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Florida Snowbird Vacation Rentals

(3387 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.

Fort Pierce Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Vacation Rental in Ocean Village, Fort Pierce :1 Bedroom, 1 Bath Condo with Stunning Golf Course & Sunrise Views! Escape to paradise at this charming 1-bedroom, 1-bath condo in the highly sought-after Ocean Village community in Fort Pierce, Florida. Perfectly situated with breathtaking views of...

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$150
avg per night
Hutchinson Island Villa
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

TUSCAN VILLA, PRIVATE ELEVATOR, 3 bedrooms, 3 Bathrooms, 100 yards from the ocean, with private beach access. 2 balconies with Beautiful views from second and third floors. 11 foot ceilings 9ft doors, open floor plan.

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$250
avg per night
Tampa House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 25 miles to St. Pete Beach (nearest Gulf Beach)

Key Amenities

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

About this property

Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private...

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$314
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
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

The view from this lovely and desirable Arabella end unit is stunningly beautiful. You will enjoy feasting your eyes on this panorama every day of your golf vacation in sunny Florida. Exceptionally decorated with your vacation comfort in mind. We are now accepting bookings for the upcoming 2025 season!...

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$217
avg per night

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The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your perfect getaway in The Villages, Florida! This beautifully designed 3-bedroom, 2-bathroom home offers a blend of modern elegance and cozy charm, creating the ideal space for relaxation and entertainment.Just 1 mile from Sawgrass Grove Market and 7 miles from Brownwood Square, you’ll...

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$153
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

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

About this property

NEWLY LISTED! Cozy beach front condo with million dollar view and vibrant and cozy decor. Property in The Summit - 1 bedroom plus bunk area, 1 bathroom and half bathroom, direct beachfront condo. Enjoy priceless views from the large balcony during your stay. Welcome to your home away from home! FREE...

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Featured review

"Cute & Clean"

Condo was nicely decorated. Very clean. Owner was quick to respond to maintenance issue of leaking sink but no one showed up to fix it during our stay. I still would recommend this unit however.

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$275
avg per night
Miramar Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 50 feet to On Property

Key Amenities

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

About this property

To book directly or for more information on this and other beach front rentals in Destin, FL check out our business Best Destin Beach House Rental, LLC BestDestinBeachHouseRental. com*Summer rentals run SATURDAY to SATURDAY only *Minimum rental age is 25 years old (exception for married couples...

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Featured review

"Wonderful"

My husband and I enjoyed our stay. Very clean and most of all the balcony was very relaxing. Would rent this place again.

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$146
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

NEW CUSTOM HOME/2020 SITUATED ON 100 FOOT WIDE FRESH WATER FREEDOM CANAL IN SW CAPE CORAL. (Between Skyline and Chiquita)… Western Rear Exposure for Sunset Views from your Lanai. 4 BEDROOMS/ OVER 2,100 SQUARE FEET OF LIVING AREA! HUGE MASTER BATHROOM WITH SEPARATE TUB AND WALK IN SHOWER. Brandnew...

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Featured review

"Perfect Vacation"

WONDERFULL Home, very very clean. Awesom Poolarea. Perfect vacation THANK YOU See you Next Year for a new Booking.

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$246
avg per night
Vero Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 200 feet to 200

Key Amenities

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

About this property

Enjoy the great views, take elevator to heated pool, community room, or the ocean beach. Feeling more energetic stroll over to the tennis/pickle ball court or the shuffle board.Enjoy this just renovated and furnished 2 Bed 2 Bath Ocean Front/View 1,300 sq ft condo in exclusive Indian River Shores...

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$400
avg per night
Hutchinson Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

2 BR, 2 bath oceanfront condo –unobstructed view of Atlantic Ocean from the condo balcony with fabulous sunrises over the ocean and breathtaking sunsets over the inter coastal waterway from the entry walkway.Condo complex - Ocean Harbour North -~ 10 mi south of Vero Beach and 7 mi north of Ft....

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Featured review

"Great property and attentive owners"

I will be back for another stay here. The location is perfect, the condo is perfect, and the wonderful folks who own it provide everything you need to have a memorable vacation.

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$136
avg per night
Ellenton Mobile home
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 10 miles to Anna Maria Island

Key Amenities

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

About this property

Cute, newly remodeled 2 bedroom, 1 bath home in Colony Cove. This 55 plus community in Ellenton offers many amenities. Access to all 3 pools, marina, dog park, micro forest, work out rooms, several shuffleboards, and a very friendly community. Close to everything in Ellenton, golf cart friendly in...

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$73
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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$201
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

This NON-SMOKING, one bedroom unit is in a family oriented resort. Sleeps six including bunks in hallway. King-size bed in bedroom and queen-size sleeper sofa. Two very large closets in the bedroom. Whirlpool tub in the bathroom. Spacious living areas including dinette. Large kitchen that is fully- equipped...

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

Distance to beach: 10 miles to Fort Myers Beach

Key Amenities

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

About this property

Nestled in the Bell Tower community, your new home-away-from-home awaits in one of Fort Myers’ most sought-after gated communities. This renovated ground floor unit, spanning nearly 1800 square feet, offers the perfect blend of comfort and style for vacationers, snowbirds, or work-from-home travelers....

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Featured review

"Great experience!"

We had a wonderful time in a clean and neat Condo that presented itself as new!Exceeded our expectations in every way!Would definitely recommend Angelo and Laura’s condo to anyone considering...

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$160
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...

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$215
avg per night
Key Largo Apartment
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

If you're seeking a respite from the harsh Northern winters or simply craving soulful rejuvenation, our home at the Rock Harbor Club in Key Largo is the perfect sanctuary.Positioned directly on the beachfront, our townhome promises an idyllic setting for your ultimate relaxation. Step outside...

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$191
avg per night
St. Petersburg House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Enjoy a stylish experience in this centrally-located ranch home just in close proximity to downtown St. Pete, Central Ave, and 10 minutes to the beach and Don Cesar. It is located in a quiet, peaceful residential neighborbood with easy access to many of St. Pete's main draws. Its spacious layout...

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$159
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
Estero House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Ft Myers Beach

Key Amenities

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

About this property

Located in Stoneybrook Estero a gated secured community. Spacious 3 bed, 2 bath open concept home sleeps six. Private pool with spa under a fully covered screened lanai overlooking the golf course with beautiful sunset views. Community offers tennis courts, pickleball, volleyball, basketball, bocce,...

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$290
avg per night
Miami Beach Condo
Sleeps 5, 0 bedrooms, 1 bathroom

Key Amenities

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

About this property

Excellent sunrise and Beach front view studio with 2 queen size beds and 1pullout sofa 75 inche smart TV refrigerator, microwave ,toaster, coffee maker,air fryer, electric grill ,dishes, cups. Beach Towels,Chairs and umbrella available to use Free Wi-Fi, POOL,Tennis yard, GYM, Free Parking with...

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$199
avg per night
Key Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Island Tropical Bungalow! This lovingly maintained, delightful and spacious 3/2 with large expanded porch and Boat ramp just crossing the street makes a great getaway. All utilities are included (water, power, wifi, tv) Large shed in back with laundry (washingmachine and dryer). Totally redone...

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$286
avg per night
New
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

SAND DOLLAR SHORES, 5th floor , on the Ocean !!! April , May ,and June Available !!! Come and Enjoy the Vacation Life in your own Beach Front Condo. Directly on the beach, and Pool. Pickleball courts, Clubhouse and Gym. Close to Great Restaurants and Happy Hours. 2 Bed, 2 Bath , Full Kitchen....

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$200
avg per night
Clearwater Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Clearwater seasonal rental - 55+ Community - 2 Bedroom/2 Full baths - 2nd Floor Condo - Look at photos - All year round heated salt water pool - Fully equipped kitchen - All linens included - Assigned parking spot with visitors parking - Laundry in building - BBQ area and shuffle board - State...

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$90
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 6 miles to Bluebill Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated, fully furnished townhome in the heart of north Naples! 5 minutes from the popular Seed to Table grocery store/restaurant and other great restaurants close by. Less than 15 minutes from luxury shopping at Waterside Shops and other shopping centers. 10 minutes away from beautiful beaches. This...

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Featured review

"16270 Ravina Way"

This townhouse is awesome. Super clean. Well stocked kitchen as well as beach equipment. The owner is awesome to work with and very responsive. If you are looking for a great vacation stay or seasonal...

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$197
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Naples beach (close to downtown)

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful 3 BD condo is located in the Magnolia Falls area of the gated community of Falling Waters. This condo, on the 2nd floor, is great for viewing the beautiful lake from the lanai. The unit is an end unit providing additional privacy. The large 1573 sq ft. unit features a master bedroom...

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Featured review

"Great stay at Falling Waters"

We stayed here for the month of April. The condo is very comfortable, spacious, with a nice view of the pond with a fountain. The lanai was great, at the end of the day, to enjoy the view. The pool was...

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$168
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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$198
avg per night
Fort Myers Condo
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Updated multi-level condo with heated pool, screened porch, 2 bikesWelcome to the home away from home of your dreams! This peaceful and newly updated condo is part of the Paseo Resort, which offers a large fitness center, a heated outdoor pool, bocci ball courts, tennis courts, a restaurant, a tropical...

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$210
avg per night
Miramar Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

•Beachfront 9th floor condo located in Sandestin Golf & Beach Resort •3 Bed – 2 Bath – Sleeps 10 •2 Kings – 2 Queens – 1 Sleeper Sofa •NO PETS allowed! •There will be exterior renovations throughout the Beachside One building from October 2025 -...

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$317
avg per night
Lady Lake Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Beautiful 3/2 in in a desirable location Between Brownwood and Sumter Landing Town Square. Upgraded Furnishings and wonderfully decorated. Use of the Golf Cart is included.

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$171
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful, fully furnished condo has a spectacular view of the Golf Course at the Palm Aire Country Club. Sitting on the comfortable lanai is a relaxing way to have your morning coffee or to unwind after a day of activities. The living room/dining room combination is beautifully and comfortably...

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

Distance to beach: 2 miles to Smarthers Beach and Higgs Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This home sits in Key Lime Grove Subdivision which I was born and raised in. It is a neighborhood rich in history and conveniently located on the Island. This home welcomes you with a white picket fence! It has been nicely upgraded down to the wood floors and crown molding trim. Open living room and...

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Featured review

"Island Paradise in Beautiful Key West"

Sunshine House on Harris Street, Key West is a Home away from Home. We enjoyed 2 months of comfort and convenience at this home. The home is furnished with tasteful Island Decor. The layout is 3 bdrms...

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$267
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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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 16 miles to Sanibel

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome American and Canadian snowbirds to your coastal themed getaway! Do you want to feel like your living in Florida- well this condo is for you with its beachy/ tropical feel! The condo is in a 55+ community ( very quiet), single story with no one above you. It is beautifully decorated, clean,...

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$113
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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$133
avg per night
Jensen Beach Condo
Sleeps 4, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

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

About this property

LIVING THE DREAM - Fantastic direct ocean views from this 15th floor private balcony! Gated oceanfront condo offering extensive amenities such as 2 swimming pools, tennis courts, pickle ball, fitness center, billiards, ping pong, clubhouse, BBQ area, shuffleboard, fish cleaning station & car wash....

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Featured review

"Wow! Perfect beach getaway!"

Amazing stay! The location is right on the beach, which made our time here extremely convenient and enjoyable! The home was spotless upon our arrival and fully equipped with anything you could ever need...

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$128
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Vanderbilt Beach

Key Amenities

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

About this property

Beautiful seasonal rental including all new appliances located in lovely Quail Creek Village within an enchanting-gated community with the Country Club Lifestyle feel. An elegant escape with access to endless entertainment and a Golfer's Haven! Located on a cul-de-sac within easy to a small guest...

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$267
avg per night
Cape Coral Villa
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come enjoy the weather and watch the sunsets from the heated pool in this western exposure 3 bedroom plus den/office, 2 bathroom villa. The home is centered in the highly desirable and convenient area of Cape Coral off of Surfside and Gleason Pkwy close to grocery stores, restaurants, walking and biking...

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$248
avg per night
Tavernier Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

From sunrise to sunset you can enjoy the many activities our Florida Keys resort has to offer. Fine restaurants and shopping are just minutes away, along with boating, fishing, snorkeling, diving, Everglades eco-tours, glass bottom boat reef trips, para-sailing, wave runners, and swimming with the dolphins....

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Featured review

"Outstanding!!"

The incredible view! The kitchen has everything (though we didn't intend to do a lot of cooking!). The unit has a short walk to the pool, snackbar/bar, and the restaurant/bar. There is also a small natural...

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$334
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

PROPERTY IS BOOKED NOW through November 1, 2025 & DECEMBER 31, 2025 - APRIL 15, 2026 - All other dates are availableRelax and enjoy some time on the lanai overlooking the pristine lake. Custom lighting throughout. On-site property management: indoor & outdoor basketball/pickle-ball courts,...

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$136
avg per night
Venice Villa
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

2 Bed + Den | 2 Bath | Corner Lot | Lake View VillaWelcome to your vacation retreat in beautiful Venice, Florida! This fully furnished villa is located on a sought-after corner lot in the serene and well-maintained Fountain View Villas community. With brand-new blinds throughout and impact windows...

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$113
avg per night
Davenport Villa
Sleeps 9, 4 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Lovely Four Bedroom air conditioned Villa with all amenities including the following; RecentlyTwo Queen bedrooms, including one Master with en-suite facilities.Two twin bedroomsSingle fold out bed availableTherefore Property can sleep up to nine adults or childrenTwo Lounge areas,...

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Featured review

"August 2025"

Wonderful home. Just right for our visit. Home was clean. Pool perfect on the warm days. Great location in a nice neighborhood.

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$114
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Located in the Terraces at Riverwalk, this open concept condo features 2 bedrooms, 2 bathrooms, and includes a refrigerator, stove, dishwasher, washer and dryer, plus a storage closet just steps outside from the unit's front door (right next to elevator). Take in the view from the fourth floor (last...

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$113
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This home blends coastal living with resort-style amenities. It has polished travertine flooring and an open, sun-filled layout. The home features its own heated pool, hot tub, and outdoor grilling area. Located in the gated community of Artesia, residents enjoy access to an impressive array of amenities...

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$249
avg per night
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach!Overflowing with elegance and coastal charm, Island Key 402 delights with custom, contemporary décor and a spacious balcony perched directly...

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$265
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to a fully renovated and all newly furnished 2 bedroom condo at Countryside Golf & CC !! Walking in the front door you will find an abundance of natural light from the south facing lanai and kitchen that backs onto the 4th hole of the golf course and lake just beyond the fairway. The entire...

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Featured review

"Beautiful condo and fantastic hosts"

We loved our stay at Michael and Milena's beautiful, renovated condo located right on the golf course. The condo is fully stocked with everything needed. It's modern, bright and very comfortable. The heated...

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$192
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautifully furnished, two story townhome available for rent in-season or annually. The home has three bedrooms and a loft with a pullout sofa. It comes completely turnkey with everything you need to enjoy your 3-6 month stay in Naples. It is approximately 20 minutes to Vanderbilt beach. The community...

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$185
avg per night
Perdido Key Cottage
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

See Videos, Specials and choice of 6 properties go to LenFarinaProperties com. Snow Birds recrive 48% discount Dec 12 to March 13, 2026Your custom built beach vacation cottage is just a few steps away from a gorgeous, resort style community pool with a kiddie wading area, and a short stroll to the...

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$209
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Special Summer Rate!! Welcome to your luxurious waterfront oasis on the scenic Myakka River! This newly remodeled 3 bedroom, 2 bathroom home is a masterpiece designed by a professional decorator, offering you the ultimate blend of style, comfort and relaxation.As you step inside, you will be captivated...

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$285
avg per night
New
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover the perfect retreat on picturesque Venice Island in this inviting second-floor, two-bedroom, two-bath condo. Ideally located, you’ll be just a short stroll or bike ride from pristine public beaches, Sharky’s on the Pier, the fishing pier, local golf courses, and the charm of Historic...

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$150
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.