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Florida Snowbird Vacation Rentals

(3350 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.

Clearwater Apartment
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Pool
  • Rentals by owner
  • WiFi

About this property

Active community with 3 Heated pools!Centrally located to everything! Just 15 minutes to beach and 20 minutes to the airport. Seasoned owner looking for mature and long term renters. Fully furnished on 2nd floor of a two story building. Balcony overlooking trees and grassy area. Nice for morning...

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Featured review

"Woodside condo"

We enjoyed our stay here.very quiet area to relax.our only problem was climbing the stairs.other than that very comfortable. Pool and laundry just across the parking lot. Owners had pretty much anything...

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$95
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf views with a public beach access right across the street!!* 90 day minimum*Location, location, location! Gulf views from the kitchen, living room, lanai, and bedroom!!! Harborside West has a gym, pool, and an updated community room with entertainment area. Relax poolside or take a stroll...

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$133
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
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Make yourself at home in this lovely 2/2 beach condo at Sand Dollar. Enjoy the southern exposure and ocean views from the 4th floor balcony. Colorful beach decor sets the mood for a great beach getaway. Enjoy the Oceanfront pool and hot tub, or visit the fitness for a quick workout Sipping coffee on...

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$238
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new 3bd/3ba townhome in the gated Timber Creek community. This townhouse boasts over 1900 sq. ft of living space. Timber Creek amenities include 3 pools, pool bar/restaurant, gym, gymnasium, arcade, pickleball and much more. Exact address is 14190 Gardners Way Ft. Myers, FL. Timber Creek has...

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Featured review

"Perfect location, well-furnished and full of amenities"

We stayed at this Timber Creek home for a month while waiting to close on our new house, and it was exactly what we needed. The home was beautifully furnished, spotless, and incredibly well maintained....

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$119
avg per night
Cocoa House
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Escape to this brand new 4-BR home in Cocoa, FL w/ a rooftop patio. Close to the beach, Cape Canaveral, & SpaceX, it's perfect for couples or groups & sleeps up to 10 with 5 beds. Whether it's a cup of coffee in our fully stocked kitchen or a glass of wine w/ a rooftop view, our home...

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$167
avg per night

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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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$226
avg per night
Islamorada House
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Mango House 81212 Old Highway Islamorada, FloridaLocation: Ocean side located on the Old Road by Green Turtle RestaurantMINIMUM: 28 Days, All stays must be the whole month (s), No Partial Months AllowedMile Marker : 81Details: This home is absolutely beautiful with Keys...

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

Key Amenities

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

About this property

Our Property is owned and has been very well maintained by us! 1st Floor Unit which has an incredible view of the Lake from the Lanai.2 Bedrooms, and 2 Full Baths as well as a separate garage for parking your vehicle, and also a separate parking space!The condo is equipped with all semi new appliances,...

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$153
avg per night
New
The Villages House
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Come enjoy all The Villages has to offer at this beautiful home! 2 Seater Gas golf Cart included.

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$89
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.2 miles to South Marco Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Well appointed 2 bed and 2 bath for monthly rent. Available January 24th through March 28th, 2026. Across the street from the South Beach access.A dozen restaurants within a half mile walk. Call or text Robert for further information.

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Bonita Springs Studio
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

AVAILABLE FROM MARCH 21 ON (1 week min)Beach & Tennis Club, Building #3, 7th Floor StudioDiscover the perfect getaway at this recently renovated and newly furnished (July 2024) studio at the Beach & Tennis Club. This beautifully updated studio has everything you need for a comfortable...

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$125
avg per night
Pompano Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Pompano

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Enjoy Tempurpedic mattresses! Home with a fabulous waterfront location, ocean access, minutes to the beach. This gorgeous home with nice furniture, on the water. Home has a very spacious design. Attractions and plazas with shops around. Enjoy the beautiful surroundings or take a short 20-minute drive...

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Featured review

"Truly an anglers paradise"

What a beautiful, clean home with fishing right off the personal dock. We caught sever different types of fish using only shrimp. The house is about 5 min or less drive to the beach. We also went to the...

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$150
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautiful beachfront unit on the 2nd floor with lake view and partial Gulf. This is a beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. It just feels like home. It was decorated by Anne Folsom Smith. It has many custom features, including hand crafted furniture, unique kitchen backsplash...

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$140
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

18 unit two story complex with heated pool overlooking the bay. Located in Coquina Sands neighborhood which is between Olde Naples neighborhood & the Moorings. 2nd floor end unit with outside entrance with 14 steps to unit.. Impact glass lanai overlooking the property—there are shades for privacy....

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Featured review

"A Home Away From Home"

This is our fifth-year renting at Coquina Cove in condo #209. We fly in from New Jersey and it is approximately a 40-minute drive from Fort Meyers airport to Coquina Cove. We start thinking about our...

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$132
avg per night
Summerland Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

The Shores of Sugarloaf Luxury Waterfront Home with Gorgeous Pool, Tiki Bar and SunsetsWelcome to the Shores of Sugarloaf, the perfect Florida Keys Island Getaway. Check-in to this gorgeous coastal home and enjoy a lovely vacation on one of the Florida Keys most desirable keys-Sugarloaf. This house...

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$495
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

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 has awesome ocean views from every room The full kitchen with bar top seating...

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$256
avg per night
Sanibel Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Get ready for an idyllic island getaway at Casa del Rabbit-RETREAT Beach!!*****Can be rented short term, three months, six months or nine months$ 5500 monthly from May 1 to December 2026*****$225 daily summer fall to $300 daily winter rates from Dec 2026-Dec2027Contact for details! Walk...

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$225
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This beautiful condo has been remodeled since the recent hurricane's and is available for rental occupancy - the pool, fitness center, game room, BBQ grill and beach are open!Bonita Beach Club continues to rebuild while re-opening since recent hurricanes. Bonita Beach Club is still considered...

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Featured review

"Great place to stay!"

Our stay was short but sweet. We enjoyed the pool and the lanai was our go-to hang out spot. Plenty of towels and wash cloths were provided which we really appreciated. The one little hiccup in our delightful...

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$138
avg per night
Key West Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

The Mile Zero House is a MONTLY VACATION RENTAL. Rent one or more months comes completely furnished. Charming conch home with true Key West character. Fenced for privacy with a open style front porch to enjoy the local flavor along with a passing Conch Train. Full size kitchen that is nicely stocked with...

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Featured review

"Amazing Location!"

Historic Conch House Located Downtown Key West near Duval St and restaurants beach and many attractions ! Private Yard fully locked and fenced with beautiful plants Sitting on the front Porch you feel...

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$150
avg per night
Estero House
Sleeps 6, 4 bedrooms, 3.5 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The exclusive Villa Belle Lago was completely refurbished in 2017. Since the end of 2018, the property is in rental and offers 3.400 ft² of living space for the whole family.From fully air-conditioned rooms, free Wi-Fi, DVD players to surround sound, this home offers all the amenities you need...

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Featured review

"Another Excellent Vacation"

We have stayed here numerous times and never been disappointed. This month long stay did not disappoint again. We found the villa had additional work done since our last visit further enhancing the experience....

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$229
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Resort Living at Its Finest!Fully furnished, turnkey monthly/seasonal rental available in the exclusive Heritage Landing Golf & Country Club. This highly sought-after 2 bedroom, 2 bathroom Birkdale floor plan offers a bright, spacious open-concept layout with quartz countertops, stainless-steel...

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$75
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 3 miles to Fort Meyers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful/professionally decorated two story townhome with 3 bedrooms , (all beds are queen size) 2 and a half bathrooms. Washer and dryer in unit. Screened in lanai and fenced in outside area. Great location three miles from Fort Myers Beach. Also close to Sanibel and Captiva Islands. This is in the...

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Featured review

"Wonderful place in our favorite Fla area"

Through the years we have travelled to Iona near Ft Myers as it is close to Sanibel, Ft Myers beach and the city. Our place this time suited us exceptionally well as it also included a screen porch. We...

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$119
avg per night
Ormond By The Sea Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Ormond-by-the-Sea

Key Amenities

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

About this property

Oceanfront 1st-floor condo

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Featured review

"Summer get away"

We really enjoyed our get away to OrMond by Sea at Sea Bridge Condo. The Condo was perfect had everything we needed . The kitchen was so stocked that I enjoyed cooking there felt like I was at home. The...

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$70
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 yards to Direct Oceanfront, WOW!

Key Amenities

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

About this property

For avail and other questions, best to call us at the number listed on contact owner vs email- phone is best as availability changes constantly.Some of our units now include Complementary Seasonal Beach Service for 2 for each night's stay(March 1 - Oct 31)!Long Beach Resort is a beautiful...

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Featured review

"Amazing views"

Everything in the Condo worked perfect. AC was cold, ceiling fan was fast, water pressure great. Furniture and decorations are a little blah and outdated, but functioned great. Easy check in.

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$293
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 37 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"Beautifully decorated With Amazing Sunsets"

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

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$117
avg per night
Ramrod Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Clean, Tropical 3/2 on open canal in quiet residential neighborhood on a cul-de-sac. House is on Gulfside with quick access to Miles Channel Bridge towards ocean or bayside. 50’ concrete dock with fish cleaning station.Master Bedroom has a queen size bed, shower and indoor jacuzzi tub. Second...

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Featured review

"Wonderful Times!"

Alex and I had a wonderful time in your beautiful home. Loved eating dinners (breakfast and lunch too!) sitting outside. Peaceful and lovely. The storage room downstairs was perfect for storing all our...

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$240
avg per night
Longboat Key Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Recently updated 2-bedroom, 2-bath canal-front villa on Longboat Key. This home offers modern finishes, water views, and easy access to the beach just a short walk away. Located in a quiet residential area in a small 2-unit coastal home (duplex).Features:Updated kitchen with new appliances Hurricane-impact...

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Destin Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.5 miles to Noriego Point

Key Amenities

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

About this property

Paradise Living!This fully furnished, harbor front condo is a must see! Sun King Towers is located on Holiday Isle, in a quiet and secluded setting on the harbor. Come to your home away from home to a gorgeous views of the harbor and canal, just moments from the white sand beaches. This unit is located...

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Featured review

"Winter trip"

The place was great, clean and well decorated. Only problem was both bathroom shower stalls were very tiny.

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$254
avg per night
St. Petersburg Townhome
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Fully furnished and equipped 2 bedroom 2 bath condo in a gated community. All ages complex with 2 pools (1 heated) and a fitness room. The property is large and spacious with lots of walking space with well manicured grounds. The master bedroom has an ensuite walk-in closet and a walkout to the lanai....

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$83
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Woodstork Pond Cottage - 6 minutes to the beach One of the most loved homes on Airbnb, according to guests. This home is highly ranked based on ratings, reviews, and reliability. Self check-in Check yourself in with the smartlock. Unique and whimsical retreat, perfectly nestled by a tranquil pond that...

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Featured review

"WONDERFUL BEACH VACATION EVER!"

Our family of four had the absolute pleasure of staying at Woodstork Pond Cottage for two weeks in December 2025, and honestly, it was more than just a place to stay—it was a whole experience. From the...

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$200
avg per night
New
Port St. Joe House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your perfect family getaway! This spacious 4-BR, 3-BA home features 2 king rooms, a Queen bedroom, and a kids’ bunk room, this dog-friendly home includes two full kitchens, a private in-law suite, Just steps from the boardwalk to white-sand beaches and zero-entry pools. Includes bikes,...

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Featured review

"Loved it!"

First time the panhandle and wasn’t sure I was going to like this stay cause we weren’t right on the beach. We LOVED it. Christina was quick to respond if we had a question. The house was exactly as...

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$405
avg per night
Davenport Bungalow
Sleeps 8, 4 bedrooms, 3 bathrooms
6 reviews

Distance to park: 10 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Tupelo Magic is in the private, prestigious, secure and mature community of Calabay Parc, 15 minutes from Disney, close to all major highways, restaurants and shopping. The Villa is in a secure community and is monitored 24/7 with 23 video cameras located throughout the complex for your added security....

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Featured review

"Our honeymoon!"

Thank you so much John and Karen for the best place to spend our honeymoon! Your home really is a home away from home and made to make you to feel the most comfortable. With all the amenities you could...

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$160
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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$121
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

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

About this property

This adorable first floor Castleton Gardens condo in Naples is the perfect home base for your trip! Gated community location...walk anywhere. This welcoming and newly renovated space has everything you need and is right across from the community pool, terrace, and hot tub.Recently remodeled with...

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Featured review

"Wonderful stay at this charming condo"

This most charming condo enchanted us immediately when we opened the door. It was truly a home far away home. As soon as we arrived we felt very welcome in this communityThe whole apartment was exceptionally...

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$100
avg per night
Osprey Condo
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

You'll love this fabulous newly furnished condo with 3 bedrooms 2 baths with attached one car garage in conveniently located Bay Street Village in Osprey- Sarasota County.Pine View school a short distance away is the number 2 rated school in ALL of Florida. Minutes from top rated beaches in...

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Featured review

"Perfect condo for Snowbirds!"

If you are a snowbrid looking for a place that feels like home, this is it! This condo has everything you need, the pool is wonderful and the neighbors are friendly. It's a great location close to beaches,...

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$77
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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$223
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

3 bed 2 bath, with large fenced in back yard, pet friendly, 20 minutes from the ocean and 2 minutes to warm mineral springs, quiet neighborhood. large outdoor Patio with grill, and large storage shed.

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$63
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Enjoy island living at 474 Lake Murex Circle, a charming 3-bedroom, 2-bath stilt home in one of Sanibel’s most desirable neighbourhoods. Elevated for coastal breezes and sunset skies, this light and airy retreat features an open layout, tile flooring, recessed lighting, and ceiling fans. Situated...

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$107
avg per night
Bonita Springs Townhome
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo is on second floor in four unit building. Recently(2017) renovated with new kitchen,tiled baths and tiled floors new W/D and A/C. Quiet neighbors. Largest community pool at Pelican Landing. Pelican landing has its own private beach,tennis courts, fitness center, walk to shops Parking in garage...

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Featured review

"Wonderful location"

Very nice condo with many extras. Playground for kiddos and the community pool are in walking distance. Enjoyed every minute.

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$200
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 15 miles to Fort Myers Beach

Key Amenities

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

About this property

SAFE, QUIET, RELAXING HOME! FOR A PERFECT VACATION GETAWAY!Your perfect Oasis Dream Getaway located near the serene Caloosahatchee River in beautiful Cape Coral awaits your stay. Conveniently situated, our home offers easy access to local attractions. Nestled in a secure and safe community, you can...

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Featured review

"Comfort in Cape Coral"

We enjoyed our stay at this centrally located Cape Coral house. The kitchen was well equipped, the pool a comfortable temperature and we appreciated the spacious master bathroom. Owner was responsive...

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$128
avg per night
Cape Coral House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Yacht Harbour Beach

Key Amenities

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

About this property

Renovated holiday home with new beds - mattresses and living room furnitureThe house is located: 5114 Santa Rosa Ct. Cape Coral.2 bedroom with new beds and Sealy mattresses (2024). Large new living room (2022) with open kitchen. Very nice view of the channel near Bimini Basin.3 x Smart TV 75 inch...

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$90
avg per night
New
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

A beautifully designed 2-bedroom, 2-bathroom condo located in the prestigious National Golf & Country Club at Ave Maria. This move-in-ready home offers the perfect blend of comfort, modern living, and resort-style amenities in one of Southwest Florida’s most desirable communities. Step inside...

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$193
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

**Welcome to our beachfront Longboat Key condo!If you’re looking for a special two-bedroom, two-bathroom retreat with beautiful waterfront gulf and sunset views, white sandy beach, palm trees and resort style community pool, this may be the place for you! We invite you to look at our photos...

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$265
avg per night
New
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

This beautifully appointed 3-bedroom, 2.5-bathroom townhouse in the Portico Community offers the perfect blend of comfort, style, and convenience. Located in a peaceful, family-friendly neighborhood, the home features an open-concept layout with bright living spaces, a modern kitchen, and high-end finishes...

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$73
avg per night
New
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Live the resort lifestyle in this stunning fully furnished, turnkey 2 bedroom, 2 bathroom Birkdale condo on the 3rd floor, offering breathtaking views of the lake, lush preserve, and the 14th hole of the Gordon Lewis-designed championship golf course. With a full golf membership included, this unit is...

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$193
avg per night
South Pasadena Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 1 miles to St Pete's Beach

Key Amenities

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

About this property

AVAILABLE JAN 2027 First Floor Waterfront Condo Pets 15 lbs or less only allowed upon condo approval2 bed, 2 bath Fully equipped, remodeled throughout. Assigned covered parking and guest parking Double screened in lanai with amazing daytime and evening views of the Bay.Gated community w...

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Featured review

"Great location!"

The condo was very nicely furnished and comfortable. The kitchen was well equipped. We loved the screened in porch and the view of the water. The location is very nice and peaceful There are beach towels...

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$135
avg per night
New
Summerland Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to the “Fish Camp,” a unique Summerland Cove/Key home with multi-family accommodations available. This is a super spacious three bedrooms and two bathrooms upstairs, and one bedroom, one bathroom and a full kitchen downstairs, with top-of-the line appliances! Definite “must see”...

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$400
avg per night
Key West House
Sleeps 8, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

TRANQUIL BEAUTY: 3 BR’s, 2 Baths Private Haven paradise with huge private heated pool and landscaped back yard!ENJOY KEY WEST at its peaceful best in your 3BR, 2 bath private hideaway in a quiet neighborhood near Higgs and Smathers beaches and only a 10 minute bike or Uber ride from Duval Street....

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Featured review

"Wonderful"

Wonderful home, amazing response for any needs, great pool and parking. The covered porch (lanai) expanded the living space. We had an all around great experience. We will be back in the future!

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

Distance to beach: 0.5 miles to White Marlin Beach

Key Amenities

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

About this property

*******Check us out on VRBO No. 2003434******** Please go to ....**To our guests** Nautilus Getaway has always been proud to utilize a contact-less check in process. We use CDC recommended standards for disinfecting in our all our cleaning protocols.As soon as you walk into this home you will...

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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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$167
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.