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Florida Snowbird Vacation Rentals

(3381 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.

Marco Island Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Relax with the whole family at this peaceful place to stay, near Tigertail Beach, or enjoy the perfect Florida weather on our spacious pool with pool house and barbecue.

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$165
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to Beachfront Blessing, the premier vacation rental company located in Panama City Beach, Florida. Our company specializes in providing luxury vacation rental in this beautiful area of Florida, known for its pristine white sand beaches, crystal clear waters, and endless recreational activities.Our...

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$195
avg per night
New
Pensacola House
Sleeps 7, 4 bedrooms, 1.5 bathrooms

Distance to beach: 20 miles to Pensacola Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Our rental property has been updated. Queen-size beds in the Master bedroom on the main floor and in the 2 bedrooms upstairs. A smaller bedroom on the main floor has a futon full bed size. Full bath on main floor and 1/2 bath upstairs. Kitchen has a large island, countertop stove, and double wall...

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$100
avg per night
Fort Myers Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

A beautiful, NON smoking, one bedroom/ one bath condo with fully equipped kitchen, 2 TVs, full washer & dryer, high speed WiFi. Second floor which gives you additional benefits and lots of privacy. The unit is located in Venetian Palms Luxury Condominiums. Outdoor activities include two tennis...

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Featured review

"Great location and nice apartment"

Great apartment. Owner very nice and easy to work with, and the apartment was very clean Enjoyed my stay here at her apartment. Loved that i was abke to have my dog with me. There are a lot of people...

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$128
avg per night
Punta Gorda Condo
Sleeps 4, 0 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to an oasis of comfort and luxury with 4th floor Birkdale open-concept condo at Heritage Landing with golf access. This exclusive two-bedroom, two-bathroom unit offers stunning views of a pristine nature preserve and a beautiful lake from the privacy of your own lanai. Entertaining guests is effortless...

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$129
avg per night

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New
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Enjoy a cozy home-away-from-home in this fully equipped villa near The Villages’ newest Eastport Town Square, offering restaurants, shops, and fun activities. Close to recreation centers and golf, this villa has everything you need for a relaxing and comfortable Florida getaway. Relax in the screened...

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$150
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your home at 20051 Sanibel View Circle, Unit 303, Fort Myers, Florida 33908, nestled within the beautiful Sanibel View Condominiums. This luxurious condo is now available offering a seamless, turnkey living experience. Also available for an annual lease. Upon entering this residence, you'll...

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$142
avg per night
Fort Myers Condo
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Beautiful Renovated spacious 2nd floor unit! The condo offers a 1 Queen size bed, 1 Queen size pullout sofa, and a well equipped kitchen. It offers cable tv, and super fast WIFI. Enjoy the evenings on the lanai watching the amazing Florida sunsets. The Residence has everything you need when it comes to...

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$184
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 6 miles to Bluebill Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated, fully furnished townhome in the heart of north Naples! 5 minutes from the popular Seed to Table grocery store/restaurant and other great restaurants close by. Less than 15 minutes from luxury shopping at Waterside Shops and other shopping centers. 10 minutes away from beautiful beaches. This...

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Featured review

"16270 Ravina Way"

This townhouse is awesome. Super clean. Well stocked kitchen as well as beach equipment. The owner is awesome to work with and very responsive. If you are looking for a great vacation stay or seasonal...

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$197
avg per night
New
Summerland Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

The Shores of Sugarloaf Luxury Waterfront Home with Gorgeous Pool, Tiki Bar and SunsetsWelcome to the Shores of Sugarloaf, the perfect Florida Keys Island Getaway. Check-in to this gorgeous coastal home and enjoy a lovely vacation on one of the Florida Keys most desirable keys-Sugarloaf. This house...

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$495
avg per night
Fort Myers Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Available January through April 30. 30 day minimum. Beautiful 3/2 condo on 5th floor with great views of the bay and canal. This condo was just renovated in May 2022 and the master was gutted to the studs to bring it up to date and make it an oasis. New paint, baseboards, and flooring, along with new...

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$170
avg per night
Siesta Key Studio
Sleeps 2, 0 bedrooms, 1 bathroom
5 reviews

Distance to beach: 0.3 miles to Siesta Key Beach access 10

Key Amenities

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

About this property

*Calendar month rentals only*May - November (7-month lease) - $2000 per month plus utilities December - $3900 per month plus utilities January, February, & March- $5900 per month plus utilities April - $4900 per month plus utilities50% deposit upon booking, balance 90 days before arrival. Check...

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Featured review

"Perfect peaceful pet friendly bungalow"

I recently had the pleasure of staying for three months in this cozy bungalow on Palm Island in the heart of Siesta Key. Nestled amidst lush vegetation and just a short walk from the beach and Siesta Key...

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$181
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Make great memories at this unique, family-friendly condo on the beach. Iconic Peck Plaza has outstanding panoramic views from every room. The complex offers lots of fun activities. Enjoy the billiards room, ping pong room, or fitness room. Relax at the pool or hot tub. Lower pool deck offers tennis/...

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$187
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

BRIGHT 2 BEDROOM, 2 BATHROOM CONDO ON THE GROUND FLOOR WITH WALKOUT PATIO. THE ENCLAVE AT NAPLES IS LOCATED 10 MINUTES FROM BEAUTIFUL DOWNTOWN NAPLES, 5TH AVENUE, WHITE SAND BEACHES, PLENTY OF SHOPPING, DINING, GOLFING, FISHING AND BOATING CLOSE BY. RESORT STYLE POOL AREA WITH GYM, BILLIARDS ROOM, RACQUETBALL,...

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$97
avg per night
Punta Gorda Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 31 miles to Boca Grande

Key Amenities

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

About this property

Escape the cold and enjoy Florida living in this beautifully furnished 2-bedroom, 2-bath villa with a bonus sleeper den—perfect for visiting guests or a home office. This spacious villa features a 2-car attached garage and a large screened lanai with a BBQ grill and comfortable outdoor seating—ideal...

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$130
avg per night
New
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Close to Southwest Florida's award winning beaches, abundant shopping, and diverse dining options you'll find a quiet little enclave of 72 homes in a peaceful, gated community called Colonial Pointe. Within the community this spacious vacation rental...

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$293
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Beach Front Condo on Fort Myers Beach is managed by property owner Linda Dawson who is easy to reach by phone should you need any assistance during your stay.Location, Location, Location! Welcome to our BEACH condo home located at the popular Leonardo Arms Condominiums! Our Condo has TRUE beach access....

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Featured review

"Wonderful place. We will definitely be back"

We had a fabulous month at Leonardo Arms. The pool is huge and heated, the beach right in front of pool, the palm trees swaying, and everyone is so friendly. The king size bed might have been the best...

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$242
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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$125
avg per night
Panama City Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • WiFi

About this property

Luxurious villa blends sophisticated design with laid‑back elegance. Envision sweeping panoramic views greeting the sunrise, while pristine landscaped gardens and lush greenery offer total privacy and serenity!

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Featured review

"Moments"

So many memorable moments created in this villa! Im so happy with the rent and owner is really kind.

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$150
avg per night
New
Fort Myers Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This is a 2 bedroom and 2 bathroom (full) condo. We are on the ground level with your own covered parking space. You have a beautiful lanai to enjoy your morning coffee or a glass of wine in the evening. This is a quite peaceful area. There is a swimming pool, jacuzzi and a BBQ pit for your pleasure.

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New
Fort Lauderdale House
Sleeps 9, 4 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Lauderdale-by-the-Sea

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Ultimate Fort Lauderdale Getaway:

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New
Delray Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Exquisite In-Season Rental complete Update 2012 | 3-bedroom home on intracoastal located in the guard-gated community of Pelican Harbor. Enjoy an open layout w/ marble flooring, an updated kitchen & baths, ground-floor master suite, & fenced yard w/ a beautiful courtyard lanai w/ automatic shades...

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$467
avg per night
New
Key Largo House
Sleeps 12, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Oceanfront Paradise in Key Largo’s 55+ Adult CommunityWelcome to your Key Largo escape — a 4-bedroom, 3-bath oceanfront home with an oceanfront outdoor shower, located in the exclusive gated community of Silver Shores. Perfectly designed for extended families, snowbirds, or guests seeking...

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$317
avg per night
New
Daytona Beach House
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 1 miles to Daytona Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This house occupies the entire second floor, accessible by 16 steps.Relax on the back deck and enjoy the sights of boaters and wildlife. You can also launch your own boat, kayak, or canoe right from the backyard. If you're a biker, park your trailer in the yard and hit the road with ease.Step...

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New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Escape to paradise at Endless Summer . A perfect retreat in the heart of Naples Florida . The unit is a first floor accessible condo in the vibrant Falling Waters community . This beautiful gated community offers resort style heated saltwater pool . The pool is one of the largest in the area with water...

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New
Nokomis House
Sleeps 3, 1 bedroom, 1 bathroom

About this property

Our property is close to the beach and walking distance to 5 restaurants. We are less than two miles from the comas.Beach! We have you covered on beach equipment.We supply wagons, chairs, towels and umbrella. The legacy trail is only across the street.Through the park. We offer a relaxing backyard equipped...

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$171
avg per night
New
Pompano Beach Apartment
Sleeps 5, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal Winter/ Snowbird 1BR condo rental on Ocean Blvd in Pompano Beach/ Lauderdale by the Sea, Florida (sleeps 5) Fully furnished with natural light, all utilities and parking included, work from home ready - steps to the beach & tennis club nearby!Welcome to your private coastal escape! A...

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$137
avg per night
Key West Cottage
Sleeps 3, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

A beautiful historic cottage, in the complex of Sirena Blue=Blue Mermaid, located in a great area of old town Key West, within walking distance of Duval St. and beaches, available to rent for short term. Recently fully remodeled May of 2023. High end furnishings. 2 bedrooms or an office and bedroom,...

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Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples Pier, Miramar beach,

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Waterfront Home overlooking SPECTACULAR bay views in Royal Harbor, near Fifth Avenue South.The enchanting Naples waterfront lifestyle can be fully experienced in this upscale residence. This home is located on Naples Bay, it features 3 bedrooms with plenty of space for the entire family. Large...

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Fort Myers Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Escape to Sunny Paradise: Luxurious Penthouse Condo at Fort Myers Beach!Are you ready to trade snowflakes for sunrays? Welcome to your dream winter escape on Fort Myers Beach! This stunning, newly remodeled penthouse condo is your ticket to a luxurious and warm winter.Why You'll Love It:Spacious...

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Punta Gorda House
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 4 miles to port charlotte

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

HE HOUSE 2800 sq. foot 2 car garage When you enter the house you will appreciate the sophisticated modern decor and attention to detail, making you feel right at home. The living room, dining room and kitchen have an open floor plan and fully updated. The kitchen has granite counter tops and stainless...

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Featured review

"Amazing Holiday Villa"

Brian and Denise were the perfect hosts, they meet us on arrival and gave us a wee tour of the house showing us how the equipment worked and familiarised us with the villa. This is a spacious well equipped...

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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.