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Florida Snowbird Vacation Rentals

(3292 rentals)

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

Panama City Beach Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 0.5 miles to Public Beach Access (Panama City Beach)

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to your home away from home in Panama City Beach. This spacious and comfortable 3-bedroom, 3-bath townhome is perfect for families and groups looking for a relaxing coastal getaway. The home features a king bed, a queen bed, a fun bunk bed, and a sleeper sofa in the living room, giving everyone...

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Featured review

"Beach townhouse"

Wonderful townhome..owners are new to renting ..they were super helpful and responsive. We made some minor suggestions that we thought would be helpful and definitely recommend this place..we were a group...

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$215
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This condo is on the ground floor in a beautiful community located in the geographic center of Longboat Key. This 2 bedroom/2 full bathroom unit is completely furnished more as a home than rental property, including a king size bed in the master bedroom (w/tv) /full-size bed in the 2nd bedroom, 2 TV’s,...

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$193
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up to the dolphins, pelicans and exotic birds right outside your slider. The fishing is the best on the island! Enjoy unbelievable sunsets over the Gulf from your patio while the Island Princess sails right in front of your eyes. Escape to paradise for the whole month of March for $7,000 in this...

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$233
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 20 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

This bright, peaceful space provides a fully furnished two bedrooms and two bathrooms with a spacious lanai offering a beautiful, up close view of the Deep Creek Golf course. Sip your coffee on the lanai with a front row seat to watch the golfers tee off. In the evening, the course is quiet and the sunset...

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Featured review

"Very nice we will visit there again."

Very nice we will visit there next year The owners were very helpful. The area is nice with good restaurants . Very little traffic on most days

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$57
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Marco

Key Amenities

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

About this property

Paradise Palms: Exclusive Brand-New Luxury Coastal Haven on Marco Island with private pool & spa. Discover Unparalleled Opulence in This Pristine Designer Masterpiece Welcome to Paradise Palms—a never-before-rented 3-bedroom, 2-bathroom retreat that redefines luxury on Marco Island. Curated...

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$600
avg per night

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Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

LOCATION: Beautifully remodeled 2BR/2BA first floor condo with front door parking! This tranquil, but active 55+ community is nestled comfortably between downtown Bradenton and the beautiful Gulf of Mexico beaches on Siesta Key and Anna Maria Island. Located close to shopping, dining, banking, golfing,...

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Featured review

"Friendly and active complex"

Close to everything you need: shopping, groceries, restaurants and beach. Pool out the back door was a convenience. Nicely decorated with comfortable beds.

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$120
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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Featured review

"Stylish and Comfortable Place in Fantastic Location with Nice Amenities"

Amazing Place, Exactly as pictured. From the moment you walk in you immediately notice the attention to detail. This place was clearly designed and decorated by a professional with style and comfort in...

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$101
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

OUR GUESTS SAFETY IS A PRIORITY - CONDOS ARE CLEANED AND SANITIZED PER CDC GUIDELINES PECK PLAZA, ALL RENOVATED, COME AND MAKE GREAT MEMORIES. Peck Plaza is the one of the tallest building on the beach, and it's unique round shape offers panoramic views of the beach, city and the Halifax River. Each...

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Featured review

"Nice"

This is very recognizable condo facility. The two bedrooms are large and the morning to afternoon sun is bright. The TV's will turn on but trying to get to programs is a new experience for me. It is...

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$202
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!.The VIBE is back on Fort Myers Beach! While rebuilding continues following Hurricane Ian, the sunshine, breathtaking sunsets, and laid-back island feel are as strong as ever. Many local favorites have reopened and look forward to welcoming...

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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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$160
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Distance to beach: 4 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Stay for a season or live at the heart of North Naples’ most coveted lifestyle destination — where world-class dining, boutique shopping, and entertainment are literally at your doorstep. This elegant, fully furnished 1,500 sq ft residence at Mercato places you in one of Southwest Florida’s...

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$164
avg per night
Delray Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautifully remodeled and Fully Furnished 2 BR 2BA condo on the grounds of Delray racquet Club in the heart of Delray Beach. Enjoy plenty of natural light and features such as luxury plank flooring throughout, updated kitchen with granite countertops, stainless steel appliances, and updated cabinetry....

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$105
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes - the Best Spot in Naples! It is one of the few areas in Naples that allow tenants to have UP TO TWO PETS ANY SIZE! We have TWO OTHER nearly...

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Featured review

"We loved the home and location"

I stayed at this location with my wife in December for 3.5 weeks and we miss it already, great location and pet friendly. Super friendly neighbors and a safe gated community. Walking distance to Seed To...

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$96
avg per night
Punta Gorda Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal Turnkey Furnished Rental - 1st floor end Carolina unit – 2/3 bedrooms, 2 bath, possible office, luxury condo located in the beautiful gated community of Heritage Landing. Built in 2021, this stunning floorplan offers a gorgeous open concept and tons of amazing upgrades including granite...

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$109
avg per night
Punta Gorda Townhome
Sleeps 6, 2 bedrooms, 3 bathrooms
5 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

Quiet community on the golf course , large pool, fast WIFI and 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, the master suite with balcony overviewing the golf course.Downstairs, you have a comfortable living...

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Featured review

"Wonderful"

The location was perfect just what we wanted - on a golf course, close to shopping and beaches with a great pool!

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$57
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Brand new (October 2025) beautiful Arbor model Terrace Condo at Heritage Landing Golf and Country Club in Punta Gorda, Florida. Spectacular third floor unit featuring a private setting with gorgeous sunsets, overlooking the scenic natural wetlands of Charlotte Harbor. The community features a Fitness...

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$97
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Bonita Beach, Barefoot Beach

Key Amenities

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

About this property

Large Carriage House Condo FOR RENT @ , Florida. Available from April 2024.....minimum 30 day/monthly rental 3 bedroom + den + 2 baths, 1829 Sqft 2nd floor, lake view April 2024 - #4500+ Taxes & Fees May 2024 -Sept 2024: $3500/mo + Taxes & Fees October 2024 - Dec 2024: 4500/mo + Taxes &...

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$107
avg per night
Orlando House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Consider this house your home away from home while you visit Orlando. This beautiful property features 3 bedrooms and 1 office space with a mix of 1 king size and 2 double beds. 2 full bathrooms, 1 with a bathtub and the other one with a big shower. Perfect for a family or group of friends. Swimming spa...

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$150
avg per night
Estero Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Rental Rates for Winter 2027 December is $125 per night -January 5,000 for the month -February 5,000 for the month -March 5,000 for the month Book 2 months get 200 dollars off Price includes application fees and cleaning fees.Inside the Condo: • All new appliances in 2025 • Fully...

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Featured review

"Jake’s place was great"

Jake’s place was awesome clean. I loved it very clean. He was very nice host. The community was great. Had a golf course pool gym everything you need and conveniently located to sores in the airport.

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$171
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beautiful two-bedroom condo recently renovated with fresh paint and newer furniture. This spacious and bright corner end unit 2 bedroom/2 bath Lakeside condo in Bahia del Mar is the perfect place to get away from it all and soak up some sizzling, hot Florida sunshine. You'll find the condo is equipped...

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Featured review

"6 month winter stay"

Loved this quiet . we loved our morning coffee overlooking the little lake watching all the florida birds and their amusing habits. The condo was exactly as pictured,,,very clean and spacious,,everything...

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$134
avg per night
Daytona Beach Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
6 reviews

Key Amenities

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

About this property

Imagine yourself relaxing on the balcony, 19 floors above the beautiful Atlantic ocean. This condo has the best views in Daytona! Peck Plaza is one of the tallest buildings on the beach, and it's unique round shape gives this condo extraordinary views of the ocean, skyline, and river - it's...

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Featured review

"Amazing Anniversary Vacation"

The minute we arrived at Peck Plaza we were treated with fabulous hospitality. Our contact Carrie, met us there, showed us our "assigned indoor parking" and showed us the hotel amenities, including pool,...

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$202
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

VILLA MADISON IN NAPLES CLOSE TO NAPLES BEACH!!! NEW LISTING! NOW AVAILABLE FOR THE UP COMING SEASON! Discover this 3 BR/2 BA beautiful pool home on an expanded lot. Your family and guests will enjoy the sunsets and the great lake views at this favorable southern exposure from the over sized pool deck...

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Featured review

"First class accommodations in a first class, gated community."

Located near wonderful Naples with its great shopping, restaurants and beaches, this beautiful pool home is very well appointed and situated in a gated community within walking distance of the community...

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$256
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 2 miles to Tiger Tail

Key Amenities

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

About this property

This beautiful and spacious Condo has 2 swimming pools, 2 Hot Tubs, 3 Tennis Courts, Golf nearby, Boat Rentals, Fishing, Sailing, shuffle board, Gas Grills, Boat rides to the Key's, Bar and Grill on the pier in front of the unit.Unit has washer/dryer, lanai with a beautiful view, granit bar and...

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Featured review

"Loved the view of the water from the balcony and the morning sun!"

The condo isn’t on the beach but it was nice to see the boats go by and even some dolphins! The condo building is older but clearly has been renovated and was very nice and comfortable. Really like the...

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$225
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 150 yards to Across the Street!

Key Amenities

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

About this property

Recently furnished 2 bedroom Condo in North Hutchinson Island is just south of Vero Beach and has private beach access just steps away. Enjoy sunrises and amazing views of the ocean from the spacious 7th floor balcony. Condo amenities include a heated pool, hot tub, tennis/pickle ball courts, a shuffleboard...

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Featured review

"Loved this condo!"

We loved our 3 month stay. J & J, the owners were very helpful in their recommendations for restaurants and very pleasant. The condo was very well-equipped with everything we needed and wanted. The...

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$90
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

.no balcony 2 bed/2 bath Condo Between downtown Fort Myers and Fort Myers beach Pool area, hot tub, work out room Party roomOn 2nd floor/ no elevator Washer/ Dryer in unit 6 miles from beach off of San Carlos Target, Publix , liquor store and restaurants within walking distance5 min...

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Featured review

"DEFINITELY COMING BACK!"

I wish I would of found this rental earlier! The pool, people, amenities and LOCATION are exactly what my wife and I have been looking for. We will be returning here every time we visit Florida. The host...

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$117
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your ultimate vacation retreat! This stunning two-bedroom, two-bathroom home seamlessly combines comfort, convenience, and leisure, promising an unforgettable getaway surrounded by natural beauty and endless recreational opportunities. Nestled in a picturesque community with lush landscaping...

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$150
avg per night
Davenport Bungalow
Sleeps 8, 4 bedrooms, 3 bathrooms
7 reviews

Distance to park: 10 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Tupelo Magic is in the private, prestigious, secure and mature community of Calabay Parc, 15 minutes from Disney, close to all major highways, restaurants and shopping. The Villa is in a secure community and is monitored 24/7 with 23 video cameras located throughout the complex for your added security....

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Featured review

"Just what we were looking for"

I decided to take my 2 teenage kids to Florida at the last minute. Fortunately, Tupelo Magic was available so I made a reservation. The owner was easy to work with and communicated well. The home is very...

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$157
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Feel your worries melt away the moment you enter this charming Florida abode. With the sand and surf of Redington Shores Beach right outside your back door, this 2-bedroom, 2-bath vacation rental is the perfect place to reset, relax, and unplug. After enjoying a morning stroll along the water, shop the...

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$225
avg per night
Pensacola House
Sleeps 8, 4 bedrooms, 1.5 bathrooms
4 reviews

Distance to beach: 17 miles to Pensacola Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Our rental has been freshly updated and includes Queen size beds in the Master bedroom on main floor and in 2 bedrooms upstairs. A smaller bedroom on main floor has a futon. Full bath on main floor and a half bath upstairs. Kitchen with large island is equipped with all prep and cooking needs with...

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Featured review

"Affordable and Adorable"

This was a wonderful place to stay as we visited the Floridia/Alabama beaches. Very clean and stocked with lots of extras. Thank you, Mary Ruth!

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$100
avg per night
New Smyrna Beach Condo
Sleeps 2, 1 bedroom, 2 bathrooms
1 review

Key Amenities

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

About this property

Enjoy sunny Florida beach living at its finest. Errol By The Sea is five story complex with 130 units. All units surround a plush tropical courtyard with a paved pool deck on a white sand beach. Two large pools, one with a splash deck for small children. One pool is heated with a wind screen during the...

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Featured review

"It was a Fabulous trip from start to finish"

Our time in beautiful New Smyrna Beach started with a welcome basket from the Owner and the condo was beautifully decorated with an 'ocean' theme. The owner was very accommodating. A beautiful condo complex...

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$110
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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$85
avg per night
Babcock Ranch Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy resort style living! Gorgeous 2nd floor condo overlooking the 18th hole with views of Lake Babcock in the gated community of Babcock National. Enjoy this fully equipped condo with 2 bedrooms, 2 bathrooms, a den, 2 lanais and a garage. This unit is steps away from a satellite pool and around the...

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$100
avg per night
Redington Shores Condo
Sleeps 3, 1 bedroom, 1.5 bathrooms
2 reviews

Key Amenities

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

About this property

Beautifully updated and furnished beachfront condo with large balcony overlooking Boca Ciega bay and the Gulf of America. Private gate with 24 hour security. Beautiful pool overlooking the beach. Clubhouse with fitness center. Both gas and charcoal grills. Covered private parking - laundry room on same...

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Featured review

"great value for a beachfront condo"

beautiful view from 16th floor. 2 quick running elevators. the condo is well equipped with everything you need. the other residents were very friendly and helpful. Alina, your host, was great to work...

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$93
avg per night
Davenport Townhome
Sleeps 11, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Solterra Resort in Davenport, FL offers an ideal vacation escape. This charming 4-bedroom, 4-bathroom home boasts modern comforts and a fully-equipped kitchen, perfect for culinary adventures. Unwind in the private pool, and with its proximity to Orlando's famed attractions, golf courses,...

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$165
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Clam Pass Beach (through the mangrove forest!)

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your stunning oasis in the heart of Naples! This 1st-floor condo has been completely remodeled and features brand-new furniture, offering a fresh, modern aesthetic that is ready for you to enjoy immediately.Highlights of the Home Full Remodel: Enjoy the peace of mind that comes with a...

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$100
avg per night
Marco Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Location is everything. If you are looking for a quiet condo complex with only 2 story direct walk in access, vaulted ceilings, walking distance to the beach and over 15 restaurants then you found the right place. We also have a 85 degree pool, hot tub and 2 pickleball courts. Your view of the pond...

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Featured review

"Great place in a great location"

Great place near the beach and the best Marco Island restaurants. We plan to return again next year.

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$335
avg per night
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

What a great sunset view from this house! Fun in the sun surrounds this spot right on a wide canal with excellent access to fishing either the Gulf or the Atlantic side. Any outdoor enthusiast would be content here as the boating, diving, snorkeling, or kayaking is right out your back door.After a...

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Featured review

"Very nice home on canal and hot tub!"

This house has just about every and anything you could need. Very quiet and nice area. Owners went out of their way to ensure our stay was as stress free as possible! We had a 19’ boat docked at the canal...

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$180
avg per night
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Hello! Welcome to your Happy Place. We know you will love it here and make some fantastic memories to take home with you. We are 5 blocks from Vanderbilt Beach and just minutes from Delnor-Wiggins State Park. This is a Dog-friendly home.The outside patio is completely screened and is perfect for...

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Featured review

"Happy place"

It was really acute house. Clean and located in a mazing area by everything.If we plan on going back to Glorida we would rent again and it’s dog friendly.

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$179
avg per night
Key Largo House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

PROPERTY NAME: Bay Therapy 778 Bostwick Dr., Key Largo, FloridaLOCATION: Bayside canal home located in Key Largo MINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 103DETAILS: Owners call this their special getaway "Bay Therapy" for...

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$266
avg per night
Cape Canaveral Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Get ready to relax, enjoy our two bedroom two bath beachfront Oasis, where you can see rocket launches, cruise ship sailing away. We have one of the largest heated saltwater pools in the cape. Our space includes 2 bed / 2 bath, two King bed, and a twin. We have everything that you will need to enjoy your...

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$208
avg per night
Longboat Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 400 yards to Gulf Beach - Private Owner Beach Pavilion

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful ground floor modern quiet condo offers direct views of Sarasota Bay and just steps from the stunning gulf beach. Inside you will find a modern, renovated interior. The living space boasts abundant natural light. The kitchen is bright with up to date appliances, and a breakfast bar that's...

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$225
avg per night
Pompano Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
20 reviews

Distance to beach: 1000 yards to Pompano Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Your South Florida Getaway! We are thrilled to host you! Your perfect coastal escape is ideally situated in a quiet 22-unit property—just ½ block west from the sparkling sands of Pompano Beach and ½ block east from the peaceful Intracoastal Waterway. Your Home Away From...

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Featured review

"A good place to live on a moderate budget"

We lived in the apartment for almost three weeks in April 2026. The house itself is located across the road from the ocean, a few minutes drive - Aldi supermarket. There is a swimming pool on the territory,...

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$86
avg per night
New
Key West House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Old Town cottage!! Great location! 2 bedrooms 2 full bathrooms, Both bedrooms have King beds and french doors to outdoor sitting areas. Great front porch to watch the conch tour train go by.

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$333
avg per night
Fort Myers Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful 3 bedroom 2 bathroom with stunning views of the river. Within in a few blocks of downtown Fort Myers. Trolley stops in front of building and picks you up for FREE rides to downtown Ft. Myers (In Season). Master has King split. 2nd bedroom new queen bedroom 3rd office has queen sleeper sofa....

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Featured review

"Size"

The location, the space , the time, the scenery, things in the area was right. And its beautiful what we needed it

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$291
avg per night
New
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Must see views from back lanai that you will enjoy daily! Come experience 55+ living in Del Webb Naples with tons of activities in the town of Ave Maria, FL and close to Naples, FL! Full access to Del Webb clubhouse with resort pool, lap pool, steam/sauna, hot tub, virtual golf simulator, pickleball,...

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$173
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Private 3BR/2BA Retreat in Gated Naples Community – 6 Miles from BeachesUnwind in this bright and spacious 3-bedroom, 2-bathroom home located in a quiet gated community, just minutes from Naples' world-famous beaches. Enjoy an open living and dining area, fully equipped kitchen, and peaceful...

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$160
avg per night
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful Updated Condo in Sand Dollar Shores – River & Ocean ViewsEnjoy stunning river and ocean views from this beautifully updated 2-bedroom, 2-bath condo located in the desirable B Building at Sand Dollar Shores. Conveniently situated with close proximity to both the pool and beach,...

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$150
avg per night
Fort Myers Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to multiple

Key Amenities

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

About this property

Welcome to our newly renovated condo in the beautiful community of Kelly Greens. Every detail of this spacious 2-bedroom, 2 baths unit was designed to have your comfort in mind. About the unit: LIVING ROOM:  65” HDTV for family time  Cozy fireplace  Comfortable sofa with pillows...

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Featured review

"Clean, Modern and Comfortable!"

We rented this newly updated condo in Kelly Greens. Everything was new and it felt like home! If there was something I needed, it was ordered for me.I would suggest that the unit have beach chairs...

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$113
avg per night
New
Islamorada House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Venetian shores 4 bedroom 3 bath, pool, hotub, 300lbs ice machine with 20K and 8k boat lift, Master has a double walk-in shower, separate 1 bedroom with full bath on lower unit great for privacy, full kitchen with all stainless appliances..28 day minimum

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$575
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Experience resort-style living in this beautifully decorated third-floor Arbor condo located in the highly sought-after National Golf & Country Club at Ave Maria. This bright and inviting residence offers an open concept layout with elegant coastal-inspired décor, stylish furnishings, and serene...

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$193
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Our spotlessly clean, well maintained and appointed home is situated in the family friendly residential community of Gulf Cove. With easy access to local beaches, bars, restaurants, golf, fishing, water sports and shopping the house is ideally situated for guests with varied interests looking for a range...

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Featured review

"WOW........Excellent!"

This house is amazing. We spent 7 wonderful weeks there and felt so at home. It has everything you would ever need (I sure didn't need to bring all the stuff I did). The decor is so warm and inviting,...

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$121
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.