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Florida Snowbird Vacation Rentals

(3293 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.

Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful, fully furnished condo has a spectacular view of the Golf Course at the Palm Aire Country Club. Sitting on the comfortable lanai is a relaxing way to have your morning coffee or to unwind after a day of activities. The living room/dining room combination is beautifully and comfortably...

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$87
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
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Available August 2026. Make this your Florida home! Opportunity to rent for less than a year to see if you enjoy Florida or are waiting on your house to be built. This furnished home features 3 bedrooms plus separate office, 2 car garage and large covered lanai in the highly desirable golf community of...

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Featured review

"Home away from home"

This is a very nice house to stay if you need a getaway from the winter weather at home. Terry was very attentive about your comfort and quickly responded to all our needs. The location is one of my favorites...

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$67
avg per night
Port Charlotte House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fabulous 4 bedroom home, all with King beds and TV in each bedroom!. Great location, close to Engelwood, Manasota, Casperson and Boca Grand Beaches. Only one mile from the Tampa Ray's Spring Baseball Training Facility and the Twisted Fork Restaurant. Located off of SR776 in Biscayne Landing. Home...

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Featured review

"Beautiful, Comfortable Home with Great Extras and a Wonderful Host"

We had such a great time staying at this house. It was super comfortable, beautifully decorated, and had everything we needed. The king beds were really comfy and the living room seating was perfect for...

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$117
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 63 miles to Walt Disney World Resort

Key Amenities

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

About this property

Guests welcome and typically come back more than once! Feels like a home and less like a rental. You'll feel this throughout. For example, Dyson vacuum, chef's kitchen knives, kitchen well stocked beyond the basics. Freshly painted with new furniture and artwork. This fully equipped home...

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Featured review

"Melrose Court Review"

Our stay was very delightful. The house was very tidy, clean and welcoming. The pantry and freezer was well stocked! We appreciated the two carts although we used only one sporadically. I loved sitting...

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$143
avg per night

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St. Augustine Condo
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 45 feet to Crescent Beach at the feet of Beachers Lodge

Key Amenities

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

About this property

Unrestricted OCEANFRONT & 180deg VIEW one bedroom condo (2nd floor with elevator) with :* Gorgeous view on the dunes, beach and ocean from the terrasse for sunrise morning coffee and or leisurely evening drink. outdoor Grosfillex table and chairs.* Fully equipped kitchen , glass top stove...

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Featured review

"Amazing stay"

Such an amazing stay. View. Clean. Easy access I definitely recommend Already booked out next vacation here

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$141
avg per night
Fort Myers Condo
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Updated multi-level condo with heated pool, screened porch, 2 bikesWelcome to the home away from home of your dreams! This peaceful and newly updated condo is part of the Paseo Resort, which offers a large fitness center, a heated outdoor pool, bocci ball courts, tennis courts, a restaurant, a tropical...

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$150
avg per night
Siesta Key Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Siesta Beach access 7

Key Amenities

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

About this property

*Calendar month rentals only* 2026 Rates May-November (7-month lease) - $3000 per month plus utilities December - $6900 per month plus utilities January $7900 per month plus utilities February & March - $9800 per month plus utilities April - $7900 per month plus utilities50% deposit upon...

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Featured review

"My stay at the Canal Place in Siesta Bungalows"

I am thoroughly enjoying my stay at Siesta Bungalows!!! My place is clean, quiet, and in a fabulous location!! I am about a 5 minute walk to the village and only a 7 min walk from the breathtaking Siesta...

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$103
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to 128 Sweet Tree! Close proximity to Lakewood Ranch, Sarasota, Tampa, and Gulf Coast Beaches Private Screened in Heated Pool/Spa Social Membership Available Fully stocked kitchen for all of your favorite home cooked meals Smart lock for Self Check-in Queen or larger beds and TVs in...

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$201
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
Fort Pierce Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Bright and sunny newly furnished 2 bedroom/ 2 bathroom end unit condo with beautiful views of golf course. Walk to all amenities including golf, tennis, bocce, basketball, shuffleboard, fitness center and pool with tiki bar. There is also a full service restaurant on premises. Two Master bedrooms, primary...

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$200
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

OWNERS HAVE THOUGHT OF EVERYTHING!TWO ensuites - Perfect for Couples!Short walk to community pool and sun deck!Nestled in desirable south Fort Myers you'll find Sail Harbor - a guard-gated community of town homes, just minutes from our beautiful Gulf beaches, the popular vacation islands...

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$96
avg per night
Longboat Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Rental located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft and contains 3 bedrooms and 3 bathrooms and a private swimming pool. Dining room has views to the water. Canal connects directly to the Bay and the neighborhood is located on the...

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$263
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 11 miles to Englewood, Manasota Key, Nokomis

Key Amenities

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

About this property

This beautifully furnished 3 bedroom, 2 bath lake front condo is your winter home away from home! Open and airy floor plan, lots of light, 12 ft. ceilings, and a car garage. The condo is within a gated community with access to pools, clubhouse, and literally minutes away from everything! Enjoy the beaches,...

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$109
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

UNIT ALREADY BOOKED FOR FEBRUARY 2027 AND MARCH 2027Welcome to your serene launching pad for Florida fun and relaxation! This top floor, 1 bed, 1 bath, beachfront condo on Little Hickory Island is available for monthly rental and has been redesigned in 2026 with new flooring, fixtures, furniture,...

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$184
avg per night
Sarasota Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 7 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

****NEXT AVAILABLE LEASE DATE: July 15,2026 ($2,200 per mo. reflects July 1-Dec. 31 2026 dates)****($3,975 Jan., April & May 2027) *2 MONTH MINIMUM & 6 Month Max, No Pets & No Trucks***Serene, Spacious, & Clean, centrally located in Sarasota & in the beautiful Village Brooke, 1st...

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Featured review

"Village Brooke is a great location"

Village Brooke's location gives easy access to all of the Sarasota area and is a very peaceful and well maintained development. The owners of this unit were super helpful in providing the extra items we...

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$73
avg per night
Sugarloaf Key House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

RARE SINGLE STORY 2500 sq. ft Canal Front Home with gorgeous POOL! Relax in this spacious and serene space with 3 large bedrooms with 3 en-suite baths, plus additional full bath near pool. Kayaks, paddle boards, ping pong, bicycles and pool table! 8 guests only, 6 adults & 2 children. 28 night minimum...

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$449
avg per night
New
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to paradise in this stunning 2-bedroom apartment directly across from the pristine white sands of Siesta Key Beach! This modern coastal retreat features a king bed and two full beds, perfect for families or groups. Enjoy the convenience of included Wi-Fi and the tranquility of a non-smoking environment....

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$114
avg per night
Vero Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Is floor condo with very nice furniture, granite counters, updated appliances, screen in porch and many other features as well. outdoor pool, gym, racketball, tennis, and walking area as well as gated community

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Featured review

"Clean and comfortable!"

Stayed here for the month of March, beautiful weather, clean rooms, bathrooms and bedrooms. Better than thought it would be. Would go back again! Nice pool, work out room. Enjoyed the place.

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$73
avg per night
Babcock Ranch Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Distance to beach: 35 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly built Terrace condo, Carolina model, at Babcock National Golf and Country Club in Babcock Ranch near Fort Myers, FL. Fully furnished 2nd-floor unit with stunning views of sunsets, the 10th green of the golf course, and the largest lake in Babcock Ranch. Babcock National Golf Community has resort...

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Featured review

"Excellent Stay at a 3 Bedroom Apartment in Babcock National, Babcock Ranch"

I leased a beautiful 3-bedroom apartment at the National Babcock Community (Babcock National in Babcock Ranch, Florida) for the entire month of June, and it was an outstanding experience from start to finish....

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$71
avg per night
Deerfield Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This gorgeous, modern 2-bedroom, 2-bath condo is your dream home away from home. Perfectly located in the heart of Deerfield Beach, you’ll be just minutes from the Beach, supermarkets, department stores, fantastic restaurants, and of course the famous, award-winning Deerfield Beach and pier. This...

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$116
avg per night
Clearwater Beach Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms
3 reviews

Distance to beach: 1 miles to Clearwater Beach

Key Amenities

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

About this property

Come and embrace this beautifully updated and tastefully decorated very spacious one bedroom, one and a half bathrooms 950 Square feet. It features a very large balcony with access from both the bedroom and the living room. Amazing views of the Gulf of Mexico. The Intercoastal waterway , Dunedin and Honey...

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Featured review

"Great stay"

You can’t beat the view! Everything was very clean and anything you would need is in the unit. The owner was kind and attentive to any questions. Convenient parking and close to all that Clearwater Beach...

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$103
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

Direct Beachfront | Stunning Gulf Views | Fully RenovatedStep into paradise in this beautifully renovated beachfront condo located right on Bonita Beach! This 2-bedroom, 2-bathroom condo offers breathtaking, unobstructed views of the Gulf of Mexico and everything you need for a relaxing and luxurious...

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$222
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available March, and April! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic bar area, two...

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$267
avg per night
St. Petersburg House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 4 miles to Gandy Beach

Key Amenities

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

About this property

Wonderful 3 bedroom house will full amenities, large yard and pool. Strategically located and within 15-20 minutes to the airport, St. Petersburg, beaches and Tampa.

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$150
avg per night
New
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Tucked inside the gated community of Sail Harbor in South Fort Myers, this spacious townhome offers the perfect home base for experiencing the best of Southwest Florida. Spend your days exploring nearby Gulf beaches, shelling on Sanibel Island, enjoying waterfront dining on Fort Myers Beach, or discovering...

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$111
avg per night
Bradenton House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Holmes Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Very comfortable on the inside with enough beds and room for 6 people. Fully furnished on the inside with the design of a typical beach home. A backyard complete with outdoor dining area and bar island that are great for outdoor grilling. A big, fenced in backyard that is great for pets to run around....

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$150
avg per night
Davenport Villa
Sleeps 9, 4 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Lovely Four Bedroom air conditioned Villa with all amenities including the following; RecentlyTwo Queen bedrooms, including one Master with en-suite facilities.Two twin bedroomsSingle fold out bed availableTherefore Property can sleep up to nine adults or childrenTwo Lounge areas,...

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Featured review

"August 2025"

Wonderful home. Just right for our visit. Home was clean. Pool perfect on the warm days. Great location in a nice neighborhood.

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$114
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 7 miles to Siesta Key Beach

Key Amenities

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

About this property

Luxury lakefront home on a quiet cul de sac located in pristine Palmer Ranch. Kick back on the covered front porch and relax in the glider and rocking chairs. Soak up some sun in the screened in lanai with heated saltwater pool overlooking the lake. Enjoy community amenities such as the clubhouse, community...

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$300
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

This rarely available first-floor walk-up offers true ground-level convenience and a beautifully updated interior, featuring a brand-new kitchen with RO water, quartz countertops, quality furnishings, and walk-in showers in both baths. The spacious open floor plan creates an inviting setting for comfortable...

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$139
avg per night
Longboat Key House
Sleeps 12, 4 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Deeded Beach Access

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Luxury and Coastal Elegance! This Stunning Turnkey Canal-Front Pool Home was Built in 2015. Situated on the Highly Desired North End of Longboat Key. Featuring 120 Feet of Beautiful Canal Frontage, A 10,000lbs Boat Lift and Deeded Beach Access only Steps Away! Truly A Boater's Paradise! At Almost...

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$650
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Your Perfect Getaway in The Villages, FL!Relax and enjoy all the comforts of home in this charming 2-bedroom, 2-bathroom villa, ideally located near top golf courses, recreation centers, and endless entertainment options. This cozy retreat comes equipped with all you need for a comfortable...

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$133
avg per night
Hallandale Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to your perfect winter getaway in sunny Hallandale Beach — a favorite destination for snowbirds seeking warmth, safety, and comfort. This modern, spacious 1-bedroom / 1-bathroom oceanfront condo offers everything you need for a relaxing long-term stay, with direct private beach access, resort-style...

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$109
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to your bright and cheerful Naples retreat! This fully furnished 2-bedroom, 2-bath end-unit condo is tucked away on a peaceful cul-de-sac in the desirable Spoonbill community. Just steps from the private pool and spa, this serene second-floor condo offers wraparound views of sparkling lakes and...

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Featured review

"Excellent accommodations, convenient location"

We are delighted with this two-month rental. Entry was easy, place very attractive and clean. Well stocked with sheets, towels, blankets, kitchen and cleaning tools. Lovely lake views, quiet and private...

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$109
avg per night
Ponce Inlet Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

7th floor 3 bedroomsbedroom 1 king bed bedroom 2 double and 1 single bedroom 3 double

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Featured review

"Wonderful"

We had an amazing time staying in your condo and would recommend it to anyone. Fantastic location right on the beach and a easy walk to several good spots for drinks and food

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$178
avg per night
St. Pete Beach House
Sleeps 12, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

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

About this property

Stay in a luxury dream home this vacation. Located on the sugar white sands of St. Pete beach, this home is straight out of the rich and famous. The deck is right on the beach offering sunset views, dolphins and manatees and sand castles. If the ocean is not your thing you can enjoy the private lagoon...

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Featured review

"Beautiful home!"

This home is absolutely the most breathtaking home we have ever rented, from the most stunning view to fun in the pool. The home is spacious and our family enjoyed all the benefits that come with staying...

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$715
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 35 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy the perfect Florida winter escape in this peaceful, beautifully maintained 2-bedroom, 2-bath condo located inside the premier gated golf community of Heritage Landing Golf & Country Club in Punta Gorda. Backing onto a protected nature preserve with no rear neighbors, this home offers quiet,...

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$110
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Peck Plaza is the tallest building on the beach. It's unique round shape offers panoramic views to the south and west. All remodeled in 2021, each room has a wall of windows with lots to see from our 9th floor vantage point. Our split bedroom plan is perfect for two couples traveling together, or...

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$190
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Distance to beach: 5 feet to Just outside your door & window

Key Amenities

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

About this property

Magnificent Condo directly on the Gulf of Mexico! Right on the beach! Every sunset is unique and beautiful! Located in very well-maintained and updated Longboat Harbor Towers.The barrier isle Longboat Key is a quiet, non-touristy location voted one of North America's top islands by Conde Nast...

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Featured review

"Happy in Longboat Key"

We enjoyed our stay & owners were very helpful for helping us when needed! Beautiful view of the Gulf! Unit was sparkling clean & well equipped & comfortable. We are returning next year as well. The property...

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$200
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to The Village of Lake Denham! Nestled by a serene preserve near Sawgrass Grove Market, Franklin Rec Center, Mickeylee Pitch & Putt, and Jubilee Putting Course, this 3-bed/2-bath Designer home with a 2 car + golf car garage offers over 2,000 sq ft of bright, open living space with tranquil...

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$217
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 7 miles to Englewood Beach

Key Amenities

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

About this property

Fully furnished and tastefully decorated villa, fully equipped with everything you can ever need at home. 3 spacious bedrooms; 2 with queen beds and the fabulous master with a king sized bed and a dream ensuite bath with a Roman shower, dual sinks, jetted tub, separate enclosed toilet area, and a walk-out...

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Featured review

"Wonderful holidays"

We felt very comfortable in the house. Everything we needed was there. The pool area was beautiful. What I really value is cleanliness. I didn't find any defects; everything was very clean. The location...

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$135
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Casa Mar 115 Ponce de Leon Blvd, Islamorada, FloridaLOCATION: Bayside Canal home located in the popular Islamorada neighborhood of Port AntiguaMINIMUM STAY: 28 DaysMILE MARKER: 74.5 DETAILS:Stunning two-story, 3-bedroom resort-style, professionally decorated home. Inside,...

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$500
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
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your spacious Florida escape. This beautifully furnished 3-bedroom, 2-bath pool home with a 2-car garage offers 1,762 square feet of bright, open living space and an exceptional indoor-outdoor lifestyle.Vaulted ceilings and an open-concept layout create an airy feel throughout the main...

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$174
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The house is located on a 1.25 acre lot of land with many big old oak trees and tropical plants, in the highly sought after neighborhood of Iona. It's truly a rare gem for its size, its proximity to Fort Myers beach, Bunche Beach, Sanibel Island and Cape Coral, yet maintaining a feel of country living....

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$105
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 5 bathrooms
7 reviews

Distance to park: 6 miles to Disney world

Key Amenities

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

About this property

Welcome to our luxury finished 3600 Sq ft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica and the Convention Center...

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Featured review

"Pleasant Stay in Crystal Cove"

Large and spacious home in Kissimmee. Close to many attractions and restaurants. Bedrooms, kitchen and bathrooms. Pleasant and easy to maintain for extended stay. Washer and Dryer on site make vacation...

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$216
avg per night
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
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Building A 4th Floor Corner Unit Panoramic screened wraparound lanai with beautiful views of the canal and tropical grounds. Updated kitchen and bathrooms. Includes a single reserved parking spot with locker under a shaded carport! Master BR has king sized bed, guest BR has two twins. Fully stocked...

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Featured review

"Beautiful Condo, Stunning Views"

We rented this condo for July and August 2025 while our condo at another community was undergoing renovations. A beautiful, well equipped clean unit with a huge wraparound lanai to enjoy your coffee and...

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$118
avg per night
Sarasota House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Stunning waterfront home located on popular Lido Key. Situated directly on the picturesque canal, this home is perfect for boating enthusiasts or anyone who appreciates the beauty and serenity of waterfront living. Get ready to enjoy your days lounging by the pool, sitting around the outdoor fire pit,...

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$875
avg per night
Cocoa House
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Escape to this brand new 4-BR home in Cocoa, FL w/ a rooftop patio. Close to the beach, Cape Canaveral, & SpaceX, it's perfect for couples or groups & sleeps up to 10 with 5 beds. Whether it's a cup of coffee in our fully stocked kitchen or a glass of wine w/ a rooftop view, our home...

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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.