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Florida Snowbird Vacation Rentals

(3386 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.

Orlando House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...

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$197
avg per night
Islamorada House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Lower Matecumbe waterfront home, pet friendly for 1 dog. New concrete saltwater pool (heated/cooled) in 2022. New 20,000 Lb boat lift in 2022. New paint inside and out 2022. New furnishings in 2022. White Marlin Beach access and quick boat ride to Channel 2 or 5 bridge or to Robbies Marina. Plenty of...

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Featured review

"The Florida Keys at its Best!"

We stayed here in the “Honu Hale” house in August 2024 during the Florida Lobster Season. The property is ideally laid out & set up for boaters, divers & fisherman. There’s plenty of dockage and a...

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$250
avg per night
Miramar Beach House
Sleeps 16, 6 bedrooms, 6 bathrooms

Distance to beach: 0.4 miles to Emerald Waters Private Access

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

** The rates shown in the rate table below DO NOT include taxes and fees. These are the base rates for daily and weekly rentals. To get a complete price quote, please email us or give us a call! **Welcome to "Take Me Away!"Large Private Pool, Secluded Gated Community! Easy Walk to Private...

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$547
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your Laketown Wharf retreat in the heart of Panama City Beach! This stylish condo offers a comfortable and functional layout, perfect for families, couples, or groups looking to enjoy the beach, pools, and all the fun right outside your door.️ The Space→ Spacious Living Room...

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$113
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Our house has a renovated kitchen with newer appliances including washer and dryer in the laundry area. The two bathrooms are also renovated. Our "American Dream" is decorated and prepared to make it feel as homely as possible.Bedroom 1 has a King bed which means that 3 can fit. In bedroom...

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Featured review

"Great stay!"

Our first time staying in Airbnb. Was very skeptical but because our friends stayed in this area, we decided to give it a try. Clean house! Large living room! Everything needed for dining is clean and...

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$250
avg per night

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Key West Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This charming one bedroom cottage has everything you need. Full kitchen and living area to relax in. Outdoor backyard patio with gas grill. It is an easy walk to shopping and dining. If you have a car, this property offers a private parking space for your convenience. Please note this is a monthly...

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$133
avg per night
St. Petersburg House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Enjoythis fully renovated place in St Petersburg. This house is very close to the beaches, Skyway bridge, St Pete Downtown, Malls. In case you want to have your morning coffee just walking by the water, you are also very close to St. Pete Pier. if you just need to stay home and rest, you can stay at home...

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$120
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

DEC, JAN, FEB, MAR 2026 NOW available! Off-season weekly rates available upon request. ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,000 (rent, tax, cleaning, utilities, cable/WIFI, pool heat, damage waiver all included). Naples FL vacation rental.PRIVATE HEATED POOL –...

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Featured review

"Very comfortable pet friendly home with an awesome pool!"

Our first visit to Naples was enjoyed so much because of this wonderful home in a quiet neighborhood. The location allowed for short trips to a couple of beaches, and to many nice restaurants and shopping...

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$233
avg per night
Nokomis Townhome
Sleeps 5, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 2 miles to Nokomis Beach

Key Amenities

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

About this property

Brand new luxury Townhouse available for annual or short term rental furnished or unfurnished. This is a 3 bedroom 2,5 bathroom unit with lake view, one car garage and a private driveway. All bedrooms on the second floor are carpeted and have access to the laundry closet. The living are and the kitchen...

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Featured review

"Beautiful home in upscale community"

We stayed in this home for 3 months this past winter. It is a very roomy house with a nice screened lanai and large garage. We used the pickleball courts and pool almost everyday when we were not biking...

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$187
avg per night
Navarre House
Sleeps 16, 5 bedrooms, 3 bathrooms

Distance to beach: 4 miles to Navarre Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Remodeled home from top to bottom with new stainless steel appliances. Large backyard with pergolas, BBQ, and firepit. The game room has an arcade with 5,000 games. There is a dart board, 3-in-1 game table: foosball, air hockey, and billiard, and basketball game for two players. The house is located in...

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$231
avg per night
Marathon House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Flamingo Island Paradise!Step into this updated spacious home and enjoy! Tasteful, fresh decor matched perfectly for this relaxation paradise. 2 Master suites with ensuite bathrooms and comfy King Beds. There is a pullout twin in the living area for an extra guest. Updated well stocked...

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Featured review

"Quiet and relaxing"

This is a great location for two couples exploring what the Florida Keys has to offer. We did not have a boat or plan to fish so the residence could’ve accommodated both of those things. We did use the...

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$343
avg per night
New
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

* SEASONAL RATE: $5,000 / MONTH. ACCEPTING BOOKINGS FOR 2026 SEASON * 3-BEDROOMS, 2.5 BATH, 2-CAR GARAGE * ELEGANTLY FURNISHED * TV IN ALL ROOMS * WI-FI INTERNET * WET BAR WITH WINE COOLER * AIR-CONDITIONED FLORIDA ROOM * HEATED COMMUNITY POOL * CENTRALLY LOCATE- CLOSE TO DOWNTOWN, PARKS, FISHERMA'S...

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$167
avg per night
Englewood House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

Luxury Penthouse Condo with Breathtaking Water Views – 8581 Amberjack Circle #301, Placida (Near Boca Grande) Indulge in coastal luxury at its finest in this turnkey furnished 4-bedroom, 3-bath penthouse condo at the Hammocks of Cape Haze, located in Placida, just minutes from the world-renowned...

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$206
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Barefoot or Bonita beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our home had suddenly become available for season 2026. Well equipped and convenient town house just a few steps from the communal pool. Our second home is very special to us. We love the golf and lake view and also the privacy. In Spanish Wells you are conveniently located for everything with all amenities...

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Featured review

"A 5 star in all aspects!!"

This fully equipped coach house that is located right across the street from the neighborhood pool and very close to the golf course provided perfect accommodations for our wonderful trip to Bonita. We...

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$195
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Breathtaking views from this 15th floor direct oceanfront condo at The Sherwin! Enjoy waking up to views of the ocean from one of the 2 oceanfront bedrooms with attached baths plus an additional 3rd bedroom with attached bath. Enjoy meals or cocktails on the wrap around balcony that provides direct ocean...

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Featured review

"Wonderful Stay"

My husband and I rented for 2 months in this lovely condo overlooking the ocean with views of the Halifax River from the expansive balcony. The condo went beyond our expectations-so well equipped with everything...

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$200
avg per night
Cudjoe Key House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This 3 bedroom 2 bath home is located on Cudjoe with easy access out to the open water. Bring your boat up to 26`and take out the kayaks provided at this home. There is ample room for outside activities, a BBQ grill and downstairs bait/beverage refrigerator.The master bedroom has a king bed and there...

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$268
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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$187
avg per night
Sarasota Apartment
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

Key Amenities

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

About this property

Newly renovated 2br/1ba, 980 sqft, 2nd floor condo in the Sienna Park, Sarasota, Fl.

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Featured review

"Siesta Key"

Wonderful location right close to the beach. Lovely and well stocked with whatever you need. Tami was great!

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$147
avg per night
Orlando House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...

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$180
avg per night
Key West House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to the Tropical Bay View of the Lower Florida Keys! Nestled in a laid-back peaceful setting with open water views and breathtaking sunsets, this charming Florida Key house offers the perfect escape from the hustle and bustle of everyday life.Situated on a quiet, low-traffic dead-end street...

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Featured review

"This property is absolutely perfect for peaceful stargazing evenings from a deck with open water views."

We were looking for an amazing property located close to Key West but where we could also enjoy peaceful stargazing evenings, cooking at home, waterfront views, kayaking on flat water, a refreshing pool,...

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Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Private

Key Amenities

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

About this property

** We received a recent cancellation for this upcoming season- Jan 1 into April 2025** Changes in Latitude is a 2 bedroom, Gulf front, ground level condo with a beautifully remodeled master suite. The complex offers a large heated pool, beautifully landscaped grounds, covered parking, boat slips...

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$379
avg per night
Longboat Key House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

ISLAND PARADISE ON LONGBOAT KEY. This 3 bedroom, 3 bath home sits just 300 feet of the sugary white sands on Beer Can Island, located on Longboat Key. Walk down to the beach, or hang out on the lanai, playing ping pong or use the semi private pool located with an entrance located just steps from the back...

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$500
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.0 miles to Your Backyard

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

"Right Side of the Road" Oceanfront condo. No road between your lanai and the beautiful sandy beach on North Hutchinson Island in your newly updated Ocean Harbour South 2 bedroom/2 bathroom condominium. Private beach access via the adjacent pool area.Enjoy the sunrise watching the waves...

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Featured review

"Amazing stay!"

We had such a great stay at this beach condo! I stayed with my husband and our two children, and it was perfect for our family. The condo was very clean, well-stocked, and had everything we needed to feel...

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$147
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Sanibel Island

Key Amenities

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

About this property

Property Overview - Another piece of paradise in sought after Punta Rassa. Open concept recently remodeled kitchen, granite counters and back splashes, cherry wood cabinets, roll out shelves, coffered ceiling with recessed lighting, crown molding, newer appliances. Raised panel doors, all windows have...

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$241
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Ft Myers

Key Amenities

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

About this property

SNOWBIRDS WELCOME! COME THIS WINTER 2026 only $130.00 per NIGHT all in except for 2 fees. Find some better rate? Make me an off on the season I am really nice and just looking for a neat couples to enjoy our place.Experience luxury living in Fort Myers. Lots of fun things to do here! Available...

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Featured review

"Great Place to Stay wqith your family"

Stayed with my family in this conveniently located condo. Very roomy and so glad there was 3 bedrooms. This complex had everything we were looking for : Great pools , fitness center and plenty of restaurants...

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$110
avg per night
Delray Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Right downtown Delray Beach there is a Tropical Paradise, The Garden of Eden, peaceful and quiet, but only steps to Atlantic Ave, main street. This is where everyone wants to be. Total new restoration, light, bright and clean. Everything new. 2 br 2 bath. sleeps 4 with split bedrooms. Outside patio deck...

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Featured review

"Great Getaway!"

This is the perfect location to relax in a nice, quiet neighborhood that is within walking distance of Downtown Delray. It's filled with lots of restaurants, shopping and nightly entertainment. Everything...

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$176
avg per night
Englewood Estate
Sleeps 8, 3 bedrooms, 2.5 bathrooms
24 reviews

Distance to beach: 1 miles to Manasota Key Beach

Key Amenities

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

About this property

This stunning recently remodeled 2,400 square foot home is located in beautiful North Englewood, (2 blocks from Venice) Florida. With multiple beaches so close, it's only a quick drive to get to some world class beaches including Manasota Key Beach, Casey Key, Venice Beach and 30 minutes to Siesta...

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Featured review

"Great Experience!"

This home fit our needs perfectly. It was extremely clean and well organized. We loved the layout and functionality of the home. We enjoyed the pool area and spent quite a bit of time out back. Access to...

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$350
avg per night
Big Pine Key House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bahia Honda

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Our spacious custom built 2 bedroom and 2 bathroom newly renovated home awaits you. Located in the heart of the National Key Deer Wildlife Refuge. On the water with direct access to the Gulf of Mexico or to the Atlantic Ocean. Concrete Seawall with step down easy boat and kayak access. Fish Cleaning...

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$173
avg per night
New
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover the perfect seasonal escape in this beautifully appointed 2-bedroom, 2-bath home with a 2-car garage, offered turnkey furnished for your comfort and convenience. Located in one of Punta Gorda’s most vibrant 55+ active lifestyle communities, this residence places you at the heart of exceptional...

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$117
avg per night
Redington Shores House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Belle’s Paradise, our cozy beach house located on a natural barrier island on the Gulf of Mexico in Redington Shores, Florida. Redington Shores is a bit of a hidden gem, being a quiet, low key beach community tucked between the vibrant cities of Clearwater & St Petersburg. This...

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Featured review

"Superb Location, Well Appointed, Cool Styling + Pool!!!"

What an awesome property! The proximity to the beach is excellent (1 block) and definitely a plus but location was just the beginning!!! The owners have totally updated this Florida beach home with a cool mid-century...

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$216
avg per night
Palm Coast House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A comfortable well designed home on a nicely landscaped private lot. Heated pool with large patio and adjoining Florida Room are great for your outdoor enjoyment. The interior consists of Master Bedroom, 2 additional Bedrooms, large Family Room, Dining Room, Kitchen and Breakfast Area. Bright open concept...

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$214
avg per night
New
Cape Coral House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Crystal Lake Park

Key Amenities

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

About this property

Waterfront Gulf access home, boat dock, 3-bedroom 2.5 baths, pool home with den for extra sleeping or office space. Fully stocked and equipped kitchen with stainless steel appliances and granite countertop to cook all your favorite meals. Enjoy the tiki view of Meadowview Lake with direct access to the...

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$356
avg per night
Key West House
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Fort Zachery Taylor State Park

Key Amenities

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

About this property

924 Southard Street... an Old Town cottage made famous by Country Home magazine! Featured in Country Home , in June 2001, this one-of-a-kind cottage was formerly owned and decorated by well known decorator Mary Emmerling. Southard Comfort is perfect for the guest who wants to feel like a local and enjoy...

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Featured review

"Just Perfect"

Southard Comfort is perfectly appointed and comfortable. There is nothing I can suggest to improve the experience. The house is nicely decorated, the kitchen is completely outfitted, the location is great...

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$418
avg per night
Kissimmee House
Sleeps 14, 6 bedrooms, 3 bathrooms
1 review

Distance to park: 5 miles to Disney World

Key Amenities

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

About this property

Experience a relaxing & unforgettable vacation in this stunning Tiffany Blue-colored villa, nestled in a peaceful & safe residential neighborhood. Enjoy easy access to theme parks, golf, restaurants, and supermarkets, all just a short drive away. Don't miss out - contact me with any questions!...

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Featured review

"Amazing family-friendly home w/ a stunning pool"

Excellent location very close to Disney World. Beautiful and clean home. Host is very welcoming and helpful. The pool is stunning. The pictures do not do it justice. Wish we would have stayed longer!

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$180
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Mile marker 77. Deep Water ocean side canal with direct access to the Atlantic Ocean and a straight shot to Alligator Light House. Sunny Patio and splash Pool. 4 Bedrooms/4 Baths. Sleeps 8. There is no cable package with this home so please bring your passwords for live streaming from the smart TVs.The...

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$373
avg per night
Panama City Beach Condo
Sleeps 9, 3 bedrooms, 3 bathrooms
13 reviews

Key Amenities

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

About this property

Smokies and Sand Getaways presents the Majestic Cottage at Edgewater. The timeless Edgewater Beach Resort is located on the Gulf of Mexico in the heart of Panama City Beach with its beautiful sugary sand and emerald blue waters. It is the only full-service resort in Panama City Beach. Edgewater is a gated...

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$190
avg per night
Big Pine Key House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come and enjoy a tropical sanctuary at this beautifully remodeled, fully furnished ground level island home located in Big Pine Key, Fl. Situated on a quiet street, this home features a bright, open interior with 3 bedrooms, 2 bathrooms. The yard is a wonderful oasis overlooking the canal with a hot...

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$330
avg per night
New
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
17 reviews

Key Amenities

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

About this property

Free beach service included – enjoy two padded lounge chairs and an umbrella (seasonal)This beautifully updated Sunbird condo offers Gulf-front views, pools, direct beach access, and unbeatable proximity to Pineapple Willy’s — making it the perfect getaway for couples, families,...

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$123
avg per night
Cape Coral House
Sleeps 9, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to our stunning 4-bedroom waterfront house in beautiful Cape Coral, Florida! Perfectly situated on the edge of a tranquil canal, this spacious and modern home offers a perfect balance of relaxation and adventure for families and groups of up to 8 guests. As you step inside, you'll be greeted...

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$370
avg per night
Estero House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 14 miles to Barefoot Beach preserve

Key Amenities

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

About this property

Come stay in this private home on the lovely Stoney brook golf course. The property boasts a beautiful pool and lanai and is perfect for soaking up the sun. We are a close drive to several local shopping malls as well as the main beaches of Bonita springs. The home is located in Stoney Brook of Estero...

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Featured review

"Great stay!"

We really enjoyed our time in the house! It has all the amenities you need. The children especially loved the pool, where they spent hours. The landlady is very nice, helpful and answers questions immediately....

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$227
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to VANDERBUILT BEACH

Key Amenities

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

About this property

This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...

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$152
avg per night
Daytona Beach Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
14 reviews

Key Amenities

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

About this property

SMALL PET WELCOME/2BR-2BA/ 5*/POOL IN & OUT/SECOND FLOOR/30 FOOT BALCONY DIRECT OCEANFRONT Direct access to the beachTHE PENINSULA CONDOMINIUM COMPLETELY NEWLY REMODELED CONDO AND BUILDING. The complex received in AWARD program of Daytona Beach Shores in the last three years. 1 HOUR WALT...

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Featured review

"Condo de plage"

Endroit magnifique, propre et spacieux. Toute la famille a adoré. La vue est incroyable. La plage belle et sécuritaire. On n’a manqué de rien. On avait le choix de se prélasser aux piscines intérieure...

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North Port House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Accommodations: House - 3 Bedrooms - 2 Baths - (Sleeps 6)Beautifully designed private home in North Port, tastefully decorated and furnished, ADT Alarm System, for protection.Our home will make you feel at home the minute you enter through the door. It has everything you need, each bedroom has...

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Featured review

"beautiful home for relaxing and finding great things to do within a short drive"

this home has been very well maintained and the owners style shows in every room the location is wonderful for relaxing while being close to beaches and great shopping the pool is very well cared...

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$226
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Luxury 2 Bedroom Plus Bunk Condo at Shores of Panama – Sleeps 8!Incredible Corner Wrap-Around Balcony with Breathtaking Ocean Views Step onto your private wrap-around balcony and soak in stunning panoramic views of the Gulf of Mexico and the resort’s amazing lagoon-style pool. Perfect...

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$206
avg per night
Naples Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Bonita Beach

Key Amenities

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

About this property

Beautiful Coach home in the Gated neighborhood of Sterling Oaks. Stering oaks offers resort style pool with a tiki bar that has wounderful food and drinks.The club house offers dinner every fri night and pub night on tuesdays nights. You can also joing the many events and leagues we offer during the...

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$160
avg per night
Cape San Blas Townhome
Sleeps 9, 3 bedrooms, 2.5 bathrooms
17 reviews

Distance to beach: 0.0 miles to Cape San Blas, St. Joseph Peninsula

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Gulf Breeze is just 20 steps off your back deck on a boardwalk to 1 of the prettiest beaches in the world! $35/day credit for beach gear rental for stays starting March 1, 2023 (stays of 3-21 nights). Get bikes/kayaks/etc. delivered to help you enjoy your stay!Welcome to beautiful Cape San Blas...

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Featured review

"Great place to stay on the cape!"

This townhome is very well equipped and very close to the beach. I've stayed in other units in this complex and being this close to the beach is definitely a plus! We cooked in several nights and the...

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$197
avg per night
Orlando House
Sleeps 10, 5 bedrooms, 4.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...

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Featured review

"Propiedad de 10 estrellas"

Excelente propiedad. Muy limpia, espaciosa, con todas las comodidades. Área de juego en el segundo nivel. La temática de cada dormitorio hermosa. El anfitrión muy dispuesto a aclarar cualquier duda con...

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$246
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Please scroll down to our website link to check availability and instant booking!***SUMMER SPECIALS!!!** 15% off 30+ day booking **10% off 10+ day booking *** 20% OFF 3-6 Month stays too!!! (Must book before April 1st-Discounts apply for bookings between June 1st through October 31st 2025-Seasonal...

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$289
avg per night
Davenport Villa
Sleeps 10, 5 bedrooms, 5 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy beautiful Florida sunsets at this west facing pool and spa villa and grillWelcome to our beautiful 5 Bed, 5 Bath, West Facing Pool Villa located in the quiet gated community of VistaPark. Only 15 mins from Disney, 5 mins to great Shops and Restaurants.This home has all the necessary amenities...

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Featured review

"Feb. Vacation"

Only a few things were not up to par but not enough of a problem to stop us from renting again. Hope to stay again next year.

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$171
avg per night
New
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Wake up to dazzling Gulf views at this beachfront studio in Top of the Gulf Resort. Your stay includes direct beach access, a beachfront pool, snack shack, shaded lounges, on-site laundry, and endless resort amenities—perfect for couples, small families, or a relaxing solo getaway.Located directly...

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$119
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.