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Florida Snowbird Vacation Rentals

(3393 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 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

COME STAY in this BEACH THEMED, CHARMING HOME AWAY FROM HOME ; ONLY STEPS TO THE BEACH. ENJOY THE SENSATIONAL VIEWS AND VIBRANT SUNSETS FROM THE CONDO BALCONY.This charming one bedroom condo in the iconic PECK PAZA complex has everything you need and more for a stress free, relaxing stay on the World's...

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Featured review

"Excellent"

We stayed 2 months in this condo. The view was spectacular. The sunsets were great. The condo has everything we needed and then some. Plan on returning next year.

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$179
avg per night
Haines City Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to park: 20 miles to Disney

Key Amenities

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

About this property

9 month rental $2,550 w/utilities included (all rentals) 6 month rental $2,750 3 month rental $2,950 $3,000 REFUNDABLE SECURITY DEPOSIT $175 CLEANING FEE PET FRIENDLYCORONAVIRUS SAFETY 1. All surfaces and touch points are washed down with a bleach solution after each rental. 2. SOCIAL DISTANCING...

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Featured review

"Everything was great"

Jim met us at the house on time and showed us around. The place is large and very welcoming. We had everything we needed for the months stay. I liked the quiet and peacefulness of the area. Thanks...

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$106
avg per night
Summerland Key House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This extraordinary island castle will make you feel like the royal family! With four bedrooms and five bathrooms you will not have to share your space! Start your day boating, fishing or kayaking and then return for a cool dip in the pool! Relax on the expansive screened in porch with a drinks and appetizers...

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$467
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
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

A perfect home away from home with sweeping ocean views from the 12B floor. Why stay in a hotel when your family can have all the comforts of home in a spacious and secure condo? Instead of rushing out the door each morning for breakfast, relax with your coffee on the balcony, while the kids are having...

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Featured review

"6 NW"

We were very well for one month amazing view Relaxe town and beach excellent good service Easy to ride in motocycle. The people are so nice and polite.

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$196
avg per night

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New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Ami Sanibella is the perfect home for guests seeking a modern upscale residence with a large outdoor pool area for fun in the sun. Situated close to the ever popular Tarpon Point Marina in Cape Coral, the home was completely renovated from top to bottom in 2023 + all new furniture so this feels...

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$369
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This recently renovated condo is just steps away from the pool which sits on the serene lake and is surrounded by lush tropical trees. Our condo is situated within a gated community with 24 hour security. The first floor condo (no stairs to climb) features two bedrooms separated for privacy by the...

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Miramar Beach Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Fabulous gulf front view townhouse! Steps from beach!! Incredible Gulf Views at Great Prices!! Sit on the deck and watch the waves in this 2 bedroom, 2 1/2 bath townhome, located in one of Destin's most sought after areas. Fronting the most beautiful beaches in the world with no buildings between...

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Featured review

"Sweet Spot"

We Loved the natural beaches & shoreline. Our doggy saw the beach for the 1st time and everyone around us loved it. The patio was our spot. The pool location is perfect.

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$150
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available: November, December 2024 & Season 2025 and off-season! Experience the perfect getaway in this beautiful two-bedroom condo, where stunning sunsets await from your screened-in balcony. The bedrooms boast new flooring, adding an elegant touch to your stay. Every detail has been thoughtfully...

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$197
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

**Inquire regarding our October special**Fully renovated, ground-floor 2 bed 2 bath condo located in the beautiful Isla del Sol Yacht, Golf and Country club. Sip your coffee on the covered screen porch located on hole 5 or take a short stroll to the temperature-controlled pool and hot tub overlooking...

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$132
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Beautiful 2/2 Courtyard Villa with a Swim/Spa in a great location for Spanish Springs and Sumter Landing Town Squares. House was recently purchased and Furnished so everything is new and tastefully decorated. Your own private pool with the Courtyard walls insuring Privacy. Includes use of the Golf Cart.

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Featured review

"Village Villa"

We were very pleased with the cleanliness and location of this villa. The pictures matched what we had and the amenities such as guest passes for the pools and other activities made it all worthwhile.The...

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$152
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This property is located in Southwest Florida close to many attractions and services. Located less than 4 miles to the beautiful stunning white sand beaches. Condominium offers 1500 square feet, 2 bedroom, 2 bath home. Large Master Bedroom includes King Sized bed with walk in closet and fully furnished...

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Featured review

"Quiet Retreat"

What a wonderful property with swift access to so much! Pop down to Naples, or over to Sanibel or just stay in town for great restaurants and quiet beach access. Wonderful, generous, hosts who went above...

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$124
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience the best of both worlds in this perfectly located condo—just 6 miles from downtown Naples’ renowned 5th Avenue, boutique shopping, world-class dining, and 12 miles from Marco Island, you’ll always be close to it all to enjoy sunsets, shoreline strolls, and endless white beach. Literally...

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$143
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Traditional coastal cottage styling built in 2017 and the Pool was added in 2020. Large backyard beach and only steps to the turquoise waters of the Atlantic Ocean. Kayak, paddle board, or kite ski from your backyard! Plenty of parking out front and private gated access; fencing around the perimeter....

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$802
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to this pristine beach condo, featuring direct oceanfront views from every room. A perfect seaside getaway for beach-loving families. The condo offers 2 bedroom 2 bath, fully equipped kitchen, spacious living room ,dining area, all modern coastal decor. Balcony overlooks the beachfront pool....

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Featured review

"Peck plaza condo"

The view was amazing from both bedrooms. The condo was very clean and well supplied. I would recommend this place to anyone interested in visiting. The staff was incredibly friendly and helpful!

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$207
avg per night
Lady Lake House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Terrific 3/2 Pool Home and better yet it is a Golf front property. Sit in your Birdcage and watch beutiful Golf Course scenery. Best of all there is total privacy in your Lanai. Newlly Furnished and Decorated plus less than 10 minutes to either Spanish Springs or Sumter Landing Town Square. Golf cart....

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$826
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Bahia Honda State Park

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your very own “Island Escape”! This beautiful home is located in one of Big Pine Key’s most favorable boating neighborhoods with quick ocean or gulf access for most any size boat. It’s only a few lots in from open water! The large 75’ concrete dock offers plenty...

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Tucked away in a quiet neighborhood in the heart of world-famous Siesta Key with a private pool. Discover your own slice of paradise in this beautifully updated 3-bedroom + den, 2-bath canal-front home. This stunning retreat offers modern elegance, luxurious furnishings and the ultimate blend of indoor...

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$546
avg per night
Panama City Beach Cottage
Sleeps 5, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 0.1 miles to Kiska

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Single family home 1 block to the beach/l/P7GNKncyBook here with no fees

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Featured review

"Amazing getaway in the beautiful Emerald Coast"

Nina was an absolutely exceptional host. She catered to our needs as a family traveling to Panama City Beach for a week trip.The house was so clean and welcoming. We definitely will be back. The listing...

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$194
avg per night
New
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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$267
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

New and Renovated home with all new furniture 2 large living rooms TV and Internet 4 bedrooms with 6 beds A huge swimming pool and outdoor furniture Full kitchen Laundry Garage for vehicle parking Clubhouse close with a swimming pool, hot tub, and fitness center Close to Dunkin Donuts,...

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$450
avg per night
New
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

2 Bed 2 bath, laundry,pool,tennis, and golf and amenities extra membership transfer. Available Dec7 2025 to Jan 30 2026

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$160
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool

About this property

Welcome to your slice of paradise at The National Golf and Country Club in beautiful Ave Maria, Florida! Experience Coastal elegance in the stunning Arbor style unit overlooking a serene nature preserve, a pristine golf course and a tranquil lake. Your morning coffee on the lanai could not get any better!...

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$193
avg per night
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
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

7th Floor, Corner, Oceanfront Condo, Free Beach Chair, Gorgeous Western ViewsTHE 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 (SEE BELOW).The...

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Featured review

"Grand"

This condo is fully equipped. And beautiful. The beds were comfortable. The pillows best I’ve ever had in a hotel. The decor gorgeous. We had plenty of room for breakfast and lunch. We are dinners out....

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$264
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd-floor luxury coach home with golf in Babcock National's gated community. This open-layout Coach Home has fantastic sunrise views of the fifth fairway. You will enjoy the split bedroom floorplan with three extremely spacious bedrooms with walk-in closets and two full baths, including...

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Featured review

"Babcock National Condo - Fell in Love!"

The condo is perfect. The 2nd floor condo has lots of space and very nicely furnished. Kitchen was well stocked with most anything a cook would need. The lania is the place to be to watch the golfers...

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$255
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A beautiful 3 bedroom condo in Hunters Ridge golf community. This ground floor unit sits next to the 18th island green. Trying to predict which golfers will successfully get on the green adds to the pleasure of sitting on the breezy lakeside lanai. This 3 bed/2 bath condo features a large master bath...

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Longboat Key Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Distance to beach: 0.3 miles to Gulf Of Mexico

Key Amenities

  • Air conditioning
  • WiFi

About this property

Bring your boat or just enjoy the view of the canal in this coastal townhome! It’s on the North end of LBK on a deep water canal with quick access to Sarasota Bay and the Gulf of Mexico. The location is ideal near Harry’s Restaurant and Store and just steps from the Deeded Beach Front, Durante...

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$179
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
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lovely first floor condo in beautiful Heritage Palms. 2 BR 2 BA. Freshly painted and decorated with TV in living room and both bedrooms. Cable and internet included. There are 2-18 hole golf courses, tennis and pickleball courts, 9 swimming pools, practice range, activity center, fitness center....

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Featured review

"Heritage Palms"

Friendly people as well as staff and professionals. Great golf courses and club house as well as fitness center and practice facilities. Would highly recommend!

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$164
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Longboat Key

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of dishware, gadgets, cooking equipment for...

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$378
avg per night
Port Charlotte Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to The Preserve at Charlotte Harbor, your perfect vacation retreat or everyday paradise! Available Long or Short term, Pricing varies for length of stay! This stunning 3-bedroom, 3-bathroom condo combines spacious living with luxurious finishes, offering a lifestyle that feels like a permanent...

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$117
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome families and fisherman!! Our oceanfront condo overlooks the famous Sunglow Pier. Just steps to fishing on the Pier or just enjoying a meal at the Pier restaurant watching the birds. Sunglow Resort is a very family friendly vacation spot, located directly on the beach. The comfy, spacious condo...

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$200
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Escape to this spacious, fully furnished new build featuring an open-concept kitchen, 3 bedrooms, 2 bathrooms, and a large private patio. Enjoy full access to amazing amenities: a large pool, hot tub, outdoor dining area (+$), fitness center, and a relaxing spa (+$) with massages and a sauna. For outdoor...

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Featured review

"Perfect hideaway"

Can't say enough about my experience. From booking to stay the hosts are fantastic. Condo had everything you would need for a vacation getaway. Not only would l stay again, I would recommend to anyone that...

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$119
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Check exact address. 15430 BELLAMAR CIR, FT MYERS FL 33908. Bellamar GARDENS A COMMUNITIY by Beaches. 3 BED 2 BATH OVERLOOKING LAKE & POOL. OPEN JANUARY 1 $3200 A MONTH. UTILITIES INCLUDED BUT TAXES ADDED UNDER 6 MONTHS. (WILL ACCEPT JANUARY RENTAL BUT WILL NOT, NOT ACCEPT one month during FEB...

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Featured review

"Property well managed and owner accessible if needed. Satisfied renter."

When I arrived there were some issues that were immediately addressed by the owner. This by far was the best experience that I have had in 7 years of leasing in Sail Harbour. If possible I will return...

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$113
avg per night
Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
12 reviews

Distance to beach: 100 feet to Condo Property beach

Key Amenities

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

About this property

Call to reserve : Eightonethree- Eightfourthree ZerothreesevennineWiFi Internet 4G service in unit - connect to laptop, tablets and handhelds.BRAND NEW KITCHEN GRANITE COUNTERTOPS AND WOOD CABINETS.NEW Queen size sleeper sofa in living room.This large nicely furnished 2 bedroom gulf...

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Featured review

"Amazing!!"

We stayed in this condo middle of August it was amazing! Had everything we could need amazing views, the pool was refreshing very quiet and peaceful. Will 100% be booking again next year.

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$199
avg per night
New
Punta Gorda Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal Turnkey Furnished Rental - 1st floor end Carolina unit – 2/3 bedrooms, 2 bath, possible office, luxury condo located in the beautiful gated community of Heritage Landing. Built in 2021, this stunning floorplan offers a gorgeous open concept and tons of amazing upgrades including granite...

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$176
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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$150
avg per night
Big Coppitt Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Smathers Beach

Key Amenities

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

About this property

3 bedroom 2 bath home, heated / chilled pool, plenty of parking for trailers / boats / on a deep water canal with a view to die for. Our home is fully fenced with a large gate opening to enter with your boat trailers etc. (Two king size beds and a full size bunk on the bottom and a twin on top. We...

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$283
avg per night
Vero Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 30 feet to Vero Beach

Key Amenities

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

About this property

Large main floor three bedroom condo with large terrace.

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$270
avg per night
Flagler Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Oceanfront corner condo with 2 Bedrooms/ 2 Bathrooms and its wraparound balcony overlooking pristine beach; its living room/ dinning room and bedrooms with spectacular 3rd floor oceanview. No pets or/ and smokingwith pool, jogging biking trails by A1A. 9 hole golf course and state park across its...

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Featured review

"Flagler Beach Ocean View Condo"

The condo owner was timely on sending on email to explain how to sign in and how to open the condo up. The condo was spotless and was very spacious. Direct ocean views from the balcony and both bedrooms....

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$130
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Feel your worries melt away the moment you enter this charming Florida abode. With the sand and surf of Redington Shores Beach right outside your back door, this 2-bedroom, 2-bath vacation rental is the perfect place to reset, relax, and unplug. After enjoying a morning stroll along the water, shop the...

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$230
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
5 reviews

Distance to park: 8 miles to Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • 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

"Very nice"

We really enjoyed our stay. Community was really nice and house was huge. Had some good amenities and was a real easy drive to all the parks. Pool was nice… wish we paid for heat but we didn’t. ...

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$361
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Great location in Olde Naples! Third floor 2 bed, 1.5 bath condo just a short walk to the beach or 5th Ave South. This west-facing unit overlooks a quiet street lined with palm trees. Amenities include a community pool (heated in winter) and lounge deck, elevator access, designated parking, and on-site...

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$156
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated stylish 2 bed 2 bath, first floor condo with an office. Each bedroom has a king sized bed. It features an in-unit washer and dryer, open living room and dining space and a screened in lanai that looks out to the canal. The kitchen is fully stocked with all new appliances, quartz counter...

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$117
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Open the front door to “Sunsets on the Shores” and you’ll be welcomed by Gulf waves, ocean breezes and the sunny beach! With the Gulf of Mexico as your front yard, and views of the intracoastal waterway out the back, you will immediately relax in the island vibe.This two-bedroom,...

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Featured review

"Amazing views!"

Loved our stay at your beautiful condo! You absolutely can’t beat the beautiful evening sunsets, and ocean views and sounds from the balcony. Condo had everything we needed for our stay, and the grocery...

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$273
avg per night
Ramrod Key Cottage
Sleeps 2, 0 bedrooms, 1 bathroom
4 reviews

Key Amenities

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

About this property

Newly renovated cottage with million dollar oceanfront views.The beautiful in ground private pool will give the serenity you need for a relaxing escape with unobstructed view of the ocean, you can enjoy breathtaking sunsets, watch boats drift by, and listen to the soothing sounds of the waves—all...

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Featured review

"Breath taking view"

I stayed in the newest cottage . It was very clean and every essential needed. Mark was thoughtful enough to put bottles of water in the refrigerator for us . I had coffee every morning on the upper Tiki...

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$300
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

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

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$204
avg per night
Miramar Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Steps away from the beach. Private pool! Convenient to Restaurants, shopping Galore! Perfect getaway to the beach! Monthly snow bird rentals available from Fall to Spring. This 3 bedroom 3 full bath is a second floor unit with stairs and an elevator a few steps away. Over 500 sq feet of covered deck...

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$117
avg per night
New
Estero Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

Welcome to 19573 Hinkley Dr, located in the sought-after gated community of Verdana Village . This pet-friendly Magnolia model villa offers 3 bedrooms, 2 bathrooms, 1,417 sq. ft. of living space, and a 2-car garage, all designed for both comfort and style. Inside, you'll find a bright, open-concept...

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$133
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.