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Florida Snowbird Vacation Rentals

(3307 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 Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 20 yards to Located on private beach on San Carlos Bay

Key Amenities

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

About this property

Unsurpassed view from this 10th floor condo at Sanibel Harbour Resort. Watch the dolphins and enjoy romantic sunsets and panoramic water views over San Carlos Bay from our 10th floor screened lanai terrace.Our private beach, pool and hot tub, all footsteps from the condo, are for the exclusive...

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Featured review

"Beautiful’"

We were so happy to find this home away from home. The owner and his wife couldn’t have been nicer and easier to work with! It is one of the condominium towers in the Marriot Sanibel resort. The location...

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$294
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Sanibel Lighthouse Beach

Key Amenities

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

About this property

Welcome to your perfect getaway in beautiful Fort Myers! This spacious 4-bedroom, 2-bathroom home is nestled in the desirable Whiskey Creek neighborhood, just minutes from the white sandy beaches and the vibrant downtown area. Located in a peaceful golf course community, you'll enjoy the best of...

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Featured review

"A wonderful vacation home : )"

My husband and I rented Alyssa’s beautiful Whisky Creek home for the month of February. We really enjoyed every aspect of our stay. The home was very clean and the layout super functional, especially...

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$198
avg per night
Redington Shores Apartment
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Are you looking for a cozy accommodation for a great price? You’re in the right place! Carousel Suites is the best choice. This apartment is located in the beautiful and quiet town of Redington Shores on the Gulf of Mexico in sunny Florida just 35 minutes from Tampa International airport....

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Featured review

"Wonderful apartment - so close to a gorgeous beach!"

We had a great stay in the one-bedroom apartment. It was clean and well-outfitted and incredibly close to a beautiful public beach. The manager was very responsive to our questions. The beach is a 2 minute...

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$145
avg per night
Fort Myers Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Beautiful views of the Gulf await you! Enjoy morning coffee or an evening glass of wine and a stunning sunset from the balcony. Watch the pelicans and other sea birds in the sanctuary below and catch a glimpse of dolphins!We are thrilled to be back online after Hurricane Ian on September 28, 2022,...

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Featured review

"Beach Getaway"

Definitely a 5 out of 5 star stay. Great view of beach, very clean and had everything we needed for the 3 weeks we were there! Gina was easy to contact and answered any questions we had quickly. We would...

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$232
avg per night
Fort Walton Beach Condo
Sleeps 10, 4 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 200 feet to Fort Walton Beach

Key Amenities

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

About this property

Think about the best vacations you've taken. What made them special? Were the accommodations outstanding? Better than your own home? If you're a person that demands the best, perhaps we have what you are looking for. And now more than ever, The Azure just makes sense. The building occupies a...

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Featured review

"Great Condo"

We just spent a week in 312 and it was perfect! The condo was very clean and ready by 4. We think it actually looks better than what the pictures show. The location was great....short walk from the elevator,...

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$281
avg per night

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Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
15 reviews

Distance to beach: 1 miles to Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

E91 is a completely renovated, First floor Condo, steps to the pool. Master bedroom has a King bed with on-suite bathroom and walk-in closet. Second bedroom has a Queen bed and twin bunk beds. Fully equipped kitchen provides state-of-the art appliances. There is washer and dryer conveniently by the kitchen. Ammenities...

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Featured review

"Best Condo EVER !!"

The HOST of this unit (E91) was the most prepared HOST of all time. She had every box checked inside the condo to make our stay effortless. The grand-children loved the bunk beds in the second bedroom...

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$183
avg per night
Hypoluxo Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Lantana Beach

Key Amenities

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

About this property

Located within the prestigious Lakeshore Colony gated community directly on the Intracoastal Waterway south of the city of Palm Beach.This waterfront condo overlooks the pool area with lush vegetation and has spectacular views to the east from the third floor balcony. Vistas are visible to Palm Beach...

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$197
avg per night
Destin Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
15 reviews

Distance to beach: 50 yards to Surfside private beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Endless Blue: Oceanfront Luxury at Surfside Resort!!SAY HELLO TO PARADISE: FOR THE TIME OF YOUR LIFE!!!! GREAT FAMILY FUN, GREAT FRIENDS!!! SURFSIDE UNIT 1001 SLEEPS 10 2 SETS OF BEACH CHAIRS (4-CHAIRS/2 UMBRELLA'S) March 01-Oct 31SURFSIDE WEDDING VENUE! PLAN YOUR BEAUTIFUL BEACH WEDDING...

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Featured review

"Perfect location"

We thoroughly enjoyed our THIRD stay in this unit! Perfect size for our family of 5 plus my parents. There have been many nice upgrades to the unit since our last visit. We had one small issue and Mark...

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$378
avg per night
Treasure Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Built in 1926, Barbara's Beach Bungalow is located directly on a beautiful stretch of white sandy beach in Treasure Island. Your perfect vacation getaway to create wonderful memories. The outside area is perfect to take in all the outside living you want to do on your wonderful vacation while relaxing...

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Featured review

"Perfect Treasure Island Getaway"

Loved this Treasure Island bungalow! Private path to the beach, cozy feel, and the outdoor seating made the views unforgettable. If you're looking for the perfect mix of relaxation and charm, this house...

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$230
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.5 miles to Fort Myers Beach

Key Amenities

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

About this property

Amazing Sunsets from our Penthouse 2-bed/2 bath condo on top 6th floor on Fort Myers Beach situated along a canal overlooking boats & beautiful ocean sunsets.Our property features a king bed in master suite along with a desk for your laptop and a chest of drawers and 2 nightstands each with...

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Featured review

"Wonderful stay in a very comfortable condo"

We stayed in January and February 2026 in Kim and Joe's very comfortable and well decorated Hibiscus Pointe condo. The layout works very well, has a washer & dryer right in the unit and has very confortable...

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$286
avg per night
Destin Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Sterling Shores is a fantastic vacation destination next to The Back Porch and central to all of Destin’s activities. 2 BR/2 BA fully furnished 3rd floor condominium featuring neutral grays, coastal decor and pops of natural colors throughout. WOOD PLANK FLOORING. Washer and dryer in unit. Master...

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$89
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beachfront, cozy, clean, and comfortable condo located on the second floor of the Island Reef Condominium Association, situated on the coveted south end of Fort Myers Beach! Enjoy direct beach access—walk straight from the property onto the sand and out to the Gulf. Start your mornings with coffee...

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$212
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Naples Pier

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy the best of Naples living this winter in this inviting first-floor corner unit, nestled in the serene King's Lake community. Located in Tama Circle, this 1,820 sq. ft. condo offers a spacious open-concept layout with two bedrooms and two bathrooms, making it perfect for a relaxing seasonal...

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$113
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
30 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to your tranquil coastal haven! This beautifully designed getaway boasts stunning ocean vistas from the kitchen, living room, and balcony. With all the comforts of home at your fingertips, you’re just steps from the beach and a short walk to amazing dining spots. Perfect for families, couples,...

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$99
avg per night
Panama City Beach Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Newly updated ocean front condo steps away from the beach. Condo is completely tiled and located on the 4th floor for convenient access. The master bedroom has a king size bed, large walk-in closet, TV, a bay window overlooking the ocean, and patio access. Attached to the mater bedroom is a large master...

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Featured review

"Loved it!"

My family and I stayed at the Summit unit 209. We enjoyed every bit of it. I could not ask for better and cleaner place to stay! My 3 babies loved every minute of it, easy access to the beach and plenty...

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$284
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Get away from it all. Miles of wide white sandy beach that is perfect for relaxing and allows for social distancing naturally. Relax in our spacious home which has been completely renovated with upgrades throughout. Come and see why Marco Island was named the "Happiest Place in America"....

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Featured review

"Excellent! Wonderful time, great location."

Just loved it! Amazing view! very clean and fully equipped, planning my next summer vacation already.

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$250
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

To view complete details callThis home is a beautiful waterfront beach bungalow located on Little Sarasota Bay on the desirable and less congested location of South Siesta Key, Sarasota FL. This sanctuary is within walking distance of the public amenities of Turtle Beach, the Tiki Hut Pub, Bayfront...

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Featured review

"Perfect getaway!"

This house and grounds were AMAZING! The decks, dock, and gliders were relaxing and quiet-we enjoyed the bird watching and saw dolphins on our last day! Turtle Beach is nice-not quite Siesta Key sand,...

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$299
avg per night
Islamorada House
Sleeps 14, 6 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Welcome to Caribee Beach House!Discover the enchanting charm of Caribee Beach House, where the timeless allure of old-school Islamorada beautifully melds with stylish comforts. Tucked away in the heart of downtown Islamorada, this hidden gem offers an extraordinary retreat with 200 feet of private...

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$2,091
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

This luxury two-bedroom, two-bathroom lakeview condo at Heritage Pointe offers a serene and active retreat in the heart of Fort Myers.Spanning 1,200 square feet, this third-floor unit (accessible by elevator) is designed specifically for monthly stays, making it an ideal choice for snowbirds or those...

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Featured review

"Excellent Holiday Condo"

My wife Helen and I spent April 2024 and April 2925 in this Condo The owner Jonathan has been super friendly and extremely organized, making it easy to enjoy our time at Heritage Point. The unit is spotless,...

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$67
avg per night
Naples Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Perfectly located vacation home in the heart of Olde Naples offers a peaceful and private retreat. Available January - April 2026. This highly desirable pet-free boutique building with only 18 units is just a three block walk to the white-sand beaches of the Gulf of Mexico.Fully renovated and decorated...

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$300
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Pet friendly, offering winter, monthly rates! Carillon Beach Inn #307 is located in the spectacular Carillon Beach Resort, in close proximity to Rosemary Beach and Pier Park! Enjoy the luxurious amenities of the resort, including 7 private beach accesses, 4 pools, 2 hot tubs, and dining option & shopping...

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Featured review

"Great"

Exactly as described. Very clean, everything worked fine. Good location. Donna was able to help with all details.

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$67
avg per night
Bonita Springs Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Relax on the beach, or on your own private lanai and watch the dolphins play and the manatees float by. Gaze in amazement as the majestic pelicans dive for their dinner. Fish right from the beach or from our community fishing pier on the bay. Located on a quiet cul-de-sac, this condo is exceptional and...

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Featured review

"Amazing Beach Front Condo"

Everything about this condo on the beach is perfect. Overlooks the best beach in Florida with amazing sunsets and dolphins front and center from the screened-in lanai. Brand new and very comfortable decor...

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$183
avg per night
Islamorada Apartment
Sleeps 2, 1 bedroom, 1 bathroom
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

The apartment is in a house on the canal and across from the beach with beach access. It is situated on the ground floor of a two storey Keys house where you would be the only residents. All the amenities would be yours and you would have space, tranquility and privacy in the tropically planted landscape....

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Featured review

"Perfect rental for one couple"

This is the perfect apartment for one couple. Wonderful location on the oceanside with ocean views across the street. Has a great dock for your boat with great ocean access. Fish cleaning table is under...

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$150
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 1 miles to Park Shore

Key Amenities

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

About this property

Conway House is a fantastic family holiday home situated in a private location in Sun terrace, part of Old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a beautiful lagoon.The villa is...

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Featured review

"Love the Conway House"

My wife and I have rented the Conway House for February and March for the last few years, and we hope to continue that arrangement for many years to come. The house is in an ideal location to beaches, shopping,...

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$499
avg per night
Longboat Key Villa
Sleeps 4, 2 bedrooms, 1 bathroom
6 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Located in a QUIET and relaxing AREA of the ISLAND, our guests love the location, where you can WALK TO the BEACH entrance, some of the island’s best RESTAURANTS, COCKTAIL SPOTS, a MINI MARKET, and even a nearby BIKE SHOP. Our condo has been recently REMODELDED and features BRAND-NEW APPLIANCES,...

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Featured review

"Post Hurricane Milton review"

This is not so much a review as it is an update for people concerned about the aftermath of Hurricane Milton. The city of Longboat Key has done an impressive job at cleaning up the hurricane’s mess....

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$187
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

The 3 bed/3 bath canal front home provides quick access to the Atlantic and Looe Key with no bridges.60' of canal front with 40' of seawall and a cleaning station.After a day on the water, enjoy the refreshing outdoor shower or soak in the large master bath tub.The screened patio...

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Featured review

"The Real Florida Keys"

We really enjoyed our stay in this well appointed home. The location is an old Florida Keys experience. Great neighborhood with no thru traffic, friendly neighbors and great sunsets. The reef is a short...

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$260
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Naples 2BR + Den | Lake View | Pool | Pickleball | Workspace | Near BeachBeautiful, newly built 2BR + den home in a prime Naples location with lake views, private lanai, and resort-style amenities. Ideal for seasonal stays, snowbirds, and remote work.Monthly rates range from $3,800 to $7,900 depending...

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Featured review

"Definitely coming back"

We had a wonderful stay at Sleep, Swim, Smash (Pickleball) – Arboretum 2BR/2BA Getaway in Naples. The condo was clean, comfortable, and thoughtfully set up with everything we needed for a relaxing and...

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$172
avg per night
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful waterfront pool home. Located right on the water in a wonderfully quiet area of Marco Island, this beautiful home has it all. It is a short walk to restaurants, bars, super market, shops, marina, and yacht club. Also a quick drive to the fantastic Marco Beaches, golf, tennis, the everglades,...

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Featured review

"Great stay"

Great stay. Close to everything. Plenty of room and we'll stocked kitchen with everything you need.

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$234
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 feet to Indian Rocks Beach

Key Amenities

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

About this property

*** THE EXTERIOR OF THE CONDO IS UNDER CONSTRUCTION. RATES HAVE BEEN REDUCE TO REFLECT THAT THERE WILL BE A LOT OF NOISE DURING WORKING HOURS ON WEEKDAYS. RENTERS MUST ASSUME THAT CONSTRUCTION WILL BE PREVALENT AND ONGOING ON THE EXTERIOR OF THE BUILDING THROUGHOUT STAY ***Never miss a sunset! Enjoy...

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Featured review

"Beautiful Condo"

The condo absolutely fantastic and in a great location, it is immaculate and the bed (we only needed the master suite) is so comfortable, there are smart TVs in both bedrooms and an even bigger one in the...

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$171
avg per night
Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 miles to Cape Coral

Key Amenities

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

About this property

Beautiful 2/2 First Floor, Waterfront, offering lots of privacy being an end unit, Located in Southeast Cape Coral, near downtown, and just 5 minutes from Yacht Club Beach. 20 minutes to the beaches of Fort Myers and Sanibel Island! Smaller, Pet friendly community. Covered Parking just steps outside...

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Featured review

"A home away from home"

Location We stay at the Condo for the Roy Hobbs World Series and it is quick and easy to get to Terry Park. the Twins Complex and Fenway South etc Cape Coral has a small beach on the river and Fort Myers...

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$129
avg per night
Sarasota Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your Sarasota home away from home!Nestled in the highly desirable Coral Cove neighborhood, this beautifully remodeled apartment offers the perfect blend of comfort, convenience, and coastal living. Located just a few blocks from the South Bridge to Siesta Key and less than one mile from...

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Featured review

"FANTASTIC HOME AWAY FROM HOME"

I teach high school and decided to do something fun this summer during my break, so I stayed on Starfish Dr. in Ana's rental for 5 weeks (only 10 minutes away from my new granddaughter.) Everything about...

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$93
avg per night
Dunnellon Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Distance to park: 75 miles to Orlando

Key Amenities

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

About this property

Florida fresh, newly renovated, Withlacoochee riverfront condo located on the 2nd floor with no stairs - easy access via a ramp. Beautiful views of the river from our comfy front porch. Queen size bed, large closet and plenty of cabinet space for storage. We have a queen sleeper couch that sleeps 2 as...

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Featured review

"Peaceful Florida oasis – loved our July–August stay"

We spent July and August in this apartment at The Landings in Dunnellon and it was exactly the relaxing Florida retreat we needed.The balcony view is the highlight. You look out over a quiet spot on...

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$80
avg per night
Punta Gorda House
Sleeps 6, 4 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Boca Grande Gasparilla

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

4 Beds, 2 Bath single family 1800 sq' home on Cul de sec in Deep Creek Punta Gorda FL 33983 available for rent. Very quiet and nice neighborhood. Solar system installed which will substantially reduce electric bill.Short Term tenants are also welcome!

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$151
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 14 miles to Manasota Key Beach

Key Amenities

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

About this property

Thoughtfully curated with a clean, calming coastal design, this boutique-style retreat was created for guests who want comfort, style, and a healthier living environment while enjoying the Florida lifestyle. Enjoy: • Peaceful golf course views from the private screened lanai • Bright open-concept...

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$133
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 400 yards to Marco South Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to the Last Paradise……. Relax, Refresh, Rejuvenate at this small, 38 unit condo complex with many amenities directly across the street from south Marco beach…first floor comfortable unit with lanais, pool, and tennis court. Off street parking, quiet end unit with privacy....

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Featured review

"3 week vacation to Marco Island"

The condo we stayed in for 3 weeks was absolutely beautiful. It was decorated so nice. It had everything we needed for the 3 weeks we were there. I contacted the owner about a problem with the spare bathroom...

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$234
avg per night
Ramrod Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Beautiful , home on deep water canal in desirable Breezeswept Estates is your private resort for a minimum of 28 days . Heated, saltwater pool adjoins huge ground level great-room with living area, dining area, shower , gas grill, pingpong table and so much more contained in private setting ! 40 ft dock...

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Featured review

"Desiderata"

Very nice pool & dock area. Neighbors very friendly. Downstairs area very nice for socializing near pool area. House was comfy for family with adults & children. A great location for restaurants...

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$329
avg per night
Panama City Beach House
Sleeps 10, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Perfect for families, Blue Pearl is a beautiful little gem in a quiet neighborhood on the west end of PCB and an easy walk to Public beach accesses 89, 90, 91 & 92. It's a great location, equally close to all of the shopping, dining and fun of PCB, PierPark & Rosemary Beach/30A!A craftsman-style...

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Featured review

"Another great stay"

This was our 3rd year vacationing at this home and we just love it! Clean, heated pool, close to the beach and no long list of things to do before checking out. Will be back next year.

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$263
avg per night
Panama City Beach Condo
Sleeps 5, 2 bedrooms, 1 bathroom
9 reviews

Key Amenities

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

About this property

→ Complimentary Full Beach Service – Included with your vacation stay from March 1 through October 31, with daily service available until 5 PM. For a one-week stay, this complimentary amenity provides over $200 in added value!Wake up to breathtaking unobstructed views of the sugar-white...

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Featured review

"The old hillbilly"

It’s awesome place. The beach is awesome. The maintenance people was very congenial very pleasant to be around. We didn’t have any problems. The owners was just a text away and immediately reply so...

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$129
avg per night
Special Offer
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

* Please note that we do not allow pets or smoking of any kind.** Max occupancy is 8 to include infants per fire code guidelines and HOA; parties exceeding max occupancy will not be issued a refund.*** We'll be sending you information about House Rules to follow to ensure your stay is seamless!...

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Featured review

"Welcoming and perfect"

We enjoyed our stay so much!! The location of the unit was very convenient with elevators and access to the pool areas. It was decorated so well that it made it feel like home. Beds were so comfy! We will...

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$226
avg per night
Longboat Key Villa
Sleeps 5, 2 bedrooms, 1 bathroom
3 reviews

Distance to beach: 500 yards to Gulf of Mexico

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Little Palm on the bay in Longboat Key, Florida, a place to go when you want to relax and enjoy! Sunbathing, fishing, and boating right at your backdoor with the beach and pool only a short walk away!  BOATERS, you can bring your boat or rent a boat to be available right out your back door. Don’t...

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Featured review

"Adorable Cottage perfect for a winter break."

We had a wonderful month stay at Little Palm and truly enjoyed our time there. The location was a huge win for us. It was easy to walk to restaurants and the park, and just a quick bike ride to the beach,...

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$170
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Relax in this modern coastal home that is impeccably decorated with a clean and crisp design. The main living area’s wall of windows brings the outdoors in as you gaze out onto the pool, spa, 106 ft of waterfront, and beautiful, tall Royal Palm trees. Enjoy the abundance of outdoor space offering...

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Featured review

"Perfect Place to Stay in Naples!"

The photos of the house are wonderful, but the house is actually MORE lovely than the photos can depict. It is beautifully and comfortably furnished, and thoughtfully laid out so that the guestrooms are...

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$902
avg per night
Marathon House
Sleeps 10, 4 bedrooms, 4 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Villa Sombrero – Private Waterfront Living with Sunset Views in the Florida KeysVilla Sombrero is a peaceful waterfront retreat overlooking Boot Key Harbor, offering breathtaking sunsets to the west and refreshing island breezes flowing in from the east through Sisters Creek. A natural waterway...

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Featured review

"Nice comfortable place..... Quiet except for construction work going on across the street."

It's the little things...... We had to call concerning changing the water filter on the refrigerator. The pool needed water added so that the filter and heater would work. The strainer was full of debris.......

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$640
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

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

About this property

Redecorated Nov 2022 and repainted APR 2024! Large 3 bdrm, 3 bath newly decorated condo with 60 inch HDTV!Unit 602 is a large 3 bdrm and 3 bath condo with all new bedding. Our penthouse views are the best in the building and our large, private patio is the ideal place to watch the country's...

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Featured review

"#602"

Really enjoyed the Condo. The view from the deck was fantastic. Front door was a problem because it wouldn’t lock. Was glad we brought our own skillets the skillets they have weren’t quite as nice.

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$358
avg per night
Cape San Blas Townhome
Sleeps 6, 3 bedrooms, 3.5 bathrooms
11 reviews

Distance to beach: 50 feet to Right out side

Key Amenities

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

About this property

Beach Breeze is located in Barrier Dunes on the north end of Cape San Blas. The townhouse is located at 140 Sabal Circle, on the Gulf, a straight drive from the gate house at about 11 o'clock when you get to the curve. This 3 bedroom 3.5 bath beach front unit sleeps 6 adults and has covered parking...

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Featured review

"Fantastic views"

Beautiful view of the beach from all three decks. Especially at sunset. Great internet speed if you have to work or if several people are on at the same time. Close to pools and courts.

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$297
avg per night
Cape Coral House
Sleeps 7, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 8 miles to Yacht Club Public Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Escape to our brand new, beautifully designed 3+ bedroom home centrally located on a serene canal in the heart of Florida's waterfront paradise. Immerse yourself in the ultimate waterside experience for fishing, boating, entertainment and dining! World class beaches are just a short drive from our...

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Featured review

"Beautiful home"

We stayed in this home for two weeks. It was a fabulous home, in a great location. Screen room is STUNNING, and being on a canal was such a fun treat. We truly enjoyed our stay.

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$177
avg per night
Marathon House
Sleeps 12, 5 bedrooms, 6.5 bathrooms
1 review

Key Amenities

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

About this property

Gulf-Front Modern Luxury | 5BR w/ Rooftop Deck, Infinity Pool, Dock & More! Indulge in an unparalleled luxury experience in this breathtaking 5-bedroom, 5.5-bathroom estate in Marathon, Florida. With direct Gulf views, high-end amenities, and a sleek modern design, this home is a dream getaway for...

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Featured review

"AWESOME BAYSIDE OCEAN LOCATION, PROPERTY AND STUNNING HOME - MARCH/APRIL 2026"

The ocean view from the roof and 5 bedroom modern style home is 2nd to none in the keys! Each bedroom has it's own bathroom and the home is very modern and in excellent condition. The infinity pool is...

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$1,400
avg per night
Special Offer
Panama City Beach Condo
Sleeps 5, 1 bedroom, 1.5 bathrooms
43 reviews

Key Amenities

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

About this property

Free Beach Chairs valued at $70 per day will be provided!An ultra nice & beautiful beach front condo for rent by owner with the discounted owner's rates. each condo is one-bedroom, one-and-a-half-bath condo is located in The Summit on the center of the building, just above the pools. The...

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Featured review

"Wonderful Condos and Host"

We loved our condos that we rented from Ms. Chen. They have everything you need to enjoy you stay. The views of the ocean are amazing. Its nice sitting in the living room and see the dolphins playing in...

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$125
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 1 miles to Vanderbilt Beach/BlueBill Beach Access

Key Amenities

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

About this property

A three-bedroom, two baths plus den, beautiful Florida style private home with its own screen enclosed heated pool and spa plus a covered lanai is the perfect place to enjoy Naples. It is meticulously maintained with great attention to every detail. The residence boasts generously sized rooms, all tile...

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Featured review

"We love Dancing Palms Getaway!"

I travel to Naples every month for work and have stayed at Wayne & Delores' wonderful Naples Park home numerous times! My husband travels with me more when he knows I am staying at Dancing Palms Getaway....

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$323
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
30 reviews

Key Amenities

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

About this property

Welcome to Octopus Garden, your new home away from home! Our first-floor, oceanfront condo at Azure is the ideal vacation spot. Walk right out your door to the gorgeous views of the emerald Gulf coast waters!Our beautiful 3-bedroom, 3-bath condo is ideal for families and includes TWO sets of Beach...

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Featured review

"Just book it!!"

We just got home from the Octopus Garden, and I am so sad to be home because we had such an incredible time! We scheduled very last minute (it was a mom/teenager-daughter trip), and Virginia spent so much...

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$437
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

SW Cape Coral 3 Beds 2 Bath - Heated Pool and Hot Tub - near Cape Harbour. One of the most popular areas in Cape Coral, as far as vacation homes go, is the SW part of town below Cape Coral Pkwy, and that is where you will find this beautiful home. When renting this home, you rent a piece of this paradise....

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$221
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.