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Florida Snowbird Vacation Rentals

(3380 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.

Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 50 yards to Daytona Shores on site

Key Amenities

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

About this property

Welcome to your best vacation ever in an Oceanview Beach Condo. This gem with its stylish beach decor, furnished balcony and magical ocean view offers a wonderful place for making family memories. This Sandpoint 5th floor condo has awesome ocean views from every room The full kitchen with bar top seating...

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$247
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 7 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Our condo is fully equipped for a weekly vacation or a long stay with all the conveniences and comfort of back home - including new beds, linens, furnishings, and appliances.This 2nd floor condo features high ceilings and a lanai that overlooks the pool and picnic areas. The pool area has a beautiful...

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Featured review

"Amazing experience ️"

Very comfortable apartment in perfect location to the beach and grocery stores with swimming pool, clean and well equipped. Host is very responsive, kind and attentive. Highly recommend for couples getaway...

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$114
avg per night
Daytona Beach Condo
Sleeps 6, 1 bedroom, 1 bathroom
9 reviews

Key Amenities

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

About this property

This Oceanfront Breathtaking Luxury is Located In Daytona's Most Sought After Complex On The World's Most Famous Beach In The No Drive Zone. Featuring phenomenal panoramic ocean views. Enjoy All The Resort Amenities Including 2 Full-Size Outdoor Pools, A Kiddie Pool Area & 2 Indoor Pools,...

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Featured review

"Florida trip"

Great rental! Perfect location! Great ocean view on the 7th floor! Our plan is to return to same condo next February! Very cordial hosts !

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$165
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 12 miles to Barefoot beach Bonita Springs

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to your Florida retreat!This beautifully furnished 3-bedroom, 2-bathroom condo (1,299 sq. ft.) is located in the sought-after Bonita National Golf & Country Club, where resort amenities and a vibrant social scene create the perfect setting for an active resort lifestyle.Interior &...

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Featured review

"Lovely 3 bedroom condo"

This delightful 3 bedroom condo is just a short walk to both a satellite pool and a gorgeous resort style pool , complete with hot tub and a cascading waterfall. You can enjoy drinks and lunch at the poolside...

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$146
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Sanibel is a 2007 built Oceanfront Condominium building with reserved underground parking, billiard room and a full equipped fitness center. Enjoy the Most Famous Beach in Style. Fully equipped kitchen and all linens. 35-foot balcony that can be accesses from the living room and the Master bedroom looking...

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Featured review

"Best place!"

We stayed in this rental last week and it is perfect! Plenty of room, clean, easy access to the beach, love that there is storage in the garage for beach items, you can just grab as you head down for the...

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$292
avg per night

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Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your dream beachfront escape in beautiful Manasota Key, Florida! This stunning 2-bedroom, 2-bathroom condo offers a perfect blend of luxury, comfort, and breathtaking views of the Gulf of Mexico.- Prime Location: Situated directly on the Gulf of Mexico, you'll enjoy unparalleled access...

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Featured review

"Very nice"

We loved our stay at this condo. On the beach and close to stump pass. Condo was spacious and clean. Kitchen was well equipped.

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$208
avg per night
Key Largo House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Twice the Charm 214 S. Ocean Shores Dr, Key LargoLOCATION: Oceanside Canal Front HomeMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 88.5DETAILS: "Twice the Charm" is a gorgeous newly remodeled single family...

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$333
avg per night
New
Daytona Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 50 feet to World's Most Famous Beach - YOU ARE THERE

Key Amenities

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

About this property

*** THE SANDDOLLAR POOL, HOT TUB AND POOL DECK ARE CLOSED DURING THE SEAWALL/POOL REPAIR - PLEASE CHECK FOR DETAILS AND DISCOUNT BEFORE BOOKING. *** Come and enjoy a beach vacation. The beautiful Atlantic Ocean and this oceanfront condo at Sand Dollar are a perfect combo for making memories. The oceanfront...

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$254
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bay and Ocean beaches

Key Amenities

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

About this property

Located in Fort Myers, this newly renovated condo offers golf, tennis, pickleball, as well as a top-notch clubhouse (restaurant, bar, gym, pool). A private retreat for guests seeking comfort and convenience in a gated community.The master bedroom features a private full bathroom, 55" smart TV...

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$116
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Views, views views ! Peck Plaza is the tallest building on the beach, and it's unique round shape offers panoramic views to the south and west. Each room has a wall of windows with lots to see from our 15th floor vantage point. Our split bedroom plan is perfect for two couples traveling together,...

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Featured review

"At home Feel Condo"

This was a 2 bedroom/2 bath condo. My fiance' and I stayed for 3 weeks. A very at-home feel. Kitchen was fully equipped. There were a couple minor issues that could not be controlled such as one elevator...

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$213
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 30 miles to Port Charlotte Beach

Key Amenities

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

About this property

Be one of the first to stay at this new construction condo, located in the Heritage Landing Gated community and golf course of Punta Gorda, Florida. Unwind on the lanai while experiencing the property’s large nature preserve with a top floor view. This is a roomy residence with brand new appliances,...

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Featured review

"Great size and cleanliness"

This property is new and very clean, owners are very amicable and willing to make your stay comfortable! Only downside is that it was very white with not much color!

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$83
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Boca Grande

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Book your Florida Spring BreakMay -July available.Picture yourself enjoying a gorgeous view down the intersecting canal.Imagine sitting by the heated pool and enjoying the private tranquil uninterrupted views sipping your favorite tropical beverage. Eagles , gators and other wildlife are common...

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$139
avg per night
Jensen Beach House
Sleeps 6, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Views, Views, Views!!!!! This is the way to vacation! This 2 bedroom 3 bath has a large open kitchen, dining and living room! Perfect space for entertaining! Fully equipped kitchen with dishwasher all ready to cook up that fresh catch from right out your back door! Large TV in living room, large dining...

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$318
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Single Family Home (Maria Model) with THREE BATHROOMS. Gorgeous views from all around front/side/back. One bedroom is locked off (owner's personal items). Parking is driveway only. Garage is open to use for storage but has vehicles parked in it. So, this is a 2+den, 3 bathrooms, 2000 sf of living...

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$250
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

This Cudjoe Key home is neat as a pin with all the comforts of home. Bright and shiny kitchen with everything you may need to create wonderful get together. The large comfortable living room has plenty of seating including recliners in the sofa and loveseat. Laminate hardwood floors throughout. 3 large...

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Featured review

"Perfect boat and pet friendly home in the Lower Keys"

We thoroughly enjoyed our stay at Palmetto Retreat. The home was spotless and had all the amenities we needed. A couple of menial things didn't work, and Christine (Rudy) took prompt care of them while...

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$165
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"Excellent short term rental!"

This was perfect for my needs. I wanted to buy a house in the area and needed somewhere to stay while I bought a property. This rental was in an excellent location in The Villages. It was close to all...

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$88
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful Golf and Man gated community- 55 and up Two bedroom condo second floor, overlooking the golf course. Close to all shopping by and restaurants. Internet, cable, elevator, six pools, microwave, private in house washer and dryer. Two single beds and a queen. Minimum of four months stay.

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$107
avg per night
Naples Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

We are offering our elegant and spacious, fully furnished 2 bedroom, 2 bathroom Villa located on a lovely private Naples community of Walden Oaks. Entering the charming “Walden Oaks” community you will come across the large lake with an Island heated-pool, bordered by tall and lovely palm...

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$198
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

3 bed 2 bath, with large fenced in back yard, pet friendly, 20 minutes from the ocean and 2 minutes to warm mineral springs, quiet neighborhood. large outdoor Patio with grill, and large storage shed.

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$63
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 12 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful lakeside home with a private south facing pool in a gated community 12 miles from Disney. Enjoy fishing in the lake behind the house. Game room with pool table, skeet ball, foosball table and a gaming system with hundreds of old favorites like Pac Man and Mario Brothers. 4 bedrooms and 3 bathrooms....

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Featured review

"Vacation home"

It was a very relaxing vacation home. Everything was clean and dust free. No complaints at all. It’s a very nice community.

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$166
avg per night
Sarasota Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Famous Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Whether you’re escaping winter or seeking a new sun‑filled home retreat, Granada Bungalow is waiting and is ideal for seasonal renters or families looking for a beautifully maintained home in a friendly, pet‑friendly neighborhood and highly rated Southside School District. It’s where timeless...

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$163
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 9 miles to Bonita Public Beach

Key Amenities

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

About this property

You are invited to stay at the "The Hidden Gem", a beautifully appointed home in the highly sought after golf community of Spring Run in Bonita Springs/Estero, Fl. Spring Run is a gated country club community within the award winning Brooks Community, in SW Florida, just North of Naples. It...

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Featured review

"Gorgeous Property"

We have stayed at this property for 2 years in a row. From our first booking to our future bookings Christine has been fantastic to deal with.The property is gorgeous. The interiors are beautiful and...

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$321
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Amazing 3BR/2BA Amenity Rich Naples Paradise Vacation or Short Term/Longer Term TURNKEY Fully Furnished and appointed Condominium - This very popular luxury appointed luxurious and spacious amenity rich San Pablo floor plan is being leased turnkey/furnished and has three bedrooms, two full baths, two-car...

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$80
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Thank you to our guests for awarding us "Premier Partners" and "Super Hosts".Looking for a quiet, oasis just minutes to Anna Maria Island? Look no further.... Wake up to the birds chirping in the nature preserve directly in front of your screened terrace. Enjoy the pond view...

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$139
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal rentals starting October 2025!CALLING ALL BOATERS AND BEACH LOVERS! Take a look at this fully furnished 2 bed / 2 bath BAY FRONT end unit condo in Little Hickory Bay. Water views from every window! Southwest rear exposure provides stunning views of Little Hickory Bay itself, right from your...

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Featured review

"Little Hickory Stay"

Love this unit!!! Well appointed corner unit. Nice and bright with great view of the back water. Close to the beach, Doc's and Coconut Jack's. Thanks Lynda and Carla!!!

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$168
avg per night
Venice Villa
Sleeps 2, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

PLEASE REVIEW MONTHLY PRICING BEFORE INQUIRING. Welcome to the gated community, The Preserve At West Villages in Wellen Park! Just bring your suitcase and enjoy yourselves while staying in our single level 2 bedroom, 2 bath villa with split floor plan and den. You will feel relaxed and at home in this...

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Featured review

"Perfection!"

This retreat is a piece of paradise, the accommodations are cozy and comfortable.The open concept and lanai are spacious. The king size master suite is a bonus.The owners thought of everything...

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$120
avg per night
Panama City Beach Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 0.5 miles to Public Beach Access (Panama City Beach)

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to your home away from home in Panama City Beach. This spacious and comfortable 3-bedroom, 3-bath townhome is perfect for families and groups looking for a relaxing coastal getaway. The home features a king bed, a queen bed, a fun bunk bed, and a sleeper sofa in the living room, giving everyone...

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$270
avg per night
Longboat Key House
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Charming one-bedroom guest house featuring floor-to-ceiling windows, high vaulted ceilings, & an open kitchen. Balcony enclosed with heavy curtains, perfect for peaceful mornings & nights. Kick back, relax, in this calm, stylish space, capturing the essence of Old Florida. Experience peaceful...

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Featured review

"Amazing Location"

This place is amazing. The location could not be more perfect. The beach and three amazing restaurants are all within five minutes walking distance. The grounds are impeccably kept and the owner is very...

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Sarasota Townhome
Sleeps 5, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool

About this property

Welcome to 8525 Lunar Skye Street, a beautifully maintained 3-bedroom, 2.5-bathroom townhome in the highly sought-after area of Sarasota, FL. Offering 1,373 square feet of thoughtfully designed living space, this home is perfect for those seeking modern comfort and convenience in a prime location.As...

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$78
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

NOT available in February or March, 2026.Beautiful condo in Heritage Landing in Southwest Florida.  Fully furnished condo is well appointed to meet all of your needs - everything you need to make your stay comfortable and relaxing!Split bedrooms, each with a queen bed and bathroom....

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Featured review

"Outstanding!"

I had a wonderful stay at the Gorter’s condo in Heritage Landing throughout February. The condo is beautifully maintained, spotless, and fully furnished with everything you need for a comfortable and...

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$78
avg per night
Okeechobee House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Large family room, eat in kitchen, everything you need to cook a meal.Three bedrooms with pillow, towels and blankets. 2 baths, washer and dryer, carport, large side yard for trailer and cars.AC works great, extra spilt AC in third bedroom. Beautiful grassed yard maintained. Large TV and internet.

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$150
avg per night
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Newly renovated 1 bedroom 1 bath condo. West of the trail just north of stickney point. 3/4 of a mile from the south bridge to siesta key. New bathroom and walk in shower. Brand new kitchen and appliances. Laundry facilities on property. Second floor unit. Small storage closet

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$50
avg per night
Ormond By The Sea Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Ormond-by-the-Sea

Key Amenities

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

About this property

Oceanfront 1st-floor condo

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Featured review

"Summer get away"

We really enjoyed our get away to OrMond by Sea at Sea Bridge Condo. The Condo was perfect had everything we needed . The kitchen was so stocked that I enjoyed cooking there felt like I was at home. The...

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$70
avg per night
Indian Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Captain Cove community, Indian Shores Beach!Whether you are traveling as a family or with friends, The Beach Oasis Condo will delight everyone in your party. This cozy condo offers a perfect blend of comfort, convenience, and coastal charm. The Captain's Cove community is located in the quaint...

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

Distance to beach: 2 miles to Yacht Harbour Beach

Key Amenities

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

About this property

Renovated holiday home with new beds - mattresses and living room furnitureThe house is located: 5114 Santa Rosa Ct. Cape Coral.2 bedroom with new beds and Sealy mattresses (2024). Large new living room (2022) with open kitchen. Very nice view of the channel near Bimini Basin.3 x Smart TV 75 inch...

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$147
avg per night
Miramar Beach Cottage
Sleeps 6, 3 bedrooms, 2.5 bathrooms
23 reviews

Key Amenities

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

About this property

Beautiful home for rent directly from owners Save $$$ renting this beautiful, three bedroom, two and a half bath, private home directly from the owners. Please call us at to discuss the rates. Our two-story home is located in the family-oriented Mainsail Beach Resort complex.We are just yards from...

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Featured review

"Mainsail Cottage 23"

We have vacationed at Destin and Miramar Beach for fifteen years. Love Mainsail for many reasons, secure and private beach. The amenities, proximity to restaurants, shopping and activities. This cottage...

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$357
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Bahia Honda State Park

Key Amenities

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

About this property

This newly remodeled home is cozy, yet spacious.This open concept, single family home is located on a canal and just a few seconds from the ocean. Fully furnished with Keys-inspired touches, this home comfortably sleeps 6 people with 3 bedrooms and 2 bathrooms.Spend the day at Bahia Honda State...

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$236
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautifully furnished 3 bedroom 2 bath for seasonal rental. This is a new home that offers the epitome of luxury living. From the high vaulted ceilings to the very open and spacious kitchen with granite countertops, the roominess of this home will cause you to say Wow! It is luxuriously furnished with...

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$143
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Newly upgraded, fully furnished condo right on the beach. Gated complex with huge pool, workout facility, pickle ball, tennis courts, boat docks and social room. Walking distance to shops and restaurants. Glorious sunsets on the 19th floor await your arrival. 2 bedroom, 2 full baths, fully stocked kitchen,...

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Featured review

"GREAT PLACE TO STAY"

WE HAD A GREAT TIME STAYING IN MARILYN'S CONDO HAD NO PROBLEMS EVERYTHING WAS GREAT WE WILL DEFINITELY STAY THERE AGAIN

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$138
avg per night
Kissimmee Townhome
Sleeps 10, 5 bedrooms, 3 bathrooms
4 reviews

Distance to park: 6 miles to Disney World,Seaworld

Key Amenities

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

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to Walmart and target, 8 miles to Seaworld and Convention Center.This gorgeous...

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Featured review

"Beautiful"

The apartment was beautiful My family and I really enjoyed this place If you are looking for a vacation rental please check this place out ️

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$137
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your Venice escape! This charming 3-bedroom, 2-bath pool home sits on a spacious corner lot in a quiet neighborhood—just minutes from beaches, nature trails, and local attractions. With stylish updates, private outdoor space, and a screened-in pool, this home offers the perfect blend...

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$200
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

SUPER PET FRIENDLY – DECEMBER, JANUARY & MARCH 2026 STILL AVAILABLE!! Your Perfect Family Getaway Starts Here! Welcome to your ideal vacation rental in beautiful Ave Maria – the perfect escape for families, golf lovers, or anyone seeking resort-style comfort without the resort price tag....

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$150
avg per night
Summerland Key House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Come live the Salt Life at Salty Retreat! Stay at this luxury top of the Line tropical style home on Summerland Key. Located in a very popular subdivision on Lagoon Drive with deep boating access.This home is 'five stars' the moment you pull into the paver circular driveway. Sitting on two...

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$450
avg per night
New
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Dockside, your perfect keys getaway! Nestled in a serene location, Dockside offers a fully furnished retreat designed to make enjoying paradise effortless!Dockside is a fully equipped home; featuring a spacious and comfortable living space, a kitchen with all you need to prepare the day’s...

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$158
avg per night
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

What a great sunset view from this house! Fun in the sun surrounds this spot right on a wide canal with excellent access to fishing either the Gulf or the Atlantic side. Any outdoor enthusiast would be content here as the boating, diving, snorkeling, or kayaking is right out your back door.After a...

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Featured review

"Very nice home on canal and hot tub!"

This house has just about every and anything you could need. Very quiet and nice area. Owners went out of their way to ensure our stay was as stress free as possible! We had a 19’ boat docked at the canal...

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$182
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Immerse yourself in luxury in this beautiful single-family pool home perfectly situated overlooking the stunning 18-hole golf course at Stonebridge Country Club. Enjoy the privacy of your own heated pool and extended lanai/backyard as you watch the sun set over the lush greens.Rental offers full...

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Featured review

"Fabulous property"

Just coming to the end of a ten week stay at this property, everything was 5 star. House very comfortable and very well equipped with everything you could possibly need. Great pool area, very private, all...

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$227
avg per night
The Villages House
Sleeps 2, 1 bedroom, 1 bathroom
4 reviews

Distance to park: 60 miles to Disney World

Key Amenities

  • Air conditioning
  • WiFi

About this property

A charming and spacious one bedroom home in an attractive subdivision. Minutes from Recreation Centres, golf courses, commercial section on Hwy 466, and Sumter Town Square. Home (2004) is kept in pristine condition. We welcome our guests and do monthly stays.

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Featured review

"Perfect, you’ll love it!"

My husband and I rented this one bath, one bedroom home for the month of January. Never having been to the Villages before we were unsure what to expect. When we arrived we were pleasantly surprised by...

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$36
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available starting December 19 through February 14 and from March 15 to April 30, 2026. Courtyard Home in Masters Reserve at Lely Resort -an Ideal Vacation Retreat! This beautifully furnished home is located in one of Naples’ most desirable resort communities, the exclusive Masters Reserve at Lely...

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$233
avg per night
Key West House
Sleeps 8, 2 bedrooms, 2 bathrooms

Distance to beach: 0.8 miles to Simonton Beach

Key Amenities

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

About this property

AboutClassic Old Key West HomeThis home offers a rare combination of location, charm, and character. With a beautiful mix of historic details and modern updates throughout, it’s perfect for couples traveling together or anyone hosting visitors during their stay in paradise.Primary guest...

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$305
avg per night
Cocoa House
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Escape to this brand new 4-BR home in Cocoa, FL w/ a rooftop patio. Close to the beach, Cape Canaveral, & SpaceX, it's perfect for couples or groups & sleeps up to 10 with 5 beds. Whether it's a cup of coffee in our fully stocked kitchen or a glass of wine w/ a rooftop view, our home...

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$167
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.