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Florida Snowbird Vacation Rentals

(3364 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.

Islamorada House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Mile Marker 74 – Bayfront – Beachfront – Handicap Assessable – Dockage for 30′ boatThis amazing beachfront home is a must see! Located on one of the few white sand beaches in the Florida Keys, Gulfview is a private home located on Lower Matecumbe Key in Islamorada in...

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$433
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Less than 200 feet and you are standing on the sugar white beach at the edge of the turquoise blue water of the Gulf of Mexico. Whether you're walking, running or biking along the 5 mile paved trail, direcly in front of Majestic Sun, or just sitting on the balcony watching the dolphins at play in...

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Featured review

"Great place with Best view."

The pictures don't do it justice. Place is great and so is the host. Very accommodating. Would highly recommend.

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$233
avg per night
Naples Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to Naples, Florida — recently ranked the #1 Best Place to Live in the U.S. (U.S. News & World Report)! Enjoy your winter in a newly purchased, fully renovated first-floor condo with all-new warm, seashore-inspired beach décor. This retreat is fully stocked with name-brand appliances,...

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$127
avg per night
The Villages House
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your perfect lakeside getaway! This beautifully decorated 3-bedroom, 2-bathroom home offers a serene lakeview, just a short distance from the vibrant Brownwood Paddock Square, where you’ll find an array of shops, restaurants, and entertainment options. Convenience is key with a Publix...

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$156
avg per night
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Upham Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Relax with the whole family or friends at your own tropical retreat! This home boasts a sparkling pool & spa, fenced pet-friendly yard, and home office/gym with pool view. Quiet, family-friendly street close to shops, dining, movies & award-winning beaches, everything you need for your perfect...

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Featured review

"Nice house, amazing garden, great location"

We really enjoyed our stay at Izabela and Deni's house. It had all the amenities we needed and so much more (a heated swimming pool and jacuzzi, table football and various sports equipment). The house was...

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$154
avg per night

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Kissimmee Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 2 miles to Fun Spot America Theme Parks

Key Amenities

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

About this property

Your family will be close to everything when you stay at this centrally-located place.This property it is fully renovated; first-floor unit with a laminate floor, high ceiling in the living room, open floor plan. The kitchen and bathrooms have been upgraded. The whole community was recently replumbed.Nice...

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Featured review

"Great Vacation Home"

We found the townhouse to be nicely decorated with cute little touches, updated, very clean and equipped with all the necessities for a fabulous experience. It's a very safe, quiet, peaceful location,...

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$113
avg per night
Punta Gorda House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Perched gracefully on the southernmost corner of the top floor, this turnkey furnished penthouse residence at Grand Isle Towers offers an unparalleled vantage point overlooking the marina channel entrance, Charlotte Harbor, and the South Marina Basin. With nearly 2,500 sq ft under air, every detail of...

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$250
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 3 miles to Bunche Beach

Key Amenities

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

About this property

Come and enjoy our newly renovated 2 bedroom 2 bath condo. This condo is located on the second hole and has spectacular water and golf course views. This third floor two king bed unit with brand new kitchen, living room and bathrooms. Kelly Green's amenities include tennis courts, pool, hot tub,...

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Featured review

"Amazing stay!"

We had an incredible stay in Fort Myers. The condo was beautiful and clean and the amenities were perfect! we can’t wait to come back!

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$99
avg per night
Cortez Cottage
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Wake to sparkling views of Sarasota Bay from both the front and back view of this cozy light filled 2 bedroom, 1 bath vacation cottage fully furnished retreat has everything you need for a relaxing stay. Outside, gather around the firepit facing the bay-the perfect spot to enjoy sunsets, or a glass of...

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Featured review

"awesome stay"

Vicky and her family went out their way to accoadate us. We loved the house and the neighborhood. The sunsets are amazing.

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$251
avg per night
New
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Location! Location! Location! This beachfront 9th floor condominium in Majestic Tower I is perfect for your beach getaway. Majestic Beach Resort is located in the true heart of Panama City Beach. It is within walking distance to many popular restaurants and attractions, including Dee's Hangout, Barefoot...

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$189
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
15 reviews

Distance to beach: 9 miles to Englewood Beach, Manasota Key Beach

Key Amenities

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

About this property

SPECIAL!!! JUNE- SEPT. 2 -3 PEOPLE $165 a night. Welcome to the Villa Frankonia! Located in the White Marsh section of Rotonda. Here you will feel comfortable, and at home, the minute you walk thru the door. A true Florida decorated home. Our spotless clean ( number one priority with me) very comfortable,...

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Featured review

"Perfection"

From the moment we walked into the house I felt relaxed and peaceful. This home was the best I've ever vacationed in. Home...that word describes it. Such a pretty home and everything you needed for your...

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$205
avg per night
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool

About this property

This amazing Beach View, Oceanfront two-bedroom condominium is located in a quiet paradise called Ponce Inlet Florida, just south of Daytona Beach and north of New Smyrna Beach. Enjoy your morning coffee on the wrap around balcony watching the Pelicans flying over the water together or Dolphins coming...

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$113
avg per night
Lake Wales House
Sleeps 2, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Lake Ashton's amenities include a 26,000 square-foot clubhouse and a 30,000 square-foot health and fitness center. The clubhouse features an assortment of amenities that include an exercise center, sauna, dining and lounge facilities, game room, woodworking shop, card room, arts and crafts room,...

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Featured review

"Wonderful Community"

A lovely home in a Senior Community! Everything was as stated in ad. The use of the golf cart made the stay enjoyable as all the community activities were so close. Joe is very easy to work with & we would...

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$65
avg per night
Little Torch Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Meet your perfect vacation getaway, Maracaibo Manor! Located on Little Torch Key in the highly desirable Jolly Roger Estates neighborhood, with excellent deep water access for boating, diving, fishing and snorkeling at the famous Looe Key Reef.This roomy home has two bedrooms and two bathrooms upstairs,...

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$340
avg per night
Englewood East House
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Manasota Key

Key Amenities

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

About this property

​Experience the luxuries of a new build (in 2022) with no mold or musty smells. Decorated and furnished with a coastal theme and up-to-date styles, this brand-new home is a tranquil escape from the busy world. The exquisite outdoor living space includes a covered lanai, a sunning patio with...

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$220
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to Camelot Point – your private tropical oasis in sunny Cape Coral! This stunning 3-bedroom, 2-bathroom vacation home delivers the ultimate Southwest Florida getaway with a spacious heated pool and relaxing hot tub in a screened lanai and a fully fenced backyard bordered by lush palm tress...

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Featured review

"Just like coming home!!"

This home is your home!! All the amenities you could ever need to make your stay the most welcoming!!! The home is beautifully appointed, the area is second to none with Fanthoms and Rumrunners a short...

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$176
avg per night
Jensen Beach Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Looking for that beach life without being cramped in a tiny condo? Stay in our well-appointed townhome featuring- 3 bedrooms, 3 recently remodeled bathrooms, multiple smart TVs, and a great kitchen/dining room area. Our home is equipped with an elevator for easy access to all 3 levels of the home.Bedroom...

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$250
avg per night
Longboat Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly
  • Private pool

About this property

NEW LISTING! Welcome to Bay Dream Believer, your luxurious bayfront escape on beautiful Longboat Key! This bright and beautifully upgraded condo offers breathtaking views of Sarasota Bay through massive picture windows and an enclosed patio that lets you soak in the scenery year-round. Located just across...

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$263
avg per night
Redington Shores Apartment
Sleeps 5, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Redington Shores, Florida · 2BR · 1 bath * Sleeps 5 Welcome to Carousel Suites—your beachside sanctuary in the heart of Redington Shores! Tucked just steps from the powder-soft Gulf shoreline, this bright and breezy 2-bedroom condo is your ticket to laid-back coastal living. Wake...

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Featured review

"Great"

Loved the place!! Great location, lots of space! Right across from beach and restaurants! Clean! Had chairs for us to use in beach!

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$285
avg per night
Fort Myers Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Fabulous newly renovated end unit condo featuring 3 Bedrooms, 2 Bathrooms, and a full view of the marina from an enclosed lanai. Condo is equipped with a king bed, queen bed, and 2 twins, so there is no need for your guests to sleep on a sofa! Condo has new flat screen tv's (living room and master...

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Featured review

"Beautiful!"

This unit and the property are beautiful! Everything went smoothly during our stay. The property was clean and well maintained. We will definitely consider returning to this complex and specifically this...

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$171
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

April Special! $3000/month or $950/week! Beautiful western exposure villa with large electric heated pool and a new handrail for pool steps, solar blanket included. Also surrounded by palms for your privacy! Spacious lanai area with outdoor furniture with two ceiling fans on lanai, plus LP gas grill...

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Featured review

"Very"

We have rented several properties in Cape Coral/Fort Meyers area over the years, This home was my favorite. Great location, well stocked kitchen, very clean and beds were amazingly comfortable for our 2...

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$141
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to South Venice Private beach with ferry

Key Amenities

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

About this property

Want that perfect Florida escape? Family friendly? You’ve found it. Quiet street, well appointed home and your very own private pool — all just minutes from gorgeous Gulf beaches. Highlights (a quick skim for an easy read!)Private heated swimming pool with evening LED lightsScreen...

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Featured review

"Wonderful stay at this house."

Great vacation at this house. Clean and all the necessary items and supplies were in the house. Thanks very much!

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$227
avg per night
Islamorada House
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 5 miles to Founders Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Half Duplex HomeAre you seeking a beautiful hideaway close to all the amenities? This delightful 1 bedroom half duplex vacation home has deep water dockage for your boat in the back yard with the view of a beautiful lagoon. This lagoon has schools of tarpon to test your angling skills, and manatees...

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Featured review

"Perfect spot."

My wife and I stayed at this 1 bedroom 1bath duplex on the water. It was perfect for the 2 of us. Clean. Owner was very attentive.

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$87
avg per night
New
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

***This property comes with 2 FREE beach loungers & umbrella (March-October)!***Location, Location, Location! This beautiful, third floor updated condominium at Grand Panama Resort is perfect for your beach getaway. Grand Panama located in the true heart of Panama City Beach and is within walking...

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$179
avg per night
Siesta Key House
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.4 miles to Siesta Key Beach

Key Amenities

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

About this property

Location, location, location!! New pool and spa just completed! Waterfall edge from spa to pool and deck jets. New landscaping with additional seating areas near pool and canal. Also, lots of green space to enjoy too!Canal home in heart of the Siesta Key Village, no need for a car! Steps away...

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Featured review

"Excellent"

The house was extremely clean and nothing was missing. Loved my stay from beginning to end. Melissa checked in a few times to make sure I was happy. I would stay at this home again. It has raised my bar...

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$723
avg per night
Indian Rocks Beach Cottage
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

LOCATION, LOCATION, LOCATION!!!This One-of-a-Kind Property is located on the Gulf Beach Side of Gulf Blvd. in the heart of Indian Rocks Beach. The property has two side-by-side cottages, this profile is for "Cottage A". Description and availability for " Cottage B" can be found...

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Featured review

"it was a great stay ."

Had fun great weather ill do it again . place was spectular .the gulf was beautiful . resaustrants had great food

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$121
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Edgewater Beach Resort Condo PCB Beautiful condo in the exclusive Edgewater beach resort. 110acre paradise - the only true resort in PCB. Largest lagoon pool on the beach. 11 pools total, 4 hot tubs, tennis, golf, pickleball, basketball, shuffleboard, Never have to leave. Edgewater mall acrooss...

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Featured review

"Needed vacation PCB"

I really did not know just how much I needed this vacation until I got here. WOW!! What a beautiful condo and you've taken the initiative to have beautiful and comfortable furniture that's really high...

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$287
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

AVAILABLE from April 1st 2026 !!! Minimum 1 month rent. Great location !!! Clean and neat first floor 2 bedrooms, plus den, 2 full baths unit in Coach Home. No stairs. Beautifully remodeled. Plank tile, freshly painted, new stainless steel appliances, new kitchen quartz countertop, recess lights,...

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Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Naples 2BR + Den | Lake View | Pool | Pickleball | Workspace | Near BeachBeautiful, newly built 2BR + den home in a prime Naples location with lake views, private lanai, and resort-style amenities. Ideal for seasonal stays, snowbirds, and remote work.Monthly rates range from $3,800 to $7,900 depending...

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Featured review

"Definitely coming back"

We had a wonderful stay at Sleep, Swim, Smash (Pickleball) – Arboretum 2BR/2BA Getaway in Naples. The condo was clean, comfortable, and thoughtfully set up with everything we needed for a relaxing and...

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$130
avg per night
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Rent a top notch condo while paying a fair price, get personal owner attention. Tony and Elizabeth Hobbs have earned over 300 5-STAR REVIEWS across multiple platforms, 1 4-STAR REVIEW and none lower. That speaks volumes. You can also view this listing and our other 3 condos, as well as tons of 5-Star...

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$385
avg per night
Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to beautiful Cape San Blas FL, located along Florida's Forgotten Coast in the Florida Panhandle--50 miles SE of Panama City Port St. Joe and St. George Island and Apalachicola.Cape Casa is a light-filled end unit, located directly on a freshwater fishing pond (can fish or feed the turtles...

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$276
avg per night
Punta Gorda Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A True Gem at Heritage Landing - Luxurious 2nd Floor Veranda Experience the epitome of Florida living in this stunning 2-bedroom + den, 2-bath veranda, complete with a social membership. This spacious home seamlessly blends elegance with comfort, offering an unparalleled lifestyle in one of the most...

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Featured review

"A wonderful, beautifully decorated condo At Heritage Landing."

A wonderful, beautifully decorated condo at Heritage Landing. We enjoyed all of the amenities and loved our stay!

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$108
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to Commodore 208, a 2 bedroom, 2 bath unit directly overlooking the sugar white sands and emerald waters of the Gulf of Mexico. The unit is a coveted low floor with a gulf facing primary bedroom offering fantastic views, sounds of the ocean and easy access to the beach. The unit has many updates...

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Featured review

"Snowbird"

I actually stayed in this unit from January 25 to March 20 this year and enjoyed it very much! I tried to book again for next year but it was already booked for some of the time the room was nice and clean...

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...

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Featured review

"Wonderful condo"

This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....

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$479
avg per night
Port St. Joe House
Sleeps 8, 4 bedrooms, 2 bathrooms

Distance to beach: 0.4 miles to St Joe Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

STYLISH NEW HOME IN GOLF CART FRIENDLY, COASTAL COMMUNITY OF WINDMARK!4 Bedrooms - King, two Queens, and Bunk room, 2 Full Baths.Comfort and Style are infused in every corner of this immaculate new home. Each bedroom has been well thought out for function, beauty and form. The spacious open concept...

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$385
avg per night
Last Minute Deal
Orlando House
Sleeps 10, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Reunion Resort -Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. This home will provide you and your family with...

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Featured review

"Orlando family trip 2024"

Very nice home. No issues, lots of room to spread out and three master bedrooms was nice for our family. Took a while to figure out light switche's and locks bit not a big deal.

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$275
avg per night
Fort Myers Beach House
Sleeps 9, 3 bedrooms, 2 bathrooms

Distance to beach: 600 yards to Fort Myers Beach

Key Amenities

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

About this property

1 story home on Fort Myers Beach with 3 bedrooms and 2 baths. This fantastic house features 1 king bed, 2 queen beds, bunk beds, perfect for family or group of friends. With amenities like Wi-Fi, AC, beach towels with chairs, kitchen essentials, outside grill, and washer and dryer, your stay will be...

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$308
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Fort Myers

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Modern two bed, two bath condo in a private, and gated community. This property features many amenities, including a spacious community pool, fully equipped fitness center, picnic area with grills, a clubhouse that hosts endless activities, and walking path surrounding a private lake. Close to everything...

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$70
avg per night
Santa Rosa Beach House
Sleeps 12, 5 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

Our Florida Beach house has been in the family over 40 years, with extensive renovations and expansions it can now be your family compound for a summer week. We also rent the main house to snow birds on a monthly basis in the winter. The main house has a central living area with dinning space and...

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Featured review

"Great Place for Adults and Children"

My family has stayed here every summer for the last eight years including my parents and five grandchildren. The pool is a favorite game spot for the kids and a favorite floating spot for adults with easy...

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$334
avg per night
Clearwater Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

POOL IS CURRENTLY CLOSED DUE TO HURRICANE HELENE and MILTON... Will open late December 2025Come live the beach life! Offering the best of all worlds, 450 West offers PRIVATE, WATERFRONT, RESORT STYLE LIVING, yet is mere steps from the soft sand, amazing restaurants, shops, marina, and all the action...

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$352
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

Your private Siesta Beach escape! Walk or bike to sand, unwind in the heated saltwater pool or Sauna and bring your furry friends along!Key Differentiators & AmenitiesSought-after Siesta Key Family & Pet friendly location—easy access to the beach, village, shops, restaurants, coffee...

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Featured review

"Paradise"

The home on Siesta Key is totally amazing in every aspect. The completely updated modern architecture combined with the lush tropical landscape make this an excellent choice to relax and experience...

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$524
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Great News-- AVAILABILITY for SPRING/ SUMMER/ FALL 2026 - for a 2Bed/ 2Bath- Direct Ocean/Beachfront -Top Penthouse Floor - Beautifully remodeled!We own 2 PENTHOUSE TOP-FLOOR BEACHFRONT CONDO UNITS - both are 2 Bed/2 Bath- SAME FLOOR PLAN, beautifully furnished! We have included pictures...

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$177
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

Welcome to Cheerful Oasis – Your Bay-to-Beach Escape!Discover the ultimate island retreat at Cheerful Oasis, a delightful 2-bedroom, 2-bathroom condo perfectly situated for your next getaway. Nestled just off the walking trail to the Marina, Bridge Street, and Bradenton Beach, this serene haven...

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$284
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
55 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Fantastic one bedroom get-a-way! Tastefully decorated with all the comforts of home such as a Well Appointed Kitchen, Smart TV, and High Speed WiFi to not only make your vacation a comfortable one, but a memorable one as well. Everything you need in this elegant retreat! Don't delay! Reserve your...

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$186
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Florida Keys Vacation Rentals – Nestled on a pristine canal-front lot, situated in Little Torch Key, this well-appointed home offers all the amenities you will need to enjoy the casual lifestyle of the Lower Keys. The lovely back yard area has a gas BBQ grill, a dining table with seating for six,...

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$224
avg per night
New
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This beautiful condo in Punta Gorda is the perfect getaway for golf enthusiasts and anyone looking to relax in sunny southwest Florida. This condo overlooks the 11th hole. With its prime location, modern amenities, and outdoor features, it offers an unforgettable vacation experience.Step into comfort...

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$149
avg per night
Daytona Beach House
Sleeps 6, 3 bedrooms, 4 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Panoramic Ocean Views/All Major Rooms.All New/3 Bedroom 4 Bath, 2700 Square Feet, Private Home just completed. Only a few steps down our Private Beach leads to a Key West Style Raw Bar and Restaurant on the sand.15 Minutes South down A1A along the coast to Daytona where you can drive and park...

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Featured review

"Amazing home!"

We stayed at this beautiful Flagler beach home from Cleanest home I have ever stayed in!! Lenny was an absolute gentleman to deal with. It had a ton of space for our three boys to “get away from each...

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$257
avg per night
Marco Island House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gulfview 214 Summary:Summary: Welcome to Gulfview 214, your perfect family getaway on beautiful Marco Island! This stunning apartment boasts breathtaking Gulf views and direct beach access, ensuring unforgettable days filled with sun, sand, and Gulf. Enjoy a fully equipped kitchen, comfortable living...

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$299
avg per night
Indian Rocks Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Luxurious Penthouse unit at The Gables, Indian Rocks Beach with Gulf views and cathedral ceilings. Our unit has been recently fully renovated. The building is undergoing a full renovation which should be completed in the summer of 2026 for you to enjoy. Our unit is on the third floor on the south corner....

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Palm Coast Condo
Sleeps 8, 3 bedrooms, 2.5 bathrooms
17 reviews

Key Amenities

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

About this property

Ocean Front paradise. Enjoy warm sunny days and moonlit peaceful nights in beautiful Palm Coast Florida. Completely FURNISHED 3 BR, 2 1/2 Bath beauty located in Surf Club III with all the amenities of a resort. Fully equipped gourmet kitchen. Dog friendly community. Convenient first floor unit puts...

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Featured review

"best place in my 65 years that I have ever stayed at"

stayed here 2 years ago dec and jan. sadly we could not come back last year due to health reasons. came back this dec. realized how Wonderfull this location is .immediatly booked next year dec and jan....

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$137
avg per night
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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.