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Florida Snowbird Vacation Rentals

(3385 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.

Rosemary Beach Cottage
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Customer-focused! All inquiries are responded to within 12 hours, usually in less than 4 hours, but most times within 1 hour!Cochran Cottage/Freedom at the Beach house Property Type: Cottage, 2-story structure 4 Bedroom / 3 Bath Sleeps 9 2000 Square Feet with additional 500 sq ft of porches ...

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$406
avg per night
Fort Myers Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
5 reviews

Distance to beach: 16 miles to Fort Myers Beach

Key Amenities

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

About this property

Newly remodeled townhouse in the Paseo community featuring two spacious bedrooms and two and half baths in the luxury resort of Paseo in Fort Myers, FL. This townhouse is move in ready, so just bring your swimwear and sunglasses! Look no further as this unit has it all. Want that cozy feel but still get...

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Featured review

"Amazing condo and Fantastic Owners"

First of all the owners of this condo are very easy to work with and had instructions out to us ahead of time which made our stay much easier. This was our first time renting at Paseo and they made the...

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$161
avg per night
Englewood House
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Distance to beach: 3 miles to Englewood Beach

Key Amenities

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

About this property

A beautifully remodeled home with a spacious lanai, a swimming pool, and 25 feet of seawall for a boat—plus the convenience of being just a short walk from Dearborn Street and Indian Mound Park & Boat Ramp. It strikes the perfect balance between accessibility and privacy, making it feel like...

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$312
avg per night
Key Largo Townhome
Sleeps 8, 3 bedrooms, 3 bathrooms
9 reviews

Distance to beach: 100 feet to 4 on site

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This 3 story, 3 bedroom + den, 3 bathroom, 4 balcony waterfront (Salt water Lagoon with tropical fish that you may hand feed) townhouse in Key Largo can comfortably sleep 8 people.This property is cleaned and sanitized to the current CDC standards.Included at no extra charge are free WiFi internet,...

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Featured review

"Awesome Community and Rental"

I rented from Norman Wortman and he was absolutely outstanding.Kawama is a wonderful community that really replicates "Old Florida." The rental had a wonderful view of the lagoon. Lots of space and...

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$352
avg per night
Tavernier House
Sleeps 14, 6 bedrooms, 4 bathrooms

Distance to beach: 1 miles to Founders Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Morada Breeze! This 6-bedroom, 4-bath bayside slice of paradise is ready to make your next vacation an enjoyable one. Located on Plantation Key in Islamorada, Morada Breeze has the amenities to elevate your trip to the Keys.Step inside to discover an expansive kitchen perfect for preparing...

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$501
avg per night

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Daytona Beach Shores House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

Welcome to your perfect vacation escape at the Royal Atlantic Condominium in Daytona Beach Shores! This stunning 11th floor, 2-bedroom, 2-bathroom ocean view & river view condo offers the ultimate beachfront retreat, ideal for those seeking a luxurious and relaxing getaway with a minimum stay of two...

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$138
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Delnor-Wiggins Pass Park and Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Now AVAILABLE March and April 2026! ALL INCLUSIVE monthly rate May to Dec 19th $8,200. Dec 20th to Apr $10,880 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.Located in Delasol, a resort style community, this rare 3 bedroom, 2 bath open floor plan...

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$271
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 10 feet to Right on the Emerald Coast beach

Key Amenities

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

About this property

Our 49 FIVE STAR Reviews on vrbo Say it All ~ Clean ~ Feels like Home ~Best Beach Views ~ Spacious ~ Comfortable ~ Convenient ~ lots of Amenities.“This condo rocks” was one of the first guest comments describing our two-bedroom unit. Now we’ve added an end-unit three-bedroom with...

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Featured review

"Wonderful condo"

The condo was very nice and comfortable. The unit was clean and well kept with all the convinces of home. Warren was very nice to speak with and made sure all the information needed was provided as well...

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$371
avg per night
New
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Crescent Beach

Key Amenities

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

About this property

Two Locations to chose fromFirst Unit Anglers Cove, is a two bedroom (1 King/1 Queen), two bathroom condominium. It has two levels and you get great views from both. the upper level includes the two bed rooms and one bath as well as a fully equipped kitchen and large living room. The lower level...

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$300
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.0 miles to Beachfront

Key Amenities

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

About this property

Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6-8) This is a 2 bedroom DELUXE unit conveniently located on the third floor of Tower Three, (the newest) at the Edgewater Beach Resort. Close enough to the ground floor to have great views of all the activity on the beach and ocean. Dolphin sightings...

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Featured review

"Beautiful, Great View, Afforfable"

This condo has all the amenities. Beautifully decorated, fantastic balcony with great furnishings, and a gorgeous view of the beach and the gulf. The beds are very comfortable, and the kitchen has modern...

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$257
avg per night
Key Largo Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Experience the relaxed lifestyle of the Florida Keys. CLEANED AND SANITIZED TO THE NEW CDC STANDARDS. 3 Bedrooms + Loft, 2 Baths, Sleeps up to 8 comfortably. There are 2 large bedrooms on the 3rd floor, each with queen size beds. The first floor bedroom is small with 2 bunk beds. The 4th floor loft...

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Featured review

"Bit chaotic but overall very nice"

Property is very nice, we liked it lots. Resort is laid back & has lots of activities. I haven't done a resort holiday before so it was pleasant surprise to have free access to equipment like kayaks,...

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$352
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to our 2 bedroom/2 bath condo in Bonita Beach with gorgeous water views from the living area and primary bedroom. The condo features a private, screened lanai perfect for morning coffee, al fresco dining, dolphin and manatee sightings. Private access to the beach is right across the street. Morning...

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Featured review

"Bay Harbor Club"

We just spent a month in Renee & Roberts beautiful condo & loved everything about it. It was comfortable clean & fit all our needs. Short walk to Bonita Beach, beautiful pool & we loved sitting on the lanai...

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$225
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

This condo is located in the Venetian Palms neighborhood in Beautiful Ft Myers Florida! It is centrally located and within 1o minutes from stores, shops, pharmacies, restaurants, and only 20 minutes to Ft Myers Beach, Sanibel and Captiva Islands, Matlacha Artist Village, RSW Airport, Downtown...

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Cape San Blas Townhome
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

The Little Pelican is a beautiful, updated townhome (end unit), with tasteful touches throughout the home. HIghlights: 2 minute walk to the beach In the gated community of Barrier Dunes which has: 2 pools (1 Beach Front) 2 lighted Tennis/Pickleball Courts Small boat parking spaces and washing...

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$173
avg per night
Siesta Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our little piece of paradise is a one bedroom condominium ideal for couples or young families. We are located at 73 Avenida Messina in unit #7 on the ground floor of the Gulf Holiday Apartments. We are 300 ft. from the Gulf of Mexico and about a five minute walk from the village - known for its shops,...

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Featured review

"Condo #6"

We enjoyed staying in Condo #6 for two nights before Hurricane Helene arrived. We evacuated and weren’t able to return. We hope to stay here again in the future. We have stayed in these condos for...

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$169
avg per night
Key West House
Sleeps 10, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

The home (also known as Margaux's Hideaway) was built in 1890's, with a farmhouse charm, and porches off of every bedroom. It is light and airy, with gorgeous and comfortable indoor and outdoor living spaces. It's perfect for family gatherings, or just a quiet escape. Each room is sunny...

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Featured review

"Beautifully Appointed Historic Home in Old Town"

I really can't rave enough about this home and the hospitality of the owners. The house is a beautiful historic home in old town that has been lovingly restored. The outdoor living space and the open to...

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$896
avg per night
Special Offer
Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.0 miles to Indian Shores

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

You'll never vacation in a hotel room again after staying in a spacious condo with all the comforts of home. Bring the whole family or share with another couple this 3rd floor 1100 sq. ft. condo. This is a 3rd floor unit of a 4 story building. Although the unit does not face the ocean, you simply...

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Featured review

"Wonderful beach stay!"

What an absolute beautiful time staying at Unit 101 at Holiday Villas 2. The room was clean, had everything we needed for our week stay. Ned’s were comfy and the living space was perfect for the 6 of...

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$364
avg per night
New
Sanibel Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Beautiful Sanibel Island! We warmly invite you to unwind and enjoy your stay in our charming oasis. Relax on the dock, take a refreshing dip in the private pool, or simply bask in the tranquility of our property. For those seeking adventures, inquire about private fishing charters, island...

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$588
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Newly renovated, professionally decorated, beautiful 2bd/2ba is fully furnished, all you need is your clothes, flip flops and toothbrush. Fully stocked with all necessary items to enjoy your stay. Heated pool, quiet neighborhood, small complex, friendly neighbors.

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$131
avg per night
Panama City Beach House
Sleeps 10, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Toes in the sand!Welcome to PCB Coastal, the World's Most Beautiful Beaches and this luxury beachfront home! This beachfront home is truly one of the most pristine beach homes in the area with its panoramic beach views of Panama City Beach's emerald green waters and sugary white sand. The...

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$640
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This exceptional, highly sought-after Arabella II floorplan is a beautifully furnished end-unit condo offering the ultimate in comfort and style! It is the largest floorplan of the Verandas at 1569 sqft. Enjoy spacious living with vaulted ceilings and an abundance of natural light. This exquisite floorplan...

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$194
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come vacation with us at UNIT 823 Gulf Views Getaway at Laketown Wharf! This unit is on the 8th floor. A two bedroom unit, 2 bathroom and bunk room area, fully equipped to enjoy the beach. This is an Amazing location across from the beach. Just steps from 5 pools, fun entertainment, food, and drinks....

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$72
avg per night
Islamorada House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Paradise Palms!Located on a cul-de-sac in the charming city of Islamorada, this beautifully- appointed five-bedroom, four and a half-bath home serves as an excellent setting for your tropical getaway. Ideally located in Islamorada on Lower Matecumbe Key, you will have convenient access...

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$600
avg per night
Last Minute Deal
Marco Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 0.3 miles to Tigertail Beach

Key Amenities

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

About this property

Looking to escape to paradise? Book your stay at 411 Cottage Court! This beautifully decorated and immaculate home on the canal is a short walk to the beach, and is ready to host you and your family/friends! With 3 bedrooms, office, and 2.5 baths, 411 Cottage Court is located in the desirable Tiger Tail...

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Featured review

"Great family vacation home near Tigertail beach."

We truly enjoyed our stay at 411 Cottage Ct. The house was beautifully decorated and very well maintained. There was a generous supply of towels, bed linens and all manner of kitchen ware. The physical...

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$650
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous surroundings in a Resort-like atmosphere. Gated Property with Guard ensures your safety at all times! Largest Heated Saltwater Pool in South West Florida! First Floor entrance makes it easy for walkers or wheelchairs. Condo boasts 3 bedrooms and 2 baths. Large Lanai is screened and has an electric...

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$158
avg per night
New
Special Offer
Panama City Beach Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

→ Full Beach Service included with your vacation stay from March 1, 2026 to October 31, 2026. For a one week stay this is over a $200 value free.Wake up to breathtaking unobstructed views of the sugar-white sand and emerald Gulf waters from this beautifully updated 2-bedroom condo at Sunbird...

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$125
avg per night
Key Largo Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 0.0 miles to 4 small beaches on site

Key Amenities

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

About this property

3 bedroom, 3 bathroom Ocean Front / Beach Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2020. It has dockage for boats up to 38 feet. This Villa is 35 feet from the Ocean and has a private beach 5 feet from the patio. I provide a Golf Cart, Kayaks, PaddleBoards, Fishing equipment,...

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Featured review

"Great Location, Great Host"

This is a gated condo complex right on the water. We watched the teens snorkel in the little bay right from our balcony at high tide (be sure to do the stingray shuffle, there were a lot of them!) and used...

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$539
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Hot tub
  • WiFi

About this property

STYLISH DIRECT OCEANFRONT BEACH CONDO W/ RESORT STYLE AMENITIES AND DIRECT BEACH ACCESS! Welcome to The Ashley-904! The surf is always in sight when you stay in this comfortable spacious condo!This beautiful 9th Floor Direct Oceanfront 2BR/2BA unit is located in The Ashley Condominium with direct...

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$191
avg per night
Special Offer
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
2 reviews

Distance to beach: 30 yards to Gulf of Mexico

Key Amenities

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

About this property

Why look any further when you can enjoy your vacation getaway, a long weekend, or your Winter stay in our beautiful, spacious, 1-bedroom 2-bathroom condo.This condo is conveniently located on the 1st floor, in a family-oriented complex. It faces the gulf and is right on the beach in the Mariner...

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Featured review

"Perfection"

The condo was exactly as shown and very clean. The owner was a dream to work with. 1st floor unit was so convenient, providing everything we needed and no waiting for elevators. Would definitely rent...

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$165
avg per night
Redington Shores Apartment
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Are you looking for a cozy accommodation for a great price? You’re in the right place! Carousel Suites is the best choice. This apartment is located in the beautiful and quiet town of Redington Shores on the Gulf of Mexico in sunny Florida just 35 minutes from Tampa International airport....

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Featured review

"Wonderful apartment - so close to a gorgeous beach!"

We had a great stay in the one-bedroom apartment. It was clean and well-outfitted and incredibly close to a beautiful public beach. The manager was very responsive to our questions. The beach is a 2 minute...

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$223
avg per night
Marathon House
Sleeps 12, 5 bedrooms, 6.5 bathrooms

Key Amenities

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

About this property

Gulf-Front Modern Luxury | 5BR w/ Rooftop Deck, Infinity Pool, Dock & More! Indulge in an unparalleled luxury experience in this breathtaking 5-bedroom, 5.5-bathroom estate in Marathon, Florida. With direct Gulf views, high-end amenities, and a sleek modern design, this home is a dream getaway for...

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$1,371
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
57 reviews

Key Amenities

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

About this property

→ Full Beach Service included with your vacation stay from March 1, 2025 to October 31, 2025. For a one week stay this is over a $200 value free.Sip a cup of coffee at your very own private balcony with the stunning view of the beach just in front of you. Just a few steps from your door are...

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$139
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Located in the Heart of Naples, Beautiful 2 bedroom 2 bath condo, with canal and boat dock availability. The canal leads to the Gordon River, to the bay and eventually the Gulf.The unit is located on second floor of 2 story building. Wi-Fi and cable are include. The condo is located 1 mile to the...

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$369
avg per night
Destin House
Sleeps 6, 6 bedrooms, 4.5 bathrooms

Distance to beach: 455 feet to DUNES OF DESTIN

Key Amenities

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

About this property

6 Bedroom, 4.5 bath, private pool, beach access home which sleeps up to 16 people. House is the dunes of Destin sub division. Three story house which has over 4500 sq. feet of interior space. Each story has a balcony with a view of the gulf of Mexico. There is a private beach access boardwalk approx....

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$533
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 3 bathrooms
20 reviews

Key Amenities

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

About this property

This gorgeous, newly constructed, Islamorada home has 4-bedroom, 3+ bath and is located in the quiet neighborhood of Venetian Shores MM86. It provides immediate access to both the Atlantic Ocean and Florida Bay via Snake Creek.The deep-water dockage is ideal for the avid boater or fishing enthusiast....

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Featured review

"BEAUTIFUL HOME, BEST LOCATION!"

This is my first time staying in Islamorada for the many years I have been coming to the Keys, and I must say, I am fully addicted to Islamorada! Islamorada is just not as "commercial" as the middle keys,...

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$475
avg per night
Summerfield House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to park: 90 miles to Disney, Universal, Sea World & Busch Gardens

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful fully furnished home with access to the Villages nightly entertainment. Located in the exclusive quiet, gated 55+ Stonecrest community which includes 4 pools, golf, pickle ball, tennis courts, bocce ball, and golf cart access to neighboring retail areas and The Villages. Golf Cart available...

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Featured review

"Summerfield home"

We rented this beautiful home for the month of April 2023. This house had everything we needed to make our stay enjoyable. The kitchen was very well equiped. We enjoyed sitting in the lanai a lot. We...

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$143
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Beautiful 2 bedroom 2 bathroom condo at 1 minute walk to white sandy beach with private access, with private dock on the inter coastal waterway for fishing or dolphin viewing. There is also a heated pool and hot tub, gas grill, free long distance calling to Canada and USA, free wireless internet, 3 TVs....

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Featured review

"Perfect Condo in a Perfect location-you won't be disappointed!"

We had the pleasure of spending 4 weeks here at Quiet Wates. We've stayed in Indian Shores before, but this was our best stay! The condo was clean and had everything we needed and more! We had all the...

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$342
avg per night
Islamorada House
Sleeps 18, 9 bedrooms, 8 bathrooms

Key Amenities

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

About this property

Welcome to Infinity Bay Islamorada – an infinite paradise with endless possibilities in the heart of the Florida Keys. This exclusive estate embodies sophistication and serenity, where guests can unwind in style against a backdrop of Florida Bay and swaying palm trees. At Infinity Bay, luxury meets...

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$1,867
avg per night
Clearwater Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 feet to On site

Key Amenities

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

About this property

Looking for a dream vacation? Look no further, this incredible vacation property rivals the Ritz with its impressive list of amenities and stylish décor. Step away from your daily routine and into the extraordinary resort in this 3 BR 2 BA gem. It's time to pamper yourself in the luxuriant...

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$414
avg per night
Englewood East House
Sleeps 6, 3 bedrooms, 2 bathrooms
14 reviews

Distance to beach: 6 miles to Manasota Key

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful 3 bed, 2 bathrooms home with a private pool, 2 designated office spaces,OUTDOOR TV, fenced back yard, 20 minutes from Englewood Beach, Manasota Key and Gasparilla. Newly renovated with 4 bicycles, pool toys, maximum 2 dogs allowed. Situated near hiking, golfing , the beach, dog friendly home...

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Featured review

"Amazing, Perfect, Beautiful!"

We have stayed here two years in a row now and hope to be back next year. The house is beautifully designed and decorated and in immaculate condition. The backyard is fenced in allowing our dogs to roam...

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$250
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

IF YOU ARE TRAVELING WITH A PET, WE MUST KNOW PRIOR TO YOUR ARRIVAL. (20 LB. WEIGHT LIMIT) THERE IS A $100 NON REFUNDABLE PET FEE, AND A REQUIRED PET ADDENDUM**New owners and all new updates** Welcome to Shores Club Unit 402!New owners and newly updated unit, located DIRECTLY on the ocean,...

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$264
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience luxury living at its finest in this stunning 2 bedroom, 2 bathroom condo located in the heart of Bradenton, Florida and close to Anna Maria Island. This island décor themed fully renovated unit boasts brand new furniture, electronics, smart locks, a smart thermostat, and brand new smart...

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$82
avg per night
New
Marco Island Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ville de Marco is a unique village of tropical retreats located in the Historic District of Marco Island Florida.The general location is walking distance to the World Famous Snook restaurant & bar right on the Marco River. Boat rentals, quaint shopping, and dining are also close by.This...

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$148
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to 5th Ave

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Paradise!Located in the quiet and relaxing community of Falling Waters. Tastefully decorated condo in Rosewood of Falling Waters. Freshly painted and recently renovated 2 bedroom and 2 bathroom first floor unit. This is 1,354 sq ft unit that offers gorgeous view of the waterfall...

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Featured review

"Wonderful Community! Kate the host is the best!"

We stayed at Kate's unit in Falling Waters for over 5-1/2 months and got to call Kate's wonderful unit home for that time. The unit is beyond equipped for all your needs, spacious and convenient (walking...

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$136
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This condo is available for lease for 2025/2026 winter season. Hurry, this unit will not last long!!! Contact owner and book this beautiful place for your winter stay! Life is good on "Paradise Coast" home to some of the healthiest, happiest and most relaxed people in the nation. The bay...

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$289
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 5 miles to Ft. Myers Beach or Sanibel Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

*The unit is located on a private golf course (first floor) in a waterfront community. *Central Air Conditioning & Heat. *Two bedrooms (Queen & Twin beds). Pull-out couch in Den. All linens and towels are provided. *Two full baths with showers and jetted tub in Master Bath. Hair dryer provided. *Fully...

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Featured review

"This beautiful condo exceeded our expections!"

First of all, the condo owner was very easy to deal with on this booking. Super communicator. As for the property, the pictures don't do the condo justice. It is tastfully and comfortably furnished with...

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$141
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
53 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Fantastic one bedroom get-a-way! Tastefully decorated with all the comforts of home such as a Well Appointed Kitchen, Smart TV, and High Speed WiFi to not only make your vacation a comfortable one, but a memorable one as well. Everything you need in this elegant retreat! Don't delay! Reserve your...

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$115
avg per night
Key Largo Estate
Sleeps 16, 6 bedrooms, 6 bathrooms

Distance to beach: 6 miles to Pennekamp

Key Amenities

  • Air conditioning
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Recently renovated large 6 bedroom, 7 bathroom Ocean Front House on 5 Acres. Gated from the main road. It can comfortably sleep up to 16 people. Covered parking for up to 6 vehicles and outside parking for several more. This estate is surrounded on 3 sides by park lands and the Atlantic ocean. If...

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$838
avg per night
New
Last Minute Deal
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

ACCESSIBLE POOL HOME ON A CORNER LOT! Recently purchased MORE PHOTOS TO COME as furnishings and artwork are moved in. Available now for 2026 Season! Starting this January 1, 2026! Welcome to this thoughtfully designed accessible heated pool home with a fenced in yard for your four legged friends. Located...

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$245
avg per night
Tavernier House
Sleeps 12, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Captain's Quarters! Located on Plantation Key (Mile Marker 90), this beautifully updated five bedroom and four bathroom canal-front home offers a resort-like experience.The main living area, located on the second floor, features three bedrooms and two full bathrooms. The open-concept...

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$467
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.