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Florida Snowbird Vacation Rentals

(3346 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.

Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 0.0 miles to daytona beach beach

Key Amenities

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

About this property

This oceanfront unit has a 40-foot balcony that extends the length of the apartment across the two in-suite bedrooms and living room allowing for fabulous views of the ocean from the two bedrooms and the living room. Large floor-to-ceiling sliding glass doors give the balcony accessibility from two bedrooms...

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Featured review

"Unbelievable Stay"

There are no words to adequately describe how fabulous our stay was at this condo! Amy and Shane were totally committed to ensuring everything was well above expectations! After just 1/2 day we knew we’d...

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$221
avg per night
North Port House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A new pool added! 3 bedrooms, 2 bath, waterfront home located on saltwater canal in North Port. Relax in the Florida room and enjoy the beautiful view of the backyard, canal, and the water. Updated house with new kitchen. Home is in a quiet neighborhood with plenty of parking spaces. Gas grill, outside...

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

You will enjoy easy access to everything from this centrally located condo off McGregor Blvd in Fort MyersSo many things make this unit special, notably, that it is a first floor unit located directly across the street from the clubhouse. It could not be more convenient. The pool, hot tub, grills...

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Featured review

"Wonderful Vacation rental"

The property exceeded our expectations in every way. Everything was immaculate. The condo was very spacious, open, comfortable and inviting. Our favorite spot in the unit was the lanai. Great place to...

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$113
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Luxury 3 bedroom, 3 bathroom home on an over-size corner plot right on the golf course. 15 five-star reviews on VRBO, this account I've just transferred to Florida rentals. 3 samples of the reviews are quoted.Enjoy a quiet sun-downer on the large patio with swimming pool and Spa ,sun-loungers,...

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Featured review

"Beautiful, private home in paradise!"

We rented this spectacular home in March of 2019 and again in March of 2021. We have rented other homes in Lely Resort, but nothing compares to this one. The location is perfect--close to the amazing...

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$330
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Less than 200 feet and you are standing on the sugar white beach at the edge of the turquoise blue water of the Gulf of Mexico. Whether you're walking, running or biking along the 5 mile paved trail, direcly in front of Majestic Sun, or just sitting on the balcony watching the dolphins at play in...

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Featured review

"Great place with Best view."

The pictures don't do it justice. Place is great and so is the host. Very accommodating. Would highly recommend.

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$250
avg per night

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Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome To Babcock National Golf & Country Club ~ Welcome to Paradise!This 1st Floor Terrace Condo offers guests 2 Bedrooms & 2 Bathrooms, with beautiful Modern Luxury Decor throughout. With over 1154 square feet of living space and Million Dollar views of Lake Babcock, you'll love catching...

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$68
avg per night
Panama City Beach Condo
Sleeps 12, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Last-minute discount: May 26-31 June 13-17 June 26-July 2 July 6-12Dreaming of a 2026 beach getaway?Now Booking 2026 late Summer/fall Stays!Ready to turn your beach dreams into reality?This penthouse condo at Grand Panama Beach Resort is the perfect spot for your next family vacation...

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Featured review

"A Little Piece of Heaven"

The penthouse was beautiful and very spacious. We loved the beach themed decor. Our host was wonderful and very accommodating. She went above and beyond to make our check-in and check-out run smoothly....

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$721
avg per night
Special Offer
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
57 reviews

Key Amenities

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

About this property

By booking our condo directly with the owner (me) you will save all of the fees associated now with booking through the giants like VRBO and Trip Advisor!Emerald Isle is on the quiet west end of Panama City Beach about 1.5 miles from Pier Park, and near Frank Brown Park. From your reserved and covered...

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Featured review

"Wonderful view!"

Beautiful, clear water views from our large condo balcony. We were privileged to see dolphins and manatees. The condominium was well appointed and beds very comfortable. We also enjoyed the area, including...

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$289
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...

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Featured review

"Beautiful Home Beautiful Pool"

This home is only blocks from Vanderbilt Beach and minutes from Bonita Springs. The home and yard are beautifully decorated and kept. The heated pool is amazing to have for morning or evening swims. The...

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$212
avg per night
Fort Myers House
Sleeps 11, 4 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 6 miles to Ft. Myers Beach

Key Amenities

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

About this property

Beautiful single family home in always sunny Fort Myers! Conveniently located 5 miles from Fort Myers Beach and Sanibel Island, 25 minutes from Fort Myers airport and within minutes to grocery, pharmacy and Lee health hospital. This beautiful, four bedroom, two bathroom home has its own swimming...

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Featured review

"Little bit of paradise"

We stayed here and loved every minute. We ate breakfast everyday on the covered lanai with beautiful Lakeview. So relaxing. Owners were so responsive to questions. Home is clean with upscale amenities...

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$300
avg per night
Hallandale Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

*Available July 18 to November 30 2026* Beautiful 3 bedroom Direct Ocean beach condo, books quickly and often so don't wait. Upgraded kitchen with quartz countertops and lots of cabinets, new wine/coffee bar added, new dishwasher, 2 refrigerators, new sectional couch and 85 in TV. Wood flooring,...

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$265
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
25 reviews

Key Amenities

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

About this property

Free beach service included – enjoy two padded lounge chairs and an umbrella (seasonal)This beautifully updated Sunbird condo offers Gulf-front views, pools, direct beach access, and unbeatable proximity to Pineapple Willy’s — making it the perfect getaway for couples, families,...

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$230
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
58 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Fantastic one bedroom get-a-way! Tastefully decorated with all the comforts of home such as a Well Appointed Kitchen, Smart TV, and High Speed WiFi to not only make your vacation a comfortable one, but a memorable one as well. Everything you need in this elegant retreat! Don't delay! Reserve your...

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$193
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Please scroll down to our website link to check availability and instant booking!***SUMMER SPECIALS!!!** 15% off 30+ day booking **10% off 10+ day booking *** 20% OFF 3-6 Month stays too!!! (Must book before April 1st-Discounts apply for bookings between June 1st through October 31st 2025-Seasonal...

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Wilbur-by-the-Sea House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

SOUGHT AFTER WILBUR-BY-THE SEA THIS 3/2 PRIVATE HOME SITS BETWEEN DAYTONA BEACH SHORES AND PONCE INLET. FULLY FURNISHED INSIDE & OUT - JUST BRING YOUR CLOTHES! OUTDOOR LIVING FRONT DECK, AND BACK (PATIO with HOT/COLD WATER OUTDOOR SHOWER), GAS GRILL and dining set. fenced in backyard for pets. 2...

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Featured review

"Loved Wilbur-by-the Sea"

Melanie, the owner, was fantastic. She made sure we had everything we needed to have a pleasant stay. Location is amazing - 2 blocks from the beach! Neighborhood family friendly. The place is spacious,...

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$129
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Naples Pier and Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Gorgeous hotel style suites. Penthouse, corner suite. This condo is suitable for one couple or a single person. You wont be disappointed. Best King size mattresses you'll ever sleep on. It's like sleeping on a cloud... What are you waiting for... contact us or book. It won't last! 2...

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Featured review

"Wonderful Rental Condo In Naples, Florida"

Positano Place is a gated, safe and quiet community. The condo has two spacious bedrooms with new mattresses that ensure a restful sleep. The furnishings are very comfortable. Two spacious bathrooms. The...

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$195
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Waterfront Pool HouseSummary: Nestled on the picturesque Marco Island, this charming waterfront home offers the perfect blend of luxury, comfort, and relaxation. With breathtaking views of the sparkling waters, you’ll experience the best of Marco Island from the moment you arrive. Walking distance...

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$450
avg per night
Special Offer
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Owners also own three other 2 BR condos (1204E and 1804E and 1904E) in this complex. . Tony and Elizabeth Hobbs have earned over 300 5-STAR REVIEWS across multiple platforms, 1 4-STAR REVIEW and none lower. That speaks volumes. This incredible 11th floor unit is direct beach front with large balcony...

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$412
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$1,414
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Forget your worries in this spacious and serene space. This gorgeous luxury home features 3 bedrooms/2 bathrooms and will comfortably sleep 6. The pool area is perfect for relaxing while looking over the peaceful freshwater canal. The triple pocketing sliding doors open completely to the southeast-facing...

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Featured review

"Perfect, better than expected!"

Thank you so much for allowing our family to stay at your home for our vacation. It was beautiful, clean and well kept, better than we ever expected, and the extra amenities were nice! Our kids enjoyed...

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$260
avg per night
Rotonda West Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
14 reviews

Distance to beach: 5 miles to Englewood Lemon Bay

Key Amenities

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

About this property

Heron's Way is perfect spot for relaxing holiday, yet close to the best beaches, golf courses, nature trails and shopping malls in the South West. It is situated in a tree lined road, on a freshwater canal which attracts an abundance of wildlife. Minimum of passing traffic, just the sound of birdlife...

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Featured review

"Another Wonderful Stay!"

Another Wonderful Stay!Just returned from a fantastic 2-week stay at this beautiful Florida villa—our third time visiting, and it never disappoints! The villa was spotless and extremely comfortable,...

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$186
avg per night
Delray Beach House
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

East Down Town Delray Beach Fl. Beautiful total renovation. All new 2 br 1 bath clean and bright. . Walk to everything, 5 short blocks to the beach and Atlantic Ave, the heart of the action & also private parking avl to tenants a block from Johnie Browns the absolute middle of the hot spots on Atlantic...

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Featured review

"Beautiful & Clean Place to Stay!!! CLOSE to the BEACH"

I lived in this house from June 2022 until November of 2022 and the stay was fantastic! It's a beautiful property just north of downtown (walking distance to Atlantic Ave and other stores around like Publix),...

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$73
avg per night
New
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Emerald Isle Resort Unit 405 ***This unit comes with FREE Beach Service that includes 2 beach chairs and 1 umbrella March-October!***This unit is under new management so do not let the lack of reviews keep you from booking. We are a local management company here in PCB and are often commended on...

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$281
avg per night
Marathon House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Sombrero Beach

Key Amenities

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

About this property

A fisherman's delight! This perfectly located 2 bedroom house with a large loft is a perfect place to bring your family or friends for a great Keys experience. It has a 40' dock with access just yards away from the Atlantic ocean and the 7 mile bridge. The property has a large swim spa, ice...

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Featured review

"Central Location"

Great location to visit both upper and lower keys. Well stocked kitchen and we enjoyed the large deck and swim spa.

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$250
avg per night
Summerland Key House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

INGROUND HEATED AND CHILLED POOL TO COME IN NOVEMBER!! Daydreamin’ blue in the super-desirable Summerland Cove neighborhood! There is plenty of room for family and friends here, with four bedrooms and a huge open concept kitchen and living room, you won’t ever feel crowded. Additionally, a...

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$400
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples

Key Amenities

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

About this property

This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2, chaise...

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Marco Island Condo
Sleeps 4, 2 bedrooms, 3 bathrooms

Distance to beach: 1 miles to South Beach

Key Amenities

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

About this property

Escape to Marco Island in this updated 2-bedroom, 3-bathroom townhouse-style bright beautiful renovated condo. Located on the desirable south end, just steps from South Beach, this 1,075 sq. ft. two-story condo is part of Huron Cove, a quiet 10-unit community with a heated pool, boat docks, and canal...

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$209
avg per night
Indian Rocks Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Don`t miss the views from your large balcony overlooking the sparkling waters of the Gulf.Updated unit in Indian Rocks Beach, offers the best the beach has to offer. New kitchen and bathrooms. You don't want to miss this one. Close to restaurants, bars, and shopping. Easy access to 688 and...

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$393
avg per night
Punta Gorda Condo
Sleeps 6, 0 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Become a member and enjoy FULL access to ALL Heritage Landing amenities—GOLF, POOL, SPA, and RESTAURANT—all from the comfort of your 1st-floor, no-steps Veranda home.This fully furnished 2-bedroom + office/den (2 full baths) comes with your own 1-car garage and a view golfers dream about:...

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$90
avg per night
Davenport Villa
Sleeps 12, 5 bedrooms, 7 bathrooms
4 reviews

Distance to park: 6 miles to Margaritaville Resort

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to our amazing 5 Bed, 7 bath Villa with heated Pool, Hot Tub and Games Room Enjoy many lazy days on the Private screened Pool Area with large Gas Grill. Each Bedroom has it's own full bath, and smart TV. This home is well furnished with all the necessary amenities to make your family’s...

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Featured review

"The Perfect home and Host"

House is as the pictures and is clean/tidy throughout The beds are very comfortable. We stayed here from 30th August to 24th September 2025 without any problems whatsoever The owner is always helpful...

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$226
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...

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$667
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Paradise Palm, a home away from home that encourages outdoor fun and relaxation with its unforgettable exterior amenities! Nestled in a quiet neighborhood, this beautifully furnished home offers a perfect blend of comfort and luxury.Step outside and be greeted by an excellent space that...

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$290
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Jacks

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Naples North - This condo is professionally decorated and shows beautifully, it has 2 outdoor seating areas, one that overlooks the lake with Pine Trees and Palms, the other is at the ront of condo as you enter the front door. The entire condo has been totally renovated. The condo is equipped with...

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$117
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
15 reviews

Key Amenities

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

About this property

Roomy 2 bedroom, 2 full bath condo in prime Siesta Key location. Comfortably furnished living room, dining area, all linens and fully equipped kitchen included, ceiling fans in all rooms, Flat screen tv in living room with DVD player and a flat screen in the master bedroom. Master bedroom has queen-size...

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Featured review

"Comfortable unit"

The property was nice and comfortable. The children enjoyed the pool that was close to the unit. Owner promptly responds if we had questions.

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$268
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms

Key Amenities

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

About this property

Latitude 29 Unit 26- If you're looking for a quiet beach getaway, you cannot top Latitude 29. Located on the quiet west end of Panama City Beach in the quaint Laguna Beach area, this condominium is directly on the beach. You can enjoy views of the sugar white sands and emerald green waters of the...

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$265
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

RESERVE NOW! PRICES INCREASE MARCH 1, 2026**Still Available for snowbirds!!**This beautiful 1581 square foot home built in 1993 is the perfect place for anyone looking for a spacious and updated living space. With 2 bedrooms, 2 bathrooms, and a den, this first floor corner condo offers plenty...

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$100
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Our 2 bedroom condo has a king in the primary bedroom with access to balcony and beach views. The guest bedroom has a queen bed and twin bunks. Able to sleep 4 in the guest bedroom. There’s TV’s in each bedroom in addition to the living room. The extra large balcony has tables and chairs...

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Featured review

"2 BR Condo at Edgewater Beach Condo unit 1303"

We stayed 4 nights and had a great time! Condo was as advertised. My brother said ‘this unit looks exactly as the pictures they advertised which isn’t always the case”. Great gulf view, well stocked...

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$447
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your home away from home in beautiful Naples, Florida! This bright and spacious 2-bedroom, 2-bathroom second-floor end-unit condo is located in a peaceful 55+, resort-feel community, overlooking the lush fairways of the Quail Run Golf Course.Enjoy Florida living at its finest with a sunny...

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Featured review

"Great stay"

What a lovely condo and Peg was great to deal with. The condo is spacious and well stocked. Very comfortable. Great location, the pool, bbq and tennis courts are just a short walk. We thoroughly enjoyed...

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$71
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Ft Myers Beach

Key Amenities

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

About this property

Experience a luxury living retreat at this fully renovated and newly furnished 1st-floor condo in the secure Kelly Greens Golf and Country Club gated community. This modern 2-bedroom, 2-bath unit was designed to have your comfort in mind whether you like to play golf on-site or relax near pools and beaches.  ...

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Featured review

"Wonderful place to spend the winter!"

Kellygreens Golf Club is wonderful and Julia's condo provided us with all we needed to really enjoy our time in Fort Myers! Golfing there is so much fun and the nearby beaches are beautiful!

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$137
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Hurricane Ian damaged the main floor and common elements. Repairs have been started and are expected to continue well into 2026. The condo itself suffered no damage thanks to strong structural integrity and new hurricane windows. Please check back in 2026 for future availability. Thank you.This elegantly...

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$250
avg per night
Islamorada Villa
Sleeps 14, 5 bedrooms, 4 bathrooms
2 reviews

Key Amenities

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

About this property

⭐5 bedroom 4 bathrooms (One bathroom by pool) ⭐Canal home in Venetian Shores with access to bay and ocean ⭐100 foot of dockage on 100 foot wide deep canal. Ask about bringing your own boat ⭐Location of canal is off Snake Creek near MM86 ⭐ Beautiful large pool with hot tub in tropical setting ⭐...

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$464
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 4.5 bathrooms
3 reviews

Distance to park: 4 miles to Animal Kingdom

Key Amenities

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

About this property

Conveniently located on the Exclusive Emerald Island Resort. With 7 Bedrooms and 4.5 bathrooms, Berni’s Home from Home can easily accommodate two families travelling together or will give one family plenty of space.Enjoy relaxing by your very own private extended south facing pool or spend some...

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Featured review

"Very well maintained home"

This home was lovely and very well kept. Would rent again if the occasion arose that we needed a home this big again.

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$250
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
28 reviews

Distance to beach: 9 miles to Manasota Key

Key Amenities

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

About this property

If you are seeking a peaceful relaxing vacation home on the beautiful Florida Gulf Coast, away from the bustle of everyday life, then 'Gulf Tranquility' is the perfect place. Experience the laid back Florida Lifestyle while enjoying the natural beauty, cultural history and stunning white sand...

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Featured review

"What a Blast!!"

Perfect location with a perfect home. Close to everything fun, beaches, restaurants and plenty of activities. We would certainly book this again!!!

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$160
avg per night
Orlando Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
14 reviews

Distance to park: 20 miles to Disney World

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Preferred Jupiter Equestrian family community is a way of life that isn’t available anywhere else. It is common to see residence riding horses or driving a golf cart alongside the road. The community offers space and tranquility, Sidewalks, Nature Trails, Wildlife, Hiking, Biking, Playground, Country...

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Featured review

"Great house"

The location is amazing - the beach is on the doorstep! This is a great family-friendly condo with a stunning pool and wonderful hot tub. Ben (the owner) even let our dog stay. We'll visit again!

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Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Distance to beach: 10 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

At just $14,000/month in season, this gorgeous and spacious Golden Gate Estates pet-friendly single family home has 4 bedrooms, den, 3.5 baths, and stunning upgrades everywhere you look! Start with the curb appeal and lush landscaping, then go inside where you will find a light and bright open floor plan...

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$233
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf Pavillion 204Summary: Escape to the Gulf Pavillion, a stunning condominium in Naples, Florida, offering luxurious comfort and breathtaking water views. This 2-bedroom, 2-bathroom retreat is perfect for families, with amenities like a communal pool, beach access, and a fully equipped kitchen....

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$233
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 1.5 bathrooms
5 reviews

Key Amenities

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

About this property

*** NEWLY REMODELED AND PROFESSIONALLY DECORATED DIRECT OCEANFRONT UNIT ***Relax and leave all your worries behind! You won't be disappointed in this spacious and tastefully decorated, fully furnished, 2 bedroom, 1.5 bathroom condo on the 7th floor. This ample unit is 1,236 square feet and has...

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Featured review

"Fantastic condo"

The condo has everything that you need and the view is fantastic. The beach and pool area is clean and very nice. We enjoyed our stay here very much

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$258
avg per night
Special Offer
Destin House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Coastal Hayes – Your Coastal Retreat Relax, unwind, and enjoy the best of Destin just steps from the beach.Why You’ll Love It Escape to Coastal Hayes, a spacious 4-bedroom, 3-bath home designed for families, friends, and pet-loving travelers. Soak in the coastal charm with light-filled...

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$504
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 25 miles to Vanderbilt Beach

Key Amenities

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

About this property

Experience The National Golf & Country Club at Ave Maria, SW Florida's new Resort Style Golf Community with 24-hour guarded gatehouse. This spacious 2-bedroom, 2-bathroom (Arbor model) condo is located on the ground floor and looks out on the 15th tee with a beautiful lake view--additional privacy...

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Featured review

"Super Hosts"

This was the perfect place to restore and renew . Jim and Elena very welcoming and because they live in the area, responsive to us. So much better to work with owners than a property management company. The...

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$117
avg per night
New Smyrna Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 100 feet to Errol By the Sea front yard

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"Fantabulous!!!"

I very much enjoyed my stay at the condo. The condo is very well supplied--even a rolling pin! It is very quiet and peaceful, close to shopping, and delicious restaurants! The ocean view from the balcony...

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$128
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.