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Florida Snowbird Vacation Rentals

(3292 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.

Key Largo House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

This is one of the most unique homes in all of the upper keys! What makes it special is that it's located on a peninsula so very private while at the same time offers stunning views of the Key Largo Bay.The home was recently updated to include all new flooring, new stainless steel kitchen appliances,...

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$747
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Service Club Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 BR/2 BA condo on the island of Venice across from the airport in Glenwood Manor Condo Association. Approximately 1 mile from the beach. Association amenities include clubhouse, heated pool, bike racks and community grills. 1 assigned parking spot.Currently reserved for December-April each season....

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$144
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

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

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Featured review

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

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

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$121
avg per night
Jensen Beach Townhome
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Direct Ocean View - Book your Winter Home Away From HomeAvailable May 2025 and beyondCome in and immediately relax and enjoy your very own home away from home. This 2007 built 3-level townhome comes with a direct ocean view and a one-minute walk to private beach. Your own private elevator will...

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$251
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Direct ocean front condo with amazing sunrise views! Beautifully appointed 2/2 updated condo with all the comforts of home. Located on the 4th floor of a 12 story building, provides you with both a magnificent view AND low enough to hear the waves. 30 night minimum stay by order of the Condo Association....

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Featured review

"Escape to Fort Pierce Paradise"

We had a wonderful stay in your Fort Pierce condo both this March and March 2025. Everything was absolutely perfect-from the comfort and cleanliness of the unit to the thoughtful details that made it feel...

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$106
avg per night

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Venice Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 500 feet to Venice

Key Amenities

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

About this property

stand alone villa on The Beach front property of Aldea mar located on Venice Beach. cooled/heated community pool. Shuffle board over looking the beach as well as a putting green. close to everything. There is a private garden and patio for dinning or just hanging out, There is a retractable awning for...

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Featured review

"Old World Florida"

The single story villas are on a large parcel of property surrounded by palm trees and beach. Located right between downtown and the pier @ !!!

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$177
avg per night
Fort Pierce Condo
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 300 yards to Ocean Village Beach

Key Amenities

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

About this property

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

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Featured review

"Great island stay."

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

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$100
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Come and enjoy our 3 bedroom, 2 bathroom + bonus room and designer POOL (heated year round) home located in the Village of Polo Ridge, situated on a corner lot on the Hawks Bay golf course. Very few homes in The Villages with private pools! EXCELLENT LOCATION with a 5 minute golf cart ride to Publix/Southern...

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Featured review

"Great location!"

Our family thoroughly enjoyed our stay at your rental home. Would love to rent again! The location was perfect for our visit!

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$180
avg per night
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Totally updated condo in Sand Dollar Shores with Ocean View, Intercoastal Waterway View and Pool View all from your corner balcony! This is a highly sought after Southeast Corner Unit in the B building . Just steps away from the pool or to the beach. Unit features contemporary decorations. The kitchen...

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$168
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

BALCONY RENOVATIONS/LOUD CONSTRUCTION NOISE UNTIL DECEMBER 31ST, 2026. Welcome to Daytona Beach... Worlds Most Famous Beach...Book Now for Best Vacation Ever! This coastal vacation spot is perfect for your family or two couples. Why stay in a hotel when your family can have all the comforts of home...

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$188
avg per night
Ave Maria House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to 5104 Salerno St, a beautifully designed 4-bedroom, 3-bathroom home in the desirable Maple Ridge neighborhood of Ave Maria. This spacious residence offers an open-concept layout, ideal for both daily living and entertaining. The modern kitchen features sleek countertops, stainless steel appliances,...

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$187
avg per night
New
Key West House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Parothdhideaway, where it’s always Five O’clock! Less than 10 minutes’ walk from Duval Street you will find this tropical island getaway. Find yourself on island time yet still having every amenity at your fingertips like a soaking pool hidden under the trees on the large...

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$383
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

RATES for 2026One month minimum rental in season January 2026 $7,000 February 2026 Booked March 2026 $7250 April 2026 $4500Plus taxes and $150 HOA approval feeCALL ME WITH ANY QUESTIONS...

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$89
avg per night
Key Largo House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

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

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$266
avg per night
Little Torch Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Meet your perfect vacation getaway, Maracaibo Manor! Located on Little Torch Key in the highly desirable Jolly Roger Estates neighborhood, with excellent deep water access for boating, diving, fishing and snorkeling at the famous Looe Key Reef.This roomy home has two bedrooms and two bathrooms upstairs,...

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$350
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to an exquisite abode at 380 4th Avenue South, Unit 380, nestled in the heart of scenic Naples, FL. This tastefully appointed residence offers 1,000 square feet of thoughtfully designed living space. Delight in two elegantly crafted bedrooms and two pristine bathrooms, all enhanced by central...

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$310
avg per night
New
Treasure Island Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Meet At Paradise, a beautifully renovated waterfront condo located on the peaceful intercoastal waters of Treasure Island, Florida. After Hurricane Helene, the condo was thoughtfully restored and refreshed, offering updated finishes and a comfortable coastal feel while keeping the same great...

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$195
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Step inside and be captivated by the generous 1,726 square feet of living space that exude pure comfort. The expansive kitchen is the heart of this residence, designed to cater to culinary enthusiasts and those who appreciate a well-appointed space. With abundant counter space, high-quality appliances,...

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Featured review

"Great Location"

Lovingly equipped for all your needs and spotlessly clean. We fell in love with it the moment we saw the Instagram profile, and all our expectations were exceeded. Super kind hosts and a stunning location. Rotonda...

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$106
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms
32 reviews

Key Amenities

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

About this property

NOTE TO ALL MY GUEST. PLEASE CONTACT ME THROUGH THIS SITE OR BY PHONE. I WILL NEVER ASK YOU TO SEND ME MONEY DIRECT. I DO NOT USE PAY PAL AND WILL NEVER ASK YOU TO USE FRIENDS AND FAMILY ON PAY PAL. Unit 521 with Private Balcony. Breathtaking views. comfortably sleeps 8-10 guest. Regency has 2 large...

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Featured review

"Beautiful and Clean"

We were very pleased with the condo. It was clean and the space was very well used. Location was great. We had no issues or complaints.

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$273
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Enjoy a cozy home-away-from-home in this fully equipped villa near The Villages’ newest Eastport Town Square, offering restaurants, shops, and fun activities. Close to recreation centers and golf, this villa has everything you need for a relaxing and comfortable Florida getaway. Relax in the screened...

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$127
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Casa Mar 115 Ponce de Leon Blvd, Islamorada, FloridaLOCATION: Bayside Canal home located in the popular Islamorada neighborhood of Port AntiguaMINIMUM STAY: 28 DaysMILE MARKER: 74.5 DETAILS:Stunning two-story, 3-bedroom resort-style, professionally decorated home. Inside,...

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$500
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Stunning 1st floor Coach Home on Golf Course. Beautifully furnished, 3Bdrm, 2 Full Bath. Relax on your large lanai overlooking 8th green and 9th hole. Spacious Foyer and Den with French doors. Open concept Great room, Dinette and breakfast bar with 2 large sliders onto lanai. Kitchen offers upgraded...

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Featured review

"Beautifully decorated, comfortable, immaculate rental"

My husband and I rented for the month of March so we could enjoy spring training baseball and the warm weather. The condo is located in a well maintained gated community that is centrally located for just...

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$145
avg per night
Redington Shores Apartment
Sleeps 2, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

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

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$100
avg per night
Sugarloaf Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Blue Wahoo, the perfect Florida Keys Island Getaway.Check-in to this gorgeous coastal home for a wonderful vacation on what is arguably the nicest of Florida’s lower keys. This house has it all. It is beautifully furnished; from a well-equipped kitchen and updated living room to...

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$395
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 63 miles to Walt Disney World Resort

Key Amenities

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

About this property

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

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Featured review

"Melrose Court Review"

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

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$143
avg per night
Islamorada Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Breathtaking Waterfront 2/2.5 Townhouse In Desirable Futura Yacht Club. Lots of outdoor living space,great for entertaining and enjoying the magnificent unobstructed Bayviews and beautiful sunset! Futuravis a gated community with a large pool tennis courts, boat ramp,beach and boat/trailer storage,parking...

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Featured review

"Great Location"

This condo was very conveniently located. We could snorkel at John Pennekamp and kayak the mangroves of Islamorado. Plenty of close good seafood restaurants in vicinity. Spend the day at Bahia Honda.

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$265
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 6 miles to Bluebill Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"16270 Ravina Way"

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

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$146
avg per night
Miramar Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

"This was by far the best rental we have ever had! It was so clean and comfy. The photos don't do it justice. The restaurants were close by and the beach was just a short distance across the street" - TinaD's By the Sea is the perfect location for your family's next beach...

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Featured review

"Snowbirding at D's by the Sea"

We so enjoyed staying at D's by the Sea for the winter. The location was perfect for us, as we could walk to just about anything/anywhere we wanted to or needed. It has a wonderful, heated pool and hot...

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$240
avg per night
Flagler Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Oceanfront corner condo with 2 Bedrooms/ 2 Bathrooms and its wraparound balcony overlooking pristine beach; its living room/ dinning room and bedrooms with spectacular 3rd floor oceanview. No pets or/ and smoking.Kitchen with silverware and cooking pots and pans.with pool, jogging biking trails...

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Featured review

"Flagler Beach Ocean View Condo"

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

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$127
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY! Your Exquisite Getaway on Lemon Bay Welcome to Serenity, a stunning retreat perfectly nestled on Lemon Bay, and just a 5 minute drive to the beautiful Manasota Key Beach. This beautifully designed home offers seamless indoor-outdoor living, with floor-to-ceiling windows providing...

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$650
avg per night
Siesta Key House
Sleeps 7, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 300 feet to Siesta Beach

Key Amenities

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

About this property

This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes...

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Featured review

"Great property on the sand."

We had a great week despite the heat of summer. This house although dated was clean, cool and comfortable. It was a two minute walk through the back yard to the sand. We had a few minor house keeping...

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$623
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Cozy and comfortable ocean view condo in Daytona's Landmark Building, Peck Plaza. Come and enjoy the warm ocean breezes from this 6th floor, 2 bedroom, 2 bath condo. All the comforts of home; lovely coastal decor. All newly remodeled. Prepare meals in the fully equipped kitchen instead of going...

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Featured review

"Great condo"

I have been coming to Daytona for 40 years and it's one of nicer condos that I have stayed in with only one other which was brand ew.

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$196
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to 128 Sweet Tree! Close proximity to Lakewood Ranch, Sarasota, Tampa, and Gulf Coast Beaches Private Screened in Heated Pool/Spa Social Membership Available Fully stocked kitchen for all of your favorite home cooked meals Smart lock for Self Check-in Queen or larger beds and TVs in...

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$201
avg per night
Punta Gorda Apartment
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Pool
  • Rentals by owner

About this property

Available from December 15 to April 15 - 2 Bedrooms and 2 Bathrooms!All Appliances Included, Fully Furnished, In-Unit Laundry, Parking at Front Door, Front and Rear Balcony – Water ViewLocated at 3310 Loveland Blvd. in beautiful Port Charlotte, Florida,Lakes Edge condominium development...

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Featured review

"Seasonal Rental"

Great place to spend your winter! Very well maintained and equipped with everything you could want or need. It is close to restaurants, shopping and they have a very nice pool. Owners very accommodating...

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$108
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 50 yards to Daytona Shores on site

Key Amenities

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

About this property

BALCONY RENOVATIONS/LOUD CONSTRUCTION NOISE UNTIL DECEMBER 31ST, 2026. Welcome to your best vacation ever in an Oceanview Beach Condo. This gem with its stylish beach decor, furnished balcony and magical ocean view offers a wonderful place for making family memories. This Sandpoint 5th floor condo...

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$211
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

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

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$161
avg per night
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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$196
avg per night
Estero Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

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

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$104
avg per night
New
Punta Gorda Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Model home Veranda in Heritage Landing Golf and Country Club. This was the model home for 4 years and is absolutely stunning. 2 Bedroom 2 Full Bathrooms. Gorgeous Kitchen with island. Walk out to 2 patios one on each end of the building. 1 Car garage as well. Overlooks pond and Tee box on #17. You can't...

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$102
avg per night
New
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Experience unparalleled luxury in this breathtaking Bay Creek floorplan, where stunning views of the Golf Course and Lake stretch as far as the eye can see. Boasting over 2,100 square feet of opulent living space, this rarely available 2nd-floor coach home is designed to impress. The open-concept layout...

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$210
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

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

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Featured review

"Peck plaza condo"

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

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$215
avg per night
Fort Myers Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The area beaches are open for your enjoyment!Welcome to Lucaya - a charming, Bahamian inspired gated community located in the highly desired southwest Fort Myers neighborhood. At Lucaya you are minutes from our beautiful Gulf beaches and the shores of the Caloosahatchee River. You will drive up historic...

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$87
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Super desirable Arrowhead Coach home, fully furnished and offering 3 bedrooms, 2 bathrooms, and a 2-car garage. This beautiful ranch-style model (no stairs!) features over 1,700 square feet of living space, including a large screened lanai with stunning lake and golf course views—perfect for relaxing...

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$210
avg per night
Cocoa Beach Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Direct oceanfront corner first floor 3 bed/2 bath condo unit. Literally steps to beach and heated pool, clubhouse with full kitchen and game room! Walking distance to downtown Cocoa Beach, 100's of fantastic restaurants, bars, boat, kayak & paddle boarding rentals, dolphin & manatee tours,...

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Featured review

"Awesome"

The unit was as advertised. We were there for 4 months from December 7, 2024 to April 7, 2025. Not only were the accommodations perfect, but the people residing there were welcoming and friendly. We didn't...

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$150
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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$161
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Luxury Waterfront Penthouse with Unforgettable Bay & Gulf Views, Boat Dock, Resort Amenities & Minutes to Fort Myers BeachSome vacations are all about the destination. Others are about the view you'll remember long after you've returned home.From the moment you step inside this...

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

Key Amenities

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

About this property

Your Seasonal Escape Awaits in Punta Gorda, Florida! Embrace sun-filled days, scenic views, and a prime location close to top attractions. This seasonal rental is your ideal getaway—whether you're looking to unwind or explore. Relax by the pool, visit nearby parks and golf courses, or enjoy...

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$83
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

SUPER PET FRIENDLY – DECEMBER, JANUARY & MARCH 2026 STILL AVAILABLE!! Your Perfect Family Getaway Starts Here! Welcome to your ideal vacation rental in beautiful Ave Maria – the perfect escape for families, golf lovers, or anyone seeking resort-style comfort without the resort price tag....

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$150
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Naples Beach

Key Amenities

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

About this property

Feels like a botanical village on the water! This unit is bright and open, multi-level 3bed/2bath (1 king bed & 2 full size beds in unit), with large volume ceilings. You can enjoy informal dining in the eat-in kitchen with breakfast bar, stainless steel appliances and granite counter tops. Includes...

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$117
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$77
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.