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Florida Snowbird Vacation Rentals

(3320 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.

Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

The view from this property is absolutely AMAZING! Long and tranquil lake and golf views with the soft sound of small rippling water awaits you on your vacation golf dream. This first floor DiAngelo model offers 2+ den, front and back screened lanais, expansive kitchen/Dining Room/Living Great Room area...

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$210
avg per night
Panama City Beach Condo
Sleeps 12, 3 bedrooms, 3 bathrooms
15 reviews

Key Amenities

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

About this property

With a charming, boutique feel, Sterling Breeze offers more than you ever dreamed. This property features beach-front balconies, a private home entertainment center, poolside wine bar and an internet cafe. Each condominium is professionally decorated and includes private balconies, 60-inch plasma TV and...

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Featured review

"Paradise"

We thoroughly enjoyed our stay in Danette's condo. It was beautiful and so tastefully decorated. The kids bunkbed room was down a little hallway to the right as soon as you walk in. The other 2 bedrooms...

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$164
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Escape to your own slice of paradise with this stunning, turnkey-furnished Birkdale condo with a Social Membership located in the highly sought-after Wellen Park. This beautifully appointed 2-bedroom, 2-bath residence features a spacious open-concept floor plan perfect for entertaining family and friends...

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$148
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

Aaarrrghhhhhhh MATEY! Florida Keys Vacation Rentals – Looking for a perfect sunny get away in the beautiful Florida Keys? Blackbeard’s Bounty is just the place for you and your guests!This tropical oasis is located on Little Torch Key and is only 28 miles from Key West. Situated on a wide...

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$341
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Experience the ultimate coastal escape ....Rising high above the Atlantic, this Oceanfront Deluxe 2-bedroom condo offers more than just a place to stay—it offers a new perspective. From this vantage point, the distinction between the deep blue sea and the morning sky disappears into a seamless,...

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$192
avg per night

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

Key Amenities

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

About this property

Welcome To This Daytona Beach Vacation Retreat!! Peck Plaza 11NW Come enjoy the newly remodeled 2/2 condo; delightful coastal decor, fully equipped for your family to relax and play at the World's Most Famous Beach. The spacious condo has a comfortable living area with flat screen TV and high speed...

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Featured review

"Relax in Paradise"

Peck Plaza is a great condo to stay. Great location on the beach. Great deck to sit out on for a late evening after a lazy day at the beach. The condo was furnished and equipped with anything you needed....

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$190
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Siesta Key

Key Amenities

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

About this property

Turnkey Furnished Short Term Rental. Welcome home to this 2 bedroom,2 bathroom unit located in Carrington Place with its Heated Pool,Covered Parking,and Elevators. This slice of paradise sits in an incredible location. Only Minutes from Palmer Ranch. This coveted 3rd floor unit boasts a picture-perfect...

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Featured review

"Great place. Great Host"

Meghan was a wonderful host. The place was just as shown and was just what we needed. The condo is in excellent condition newly renovated, and the beds were very comfortable. We will definitely stay again

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$117
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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Featured review

"Stylish and Comfortable Place in Fantastic Location with Nice Amenities"

Amazing Place, Exactly as pictured. From the moment you walk in you immediately notice the attention to detail. This place was clearly designed and decorated by a professional with style and comfort in...

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$145
avg per night
Venice Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to this 2 bedroom/2 bath private Villa with 2 car garage located in the quiet neighborhood of Myrtle Trace in the Plantation Gulf and Country Club. The home is fully furnished for a long stay. The master bedroom is large with a king bed and private bathroom. The second bedroom offers a queen bed,...

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$124
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This newly in 2017 built dream house with 4 bedrooms and 3 bathrooms is located in a quiet location in a cul-de-sac overlooking the Hibiscus golf course. Due to its central location, you can reach numerous restaurants and shops in just a few minutes. The spacious house has an air-conditioned living...

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Featured review

"January 2024"

We had a great time in Naples in January. The house was nice and clean and there was plenty of walking and bike riding in the area. We will stay there again!

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$242
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

STR #-R260422Wake each morning to the gentle sound of waves rolling onto sugar-white sand, spend your afternoons with your toes in the Gulf, and end every day watching another unforgettable Southwest Florida sunset from your private screened lanai. Perfectly positioned on the quiet southern end of...

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$184
avg per night
Dunedin Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

UNIT is UNAVAILABLE NOV 1, 2026 - Mar 31, 2027 and NOT AVAILABLE TO RENT. 1/1 within Royal Stewart Arms 55+ community - centrally located Gencoe Bldg - on the top 3rd floor near a quiet elevator. Grab rails in bathroom with tub/shower. Fully furnished unit with large TV, linens, housewares. Service...

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$73
avg per night
Titusville Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Beautifully decorated 2 Bedroom/2 Bath ground floor Condo with screened Patio in lovely La Cita Golf environment. Condo situated next to Pool. Clubhouse serving meals walking distance. US 1 in Titusville runs along Indian River. River Tours available Titusville is hidden gem (not congested) near...

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Featured review

"Awesome little treasure"

It was the perfect size for two vacationers. We are older, and appreciated how nice and quiet it was. On top of that, the condo rental backed up to the pool and barbecue area, literally steps away. Clean...

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$82
avg per night
Daytona Beach Shores 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
  • Pool
  • WiFi

About this property

Welcome to your perfect getaway...our luxurious 2 BR condo in Beautiful Daytona Beach Shores. Located directly on the beach, with stunning coastal decor. Enjoy the white sand beaches of the Atlantic Ocean and relax in the condo gazing at the vibrant sunsets. Enjoy meals together in the spacious dining...

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$177
avg per night
Belleair Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Step into your dream lifestyle with this fully furnished, end-unit condo offering expansive, unobstructed Gulf views and nightly sunsets from your private, second-floor balcony. At Gulf Belleair you can lounge by the pool or step directly onto the sand just outside your door.Why You’ll Love...

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Featured review

"Our home away from home"

Mary Lynn and Kurt have created the perfect place to relax and enjoy the scenery, the weather, the beautifully decorated living space and the super friendly neighbors! They’ve thought of every detail...

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$241
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Absolutely stunning 2 bedroom, 2 full bathroom condo at Carlton Lakes one of the most beautiful resort developments in Naples. This unit is located on the first floor of a 2 story condo. The condo is tastefully decorated with brand new furnishings and has a wraparound screened lanai. Open floor plan with...

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Featured review

"A great find"

5 star rental and a Great Find in a beautiful part of Naples Florida .The owner was an extremely accommodating host for all of our needs . The additional extras to this property were an area pool ,,community...

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$150
avg per night
Fort Myers Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Fort Myers Beach

Key Amenities

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

About this property

This 2-bedroom 2 bath condo on the second floor is a nice place for your stay in the Brookshire neighborhood. Whether you are a snowbird, mobile worker or a medical professional this home boasts all the comfort of a nice home away from home. With the pool, tennis- and pickle ball courts steps away you...

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$84
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways. Perfect for short or long stays.Step into your dream Florida getaway the moment you walk through the door. This beautifully designed home combines modern style with natural light, creating a warm and inviting space for your...

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Featured review

"Really nice villa, well maintained, great location"

This was our second year in this villa. It is recently updated, had all the kitchen items anyone would need. Bed is comfortable, that’s important for longer stays. Very quiet neighborhood. The property...

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$247
avg per night
Cocoa Beach House
Sleeps 12, 4 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 5 feet to Cocoa Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Come and vacation at this one of a kind Beach front four bedroom Cottage with pool and private beach access. This Direct Ocean tri-level Beach Cottage can accommodate up to ten guests.Enjoy the large screen TV in the great room while you relax on the comfortable furniture. Have a drink or snack...

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Featured review

"Great!"

Yes, the location is fantastic, private path to beach and really nice yard space. Pool was really good option in addition to the beach. House worked well for the seven of us, including two children. Floor...

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$399
avg per night
Cocoa Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 100 feet to Cocoa Beach

Key Amenities

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

About this property

A quiet, small (25 unit}, friendly condominium, gated private community, assigned parking, private beach access, outdoor shower, 4th-floor, north end unit. Great to view rocket launches. 3 Bedrooms (1 King, 2 Queens, Full sleeper sofa), 2 full Baths, Washer/Dryer, Microwave, Dishwasher, Cable TV/Wi-Fi,...

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Featured review

"Great vacation spot!"

This was our second time staying here. It’s a lovely condo with plenty of room for a large family. It has a great view of the ocean and rocket launches. Beach chairs, beach towels and beach toys are...

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$267
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Available August 2026. Make this your Florida home! Opportunity to rent for less than a year to see if you enjoy Florida or are waiting on your house to be built. This furnished home features 3 bedrooms plus separate office, 2 car garage and large covered lanai in the highly desirable golf community of...

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Featured review

"Home away from home"

This is a very nice house to stay if you need a getaway from the winter weather at home. Terry was very attentive about your comfort and quickly responded to all our needs. The location is one of my favorites...

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$67
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

CURRENTLY BEING DECORATED - FURNISHED PICTURES COMING SOON Welcome to your personal slice of paradise at The National Golf and Country Club in the charming town of Ave Maria, Florida! Step into this beautiful 2+ Den Bromelia-style unit with social membership and split bedrooms for privacy, perfectly...

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$108
avg per night
Pensacola Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 10 miles to Pensacola Beach

Key Amenities

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

About this property

A charming and tranquil cottage located in beautiful Pensacola! This 2-bedroom, 1 bathroom cottage is designed to provide you with cozy comfort and delightful convenience, making your stay truly exceptional.

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Featured review

"Wonderful relaxing getaway"

My husband & I and another couple enjoyed a 4 night stay at this clean, comfy, beachy cottage. Beautiful neighborhood to enjoy your morning coffee on the front porch! The beach is a short drive as well...

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$119
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

Beautiful Beach House Rental steps to Vanderbilt Beach ( 1 mile ) & Delnor Wiggins Beach (1.5 miles)This is a Gorgeous, Private House & Back Yard ~Lanai + Pool & Hot tub, BBQ Grill, Bikes, Tommy Bahama Beach Chairs, Umbrella + all the essentials needed for a tropical holiday! Steps...

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Featured review

"Excellent Property!"

Great location, very clean and well maintained. Jenelle was an excellent manager. She helped with questions at booking, sent great texts to keep us informed before during and at end of stay. She seemed...

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$618
avg per night
Cape Canaveral Condo
Sleeps 6, 2 bedrooms, 1 bathroom
42 reviews

Key Amenities

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

About this property

Come enjoy a beachside paradise at our Blue Beach Condo located in Cape Canaveral-FL. and minutes away from famous Cocoa Beach. Our Blue Beach Condo it is located at Royal Mansions Complex that has 2 private beach entrances, a pool, and a jacuzzi where you can relax in the sun, take a walk at the beach,...

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Featured review

"Can't beat the location"

We went with the intention of working away from home on the beach. The location is exactly what we were looking for; in Cape Canaveral, not too close to touristy Cocoa Beach. And we wanted to walk right...

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$110
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Views, views views ! Peck Plaza is one of the tallest building on the beach, and it's unique round shape offers panoramic views of the beach, the city and the Halifax River. Each room has a wall of windows to enjoy the ocean and river scenery from our 23rd floor vantage point. Our split bedroom plan...

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$203
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Move right into this bright and beautifully maintained condo offering 2 bedrooms, 2 bathrooms, and tons of natural light throughout. Located in the desirable gated golf community of Stoneybrook, you’ll enjoy resort-style amenities including golf, pickleball, tennis, a community pool, hottub, gym,...

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Featured review

"A condo I encourage all to stay in"

I had a great experience staying in this condo for three months. It was fully furnished, clean, and very comfortable, making it easy to settle in right away. One of the best features was its convenient...

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$200
avg per night
Summerland Key House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

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

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$442
avg per night
Estero Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Rental Rates for Winter 2027 December is $125 per night -January 5,000 for the month -February 5,000 for the month -March 5,000 for the month Book 2 months get 200 dollars off Price includes application fees and cleaning fees.Inside the Condo: • All new appliances in 2025 • Fully...

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Featured review

"Jake’s place was great"

Jake’s place was awesome clean. I loved it very clean. He was very nice host. The community was great. Had a golf course pool gym everything you need and conveniently located to sores in the airport.

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$171
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Bayport Beach and Tennis Club!Available for minimum one month rentals beginning JUNE 1, 2026.Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 lushly landscaped acres on Longboat Key, FL. The grounds are meticulously maintained and provide a tranquil and...

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Featured review

"Home Away From Home"

The property owners are terrific. The apartment was impeccable and met all needs and beyond. Would definitely return

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$184
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Stunning Angelina model with wide open spaces, great for entertaining. This stunner has a custom oversized pool and spa to make your backyard vacation stay an oasis PARADISE! Watch the sunsets from your lanai and unobstructed picture window screen. Built-in outdoor bar great for socializing. Very nicely...

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$367
avg per night
Fort Myers Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Available immediately, 30 days minimum. Incredible 2nd-floor rental home with beautiful lake views, high-end furnishings, and a great open floor plan with a very well-appointed kitchen with granite counters, breakfast bar and nook, dining area, and comfortable living room. Offering 2 bedrooms, 2 full...

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Featured review

"Gorgeous!!"

We booked last minute due to a cancellation of our booked condo. So glad our first place canceled! This is a beautiful, costal decorated vacation rental that had everything we needed! Even the linen...

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$113
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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$337
avg per night
Fort Pierce Apartment
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 6 miles to Fort Pierce Inlet State Park (Best Beach!)

Key Amenities

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

About this property

Welcome to The Sunrise City of Fort Pierce, Florida and the Riverside Apartment on the banks of the Indian River Lagoon.Come spend the winter in paradise! Take it easy at this tranquil getaway. Perfect landing spot for short term rental. Up to 2 people will enjoy the afternoon breeze and grilling...

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Featured review

"Cute apartment by the water"

I had a wonderful stay at Susannah Riverside Apartment from August through October 2025. From the moment I arrived, I felt right at home. The apartment had been newly renovated and was beautifully furnished...

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$71
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

As your enter the front door, you are welcomed to a spacious, bright, open area. The living room invites you to a cozy lounge space, which directs you to sliding glass doors leading to the Lanai and the serene pool.The wonderful over-sized Lanai surrounded with gorgeous pot plants is the main feature...

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Featured review

"Home Away From Home"

Located in a quiet area, only minutes away from several golf courses. Beautiful pool and large lanai. Extremely clean villa. Has everything that you would need for a relaxing vacation in paradise. Good...

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to your personal slice of paradise at The National Golf and Country Club in the charming town of Ave Maria, Florida! Step into elegance with this beautiful Birkdale-style unit, perfectly positioned with THE ULTIMATE VIEW! Stunning top floor/end unit with picturesque views of 3 lakes, wooded preserve...

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$183
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 10 miles to Sanabel

Key Amenities

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

About this property

Heritage Palms is Open for Renters and GolfersSpacious 2 Bedroom plus Den Veranda, Great View of Lake and Fairway. Available 2025 Very well furnished , all New Appliance and all flat screen TV's , cable and Internet included.. Completely furnished with everything you need just bring your...

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Featured review

"Golf"

Month of Feb 2022. Golf transfer How much is golf transfer? What other charges for golf? We are also interested in Feb and March 2023. Possibly interested in buying … but would like to rent before...

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$233
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This condo is immaculate and is located in Sterling Oaks in a resort style gated community known for it's outstanding tennis program and Jr. Olympic size swimming pool, a fitness center and many other great amenities. The cabana bar offering food and beverages services while poolside and a very...

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Featured review

"Clean Beautifully Furnished Condo"

This condo is very clean and well equipped. Everything you will need is in the kitchen. Fridge with ice maker which we loved. Comfortable furniture throughout! We enjoyed our stay at this condo

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$144
avg per night
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 100 feet to Perdido Key and Johnson Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Grand Caribbean East 414 is nestled in Perdido Key, FL, just steps away from the emerald-green waters of the Gulf of Mexico. Overlooking the pool and Gulf of Mexico, this home away from home is beautifully decorated and features brightly colored beach decor will make you feel happy as you enjoy all the...

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$181
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Key Amenities

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

About this property

Paseo is an award-winning gated community surrounded by the pristine environment of the Six Mile Cypress Slough.The vibrant, social hub of the Paseo community is the 26,000 square foot Village Center. Strolling the Village Center, it's easy to imagine that you have stepped back in time to some...

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Featured review

"Paseo Stay"

The condo was immaculate and in a great location. The activities were plentiful and the community was very warm and friendly. Lots of steps is the only downside. Host communicated well before we came...

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$149
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to "Sol y Sal" in Buttonwood Bay. Brand new 2 bedrooms + den/ 2 1/2 bath townhouse. This unit was just redone in 2024 and includes fantastic, high-end finishes. Spacious living room with 70 in. tv, dining room with seating for 8, and kitchen with stainless steel appliances, and powder...

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$150
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautiful top floor ocean front 2 bedroom 2 bath condo at La Brisa in Key West. The property has a queen bed in each bedroom and the master has an en suite bathroom. Totally renovated Kitchen and a balcony with amazing Sunrise Views across Smathers Beach. The living room has a flat screen smart TV...

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Featured review

"Vacation"

Very thing was good the condo was perfect and the pool was great the parking was close to the elevator

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$263
avg per night
Alva Villa
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Newer, furnished with high end furnishings. This beautiful one level 2 bedroom+den, 2 bathroom villa is peaceful, water views. 30 day lease minimum. 4 month minimum for winter months. No pets.Looking for a 4 month lease during winter season.Golf Membership is transferable with a fee.$2,000...

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Featured review

"Riverhall"

Location was excellent Walking distance to club house and bunker bar. Landlord very responsive and very easy to deal with. Would recommended his unit.

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$142
avg per night
Seminole House
Sleeps 3, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Redington Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

One bedroom appartment has a full size bed wth a quality mattress. A/C, Two flat screen TVs, WiFi, kitchen counter equiped with a coffee maker, tea kettle, microwave, toaster and full refrigerator. Living area with a comfortable sofa bed and a dining table. Full bathroom is equiped with two sinks, mirror...

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Featured review

"Highly Recommend"

This rental is a very cute 1 bedroom. It is small, but perfect for two people. The owner lives in the adjacent house and was extremely helpful and fair. We would definitely stay here again if in the area.

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$76
avg per night
Englewood Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Englewood

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This two bedroom second floor condo for annual rental or seasonal (3-month minimum) rental whichever comes first.Unit has newly remodeled kitchen, completely furnished, 2 bedrooms (queen bed and full bed), 2 baths (1with walk in shower), all utilities paid including internet. Lanai overlooks pond...

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$83
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

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

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Featured review

"Amazing views!"

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

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$178
avg per night
Sebring Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Sun n' Lakes Vacation Rental in Sebring FL! Sit back, relax and enjoy the view of the pool and the green on Sun n Lake golf course from one of the two lanais this condo has to offer. In addition there is an outdoor balcony with a table and four chairs for your use. We also own and rent the only...

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Featured review

"Quiet, peaceful and calming"

We were looking for something affordable and peaceful just to get some Florida sunshine and air. This was perfect. Quiet, relaxing pool, nice sunset. Perfect place to read a book or go for a walk to breath...

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$115
avg per night
Hollywood Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.1 miles to This condo is on the beach

Key Amenities

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

About this property

OCEAN FRONT with OCEAN VIEW rarely available SOUTH FACING 2 bedroom, 2 bathroom condo.Sleeps 7 in: 1 king (master bedroom), 1 queen (second bedroom), 1 twin 2-level trundle bed (second bedroom), 1 twin folding bed (movable)Over 1,200 sf with DIRECT OCEAN views from every room!Enjoy the fresh...

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Featured review

"Spectacular view!"

We had a most wonderful, relaxing stay in this beautiful beachfront apartment. The unit is beautifully equipped, with a magnificent view and we appreciated the peace & quiet. Gregory (the owner) has a great...

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$174
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 10 miles to Fort Myers Beach

Key Amenities

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

About this property

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

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Featured review

"Great Rental"

We rented this condo from Angelo and Laura for February and March 2026. It is a great location and close to many restaurants and grocery stores. It is a quick trip to the beach and the pool is stunning....

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$160
avg per night
Amelia Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
23 reviews

Key Amenities

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

About this property

Our oceanfront Amelia Island vacation rental condo features 2 BR/ 2B with a spacious living/dining room and full kitchen. Experience one of Amelia Island's most beautiful unobstructed ocean views of the Atlantic Ocean. See the waves breaking on the broad sandy beaches from almost every room of the...

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Featured review

"Nice stay at Regina’s Condo"

Love Captains House! This is the first time we’ve stayed at Regina’s condo, and we really enjoyed it. Great location and well stocked. Beach towels, beach toys and beach chairs that we did not use,...

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$176
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.