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Florida Snowbird Vacation Rentals

(3315 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your Southwest Florida retreat in the highly acclaimed, award-winning, gated Miromar Lakes community. Once you arrive, it won't take you long to realize the accolades are all well-desereved! This well-maintained 3-bedroom, 2-bath home offers nearly 1,800 square feet of comfortable living...

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$266
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Currently being remodeled. New renovations almost complete. All walls, paneling and cabinets painted off white, new marble-like counters in kitchen and both bathrooms, new bath sinks and faucets, new flooring, all new overhead lighting and ceiling fans, new Dining Chandelier, new double pane windows and...

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Featured review

"Our rental"

This was without a doubt one of the best places in The Villages that we stayed in. The owners were the very best to handle whatever we needed. Staying at this courtyard again next winter. We would highly...

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$45
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Your home away from home on Siesta Key with 2 bedrooms 100 steps to the beach. This fabulous condo features a comfortable king bed, a full bed, and a twin bed, perfect for families or friends traveling together. Guests enjoy two bathrooms, each equipped with a refreshing shower and a hair dryer for convenience....

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$200
avg per night
Summerland Key House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to the Snow Grouper, a classic and comfortable vacation rental home in the much sought after Summerland Cove on Summerland Key.This two-bedroom, two-bathroom home is completely remodeled, with a layout that is welcoming, from the open concept kitchen and living room, to the beautifully furnished...

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$250
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Enjoy comfort and convenience in this 3BR/2BA home near The Villages’ new Eastport Square! Relax in the living room with a 65" TV or unwind in the main bedroom with a 55" TV and cozy nightstands. The fully stocked kitchen includes an air fryer, Keurig, and all cooking essentials. Each...

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$125
avg per night

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Miami Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

This is a 2-bedroom, 2-bathroom apartment for rent, located near the airport in a great location.Most of the residents in the building are owners, making it a very quiet and well-maintained community. First month’s rent and a security deposit are required to move in. There is an application...

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$290
avg per night
The Villages Villa
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

furnished courtyard villa with updated appliances in de la vista south close to the squares of your choice

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Featured review

"176 Palermo Pl - The Villages"

The home was very clean and comfortable. Kitchen was well equipped for the simple meals we had at the house. Loved the use of the golf cart that was parked in the garage, as I was able to easily get to...

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$100
avg per night
New
Fort Pierce House
Sleeps 4, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy a stylish experience at a home away from home. 18 minutes from the beach and only a short drive to downtown. Plenty of restaurants in the area. Safe and secure location.Note: NON HANDICAP ACCESSIBLE as home has stairs and bedrooms are located on 2nd floor of home.

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New
Fort Myers Condo
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience your ideal getaway in this stunning 2-bedroom, 2-bath condo with a covered carport and ample guest space, located in the sought-after Terraces of Riverwalk community. This immaculate home is perfectly positioned in a vibrant central location, with all your needs just moments away. Step inside...

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$60
avg per night
New
Clearwater Beach Condo
Sleeps 4, 0 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Stay where the Clearwater beach millionaire s live ! Security staff with gated private entrance with off street free parking . 30 day minimum up to 7 mo maximum stay.

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$88
avg per night
New
Marco Island Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

You come to Marco Island for the Beach, right? The Island's amenities and attractions are merely a distraction from your time away from the Beach. Our luxurious Tradewinds Penthouse Paradise, high up in the sky, decorated in a coastal contemporary decor, a constant reminder of your place in paradise,...

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$367
avg per night
Estero Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Business Traveler Ready With a laptop-ready workspace, a hairdryer, and an iron. An Amazing location west of 41, newly decorated with 1sr floor access. 15 minutes north of Naples and 10 minutes from the Beach, where the best sunsets occur! The space Stunning 1st floor, professionally decorated 2 bedroom...

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Featured review

"N"

Trying to make a reservation for March 2027 -April 2027 can’t let me I live in Glendale hts Illinois not far from you

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Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Oh so “home sweet staycation”home! This 2/2 gem in ideallic setting and location awaits you~ Everything you need and more, in this beautifully appointed and incredibly well-furnished home. You’ll thoroughly enjoy relaxing with morning coffee and evening cocktails on this screened lanai,...

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Featured review

"very safe and friendly property. everything is needed was close by. also met realtor and owner as well as her brother in"

the pool was very nice and clean. safe place to stay. trailers and/,or prefab houses are very close to each other. you have to be very quiet. friendly people throughout the park. no activities going on...

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

NOW BEING OFFERED FOR SALE BY OWNER! $319,900 -Will. consider long term seasonal renters. COMPARE TO OTHERS in area communities! OPEN HOUSES STARTING APRIL 9 from 11-2 pm daily thru the weekend. SEE IN PERSON! Great references upon request…. This home is even better in person ... take a look first-hand! HURRICANE-BUILT,...

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Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 45 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Imagine starting your day with a freshly brewed cup of coffee and a light breakfast on the lanai, overlooking the serene 11th green and a wildlife refuge area. With our newly installed “no-see-ums” bug screens, you can enjoy the view without any interruptions.After breakfast, take a quick...

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FAQ

Cost & Budgeting

What are the most affordable cities in Florida for winter rentals?

Storage Cafe reports that Venice, Vero Beach, Fort Pierce, Naples, Fort Myers, Tarpon Springs, and Clermont are among the most affordable cities for winter rentals. These cities offer a variety of winter rentals in Florida for under $3,000 a month.

Are utilities typically included in monthly winter rentals in Florida?

Yes. Essential utilities such as air conditioning, heating, and Wi-Fi are listed under Amenities in a rental’s description.

How can I find hidden fees or extra costs associated with winter rentals?

Scroll through the property’s description to find the Fees section to find cleaning costs, management fees, resort fees, etc.

What is the average cost of a winter rental in popular Florida destinations like The Villages, Naples, or Siesta Key?

According to Zillow, the average cost of a winter rental in The Villages is $2400, and in Naples it’s $5000. In Siesta Key, the average cost of a winter rental is $7000.

Location & Lifestyle

Which Florida coast (Gulf or Atlantic) is better for affordable winter rentals?

Florida’s Gulf Coast is the more affordable option for winter rentals.

What are some of the best small towns in Florida for snowbirds on a budget?

Titusville, Melbourne Beach, Ponce Inlet, and Sebring are just a few of the best small communities in the Sunshine State for snowbirds on a budget.

What are the pros and cons of renting in a 55+ community for the winter?

One pro is that you have a gathering of potential friends close by. Also, many of these communities offer access to a clubhouse and exercise facilities as well as provide regular lawn maintenance. One downside is that most of these communities have a lot of rules to remember. Plus, the advertised features and services often come with extra fees to cover the costs.

What are some popular activities and attractions for winter visitors in Florida?

The Jacksonville Zoo hosts a Zoo Lights event in December. The Naples National Art Fair in February showcases a variety of artwork. The Marie Selby Botanical Gardens in Sarasota is a big draw for visitors in the wintertime. Fort Myers has 18-hole golf courses open to golfing enthusiasts year-round.

Logistics & Planning

When is the best time to book a snowbird rental in Florida for the best rates and availability?

It’s best to book a snowbird rental at least six months ahead of time. Booking six months ahead of peak snowbird season (October through April) allows you a larger selection of housing options while rental rates are still relatively low.

What are the typical lease terms for snowbird rentals in Florida (e.g., monthly, 3-month, 6-month)?

Typically, snowbird rentals in Florida have monthly lease terms. But some owners offer discounted rates if you agree to lease for a longer period of time.

What documents do I need to provide when applying for a snowbird rental?

When applying for a rental, you need your identification (driver’s license), social security number, contact information, proof of income, and personal references.

How far in advance should I start my search for a snowbird rental?

It’s wise to start your search one year ahead of time to take advantage of the largest number of options.

Accommodation & Amenities

What are the essential amenities to look for in a snowbird rental in Florida?

Some of the essential amenities to look for include air conditioning, heating, fast Wi-Fi, cable/satellite, parking, a washer/dryer, and a kitchen stocked with appliances and dishes.

How can I find fully furnished snowbird rentals in Florida?

Including the keywords “fully furnished” in your online search is an easy way to find these types of rental properties.

What are the differences between renting a condo, a single-family home, or a villa for the winter?

A furnished condo with multiple amenities is an affordable option for social snowbirds who want neighbors nearby. A furnished single-family home may not have the same types of amenities as a condo, but it offers more privacy. Villas offer much more luxurious surroundings than a condo or a single-family home. But villas are the least affordable of the three housing options.

Are there communities specifically designed for snowbirds in Florida?

Yes, there are communities specifically designed to meet the expectations of snowbirds in Florida.

General Information

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What should I know about Florida's climate and weather during the winter months?

Florida has mild winters with very little rain. The high temperatures are between 60 and 70 degrees Fahrenheit, while the low temperatures sometimes fall to around 40 degrees.

What are the advantages of a winter rental in the Florida Panhandle versus South Florida?

The Florida Panhandle is more affordable than South Florida. Also, the beaches in the Panhandle are less crowded, and the atmosphere has more of a laid-back vibe than South Florida.

Finding & Booking

What are the most reliable websites and resources for finding winter rentals in Florida?

Vrbo, Florida Rental by Owners (FLARBO), and, of course, Florida Rentals are three reliable resources for locating winter rentals.

How can I avoid rental scams when looking for winter accommodation in Florida?

According to the FTC, you should be suspicious of a rental with extraordinary amenities that’s available at a very low rate. An owner who pushes you for a fast decision or asks for payment via a gift card or wire transfer is another red flag.

What are some tips for negotiating the price of a winter rental?

Research the rental rates of condos or homes in the surrounding area so you have an idea of what other property owners are charging. Express interest in renting for three months or more. The owner may agree to lower the rent in exchange for a long-term booking.

What are the cancellation policies for most winter rentals?

Generally, if you cancel less than 60 days before your scheduled arrival, you’re likely to lose your rental fee. Trip cancellation insurance can give you peace of mind if circumstances change.

Flexibility & Short-Term Stays

Can I find month-to-month rentals in Florida, or do I need to commit to a longer-term lease?

Month-to-month rentals and long-term leases are both available in Florida.

What are the pros and cons of a monthly rental versus a traditional annual lease in Florida?

One of the pros of monthly rentals in Florida is that you can try out different places before making a long-term commitment. Also, if you have to return home, you aren’t locked in a year-long lease. A downside of renting month-to-month is that someone else may book the property before you let the owner know you’d like to stay.

Are monthly rentals available in all parts of Florida, or are they more common in tourist areas?

Monthly rentals are available in all parts of Florida, but are especially common in tourist areas to accommodate people on different travel schedules.

How does the cost of a monthly rental compare to a weekly or nightly rental in Florida?

In many cases, going with a monthly rental is more affordable than shorter-term options.

For Different Needs

How can I find monthly rentals that are suitable for business travelers or digital nomads in Florida?

When looking for a monthly rental in Florida, include the keywords “business travelers” or “digital nomads” to narrow the search.

Are there monthly rentals available near major hospitals or medical centers in Florida?

Yes, there are monthly rentals located near medical facilities in Florida.

What are some options for temporary housing in Florida while relocating or searching for a permanent home?

Renting a condo on a month-to-month basis is one option if you need temporary housing. An Airbnb is another option when you’re in-between permanent addresses.

Can I find monthly rentals that include services like housekeeping or laundry?

You may be able to arrange for housekeeping or laundry services depending on the amenities offered by the property owner. Many monthly rentals in Florida include the use of a washer and dryer.