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Florida Snowbird Vacation Rentals

(3294 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.

Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2BR/2BA condo in Naples, FL – 30-day minimum stay. Enjoy sunset views from the lanai, a fully equipped kitchen, Wi-Fi, smart TVs with streaming capabilities, and beach gear included. Community amenities: pool, pickle-ball, and tennis. 4 miles from Marco Island and 14 miles from 5th Ave in Naples....

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$83
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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$199
avg per night
Longboat Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Rental located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft and contains 3 bedrooms and 3 bathrooms and a private swimming pool. Dining room has views to the water. Canal connects directly to the Bay and the neighborhood is located on the...

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$263
avg per night
Fort Pierce Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Enjoy beautiful Ocean Village and the many amenities it has to offer including 3500 feet of private beach, 9-hole 3 par golf course, bocce ball, tennis, shuffle board, pickle ball, multiple pools and hot tubs, fitness center, Hutchinson Island Bar and Grille, Sports bar & Tiki bar by the main pool,...

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Featured review

"Visit with a View"

Ocean Village is a lovely resort for those seeking true rest and relaxation. Our condo was on the fourth floor giving us the perfect ocean view for sunrises and sunsets as well as the golf course. Being...

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$214
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

This 2 bed 1 bath condominium is tucked in a quiet and almost private part of the building. The lanai looks out to a wooded area with the peaceful sound of birds chirping. The fully stocked kitchen overlooks out into the dining area and living room and boasts a 4 person island that makes for great entertaining....

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$87
avg per night

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New Smyrna Beach Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Condo is now tiled throughout. Please contact me for rates and availability, I respond immediately. Award winning complex as seen on HGTV season 12 episode 10 Beachfront Hunt. Newly renovated, tastefully furnished & decorated, comfortable home away from home, fully equipped unit with WIFI Please scroll...

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Featured review

"Awesome week in NSB"

What a fantastic week we had in New Smyrna Beach, Florida. It began with the 4th of July fireworks display right on our balcony. What a way to start our holiday! The beautiful sandy beach of NSB is only...

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$163
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Shores of Panama 1214! Shore is a good time! 2 bed 2 bath on the beach Shores of Panama 1214 has everything you need for a magical beach getaway! Our lagoon style pool is the best on the beach! Saltwater hot tubs and indoor pool. The 12th floor location gives you the perfect height for spectacular views,...

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$183
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 37 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Professionally decorated , luxurious 2 bed/ 2 bath condo, with a den and two large lanais, in the sought after Heritage Landing Community in Punta Gorda, Florida. This unit offers over 1650 sq ft of finished living space. This is a second floor unit with beautiful sunsets off the back lanai looking over...

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Featured review

"Beautifully decorated With Amazing Sunsets"

Thoroughly enjoyed our stay at this well appointed Condo Martinis on the lania watching breathtaking sunsets and Mimosas in the morning at Sunrise Loved the airy amd open feel with a satellite pool...

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$126
avg per night
Fort Myers Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a comfortable, relaxing townhouse condo that sleeps 4. Full bathroom on the second floor, half bathroom on the first, all utilities and taxes are included in the price as are all necessities. Location is the real plus of this unit. It is near all malls, restaurants, beaches, and golf. Washer...

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Featured review

"Chaming condo near Fort Myers Beach"

Nice area near Fort Myers beach Sanibel Island and area golf courses. Enjoyed the pool area and the condo had everything that we needed. The owners helped with anything we needed. Thanks

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$90
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Here’s your chance to vacation in paradise with this beautiful first-floor Arrowhead model in the highly sought-after community of Ave Maria. This stunning 3-bedroom, 2-bath home offers over 1,700 square feet of professionally decorated living space and is fully turnkey—ready for you to move...

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$243
avg per night
Naples Condo
Sleeps 4, 0 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy a relaxing experience at this centrally located first floor condo with a golf course view in Naples Florida- only 10 minutes from the Clam Pass Beach and I-75, and only 20 minutes from downtown Naples. ( no pets and no smoking)

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$150
avg per night
Bradenton Condo
Sleeps 3, 1 bedroom, 1 bathroom

Distance to beach: 5 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

55+ Senior Special - Burgundy One Condo Community= 2nd floor walk up - corner unit - light. bright and airy = parking at door - granite and all new cupboards and flooring - pool, shuffleboard, clubhouse & activities, laundry, queen bed, single bed conversion sofa, shopping & restaurants &...

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$79
avg per night
Hollywood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.3 miles to Hallandale Public Beach

Key Amenities

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

About this property

Magnificent direct 2/2 big corner apartment with ocean view from each room . This non-smoking unit is completely furnished, marbles floors throughout and fully equipped kitchen to make your stay convenient and comfortable. This Hollywood beach condo comes with all of the luxuries of a free parking spot,...

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Featured review

"Great Stay"

My wife and I thoroughly enjoyed our stay in Anne’s condo on Hollywood Beach. The location was perfect for our needs, Beach, grocery, shopping, and dining. The condo was clean and bright with views of...

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$161
avg per night
Key Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Beautiful canal waterfront stilt home in Key Largo. Home features concrete sea wall and boat lift. Easy access to the Gulf of Mexico and within minutes of the Atlantic Ocean. Amazing fishing and diving spots. The home is completely updated with smart TVs in each room, indoor laundry room, and a fully...

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$215
avg per night
Key West Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to the cutest little Conch Cottage in the Florida Keys! Located in the Seaside Resort Community, only ten minutes to Key West! You won’t find a more affordable and comfortable location than this! The resort has not one, but two large pools, one that overlooks the open water! Other amenities...

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$120
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

11 story condo directly on beautiful Vanderbilt Beach. Completely remodeled lobby with common area with kitchen for parties. On site mgr. Total pool remodel. Beautiful sunset views from the 270 sq foot veranda on eight floor. Free Wi-Fi, fully equipped kitchen, 2 smaller verandas off kitchen &...

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$427
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Bring your boat, fishing gear, and the whole Family to enjoy our, "Captain's Retreat!" If you are looking for a relaxing, Fully Furnished getaway by the water, this DEEP WATER CANAL HOME includes fish right at the dock! Don't miss out on this chance to rent a piece of Florida paradise...

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Featured review

"Great, spacious home"

We actually lived in this home for almost a year while we were looking for a new place to purchase after moving up from Key West. The house is spacious and clean. We were able to have our boat at the house...

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$133
avg per night
Estero Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Second floor condo with stunning view of the golf fairway and water fountains. Sit outside and enjoy the enclosed lanai with couch and table. Bright and spacious condo with vaulted ceilings. Condo is fully furnished, including new furniture and Smart TV'S in each bedroom. Cable and high speed...

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$73
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

SNOWBIRD - SEASONAL RENTAL AVAILABLE! Perfect Winter Escape: • 2BR/2BA fully furnished condo • Nearly 1,000 sq ft of comfort • Fresh paint & flooring • Move-in ready - just bring your clothes! Relax & Unwind: • Oversized screened lanai • Gated Heritage...

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$61
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Castaway in Margaritaville! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Gated community with pool and amenities ​​​​​​​ Walk to Floridays or take a stroll around Robinson Preserve Fully stocked...

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$287
avg per night
Fort Pierce Condo
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 300 yards to Ocean Village Beach

Key Amenities

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

About this property

Want to spend time in the most picturesque ocean-side community on the Treasure Coast? Then you have found what you are looking for. This beautifully appointed 1 bedroom, 1 bathroom condo is nestled in the amenity-rich community of Ocean Village. No matter where you are in this neighborhood you're...

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Featured review

"Great island stay."

The location was ideal.Ev erything we needed was within a 15min.drive.The only drawback for us was quite a bit of walking was required on premises.

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$100
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 500 feet to Daytona Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This lovely 2-bedroom condo is the perfect vacation spot… a luxury home away from home with stylish coastal decor awaits your arrival for a relaxing stay. Snuggle up by the fireplace after a brisk walk on the beach during your winter stay. Peck Plaza offers great amenities…large two-level...

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Featured review

"Great room"

Stayed for Rockville this year and was pleased with the accommodations. Host was very helpful when I had questions. Unfortunate one of the buildings elevators was under maintenance so it took a long time...

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$207
avg per night
Pompano Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
20 reviews

Distance to beach: 1000 yards to Pompano Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Your South Florida Getaway! We are thrilled to host you! Your perfect coastal escape is ideally situated in a quiet 22-unit property—just ½ block west from the sparkling sands of Pompano Beach and ½ block east from the peaceful Intracoastal Waterway. Your Home Away From...

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Featured review

"A good place to live on a moderate budget"

We lived in the apartment for almost three weeks in April 2026. The house itself is located across the road from the ocean, a few minutes drive - Aldi supermarket. There is a swimming pool on the territory,...

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$86
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

BALCONY RENOVATIONS/LOUD CONSTRUCTION NOISE UNTIL DECEMBER 31ST, 2026. Perfect coastal vacation spot for your family; directly on the beach. When you walk through the door, the beach decor and ocean views set the scene for a memorable vacation. Enjoy meals or cocktails on the large balcony - Relax by...

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$215
avg per night
The Villages House
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to park: 45 miles to Disney World

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly Renovated Luxury Vacation Rental in The Villages, Florida | Minutes from Spanish Springs Town Square**Currently undergoing a complete remodel!**Welcome to your home away from home in The Villages, Florida! Located in the historic Village of Silver Lake, this beautifully renovated 2-bedroom,...

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Featured review

"Our rental"

This was without a doubt one of the best places in The Villages that we stayed in. The owners were the very best to handle whatever we needed. Staying at this courtyard again next winter. We would highly...

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$131
avg per night
Juno Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Mercury Road JB-6

Key Amenities

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

About this property

This immaculate modern Juno Beach original rancher is located at 32 feet above sea-level on a quiet part of the street between US 1 and Ocean Drive, to the North of Pelican Lake. It has 3 bedrooms, 2 bathrooms, a 2 car garage and a large pool with lanai. The front of the house is professionally landscaped...

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Featured review

"Great location"

Great location. Excellent, attentive owners, a real pleasure to deal with. The house is a bit "dated" to be honest, but overall I would recommend it, and the swimming pool is especially nice.

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$226
avg per night
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

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 views from the balcony are magnificent... enjoy sunrises, beach walks or the pool and hot tub. Condo is fully equipped to provide a stress-free...

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$226
avg per night
West Palm Beach Cottage
Sleeps 6, 1 bedroom, 1 bathroom

Distance to beach: 3 miles to Palm Beach

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to coziness with our delightful cottage. Ideal for smaller groups or families with kids, this separate retreat offers a single bedroom with two sets of inviting bunk beds plus sofa bed. It's a charming space that promises a restful night's sleep. Your family will be close to everything...

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$136
avg per night
Fort Pierce Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

2 bed/2 bath, remodeled kitchen and both baths. Steps away from the garage, Main pool, tiki and the beach cross over. Centrally located to the majority of OV's amenities. Enjoy beautiful Ocean Village and the many amenities it has to offer including 3500 feet of private beach, 9-hole 3 par golf course,...

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$217
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Lowdermilk beach and others

Key Amenities

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

About this property

Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...

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Featured review

"Great Home, Location and View"

Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed

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$357
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood

Key Amenities

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

About this property

SUNDAY, August 2, 2026 ~ A Sunday well spent brings a week of content .….…… LOVE KINDNESS PEACE! Welcome to CasaClifton! Wide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek' which leads to the Intracoastal Waterway...

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Featured review

"Casa Clifton"

We really enjoyed our stay for the month of January, 2026. Lovely waterfront home with a heated pool. Very clean and well stocked. Owners Linda and Bobby were very responsive to our requests. I would recommend...

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$159
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Direct Beachfront | Stunning Gulf Views | Fully RenovatedStep into paradise in this beautifully renovated beachfront condo located right on Bonita Beach! This 2-bedroom, 2-bathroom condo offers breathtaking, unobstructed views of the Gulf of Mexico and everything you need for a relaxing and luxurious...

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$222
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys.FLORIDA KEYS VACATION RENTALS! This stylish home is outfitted in Florida tropical style with cool and...

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$291
avg per night
St. Petersburg Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Stunning Waterfront Views: Enjoy breathtaking views of the Bay from large windows, creating a serene and picturesque atmosphere.Private Beach Access: Experience exclusive access to a beautiful private beach, perfect for sunbathing, swimming, and relaxing by the water.Spacious and Modern Interior:...

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Featured review

"Wonderful"

Great place great host and will be back. Condo had everything you need. Amenities were very nice as was the furnishings.

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$133
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

This 3 bedroom plus den home with 3.5 baths, garage, pool, spa, outdoor kitchen is a fully furnished luxury home overlooking a lake and the golf course. The house spans across 2800 sq ft with a very open plan and is located in the upscale Esplanade Golf and Country Club. The home is beautifully furnished...

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$500
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Our spotlessly clean, well maintained and appointed home is situated in the family friendly residential community of Gulf Cove. With easy access to local beaches, bars, restaurants, golf, fishing, water sports and shopping the house is ideally situated for guests with varied interests looking for a range...

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Featured review

"WOW........Excellent!"

This house is amazing. We spent 7 wonderful weeks there and felt so at home. It has everything you would ever need (I sure didn't need to bring all the stuff I did). The decor is so warm and inviting,...

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$121
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to golfing paradise minutes drive from Gulf Beaches. Brand new fully furnished condo features 2 beds, 2 baths and. The West facing unit has beautiful sunsets, screened in lanai overlooks hole 5 and 6. Second floor next to elevator. Unit includes storage space for items you want to bring such...

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$125
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private 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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$118
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. Huge open living area. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. Portable putting green and safe ax...

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$260
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to this beautifully maintained 2-bedroom, 2-bathroom Birkdale floorplan located on the first floor of the highly desirable Terrace Condominiums at The National Golf & Country Club in Ave Maria. This fully furnished unit showcases tile flooring throughout, a modern kitchen, elegant ceiling...

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$183
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Enjoy the ocean views from this beautifully appointed condo in the exclusive Key West Beach Club.This two-bedroom, two and half-bath waterfront condo that has been newly renovated with casual furnishing and all the comforts of home: central air conditioning, cable TV, washer/dryer, Wi-Fi, and a fully-equipped...

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$533
avg per night
Key Largo House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

PROPERTY NAME: Bay Therapy 778 Bostwick Dr., Key Largo, FloridaLOCATION: Bayside canal home located in Key Largo MINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 103DETAILS: Owners call this their special getaway "Bay Therapy" for...

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$266
avg per night
Islamorada House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

PROPERTY NAME: Villa Riolo 130 Columbus Drive, Islamorada, FLLOCATION: Gated Oceanside House on canalMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 76.5DETAILS: "Villa Riolo" is an updated single family stilt home and perfect...

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$176
avg per night
Redington Shores Apartment
Sleeps 2, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

Looking for 1 - 2 year renter, otherwise, 3 month minimum rental. Comfortable for 2 adults. No children or teens. Come to Florida! Directly on the white sandy beach of the Gulf of Mexico, this handsome and comfortable 11th floor 1 bedroom, 1 1/2 bath condo apartment is newly renovated, fully furnished,...

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$100
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Escape to your own slice of paradise at The National Golf & Country Club in the charming town of Ave Maria, Florida. This beautiful 3-bedroom Carolina-style home is perfectly positioned with stunning views of both the lake and pristine golf course—creating the ideal backdrop for your seasonal...

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$147
avg per night
Panama City Beach Apartment
Sleeps 7, 1 bedroom, 2 bathrooms
9 reviews

Key Amenities

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

About this property

**Please note that this is one of 3 condos we offer for vacation rental in this resort. If you'd like to explore the best option between the 3 condos, please contact me by phone/text/email. I am a personal owner, not a company. I provide best possible pricing without added on fees that 3rd party...

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Featured review

"1736"

The lake view was awesome. Watching the light show was a delight for the kids. The bedroom was nice for privacy. The resort itself was pretty cool. Lots of things to do there or within walking distance....

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$105
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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$225
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 63 miles to Walt Disney World Resort

Key Amenities

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

About this property

Guests welcome and typically come back more than once! Feels like a home and less like a rental. You'll feel this throughout. For example, Dyson vacuum, chef's kitchen knives, kitchen well stocked beyond the basics. Freshly painted with new furniture and artwork. This fully equipped home...

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Featured review

"Melrose Court Review"

Our stay was very delightful. The house was very tidy, clean and welcoming. The pantry and freezer was well stocked! We appreciated the two carts although we used only one sporadically. I loved sitting...

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$143
avg per night
Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.9 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your private coastal escape just 0.9 miles from Manasota Beach, where indoor comfort meets resort-style outdoor living. Set on an oversized, fully fenced lot with lush tropical landscaping, this home offers exceptional privacy and space to relax, entertain, and unwind.The backyard is truly...

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$164
avg per night
Venice Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

AVAILABLE APRIL AND MAY 2027!This is a truly fantastic condominium located in the new Wellen Park Golf & Country Club in Venice. Situated on the first floor, it features two bedrooms and two full bathrooms. The spacious layout comfortably accommodates two adults in each bedroom, with ample space...

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Featured review

"Loved our stay!"

We had such a nice time! The community was beautiful and having all the amenities right there was amazing. Open play pickleball was crazy busy but they kept it pretty organized. There was some confusion...

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$166
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.