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Florida Snowbird Vacation Rentals

(3315 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.

Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Newly remodeled, limited rentals!Summer rentals are Sunday thru Sunday.Coral Reef 803 has a large wideopen feel in a well kept property on the East end of Panama City beach. The condo has a remodeled kitchen, both baths with new tiled showers and ALL NEW furniture, with almost 1500 sq ft. 2 Bedroom,...

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Featured review

"Great place to stay."

Everything was amazing. We had everything we needed then entire stay. House was clean. Shower was the best thing ever. Went here for our daughter’s spring break then she didn’t go so mom and dad went...

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$145
avg per night
Key West House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Looking to ​ Relax Renew Recharge? We got you. Your own Key West Sanctuary awaits! Escape to a classic Conch family home perfectly tucked away for privacy yet, only 5 Blocks from famous Duval Street. The best of both worlds! Morning yoga class on the deck, late night dip in the pool, and sunset...

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Featured review

"Perfect place to relax and unwind!"

We loved our time at Key West Sanctuary! The perfect location to bike to the sights and sounds of Key West; close to one-way roads with a bike lane going to/from Duval. The beautiful and peaceful surroundings...

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$250
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Many

Key Amenities

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

About this property

Very social building ! Brand new clubhouse opened Spring 2025 featuring 3 dining venues, 2 outdoor bars, and a beach entry pool with food and beverage service available. This 15 million dollar renovation has made Countryside the talk of Naples and the place you want to spend your winter. Super clean...

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$84
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Monthly Bermuda Bay/2 bdrm. Vacation Rentals."ALWAYS SUMMER" Book direct, no booking fees. Rates: 2026 SALE 2026 May - Oct $1800/month. 2026 Nov-Dec $2500/month. 2027 Jan - April $4300/month. (Feb & March 2027 are taken) Please inquire with any questions you may have. Ground...

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Featured review

"comfortable stay with lots to do"

We are leaving tomorrow and we will miss this place. We could bike along the path so many different places. If you like to bike, this is the place for you. We biked from our front door all the way downtown...

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$114
avg per night
Palm Coast House
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.8 miles to Old Salt Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

No smoking home. No pets. Beautiful, treed lot with privacy in a quiet neighborhood. Concrete block cottage with porch, big yard. Beach is accessible by walking, biking or car with public bathrooms. Close to Publix and local restaurants. Looking for a winter renter or mid-term renter.

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Featured review

"Baby Blue Beach Bungalow"

We stay at the Blue Bungalow during the month of March 2025. We absolutely LOVED it. The place is brand new with the perfect location. It is a 10 minute walk to the beach or you can drive to 2 beach...

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$73
avg per night

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Cape San Blas House
Sleeps 13, 5 bedrooms, 4.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Seas the Day! is perfectly situated in the low-density, gated and popular Seagrass neighborhood on Cape San Blas (CSB). Enjoy the roomy accommodations for large families who want to eat and game together, but who also enjoy a little elbow room for the quiet times you need. The reverse floor plan, with...

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Featured review

"It's Wonderful1"

We stayed for two glorious months with our dog Ellie. The location is perfect and an easy walk to the beach or a quick stroll around the neighborhood. The community quiet and well maintained.Seas...

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$150
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gulfview Condo is located next to Residence Beach on Marco's beautiful Crescent Beach. This renovated 2-Bedroom / 2-Bath on the 9th Floor is the perfect spot to relax for the month. Private Garage Parking, Pickle Ball & Tennis, & Beachside Pool.

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$133
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
6 reviews

Distance to beach: 100 feet to Panama City Beach

Key Amenities

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

About this property

YOU WILL LOVE BEACHFRONT PARADISE CONDO DIRECTLY ON PANAMA CITY BEACH! It's a a 1 bedroom 1 bath on the 9th floor on the SUNBIRD East building overlooking the beautiful white sands of PANAMA CITY BEACH and the pool! 3 pools to enjoy, picnic areas, grills and restrooms at poolside; beach access just...

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Featured review

"March 2026 Stay"

We enjoyed our stay. Unit was very clean when we arrived. Although we couldn’t see the sunset, the sunrise was beautiful as well. Patio was shaded in the afternoon and evening so was very comfortable...

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$135
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to BEACH ACCESS 2

Key Amenities

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

About this property

An exceptional new vacation rental property has just become available. This stunning 3-bedroom, 2-bathroom Florida cottage is truly a decorator's dream, having recently completed a full renovation in 2026.The home is equipped with premium finishes, modern appliances, and smart TVs throughout....

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$275
avg per night
Destin Condo
Sleeps 18, 5 bedrooms, 4 bathrooms
3 reviews

Key Amenities

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

About this property

The Inn at Crystal Beach is a luxury condominium situated directly on the Gulf of Mexico. This exquisite upscale property offers large, stylishly furnished 2-7 bedroom condominiums boasting fully equipped kitchens, master baths with whirlpool tubs, and breathtaking views from every balcony or patio.The...

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Featured review

"Best vacation every!!"

Angela couldn't have been anymore accommodating for our big family! We came down for our wedding during the hurricane. Angela made sure our air b&b was stocked to thr rim with food incase we were out of...

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$932
avg per night
Islamorada Apartment
Sleeps 2, 1 bedroom, 1 bathroom
48 reviews

Key Amenities

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

About this property

The Jetson's House apartment (Located on the prestigious White Marlin Beach - which is considered one of the nicest natural sand beaches in the Florida Keys) features great swimming, snorkeling, and spectacular sunsets right off the beach! Have fun exploring an artificial reef! What makes the beach...

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Featured review

"Best little slice of heaven!!"

This beautiful, perfectly maintained property was one of our best stays ever. This was our first time in Islamorada and we will be back. The accommodations were spotless, the patio, the view and the hammock...

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$200
avg per night
New
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

This 2nd floor condo has a water view and lots of natural light, 2 bedrooms plus a flex space with a pull-out sofa for extra guests. The open floor plan, high ceilings, updated kitchen, and large screened-in lanai make it perfect for entertaining. Fully furnished with 2 new TVs, 1 carport plus an additional...

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$100
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This property is located in Southwest Florida close to many attractions and services. Located less than 4 miles to the beautiful stunning white sand beaches. Condominium offers 1500 square feet, 2 bedroom, 2 bath home. Large Master Bedroom includes King Sized bed with walk in closet and fully furnished...

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Featured review

"Quiet Retreat"

What a wonderful property with swift access to so much! Pop down to Naples, or over to Sanibel or just stay in town for great restaurants and quiet beach access. Wonderful, generous, hosts who went above...

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$50
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Exquisite beach and Gulf view unit on the 3rd floor of building 3. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. New owner has upgraded unit including tiling, furniture replacement, painting, new kitchen appliances, new linen, TV's and more. This condo also has new windows...

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$158
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 11 miles to Delnor-Wiggins Pass State Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heritage Bay Condominium-- Have yourself a five star vacation! Well cared-for, 1st floor, two bedroom 2 bath condo. Golf (all 27 holes) is available at this unit!This young, freshly painted ( 2024 ), two bedroom unit has a fully-equipped kitchen with stainless steel appliances, Corian countertop,...

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Featured review

"Best vacation I’ve ever had."

Spent 4 months at this condo in Naples. The unit is located at heritage bay. The condo is beautifully furnished along with all the amenities included. We had such a wonderful time. We were near all of the...

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$60
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the privacy and comfort of this elegant 3 bedroom / 3 full bathroom family home on the 6th hole of the pristine Vanderbilt Country Club.This beautiful home is located within Vanderbilt Country Club on the sixth hole of the golf course with a one-of-a-kind amazing view of the lake. Situated on...

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$500
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

30+ night stay. Newly remodeled- studs out luxury 2BR/2BA in a quiet 15-unit building. Bay-view screened lanai overlooking Hogue Channel (sunrise/dolphin views). Deeded sandy beach path across the street. Fully stocked kitchen (Nespresso, SodaStream), 65" 4K TV, beach gear + kayak. Pool open; landscaping/paving...

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$150
avg per night
Satellite Beach Condo
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

BEAUTIFUL and newly FURNISHED! This beachfront 64-unit tranquil condo complex is home to many mature, retired residents. Walk a few short steps to the beach or sip a cocktail on the patio, enjoying a view of the ocean and rocket launches. This 2 master bedroom, 2.5 bath, two-story condo offers lovely...

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$95
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. Be one of the first to stay in this cozy, coastal cabana vacation rental in Venice, FL located just ten minutes from the beach.The home has been equipped...

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Featured review

"Nice house in Venice"

We enjoyed our month at 561 Cabana. The house was comfortable and well equipped. The screened area was nice and we spent lots of time in the sparkling pool. The owner was easy to communicate with and very...

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$260
avg per night
Siesta Key House
Sleeps 12, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

Key Differentiators & Amenities•7 properties away to step onto the access of Siesta Key Beach (#1 beach in the US) •Ample parking for RV, boat, and multiple vehicles •EV charging station onsite •Private saltwater pool (fenced backyard) •Pet-friendly: beds, crates,...

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$476
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage.The main entry door...

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$220
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Venice Beach

Key Amenities

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

About this property

Welcome to your brand-new 3-bedroom, 2-bathroom condo in the exclusive Wellen Park Golf & Country Club—where luxury, comfort, and convenience meet Florida’s signature sunshine lifestyle. Overlooking Hole 5 of the championship golf course, this 1,300 sq. ft. residence features modern designer...

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Featured review

"Golf Condo Wellen Park Golf"

Our host Brian has a new spotless condo overlooking the 5th fairway and has thought of everything to equip the unit and even included bikes for our use! We had an outstanding vacation and were very comfortable...

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$133
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

If you are looking for a safe, relaxing, scenic and affordable community for your next vacation needs, close to all that beautiful Naples has to offer, the Vineyards is the place to stay. Our home-away-from-home condo is in the Tuscany community; a well established lushly landscaped garden enclave offering...

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Featured review

"Great condo"

Iola was very easy to work with, and the condo was comfortable, clean, and quiet. Very private. Iola worked with me to deal with my specific availability needs. Naples offers so much.

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$140
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Prime Central Naples 3 Bedroom Condo – 60 Day Minimum Stay. Welcome to our spacious 3 bedroom, 2 bathroom ground-floor condo located at 12930 Positano Circle, Unit 107 in Naples, Florida. Ideally situated at the intersection of Livingston Road and Pine Ridge Road, this property offers convenient...

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$170
avg per night
New
Naples House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

6 month minimum to 12 months. Lease price may vary depending on what months are rented, reach out for info. Welcome to this rare 4 bedroom + den, 3 bathroom, plus private den with pull out couch home at Esplanade Golf & Country Club in Naples, Florida, one of the area’s premier resort-style...

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$247
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover the epitome of coastal luxury in this stunning 2-bedroom, 2-bathroom condo in Hollywood Beach, Florida. This unit boasts breathtaking ocean views from every room, ensuring you wake up to the soothing sounds and sights of the Atlantic. The extensive wrap-around balcony is perfect for enjoying...

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$283
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...

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$667
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
9 reviews

Distance to beach: 17 miles to South Beach, Marco Island

Key Amenities

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

About this property

Gorgeous wide water views and easy water access from this very private, 2300 sq. ft. furnished retreat. This fantastic location affords the ability to stay at home and chill or easily set out for more adventure by land or sea via a provided dock!Marco Island and their stunning beaches is a short easy...

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Featured review

"A million dollar view. !!!!"

This condo was fabulous. 3 beds and 3 baths afforded plenty of room for friends and guest , winter 2025. The pool was always ready for a sunny afternoon. A drink on your private lanai watching the manatees...

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$165
avg per night
New
Boca Raton House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Experience luxury coastal living in this fully furnished 3-bedroom, 3-bath Boca Raton residence, ideally located just one block from beach access and directly across from the Intracoastal.Situated in an exclusive neighborhood of multimillion-dollar homes, this property offers privacy, elegance, and...

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Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 4 bathrooms LOCATION: 2212 SE 11th Pl Cape Coral, FL, 33990, US LICENCE NO: RR-001822-2026 BUILT IN: 2024 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Boat dock + lift, own kayak slip, tiki-hut Gulf access...

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Featured review

"Best house in Cape Coral"

We have stayed at many house in CC. Some good, some not so good. This house is amazing! Well appointed, comfortable, convenient location and the view is unbelievable! Sunsets did not disappoint.Bonus...

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$250
avg per night
Palm Coast Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 175 feet to Cinnamon Beach

Key Amenities

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

About this property

Welcome Home! We would love to have you visit in our home away from home. Double gated community!! It's like your old home town when you can just walk, ride bikes or just enjoy all of the beautiful nature that's around you. When you enter the tall, large gates you will see two beautiful...

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Featured review

"Heaven"

We were pampered and now spoiled with our home away from home. We will be back and hope to find gold once again.

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$295
avg per night
New Smyrna Beach House
Sleeps 4, 1 bedroom, 1.5 bathrooms
12 reviews

Distance to beach: 2 miles to NSB/Flagler Ave.

Key Amenities

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

About this property

Experience the Old Florida Charm of New Smyrna Beach. Located on the beautiful Intracoastal Waterway, this completely renovated circa 1883 B&B two (2) story carriage house is within walking distance to the quaint shops and cafes of New Smyrna's historic downtown. Kayak through the beautiful...

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Featured review

"Charming"

Charming Cottage Close to the River and Ocean. Close to Food and entertainment. Wonderful hosts. They had everything that we needed.

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$223
avg per night
Babcock Ranch House
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 40 miles to Multiple Options (45 min - 1 hr away)

Key Amenities

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

About this property

Tropical Paradise! Welcome to Babcock National... a fabulous fun-filled gated golf cart community that boasts both Golf & Country Club Living. We love waking up every day to sunshine and breathtaking views of Babcock National's lush landscapes while enjoying the perfect blend of indoor and...

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Featured review

"The house was amazing, as were the hosts!"

Staying here was everything we hoped for and more! The house was comfortable, had high quality furnishings with a well-equipped kitchen and accurately depicted in the images. The hosts are great communicators,...

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$200
avg per night
Miami Beach Studio
Sleeps 3, 0 bedrooms, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Cozy and comfortable studio one block from the beach and from the beautiful North Beach Oceanside Park.Fully furnished, it admits up to 3 people. The room has a queen size bed and a full size sofa bed. Full kitchen with induction hob, refrigerator, microwave, coffee maker, toaster, kitchen utensils.Ideal...

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Featured review

"Very nice and pleasant studio"

Very nice and pleasant studio with thoughtful arrangements and little details providing everything you may need in a kitchen including two types of coffee makers and milk steamer.

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$90
avg per night
Bonita Springs Studio
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

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

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$125
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
7 reviews

Distance to beach: 2 miles to Bowman Beach

Key Amenities

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

About this property

Pristine, lovely home in quiet subdivision, 400 yards from the Gulf of Mexico and the spectacular beaches on Sanibel Island’s west end. Beaches on this area of the island are relatively quiet, with few people; Captiva's beaches also are close by across Blind Pass, within walking distance. ...

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Featured review

"Sanibel Dreaming"

I had a wonderful time in Sanibel, much of this due to Heidi's home on Pine ave. The previous reviewer said it all: the house is perfectly outfitted for a great vacation. The home is light-filled, comfy,...

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$117
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Apr-Dec: $990/week, $2990/month Dec-Mar: $3500/week, $12,990/monthSPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi POOL AREA with LAKE-VIEW, KING BED, WOOD/Ceramic FLOOR (no carpets!) and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! -...

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$150
avg per night
Fort Walton Beach Condo
Sleeps 9, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Beach Lover’s Paradise – Ground Floor, Steps to the Sand, Park at Your Door! Welcome to your perfect coastal escape on beautiful Okaloosa Island—just minutes from Destin! This ground-floor 2-bedroom, 2-bath beachfront condo offers unbeatable convenience, comfort, and incredible views—with...

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Featured review

"First winter Getaway"

We escaped the cold Ohio weather and spent 28 days at the condo.It was absolutely beautiful!The condo was so nice ,the views amazing and just steps the beach!We will definitely be back!

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$198
avg per night
Pompano Beach House
Sleeps 10, 4 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Your family's perfect vacation starts in Harbour Village! This is not just a vacation home—it was originally custom-built by the very architect who designed this exclusive neighborhood.Located on a huge double lot in a safe, quiet, tropical setting just minutes from the beach, the home...

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Featured review

"Amazing rental in Deerfield!"

We had the most amazing week in Deerfield Beach- this house has legitimately everything you could need! Do not worry about bringing a thing besides your clothes and toothbrush!! If you are bringing a...

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$499
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Regency Towers is currently under going improvements. There is jackhammering during the day. The heated pool, hot tub and beach are still open and beautiful. Nighttime is quite. Hence, the much reduced rate for the months of Jan and Feb. The work will be done by mid March. This gulf front, 2 bedroom,...

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$95
avg per night
New
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Relax in your private heated saltwater pool with sun shelf, enjoy glowing night swims, and unwind in your fully fenced backyard oasis—perfect for families and pets. Located in a quiet Cape Coral neighborhood near dining and shopping.Screened lanai, BBQ, and a fully equipped kitchen make indoor-outdoor...

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$130
avg per night
Fort Myers Beach House
Sleeps 8, 3 bedrooms, 4 bathrooms
2 reviews

Distance to beach: 180 yards to Fort Myers Beach

Key Amenities

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

About this property

It's Island Time! Welcome to your family’s ultimate getaway—a 3 bedroom, 3+ bath large beach home in a neighborhood with its very own beach access and bayside park with a delightful tiki. But that’s just the beginning of the adventure that awaits!Step inside and discover a haven...

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Featured review

"Wonderful time!"

A wonderful time for our group!! House worked out nicely. Pool was great. The close location to the beach was awesome. Susan was so helpful. Such a good experience. Thank you so much Susan!!

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$429
avg per night
Perdido Key Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms
1 review

Key Amenities

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

About this property

See Videos, Specials and choice of 6 properties go to LenFarinaProperties com. Snow Birds recrive 48% discount Dec 12 to March 13, 2026This modern, affordable, beachfront condominium has everything you need to create lasting memories with your life partner, young family, or even small group of friends.The...

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Featured review

"Beach Fun"

The condo was very clean and very well organized. Comfy bed and had a fantastic view. I also liked the view of the traffic at night with the partial wall that was a window. We love to stay at perdido sun...

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$112
avg per night
Miramar Beach House
Sleeps 12, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

LOCATION, LOCATION, LOCATION - Beachside Bliss: Spacious with a cozy feel on an Estate Size Lot - Unique and Rare 4-Bedroom Vacation Home with a PRIVATE SPORTS BOTTOM SWIMMING POOL and FULL SIZE BASKETBALL COURT. Never take a cold shower INSIDE OR OUTSIDE - OUR SUMMERWIND HOMES ARE EQUIPPED WITH A...

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Featured review

"Expectations Exceeded!"

This was the my first time renting a vacation home and the experience at the Summerwind Snowdrift home exceeded my family and I expectations. The owner, Jay, was awesome-easy to work with and answered all...

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$229
avg per night
Bonita Springs House
Sleeps 10, 4 bedrooms, 4 bathrooms
7 reviews

Distance to beach: 5 miles to Barefoot Beach

Key Amenities

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

About this property

Luxury Villa 4 bed/ 4 bath on canal access to the Golf 30 min, beach 8 min away Welcome to absolutely stunning, unique contemporary 3330 sf waterfront on canal villa w/ access to the Golf, with 4 bedrooms & 4 full baths, small office with lots of natural light and desk; fabulous terrace, heated pool...

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Featured review

"Fantastic stay!"

Fantastic stay! The place was clean, stylish, and super comfortable. The host made everything easy with clear instructions and quick responses. Great location too, close to everything but still peaceful....

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$700
avg per night
Miramar Beach House
Sleeps 23, 8 bedrooms, 7 bathrooms
7 reviews

Key Amenities

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

About this property

MEMORIAL DAY WEEK SPECIAL!! $8500 OUT THE DOOR!! $1000 DISCOUNT!! IT WON'T LAST LONG!!HOME HIGHLIGHTS:New Construction ready for Spring 2022 - BRAND NEW HOME!!!Free 6 Seater Golf Cart ($800 value)Private/Heated PoolFirst Floor Master Bedrooms (2)KITCHEN 2 LARGE REFRIGERATORS...

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Featured review

"Nothing but the best."

All that is needed said is two-full refrigerator an ice maker and mini-fridge up stairs. What else need to be said. AWESOME!!!!!!!!!!!!!!!!!!!!!!!!!!!!! Property. Frist Class owner. PERFECT !!!!!!!!!!!!...

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$529
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

The main living area offers a nice flow from the front door to the lanai. The Master has a king size bed; one guest room has 2 twin beds and the other guest room has a trundle bed with standard size twins mattresses. All the beds have Casper mattresses. The layout of the condo offers a beautiful view...

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Featured review

"Wonderful place to stay!"

This condo is so comfortable and the owners, Sally and Brian, have included all of those thoughtful touches that make you feel at home. We loved our stay!

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$285
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Experience life and leisure at its best, directly on the Gulf of Mexico. Our private condominium is located in the Savoy on the exclusive 'North Gulf Shore Boulevard.' in Naples, Florida. The unit is a bright and spacious, two bedroom, two and 1/2 bath unit with spectacular views of the Gulf...

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$267
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Key Amenities

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

About this property

Your private Siesta Beach escape! Walk or bike to sand, unwind in the heated saltwater pool or Sauna and bring your furry friends along!Key Differentiators & AmenitiesSought-after Siesta Key Family & Pet friendly location—easy access to the beach, village, shops, restaurants, coffee...

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Featured review

"Paradise"

The home on Siesta Key is totally amazing in every aspect. The completely updated modern architecture combined with the lush tropical landscape make this an excellent choice to relax and experience...

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$275
avg per night
New
Daytona Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 0.1 miles to Daytona Beach (directly across the street)

Key Amenities

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

About this property

Enjoy coastal living just steps from the beach in this beautifully updated and fully furnished 1-bedroom condo located in Vantage Pointe Condominiums in Daytona Beach. Set within a quiet, well-maintained community, this residence is ideally suited for seasonal guests and professionals seeking a comfortable,...

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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.