  • Exploring without rushing
  • Above all, weekly rentals offer better value, better availability, and fewer legal restrictions.

👉 Weekly rentals are also the most common and legal option in many Keys.

In most cases, a full week is the best length of stay.
As a result, guests have more time to relax, explore, and enjoy the Keys without rushing.


💰 COST OF RENTING A HOUSE IN THE FLORIDA KEYS

How much does a week in the Florida Keys cost?

Generally, prices depend on size and amenities.
In addition, waterfront homes typically cost more due to location and features.

How Much Does It Cost to Rent a House in the Florida Keys?

Prices vary based on several important factors.
For example, the number of bedrooms, bathrooms, amenities, and location all influence pricing.

In most cases, pricing depends on:

Pricing depends on:

  • Size and layout of the home
  • Number of bedrooms & bathrooms
  • Waterfront vs near-beach location
  • Pool, dock, boat, and water toys access & amenities
  • Season & holiday demand
  • Overall quality and luxury level

Typically, weekly rates: large luxury homes range from $1,250–$1,500 per night.
Therefore, booking early often provides the best selection and pricing.

  • $1,250–$1,500 per night for large luxury homes
  • Weekly total varies by size, season & features

💡 Booking direct at FloridaKeysVillas.com saves thousands in platform fees.


⚖️ FLORIDA SHORT-TERM RENTAL LAWS (SIMPLE EXPLANATION)

How many days is considered a short-term rental in Florida?

short-term (transient) rental is less than 30 days.

What is considered a long-term rental in Florida?

  • 30 days or longer
  • Different tax & tenant laws apply

Are 30-day rentals allowed in Florida?

Yes — statewide.
However, local cities set their own rules for shorter stays.


🏠 AIRBNB & SHORT-TERM RENTAL LEGALITY IN THE FLORIDA KEYS

Are short-term rentals legal in the Florida Keys?

✅ Yes — but rules vary by city and island.

Short-term rentals are legal in the Florida Keys; however, rules vary by city.
For example, Marathon allows weekly rentals, which makes it especially popular with families.

Florida Keys Vacation Rentals FAQ 2026 guide. Key Differences by Location:

  • Marathon & Key Colony Beach → Weekly rentals allowed
  • Key West → Heavily restricted & limited permits
  • Islamorada → Some weekly rentals allowed, strict zoning
  • Key Largo → Very limited short-term options

📌 This is why Marathon is one of the best Keys to stay.

Book direct and save at FloridaKeysVillas.com


Does the Florida Keys allow Airbnb?

Yes — when the property is properly licensed and zoned.

Is Airbnb legal in Key Largo?

Limited. Many zones require 28–30+ day minimums.

Is Airbnb legal in the Keys overall?

Yes — but not everywhere, and enforcement is strict.


🧾 TAXES & LICENSES (CLEAR & SIMPLE)

What is the tax on Airbnb in Florida?

Short-term rentals typically collect:

  • Florida State Sales Tax
  • Tourist Development Tax
  • County & local surtaxes

Do I need a license to rent my house in Florida?

Yes:

  • Florida DBPR license
  • Local city registration
  • Tourist tax account

💡 Licensed homes protect guests and ensure legality.


🔑 HOW DO GUESTS GET KEYS?

How do Airbnb or VRBO guests get keys?

Most professional rentals use:

  • Smart locks
  • Keyless entry codes
  • Secure lockboxes

At FloridaKeysVillas.com, guests receive clear arrival instructions before check-in at 4:30 PM.


📊 RENTAL MARKET QUESTIONS

What is the occupancy rate for Airbnb in the Florida Keys?

  • High during winter, holidays & summer
  • Slower in September & early October

How many short-term rentals are in Key West?

Very limited due to strict caps and permits.

Key West vacation rentals is a 28 days minimum for houses.


🌴 WHICH KEY IS BEST TO STAY?

Is Islamorada or Marathon better to stay?

For families, groups & value → Marathon wins.

Marathon offers:

  • More legal weekly rentals
  • Larger homes
  • Better pricing
  • Less nightlife congestion
  • Easy access to Sombrero Beach

Islamorada is a strictly 28 days only vacation rentals.

Florida Keys Vacation Rentals FAQ 2026 guide

Marathon Florida allows 7 days or weekly vacation rentals
Key Colony Beach allows 7 days or weekly vacation rentals

Key Largo allows 28 days or monthly vacation rentals only.
Islamorada allows 28 days or monthly vacation rentals only.
Duck Key allows 28 days or monthly vacation rentals only.

Big Pine Key allows 28 days or monthly vacation rentals only.
Cudjoe Key allows 28 days or monthly vacation rentals only.
Lower Keys allows 28 days or monthly vacation rentals only.

Key West allows 28 days or monthly vacation rentals only.


Sombrero Beach Aerial View of Beautiful beach and turquoise water. FloridaKeysVillas.com

Sombrero Beach Aerial View of Beautiful beach and turquoise water. FloridaKeysVillas.com

Florida Keys Vacation Rentals. Pool table and Octopus Wall Mural at 411 Sombrero Beach Rd, Marathon, Fl.
FloridaKeysVillas.com
Florida Keys Vacation Rentals. 411 Sombrero Beach Rd, Marathon, Fl.
FloridaKeysVillas.com
Florida Keys Vacation Rentals. 411 Sombrero Beach Rd, Marathon, Fl.
FloridaKeysVillas.com

Florida Keys Vacation Rentals. 411 Sombrero Beach Rd, Marathon, Fl.
FloridaKeysVillas.com

Key Colony Beach Vacation Rentals. 711 8th Street Key Colony Beach, Florida. FloridaKeysVillas.com

Florida Keys Villas 619 Sombrero Beach Rd, Marathon, FL - FloridaKeysVillas.com

Florida Keys Villas 619 Sombrero Beach Rd, Marathon, FL - FloridaKeysVillas.com

Florida Keys Villas 619 Sombrero Beach Rd, Marathon, FL - FloridaKeysVillas.com


📅 Florida Keys Vacation Rentals FAQ 2026 guide.

BEST TIME TO VISIT THE FLORIDA KEYS

What is the rental season in the Florida Keys?

  • Peak: Thanksgiving → Easter
  • Summer: Fishing & lobster season (June–July)
  • Quiet: September & October

🌞 The Keys are a year-round tropical destination.


🧳 PACKING FOR A SHORT-TERM RENTAL

How do you pack for a short-term rental?

Before packing:

  1. Check amenities provided
  2. Confirm beach gear & kitchen items
  3. Bring reef-safe sunscreen
  4. Pack casual island clothing

Ready to Book a Legal, Family-Friendly Florida Keys Vacation Home?

➡️ Book Direct & Save at FloridaKeysVillas.com


🎤 VOICE SEARCH FAQ SECTION (GOOGLE / ALEXA / SIRI READY) Florida Keys Vacation Rental FAQs 2026 guide | FloridaKeysVillas.com

Q: Are weekly rentals allowed in Marathon Florida?

A: Yes. Marathon allows weekly vacation rentals in approved zones.

Q: How much does it cost to rent a house in the Florida Keys?

A: Prices depend on size, location, amenities & season. Large homes typically range from $1,250–$1,500 per night.

Q: Is Airbnb legal in the Florida Keys?

A: Yes, Airbnb is legal in the Florida Keys—but only where local zoning allows it.
Therefore, not every listing you see online is legal.

Because enforcement is strict, staying in a licensed home protects guests from cancellations, fines, or last-minute issues.

Q: Is Airbnb Legal in Key Largo?

A. In most cases, Key Largo has stricter rules.
Specifically, many zones require minimum stays of 28 to 30 days.
As a result, weekly rentals are far less common in Key Largo.


Q: Does Key West Allow Short-Term or Weekly Rentals?

A. Yes, but availability is extremely limited.
Because permits are capped, most vacationers find fewer options and higher prices.

In contrast, Marathon offers far more legal weekly rentals and larger homes.


Q: What Is the 90-Day Rule on Airbnb?

A. The 90-day rule is not a statewide Florida law.
Instead, it applies only in certain cities or condo associations.

Therefore, travelers should always check local rules rather than assuming one rule applies everywhere in the Florida Keys Vacation Rental FAQs 2026 guide


Q: What Taxes Apply to Short-Term Rentals in Florida?

A: Short-term rentals typically collect several taxes.
For example, these may include:

  • Florida state sales tax
  • County tourist development tax
  • Local surtaxes

Fortunately, licensed vacation rentals usually collect these automatically at booking.


Q: Do I Need a License to Rent My House in Florida?

A: Yes, property owners must be properly licensed.
In addition, they must register locally and collect applicable taxes.

As a result, licensed rentals offer greater safety and transparency for guests.


Q: How Do Airbnb or VRBO Guests Get Keys?

A: Most professional vacation rentals now use keyless entry.
For example, guests may receive:

  • Smart lock access codes
  • Secure lockboxes
  • Digital check-in instructions

At FloridaKeysVillas.com, guests receive clear arrival details before check-in at 4:30 PM.


Q: What Is the Best Key to Stay in the Florida Keys?

A: While each Key has its charm, Marathon is often the best overall choice.
Specifically, Marathon offers more legal weekly rentals, better pricing, and larger homes.

In contrast, Islamorada has fewer options, and Key West is more restrictive and expensive. For more information check out Florida Keys Vacation Rental FAQs 2026 guide.


Q: What Is the Rental Season in the Florida Keys?

A: Unlike most destinations, the Florida Keys are a year-round vacation location.
However, demand does fluctuate throughout the year.

Generally:

  • Peak season runs from Thanksgiving through Easter
  • Summer brings fishing and lobster season
  • September and October are quieter
  • Winter attracts snowbirds
  • Spring includes spring break travel

As a result, the Keys remain one of the most consistent vacation destinations in the U.S.


Q: How Do You Pack for a Florida Keys Vacation Rental?

A: Before packing, it’s always best to review the home’s amenities.
For example, many rentals include beach gear, full kitchens, and outdoor grills.

In addition, most guests pack:

  • Reef-safe sunscreen
  • Casual island clothing
  • Boat-friendly footwear

Above all, packing light helps keep the trip relaxed.

Q. Are short-term rentals legal in the Florida Keys?

A: Yes, short-term rentals are legal in the Florida Keys; however, regulations vary by city and zoning.
For example, Marathon and Key Colony Beach allow weekly rentals, while other areas impose stricter minimum stays. Because of this, choosing the right location is essential before booking. In this Florida Keys Vacation Rentals FAQs 2026 guide.

Q. How long should you stay in the Florida Keys?

A: In general, most visitors find that 5 to 7 days is ideal.
As a result, guests have enough time to enjoy beaches, boating, and local attractions without feeling rushed.
Above all, weekly rentals offer the best value and availability.

Q: How much does it cost to rent a house in the Florida Keys?

A: Prices vary based on several factors.
For instance, size, location, waterfront access, and amenities all influence cost.
In most cases, larger homes with pools and boat docks command higher nightly rates.
Therefore, booking early often provides the best selection. In this Florida Keys Vacation Rentals FAQs 2026 guide.


Q: Is Marathon or Islamorada better to stay?

A: While both destinations are popular, Marathon is often the better choice for families.
Specifically, Marathon and Key Colony Beach offers more legal weekly rentals, larger homes, and better overall value.
In contrast, Islamorada has fewer rental options and stricter regulations.


Final Thoughts: Book Smart, Book Legal, Book Direct

Ultimately, understanding Florida Keys vacation rental rules helps travelers avoid surprises. In this Florida Keys Vacation Rentals FAQs 2026 guide.
Because laws vary by location, choosing the right Key matters.

Therefore, booking direct with FloridaKeysVillas.com ensures legal compliance, better value, and a smoother vacation experience.


Ready to Book a Florida Keys Vacation Rental?