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Florida Snowbird Vacation Rentals

(3350 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Tucked away in a quiet neighborhood in the heart of world-famous Siesta Key with a private pool. Discover your own slice of paradise in this beautifully updated 3-bedroom + den, 2-bath canal-front home. This stunning retreat offers modern elegance, luxurious furnishings and the ultimate blend of indoor...

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$301
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

On the soft white sand beaches of Longboat Key, Beachplace offers 31 luxury acres and 1450 linear feet of beach. More beachfront than any other condo on Longboat Key. Resort Style Amenities include large community pool and exercise facility.Beautiful beachview unit on the 2nd floor with lake view...

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$220
avg per night
Englewood Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Manasota

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Experience the perfect peace of comfort, and coastal life in this meticulously enhanced 2 bd/ bth, 55+ condo. Nestled in the Englewood Isles community, this residence overlooks (2nd floor) the tranquil Intracoastal Waterway and sits just one scenic bridge from the bay.Relax in style at the heated...

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$113
avg per night
Miramar Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Steps away from the beach. Private pool! Convenient to Restaurants, shopping Galore! Perfect getaway to the beach! Monthly snow bird rentals available from Fall to Spring. This 3 bedroom 3 full bath is a second floor unit with stairs and an elevator a few steps away. Over 500 sq feet of covered deck...

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Tierra Verde Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Ft. DeSoto

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Breathtaking Sunrises and Serene Mornings Start your day with the stunning sight of the sun rising over Tampa Bay from your private waterfront balcony. Immerse yourself in the island lifestyle at Wander Residences. Whether you're seeking relaxation or adventure, our waterfront complex provides the...

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$93
avg per night

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Estero Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

Experience Estero like a local in this lovely 1-bedroom condo. Walk to dozens of shops and restaurants in minutes. Enjoy the pool, jacuzzi and community gym. Watch the sunrise above a beautiful lake in the morning. 10 min drive to beautiful Bonita Beach. The space features a comfortable king bed and two...

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Key Largo House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Twice the Charm 214 S. Ocean Shores Dr, Key LargoLOCATION: Oceanside Canal Front HomeMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 98.5DETAILS: "Twice the Charm" is a gorgeous newly remodeled single family...

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$333
avg per night
Ave Maria Condo
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Experience luxury living at its finest in this turnkey furnished Napoli model, nestled within The National Golf and Country Club. This prestigious golf community is celebrated for its resort-style amenities, including golf, tennis, pickleball, bocce, a resort-style pool, and a tiki bar. This beautifully...

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$400
avg per night
Longboat Key Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy seeing sunrise from the lanai or on the dock, and also enjoy sunset on the beach, directly across the street. The unit is completely renovated, nicely furnished, and well stocked - designed for those who love to cook. This 2 bedroom, 2 bath first floor unit with fantastic bayou views its located...

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$208
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

JANUARY AND APRIL OF 2026 IS STILL AVAILABLE FOR SEASON! You will not believe the incredible views from this GORGEOUS property. They are jaw-droppingly gorgeous. Beautifully decorated interior designed for your vacation comfort. Stunning Bromelia model features 2 bedrooms + den, 2 bathrooms and Front/back...

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$210
avg per night
Punta Gorda Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful first floor condo on the canal. Great pool and close proximity to fisherman’s village and downtown Punta Gorda.. Master bedroom with King bed. Guest room with two full beds and queen size sleeper sofa. Newly renovated.

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$129
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Perfect coastal vacation spot for your family; directly on the beach. When you walk through the door, the beach decor and ocean views set the scene for a memorable vacation. Enjoy meals or cocktails on the large balcony - Relax by the heated oceanfront pool Flatscreen TV in living room and master bedroom **Master...

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$233
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to Peck Plaza and Daytona Worlds Most Famous beach. Come enjoy all the resort amenities we offer. Spend the day at the beach playing in the waves or at the pool. Our large two level pool deck has sun deck with basketball and tennis; upper deck with pool, hot tub, kiddie pool, shuffleboard, corn...

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$232
avg per night
Seminole House
Sleeps 3, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Redington Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

One bedroom appartment has a full size bed wth a quality mattress. A/C, Two flat screen TVs, WiFi, kitchen counter equiped with a coffee maker, tea kettle, microwave, toaster and full refrigerator. Living area with a comfortable sofa bed and a dining table. Full bathroom is equiped with two sinks, mirror...

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Featured review

"Highly Recommend"

This rental is a very cute 1 bedroom. It is small, but perfect for two people. The owner lives in the adjacent house and was extremely helpful and fair. We would definitely stay here again if in the area.

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$81
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Fort Myers

Key Amenities

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

About this property

NEW LISTING, 3 Bedroom, 2 Bath Condo. 2nd floor unit, no noise from above and people below are very quiet.

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$79
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Siesta Key

Key Amenities

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

About this property

The house has two bedrooms and two bathrooms, a full kitchen, living room and study space, inside it has washers and dryers, a large patio for relaxation, fenced all around, air conditioning and heating, hot water.Excellent property very close to Siesta Key Beach, known as the number one beach in the...

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$120
avg per night
Summerland Key House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Bahia Azul, "Bay of Blue" is exactly the perfect spot for your next Florida Keys adventure. The open water views are just stunning and spectacular. Its location at the end of the street makes this a very private get-away.This large home will accommodate all your friends and family with 4...

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$280
avg per night
Satellite Beach Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

Very cute, relaxing 1 BDRM condo with Ocean View. Freshly Painted and Decorated! Everything you could want or need for your stay. 30 day min rental period. No Pets. 1 Queen Bed plus a Queen Murphy Bed in the LR. Washer and Dryer in unit. Just steps from the beach. Beautiful Sunrises, Dolphins, Nesting...

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$127
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Sought after beachfront unit on the 5th floor of building 9 and an end unit. 2 bedroom, 2 bath unit with stunning views and very well appointing furnishings.Beachplace is one of Longboat Key's premier vacation rental locations on the island!Amazing Gulf Views and private parking.Primary...

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$273
avg per night
Naples House
Sleeps 4, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy your vacation in this beautiful villa with a stunning lakeview. This Villa has 3 bedrooms, two bathrooms and a guest bathroom with toilet and sink. From the master bedroom, the living room and the kitchen you have a beautiful views of the lake and pool.The open kitchen is fully equipped and...

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Featured review

"Home with a view"

We (two couples) stayed in this comfortable house in May/June 2024 and were very happy with it. It provided everything that we needed, especially the kitchen was very well equipped. The house offers a nice...

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$216
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Florida Charm and living at its finest! Beautifully enhanced home is in a charming neighborhood with easy access to different types of recreation, golf, picklball, entertainment, shopping, dining, all just a golf cart ride away. Minutes to Sumter Landing. You will find our home is an open concept...

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$100
avg per night
Punta Gorda Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful First-Floor Coach Home with Transferable Golf Membership at Heritage Landing Golf & Country Club. Welcome to this meticulously designed 1,917 sq. ft. home that offers the perfect location with easy access to the Clubhouse and all amenities. Enjoy tranquil lake views from the tiled lanai...

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$90
avg per night
Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Nestled within the private and guarded gates of prestigious Treviso Bay, this 2 Bedroom, 2 Bathroom 'BELLINI' model in ACQUA COURT is on the 3rd Floor (w/elevator). A private balcony provides a front row seat for serene views of the Rookery Bay National Estuarine Research Reserve. It is fully...

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

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to your slice of paradise in Venice, Florida! Nestled within the serene confines of a gated community on the pristine island of Venice, this charming first-floor condo offers the epitome of coastal living.As you step through the entrance, you're greeted by a sense of tranquility that...

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$167
avg per night
Estero House
Sleeps 6, 4 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

!!!! Available $40,000 a month SEASON April 2025 !!!***Great Central Location. Close to Malls, Restaurants, A quick ride to Naples 5th Ave, the Beach and more!!!! Available for Season 2024 !!! Stunning former model home now available ! Professionally furnished and exquisitely decorated. Located...

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$500
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Boca Grande

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Book your Florida Spring BreakMay -July available.Picture yourself enjoying a gorgeous view down the intersecting canal.Imagine sitting by the heated pool and enjoying the private tranquil uninterrupted views sipping your favorite tropical beverage. Eagles , gators and other wildlife are common...

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$139
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 0.9 miles to Founders Park

Key Amenities

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

About this property

Oceanfront gated community. Offers pool overlooking the ocean, pier which you can fish off of, clubhouse, sauna, exercise room, and very clean bathrooms by the pool. 2 Bed, 2 Bath. Master bedroom offers queen bed, sitting room, coffee, 50 inch smart tv, storage, master bath separate toilet. 2nd Bedroom...

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Featured review

"Super comfortable condo - amazing location - wonderful host!"

We spent a month in Sharon's condo (January 2025). Upon arrival we had everything we needed for the month! She goes above and beyond stocking the kitchen, cleaning supplies, pantry etc. The bedrooms are...

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Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Your Home Away From HomeEscape the everyday and immerse yourself in luxury with our exquisite resort rental townhome! Whether you're planning a family vacation, a romantic retreat, or a fun-filled friends' getaway, our spacious and beautifully appointed townhome offers everything you need...

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$100
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
49 reviews

Distance to beach: 1 feet to On the Beach Panama City Beach

Key Amenities

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

About this property

Owner managed and built in 2005, our 6th floor west end luxury beach condo has 9 ft ceilings, 1370 sq ft living area, 2 bedrooms, 2 bath with a large balcony facing the Gulf of Mexico. The balcony has the most beautiful view from the west end of the building. The balcony provides marine life viewing such...

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Featured review

"Winter Residents"

We have been winter residents in Panama City Beach for 15 years, renting various condo's on the east end of the beach where it is quieter. This winter, we rented TI611 from Tina's condos at Treasure Island....

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$399
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Cozy Florida GetawayWelcome to our charming and peaceful home, perfectly located between Sarasota and Bradenton. This prime location allows you to enjoy the best of both beautiful coastal areas while staying in a quiet and friendly neighborhood.Our home offers a relaxing atmosphere...

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$186
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 yards to Top of Daytona on site

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Imagine yourself relaxing on the balcony, 24 floors above the beautiful Atlantic Ocean. This awesome 2BR Oceanview condo has the wonderful views. Peck Plaza is one of the tallest buildings on the beach, and its unique round shape gives this condo extraordinary views of the ocean, skyline, and river -...

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Featured review

"A Nice Place to Stay"

There are many things we liked about this condo, such as the view - got to see dolphins while sitting at the table or on the sofa. The beds were very comfortable, new and firm mattresses. The bathrooms...

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$224
avg per night
St. Pete Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 2 miles to Passe-a-grill Beach

Key Amenities

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

About this property

30-day minimum stay. Spectacular panaromic views from your own private balcony on the 9th floor. Open and spacious, comfortable condo recently completely renovated. Your days can be filled with swimming, fishing and diving. Heated water-front swimming pool and hot tub. Just a couple of miles from Pass...

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Featured review

"Beautiful Condo with amazing water views"

We stayed at the condo for the winter months over a 3 year period. The condo was spotless and furnished with everything needed for our extended vacation. The balcony offered an awesome view of the bay....

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$189
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available for the 2025 Off-Season starting May through November with TPC Golf transfer! PET FRIENDLY! Turnkey furnished Napoli Coach Home, 1883 sq. ft. beauty with a 2-car garage and a gorgeous lake view. First-floor end unit with 3 bedrooms, 2 baths, golf included for tenants on the TPC Championship...

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$133
avg per night
Key West Cottage
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Charming Pool Cottage in the Heart of Old Town Key WestPerfectly situated in historic Old Town Key West, this quaint and inviting pool cottage offers the ideal island escape for a couple, with room for occasional guests. Thoughtfully decorated and impeccably maintained, the home features a newly renovated...

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

Key Amenities

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

About this property

This first floor 2 bed, 2 bath condo is located in the heart of the Moorings neighborhood of Naples, just west of Route 41. Minutes to the Gulf of America and all downtown Naples has to offer. Everything is quickly accessible by foot, bike, or car, as well as sidewalks to the beach and Venetian Village....

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$113
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Absolutely stunning 3 bedroom 3 full bathroom condo with a wraparound balcony located in Calypso Tower 3 Resort. The HUGE wraparound balcony provides plenty of outdoor space to take in the beautiful gulf views and beach sunsets. You do not want to miss the opportunity to make this your vacation home....

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Featured review

"The best of the best!"

This condo offers a perfect blend of luxury and convenience, and I would highly recommend it to anyone looking for a top-notch living experience. I can't wait to return! Lori went above and beyond with...

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$470
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Views, views views ! Peck Plaza is the tallest building on the beach, and it's unique round shape offers panoramic views of the beach, the city and the Halifax River. Each room has a wall of windows with lots to see from our 23rd floor vantage point. Our split bedroom plan is perfect for two couples...

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$235
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
36 reviews

Distance to beach: 1 feet to On the Beach

Key Amenities

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

About this property

Our luxury condo is professionally decorated and has high quality stainless steel appliances including a Frigidaire Gallery stove with Air Fry and convection oven, granite counter tops, a full kitchen with everything needed for cooking and Coffee/Tea Bar- with Kuerig Coffee & Mr. Coffee Coffee Makers...

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Featured review

"My stay"

I stayed for 2 weeks in an absolutely gorgeous condo owned and operated by the most gracious lady. Easy to work with., honest and caring. The condo took my breath away every time I entered. 2 weeks in...

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$465
avg per night
Hutchinson Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 feet to Hutchinson Island

Key Amenities

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

About this property

2 bedroom 2 bath waterfront condo on the beach at Barclay Beach Club on Hutchinson Island. gorgeous gated property with beautiful pool and clubhouse with all the amenities. Bright and relaxing interior with 1 king bed and 1 queen bed, tile floors, kitchen granite countertop, cable tv, WIFI, washer/dryer...

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Featured review

"Awesome- We highly recommend."

This condo is equipped to the highest degree. Kitchen has everything ++, needed to prepare great meals on all new appliances. The bedrooms, all looking over the Ocean are well furnished and have sliders...

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$123
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
8 reviews

Distance to park: 8 miles to Disney World

Key Amenities

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

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...

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Featured review

"GREAT"

Great home for large family .. home is located close to shops … it’s a great location to be at! Very nice

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$317
avg per night
Ormond Beach House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Renovated Two bedroom In a duplex walking distance to the ocean and the intercoastal river way, perfectly located to all that Ormond Beach has to offer. Beautifully updated costal kitchen with breakfast nook. Large open floor plan including dinning area, living room with large screen TV. Each bedroom...

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Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2BR/2BA condo in Naples, FL – 30-day minimum stay. Enjoy sunset views from the lanai, a fully equipped kitchen, Wi-Fi, smart TVs with streaming capabilities, and beach gear included. Community amenities: pool, pickle-ball, and tennis. 4 miles from Marco Island and 14 miles from 5th Ave in Naples....

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Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful unit on the 5th floor with lake/pool view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. Very popular unit.The well-maintained and gorgeous grounds include the following amenities: • 24 hour manned guard gate. • Private beach access...

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$198
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Top-Floor, End Unit Veranda with Social Membership – Heritage Landing Resort Living! Experience the ultimate in Florida living with this top-floor 2-bedroom plus den, 2-bath Veranda home with a one-car detached garage. Designed for both style and comfort, this residence showcases designer lighting,...

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Featured review

"Relaxing Month in a Fun Golf Community"

My husband and I spent our second March renting in Punta Gorda Michigan in the golf community "Heritage Landing." This year we stayed in a two bedroom Veranda first floor unity. The space was lovely - beautifully...

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$102
avg per night
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Dockside, your perfect keys getaway! Nestled in a serene location, Dockside offers a fully furnished retreat designed to make enjoying paradise effortless!Dockside is a fully equipped home; featuring a spacious and comfortable living space, a kitchen with all you need to prepare the day’s...

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$158
avg per night
Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your private South Venice escape—where modern comfort, clean coastal design, and effortless indoor-outdoor living come together. This beautifully maintained 2-bedroom, 2-bath home is bright, spacious, and thoughtfully designed for a relaxing Florida getaway.The SpaceStep inside...

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$149
avg per night
Clearwater Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Clearwater seasonal rental - 55+ Community - 2 Bedroom/2 Full baths - 2nd Floor Condo - Look at photos - All year round heated salt water pool - Fully equipped kitchen - All linens included - Assigned parking spot with visitors parking - Laundry in building - BBQ area and shuffle board - State...

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Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Port Charlotte Beach Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2020-built Terrace condo, Birkdale model at Heritage Landing Golf and Country Club in beautiful Punta Gorda Florida. Secluded but not too far away from it all, this stunning fourth floor unit offers amazing views of sunsets, the 11th tee of the golf course, a pond with lots of wildlife and on a clear...

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Featured review

"Attentive owners,well equipped and very clean condo"

Ideal and quiet place to enjoy sports such as golf,tennis and very large swimming pool. All essential services are nearby.

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$121
avg per night
Ormond Beach House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Ormond Beach EscapeWelcome to Your Ormond Beach Escape Unwind, recharge, and soak up the coastal lifestyle in this beautifully remodeled 2‑bedroom, 1‑bath retreat—just a short stroll (less than half a mile!) from the sandy shores of the Atlantic Ocean. Nestled in a peaceful...

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Featured review

"Cute home in great location !"

The house was perfect for my husband and myself. It is walkable to beach, Dollar General, Publix as well as a good variety of places to eat, if you don't feel like cooking in the well equipped kitchen.....

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$75
avg per night
Boca Raton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 7 miles to South Beach Park

Key Amenities

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

About this property

Beautiful Boca West CC gated community. 6th floor condo with southern exposure. Golf course views. Newly renovated. Just bring your tooth brush, all amenities are waiting for you.

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Featured review

"Highly recommend this condo"

We spent almost 2 months in this lovely, comfortable condo, which is fully equipped with everything you will need for an enjoyable vacation. The owner is very responsive to any questions. The condo is...

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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.