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Florida Snowbird Vacation Rentals

(3377 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.

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

TAKE A BREAK FROM YOUR DAILY ROUTINE AND ENJOY A STAY AT THE WORLD'S MOST FAMOUS BEACH. Peck Plaza, with its unique round shape, offers a wall of windows in each room to provide an amazing panoramic view from ocean to river. The 18th floor 2/2/ condo with its tasteful coastal decor, offers a fully...

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$247
avg per night
Fort Myers Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The area beaches are open for your enjoyment!Welcome to Lucaya - a charming, Bahamian inspired gated community located in the highly desired southwest Fort Myers neighborhood. At Lucaya you are minutes from our beautiful Gulf beaches and the shores of the Caloosahatchee River. You will drive up historic...

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$97
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Oh so “home sweet staycation”home! This 2/2 gem in ideallic setting and location awaits you~ Everything you need and more, in this beautifully appointed and incredibly well-furnished home. You’ll thoroughly enjoy relaxing with morning coffee and evening cocktails on this screened lanai,...

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Featured review

"very safe and friendly property. everything is needed was close by. also met realtor and owner as well as her brother in"

the pool was very nice and clean. safe place to stay. trailers and/,or prefab houses are very close to each other. you have to be very quiet. friendly people throughout the park. no activities going on...

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$63
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to this spacious 4-bedroom, 3-bathroom home in sunny Cape Coral—perfect for families or groups of friends. Enjoy the private heated pool, open living areas, and fully equipped kitchen, all designed for comfort and unforgettable memories. With plenty of space to relax, unwind, and enjoy the...

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$300
avg per night
Fort Pierce Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Vacation Rental in Ocean Village, Fort Pierce :1 Bedroom, 1 Bath Condo with Stunning Golf Course & Sunrise Views! Escape to paradise at this charming 1-bedroom, 1-bath condo in the highly sought-after Ocean Village community in Fort Pierce, Florida. Perfectly situated with breathtaking views of...

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$186
avg per night

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Indian Shores Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
27 reviews

Key Amenities

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

About this property

We are offering free nights for select dates. This special is being offered for the date of 8/9/25 and 8/22/25. Just $350 down is required to reserve it. Flexible cancelation policy.Vacation Rental Amenities • Located directly on the beach • Large balcony with strait on view of beach...

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Featured review

"Million dollar views!"

The views are absolutely incredible and enjoyed all day long. From the first step you take into the condo, from the pool + hot tub and from the master bedroom the views are always enjoyed. The sandy beach...

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$312
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wellen Park Golf and Country Club (WPGCC) Arbor model 2nd floor 2-bedroom, 2-bath terrace condo. This is a professionally furnished monthly rental with golf membership for a transfer fee. Building #1 right next door to the driving range and clubhouse pool/Tiki bar and fitness center. All within walking...

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$125
avg per night
New
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Experience luxury living at the National Golf and Country Club! Discover the exceptional Diangelo II Model, a haven of comfort and elegance, perfect for seasonal rental. Accommodating 4 to 6 guests, this home features a pull-out couch with an upgraded gel memory foam mattress, ensuring everyone enjoys...

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$210
avg per night
Islamorada Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful ocean front apartment with easy access to pool ,spa and beach. Dock with boat slips and tiki hut overlooking Atlantic Ocean. Community exercise room Master Bedroom overlooking the ocean Two bedrooms, two full baths. Gourmet equipped kitchen Laundry room Balcony with spiral stairs...

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Featured review

"Unit 205 Beacon Reef"

Love Beacon Reef and the unit was very comfortable and well equipped. Very close to the pool and the staircase from the balcony was convenient

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$183
avg per night
Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your dream beachfront escape in beautiful Manasota Key, Florida! This stunning 2-bedroom, 2-bathroom condo offers a perfect blend of luxury, comfort, and breathtaking views of the Gulf of Mexico.- Prime Location: Situated directly on the Gulf of Mexico, you'll enjoy unparalleled access...

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Featured review

"Very nice"

We loved our stay at this condo. On the beach and close to stump pass. Condo was spacious and clean. Kitchen was well equipped.

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$208
avg per night
New Smyrna Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Sandcastle 102, your beachfront escape in beautiful New Smyrna Beach, Florida. This 3-bedroom, 2-bathroom ground floor condo offers everything you need for a relaxing and memorable coastal getaway. Located in a boutique, well-appointed building directly on the no-drive beach, this condo combines...

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$192
avg per night
Miramar Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 0.1 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Beachside Escape in Destin! Just a 3-minute walk from the emerald waters and white sands of the Emerald Coast, this cozy 1-bed, 1-bath condo is the perfect retreat for couples and beach lovers looking to relax and unwind.Enjoy a bright, tastefully furnished space featuring:A comfortable...

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$122
avg per night
Fort Lauderdale House
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Villa Du Sól, a stunning duplex retreat located in the beautiful Coral Ridge Country Club community of Fort Lauderdale. Designed with both comfort and style in mind, this property features two identical 2-bedroom, 2-bathroom residences — perfect for larger groups, families, or...

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$523
avg per night
Summerland Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

On vacation but right at home in this newly remodeled two-bedroom, two-bathroom canal front home! Your boat will also feel at home on the 30’ dock. Relax on the open porch overlooking the canal or in your spacious, bright and airy living room. NEW HEATED and CHILLED POOL completed by 2.28.26Cook...

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$226
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Step inside and be captivated by the generous 1,726 square feet of living space that exude pure comfort. The expansive kitchen is the heart of this residence, designed to cater to culinary enthusiasts and those who appreciate a well-appointed space. With abundant counter space, high-quality appliances,...

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Featured review

"Great Location"

Lovingly equipped for all your needs and spotlessly clean. We fell in love with it the moment we saw the Instagram profile, and all our expectations were exceeded. Super kind hosts and a stunning location. Rotonda...

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$132
avg per night
Boynton Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Boynton Beach or Ocena Hammock

Key Amenities

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

About this property

Private home on top of coastal ridge near downtown Boynton Beach. Convenient access and a large fenced yard with shade trees all around. Vaulted ceiling and designer kitchen. Fully furnished and equipped for immediate occupancy. Peaceful and very private, in a century-old mango orchard. Recently renovated...

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$130
avg per night
Miramar Beach Cottage
Sleeps 6, 3 bedrooms, 2.5 bathrooms
23 reviews

Key Amenities

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

About this property

Beautiful home for rent directly from owners Save $$$ renting this beautiful, three bedroom, two and a half bath, private home directly from the owners. Please call us at to discuss the rates. Our two-story home is located in the family-oriented Mainsail Beach Resort complex.We are just yards from...

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Featured review

"Mainsail Cottage 23"

We have vacationed at Destin and Miramar Beach for fifteen years. Love Mainsail for many reasons, secure and private beach. The amenities, proximity to restaurants, shopping and activities. This cottage...

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$357
avg per night
Siesta Key House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to paradise! Your tropical oasis awaits you in this spacious two-story home. This stunning 4 bedroom, 4.5 bath luxury home with a private heated pool is just blocks from Siesta key beach! Five star amenities include; expansive gourmet kitchen with granite counter tops, handsome wood cabinetry,...

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$306
avg per night
Belleair Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

The beach is now over 100 feet wider thanks to the 2025 renourishment project, giving you more space to relax, play, and soak up the sun. Step into your dream lifestyle with this fully furnished, end-unit condo offering expansive, unobstructed Gulf views and nightly sunsets from your private, second-floor...

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Featured review

"Our home away from home"

Mary Lynn and Kurt have created the perfect place to relax and enjoy the scenery, the weather, the beautifully decorated living space and the super friendly neighbors! They’ve thought of every detail...

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$238
avg per night
New
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 0.4 miles to Fort Zachary Taylor State Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Key West is a little piece of the Caribbean, always warm with lovely turquoise waters. It's a short walk to Mallory Square, Hemingway's Home, the Truman White House, Duval Street and Zachary Taylor Park ( do yoga on the beach, swim, snorkel, or hang hammocks between the palms). Walk to...

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$165
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 36 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

RECENT CANCELLATION....AVAILABLE DECEMBER - JANUARY 2025 SEASONBeautiful 2-year-old condo that we would like to share with someone looking to experience a dream vacation in South West Florida. Located in the gated community of Heritage Landing, just off Burnt Store Road and close to I75.The condo...

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Featured review

"We hit the Jackpot. What a great spot."

We loved everything about the Heritage Landing community and this lovely condo, a truly relaxing home away from home. The beautiful and peaceful view, wonderful amenities and central location for adventures...

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$136
avg per night
St. Petersburg House
Sleeps 9, 5 bedrooms, 5.5 bathrooms
2 reviews

Distance to beach: 0.8 miles to North Shore

Key Amenities

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

About this property

OUTDOOR HEAVEN, Wonderful Shallow Resort pool and spa with many water features surrounded by a very large Travertine Patio with several lounges for catching some sun while you return e-mails (home has many wireless access points for full connectivity). Incredible Lanai that is very well shaded with custom...

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Featured review

"Off the chart luxury"

Tent times better than any hotel room downtown, will come back every year, owners were great, pool the best

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

Distance to beach: 12 miles to Tiger Tail Marco

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...

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$106
avg per night
Summerland Key Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!Decorated in fine island-style this private home is definitely a 5-star property. Tile floors, open and airy kitchen, living and dining area...

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Featured review

"Nice home, greatl canal good to work !"

Not my first time with action keys, always had good result with everyone at this company! Wish they would rework there utilities policy , it’s hard enough to pay rent for a month.

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$199
avg per night
Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 600 feet to Cape San Blas

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heron's Hideaway is right in the center of the desirable North Cape gulf front community of Barrier Dunes. A short 2 minute walk to the beautiful white sand beach and next to one of the pools and tennis courts. Our home has a spacious living room with a 65” TV featuring built in Roku for streaming...

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Featured review

"Fall Getaway"

Cape San Blas is a beautiful place to stay especially in the Fall. The beach is not crowded. The condo we stayed in was very nicely furnished and had everything we needed.

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$299
avg per night
Pine Island House
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Step into a truly unique stay! The Sunshine Dome is a charming, one-bedroom retreat built for couples or solo travelers who want to relax, recharge, and reconnect with nature.• A cozy bedroom + 1 bathroom — just right for two guests. • Washer & dryer for your convenience during...

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$79
avg per night
Pompano Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
19 reviews

Distance to beach: 1000 yards to Pompano Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your perfect vacation retreat—just steps from both the sparkling sands of Pompano Beach (only ½ block east) and the tranquil waters of the Intracoastal Waterway (½ block west). Nestled in a charming 22-unit property, our cozy and well-maintained 1-bedroom, 1-bath units offer...

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Featured review

"Frank is the best landlord I have ever had"

I lived in his condos 4 months. If I could give Frank 6 stars I would...his places whether unit 206 or 207 have everything you need. He is on site a couple days a week and cares about the Mid Mari condo...

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$105
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

ALL NEWLY RENOVATED BEACHFRONT CONDO! AVAILABLE FOR 2026 SEASON!Annual rental or seasonal rental accepted.Jan 1 2026 through March 31 2026 $30,000 plus 11.5% tax. Fees: $175 HOA application. $200 departure cleaning.Annual rental: $5,500 per month plus utilities. No additional fees.Be...

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$234
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Perfect coastal vacation spot for your family with inviting decor, directly on the beach. Why stay in a hotel when your family can have all the comforts of home in a spacious & secure 7th floor condo? Enjoy meals or cocktails on the spacious balcony - wonderful views and relaxing for everyone! Plenty...

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$208
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The beautiful Gulf Coast beaches are open, and Boardwalk Caper has re-opened and ready for occupancy. The new pool, patio and grill area, fitness center, community room and the beautiful new waterfront boardwalk are completed and ready for your enjoyment. The tennis & pickleball courts are closed...

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$195
avg per night
Nokomis House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beautifully renovated, bright and airy home under ten minutes away by car from Nokomis Beach and historic downtown Venice shops and restaurants. West of Trail in a quiet neighborhood on a dead end street.Greet the morning sunshine while sipping coffee and grill your evening fresh catch on the cozy...

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$199
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful First Floor 2B/2B Condo furnished with all of the amenities needed. Located West of 41 within a gated community. Fully equipped kitchen for eating in, in-unit washer/dryer. Beach chairs, beach towels, umbrella provided. Please contact me at "ameehartman" at-gmail dotcom or "Call/text...

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$150
avg per night
Fort Pierce House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Private home has direct access to the Intercoastal and minutes to the Atlantic Ocean. This home is fully equipped, just bring your swimsuit, boat and fishing gear. Less than 10 minutes to downtown Ft. Pierce with restaurants and shopping.Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin...

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Featured review

"Perfect staycation"

This was the perfect place for our weekend getaway. It was so convenient and super comfortable. We will be back!

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$183
avg per night
Siesta Key House
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Discover your Siesta Key oasis! This gorgeous 4-bedroom, 3-bath house boasts a private pool, updated interiors, and a prime location near the beach. Enjoy a fully-equipped kitchen, high-speed internet, and a spacious layout that comfortably sleeps 10. Relax on the covered lanai, soak up the Florida sun,...

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$277
avg per night
Key Largo House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

This lovely house in Key Largo offers 5 cozy bedrooms with a mix of queen, king, and full beds. Each of the 5 bathrooms is equipped with a refreshing shower. With AC and heating, guests will stay comfortable year-round. The outside living area has a heated pool and built in gas bbq grill. This marvelous...

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$650
avg per night
Naples Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Turnkey, 3 bedroom, 2 bath condo. It is located in the heart of Naples within a 15 minute drive to Mercato, 15 minutes to Fifth Avenue and 10 minutes to the beach. The Fairways at Emerald Greens is a quiet, friendly community with tennis courts, pickleball courts, a heated pool, hot tub and clubhouse....

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$170
avg per night
Punta Gorda Townhome
Sleeps 6, 2 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 26 miles to Englewood Beach, Venice B, Siesta key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Book your Winter escape now and enjoy Florida sunshine while others shovel snow !!Quiet community, golf course view, fast WIFI, smart TVs are here waiting for you. This well-furnished townhouse is located on the golf course, near US75 and US41, it has 2 suites with closets, master suite with balcony...

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Featured review

"EXCELLENT LOCATION AND AMENITIES"

Great, Clean Condo right on the golf course. Close to shopping, entertainment and beaches! Highly recommended for short or long stay.

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$53
avg per night
Venice Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Charming 2-bedroom 2-bathroom semi-detached villa. Beautiful Gourmet Kitchen, granite counters. Gorgeous Lake and golf course views Bright newly furnished bedrooms, kitchen, and living areas.

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Featured review

"Wonderful Location Excellent Stay"

We fully enjoyed our time at The Bourne Condo. It was exceptionally clean, and well kept, to say the least, with all the amenities required to enjoy our stay. The owners Richard and Marie, are very...

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$101
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our Gulf Coast beaches and Royal Pelican condos have reopened!.While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once did, however the sun continues to shine each day and brings with it spectacular sunsets...

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Featured review

"Great Stay"

The condo had everything we needed. We would definitely rent again. Loved sitting on the balcony and watching the dolphins and manatees. It was nice and quiet. The owners were great to work with. I would...

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$165
avg per night
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to Holmes Beach Retreat! Sleeps 7 Water Views of Anna Maria Sound! Sunset Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for all of your favorite home...

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$324
avg per night
Siesta Key House
Sleeps 9, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Tucked away amid the tropical tranquility of Siesta Keys Grand Canal, this remodeled home delivers on design, location and lifestyle. Featuring four bedrooms, two-and-one-half baths and washer & dryer. Please note that the garage is not available but there is plenty of parking in the driveway. Beautiful...

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$407
avg per night
Venice Cottage
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This adorable cottage located in a large private oasis with serene outdoor living spaces, is just blocks from down-town Venice, enjoyable walking and biking trails, boutique shopping, close to the renowned Venice Library, Art Center, Farmer's Market, Tennis and Pickle Ball courts. Enjoy beachside...

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Featured review

"Gardenia cottage"

I loved Gardenia Cottage. It was such a cozy place the way it was set up, and the private outside sitting area so private for morning coffee or a glass of wine at night. Easy walk to the private beach or...

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$173
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

MAR & APR 2026 available! We also have other homes available March through April 2026 starting at $4,200 per month. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $6,775. Dec 20th to Apr $9,880 (rent, tax, cleaning, utilities, cable/wifi, damage waiver, etc. all included)....

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Featured review

"As advertised"

Great property. Shane was excellent. We would stay again. We love Naples. Pool and hot tub worked great

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$308
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 50 feet to World's Most Famous Beach - YOU ARE THERE

Key Amenities

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

About this property

*** THE SANDDOLLAR POOL, HOT TUB AND POOL DECK ARE CLOSED DURING THE SEAWALL/POOL REPAIR - PLEASE CHECK FOR DETAILS AND DISCOUNT BEFORE BOOKING. ***Enjoy your beach getaway at the popular Sand Dollar Condominium. Come relax with all the conveniences of home in our comfortable 2 bedroom (king &...

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Featured review

"Sand Dollar Condominiums 402"

The condo was absolutely beautiful and well equipped for all our needs including beach towels, small chairs and an umbrella. Jane and Carrie were very helpful but I can't say the same for the maintenance...

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$241
avg per night
North Port House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Modern, BRAND NEW home only 1.3 miles to Warm Mineral Springs! Open and Bright! This home features 3 bedrooms, 3 full baths, private working space. Tastefully furnished with your comfort in mind, bedroom spaces present brand NEW 2 king size beds and 1 queen size bed. Some of the features include all high...

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$162
avg per night
Ramrod Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Clean, Tropical 3/2 on open canal in quiet residential neighborhood on a cul-de-sac. House is on Gulfside with quick access to Miles Channel Bridge towards ocean or bayside. 50’ concrete dock with fish cleaning station.Master Bedroom has a queen size bed, shower and indoor jacuzzi tub. Second...

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Featured review

"Wonderful Times!"

Alex and I had a wonderful time in your beautiful home. Loved eating dinners (breakfast and lunch too!) sitting outside. Peaceful and lovely. The storage room downstairs was perfect for storing all our...

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$240
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Siesta

Key Amenities

  • Air conditioning
  • WiFi

About this property

You’ll love this stunning 3rd Floor Condo, and what a view from the 3rd floor! it has 2 bedrooms with golf course & lake view at Lakewood National located in Lakewood Ranch.This one-of-a-kind Arnold Palmer designed 36 Holes Golf Course is a real champion nearly 900-acre enclave set within the...

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$100
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Key Amenities

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

About this property

The house is a bright, newer construction (in 2011) 3 bedroom , 2 1/2 bath home near the Siesta Beaches. This property is nestled in a quiet community a 15 minute walk from the white sands of Siesta Key's Crescent Beach and 3 blocks from the shops, restaurants and boat rentals of Stickney Point Bridge...

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Featured review

"Home away from home"

Our family has enjoyed this property several times. It is welcoming for many reasons from cleanliness, comfortable bedding and great room furniture to offering any cookware desired for preparing your favorite...

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$221
avg per night
Siesta Key Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to paradise in this updated 2 bedroom/2 bath villa at Polynesian Gardens on Siesta Key! Featuring an updated kitchen, tile floors and washer/dryer in unit. Enjoy three TVs and a private patio accessible from the master bedroom. Relax by the community pool and stay connected with WIFI. Beach access...

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$178
avg per night
New
Pensacola Cottage
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 10 miles to Pensacola Beach

Key Amenities

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

About this property

A charming and tranquil cottage located in beautiful Pensacola! This 2-bedroom, 1 bathroom cottage is designed to provide you with cozy comfort and delightful convenience, making your stay truly exceptional.

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$148
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.