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Florida Snowbird Vacation Rentals

(3385 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.

Indian Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Welcome to your beachfront retreat at Captain's Cove! Embrace comfort with a million-dollar view of the Intracoastal Waterway will leave you breathless. Picture yourself savoring your morning coffee as the sun paints the sky in hues of orange and pink. In the evening, sip on Margaritas while watching...

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$287
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beautiful 3 bed 2 bath pool home .. gated community ... granite counter tops... jacuzzi ... all tiled Floors .... new furniture......minimum 90 day stay...complete calendar ..... great 15 minutes to Fort Myers airport and JetBlue Park

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$178
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This 3rd floor condo view encompasses miles and miles of trees and blue skyline. A short walk to pickleball, tennis, the gym, spa, sauna, large communal pool, tiki bar and restaurant. New construction assures you of being able to enjoy the new furniture and cleanliness you deserve. Many beautiful places...

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Featured review

"Highly recommend this beautiful condo"

Located in a newly developed golfing community with great amenities and green space, this 3rd floor condo is spacious, comfortable and spotlessly clean. From the lanai you have a lovely view of the pond...

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$149
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gorgeous designer home located on a golf course with an incredible golf course view. Located in the Village of Newell and only 5 minutes from the new Sawgrass Grove. There are three nearby recreation centers within 5 - 7 minutes of the home, one of which is brand new and is walking distance. This is a...

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$155
avg per night
Lady Lake House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Wonderful 3/2 Courtyard Villa and a Birdcage hard to find Privacy to take in the Florida Weather with a Screened Lanai and outdoor seating and a Fabulous Golf Front View. Newly Furnished & Decorated with a great location between Sumter Landing & Spamish Springs Town Square, less than 10 minutes...

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$143
avg per night

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 250 feet to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 2 BR condo is located in a gated community alongside Vanderbilt Beach.The condo has been updated with newer tiled bathrooms and furnishings. The spacious lanai has all-weather wicker furniture to enjoy coffee with the morning sunrise or a quiet evening after a day at the beach. Lanai includes...

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Featured review

"Excellent location"

Everything you need at your fingertips- all you need is to bring sunscreen and beachwear! Beautiful condo.

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$272
avg per night
Venice House
Sleeps 3, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to this newly renovated 2-bedroom, 1-bath coastal cottage in the heart of the Island of Venice! Ideally located just minutes from the beach and charming downtown, this peaceful getaway blends laid-back beach vibes with modern comfort.You'll love the brand-new appliances, hurricane-impact...

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$167
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

RATES for 2026One month minimum rental in season January 2026 $7,000 February 2026 Booked March 2026 $7250 April 2026 $4500Plus taxes and $150 HOA approval feeCALL ME WITH ANY QUESTIONS...

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$242
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

*** SWEEPING OCEAN VIEWS IN NEWLY REMODELED AND PROFESSIONALLY DECORATED UNIT ***Best Line at The Tides Complex. Relax and leave all your worries behind! You won't be disappointed in this beautiful and modern, fully furnished, 2 bedroom, 2 bathroom condo on the 14th floor. This ample unit is...

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Featured review

"Beautifully Decorated and Clean Condo Right on the Ocean"

We stayed at Jorge's Tides 14f condo from July 16-20, 2025. We have stayed in condos since our kids were small and in 20 years this is by far the cleanest, most well maintained, beautifully decorated condo...

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$314
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Instantly be in vacation mode upon arriving at this home! You’ll have no problem relaxing here. The three-pocket sliding door opens the living room up to the lanai and pool area for a truly unique open living area. Plenty of space to relax and lounge around the pool. All appliances are brand new,...

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Featured review

"Super nice house with pool in warm FL!"

Beautiful house in a safe area with pool, near activities and restaurants in SW FL. What more can you ask for!

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$265
avg per night
New
Englewood East Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Englewood Beach

Key Amenities

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

About this property

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

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$190
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful 3-BR house located directly on canal with easy access to the Gulf of Mexico or Atlantic Ocean. On-property pool and private outside shower. 75-ft dock for boat. Home of the Key Deer and Blue Hole (the deer will walk past house daily).Located 35 miles north of Key West, and 20 miles south...

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$235
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 500 feet to Daytona Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This lovely 2-bedroom condo is the perfect vacation spot… a luxury home away from home with stylish coastal decor awaits your arrival for a relaxing stay. Snuggle up by the fireplace after a brisk walk on the beach during your winter stay. Peck Plaza offers great amenities…large two-level...

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Featured review

"Great room"

Stayed for Rockville this year and was pleased with the accommodations. Host was very helpful when I had questions. Unfortunate one of the buildings elevators was under maintenance so it took a long time...

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$196
avg per night
Tavernier House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

This beautiful waterfront home was recently updated and features 3 bedrooms with a spacious master bedroom and 2 bathrooms. The home has a very large kitchen with an island and two refrigerators. The kitchen is fully equipped with pots, pans, utensils, plates and more. We also provide a coffee machine...

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$127
avg per night
Tavernier Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

With thoughtful and creative touches, both inside and out, mixed with a keen attention to the smallest of details, this oceanfront condo exudes a breezy sense of magic, whimsy and laid back Florida Keys style.The Space Upon entering the home you’ll be greeted by the blue-green colors of the...

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$313
avg per night
Panama City Beach House
Sleeps 6, 2 bedrooms, 1 bathroom

Distance to beach: 1200 feet to Panama City Beach

Key Amenities

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

About this property

BYOB - Bring Your Own Boat! Our darling High Tide beach cottage was recently rebuilt from the ground up, no detail was spared. This sweet home is a short walk to dedicated beach access #12 and nestled smack in the heart of every attraction a visitor seeks on on the infamous Thomas Drive, like the SeaScreamer,...

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$154
avg per night
New
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

Villa Oak on the WaterYour private haven in Rotonda West — Waterfront • Fishing • Biking • Golfer’s ParadiseWelcome to Rotonda West, and welcome to your peaceful retreat. We call it Villa Oak on the Water in honor of the magnificent, old oak tree that graces the garden—its...

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$208
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

End unit of the 4th (top) floor - elevator is only a few steps away from unit. Covered parking. Master suite features a large tiled walk in shower, king bed, twin nightstands, dresser & mirror, a wall mounted smart TV, walk in closet, and ceiling fan. Guest room has two twin storage beds, nightstand,...

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Featured review

"Heritage Landing 4th Floor Condo"

We spent a month at Heritage Landing and highlights were the golf, as this condo had the golf package, which was important to us, and the great view of the 11th green and the mangroves beyond in a Florida...

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$180
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • WiFi

About this property

RENTAL INCLUDES: FREE bundled golf (only $30 golfcart rental). Pickleball and tennis fully open. Fitness center, outdoor bar/grille and pools/cabana under construction. Landlord pays 12% Florida hotel tax which makes this a fabulous vacation bargain! We are already booking up solid for 2025 season! Stunning...

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$367
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.5 miles to Manatee Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything...

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Featured review

"Fabulous stay on Anna Maria Island"

This condo was the PERFECT place for our family of three to enjoy Anna Maria Island! It was clean, cozy, and had everything we needed! Carla was a wonderful host who was very accommodating and gracious...

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$240
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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$600
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Seeing is believing. The Captain's Quarters is a direct, oceanfront home on the Atlantic shoreline of Islamorada. For your planned getaway, come enjoy truly private and relaxing oceanfront living in the heart of Islamorada, in a unique home boasting a treasure-trove of Florida Keys history. The...

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$667
avg per night
Islamorada House
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Mango House 81212 Old Highway Islamorada, FloridaLocation: Ocean side located on the Old Road by Green Turtle RestaurantMINIMUM: 28 Days, All stays must be the whole month (s), No Partial Months AllowedMile Marker : 81Details: This home is absolutely beautiful with Keys...

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$285
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo, 2 Bedrooms, 2.5 Baths, (Sleeps 4) OWNERS HAVE THOUGHT OF EVERYTHING!TWO ensuites - Perfect for Couples!Short walk to community pool and sun deck!Nestled in desirable south Fort Myers you'll find Sail Harbor - a guard-gated community of town homes, just minutes from our beautiful...

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$127
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our home is a beautiful spacious condo, completely renovated and everything in it is brand new - from the dishes to every piece of furniture. The kitchen is fully equipped. The condo is modern and comfortable. We enjoy many an hour sitting out on our lanai, which is a screened in porch, and never tire...

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Featured review

"The unit and area exceeded our expectations."

Amazing first floor corner unit. Beautiful view. Very bright. Specious 2 bedroom with den. Huge master bathroom and shower. Enjoyed walks and bike rides in gated community. Enjoyed club membership. Great...

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$228
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to your dream home, where luxury, comfort, and tranquility come together seamlessly. Located in the highly sought-after Varanda Condominiums at The National Golf & Country Club, this beautifully upgraded DiAngelo floor plan offers a spacious layout and elegant finishes that are sure to impress....

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$210
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Waterfront 3 bedroom 2 bathroom house. Freshly remodeled, curbless showers. Located in Cornwallis neigborhood. I also have furnished apartments for rent in se cape and studio

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Featured review

"Great stay"

Nice clean property, very convenient location - close to both bridges. Few good restaraunts are within walking distance. Accommodating host, comfy beds and nice showers. Would stay again thank you

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$192
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

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

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$120
avg per night
New
Key Largo House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

This is one of the most unique homes in all of the upper keys! What makes it special is that it's located on a peninsula so very private while at the same time offers stunning views of the Key Largo Bay.The home was recently updated to include all new flooring, new stainless steel kitchen appliances,...

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$959
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy seasonal living in this brand-new, first-floor 2 bed + den / 2 bath home, located directly on the 10th tee of the Nicklaus Design course at Webb’s Reserve Golf & Country Club.Easy access with no stairs thanks to its convenient first-floor location.Outfitted with luxury home-grade...

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$145
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This home is the ideal getaway for the whole family! The interior of the home is super spacious with an updated kitchen that looks out over the canal and large pool.There are three bedrooms, two bathrooms, and a large family area with a big screen television for your entertainment. Not to be outdone,...

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Featured review

"Outstanding location for fishing, boating, & diving!"

Stayed at this gem before and after Lobster mini season. The pool was perfectly refreshing after a day in the sun on the water. There are several free boat ramps nearby. Great proximity to the Looe key...

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$293
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
8 reviews

Distance to park: 8 miles to Disney World

Key Amenities

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

About this property

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

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Featured review

"GREAT"

Great home for large family .. home is located close to shops … it’s a great location to be at! Very nice

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$367
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This updated beachy themed entire home is furnished and tastefully decorated. Fully equipped with everything you can ever need to have a relaxing extended vacation or snowbird stay.Spacious master bedroom with a king sized bed which provides you with the rest you need during your vacation. The master...

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Featured review

"Positive experience"

Very nice Owners very easy to work with from start to finish Any questions quickly addressed by owners

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$240
avg per night
Miramar Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

•Beachfront 8th floor condo located in Sandestin Golf & Beach Resort •3 Bed – 2 Bath – Sleeps 10 •2 Kings – 2 Fulls – 1 Sleeper Sofa •There will be exterior renovations throughout the Beachside One building from October 2025 - April 2026. Guests may be...

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Featured review

"Awesome views!!"

The room was in immaculate condition! The views were awesome! The beach was beautiful and calm when we went! Highly recommend!!

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$278
avg per night
Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your dream beachfront escape in beautiful Manasota Key, Florida! This stunning 2-bedroom, 2-bathroom condo offers a perfect blend of luxury, comfort, and breathtaking views of the Gulf of Mexico.- Prime Location: Situated directly on the Gulf of Mexico, you'll enjoy unparalleled access...

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$256
avg per night
Siesta Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Very nice 4 Bedroom home on a canal just about 5 blocks to Siesta Village. offering: 1 car garage, Duet washer/dryer, Private pool, decorated with a Island flare. Tile throughout with granite and stainless steel kitchen appliances. Beautiful setting pool and patio overlooking canal with boat dock. (Boat...

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$571
avg per night
Boynton Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Completely remodeled & furnished in 2023, this stunning 3-bedroom, 2-bathroom house features brand new finishes and appliances throughout. Enjoy easy access to the beach (5 min) or Delray's Atlantic Ave (8 min). Play in the huge fenced backyard with kids & pets, relax on the patio, or play...

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Featured review

"5/5 Stay in Boynton Beach"

We stayed at Sofia’s place in Boynton Beach for six days and absolutely loved it! The home was spotless, comfortable, and perfectly located for everything we wanted to do while in Florida. It had everything...

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$220
avg per night
Miramar Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

•Beachfront 9th floor condo located in Sandestin Golf & Beach Resort •3 Bed – 2 Bath – Sleeps 10 •2 Kings – 2 Queens – 1 Sleeper Sofa •NO PETS allowed! •There will be exterior renovations throughout the Beachside One building from October 2025 -...

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$317
avg per night
New
Sugarloaf Key House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Amazing Waterfront Home with Fabulous Pool and Sunset ViewsWelcome to the Sugarloaf Guest House, the perfect Florida Keys Island Getaway. As you enter the gate to this charming seaside cottage, you will experience its charm and relaxing vibes. A gorgeous new pool with graceful waterfalls make it the...

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$395
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool

About this property

Get ready for the ultimate beach escape at Mainsail 278—your front-row seat to paradise! This stunning two-bedroom, two-bath condo is located directly on the beach with zero roads to cross, so you can roll out of bed and straight into the sand. Relax on your private, covered balcony, sip your coffee,...

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$125
avg per night
Marco Island Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to MARCO

Key Amenities

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

About this property

MARCO ISLAND ! EXCEPTIONAL PRICE before 20 APRIL 2026 - MAY 2026- JUNE 2026MARCO ISLAND – VERY NICE HOME !!. Wonderful oasis for the winter in the sun! home can comfortably accommodate your family while offering high-end finishes you won't find anywhere else and amenities that will...

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Featured review

"We loved the villa on Marco Island"

Beautiful and unforgettable water villa. We had a great stay and are booking again for future years. It is a beautiful and very comfortable villa with a wonderful location on the island. Everything is perfect,...

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$571
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

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

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Featured review

"Grand"

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

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$259
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your dream island retreat at the Ville De Marco, situated on the scenic Marco River in Marco Island.This exceptional one-bedroom condominium offers the perfect blend of luxury and comfort, with its sophisticated furnishing and waterfront location. As you step inside, you'll be captivated...

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Featured review

"Quaint retreat"

We enjoyed our stay in this condo. Love the updates they did so far. Tastefully decorated. Comfortable bed. Wish the second bedroom was a queen but then again, the bunk is good for kids. The pool was great....

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$163
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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$138
avg per night
Venice Villa
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

2 Bed + Den | 2 Bath | Corner Lot | Lake View VillaWelcome to your vacation retreat in beautiful Venice, Florida! This fully furnished villa is located on a sought-after corner lot in the serene and well-maintained Fountain View Villas community. With brand-new blinds throughout and impact windows...

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$113
avg per night
Cape San Blas Townhome
Sleeps 7, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Spacious 2 bedroom 2 1/2 bath townhome just steps to the waters edge with an excellent view of the Gulf of Mexico from both levels. Park style charcoal grill, comfortable furniture, nicely equipped kitchen, washer/dryer, screened porch, private outside shower, dedicated boardwalk to the beach are featured...

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Featured review

"Pleasantly Surprised"

My wife and I found this place on the Gulf and had never been to Cape San Blas before, so we booked it with my brother and sister-in-law. Normally, we go to the more popular places on the gulf, so we were...

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$221
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Ft. Myers Beach, Bunche Beach, Sanibel/Captiva

Key Amenities

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

About this property

About the Property Sleeps: 4 Bedrooms : 2 Bathrooms: 2 Property Type : Single Family Unit in Gated Golf Community Minimum Stay: 30 days, Calendar Months Living Area: 1836 sq. ft. Pet Friendly- Pet Rent and Cleaning Service AdditionalThe best of seasonal renting, stylish single home in...

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Featured review

"Comfortable and clean"

My husband and I had a great time staying here for February 2025. We were delighted with the home. It comes fully equipped with everything anyone would need. The lanai is quite large with an outdoor...

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$150
avg per night
Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 2 miles to Clam's Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Now accepting bookings for season 2027 Peaceful Golf-Course Condo in Naples, FLLooking for a relaxing spring getaway in sunny Naples? Our well-cared-for 2-bedroom, 2-bath condo is now available to rent when we are not using it ourselves.Why Guests Love Staying Here: First-floor convenience...

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Featured review

"A great 2 months"

We had a great time and the community is very friendly. Johan is a very attentive owner and reliable. The location is perfect for access to everything and 15 minute drive to beach. Thanks!

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$122
avg per night
New
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover our Paradise 3-bedroom, 2-bathroom Palms Retreat. Embrace the beach vibes, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing spots or relax by the inclusive private pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed...

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$276
avg per night
Edgewater House
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

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

About this property

Beautifully remodeled 1 bedroom, 1 bath home with private entrance. King size bed with comfortable mattress and ceiling fan in the bedroom. Fully remodeled kitchen with stainless steel appliances, wood flooring and newly remodeled bathroom. New AC and wash/dryer in the unit. All furnishings are new...

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Featured review

"Very nice"

A very nice stay to have and didn’t stay much but I enjoyed the time I was there and visiting my friends clean and nice I enjoyed the area looking forward to go back

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$52
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.