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Florida Snowbird Vacation Rentals

(3293 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.

Indian Rocks Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Don`t miss the views from your large balcony overlooking the sparkling waters of the Gulf.Updated unit in Indian Rocks Beach, offers the best the beach has to offer. New kitchen and bathrooms. You don't want to miss this one. Close to restaurants, bars, and shopping. Easy access to 688 and...

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$300
avg per night
Bonita Springs House
Sleeps 1, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

!!**AVAILABLE SEASON 2026!! ***Spacious 3 Bedroom + Den and 3 Full Baths home with Heated Pool & Spa on an oversized lot. This property is close to shopping, restaurants, beaches and wonderful historic Bonita Springs. Enjoy new kitchen upgrades to satisfy your inner chef. Take part in the tranquil...

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$117
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

MONTHLY RENTAL. Introducing our BEAUTIFUL NEWLY RENOVATED LISTING! Nestled within this premier condominium complex, our home offers direct access to the highly acclaimed Siesta Key Beach without the need to cross any streets.Our home away from home is perfect for those seeking a winter retreat or...

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Featured review

"Wonderful hosts Beautiful Unit"

Chris and Jeannie could not have been more accomodating hosts . The unit was beautiful and well appointed. Residents of the Casarina were extremely friendly. Looking very much forward to returning next...

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$313
avg per night
Fort Walton Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms

Key Amenities

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

About this property

There is nothing like the sound of waves crashing on the shoreline, knowing that you're only steps away from the beautiful waters of the Gulf. Come and vacation in paradise - where the endless family fun of Waterscape meets all of the wild wonder of the Gulf coast.Serenity's Paradise (A326)...

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$201
avg per night
Panama City Beach Condo
Sleeps 12, 4 bedrooms, 5 bathrooms
1 review

Key Amenities

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

About this property

We are FIVE STAR RATED BY OUR GUESTS! Please read our hosting reviews! This is our newest property, and we JUST put it on VRBO (November 2023)!Welcome to the BIGGEST condo on the beach! This 4 bedroom, 5 bathroom 2500-square foot, corner unit condo sleeps 12! 3 King beds, 2 double beds, and twin bunk...

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Featured review

"Perfect accommodations for a large family group."

Believe the reviews. Everything is updated and the finishes from floor to ceiling are well done. Our large family group had room to spread out when we wanted and then gather together for meals and games....

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$518
avg per night

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Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

JUST REDUCED!! QUINTESSENTIAL TURNKEY FURNISHED CONDO IN CHARLOTTE HARBOR* WALKING DISTANCE TO PARKS AND SUNSEEKER RESORT * COMMUNITY HEATED POOL AND SPA * ELEGANTLY FURNISHED. * WI-FI INTERNET AND TV IN ALL BEDROOMS AND LIVING ROOM * JUST CROSS THE BRIDGE TO DOWNTOWN PUNTA GORDA * 3RD BEDROOM...

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$140
avg per night
Panama City Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

***NEW Management! This Sterling Beach 1202 doesn't have many reviews yet. However, we manage many other units in the area with great reviews. Reach out for more info if needed!***This incredibly spacious and tastefully decorated 3-bedroom, 2-bathroom 12th floor Sterling Beach condominium is...

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$198
avg per night
Naples Villa
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 2 miles to Delnor-Wiggins State Park Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

One of the best locations in Naples, located at Imperial Golf Resort, Park Place community. Cul-de-Sac Street, just a short walk to the pool with heated water, nature trail across the street, 5min drive to the closest beach & Mercato, about 12min to 5th Ave. full of shopping and fine restaurants...

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Featured review

"Beautiful Property"

My wife and I stayed at this property from January through April 2025. Beautiful area, a short drive or bike ride to Delnor Wiggins or Vanderbilt Beaches. A 30 second walk to the community pool overlooking...

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$118
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Two bedroom, two bath, non-smoking Heritage Pointe condo on the third floor with beautiful and relaxing lake views on the screened in lanai to enjoy a cup of coffee or glass of wine. Elevator access. Heritage Pointe has a wonderful clubhouse where there are many scheduled activities, heated resort style...

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Featured review

"Excellent condo rental"

This condo at Heritage Pointe has all you need for a comfortable 2 months stay. There is a well equipped kitchen and a comfortable lounge with a large television, a sofa and two reclining chairs. The...

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$68
avg per night
Hollywood Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

30 days minimum Vacation Rental. LARGE CORNER Condo, 2 Bedrooms, 2 Full Bathrooms, beds for 5 + futon + crib as needed Magnificent ocean view from 60' wrap around terrace & every room. Large 1,600sq' direct oceanfront corner 2 bedroom 2 full bathrooms apartment right in the heart of Hollywood...

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Featured review

"Beautiful Hollywood vondo"

Gorgeous virws. Responsive owners when laundry and TV needed attention. Margaritaville and other nice restaurants nearby

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$196
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

2 Bedroom Condo w/Bunk room. Just Remodled! Beach Chair Service Included!COVID 19 GUARANTEE* - Book this property with Confidence... We will REFUND 100% of your reservation amount if our beaches are closed in our County (Bay) including Panama City Beach or Laguna Beach affecting the dates of your...

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Featured review

"This Condo was amazing!"

The Celadon is our favorite in Panama City Beach, right on the beach. 2 Pools, and a very welcoming atmosphere!

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$213
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to VANDERBUILT BEACH

Key Amenities

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

About this property

This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...

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$106
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Cape Coral

Key Amenities

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

About this property

License # RR-000050-2026Welcome to “The Happy Home” – Lakefront Living on Lake KennedyBright, spacious, and full of charm, The Happy Home offers beautiful 180° lake views from nearly every room. The open layout, high ceilings, and natural light create a relaxing atmosphere...

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Featured review

"Beautiful home"

My husband and myself stayed in this beautiful home on the water we swam in the pool during the day we sat on the dock at night whie we soaked in the water view . Restaurants are not far as well as shopping...

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$159
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Waterfront Living with Resort-Style Amenities: Recently Renovated 2 Bed, 2 Bath Condo with BOAT LIFT in West Bradenton on the south side of Palma Sola Bay just UNDER 3 MILES TO ANNA MARIA ISLAND! Experience breathtaking tropical canal views from your SCREENED LANAI, and walk the sea wall to...

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$109
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

At Kelly Greens you will have private access to outdoor pool and hot tub and enjoy access to tennis court. Kelly Greens community has 5 miles of private, lighted sidewalks with benches along the way and streets for walking, jogging or biking along with many clubs and activities (water aerobics, yoga,...

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$100
avg per night
Davenport House
Sleeps 11, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A luxurious and spacious home with private pool located in a quiet community near major Central Florida attractions, only 15 minutes from Disney parks.This gorgeous and spacious home is located in the prestigoius community of Hampton Lakes, off Highway 27, in Davenport. Looking for a place to stay...

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Featured review

"Awesome"

Everything was perfect couldn’t ask for better. Accommodations and the people communicating with us was first rate.

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$148
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Distance to beach: 10 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

At just $14,000/month in season, this gorgeous and spacious Golden Gate Estates pet-friendly single family home has 4 bedrooms, den, 3.5 baths, and stunning upgrades everywhere you look! Start with the curb appeal and lush landscaping, then go inside where you will find a light and bright open floor plan...

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$241
avg per night
Islamorada House
Sleeps 12, 6 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Mile Marker 77 – Oceanfront – Lower Matecumbe Key.Six bedroom/ four bath luxurious oceanfront premier rental estate on Lower Matecumbe Key in Islamorada. Enjoy a walk around the lush, native garden or take a dip in the oceanfront pool. Catch palm tree shade or sun on the private beach,...

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$542
avg per night
Special Offer
Miramar Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beachaholic "My Addiction to the Sea!"To see a quote, scroll below to visit property website and enter your possible dates on the Destin Beach VIP calendar.HIGHLIGHTS Beautiful Beach Views This property is located across from the Beach with a large balcony overlooking the Gulf Coast. ...

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Featured review

"It fit our needs perfectly"

The Host Mary Clare was amazing during our entire stay. This unit had everything we needed for the eight day stay. We will return soon. Thanks Doug & Lora

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$194
avg per night
Special Offer
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Rent a top notch condo while paying a fair price, get personal owner attention. Tony and Elizabeth Hobbs have earned over 300 5-STAR REVIEWS across multiple platforms, 1 4-STAR REVIEW and none lower. That speaks volumes. You can also view this listing and our other 3 condos, as well as tons of 5-Star...

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$274
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Play lots of golf with transferable golf membership privileges included at this beautiful second-floor residence in Matera at Vasari at $7,500/month in-season. This spacious 2-bedroom plus den, 2-bath home features serene lake views from the screened lanai, soaring ceilings, and an open kitchen concept,...

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$121
avg per night
Pensacola Condo
Sleeps 6, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 700 feet to Between Unit 2 and 3

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Best of both worlds. 2 bedroom condo on ole river with deeded beach access and fishing/boat pier. Low density complex with first come first serve boat slips. 2 bedrooms, one with king bed one with queen and a pullout sofa with Tempur-Pedic mattress. Take your pick of spending your day on the beach, at...

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Featured review

"Lovely condo"

We had the best stay at this condo. You get the best of both worlds. You can fish the river off the dock or a short walk across the street gets you beach access. The beach isn’t too crowded. Plus a short...

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$137
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 1.5 bathrooms
5 reviews

Key Amenities

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

About this property

*** NEWLY REMODELED AND PROFESSIONALLY DECORATED DIRECT OCEANFRONT UNIT ***Relax and leave all your worries behind! You won't be disappointed in this spacious and tastefully decorated, fully furnished, 2 bedroom, 1.5 bathroom condo on the 7th floor. This ample unit is 1,236 square feet and has...

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Featured review

"Fantastic condo"

The condo has everything that you need and the view is fantastic. The beach and pool area is clean and very nice. We enjoyed our stay here very much

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$252
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
8 reviews

Key Amenities

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

About this property

Welcome to Knee Deep in the ~Water~!! ** RECENTLY UPDATED WITH NEW TILE THROUGHOUT ** FREE BEACH SERVICE (Contracted through 2026). ASK US ABOUT PREMIER / RESERVED PARKING! We have a premier, reserved parking space available in the gated private garage DIRECTLY UNDER the building for a fee.The premier...

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Featured review

"The PERFECT spot and central location for a family vacation in PCB!"

From my initial inquiry, to check-in, to our stay, through to check-out and follow-up....everything about this rental was perfect! We loved the central location, just an easy walk to a variety of restaurants...

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$323
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The CondominiumThe Sherwin is a high-rise luxury oceanfront condominium in Daytona Beach, Florida. This beautiful building will meet all your needs during your vacation time. The Sherwin is 20 floors high with a spectacular full height atrium/lobby. The atrium/lobby is elegantly furnished and includes...

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$200
avg per night
Cape Coral Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Cape Coral Beach

Key Amenities

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

About this property

Villa Haze is equipped with everything you need to make your holiday unforgettable.It is located in a very quiet residential area and stores, restaurants and points of interest are easily reachable.Our villa has three bedrooms, two bathrooms, a solar heated private pool with lots of privacy and...

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Featured review

"Wonderful Villa Haze, Cape Coral"

The house is very nice and well equipped with everything you need to feel comfortable. An initial briefing is also offered to explain how things work, if necessary. Shopping facilities and great restaurants...

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$189
avg per night
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool

About this property

QUINTESSENTIAL FURNISHED RENTAL IN SW FLORIDA* WATERFRONT WITH DOCK * HEATED POOL AND SPA * 2-BEDROOMS, 2-BATH WITH CARPORT * WATER VIEWS * TOTALLY UPDATED * NEWER APPLIANCES * TASTEFULLY FURNISHED * IDEALLY LOCATEDTurnkey Furnished Seasonal Rental in Punta Gorda Isles with Deeded Dock...

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$133
avg per night
Key West Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Just a few houses off Duval, this wonderful retreat occupies the upper level of an almost 100-year-old home in one of the most desired locations in Old Town Key West. The carefully restored Dade County Pine wood walls and Red Oak floors evoke a more relaxed era in the Southernmost City. The home opens...

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$279
avg per night
Fort Lauderdale Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully appointed 8th floor condo in the heart of Fort Lauderdale Beach with stunning views of downtown and million dollar boats sailing down the Intracoatal Waterway. Just a 1 block walk to the beach, gourmet dining and entertainment. This is the perfect destination for your beach retreat vacation....

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$126
avg per night
Kissimmee House
Sleeps 7, 3 bedrooms, 2 bathrooms
8 reviews

Distance to park: 6 miles to Disney - Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The "Sweet Retreat" is just 6 miles to Disney! This "Sweet" Villa has 3 Bedrooms, 2 Baths and sparkling Sunny private pool... Perfect for families & "Sweet" on your feet with all tile in the main rooms & carpet in the bedrooms.The living room feels bright and...

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Featured review

"Amazing stay villa had everything you could need"

We stayed at this villa for 7 days, it's very clean and well planned out it had everything you needed and more. There was plenty of pool towels and linen for our stay. The pool was the main part of the...

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$115
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in dates blocked on the calendar, please message me. This 100% updated home has everything from a large heated pool, outdoor shower, lush mature landscaping, completely furnished inside...

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Featured review

"Awesome House"

WOW! I can not say enough about the wonderful stay we had. The house was beautiful and stocked with everything a family would need and the location is perfect. Short walk to beach and Pine St. restaurants...

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$393
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to South Venice Private beach with ferry

Key Amenities

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

About this property

Want that perfect Florida escape? Family friendly? You’ve found it. Quiet street, well appointed home and your very own private pool — all just minutes from gorgeous Gulf beaches. Highlights (a quick skim for an easy read!)Private heated swimming pool with evening LED lightsScreen...

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Featured review

"Wonderful stay at this house."

Great vacation at this house. Clean and all the necessary items and supplies were in the house. Thanks very much!

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$168
avg per night
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

You and your family will feel right at home in this charming Big Pine Key home. The Owners have totally refurbished this 2 bedroom plus den, 2 bath property in 2020. Soft sea colors and coastal décor make this a totally comfortable home away from home.Large and spacious living room, kitchen and...

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$170
avg per night
Islamorada House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Lower Matecumbe waterfront home, pet friendly for 1 dog. New concrete saltwater pool (heated/cooled) in 2022. New 20,000 Lb boat lift in 2022. New paint inside and out 2022. New furnishings in 2022. White Marlin Beach access and quick boat ride to Channel 2 or 5 bridge or to Robbies Marina. Plenty of...

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Featured review

"The Florida Keys at its Best!"

We stayed here in the “Honu Hale” house in August 2024 during the Florida Lobster Season. The property is ideally laid out & set up for boaters, divers & fisherman. There’s plenty of dockage and a...

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$273
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 0.1 miles to right across the street

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gulf Highlands Beach Resort is a 24/7 gated community, centrally located and convenient to many restaurants, shopping, golf, and bowling. The resort offers 11 pools (5 heated), including one right outside our door and a gulf-front pool right on the beach.

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Featured review

"Our great getaway PCB"

We had such a great time visiting Panama City Beach.Our family really loved the location and the condo was very cozy .The beds are very comfortable which is a huge plus for us . The host Tonya was very...

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$150
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 14 miles to Marco Island or Naples

Key Amenities

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

About this property

Our home "Pelican" is brand new and has just been finished and finally furnished in September 2015. It offers 3 bedrooms (sleeps 6) plus a den, 2.5 baths and a private heated pool on a total living area of 2233 sq ft . It is furnished to a high standard and fully equipped with all the essentials...

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Featured review

"Perfect home for South Naples"

Nice big home with a screened in pool. Close to Marco Island and just a short drive to Naples Center. Jurgen, the owner, is great and so accommodating!

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$171
avg per night
Indian Rocks Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Soft, white sand beaches and spectacular sunsets await you Gulfside Villas is a community situated right on Indian Rocks Beach! This updated 3-story Townhome has 2 full bedrooms with an upstairs loft with a plush futon sleeper that can be used as a 3rd bedroom and the unit sleeps up to 6 guests. The...

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$243
avg per night
Hutchinson Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Sunny two bed, two bath, Kitchen, dining room, balcony and living room with sweeping views of the ocean. Large wall to wall window in master bedroom with views of the ocean and stars. Have breakfast on the balcony, watch turtles come up the beach and take long walks, with no crowds! Washer dryer included...

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Featured review

"Great beach side condo on beautiful Hutchinson Island"

The condo is perfectly located with beach views on one side and inter coastal views on the other. The location on the top floor makes the views even more incredible. The condo is well maintained, equipped...

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$97
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Fully Furnished, Spacious Accommodations: Awesome Apartment near the Beach in Naples offers a spacious apartment with two bedrooms and two bathrooms. The property features a fully equipped kitchen, air-conditioning, and a private pool.Exceptional Facilities: Guests can enjoy a spa and wellness center,...

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$94
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

This condo has nice lake and fountain views from this spacious second-floor end unit condo. This condo has both a front lanai and a rear lanai which is nice for enjoying the outdoors and cross breezes in the condo. Enjoy the spacious living area with 1349 square feet, 2 bedrooms, 2 bathrooms, large laundry...

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$109
avg per night
Delray Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Discounts are available for rentals over thirty days (30) days.Downtown Delray Beach, Heart of the Action. 1/1 clean as new, walk or bike to everything. Only five blocks to the beach and five blocks to Atlantic Ave, the main street of Delray, one of the hottest pieces of real estate on the east coast....

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$257
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Ft Myers Beach

Key Amenities

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

About this property

Experience a luxury living retreat at this fully renovated and newly furnished 1st-floor condo in the secure Kelly Greens Golf and Country Club gated community. This modern 2-bedroom, 2-bath unit was designed to have your comfort in mind whether you like to play golf on-site or relax near pools and beaches.  ...

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Featured review

"Wonderful place to spend the winter!"

Kellygreens Golf Club is wonderful and Julia's condo provided us with all we needed to really enjoy our time in Fort Myers! Golfing there is so much fun and the nearby beaches are beautiful!

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$140
avg per night
Delray Beach House
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

East Down Town Delray Beach Fl. Beautiful total renovation. All new 2 br 1 bath clean and bright. . Walk to everything, 5 short blocks to the beach and Atlantic Ave, the heart of the action & also private parking avl to tenants a block from Johnie Browns the absolute middle of the hot spots on Atlantic...

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Featured review

"Beautiful & Clean Place to Stay!!! CLOSE to the BEACH"

I lived in this house from June 2022 until November of 2022 and the stay was fantastic! It's a beautiful property just north of downtown (walking distance to Atlantic Ave and other stores around like Publix),...

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$73
avg per night
Special Offer
Navarre Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
14 reviews

Key Amenities

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

About this property

Welcome to Heaven! Summerwind East 1201 is a fully-renovated and completely updated in 2024 luxury condo with a stunning unobstructed wraparound view. FREE BEACH SERVICE (4 Chairs / 2 Umbrellas) and reserved covered PRIVATE PARKING SPOT are included.From the moment you walk in you will be amazed...

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Featured review

"This Place will not disappoint you!!!"

This place is stunning, the owners have tastefully decorated this premium located condo has views that will not disappoint you. The owners are super responsive to any inquiries that you may have and the...

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$291
avg per night
Marathon House
Sleeps 8, 3 bedrooms, 3.5 bathrooms
1 review

Distance to beach: 2 miles to Sombrero

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Start planning your perfect escape to the Florida Keys! Flamingo Palms Cottage is ideally located on a deep-water canal with 35’ of dockage and easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas, cozy...

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Featured review

"Blue Ocean Bungalow"

The home was very comfortable, and clean, it was so nice to look out the windows and see the water. Everything you need for cooking in is provided as far as dishes and pots and pans. Also, the Canopy...

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$320
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...

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Featured review

"Outstanding Condo – Truly a Gem"

This condo was the perfect place to unwind and enjoy everything the Naples area has to offer. The space feels calm, fresh, and very intentionally put together—nothing cluttered, nothing overlooked. It...

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$109
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
32 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Wake up to emerald waters and sugar-white sands at this updated 2BR/2BA condo at Laketown Wharf. Enjoy resort pools, a fitness center, and private balcony views — steps from the beach, dining, and entertainment.LISTING SPACE→ 19th Floor Views – Panoramic Gulf views from the balcony,...

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$135
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

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

About this property

Welcome to Fort Myers! The condo is conveniently located near shopping and restaurants footsteps away and a short drive to the beaches and river views, and downtown. This updated condo has an open concept with luxurious granite countertops and appliances. The kitchen is fully stocked with all that...

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Featured review

"Cute little place"

We actually stayed here for your months: December 2024 thru March 2025. Nice clean 2 bedroom apartment. King bed in master -very comfortable! Kitchen well equipped. large bathroom. Nice bed linens and...

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$87
avg per night
Key West House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

A phrase the locals use quite often here in Key West is that we are "Living the Dream" - if you come and spend some time here you will see why! Steps away from the Key West Seaport and just a few blocks from world famous Duval Street this property is located on Eaton Street in Old Town Key...

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$500
avg per night
Delray Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Right downtown Delray Beach there is a Tropical Paradise, The Garden of Eden, peaceful and quiet, but only steps to Atlantic Ave, main street. This is where everyone wants to be. Total new restoration, light, bright and clean. Everything new. 2 br 2 bath. sleeps 4 with split bedrooms. Outside patio deck...

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Featured review

"Great Getaway!"

This is the perfect location to relax in a nice, quiet neighborhood that is within walking distance of Downtown Delray. It's filled with lots of restaurants, shopping and nightly entertainment. Everything...

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$93
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.