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Florida Snowbird Vacation Rentals

(3353 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.

Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 0.3 miles to Fort Myers Beach

Key Amenities

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

About this property

Location, location, location. The condo is located within the Santa Maria Harbor Resort. The Resort has elevators, a beautiful heated community pool, hot tub, outdoor grilling and boating docks that play host manatees and dolphins. The beach right across the street !!!The spacious two bedroom,...

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$248
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...

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Featured review

"Great place"

Loved this rental. Close to beach and has a pool. Pet friendly too. Roomy and well stocked with kitchen items as well as towels.

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$325
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy the best of Longboat Key from this beautifully renovated residence in The Players Club, one of the island’s premier Gulf-front communities.This spacious condominium features Gulf views, an open-concept living area, contemporary coastal furnishings, private beach access, resort-style amenities,...

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$445
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 14 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our penthouse condo is located in Sarasota (Manatee County), Florida within the Palm Aire residential condominium community at Palm Aire at DeSoto Lakes, Inc., Golf Side. It is uniquely situated on the top floor of the only 4-story building erected within the Golf Side community. Directly across from...

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Featured review

"Relaxing established neighborhood"

Condo was very comfortable for 2 people. If you don’t mind a queen size bed. Great view of golf course off back glassed in sitting area. Though this unit doesn't come with golf privileges. It is very...

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$157
avg per night
Redington Shores House
Sleeps 4, 2 bedrooms, 1 bathroom
3 reviews

Distance to beach: 0.0 miles to Out front! 30 steps away.

Key Amenities

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

About this property

You are on vacation! No need to worry about anything here! Our beach house is a very rare, private, stand-alone home that sits right on the beach - NOT A CONDO! No elevator, passcode or shared property to be exposed to! You can see the Gulf of America and sunset/moonset from every room in the house...

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Featured review

"wonderful"

We had a great time. The location was perfect. Sue was attentive and responded quickly to questions. The house was spotless and fully equipped with all that was needed to cook and enjoy the beach. We...

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$571
avg per night

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Big Pine Key House
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Family House in Big Pine Key, Fl on the water. Bring your Boat and have easy access to the most beautiful waters of the Keys. Boat dock on the back of the house, and house comes with everything, it will make you feel at home.Welcome to your Ultimate Luxury Island Escape! This beautiful waterfront...

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Featured review

"Amazing"

This was our 2nd year staying at the Cloud 9 House home...if we could we'd stay a month instead of 10 nights the first year and 14 this year! The house has everything you could want and the hostess is amazing...

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$257
avg per night
New
Sarasota House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 14 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

2-MONTH MINIMUM--available this coming November, December, and January. Experience elevated Sarasota living in this beautifully furnished home, ideally located within the highly sought-after Esplanade at Skye Ranch. Just two years old and meticulously maintained, this exceptional home shows like a model...

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$217
avg per night
Sarasota House
Sleeps 12, 5 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your luxury Sarasota escape, a stunning newly built two-story home designed for comfort, style, and unforgettable stays. Perfect for families, multiple couples, or group getaways, this spacious 4-bedroom, 3-bath residence comfortably sleeps up to 12 guests and offers a refined blend of modern...

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$199
avg per night
Punta Gorda House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Charlotte Beach Public Boat Ramp, 4500 Harbor Blvd

Key Amenities

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

About this property

Welcome to your own private paradise! This stunning waterfront home offers picturesque views from every window and door in the back of the house. Step outside onto the 25 foot concrete dock and take in the serene ambiance of over 75 feet of waterfront. The house is perfectly positioned looking down a...

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$337
avg per night
Lauderdale-by-the-Sea Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spend your winter above it all in this stunning 2-bedroom, 2-bath penthouse at The Waverly at Las Olas, where the Atlantic stretches across the horizon and cruise ships glide past your window on their way out of Port Everglades.Mornings start with coffee and sweeping views of the beach and ocean....

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$183
avg per night
Naples Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 50 yards to 5TH AVENUE BEACH

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

TWO BEDROOMS EACH HAVE A KING BED ,MULTIPLE DRESSERS AND AMPLE CLOSET SPACE TWO FULL BATHROOMS EACH CONTAINING A SHOWER AND TUB COMBINATION GROUND LEVEL PRIVATE OUTDOOR PATIO WITH BEAUTIFUL ORCHID GARDEN OVERLOOKING 5TH AVENUE LARGE OPEN LIVING DINING AREA LARGE FULL KITCHEN WITH A LARGE NUMBER OF...

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Featured review

"Sun dial"

Very nice, spacious condo, as advertised. Excellent position near to the beach and restaurants. Perfect for a couple. Randy and Amy were great hosts, very helpful, an easy check in. Would highly recommend....

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$386
avg per night
New
Naples Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

ALREADY RENTED FOR JANUARY, FEBRUARY and MARCH 2027! Beautiful spacious townhome 3/2 in Mariposa at Whippoorwill, a gated community. 1673 sf, newly remodeled with 10 feet ceiling, FULLY FURNISHED and equipped. Attached single garage with double driveway, ground level (no stair), dinette in the lanai...

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$139
avg per night
Jensen Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

SAND DOLLAR SHORES, 5th floor , on the Ocean!!! ***November and December 2026 *** Beautiful Temperatures and Special Off Season Deal. Book Now for this Fall and Holidays ! Your own Beach Front Condo. Gated community. Directly on the Ocean and Pool. Pickleball courts, Clubhouse and Gym. Close...

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$176
avg per night
Destin Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
22 reviews

Key Amenities

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

About this property

Rent this nice 2 bedroom condo at a reasonable price, lots of amenities including washer/dryer, free wifi internet, 3 TV's, spacious at 1100 square feet, has a nice private beach, heated pool, tennis courts, picnic area with barbecue grills, and a playground area for children. Call or email...

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Featured review

"Week in SandDestin"

Took my wife and granddaughter. It was next level nice. Super clean rooms, pools, golf cart, and beach. Had a great time riding around SandDestin on golf cart. Plenty of things to do for kids, great restaurants...

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$109
avg per night
Sanibel Island House
Sleeps 10, 4 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 1 miles to Private Beach

Key Amenities

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

About this property

Brand New post-Hurricane Ian Ranked Top 25 Beach in the WorldThis fabulous 4 bedroom private estate is on Sanibel's premier east end. No detail has been overlooked in this coastal modern, pet-friendly, waterfront home.This coastal modern home is inviting and comfortable, from its stylish...

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Featured review

"Fabulous vacation at coral sea"

We absolutely loved our stay. Everything was thoughtfully provided and appliances and furnishings were top notch. Our family had so much fun with the games and bocee court. The pool and hot tub were...

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$571
avg per night
Sugarloaf Key House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Sea Magic on Marlin – Panoramic Open Water Views & Spacious5-bedroom HouseYour Sugarloaf Key adventure begins at this beautifully located waterfront home. Panoramic water views and access allows for boating, swimming, kayaking, snorkeling, and fishing and this 5-bedroom house welcomes...

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$429
avg per night
New
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Pass-A-Grill Beach

Key Amenities

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

About this property

Enjoy comfortable, flexible living in this spacious, fully furnished 3-bedroom, 2-bath monthly rental in St. Petersburg’s Maximo Moorings neighborhood. Located about 10 minutes from both downtown St. Petersburg and the Gulf beaches, this pet-friendly home offers the space, amenities, and convenience...

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$170
avg per night
New
Jupiter House
Sleeps 12, 5 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Spend the winter months in a quiet corner of Jupiter. This 5-bedroom, 3-bath home sits on a fully fenced, gated 1.25-acre lot in Jupiter Farms, and every piece of interior furniture is brand-new in 2026. It is available November 2026 through May 2027 for stays of 30 nights or more, whether that is one...

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$275
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

PLEASE NOTE: AVAILABLE MONTHS: MAY 1 - October 31 & December/ 2026Experience the Pinnacle of Naples Living: Your Top-Floor Sanctuary at TPC Treviso BayForget "vacation"—this is a lifestyle upgrade. Perched on the coveted top floor of the Acqua building, this stunning 2-bedroom,...

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$100
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Yacht Club Community Park and Beach

Key Amenities

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

About this property

This beautiful, newly renovated 3-bedroom home is located in the peaceful Cape Coral Yacht Club Basin neighborhood and less than a mile from downtown Cape Coral: - The house has a very open floor plan with LVT flooring throughout. It is great for entertaining and relaxing alike. It is also pet friendly! -...

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Featured review

"We thoroughly enjoyed our two months at the Cozy Cape Casa!"

Everything you see in the pictures is accurate. This home is in a quiet, walkable neighborhood close to shopping, restaurants and night life. We have a dog so we especially appreciated the fenced in yard....

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$207
avg per night
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 60 feet to Cocoa Beach

Key Amenities

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

About this property

This Smoke & Pet Free Condo has Warm Tropical Palm style makeover, thus giving you the look of South Florida. The decor includes new tile floors throughout, new lighting fixtures and new furniture. The 6th floor offers an awesome side ocean view from the living room balcony and master bedroom window....

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Featured review

"Perfect well equipped beach condo"

This condo was surprisingly well eguiped with beach equipment from towns to chairs and umbrellas. Very clean and comfortable. Definitely w9uld visit again.

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$183
avg per night
Rotonda West Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
17 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to our spacious, fully air-conditioned villa - your perfect home away from home in beautiful Rotonda West. Comfortably accommodating up to 6 guests, the villa features 4 bedrooms, including two master suites (one with a king bed and one with a queen), plus two twin bedrooms that share a third...

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Featured review

"Tranquility Villa - stands up for itself!"

What a wonderful villa! So comfortable and tranquil, just like its namesake! Overlooking the lake at the back we had masses of black whistling ducks all day long (cost us a fortune in Walmart bird seed...

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$192
avg per night
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 1 bathroom
26 reviews

Distance to beach: 70 yards to Laguna beach

Key Amenities

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

About this property

This Classic beach cottage has been completely renovated and is truly home away from home. You can sit outside and enjoy the million dollar view of the gulf. The cottage is located away from the crowds in a quiet residential neighborhood with a relaxed atmosphere. The "World's Most Beautiful...

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Featured review

"Last minute get away"

The owner Larry was great to work with on this last minute rental. The cottage was on the older side, but was exactly what we wanted. Location was excellent, just a short walk to the beach. Would highly...

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

second floor beautifully appointed classic coach homeThis new second floor condo will impress as it features all laminate wood flooring throughout, beautifully appointed cabinetry and a beach driven light-and-bright color palette.The condo consists of 1,988 SF total, one-car garage, a large master...

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

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Golf Course / Lakefront 2nd floor Condo ! Located in the Fairway Glen section of the Plantation Golf and Country Club community overlooking the 13th Fairway of the Bobcat Course and a chain of lakes and wildlife. Quiet and Private location. 3 private community Condo Association Pools. Spacious 1,600...

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Featured review

"Exceptional!"

The location was perfect, close to the new Publix and the new Atlanta Braves stadium as well as many fabulous golf courses and close to our friends! The location was very quiet, beautiful view of the golf...

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$200
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

The unit is on the top floor of a four story building.  It is accessible via elevator in the center of the building, or stairs on either end of the 32 unit building.  This unit is unique in that it has vaulted ceilings and is centrally located over the pool / waterfall area and the protected...

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Featured review

"Wonderful Naples condo"

We have stayed in this condo for at least 1 month for the past 2 years. The condo is equipped with everything you could possibly need. The lanai overlooks the pool area and is quite peaceful looking out...

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$176
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 2 miles to Lido

Key Amenities

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

About this property

Relax at this lovely comfortable and spacious one bedroom or studio apartments with gorgeous new inground swimming pool at the Southside Village Resort. Check out our website for all the various options that are available. We are located in the wonderful Southside Village, also known as the Hillview...

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Featured review

"2 week holiday"

Fantastic. Like home away from home. great Hosts and beautifully located. Flat was sparkling clean and jason and Dee and their son Storm always on hand for any help required. We can only highly reccomend...

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$184
avg per night
Kissimmee Townhome
Sleeps 10, 4 bedrooms, 3.5 bathrooms
17 reviews

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation...

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Featured review

"Great!"

We love staying here. Close to everything, clean, spacious and reasonable priced. The area is quite and we have never had a problem. We have stayed here twice now and will cont when we visit Florida.

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$118
avg per night
Bradenton Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Completely updated golf front condo with club privileges. Top floor unit, great view and all the best country club features. Great golf course, multiple pools, tennis, pickle ball, bocce ball. Formal restaurant, casual bar and grill, poolside snack bar and lots of outdoor casual seating. Seasonal...

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$152
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 0.5 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Recently Redecorated Luxury Waterfront Condo – Perfect Couples’ GetawayEnjoy the ultimate Siesta Key escape in this beautifully decorated waterfront condo, complete with a private boat dock and slip for boats or jet skis. Ideally located, you can walk to the beach, village shops, top-rated...

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Featured review

"Comfortable Condo"

This is such a comfortable, well decorated and fully equipped condo. The location was very quiet with nice views and in a great location for accessing the beach and siesta key. You can easily bike to siesta...

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$256
avg per night
Redington Shores Condo
Sleeps 7, 3 bedrooms, 2.5 bathrooms
4 reviews

Key Amenities

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

About this property

If you are looking for incredible views and a very private boutique condo then welcome to Paradise on the beach! This spacious and recently renovated condo is almost 1800 sq. ft. and features 3 bedrooms and 2.5 bath. Take in the unmatched views from the privacy of your very spacious open floor plan not...

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Featured review

"Couldn’t ask for anything more!"

From the location on a quieter portion of beach to the decorative details and well-stocked kitchen, this very clean and organized condo has the makings for a stress-free winter getaway. The eight unit complex...

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$355
avg per night
Islamorada House
Sleeps 8, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

1440 sf - Sleeps 4 adults (also includes xtra bed in guest room plus EZ-Bed electric queen Bed and large sectional couch with chaise lounge and cuddler for larger families). Fully renovated and updated in 2021. 70ft foot dock and cleaning table. Great ambience, quiet home like feel. Private community...

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Featured review

"BEST TROPICAL VACATION EVER!!!!!!!!"

Here is the review I am trying to post via for our March 2024 stay.Wonderful! Fantastic! Amazing!Wonderful Hosts!!! Jay and Sharon are so welcoming and supportive! We felt at home before we...

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$329
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Ground Floor. Upgraded 2 bedroom. Master bedroom has a king bed, guest bedroom has two double beds. Both bedrooms have adjoining baths. Tile floors throughout. Fully upgraded, well stocked kitchen, including spices. TV's in each of the bedrooms, and living area. New Leather couch and love seat, both...

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Featured review

"Wonderful stay"

Place we stayed was very nice. Landlord was easy to talk to if needed. Website description was accurate. Great view of beach.

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$158
avg per night
New
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 25 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Private pool

About this property

We are so honored to welcome you to our home away from home!Come relax, unwind and make yourself at home in our cozy and inviting 3-bedroom, 2-bathroom home getaway. Whether you're here for a family vacation, a peaceful retreat, or a little escape from everyday life, we hope you'll feel...

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Featured review

"amazing stay"

had an amazing stay. conveniently located closest to 75 quick shot to Sarasota or Fort Myers even Tampa for that. Super clean provided all the beach gear. I needed even beach towels. would definitely stay...

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$177
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 5 feet to Daytona Beach Shores

Key Amenities

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

About this property

We call this our little piece of Heaven on Earth. Our Paradise awaits you in this luxurious, three bedroom, three bath 2250 sq. ft direct oceanfront condo located on the beautiful beaches of Daytona Beach Shores. The St. Maarten Beach Resort community includes 400 feet of ocean frontage and beach access,...

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Featured review

"Beautiful Oceanfront Condo in Great Location"

This is our second year staying at this beautiful, very spacious condo on Daytona Beach Shores. Beautifully appointed rooms with comfortable furniture and amenities in every room. Kitchen is well stocked...

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$381
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This is a new first floor classic coach home on a spacious corner lot featuring 3 bedrooms and 2 bathrooms.Introducing a pristine, never-before-occupied first-floor classic coach home nestled on an expansive corner lot. This elegant abode boasts three bedrooms and two bathrooms, offering an exquisite...

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$115
avg per night
St. Augustine Townhome
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Wake up to breathtaking sunrises and fall asleep to the soothing sound of the waves in this beautifully renovated 2-bedroom, 2-bath direct ocean and pool view townhouse at Creston House on stunning Crescent Beach. With three private balconies—one off the living room and one off each bedroom—you'll...

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$125
avg per night
Bonita Springs Condo
Sleeps 2, 0 bedrooms, 1 bathroom

Key Amenities

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

About this property

The apartment is located on the 7th floor of an apartment complex overlooking the canal and the beautiful surroundings, and you can also catch glimpses of the sea. It is cozy and equipped with everything you need for a relaxing holiday. You can reach the beach in just two minutes on foot.

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$184
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short...

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$200
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

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

About this property

Excellent location in #1 rated luxury Lely Resort in beautiful Naples!Taste fully decorated furnished home with your own private pool and spa located in the gated community of Caldecott in Lely resort! Rated the #1 community in Naples where you can experience the amenities of a luxury clubhouse with...

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Featured review

"excellent home"

This is a wonderful home with a great location within Lely resort. The home is well maintained with everything you need for a winter seasonal rental. Fully stocked kitchen, and all the chairs, towels and...

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$446
avg per night
Jupiter Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Jupiter beach

Key Amenities

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

About this property

Newly remodeled 2 bed 2 bath condo located in Jupiter, FL on the ocean. Beautiful condo with view of the Atlantic ocean from 8th floor. Walk out across new pool deck to beach. Pool deck just recently completed with new pool and Spa.

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$367
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy our 2br 2 bathroom ground floor condo. 30’ to the pool, tennis courts, Weber gas grills, and picnic table . Or cross the street to private deeded beach access on the #1 beach in the US. Enjoy bayside fishing on the fishing deck. 1280 square feet of living space. Roku tv’s and...

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Featured review

"Beautiful Bayside Condo"

This is a beautiful condo in Bayside Club resort. A gated community. Well cared for. This condo is just 30 feet from one of the pools, tennis courts and pickle ball courts. It’s a short walk to...

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$333
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Available: November, December 2026 & 2026/2027 off-season! Experience the perfect getaway in this beautiful two-bedroom condo, where stunning sunsets await from your screened-in balcony. The bedrooms boast new flooring, adding an elegant touch to your stay. Every detail has been thoughtfully designed...

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$189
avg per night
New
Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to Breathe Escape, a lakeview family retreat in Englewood with a heated pool, beach gear, bikes, a game room, and a backyard that may convince everyone to cancel dinner plans and just stay outside.You’re about 6 minutes from Manasota Key beach, close to restaurants and shops, and set...

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Inquire for rates

Miramar Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

" Crown Jewel"Unit 403Crystal View Condominium3 King Bedrooms / one with Built-IN Bunk / 1 Queen Murphy Bed / 3 Bath / Gulf Views / Sleeps 10 Your family will have an awesome beach vacation when staying at Crystal View 403. This fourth-floor, oversized, family-friendly unit...

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Featured review

"A True Crown Jewel in Destin!"

We had an absolutely wonderful stay at the Crown Jewel in March 2026. The unit was beautifully remodeled, offering a fresh, modern decor with a spacious layout that included 3 bedrooms and 3 full bathrooms—perfect...

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$127
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
5 reviews

Key Amenities

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

About this property

Suddenly available for Feb.,Mar. 2027! This is rare, but for the 6th time a repeat renter has decided to buy it the area. 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...

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Featured review

"A Great Find!"

After spending time in other areas of Florida for the "Snowbird" experience, we decided to try the Sarasota area. We took a chance booking this property and we never regretted it. From the initial booking...

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$264
avg per night
Port Charlotte House
Sleeps 10, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Forget your worries in this spacious and serene space. The house is light and peaceful with a whimsical vibe, we are located in a quiet neighborhood, with a caged lanai, heated pool, on a canal that has one bridge to open water. Enjoy your morning coffee, yoga or fishing on the dock, the sunsets and water...

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Featured review

"Amazing vacation home"

What a beautiful home to enjoy vacation time ! Whether sitting on the dock watching the views seeing fish jump and even saw dolphins swimming was amazing or sitting in the pool or around the pool was so...

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$260
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

first floor classic coach home with secluded garden viewThis wonderful first floor condo, a West Indies Style Architecture will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior approval, an additional...

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Featured review

"A lovely condo. Very comfortable and homey."

A lovely condo in East Naples Florida. Close to the beach, nice restaurants,and shopping. Peaceful location and setting.with lake view and peaceful fountains. Beautiful sunsets from the lanai. A gorgeous...

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$199
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Twin Palms Resort Unit 1005 is located in the heart of Panama City Beach, Florida. It is a two bedroom and two bathroom unit. The condo has been completely remodeled through out. It has new paint, new furniture, and new bedding. The living room area is complete with a sleeper sofa, additional sofa,...

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$88
avg per night
St. Petersburg Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy breathtaking southern views of Boca Ciega Bay and the Tierra Verde Bridge from this beautifully updated ground-level condo located in the Bahia Del Mar community within Isla Del Sol. Designed with comfort and relaxation in mind, this spacious 2-bedroom, 2-bath residence is perfect for a seasonal...

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$167
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.