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Florida Snowbird Vacation Rentals

(3407 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.

Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

About this property

FACING A NATURAL PRESERVE.... TOTALLY QUITE .... EASY TO LIVE THERE

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$200
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
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
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Yacht Club Public Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wow! Don’t miss the breathtaking views from this meticulously maintained open concept 1st floor direct Gulf Access 2 bedroom 2 bath end unit condo. Rare find in SE Cape Coral. Enjoy a canal water view from your living room and master suite or step out the front door for a short walk or bike ride...

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$169
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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$2,376
avg per night

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Palm Harbor Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 5 miles to Honeymoon Island

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Furnished Resort Condo-Play, Relax and Live PGA Style. Experience resort living at Innisbrook Golf and Spa Resort, the prestigious host of the PGA Valspar Championship. This fully furnished 1 bedroom, 1 bathroom condo on the 2nd floor features a stylish renovation with stainless steel appliances, granite...

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Featured review

"A Delightful Find"

My experience renting this lovely condo situated within the gated community of the New Atlantis Club in Largo FL was a very positive one. And thankfully it was, b/c my rental agreement was for 3+ months....

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

JANUARY AND APRIL OF 2026 IS STILL AVAILABLE FOR SEASON! You will not believe the incredible views from this GORGEOUS property. They are jaw-droppingly gorgeous. Beautifully decorated interior designed for your vacation comfort. Stunning Bromelia model features 2 bedrooms + den, 2 bathrooms and Front/back...

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$210
avg per night
Titusville Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Beautifully decorated 2 Bedroom/2 Bath ground floor Condo with screened Patio in lovely La Cita Golf environment. Condo situated next to Pool. Clubhouse serving meals walking distance. US 1 in Titusville runs along Indian River. River Tours available Titusville is hidden gem (not congested) near...

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Featured review

"Awesome little treasure"

It was the perfect size for two vacationers. We are older, and appreciated how nice and quiet it was. On top of that, the condo rental backed up to the pool and barbecue area, literally steps away. Clean...

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$83
avg per night
Vero Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 30 feet to Vero Beach

Key Amenities

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

About this property

Large main floor three bedroom condo with large terrace.

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$210
avg per night
Port Charlotte House
Sleeps 6, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Beautiful 4 bedroom 2 car garage pool home with 2 car garage. Lot’s of room to stretch out here with 1942 square feet of living area. The home has a Living room and Great room, spacious Kitchen that allows more than one cook! Owner’s Suite is spacious and has a walk in closet. Tile throughout...

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$212
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

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

About this property

NEWLY LISTED! Cozy beach front condo with million dollar view and vibrant and cozy decor. Property in The Summit - 1 bedroom plus bunk area, 1 bathroom and half bathroom, direct beachfront condo. Enjoy priceless views from the large balcony during your stay. Welcome to your home away from home! FREE...

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Featured review

"Cute & Clean"

Condo was nicely decorated. Very clean. Owner was quick to respond to maintenance issue of leaking sink but no one showed up to fix it during our stay. I still would recommend this unit however.

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$287
avg per night
New
Ave Maria Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Single Family Home (Maria Model) with THREE BATHROOMS. Gorgeous views from all around front/side/back. One bedroom is locked off (owner's personal items). Parking is driveway only. Garage is open to use for storage but has vehicles parked in it. So, this is a 2+den, 3 bathrooms, 2000 sf of living...

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$250
avg per night
Siesta Key Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to paradise in this updated 2 bedroom/2 bath villa at Polynesian Gardens on Siesta Key! Featuring an updated kitchen, tile floors and washer/dryer in unit. Enjoy three TVs and a private patio accessible from the master bedroom. Relax by the community pool and stay connected with WIFI. Beach access...

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$234
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

PECK PLAZA - Perfect vacation spot for your family! Why stay in a hotel when your family can have all the comforts of home in a spacious and secure 10th floor, 2/2 condo... with calming ocean and river views. Wake up to sunrise over the ocean and breakfast on your private balcony - much more relaxing...

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Featured review

"Nice"

We had a great time. The unit was lovely and well stocked. If we come back, we will definitely stay here again.

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$213
avg per night
North Port House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Brand new 3 bedroom, 2 bath, 2 car garage home with a heated saltwater pool/spa is available for Season Rental. This stunning beauty is adorned with luxury feature and finishes throughout. Gracious, open floor plan that has a view from every room to delight the senses, blending modern conveniences with...

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Featured review

"Thanks. It was great!"

This is a very nice place to stay and relax. Very nice owners. Safe and well maintained property. Inside and outside. Caught a few fish in the creek behind the property. Enjoyed a few beers next to the...

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$178
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Bahia Honda

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Paradise Palms! This amazing 3 bedroom home on Cudjoe Key is perfect for your next Florida Keys vacation! Tropical landscaping surrounds an inground pool that overlooks a beautiful canal...everything you could want and more! There is also large concrete dock for your boat, quick easy ocean...

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Featured review

"Excellent location & Super clean Home"

My family and I stayed for the month of June 2022 and this was the first time we had visited Cudjoe Key. The house was beautiful and VERY clean. The kitchen was well equipped with everything you needed...

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$290
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Just minutes from the bridge to Fort Myers Beach in one direction and the Sanibel Causeway in the other, you'll find the active gated community of Cinnamon Cove - a delightful enclave of condos, villas and terraced homes in the heart of South Fort Myers. Within easy distance of restaurants, retail...

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$147
avg per night
Daytona Beach Condo
Sleeps 6, 1 bedroom, 1 bathroom
8 reviews

Key Amenities

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

About this property

This Oceanfront Breathtaking Luxury is Located In Daytona's Most Sought After Complex On The World's Most Famous Beach In The No Drive Zone. Featuring phenomenal panoramic ocean views. Enjoy All The Resort Amenities Including 2 Full-Size Outdoor Pools, A Kiddie Pool Area & 2 Indoor Pools,...

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Featured review

"best place we've ever stayed"

We have been coming to Daytona Beach for 5 years and this is the best place we've ever stayed. Very clean, loved the kitchen, pool, and location. We will be back next year.

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$173
avg per night
Destin Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
21 reviews

Key Amenities

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

About this property

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

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Featured review

"Family vacation"

This place was awesome had everything it was like being at home pool and condo were super clean and a private beach mark was very helpful and knowledgeable

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$176
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome To This Daytona Beach Vacation Retreat!! Peck Plaza 11NW Come enjoy the newly remodeled 2/2 condo; delightful coastal decor, fully equipped for your family to relax and play at the World's Most Famous Beach. The spacious condo has a comfortable living area with flat screen TV and high...

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Featured review

"Relax in Paradise"

Peck Plaza is a great condo to stay. Great location on the beach. Great deck to sit out on for a late evening after a lazy day at the beach. The condo was furnished and equipped with anything you needed....

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$207
avg per night
Venice Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Pool and Beach – Families welcome - Enjoy Shark Teeth Hunting - WiFiYour vacation begins – NOW!Welcome to your 5 star vacation experience in South Venice - we love hosting and we love it clean and organized.You will immediately feel the inviting atmosphere as soon as you step in....

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Featured review

"We'll visit again!"

Lovely decorated and tastefully furnished vacation home. Clean and well organized. Close to many attractions.

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$189
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Witness the most beautiful tropical surroundings and the best sunsets Florida can offer! Enjoy our large, 10th floor, panoramic view lanai and watch the manatees and dolphins swim by.A few steps away and you will experience the most beautiful white sandy beaches with plenty of shells to collect....

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Featured review

"A perfect beachfront condo in every respect..... a slice of Heaven on Earth!"

Fabulous location on the beach. This beautiful, fully equipped 10th floor condo offers stunning views of sunrise over the bay and sunsets, enjoyed from the huge balcony, on the Gulf. The lovely beach...

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$320
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Special Summer Rate!! Welcome to your luxurious waterfront oasis on the scenic Myakka River! This newly remodeled 3 bedroom, 2 bathroom home is a masterpiece designed by a professional decorator, offering you the ultimate blend of style, comfort and relaxation.As you step inside, you will be captivated...

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$263
avg per night
Englewood Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village."WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board...

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Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to...

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$98
avg per night
Naples Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Gated community in North Naples. Walking distance to Seed to Table, 15 minute drive from the beach, and Mercato. 3 bedroom, office, 2 bathroom condo in Naples. Sleeps 6 (King, 2 Queen, Bunk- Single over Full). Amenities included: central air, central heat, dishwasher, two pools (one on the street and...

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$204
avg per night
Citrus Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 23 miles to Fort Island Beach, Crystal River Fl

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Our property is a beautiful 2 Bedroom, 2 Bath, with a 2 Car garage. This Single Family Home can accommodate (4) + 1 additional person with an airbed or roll away. Clean Conformable and Fully furnished, Please inform us should you have any special request and we will do our best to fulfil them.Located...

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Featured review

"Quiet and clean"

This is a nice quiet location. The owner bent over backwards for us. Very nice owner. Clean house and very comfortable. I would highly recommend it.

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$114
avg per night
Naples Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
9 reviews

Key Amenities

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

About this property

Prime location in North Naples – 12 minutes to Vanderbilt Beach, exclusive Mercato shopping/dining/entertainment area; 5 minutes to brand new Founders Square shops and close to I-75 and many top-rated golf courses. Enjoy ground floor living and all Naples has to offer in this brand-new, bright,...

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Featured review

"Great Condo Rental in Naples!"

This 3 bedroom condo in Naples was perfect for our month long stay in Naples, Florida! The location was great and fit all of our needs. We needed to work while we were there and worked out perfectly for...

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$252
avg per night
New
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Nestled in desirable south Fort Myers you'll find Sail Harbor - a private, gated community of town homes, just minutes from our beautiful Gulf beaches, the popular vacation islands of Sanibel and Captiva, and the shores of the Caloosahatchee River. As you enter the gates you'll be welcomed by...

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$148
avg per night
Summerland Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

On vacation but right at home in this newly remodeled two-bedroom, two-bathroom canal front home! Your boat will also feel at home on the 30’ dock. Relax on the open porch overlooking the canal or in your spacious, bright and airy living room. NEW HEATED and CHILLED POOL completed by 2.28.26Cook...

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$227
avg per night
Hutchinson Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

2 BR, 2 bath oceanfront condo –unobstructed view of Atlantic Ocean from the condo balcony with fabulous sunrises over the ocean and breathtaking sunsets over the inter coastal waterway from the entry walkway.Condo complex - Ocean Harbour North -~ 10 mi south of Vero Beach and 7 mi north of Ft....

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Featured review

"Great property and attentive owners"

I will be back for another stay here. The location is perfect, the condo is perfect, and the wonderful folks who own it provide everything you need to have a memorable vacation.

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$132
avg per night
Fort Myers Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a comfortable, relaxing townhouse condo that sleeps 4. Full bathroom on the second floor, half bathroom on the first, all utilities and taxes are included in the price as are all necessities. Location is the real plus of this unit. It is near all malls, restaurants, beaches, and golf. Washer...

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Featured review

"Chaming condo near Fort Myers Beach"

Nice area near Fort Myers beach Sanibel Island and area golf courses. Enjoyed the pool area and the condo had everything that we needed. The owners helped with anything we needed. Thanks

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$129
avg per night
Palm Coast House
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

***SPECIAL RATE*** 20% off one month. Feb 8th through March 8th, 2026 is available!!! A perfect winter getaway. Please contact us soon. This won’t last! (Min 30 day rental is required)Relax with the whole family at this peaceful beachside home in gated community. Spacious newly renovated...

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Featured review

"Wonderful winter vaca in palm coast"

We spent 6 weeks this past winter in Palm Coast in the Seagate Community staying at a wonderful house - 1 Bedford Drive It was our first time in Palm coast after over 40 years of snow birding in South...

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$229
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to Vanderbilt & Delnor-Wiggins Pass

Key Amenities

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

About this property

Beautifully remodeled privately owned home with brand new heated salt-water pool. We are beyond grateful not to have suffered any damage in the hurricanes. Located in beautiful, quiet Naples Park, and 1 mile to our beautiful sandy beaches at Delnor-Wiggins State Park and Vanderbilt beach.Fully furnished...

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Featured review

"I would go back every year to this house if I could!!!"

We have stayed in Naples for 9 winters and this year was our favorite. Not only was Suraya, the owner extremely pleasant and easy to deal with, the house location, and beautifully decorated home was everything...

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$373
avg per night
Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 600 feet to Cape San Blas

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heron's Hideaway is right in the center of the desirable North Cape gulf front community of Barrier Dunes. A short 2 minute walk to the beautiful white sand beach and next to one of the pools and tennis courts. Our home has a spacious living room with a 65” TV featuring built in Roku for streaming...

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Featured review

"Fall Getaway"

Cape San Blas is a beautiful place to stay especially in the Fall. The beach is not crowded. The condo we stayed in was very nicely furnished and had everything we needed.

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$295
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

The Condo Bay side water views; 2nd floorPrimary: King BedPrimary bath: tub/shower comboGuest: 2 twins/convert to KingGuest bath: tub/shower comboLiving Room: Sleeper Sofa

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Dunedin Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 4 miles to Clearwater Beach

Key Amenities

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

About this property

Beautiful and charming 1 bedroom, 1 bath cottage located in sunny, salty, coastal town of Dunedin. This place is truly special. Updated throughout, enjoy the benefits this home and location! Find peace outdoors on the travertine decking with lush vegetation to provide plenty of privacy. Walk down...

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$80
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

As your enter the front door, you are welcomed to a spacious, bright, open area. The living room invites you to a cozy lounge space, which directs you to sliding glass doors leading to the Lanai and the serene pool.The wonderful over-sized Lanai surrounded with gorgeous pot plants is the main feature...

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Featured review

"Everything you need and more"

We have stayed in many homes in Rotonda and this was definitely one of our favorites. It had everything we could have wanted and more. The pool area was excellent and the pool was kept spotless. Kitchen...

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$125
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to this pristine beach condo, featuring direct oceanfront views from every room. A perfect seaside getaway for beach-loving families. The condo offers 2 bedroom 2 bath, fully equipped kitchen, spacious living room ,dining area, all modern coastal decor. Balcony overlooks the beachfront pool....

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Featured review

"Peck plaza condo"

The view was amazing from both bedrooms. The condo was very clean and well supplied. I would recommend this place to anyone interested in visiting. The staff was incredibly friendly and helpful!

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$217
avg per night
Spring Hill House
Sleeps 7, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to our charming three-bedroom, two-bathroom home, which comfortably sleeps seven guests. Enjoy the luxury of a private heated pool, BBQ, and outdoor seating, . The master suite boasts its own entrance with a view of the pool.Start your mornings right with a cup of joe from our fully equipped...

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Featured review

"Lots of space, ambiance, and awesome host!"

Jess accommodated our short-term request; she is kind, generous, and very responsive! The house and yard were spacious and perfect for us and our four-legged child. The pool was great! The floats and toys...

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$160
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Serene lake and garden setting with access to pools, tennis, pickleball, bocce and gym. 27 hole Cape Royal golf course next door! Relax in this spacious, exquisitely furnished end unit condo. Ground floor access - no stairs to climb! Secure and professionally managed gated community in the beautiful...

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Featured review

"A Great Location & Condo For A Winter Getaway!"

We have been "snowbirding" in Florida for a number of years and Cape Coral is our location of choice. The climate is great; there is lots to do and see in Cape Coral/SW Florida; golf is plentiful; there...

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$149
avg per night
Siesta Key House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to your Siesta Key haven! This fully renovated 3-bedroom, 2-bath home, a mile from the world-famous beach, offers a perfect blend of comfort and convenience. Enjoy a modern open floor plan, a fully equipped kitchen, and a private pool in a fenced backyard. With comfortable sleeping arrangements...

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$299
avg per night
Siesta Key Condo
Sleeps 3, 1 bedroom, 1 bathroom
12 reviews

Distance to beach: 0.5 miles to Siesta Key Main Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Sweet and spacious one bedroom condo in a Siesta Key Luxury Resort Building - Harbor Towers Yacht & Racquet Club. Great view of the historic waterfall in front of building, Palm Trees and Blue Skies and Great Sun Sets. 2 Pools (1 for kids), Fitness Room, , 3 lighted Tennis courts, boat marina, gazebo,...

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Featured review

"Another wonderful holiday on Siesta Key!"

Thank you again, Barbara and Angelo, for providing your vacation home for our annual trip to Siesta Key. November is our favorite month there, with perfect temperatures and a tranquil setting. The property...

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$159
avg per night
Palm Harbor Bungalow
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Brand new Listing with Brand new mattress,luxurious sheets and towels.Immaculate and beautifully designed home,in family friendly,pet friendly neighborhood with gated community.Come enjoy the POOL,Basketball,Tennis,Pickleball,Picnic and Play areas ,Luxurious mattresses and linens,help you relax and enjoy.Designated...

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New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Ami Sanibella is the perfect home for guests seeking a modern upscale residence with a large outdoor pool area for fun in the sun. Situated close to the ever popular Tarpon Point Marina in Cape Coral, the home was completely renovated from top to bottom in 2023 + all new furniture so this feels...

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$326
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Peck Plaza is the ultimate vacation condominium, directly on the beach and close to all of the excitement that Daytona Beach has to offer. Building amenities include swimming pool, hot tub, kiddie pool, shuffleboard, corn hole, tennis court, basketball/handball court, activity rooms for pool and table...

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$228
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
Alva Villa
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Newer, furnished with high end furnishings. This beautiful one level 2 bedroom+den, 2 bathroom villa is peaceful, water views. 30 day lease minimum. 4 month minimum for winter months. No pets.Looking for a 4 month lease during winter season.Golf Membership is transferable with a fee.$2,000...

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$147
avg per night
Naples House
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

One Bedroom, one Bath, Laundry, Kitchen Seating in Garden Facing Lake Parking for 2 vehicles Includes all utilities and WiFi Club House - Two Pools - Tennis - Pickle Ball Courts Horse Shoes, Shuffle Board

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$90
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to Botanika at Bonita Fairways! Be the first to experience this brand new 2-bedroom, 2-bath luxury condo. This beautifully designed condo offers luxe accommodations, comfort and relaxation. Within a 10 minute drive, you will find pristine beaches, the Promenade Shopping Mall, Bonita Bay Country...

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$107
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

DIRECT OCEANFRONT | 2 KING BEDS | GATED & SECURE | ALL UTILITIES INCLUDED Atlantis III · Jensen Beach · Hutchinson Island 10200 S Ocean Dr, Apt 503 · Jensen Beach, FL 34957 Available starting May 1, 2026 (currently rented through April 30, 2026)Your Oceanfront SanctuaryWelcome...

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$138
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.