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Florida Snowbird Vacation Rentals

(3408 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 Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 12 miles to Ft myers beach,Sanibel,Captiva

Key Amenities

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

About this property

Garden villa, 2 pools on property ,rare end unit on ground level.Newly up graded with Behr Marque Glimmering Sun paint and new Walnut tone cork flooring from Spain which is echo friendly easy on the eyes& feet & super quite to walk on in master bedroom.Master has Simmons World Class Mattress Euro...

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Featured review

"Awesome Place!"

Beautiful golf community with nice walking trails. Would love to be able to visit Feb & March next year.

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$185
avg per night
Kissimmee Townhome
Sleeps 10, 5 bedrooms, 3 bathrooms
3 reviews

Distance to park: 6 miles to Disney,Seaworld

Key Amenities

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

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to the theme parks and other major attractions. Situated 6 miles from Disney World, 1 mile to Walmart and target. 8 miles to Seaworld and Convention center. Minutes...

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Featured review

"Comfortable place to stay....."

We stayed here while in Florida for my daughter's dance competition. It was so nice to come "home" after a long day of dance. I loved that the driveway was right up to the door. I also loved that it...

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$141
avg per night
North Port House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

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

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$170
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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$125
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from the living room and Master bedroom. Amazing views of Beach, Pool, Pond and downtown Sarasota.This is a very popular floorplan at Beachplace. You have spectacular views of the beach and...

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$402
avg per night

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Fort Myers Condo
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Beautiful Renovated spacious 2nd floor unit! The condo offers a 1 Queen size bed, 1 Queen size pullout sofa, and a well equipped kitchen. It offers cable tv, and super fast WIFI. Enjoy the evenings on the lanai watching the amazing Florida sunsets. The Residence has everything you need when it comes to...

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$133
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to White Marlin Beach

Key Amenities

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

About this property

*******Check us out on VRBO No. 2003434******** Please go to ....**To our guests** Nautilus Getaway has always been proud to utilize a contact-less check in process. We use CDC recommended standards for disinfecting in our all our cleaning protocols.As soon as you walk into this home you will...

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$350
avg per night
New Port Richey House
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Gulf Harbor Private Beach

Key Amenities

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

About this property

This free-standing single-family house has three bedrooms with queen beds and 3 full bathrooms with a bonus pull-out queen sleeper sofa bed in the living room that can be added. This is a fully furnished and newly remodeled coastal chic style rental property on the gulf waterfront in the Gulf Harbors...

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$140
avg per night
Satellite Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Luxurious Beachfront Condo has breathtaking views from the moment you walk into the foyer, through the open concept kitchen, into the living room as well as the master suite. Condo is furnished in Tommy Bahama furniture. Great room comforts include an oversized sofa with 2 chaise lounges, two leather...

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Featured review

"Very Nice"

Beautiful place. Great location. Nice yard. Had everything we needed. Would stay here again! Just be aware there are 23 stairs to get to bedrooms. Wasn’t a problem for us, but for some it may be.

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$199
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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$396
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Barracuda Bungalow in Big Pine Key! This quaint ground level home is reminiscent of old Florida Keys with some new and improved upgrades like the brand new inground pool and spa. If you’re looking for that laid-back island feel, in a nice quiet neighborhood where you can watch the key...

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$183
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heritage Landing Golf and Country Club! Beautiful Top Floor Condo with Incredible Sunsets! Stunning top floor unit with expansive golf course and preserve views. Enjoy beautiful sunsets as the sun sinks over Charlotte Harbor in the distance. Heritage Landing Golf and Country Club is a 2000 acre community...

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$135
avg per night
Kissimmee Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Hello, Our vacation home is located in a gated community with a large swimming pool, playground for the children, shuffle board, pool table and a workout room. It’s a duplex with its own separate driveway. There are three bedrooms and two full baths. The kitchen was just fully remodeled in 2022...

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Featured review

"Clean and quiet retreat"

Nice, clean, and has all of the amenities necessary! I have enjoyed my stay in this quiet and peaceful vacation rental. Beautiful view of pond right outside of screened lanai. The home was clean, and Randy...

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$100
avg per night
New
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

SUPER PET FRIENDLY – DECEMBER, JANUARY & MARCH 2026 STILL AVAILABLE!! Your Perfect Family Getaway Starts Here! Welcome to your ideal vacation rental in beautiful Ave Maria – the perfect escape for families, golf lovers, or anyone seeking resort-style comfort without the resort price tag....

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$150
avg per night
New
Dunedin Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

1/1 within Royal Stewart Arms 55+ community - centrally located Gencoe Bldg - on the top 3rd floor near a quiet elevator. Grab rails in bathroom with tub/shower. Fully furnished unit with large TV, linens, housewares. Service animals only. Retro unit that is a lot of fun to enjoy your winter holiday....

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$73
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lovely first floor condo in beautiful Heritage Palms. 2 BR 2 BA. Freshly painted and decorated with TV in living room and both bedrooms. Cable and internet included. There are 2-18 hole golf courses, tennis and pickleball courts, 9 swimming pools, practice range, activity center, fitness center....

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Featured review

"Heritage Palms"

Friendly people as well as staff and professionals. Great golf courses and club house as well as fitness center and practice facilities. Would highly recommend!

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$155
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within...

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$214
avg per night
Longboat Key House
Sleeps 7, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Charming Sarasota Retreat with pool and putting green in Gulf Gate Welcome to your perfect Sarasota getaway! Nestled in the desirable Gulf Gate neighborhood, 2921 Captiva Dr. offers a relaxing retreat just minutes from world-famous Siesta Key Beach. This beautifully appointed vacation rental features...

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$266
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Bahia Honda State Park

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your very own “Island Escape”! This beautiful home is located in one of Big Pine Key’s most favorable boating neighborhoods with quick ocean or gulf access for most any size boat. It’s only a few lots in from open water! The large 75’ concrete dock offers plenty...

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$250
avg per night
Jensen Beach Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Welcome to your perfect waterfront retreat! This beautifully furnished and appointed 2-bedroom, 2-bath vacation rental is located on 82 Aqua Ra in the highly sought-after Jensen Beach, right on the Indian River. Boasting direct ocean access, this home features a private dock equipped with an electric...

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$160
avg per night
Hutchinson Island House
Sleeps 6, 2 bedrooms, 1 bathroom

Distance to beach: 150 yards to our own

Key Amenities

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

About this property

Wonderful 2 bedroom vacation cottage located in a gated condominium community with a private beach, called holiday out on Hutchinson island in Jensen Beach Florida. You have the intercoastal on one side and the Atlantic ocean on the other. Full activity calendar if you choose to participate. Dances,...

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$58
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Live the Resort Life – Furnished Veranda Home with Full Golf Membership in The National at Ave Maria. Welcome to your next chapter in luxury living. This beautifully furnished Bromelia II Veranda floor plan is more than just a rental, it’s a chance to wake up every day in a resort-style paradise,...

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$210
avg per night
Punta Gorda Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Top-Floor Bromelia Veranda with Social Membership – Heritage Landing | Short- or Long-Term availability. Step into resort-style living with this beautifully appointed 2-bedroom plus den, 2-bath Veranda, featuring upgraded sliding glass doors that open to your front patio and a one-car garage. Perfectly...

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Featured review

"A beautiful brand new house with lovely furniture in the house and outdoors."

For golfers Heritage Landing is the perfect place to stay, the golf course is immaculate. We live in Switzerland and can recommend all our friends a stay at this great golf course.

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$149
avg per night
Ramrod Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Blue Tranquility will be the perfect destination to get some rest and relaxation for your next Florida Keys vacation. Located directly on the ocean side of South Pine channel, which offers wonderful sunrises and moon rises. Kick back and enjoy the balmy breezes on the serene screened in porch. The pool...

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$279
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.0 miles to Your Front Yard

Key Amenities

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

About this property

Enjoy the beautiful sandy beach via private access on North Hutchinson Island in your newly updated Seaward Atlantic View Beach Club in your 2 bedroom/2 bathroom condominium. Access the sandy beach of the Atlantic ocean from front of the building via private walkway and froggy wetlands of Indian River...

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$193
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Caddy's Corner! Pickleball, Golf, Tennis, Fitness Center & More! Resort Style Pool, Resistance Pool, & Heated Spa Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to the beautiful beaches of Anna Maria Island Fully stocked kitchen for all of your favorite...

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$199
avg per night
Ave Maria House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is the creme de la creme, when it comes to waterfront golf villas. Wake up to STUNNING sunrises every morning.... over magnificient water and golf course views, in your tastefully appointed, home away from home. Enjoy the expansive views from this designer-decorated, colors-of-the sea Veranda unit,...

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$186
avg per night
Venice House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Single Family home with a beautiful golf course view of the Bobcat course right where tee shots typically land. Vaulted Ceilings with open floor plan 2 bedroom, 2 baths with den, laundry room, and 2 car garage. 1,764 of living space which extends to 2,513 sqft with lanai. Seemless indoor-outdoor...

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$157
avg per night
New
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Key Amenities

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

About this property

Located in Panama City Beach, this terrific canal-front 2 bedroom townhome offers a fun retreat for guests. With a king bed, two queen beds, and a cozy living room, this property provides plenty of space for relaxation. The balcony upstairs and the backyard patio below both offer beautiful water views...

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$190
avg per night
Daytona Beach Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

OCEANFRONT REMODELED CONDO, perfect vacation spot; directly on Daytona Beach. Come and enjoy our 2BR/2BA condo; Family-friendly and just steps to relax on the beach or play in the ocean waves. The condo has a fully equipped large remodeled kitchen and comfortable living/dining area with access to an...

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$217
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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$137
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Marco Island Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Near the Ocean!! Screened back porch water view to enjoy beautiful sunsets! 2bed/2bath condo offers kitchen with lots of cabinet space with tile floor, laminate wood flooring in the living areas and carpet in the bedrooms. Washer and dryer included. One car garage and boat dock/lift behind apartment.Wireless...

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$75
avg per night
Flagler Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

An amazing feature of this one-of-a-kind " East Coast of Florida" property is a 1100 square foot PRIVATE patio where you can start your day with a Sunrise and end it with a Sunset! You will be within 100 yards from the beach!It is a 2 bedroom with 2 full baths. The second bedroom has a...

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$150
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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$105
avg per night
Fort Myers Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This is a Villa, outside Ft Myers, which was a model with 3 beds, 2 baths, 2 car garage and directly across the street from the Activities Building. It is one level living with an open floor plan. More importantly it is located in a newer secure gated community, named THE LINDSFORD PLAN. You cannot...

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Featured review

"Lindsford Villa"

The location is perfect - super close to the pool, gym, community center and all amenities. The villa is as pictured and is very well maintained. The owner has a binder with everything you need to know...

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$183
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Naples beach (close to downtown)

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful 3 BD condo is located in the Magnolia Falls area of the gated community of Falling Waters. This condo, on the 2nd floor, is great for viewing the beautiful lake from the lanai. The unit is an end unit providing additional privacy. The large 1573 sq ft. unit features a master bedroom...

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Featured review

"Great stay at Falling Waters"

We stayed here for the month of April. The condo is very comfortable, spacious, with a nice view of the pond with a fountain. The lanai was great, at the end of the day, to enjoy the view. The pool was...

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$147
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

This listing has a minimum 2-week occupancy. The condo is located on the 3rd floor in front of the elevator, it is very spacious and bright with vaulted ceilings and view of the golf course. Condo is a 6-minute drive from Fort Myers Beach and 1.5 miles from the bridge to Sanibel Island and Captiva. We...

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Featured review

"Lovely Condo"

Clean, lovely condo on the golf course. Great host communication and price point. Would recommend for those wanting to visit SWFL

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$110
avg per night
Ormond Beach House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Renovated Two bedroom In a duplex walking distance to the ocean and the intercoastal river way, perfectly located to all that Ormond Beach has to offer. Beautifully updated costal kitchen with breakfast nook. Large open floor plan including dinning area, living room with large screen TV. Each bedroom...

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

Key Amenities

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

About this property

PROPERTY IS BOOKED NOW through November 1, 2025 & DECEMBER 31, 2025 - APRIL 15, 2026 - All other dates are availableRelax and enjoy some time on the lanai overlooking the pristine lake. Custom lighting throughout. On-site property management: indoor & outdoor basketball/pickle-ball courts,...

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$136
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 3 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Single Family Home (Maria Model) with THREE BATHROOMS. Gorgeous views, 270 degree water views on 3 sides (front/side/back). One bedroom is locked off (owner's personal items). One bay of garage is open to use for storage, other has a vehicle parked in it. So, this is a 2+den, 3 bathrooms, 2000 sf...

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$215
avg per night
Longboat Key Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Situated on Longboat Key, this secured and gated 1st floor NEWLY RENOVATED condo boasts water views throughout, 2 spacious lanai, each with own walk-down steps to water and pool, across the street to private beach with cabanas, grills, restrooms, etc. Great room, fully equipped kitchen (including microwave,...

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$287
avg per night
Lauderdale-by-the-Sea Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy waterfront living at this prime location in “The Landings” community at Lauderdale-By-The-Sea.Comfortable, single level bungalow with modern interior design & furnishings.Floor plan includes 3 bedrooms (separated layout) with 2 bathrooms and kitchen with beautiful views...

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$574
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Beautiful beachfront unit on the 5th floor with lake view and partial Gulf. Beautifully appointed 3 bedroom, 2 bath unit with a real feel of home. King Bed in Master, Queen Bed in 2nd Bedroom and 2 twins in 3rd bedroom.RRR-00586.2023Come stay a month or more! The well-maintained and gorgeous...

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$397
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

Lovely, like new single-family house located in Maple Ridge with gorgeous lake views. This beautifully appointed fully furnished 3 bedroom, 2 bath has a fenced yard perfect for your family pet. Open kitchen, stainless steel appliances, beautiful countertop, open dining room and living room area makes...

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$93
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
Pensacola Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 0.5 miles to Lost Keys

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Luxury at Lost Keys Resort! Located in the gated community at Lost Key Golf & Beach Club, you'll enjoy access to all of the private amenities this club affords, including a private beach, a pool, a fitness center, golf course, & club restaurant. Our modern home is centrally located...

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$113
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Professionally decorated 3 bedroom Carolina model overlooking WESTERN SUNSET views of lakes, golf course and the gorgeous Town of Ave Maria. Enjoy sipping martinis on your screened in balcony. Accommodations include King in Master, 2 Twins in 2nd bedroom and Queen pullout in den/office. All rooms have...

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$210
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The modern furnished villa with 2.000 ft² has 3 bedrooms and 2 bathrooms. Each bedroom has a flat-screen TV. In the spacious living and dining area you can find a place to relax on the couch. The large LED TV in the living room is connected to the Internet and also has a German program.Meals...

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Featured review

"Phantastic villa"

The villa is eccellent clean, a lot place and the equipment ist nearly perfect. Everything is there, you will miss nothing!!!

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$263
avg per night
Davenport House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Kick your shoes off and relax at this amazing resort home which features a pool/spa, no rear neighbors and access to resort amenities at no extra cost (except golf). Championsgate is perfectly located in Orlando -it is 35 minutes away from the Parks, has a great shopping node a couple of minutes away...

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$200
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Large 3 bedroom/2.5 bathroom condo, fully tiled, high ceilings with a screened balcony facing the pool. It's less than a 2-minute walk to the Gulf of Mexico - so close that you can hear the waves on the wide beach when the sliding glass doors are open. Just outside the screened balcony, there is...

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$351
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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.