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Florida Snowbird Vacation Rentals

(3290 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.

Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 5 miles to Naples Downtown and Pier

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to paradise in our luxurious vacation home! Located just 5 miles from downtown and Naples beaches, our vacation home offers the perfect blend of convenience and tranquility.Enjoy breathtaking lake views right from the comfort of your own private oasis. Our lake view with its fountain adds an...

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Featured review

"Magnificent! What a lovely home."

Located in a gated community, this home was more than we had imagined. The home has very spacious rooms. The kitchen had every necessity covered. The master bath is luxurious with a walk in shower, large...

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$218
avg per night
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your beach paradise! Our 2-bedroom, 2-full bath fully updated oceanfront condo is ready for you to enjoy.Balcony overlooks Atlantic Ocean, while the front has views of intercoastal waterway. Newly updated kitchen, fully furnished unit, linens, dishes, pots and pans Smart TV's...

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Featured review

"Beachfront Condo"

We enjoyed our stay in this beachfront condo. It is in a great location. The beach is beautiful and was not crowded. We like to search for sea shells and there are plenty to find on this beach. There...

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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
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to park: 50 miles to Disney World

Key Amenities

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

About this property

Welcome to Mike and Sandy's patio home in The Villages! This comfortable 2-bedroom, 2-bath home is in a quiet neighborhood central to many attractions and town centers. Everything you'll need is right here: screened lanai, fully equipped kitchen, queen beds in each bedroom, towels (bath and...

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Featured review

"Florida trip"

We had a wonderful time staying at Sandy's. The house was perfect and Sandy was great to deal with. We would definitely go back to stay there again.Tami

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$120
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

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Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

For less than you would pay for a small 3 star hotel room, you can rent our turn-key furnished condo overlooking Bobby Jones golf course. NO hurricane damage. Up 5 steps from your enclosed stone lanai to your wood deck. Available at off season rates. One month minimum.Tucked behind Bobby Jones Golf...

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Featured review

"Condo"

We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.

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$55
avg per night
El Jobean Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Multiple

Key Amenities

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

About this property

Please scroll down to our website link to check availability and instant booking!***SUMMER SPECIALS!!!** 15% off 30+ day booking **10% off 10+ day booking *** 20% OFF 3-6 Month stays too!!! (Must book before April 1st-Discounts apply for bookings between June 1st through October 31st 2025-Seasonal...

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$186
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

BONITA BEACH CLUB – LUXURY 2BR/2BA END-OF-ISLAND CONDO – FULLY FURNISHED SEASONAL RENTAL Little Hickory Island, Bonita Springs, FL AVAILABLE NOV 2025 – APR 2026 (1-MONTH MINIMUM) 746D Bonita Beach Club – Top-Floor Unit with Wraparound Gulf & Bay ViewsMONTHLY RATE Nov,...

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$250
avg per night
Panama City Beach House
Sleeps 6, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to your perfect Panama City Beach getaway, a comfortable, family-friendly retreat just a short stroll from public beach access, making it easy to enjoy the sugar-white sands and emerald waters anytime you like.This thoughtfully designed unit features a fully equipped kitchen, ideal for preparing...

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$107
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
Venice Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Venice Beach - Alhambra Road Access

Key Amenities

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

About this property

Stay in the heart of the Venice Island Historic District in this fully furnished and newly renovated 2 bed/2 bath villa! Walk to beach or Historic Downtown Venice in 5 minutes! Very quiet yet convenient location. Villa has an open floor plan which includes a full kitchen with stainless steel appliances,...

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Featured review

"Location, location, location!"

This location is perfect for getting anywhere on the island by foot. The beach, downtown, Venice pier and south Jetty are all within walking distance! The unit worked well for our family, it is as described...

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$214
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
17 reviews

Key Amenities

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

About this property

→ Full Beach Service included with your vacation stay from March 1, 2026 to October 31, 2026.Stay in this completely renovated 1-bedroom Penthouse condo at Sunbird Resort. Enjoy breathtaking Gulf views, free seasonal beach chair service, 3 beachfront pools, and direct access to Pineapple Willy’s...

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$182
avg per night
Pensacola Beach House
Sleeps 9, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Pensacola Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Coastal Cottage is a three-bedroom, two-bathroom home in Pensacola Beach, Florida that offers a private pool (can be heated for an additional fee) and a short walk to the beach. Situated in a laid-back neighborhood, this home gives you both a relaxed environment and a convenient drive to everything Pensacola...

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$150
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 0.0 miles to daytona beach beach

Key Amenities

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

About this property

This oceanfront unit has a 40-foot balcony that extends the length of the apartment across the two in-suite bedrooms and living room allowing for fabulous views of the ocean from the two bedrooms and the living room. Large floor-to-ceiling sliding glass doors give the balcony accessibility from two bedrooms...

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Featured review

"Unbelievable Stay"

There are no words to adequately describe how fabulous our stay was at this condo! Amy and Shane were totally committed to ensuring everything was well above expectations! After just 1/2 day we knew we’d...

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$194
avg per night
Marco Island House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gulfview 214 Summary:Summary: Welcome to Gulfview 214, your perfect family getaway on beautiful Marco Island! This stunning apartment boasts breathtaking Gulf views and direct beach access, ensuring unforgettable days filled with sun, sand, and Gulf. Enjoy a fully equipped kitchen, comfortable living...

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$299
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fully stocked, well situated end unit on first floor. New appliances, bamboo and tile flooring, two TVs and everything you need for a comfortable stay. Our primary bedroom has a king size bed and the guest room has two singles.If you enjoy swimming and/or sunbathing we have the largest resort style...

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Featured review

"Would rent again."

Great location in Naples. Good size condo with extra space inside for everyone. Hugh pool. Nice washer and dryer which we needed having stayed a month.

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$68
avg per night
Port Richey House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

HOLIDAY/ SEASONAL SALE $2625 + $195 =$2,,820 PER WEEK BOOKINGS FOR 2022 AND 2023 AVAILABLE. POOL HEATING INCLUDEDONE OF THE TOP VACATION RENTALS AROUND! BOOK NOW5

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Featured review

"Late March 2023"

A little smaller condo building which is nice, the building is well kept but a little older, our unit 106 was very nice and updated, tile flooring throughout. Great sunsets off the patio. Beach was clean,...

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$375
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

A beautifully renovated condo nestled along the bay, exuding coastal elegance at just $14,000/month in-season. The inviting interiors feature comfortable furnishings, stylish accents, and vibrant hues, creating a tropical oasis. This end unit offers breathtaking views of the Gulf of Mexico to the west...

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$213
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$1,414
avg per night
Boca Raton House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

This impressive 4 bedroom, 4 bathroom, 2 car garage waterfront home will leave you speechless as it clearly stands out among the rest! Featuring a private european lighted red clay tennis court, pool, jacuzzi, personal gym, billiards table and movie theater. This dream home is situated on 1.1 acres of...

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$838
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Tropica Oasis Getaway Where Relaxation Meets Paradise! Welcome to your serene escape in beautiful Heritage Landing, Punta Gorda, Florida! Our Tropical Oasis Getaway is perfect for families or friends seeking a relaxing retreat in a picturesque setting. Property Highlights: 3 Bedrooms, 2 Bathrooms:...

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$152
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This well appointed condo is the perfect home base for your trip to Fort Myers Beach. Fabulous location, at the exclusive "Sandarac" complex on the quiet south end of Estero Island. You will not have to walk, drive or travel to the beach because this property is "on" the beach! This...

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$240
avg per night
Boca Raton Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your beachside oasis! This beautifully renovated 2-bedroom, 2-bath unit offers a stylish, modern interior just a 5-minute walk from the shore. Inside, you’ll find spacious rooms with comfortable furnishings, a fully equipped kitchen, and serene decor that creates a relaxing retreat. Whether...

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Featured review

"Beautiful"

This site is very easy to use and have lots of different options to choose from. The house is beautiful and lots of space for a family gathering

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$275
avg per night
Treasure Island Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Distance to beach: 200 feet to Sunset Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is an upper level condo in a 2 story building in Harborside House North on Sunset Beach, Treasure Island , FL 33706.

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Featured review

"Top notch!"

Very easy to work with. Ideally located. Very clean and updated. It was a pleasure working with the owner. I left stuff behind and remind me to obtain my belongings. Great location across from the beach.

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$145
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Public Beach, 5000 Gulf Shore Blvd N, Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Renovated condo with the new stainless steel appliances in the best location in Naples, Florida. 3 miles to the beach, very close to great restaurants, Costco, Walmart, Target, Publix, Waterside shops, only 10 minutes to 5th Avenue. Enjoy the club house with resort style community pool, BBQ area, billiards,...

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Featured review

"Wonderful stay"

Enjoyed the month of January in Naples. The rental was very comfortable and well appointed. Mattress was perfect for a great night’s sleep. The balcony view and breeze was pleasant. The community pool...

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$133
avg per night
Stuart House
Sleeps 4, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 8 miles to Stuart Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This centrally located home is in the heart of South Stuart and just north of Jupiter Island/ Hobe Sound. You will feel at home with this approximant 1/3 acre, 1800 SF under air private home. Your vacation home has tile floors through out except for the master bedroom which has carpet flooring. The second...

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Featured review

"Spacious home, great location!"

Absolutely great experience staying at this house. Can't get any better with location so convenient to Stuart, Port Salerno, Jupiter, beach less than 10 minutes either direction. Quiet spot enjoyed my privacy....

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$140
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
26 reviews

Key Amenities

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

About this property

Experience the ultimate beach getaway at this stunning corner condo at Tidewater Beach Resort! This 14th-floor retreat offers breathtaking Gulf-front views from a spacious wrap-around balcony. Spend your days sunbathing, relaxing, and soaking in the panoramic scenery.The resort boasts a wealth of...

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Featured review

"Great condo with beautiful views!"

Wonderful, roomy condo with beautiful views of the ocean. Convenient location to restaurants and shopping, including to Pier Park. Great place for families or group of friends to stay.

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$308
avg per night
Stuart Cottage
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 30 feet to Hutchinson Island Beach

Key Amenities

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

About this property

Spectacular beachfront condo!! Beautifully updated beach front condo with views from every window! Enjoy our private beach! Located in the Marriott Resowith a private beach! A weekend getaway or work/school staycation with stellar internet! We also own a second 1 bed 1 bath condo in this building...

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Featured review

"Did not disappoint"

Condo was in an excellent location with covered parking. Very convenient to the beach and pool area. The interior was immaculate and we did not expect all the amenities within the condo to be so inclusive;...

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$277
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
21 reviews

Key Amenities

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

About this property

Enjoy this nicely furnished 2 Bedroom and 2 Bathroom Condo with a balcony/lanai overlooking the pool! It is located within walking distance to the wonderful public golf course "Fort Myers Country Club"... which is so close you can even see from the property.The condo has about 950 square...

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Featured review

"6 week stay due to our FMB house flooded by Milton"

We were happy to find this condo rental after our Ft Myers Beach home was flooded (again) with 10” of water from Hurricane Milton. It took over 6 weeks to get it repaired. Host, Amanda was very helpful,...

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$96
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

EXECUTIVE VACATION RENTALSeasonal / short-term rental. Available for 2027 season.Set high above the shimmering waters of Burnt Store Marina, this exquisite third-floor executive residence is where elegance meets the rhythm of the sea. Spanning nearly 1,900 square feet under air, this 3-bedroom, 3-bath...

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$217
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 5 miles to Siesta Key Public Beach Access

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come and unwind in this quiet and cozy 2 br/1.5 ba, first floor end unit condo, situated just a short 10 minute drive to the cool emerald waters of Siesta Key, named the nation's best beach - twice! Relax in this tastefully furnished condo located in a small, quiet community, surrounded by grocery...

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Featured review

"Cozy"

We had a wonderful stay in this beautifully decorated and updated condo. Enjoyed the pool. The place was quiet and close to the beach. The owner was very friendly and accommodating. We loved it so much...

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$100
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautifully furnished home on Marco Island. Close to beaches, park, restaurants, theater, ice cream and more. Come relax and enjoy the pool or read a book in the screened in Lanav with flat screen tv. Take in some sun on one of 4 chaise lounges. Grill a burger, take a stroll to the park, or a bike ride....

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Featured review

"Very pleased"

The home I rented was just as described in photos. I had clear understanding of charges and there were No discrepancies. Reaching out by text or phone was very easy between us, on any issue. As always...

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$300
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
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lease this luxury Birkdale, 2-bedroom, and 2-bathroom, of the Terrace Condominiums; located at the beautiful secured and gated Heritage Landing.Heritage Landing is a brand-new Golf Country Club Community in Punta Gorda, Florida. Current amenities are an 18-hole golf course, high end gym, yoga room,...

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$75
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Welcome to Cheerful Oasis – Your Bay-to-Beach Escape!Discover the ultimate island retreat at Cheerful Oasis, a delightful 2-bedroom, 2-bathroom condo perfectly situated for your next getaway. Nestled just off the walking trail to the Marina, Bridge Street, and Bradenton Beach, this serene haven...

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$179
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright,...

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$1,357
avg per night
Key West Cottage
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 800 yards to Ft. Zachary Taylor State Park

Key Amenities

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

About this property

Note: Minimum stay is 28 nights. Saturday-to-Saturday arrivals and departures required by Homeowner Association rules. No short weekend stays permitted. Pets by special permission.About This Property A Touch of Bermuda is a privately owned, two-story Bermuda-style conch cottage in the Shipyard section...

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Featured review

"Perfect condo in a perfect location!!"

Our stay for the month was perfect. A Touch of Bermuda has everything a guest could want in a perfect Key West location. However, the best part of our stay was dealing directly with the owner (Jack) throughout...

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$446
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd-floor luxury coach home with golf in Babcock National's gated community. This open-layout Coach Home has fantastic sunrise views of the fifth fairway. You will enjoy the split bedroom floorplan with three extremely spacious bedrooms with walk-in closets and two full baths, including...

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Featured review

"Babcock National Condo - Fell in Love!"

The condo is perfect. The 2nd floor condo has lots of space and very nicely furnished. Kitchen was well stocked with most anything a cook would need. The lania is the place to be to watch the golfers...

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$152
avg per night
Punta Gorda Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Resort living at it's finest! Fantastic fully furnished condo in gated community on 2nd floor(top floor) with the best golf course views in the community. The condo is a 2 bed, 2 bath with den/office that has two twin beds. Each bedroom has a ceiling fan and smart TV and the Den has a smart TV and...

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Featured review

"Birdies and Bourbon aka Paradise"

This condo was the perfect place for our holiday getaway. The condo was fully stocked with everything we could imagine needing, golf course view was absolutely stunning, and the owner went above and beyond...

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$102
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Swallow Ave South Beach Entrance

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Marco Island 2 bedroom, 2 full bath condo. A 12 min walk to the South Beach Access or use the 4 adult bikes, beach chairs with shoulder straps, umbrella. Building has a pool, barbecue grilling area and community room. All new 1100 foot-long paver walkway along our new beautiful seawall. Enjoy fishing...

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$357
avg per night
New
Longboat Key Condo
Sleeps 3, 1 bedroom, 1 bathroom

Distance to beach: 1000 feet to LBK

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

LBK Condo in Longboat Harbor offers both private Gulf and Bay access including 4 heated pools, recreation room, gymnasium, shuffleboard, pickelball courts and putting green nestled within community on Sarasota Bay. Unit includes all amenities such as stackable washer/dryer, full size refrigerator and...

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

Distance to beach: 13 miles to Manasota Key Beach

Key Amenities

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

About this property

This brand-new open concept condo with lanai looks out on the restful green of the golf course and pond in Wellen Park Golf & Country Club. Everything in this coastal-themed condo is new and chosen for comfort and relaxation.Main suite: large, light-filled room with King bed, ceiling fan, 65"...

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$92
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 3 bathrooms

Key Amenities

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

About this property

**Tidewater Beach Resort will be undergoing a balcony resurfacing project from approximately October 26, 2026-March 3, 2027. Noise and dust are to be expected. Prices have already been adjusted to reflect any inconvenience this may cause.****Tidewater Beach Resort Unit 713 - This unit offers FREE...

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$152
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Summer never ends in the Florida Keys! Endless Summer is located on Summerland Key in the very desirable Summerland Cove neighborhood. This is a two bedroom, two bathroom comfortable home with additional and very accommodating living space on the lower level.Upstairs is open concept living with a...

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$184
avg per night
Delray Beach Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Walk to everything, steps to the avenue. Beautiful downtown Delray Beach, Fl. The most popular downtown. beach on the east coast. The main street is lined with restaurants, bars, trendy shops, and crowds. Fun and excitement for every age. Only steps to the heart of all the action. No smokers, no pets,...

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$67
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to the home with one of the best sunset views on Big Pine Key! This is a great location, with awesome views, and super quick boating access to both the Gulf and the Ocean. This three bedroom, three bathroom home is setup perfectly for the avid fisherman, boater, paddleboarder, or just the relaxed...

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$231
avg per night
Babcock Ranch Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully furnished 3-bedroom, 2-bath 1 level unit, 2-car garage Perfect for couples, professionals and snowbirds.Features You’ll Love: Spacious open-concept living area Fully equipped kitchen with modern appliances Private screened-in lanai with water or nature views Smart TV, fast...

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Featured review

"Lovely Villa"

My stay in Babcock Ranch at Tucker’s Cove was very nice. The villa was extremely clean and had all the nice things just like home. I especially enjoyed the well stocked kitchen to make family dinners....

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$100
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Just steps from the sugar-white sands and the warm Gulf waters of Indian Rocks Beach, this beautifully renovated 2-bedroom, 2-bath condo offers the perfect coastal retreat. With a heated pool, Jacuzzi, poolside bathrooms, and covered parking, comfort and convenience are at your fingertips. Designed to...

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Featured review

"Spacious and well equipped."

Recently stayed for the month of January. Great location. Condo is very clean and well equipped with everything you need. Owner was very responsive to any inquiries.

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$215
avg per night
Special Offer
Perdido Key Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 0.3 miles to Private Beach Access and Restaurant - 0.3 miles

Key Amenities

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

About this property

Book Early for Fall Fun and Snow Bird Discounts!This gem is a 6-Minute Walk to the Beach, Championship Golf Access & Complimentary Private Beach Club Enjoyment! VENI, VIDI, BEACHI (built in November 2024)...Let your adventure begin!Enjoy this charming bungalow-style retreat, nestled within...

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Featured review

"Has It All!"

We loved staying at Veni Vidi Beachi. It’s very close to the beach and fun beach club. Some days we stayed all day and ate at the club. It’s also walking distance to some fun restaurants. We rented...

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$214
avg per night
Osprey Villa
Sleeps 12, 5 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Intercoastal, Blackburn Bay waterfront home with boating facilities near Casey Key and Siesta Key. On a point facing the setting sun. This is simply paradise.The pier is long, and the water deep enough to handle most boat docking needs. The large, heated pool is a few steps from the screened lanai...

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$781
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.