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Florida Snowbird Vacation Rentals

(3389 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.

Delray Beach House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 1 miles to Atlantic Dunes Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Located in the most desirable waterfront community in Delray Beach. This single-level 3 bed / 2.5 bath home offers spectacular water views and your own private tropical oasis. Resting on one of the Intracoastal fingers, the home is complete W/ heated pool, spacious patio, outdoor dining area, a 42 foot...

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Featured review

"a joyous vacation home"

Lobis Luxury Homes consistently provides a great, immaculate and well-maintained vacation rental property. The owners are super responsive and attentive to every detail and request.

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$1,026
avg per night
Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Blue Iguana! Short drive to the World Class Beaches of Anna Maria Island Screened-in HEATED pool, Hot Tub, Putting Green, Corn Hole, Tiki Hut, Fire Table & more! Fully stocked kitchen for everything you need 2 King Beds, 2 Queen Beds, Futon Bed, Air Mattress, Luxurious Sheets &...

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$471
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Ready for the best beach vacation at Peck Plaza on Daytona Beach...This stylish luxury oceanfront 2/2 condo with its contemporary charming decor is the perfect spot to relax and renew. Enjoy all the comforts of home, along with complimentary Wi-Fi, Cable, secure parking, linen and towels, while also...

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$325
avg per night
Destin Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

Condo Highlights- Available for Snowbirds November through April - Pool heated November 24–30 and December 20–January 2 - Newly renovated 2-bedroom, 2-bath condo with private beach access - Complimentary beach cart, cooler, and four beach chairs included - Access to seasonally heated...

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$100
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Cape Escape "OASIS" Villa is a new luxury Estate Villa in the desirable SE Cape area. This stunning villa boasts a beautiful open Great Room and split bedroom floor plan with upscale tropical furnishings and decor, plus separate Den/TV room. Best of all that coveted SOUTHERN facing pool/lanai!...

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Featured review

"The Perfect Escape"

This property was amazing! We were lucky enough to spend a wonderful week here! The home is very beautifully decorated with plenty of space to relax and unwind. The kitchen was stocked with everything...

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$300
avg per night

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Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

PARADISE on FMB!!! Our 1st floor condo is located on the South end; a great location to get to other parts of the areas (Estero, Bonita Springs, Naples, Marco Island). Santini Plaza is looking GREAT. Many businesses are open in there (SurfStyle, ACE Hardware, Liquor Store, Storage Facility, Sweet...

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Featured review

"Paradise!"

What a beautiful place to stay! A gem! From the time we walked in the door until we left there wasn’t one thing missing. It had everything we could need! The place was spotless! A welcome card and bottle...

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$225
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Barracuda Bungalow in Big Pine Key! This quaint ground level home is reminiscent of old Florida Keys with some new and improved upgrades like the brand new inground pool and spa. If you’re looking for that laid-back island feel, in a nice quiet neighborhood where you can watch the key...

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$209
avg per night
Tavernier House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

This beautiful waterfront home was recently updated and features 3 bedrooms with a spacious master bedroom and 2 bathrooms. The home has a very large kitchen with an island and two refrigerators. The kitchen is fully equipped with pots, pans, utensils, plates and more. We also provide a coffee machine...

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$127
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

CORNER (END) LUXURY OCEANFRONT CONDO, WRAP-AROUND BALCONY, WESTERN SUNSETS VIEWS, PET FRIENDLYTHE MINIMUM AGE LIMIT FOR RENTING THIS CONDOMINIUM IS 25 YEARS.PLEASE ASK THE OWNER FOR A COST ESTIMATE. UPDATED RATES FOR THIS CONDO, AS WELL AS PHOTOS AND REVIEWS, ARE ALSO PRESENT ON THE VRBO WEBSITE...

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Featured review

"Bonita Beach- Unit 11 ️️️️️"

Our family had an amazing stay here in June. The host was top notch. It was perfect as seen in the pictures. We’re looking forward to staying here next year. ️ ️️️️

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$282
avg per night
Palm Beach Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

VACATION LIVING I CORAL BLUE License: PLEASE NOTE THAT THIS BUILDING DOES REQUIRE ITS OWN APPLICATION AND RENTAL AGREEMENT that takes at least 14 days for approval and $100 one time fee.DESCRIPTION: It's all about the beach for this Palm Beach Shores / Singer Island rental. Sit on your private...

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$318
avg per night
Pensacola Townhome
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to this BRAND_NEW luxury townhome and relax with the whole family at this peaceful place with access to the pool just steps away open year-round!Our 2-story 3BR townhome is conveniently located just a short drive from the airport, near shopping centers, restaurants, medical care, banks, Walmart,...

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$179
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Stunning seasonal condo for rent beginning December 1, 2025 to April 30, 2026. Third story condo with elevator is located in Lely which is near the beautiful Naples beaches and popular restaurant’s and shops along 5th Avenue. The newly renovated 2 bedroom 2 bath condo features a king bed in the...

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$83
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available for full 2026 season! Beautiful and spacious 3 bedroom townhome located in Sail Harbour, a beautiful community in a great location, minutes from Fort Myers Beach, Sanibel Island, shopping, restaurants and entertainment, also adjacent to the HealthPark Medical Center. Enjoy open plan, very well...

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$159
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Whether you are looking to golf, spend time on the beach, or read a book on the lanai, this property provides the perfect Florida getaway.This cozy three-bedroom, two-bath pool home features a split floor plan which provides a nice separation of space. As you enter the home, the living room offers...

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$175
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Take a break and unwind at this peaceful oasis. Less than five minutes walk from the beautiful Vanderbilt beach, bring your favorite beach attires and relax for a month? Why not more? It is beach time EVERYTIME! This condo has been newly renovated!

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$264
avg per night
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) Book the month of JANUARY now through the end of November and recieve a $500 credit upon check-in. (This offer is valid for this property and for the month of January 2026 only.)Nestled in a quiet enclave of newly constructed homes and attached villas you will...

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$213
avg per night
Hallandale Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

We have several units at 2080. Visit us at

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$200
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Tiger Tail Marco

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...

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$117
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 5 miles to Disney,Seworld

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to our new opening 4 Bedroom/3 bathroom Townhouse in CLUB CORTILE,This gated-community is close to every major Orlando attraction: Disney's Magic Kingdom, Epcot, Animal Kingdom, Universal Studios (Harry Potter), Sea World, and many more. Club Cortile is also conveniently close to WalMart,...

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Featured review

"Well located safe townhouse on a lake with good club facilities"

We are a pensioned couple from the Netherlands and in Florida to play golf in the sunshine. We have rented from the owner on several occasions over the last 15 years. This was our first time in the Club...

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$142
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to Vanderbilt & Delnor-Wiggins Pass

Key Amenities

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

About this property

Beautifully remodeled privately owned home with brand new heated salt-water pool. We are beyond grateful not to have suffered any damage in the hurricanes. Located in beautiful, quiet Naples Park, and 1 mile to our beautiful sandy beaches at Delnor-Wiggins State Park and Vanderbilt beach.Fully furnished...

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Featured review

"I would go back every year to this house if I could!!!"

We have stayed in Naples for 9 winters and this year was our favorite. Not only was Suraya, the owner extremely pleasant and easy to deal with, the house location, and beautifully decorated home was everything...

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$399
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This cozy oceanfront condo at the Tradewinds Condominium is the perfect vacation retreat. With direct beach access and a friendly community, this is your chance to experience luxury living by the Gulf. This 6th floor condo provides spectacular Gulf views and features 1 bedroom (king size), a queen size...

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$203
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
6 reviews

Distance to park: 8 miles to Disney Animal Kingdom

Key Amenities

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

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee, Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...

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Featured review

"Awesome"

Verry nice villa, warm jacuzzi. It was awesome. Bathrooms and bedrooms were good. Everthing was clean when we arrived. Great

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$360
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This 3rd floor condo view encompasses miles and miles of trees and blue skyline. A short walk to pickleball, tennis, the gym, spa, sauna, large communal pool, tiki bar and restaurant. New construction assures you of being able to enjoy the new furniture and cleanliness you deserve. Many beautiful places...

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Featured review

"Highly recommend this beautiful condo"

Located in a newly developed golfing community with great amenities and green space, this 3rd floor condo is spacious, comfortable and spotlessly clean. From the lanai you have a lovely view of the pond...

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$150
avg per night
Naples House
Sleeps 10, 4 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to paradise! This stylish, fully updated home with coastal décor boasts a spacious floor plan with fantastic views of the private heated swimming pool and the tropical backyard, and welcomes you to relax and enjoy all that gorgeous Naples has to offer! Crown Pointe is located only 7 minutes...

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$328
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Be the first to enjoy this brand-new, first floor, professionally decorated condo, which faces all the luxurious amenities at The National Golf & Country Club! Walk across to taste the delicious restaurants, participate in sporting activities, and visit the pool and spa to start the day! Decide to...

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$193
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautiful 5th floor corner unit has been totally renovated with new appliances, floors, kitchen cabinets, paint and more. Completion date January 15, 2022. Dune Walk by the Ocean sits directly in the ocean sands and is on an island bordered by the ocean to the east and the Indian River Lagoon on...

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$140
avg per night
Key West House
Sleeps 8, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

TRANQUIL BEAUTY: 3 BR’s, 2 Baths Private Haven paradise with huge private heated pool and landscaped back yard!ENJOY KEY WEST at its peaceful best in your 3BR, 2 bath private hideaway in a quiet neighborhood near Higgs and Smathers beaches and only a 10 minute bike or Uber ride from Duval Street....

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Featured review

"Wonderful"

Wonderful home, amazing response for any needs, great pool and parking. The covered porch (lanai) expanded the living space. We had an all around great experience. We will be back in the future!

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$389
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 0.9 miles to Founders Park

Key Amenities

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

About this property

Oceanfront gated community. Offers pool overlooking the ocean, pier which you can fish off of, clubhouse, sauna, exercise room, and very clean bathrooms by the pool. 2 Bed, 2 Bath. Master bedroom offers queen bed, sitting room, coffee, 50 inch smart tv, storage, master bath separate toilet. 2nd Bedroom...

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Featured review

"Super comfortable condo - amazing location - wonderful host!"

We spent a month in Sharon's condo (January 2025). Upon arrival we had everything we needed for the month! She goes above and beyond stocking the kitchen, cleaning supplies, pantry etc. The bedrooms are...

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$171
avg per night
Punta Gorda House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Paradise in this Summerville Home! 3 Bedrooms plus Den, 3 Full Bathrooms. 2,445 SF of living space also features a 3 Car Garage and large screened Lanai with Summer Kitchen offering breathtaking views of the Golf Course & Water. Large open-concept Great Room and kitchen features an eat-in dining room....

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$252
avg per night
Fort Myers House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

20514 Pebble Glen Drive is a fully furnished, turn-key residence located in the tranquil community of Verdana Village in Estero, Florida. This home features two bedrooms plus a den, two bathrooms, and spans 1,670 square feet. The property offers picturesque lake views from the backyard, enhancing the...

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$193
avg per night
Big Pine Key House
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful house in Big Pine Key, Fl on the water. Bring your boat and have it in the water in the back of the house. Comes with everything needed for your amazing stay. There is an ice maker for your use as well. Also you are only 30 miles away from the world famous Key West.

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$230
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Ocean Harbour K31 87851 Old Highway, Islamorada, FloridaLOCATION: Ocean Front CondoMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months Allowed MILE MARKER: 87.8DETAILS: Gorgeous 3 bedroom ocean front condo with unobstructed ocean views from the screened...

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$300
avg per night
Fort Myers Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful 3 bedroom 2 bathroom with stunning views of the river. Within in a few blocks of downtown Fort Myers. Trolley stops in front of building and picks you up for FREE rides to downtown Ft. Myers (In Season). Master has King split. 2nd bedroom new queen bedroom 3rd office has queen sleeper sofa....

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Featured review

"Size"

The location, the space , the time, the scenery, things in the area was right. And its beautiful what we needed it

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$289
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

SNOWBIRDS - Minimum 3 Months rental between January - April, 2026 Discover Sand Dollar Paradise in the Heritage Landing Golf and Country Club, Punta Gorda Florida. This delightful golf condo provides an ideal haven for snowbirds in 2025. Indulge in rounds of golf and unwind while being treated to stunning,...

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Featured review

"Nice New 2BR/2BA Ground Floor Golf Course Condo"

New condo, nicely appointed. Thank you for Off-Season discount and 2 month rental..... Owner available for any questions...

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$164
avg per night
New
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

Villa Oak on the WaterYour private haven in Rotonda West — Waterfront • Fishing • Biking • Golfer’s ParadiseWelcome to Rotonda West, and welcome to your peaceful retreat. We call it Villa Oak on the Water in honor of the magnificent, old oak tree that graces the garden—its...

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$208
avg per night
Surfside Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Available on 9/1/2025. Beachfront condo in Surfside beach, close to the exclusive Bal Harbor shops and Aventura Mall. Beautiful building that was recently fully renovated includes pool, jacuzzi, sauna, gym, and recreation room.

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$193
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Coastal comfort is what comes to mind when you walk through the front door. From the wall colors to the tile beneath your feet; you are immediately drawn in and want to enjoy the Florida life! And, it is all updated! Our condo offers two lanai’s, one off the master to enjoy the morning sunrise...

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$142
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new 3bd/3ba townhome in the gated Timber Creek community. This townhouse boasts over 1900 sq. ft of living space. Timber Creek amenities include 3 pools, pool bar/restaurant, gym, gymnasium, arcade, pickleball and much more. Exact address is 14190 Gardners Way Ft. Myers, FL. Timber Creek has...

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Featured review

"Perfect location, well-furnished and full of amenities"

We stayed at this Timber Creek home for a month while waiting to close on our new house, and it was exactly what we needed. The home was beautifully furnished, spotless, and incredibly well maintained....

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$188
avg per night
Seminole House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 6 miles to Madeira Beach

Key Amenities

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

About this property

This spacious Seminole home has so much to offer. Located in Lake Pearl Estates, a well-kept subdivision with sidewalks and streetlights. It has 3 bedrooms, 2 bath, 2 car garage, a 3-car wide driveway & a double gate to park a boat or RV. All rooms have smart TV's, the family room also has cable....

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Featured review

"Lovely home in need of some TLC"

We rented this property for two months and were pleased with the property. However simple maintenance could be improved. The interior of the house is well kept but window sills, light fixtures and ceiling...

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$243
avg per night
St. Petersburg House
Sleeps 9, 5 bedrooms, 5.5 bathrooms
2 reviews

Distance to beach: 0.8 miles to North Shore

Key Amenities

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

About this property

OUTDOOR HEAVEN, Wonderful Shallow Resort pool and spa with many water features surrounded by a very large Travertine Patio with several lounges for catching some sun while you return e-mails (home has many wireless access points for full connectivity). Incredible Lanai that is very well shaded with custom...

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Featured review

"Off the chart luxury"

Tent times better than any hotel room downtown, will come back every year, owners were great, pool the best

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$1,709
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Founders Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

*Discover Elevated Island Living at Sea Breeze 41 Luxury 3BR/2BA Condo with Private Boat Slip in Exclusive Coral Harbour Club, IslamoradaWelcome to Sea Breeze 41 — your personal slice of tropical paradise in the heart of the Florida Keys. Nestled within the highly coveted Coral Harbour Club,...

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$202
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This Villa is located in The Villages community, a large 55+ community in the heart of Florida. Close to the theme parks, airports, and beaches. This Courtyard Villa is very close to Lake Sumter Landing; one of the favorite town squares in The Villages. Lake Sumter Landing is reminiscent of a quaint...

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$121
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Available to pet free and non-smoking households. 30-day min off-season, 75-90 day minimum high season. --------- Relax in this cozy 2 bedroom / 2 bathroom private bungalow home with coastal decor throughout. Furnished with two queen sized bedroom sets and leather seating in living areas. The dining...

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$117
avg per night
Rotonda West Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our beautiful condo. This offers everything you need for a memorable vacation. With 2 bedrooms (1 king bed and 1 queen bed) and 2 bathrooms, it's the perfect size for couples and families of seeking a comfortable stay.You will have at your disposal a community heated pool, located...

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Featured review

"Amazing Location"

The location is amazing. The beach is only 10mins away. Even more beautiful and bigger in real then what you see on picture. This is a great family-friendly condo with a stunning pool in the other side...

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$136
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your family will be close to everything when you stay at this centrally-located gated Summerville Resort. It’s the perfect place for a trip!! The space is modern and stylish. This 4 bedroom (townhouse is Spacious enough to sleep 8.Access to resort, amenities, pool, gym, outdoor playground,...

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$150
avg per night
New
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Brand new (October 2025) beautiful Arbor model Terrace Condo at Heritage Landing Golf and Country Club in Punta Gorda, Florida. Spectacular third floor unit featuring a private setting with gorgeous sunsets, overlooking the scenic natural wetlands of Charlotte Harbor. The community features a Fitness...

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$174
avg per night
Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your home away from home in sunny Venice, Florida! Nestled in the peaceful South Venice neighborhood, this cozy retreat offers the perfect mix of relaxation and adventure. Just minutes from Venice Beach—famous for its sunsets and shark tooth hunting—and a short drive to Sharky’s...

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$140
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
Bonita Springs House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 3 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This fantastic villa is close to the beach in a quiet community Woods Edge in Bonita Springs, west of the 41. In just a few minutes you can reach the beautiful beaches of Bonita Beach or Barefoot Beach, which are only 3 miles away with the bikes (free of charge). Restaurants and shops are also nearby. ...

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Featured review

"Family-friendly House"

This house was in Bonita Springs, with many restaurants, stores and beaches nearby... House is very large with a very nice pool and chairs to sit around! Sleeps quite a few people with large bedrooms and...

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$294
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

We still have other homes available Dec through Apr 2026 starting at $4,200 per month. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $6,775. Dec 20th to Apr $9,880 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.LARGE...

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Featured review

"As advertised"

Great property. Shane was excellent. We would stay again. We love Naples. Pool and hot tub worked great

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$331
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.