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Florida Snowbird Vacation Rentals

(3387 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 Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Bunche beach

Key Amenities

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

About this property

Charming 1st fl unit with recent contemporary upgrades, boasting granite countertops, white shaker cabinets with soft close, all new SS appliances including A/C and HW too. This unit is Turnkey and completely furnished. The pics were taken prior to this. Enjoy Country Club living with newly refurbished...

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$115
avg per night
Panama City Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
32 reviews

Distance to beach: 300 yards to County Pier

Key Amenities

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

About this property

FALL SPECIAL 2025.. $975 week and $2,000 for a month. Sept, Oct, and Nov. ONLY. 3 bdrm/2bath beautifully decorated home is available for your vacation memories. A Jacuzzi and double vanity in the master bath make this home luxurious. Brand new quartz countertops with new stainless drop in sink make...

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Featured review

"Great Getaway"

This is a nice, clean, safe place to get away and enjoy The two pools are aways refreshing and a easy walk from the house. It is a quick drive to the beach. You are tucked in away from the beach traffic...

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$137
avg per night
New
New Smyrna Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

We are 5 minutes walk from the house to the walk way . We also have kayak canoe drop in our neighborhood. We have 2 bed room and 2 full bath. Living room kitchen dinning and porch with bikes kayaks and canoe all beach chairs wagon coolers umbrellas and all necessary items for the beach . Fence end yard...

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$143
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

7th Floor, Corner, Oceanfront Condo, Free Beach Chair, Gorgeous Western ViewsTHE MINIMUM AGE LIMIT FOR RENTING THIS CONDOMINIUM IS 25 YEARS.PLEASE ASK THE OWNER FOR A COST ESTIMATE. UPDATED RATES FOR THIS CONDO, AS WELL AS PHOTOS AND REVIEWS, ARE ALSO PRESENT ON THE VRBO WEBSITE (SEE BELOW).The...

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Featured review

"Grand"

This condo is fully equipped. And beautiful. The beds were comfortable. The pillows best I’ve ever had in a hotel. The decor gorgeous. We had plenty of room for breakfast and lunch. We are dinners out....

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$259
avg per night
New
Englewood East Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to Happy Gator 2!Your sunny escape in Englewood awaits. This bright 3-bedroom, 2-bath villa offers everything you need for a relaxing Florida getaway—including a private, screened-in pool for refreshing dips any time of day. One of the bathrooms opens directly onto the pool deck, perfect...

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$190
avg per night

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Fort Myers Beach Apartment
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

The Island Hideaway Properties are now available for booking.Coconut Suite is two bedroom one bathroom (shares balcony with Orchid) Orchid Suite is a two bedroom one bathroom Royal Palm is a two bedroom one bathroom on the ground floor Palm Jr is a one bedroom one bathroom on the ground floor....

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Featured review

"Cute little place"

My husband, myself & our two small children stayed at Island Hideaway. Rhonda & Phillip were wonderful to work with & very accommodating. The place we stayed in was clean & had everything we needed. I also...

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$400
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Manasota

Key Amenities

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

About this property

Welcome to Blueridge Bungalow!We are so honored to welcome you to our beloved home away from home. Our family treasures our time spent here in the beautiful city of North Port and we know you will too!What more could you ask for than a newly renovated home that provides you with the ultimate blend...

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$288
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Sunsets, Privacy, and Location...your own tropical base in Paradise. In the middle of Naples beaches, boating, restaurants, the newest shopping, yet removed in a gated tropical enclave. Open floor plan 3 bd. 3 ba. + den and lake lot on a cul-de-sac. Located in North Naples just steps or a short bike ride...

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$250
avg per night
New
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Enjoy a cozy home-away-from-home in this fully equipped villa near The Villages’ newest Eastport Town Square, offering restaurants, shops, and fun activities. Close to recreation centers and golf, this villa has everything you need for a relaxing and comfortable Florida getaway. Relax in the screened...

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$150
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Beautiful 2/2 with a short Cart ride to Spanish Sprimgs Town Squares. Newly Furnished & Decorated, comes with Golf Cart and everything else you need to enjoy your stay. Pet Friendly!.

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$120
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.6 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK/PRIVATE SLIP FOR BOAT/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment. 20 minutes from Sarasota/Bradenton Airport.Sit on the lanai and watch the boats, dolphins, manatees, pelicans, otters and other wildlife...

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$288
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condominium, second floor, corner unit, one king bed, 2 single bed, all equipped, washer dryer, stove, refrigerator, dish washer, A/C , Lanai, pool, BBQ area, tennis court, shuffle board, club house with pool table, library. WIFI, 2 TV, Cable. 5 minutes from beaches, restaurants, all you can ask for...

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Featured review

"Condo"

After showed available, was told it was not really available for month of February, so we were unable to stay. Very disappointed.

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$155
avg per night
Madeira Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 50 feet to walk right out to the beach

Key Amenities

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

About this property

Ocean Sands is located on 5.5 acres of beach front stretching over 700 feet along the Gulf of Mexico. Located at the intersection of Madeira Beach Causeway and Gulf Blvd., it is within easy access of all main thoroughfares and I-275. Our parents purchased the model condominium in Tower 2 at Ocean Sands...

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Featured review

"Ocean Sands 806"

We really enjoyed our stay at this condo. The unit was very clean and very cozy. I felt very at home here. The view from the balcony was spectacular and we loved viewing the sunsets evenings. The unit is...

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$251
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 35 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VACATION IN PARADISE!! Here’s your chance to lease an amazing luxury condominium! COME ENJOY GOLF, TENNIS and PICKLEBALL!!! Guard Gated Community! ASK ABOUT MULTI MONTH DISCOUNTS!!!!These condos offer a popular open concept floorplan and feature a bright, coastal theme for your new home in...

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Featured review

"Gated community"

Beautiful golf resort community! 2 years old and still in building phases .will be a very full busy community in 2 years.

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$146
avg per night
Fort Pierce Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to our piece of paradise. Our condo is located in Ocean Village in the Catamaran 2 cluster, 4th floor with elevator. We just completed a total renovation everything is new! It has a beautiful golf course view. Ocean Village is located in South Hutchinson Island, about 2 miles south of the...

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Featured review

"Very nice, updated condo."

The condo is very nice. It has been recently updated with a contemporary feel. It is fully equipped with everything you need. The view is awesome as well with awesome view of sunrise. We stayed 3 months,...

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$226
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Siesta beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your Sarasota adventure begins at this completely remodeled 2 bedroom / 2 bathroom condo. Spacious and serene in a park like setting. Centrally located only 6.5 miles from world famous Siesta Key beach. With a king bed and a twin trundle day bed guest will find comfort and relaxation in this quaint...

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$145
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Welcome to "Serenity on the Sea - This updated and beautifully appointed 2 bedroom/2 bathroom 8th floor condo sits directly amongst the sandy dunes on a long private stretch of secluded beach on the north end of gorgeous Hutchinson Island. If you’re looking to spend some quiet time dozing...

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Featured review

"Great owners/hosts…great unit"

Wonderful location…directly on the beach and great views from the 8th floor…well stocked kitchen and really enjoyed how the master shower was open and great mattress! Stayed for 2 months…book it when...

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$150
avg per night
Cape Coral Villa
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

If you are looking for an amazing vacation house with good location, close to amusement parks and a lot of recreational options, Villa Hidden Pearl is for you!Affordable Luxury for your vacation in Cape Coral!You can enjoy this wonderful home in South West Florida for a great price.Don`t...

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$354
avg per night
Davenport Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 15 miles to Disney

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Our holiday villa features 3 bedrooms,2 bathrooms and a south facing pool that is not overlooked. The lounge/dining area has a laminated wood floor and alarmed French windows leading to the pool. The breakfast bar is open to the kitchen area. The room has a cable television, DVD and CD players along with...

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Featured review

"enjoyable stay"

this property met our needs well. We have a small dog and the fenced yard made life so much easier. The appliances were old but all seemed operational. The pool heat went out but was repaired pretty quickly....

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$107
avg per night
Venice Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully updated 3 Bedroom, 2 Bath Villa located in the Augusta Villas of The Plantation in Venice. Only a few steps to the community pool & clubhouse, on a quiet cul-de-sac.Villa is bright & roomy. Recent updates include kitchen, flooring & all new bedroom furnishings. . Master...

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Featured review

"We love The Islander!"

One of our favorite Florida vacation spots. The Islander unit we rented, two bed/two bath has a beautiful view, gorgeous grounds, and a well-appointed unit. Thank you to the Wilson family for sharing...

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$142
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

Condo is available April 2026 for $6,000 and July 2026 available for $5,000 a month. December 2026 is available for $5,0000 a month . Price includes taxes.Beautiful updated condo in Sand Dollar Shores with views of the river and ocean. The condo is located very close to the pool and beach. ...

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$200
avg per night
New
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Beach views from kitchen through living room and master bedroom, 3 bedroom, 2 bathroom condo on beautiful Longboat Key. Second floor unit in 3 floor complex, easy access within complex and beach, walking distance to great dining. Complex complete with pool, beach chairs, barbeque grill and tennis / pickleball...

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$275
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$195
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly Remodeled Getaway – Near Beach & Airport • Freshly remodeled space • Brand-new king bed • 15 minutes from the airport • 8 minutes from the beachAmenities: • Pickleball courts • Large swimming pool • Tennis courts • Clubhouse for...

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$136
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • WiFi

About this property

Stunning "Arbor" floor plan with split bedroom design offering extra privacy if you plan on having guests/visitors. Jaw dropping view from this 3rd floor lovely home. Classically and thoughtfully decorated through out to provide you with superb comfort during your vacation stay. Bargain vacation...

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$193
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Brand new owners as of January 2025! Previous ratings for the past 5 years are 5.0 ratings (ask for link) MINIMUM 3 NIGHT STAY! Two parking spots available.Daytona Beach is waiting for you at this 2-bedroom condo. This adorable property features 1 king bed, 2 twin beds, 2 bathrooms with a shower...

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$179
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beachy furnished 2/1 home in historic Englewood. Great location, just 2 miles to Englewood Beach, 1 mile to Dearborn Street. Easy 5 minute walk to Lemon Bay Park with boat launch. Carefree Boat Club is also a short walk away.Newly remodeled kitchen and bath. All new appliances, cabinets, quartz...

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Featured review

"Hidden Gem in Englewood"

I had to relocate because of Ian and I saw this on Zillow and I called the owner and she was more than willing to rent to me for the 3 months that I needed as I was awaiting my home to be replaced. She's...

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$90
avg per night
Venice Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to We have three amazing options for local beaching

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VACATION RENTAL SOCIAL MEMBERSHIP TRANSFER ONLY Experience luxury resort living in this beautifully furnished 1st-floor Diangelo II floor plan, offering 2 bedrooms + den, 2 bathrooms, and a detached garage in the highly sought-after Wellen Park Golf & Country Club. This residence offers exceptional...

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$197
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This newly in 2017 built dream house with 4 bedrooms and 3 bathrooms is located in a quiet location in a cul-de-sac overlooking the Hibiscus golf course. Due to its central location, you can reach numerous restaurants and shops in just a few minutes. The spacious house has an air-conditioned living...

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Featured review

"January 2024"

We had a great time in Naples in January. The house was nice and clean and there was plenty of walking and bike riding in the area. We will stay there again!

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$309
avg per night
Largo Mobile home
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Newly remodeled mobile home located on own lot, NOT in a mobile home park. Great quiet neighborhood. located on cul-de-sac street. Completely furnished, dishes, washer / dryer, microwave, coffee pot, linens. Ceramic tile bath with step in shower. New wood and vinyl flooring through out home. Screened...

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Featured review

"Great place"

Great find. Wonderful Neighborhood. Comfortable, clean, had everything I needed. Already have it rented for next year.

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$58
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Pier Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to serenity in our meticulously furnished 2-bedroom, 2-bathroom condo located in the exclusive Falling Waters community. This upscale retreat promises a dream getaway with a perfect blend of comfort, privacy, and convenience. Key Features: • Unmatched Tranquility: Nestled in Falling Waters,...

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Featured review

"Wonderful Winter Stay"

We stayed at Falling Waters for 3 months last winter. It was exactly what we needed. We loved the resort style pool and the very large lanai. We appreciated the great communication (before and during our...

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$155
avg per night
Clearwater Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 0.8 miles to Clearwater Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy Clearwater Beach in this one bedroom,one bath 765 square feet unit on the ninth floor with spectacular wide open water views of Mandalay Bay. Unit has beautiful decor throughout. The master bedroom has a queen size bed and 32-inch flat screen tv. This location is perfect: private and quiet. Easy...

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Featured review

"Everything you need and beautiful view!"

You'll feel right at home the moment you walk in. Spectacular view of the intercoastal and the Gulf. This unit has eveything you need. Walking distance to groceries, beach, bike trails, pickleball courts....

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$119
avg per night
New
Key West House
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

All one level cottage no need to climb stairs. Reduced rate for the month of December. Located in the historic district of Key West this beautifully upgraded cottage is full of warmth, charm and island character. You will fall in love with the vaulted ceilings, soft cool coastal tones, kitchen with stainless...

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Featured review

"611 grinell #6"

Awesome totally renovated in a very desirerable neighbourhood . Will stay there again and again. Big pool and awesome restaurants close by azur cafe sole and mangiamangia all walking distance

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$217
avg per night
Punta Gorda Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to The Salty Ginger Hideaway!Escape to paradise in this beautifully furnished 2-bedroom, 2-bath waterfront condo—just minutes by boat to Charlotte Harbor! With space to comfortably sleep 8, this serene retreat offers the perfect blend of relaxation and convenience.Enjoy a sparkling...

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

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

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

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$117
avg per night
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

You and your family will feel right at home in this charming Big Pine Key home. The Owners have totally refurbished this 2 bedroom plus den, 2 bath property in 2020. Soft sea colors and coastal décor make this a totally comfortable home away from home.Large and spacious living room, kitchen and...

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$177
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

*** THE SAND DOLLAR POOL IS CLOSED DURING THE SEAWALL/POOL REPAIR - PLEASE CHECK FOR DETAILS AND DISCOUNT BEFORE BOOKING. ****** Enjoy your beach getaway at the popular Sand Dollar Condominium. Come relax with all the conveniences of home in our comfortable 2 bedroom (king & queen), 2 bath condo! Whether...

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Featured review

"Sand Dollar Condominiums 402"

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

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$199
avg per night
Sarasota Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Famous Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Whether you’re escaping winter or seeking a new sun‑filled home retreat, Granada Bungalow is waiting and is ideal for seasonal renters or families looking for a beautifully maintained home in a friendly, pet‑friendly neighborhood and highly rated Southside School District. It’s where timeless...

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$163
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to "Just Coasting" in Tidewater Beach Resort! We offer Free Beach Service which includes 2 chair and an umbrella! You will feel like you are on top of the water! Check out the breathtaking ocean views from the 28th Penthouse floor. Get ready for paradise at this stunning, beachfront...

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Featured review

"Vacation with a side of Fastpitch softball"

As grandparents, we follows our girl grands in their quest for softball. Never having stayed at a condo within a resort was a first but this was great! This condo was very clean, very comfortable and the...

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$161
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fully stocked, well situated end unit on first floor. New appliances, bamboo and tile flooring, two TVs and everything you need for a comfortable stay. Our primary bedroom has a king size bed and the guest room has two singles.If you enjoy swimming and/or sunbathing we have the largest resort style...

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Featured review

"Would rent again."

Great location in Naples. Good size condo with extra space inside for everyone. Hugh pool. Nice washer and dryer which we needed having stayed a month.

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$65
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

Key Amenities

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

About this property

*Calendar month rentals only*May-November (7-month lease) - $3000 per month plus utilities December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 prior for monthly rentals. Check the calendar for...

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Featured review

"We Keep Coming Back"

It's all about The Lily Patch on Palm Island in the village of Siesta Key!!! We've love it so much that we've signed up again for 2021 (Winter #3) and sent in a donation to the neighborhood HOA this time. Bring...

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$306
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to "Casa Siesta Dreams", a charming and well-located retreat in the heart of Cape Coral. Perfectly designed for relaxation, this home offers a peaceful sanctuary for couples, a vibrant space to enjoy sunset afternoons with friends, and spacious areas for family gatherings. Whether you're...

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$286
avg per night
Cape Coral Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool

About this property

Relax with morning coffee or evening cocktails on the extended lanai in this beautiful villa in the premiere community of Sandoval. The kitchen offers upgraded cabinets, a large pantry, and gorgeous granite counters with breakfast bar. The adjacent dining area, with tray ceiling and crown molding, easily...

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Featured review

"Perfect Getaway"

I stayed here in April. The location is perfect and the neighborhood has so many amenities. Even a water slide at the community pool if you’re feeling adventurous! Great for an adult getaway or with family....

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$133
avg per night
Largo House
Sleeps 7, 3 bedrooms, 1 bathroom

Distance to beach: 2 miles to Indian Rocks Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Tropical Tides Retreat is minutes from 3 of Florida's most Popular Beaches! Indian Rocks Beach; Belleair Beach: & World Famous Clearwater Beach. This Beach Town home is newly renovated waiting for you! Large kitchen, granite counters with new appliances & furniture throughout. Family friendly...

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$136
avg per night
Kissimmee House
Sleeps 18, 9 bedrooms, 6 bathrooms
6 reviews

Distance to park: 8 miles to Disney World

Key Amenities

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

About this property

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

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Featured review

"Great property!!"

What a great property! It was perfect for our family. Very spacious and clean. Definitely staying there again on our next stay in Florida.

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$421
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Cape Escape "OASIS" Villa is a new luxury Estate Villa in the desirable SE Cape area. This stunning villa boasts a beautiful open Great Room and split bedroom floor plan with upscale tropical furnishings and decor, plus separate Den/TV room. Best of all that coveted SOUTHERN facing pool/lanai!...

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Featured review

"The Perfect Escape"

This property was amazing! We were lucky enough to spend a wonderful week here! The home is very beautifully decorated with plenty of space to relax and unwind. The kitchen was stocked with everything...

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$307
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Distance to beach: 9 miles to Bonita Public Beach

Key Amenities

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

About this property

You are invited to stay at the "The Hidden Gem", a beautifully appointed home in the highly sought after golf community of Spring Run in Bonita Springs/Estero, Fl. Spring Run is a gated country club community within the award winning Brooks Community, in SW Florida, just North of Naples. It...

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Featured review

"Our 3rd year staying at this "Hidden Gem" !!!"

Our 3rd year staying at this "Hidden Gem" !!! Thank you our wonderful hosts, Christina and Kevin, for making it feel like home. A beautiful home with all the amenities needed and then some. The owners...

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$286
avg per night
Bonita Springs Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Barefoot Beach

Key Amenities

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

About this property

LOCATION LOCATION LOCATION! Enjoy this beautifully updated and remodeled (2024) condo in Bonita Springs/N. Naples for this upcoming April/May 2025 as well as the 2026 season (Jan, Feb, Mar, Apr) A quiet and friendly community, only 5-7 minute drive to the beach (Wiggins Pass or Barefoot Beach), and perfectly...

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Featured review

"Proud to have this as my winter home"

This location is at the heart of everything - happy hours, fine and casual dining, shopping, the beach, etc. And the pool is warm and welcoming. Shannon and Joe paid attention to every detail when they...

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$233
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A beautiful twin Villa 3 Bedroom 2 Bath 2 Car Garage attached at Reflection Lakes of Naples. This Villa is tastefully done with a relaxing view of the lake from back patio. Amenities include lanai overlooking the lake, heated swimming pool, community center, fitness center, billiards, game room, and...

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$189
avg per night
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

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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$174
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.