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Florida Snowbird Vacation Rentals

(3353 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.

Siesta Key Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

NEWLY RENOVATED IN 2023!!VERY SPACIOUS 4 BEDROOM 2 BATHROOM DETACHED VILLA IN HIGHLY SOUGHT AFTER POLYNESIAN GARDENS COMMUNITY ON BAY SIDE OF THE ROAD. PUBLIC BEACH ACCESS AT CRESCENT BEACH AND ACCESS TO HEATED POOL AND COMMUNITY CENTER. WIRELESS INTERNET ACCESS,VILLA SLEEPS 8, 1 KING, 1 QUEEN,...

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Featured review

"Polynesian Gardens Villa"

This 4 bed 2 bath villa was perfect for our family vacation! It's spacious with towels, chairs and wagon for the beach! Ali and her team are great!

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$282
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

Discover coastal living at its finest in this stunning two bedroom , two bath condo with den/office for rent on Vanderbilt beach in Naples, Florida. The master bedroom has a king bed with a Gulf view and en-suite bathroom. The second/guest bedroom has a queen bed and an en-suite bathroom for guest...

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Featured review

"Paradise on the Gulf Shore!"

Our stay at this condo was amazing from start to finish. If you’re looking for the perfect blend of luxury, comfort, and location, look no further! The condo itself was beautifully decorated with a sophisticated...

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$250
avg per night
Key West House
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discerning travelers for over 15 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenities and ideal location the perfect spot to enjoy all that Key West has to offer.Dos...

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Featured review

"Perfect stay"

Our family of 5 visited Dos Casas and had an absolutely wonderful stay! We were warmly welcomed and informed about the property-they were very attentive to details. The compound is beautifully maintained...

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$769
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
10 reviews

Distance to beach: 5 feet to Daytona Beach Shores

Key Amenities

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

About this property

We call this our little piece of Heaven on Earth. Our Paradise awaits you in this luxurious, three bedroom, three bath 2250 sq. ft direct oceanfront condo located on the beautiful beaches of Daytona Beach Shores. The St. Maarten Beach Resort community includes 400 feet of ocean frontage and beach access,...

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Featured review

"The condo was beautiful and the most well equipped condo we have ever stayed in"

My wife and I and my two sisters and their husbands have started a habit of going to the beach somewhere during February to get away from the cold in Tennessee. Daytona had some fantastic restaurants and...

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$381
avg per night
Cape Coral Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 7 guests | 3 bedrooms | 2 bathrooms LOCATION: 1520 SW 29th Terrace Cape Coral, FL, 33914, US LICENCE NO: RR-001792-2026 BUILT IN: 2004 LAST RENOVATED: 2025 (full-fence for the entire property for privacy) MAIN FEATURES: Pool (electronically heated) Seperate Office...

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Featured review

"Perfect single family vacation home!"

This house is so clean, warm and welcoming! We so enjoyed having our early morning coffee on the lanai next to the pool. Such a tranquil setting to start our day! The home provided us with all the amenities...

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$143
avg per night

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Port Charlotte House
Sleeps 10, 5 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Waterfront 5BR Retreat – Canal Views, Patio Games & Family Fun! Bring the whole crew to this spacious 5-bedroom, 3-bath waterfront home in sunny Port Charlotte, Florida! With five comfortable queen beds, a bright living room, and a fully equipped kitchen, this home is perfect for families and...

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Featured review

"Lovely"

Wonderful place to stay! You will love it! Feels just like home!I would recommend staying here with your family

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$199
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

1st Floor THE closest Condo to the Beach, Pool & Lobby. Meticulously maintainedYou may only get one chance to visit the beach this year. So ask yourself: Why settle for cheap accommodations? Do you want to stay in a place that might just be more upscale than your own home? Do you enjoy a good...

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$225
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

s - A beach volleyball court - Basketball facilities - A playground - Two communal pools in the esteemed Briarwood Community- Convenience:A fully equipped laundry room with washer and dryer for your comfort.This villa isn't just a place to stay; it's a destination where luxury, privacy,...

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$509
avg per night
Sarasota Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Imagine enjoying a glass of fine wine on a private balcony, marveling at the spectacular views of a championship golf course! Well, this stylish 3BR, 2BA gem overlooks the 5th hole of the Wellen Park Golf & Country Club, offering unparalleled comforts and conveniences in a prime, well-connected location....

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$199
avg per night
Destin House
Sleeps 14, 4 bedrooms, 3.5 bathrooms
3 reviews

Distance to beach: 0.1 miles to Emerald Shores Private Beach

Key Amenities

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

About this property

Destin Florida Home Rental4 Bedrooms + 1 Game Room / 3.5 Baths / 3 Car Parking [Sleeps 14] 1st Floor: 1 King Mstr Bedroom w/ Full Bath, 1/2 bath for Liv. Room 2nd Floor: 1 King Mstr Bedroom w/ Full Bath, 1 Bedroom w/ 2 Bunk Bed Sets (twins on top/ fulls on bottom) 3rd Floor: 1 King Mstr Bedroom...

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Featured review

"what a beautiful place to stay."

This really was a great place to stay. We have been to two or three other houses and this one has what it advertised. The place had more than enough room for the 8 adults and 3 kids without getting in each...

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$127
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SNOWBIRD SEASON • JANUARY-FEBRUARY - Special winter monthly rates are available for stays of 28 nights or longer. Select your dates to see the rate for your extended stay.Relax, unwind, and soak up the sun at this charming 2-bedroom, 2-bathroom condo in Panama City Beach! Just steps from...

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$88
avg per night
Islamorada House
Sleeps 10, 3 bedrooms, 2 bathrooms
18 reviews

Key Amenities

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

About this property

''BEAUTIFUL BAYFRONT PROPERTY!!!!''** 2022 Remolded bathrooms, 2021 NEW POOL** Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 8. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath. Entire house...

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Featured review

"The BEST spot in the Keys."

This rental is the best, starting with a great location, the homey feel, amazing hosts, and everything in between. The house is comfortable and has everything you need when travelling. Our daughter loved...

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$417
avg per night
Boynton Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Nestled in a quiet residential neighborhood minutes from the beach and Atlantic Ave in Delray - perfect for shopping, dining, and nightlife. This 3 bedroom 2 bath home is the ideal seasonal or vacation spot! It boasts a spacious open living and dining floor plan with a fully stocked kitchen, dedicated...

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Featured review

"Just as described."

Arrival information was sent over one week prior. Upon entry, everything was very clean, organized and just as described. We enjoyed the location, a short drive to many restaurants, and the beach. Outdoor...

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$359
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available for a seasonal rental ($12,000/month) or annual (12 consecutive months at $5,000/month). Experience elevated coastal living in this beautifully updated 3-bedroom, 2-bathroom condo located in the highly desirable community of Pebble Creek at Pelican Bay. This light-filled residence features vaulted...

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$340
avg per night
New
Nokomis Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 3 miles to Nokomis, North Jetty, Turtle , Siesta B, Venice

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your brand-new, fully furnished townhome 3 bed, 2.5 bath, in beautiful Nokomis, Florida! Located in a quiet gated community with a heated pool, this move-in-ready home is ideal for traveling healthcare professionals, remote workers, relocating residents, and seasonal renters.Enjoy a convenient...

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$155
avg per night
Cape San Blas Townhome
Sleeps 8, 3 bedrooms, 3.5 bathrooms
8 reviews

Key Amenities

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

About this property

Gulf Front home with fabulous water views. Remodeled from Hurricane Michael (2019) our home is more beautiful than ever. Our home offers easy access to beach and a remodeled kitchen that has everything you will need! You are just steps away from the beautiful white sand beaches of Cape San Blas, which...

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Featured review

"Beach Front Beauty"

What a wonderful property! We enjoyed being beachfront this year and plan on returning as often as possible. This unit was equipped beyond expectations. I came prepared, but could have walked in with just...

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$292
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

AVAILABLE FOR 2025 SEASON AND OFF-SEASON. WILL ALSO CONSIDER ANNUAL RENTAL. This 2-bedroom, 2-bath condo offers the perfect blend of luxury and comfort with stunning lake views in the desirable gated community of Treviso Bay. Recently updated, the home boasts a modern kitchen featuring stainless steel...

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$177
avg per night
Indian Rocks Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

Welcome to "Serenity" at Beach Trail, Indian Rocks Beach. Come and enjoy the elegance of this fully renovated unit with a breathtaking ocean view. This stunnig modern unit offers 1 King bed, 2 fullbeds and plenty of space for entertaining. This is the perfect place to retreat and relax, just...

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Featured review

"osum"

Very nice experience overall so very excited to travel more so kindly provide the best prices on all t

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$223
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Property Description:2 King Bedrooms + 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6Steel Aweigh is an upscale 10th floor Gulf Front condo with 10' ceilings and stunning beach views. It has been completely renovated in a modern Industrial Chic / Nautical design. It's Geek-Ready....

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Featured review

"Wonderful stay"

We had a great stay at Steel Aweigh. It has a great location, short walk to beach, food & drinks. 2 pools ,1 on the beach. Fitness room is small but well equipped for when weather didn't allow beach...

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$127
avg per night
New
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Englewood Beach

Key Amenities

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

About this property

Peaceful and centrally located waterfront condo retreat with sun deck! This second floor unit offers easy elevator access, updated interiors and a private screened lanai with sun deck facing beautiful Lemon Bay. All just a short walk to the beach, dining and shopping.Kitchen & Dining -Updated...

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$240
avg per night
Fort Lauderdale House
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Villa Du Sól, a stunning duplex retreat located in the beautiful Coral Ridge Country Club community of Fort Lauderdale. Designed with both comfort and style in mind, this property features two identical 2-bedroom, 2-bathroom residences — perfect for larger groups, families, or...

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$589
avg per night
Satellite Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Ocean Front Corner Unit With Panoramic Views! Satellite Beach Florida. THIS IS A REMODELED CORNER UNIT RIGHT ON THE BEACH WITH FANTASTIC PANORAMA VIEWS OF THE BEACH AND OCEAN!Welcome to the Paradise Beach Club on the Atlantic Ocean! The beautiful, newly renovated and well-maintained building is...

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$342
avg per night
New
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Fort Myers Beach and Sanibel

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available November 1st 2026 till March 31, 2027. Country club living. 9 minutes to three beaches, 8 minutes to Fort Meyrs beach and Sanibel. Very clean, nice condo, one level, 2nd floor location with elevator, view is outstanding from the lanai, fully furnished and ready for occupancy, pickleball, swimming...

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$160
avg per night
Last Minute Deal
Davenport House
Sleeps 10, 4 bedrooms, 3.5 bathrooms
1 review

Distance to park: 15 miles to Disney

Key Amenities

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

About this property

The Fountains is convenient to everything you could possibly want, from restaurants to easy access to Disney routes. World class golf is 1 mile away. The clubhouse and swimming pool is walking distance. This townhome has plenty of room for the family with two king ensuites, a queen room, and the Mickey...

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Featured review

"Very spacious, well equipped condo"

We have been going to Florida for several weeks each winter, and this condo was the most spacious and well equipped condo we’ve rented so far. Owner was very responsive to inquiries and issues, could...

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$186
avg per night
Last Minute Deal
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 3 bedrooms | 4 bathrooms LOCATION: 2519 SE 22PL Cape Coral, FL, 33904, US LICENCE NO: RR-001640-2026 BUILT IN: 1995 LAST RENOVATED: 2025 (new interior equipment) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Fast gulf...

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Featured review

"Boaters dream"

We stayed for almost 3 months in this wonderful home. We enjoyed it very much !! Everything you could possibly need or want is at this lovely place. We very much loved the pool and hot tub, the neighborhood...

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$202
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Step into modern comfort and style at this beautifully renovated 3-bedroom, 2-bathroom Port Charlotte home, perfectly designed for families, couples, or small groups looking for a relaxing Gulf Coast getaway.Inside, you’ll find a bright open floor plan with contemporary décor, new furnishings,...

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$199
avg per night
New
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Well maintained 1st floor end unit 2-bedroom, 2-bathroom condo located in the highly sought-after Rose Garden Villas in Cape Coral's prestigious Rose Garden area. Perfect for a couple or family who likes privacy and serenity in a tropical setting next door to Cape Coral's popular Rotary park....

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$100
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

I have this 3-bedroom, 2 bath corner unit condo AVAIALBLE at HERITAGE LANDING FOR JANUARY 2027. Also, November and December. See rate for off season.High season (January, February and March) is $5750 plus 12% tax per month. Rates for December and other months are less. Check rate page for costs or...

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Featured review

"Great condo"

We would recommend this condo. Nice layout, very new, clean and quiet. Also, gym and pickleball and golf cours care great.

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$151
avg per night
Daytona Beach Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Distance to beach: 0.0 miles to Daytona Beach Shores

Key Amenities

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

About this property

Relax with the whole family and enjoy the incredible views at this peaceful escape in Daytona Beach Shores. Be the first to stay in in this owner's unit. This is a 2-bedroom, 2-bathroom condominium with 2-private balconies. This unit offers both ocean front and river views and can accommodate 8-people...

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$166
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 feet to Bonita Beach

Key Amenities

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

About this property

Embrace the beach lifestyle to the fullest with this exceptional opportunity! Ascend to the second floor and discover this beautifully appointed 2-bedroom, 2-bathroom direct beachfront condominium. From the tiled, screened lanai, take in the views of the pool and the breathtaking Gulf, where you can enjoy...

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Featured review

"We’re Gonna Come Back️"

This years winter for us came in like a lamb but went out like a lion in February. That’s when I knew we had to get out of town and head south to Bonita Springs. We booked a condo and stayed at Casa Bonita...

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$314
avg per night
Longboat Key Villa
Sleeps 4, 2 bedrooms, 1 bathroom
6 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Located in a QUIET and relaxing AREA of the ISLAND, our guests love the location, where you can WALK TO the BEACH entrance, some of the island’s best RESTAURANTS, COCKTAIL SPOTS, a MINI MARKET, and even a nearby BIKE SHOP. Our condo has been recently REMODELDED and features BRAND-NEW APPLIANCES,...

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Featured review

"Post Hurricane Milton review"

This is not so much a review as it is an update for people concerned about the aftermath of Hurricane Milton. The city of Longboat Key has done an impressive job at cleaning up the hurricane’s mess....

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$206
avg per night
New Smyrna Beach House
Sleeps 4, 1 bedroom, 1.5 bathrooms
12 reviews

Distance to beach: 2 miles to NSB/Flagler Ave.

Key Amenities

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

About this property

Experience the Old Florida Charm of New Smyrna Beach. Located on the beautiful Intracoastal Waterway, this completely renovated circa 1883 B&B two (2) story carriage house is within walking distance to the quaint shops and cafes of New Smyrna's historic downtown. Kayak through the beautiful...

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Featured review

"Charming"

Charming Cottage Close to the River and Ocean. Close to Food and entertainment. Wonderful hosts. They had everything that we needed.

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$223
avg per night
St. Petersburg House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to this beautiful 3 bedroom 2 bath house, furnished with a modern/contemporary design. Centrally located between downtown St. Pete and beaches, aprox 3 miles from Treasure Island beach, 4-5 miles from Downtown St.Pete, Tropicana Field, 2 miles from grand central, 3 miles form Gulfport art district,...

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$171
avg per night
Perdido Key Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 0.3 miles to Private Beach Access and Restaurant - 0.3 miles

Key Amenities

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

About this property

Book Early for Fall Fun and Snow Bird Discounts!This gem is a 6-Minute Walk to the Beach, Championship Golf Access & Complimentary Private Beach Club Enjoyment! VENI, VIDI, BEACHI (built in November 2024)...Let your adventure begin!Enjoy this charming bungalow-style retreat, nestled within...

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Featured review

"Has It All!"

We loved staying at Veni Vidi Beachi. It’s very close to the beach and fun beach club. Some days we stayed all day and ate at the club. It’s also walking distance to some fun restaurants. We rented...

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$210
avg per night
New
Delray Beach House
Sleeps 4, 0 bedrooms, 1 bathroom

Key Amenities

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

About this property

LAST-MINUTE SEASONAL SPECIAL! NOVEMBER $3,750/MO, DECEMBER $4,998/MO! Beautifully renovated, fully furnished lakefront home in desirable Coco Wood Lakes 55+ community. Spacious 2BR/2BA, 1,639 sq. ft., with two private bedroom suites, updated kitchen with island, stainless appliances, wine fridge, renovated...

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$165
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 100 feet to 4 on site

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a 2 story, 2 bedroom, 2 bathroom townhouse that comfortably sleeps 6 in a 24 acre Resort / Condo complex.Included in the price are Taxes, Cleaning, WiFi, a Golf Cart, Kayaks, Paddle Boards, Bikes, Fishing Gear, Snorkeling Gear, Tennis Equipment, Towels, Linens, Kitchen utensils, appliances,...

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Featured review

"We had a wonderful time"

It was our third time staying at the Kawama Yacht Club, but our first time at this lovely rental. We have rented with Norman every time, and we’ve always had a wonderful stay and a great vacation. My...

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$296
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful spacious home 5 minutes from Brownwood Town Square in the Village of Richmond, with Golf cart. Private back yard. One block from the Adult Pool and nature walking path. Additionally, Clarendon Recreation Center is only three blocks away with 6 pickleball courts, sand volleyball, tennis, bocce...

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Featured review

"Overall Perfect Experience!!"

The Hosts, the location, the cleanliness of the house was excellent! We felt like we were at home:)

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$149
avg per night
New
Lake Suzy House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy breathtaking golf course and pond views from this beautifully appointed, fully furnished home. This move-in-ready home features three spacious bedrooms, two full bathrooms, vaulted ceilings, two dining areas, two car oversized garage and a dedicated office space, this residence offers comfort and...

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$277
avg per night
New
Crystal River Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Waterfront Condominium in Crystal River, FL on Kings Bay. Primary bedroom and full bath on bottom floor. Two bedrooms and full bath upstairs. Heated pool for winter months Spacious sunroom with view of open water. Golf-cart, walking and biking friendly neighborhood that is close to many restaurants...

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$107
avg per night
Last Minute Deal
St. Augustine Beach House
Sleeps 4, 1 bedroom, 1 bathroom
8 reviews

Distance to beach: 0.2 miles to St Augustine Beach

Key Amenities

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

About this property

We are located 3 blocks from St. Augustine Beach in the best neighborhood. October through December, 2026 are now discounted. We are also available Spring, 2027. April and May are beautiful months to explore the St. Augustine area.Enjoy this completely renovated home with a private back yard, landscaped...

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Featured review

"We had a wonderful stay."

The house was well equipped, clean and perfect for the 2 of us and our small dog. We stayed for 6 weeks and would have stayed longer if we could .The cottage is located in a residential area - near restaurants...

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$101
avg per night
Hollywood Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Distance to beach: 0.1 miles to Hollywood Beach

Key Amenities

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

About this property

Luxury Waterfront Condo – Hollywood, Florida1 Bedroom • 2 Bathrooms • Incredible Views • Balcony- Beach- Winter & Summer Rentals___________________________________________________SPÉCIAL DEAL- 2026November 2026 at $3475.00 December 2026 at $4275.00SUMMER...

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$123
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 3 bathrooms
46 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Steps to everything pet-friendly downtown Sarasota has to offer!Walk or bike to restaurants, shops, marina, Bayfront, Whole Foods, Coffee Shops, Opera or Symphony7 minutes to Lido Key Beach and St. Armands Circle 6 minutes to Ed Smith Stadium Oriole's Baseball, Ringling College, Opera, Symphony 5...

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$350
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

We would like to invite you to stay at our peaceful keys getaway. Enjoy the spacious porch overlooking the pool and canal, this is great for my wife and I to watch our kids while they are swimming and fishing off the sea wall. As you can tell by the pictures you can catch hugh snapper right off the sea...

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Featured review

"Wonderful"

My son and brother and myself have been staying at Lee &Tracey’s house on cudjoe key in late summer for years and haven’t missed a year yet we all ways have a wonderful time there fishing and diving...

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$288
avg per night
Sarasota Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 11 miles to Siesta Key Beach

Key Amenities

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

About this property

Step into your relaxing getaway in beautiful Sarasota, Florida! This thoughtfully designed townhome offers the perfect blend of modern comfort, convenience, and charm—just a 20-minute drive to Siesta Key Beach, ranked the #1 beach in the U.S.With sleek fixtures, updated appliances, and warm...

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Featured review

"Sarasota rental property"

This was our first time booking with Florida rentals. This property was just what it showed. Clean, heated pool just a short walk . Host was good at communicating. Would go back again.

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$196
avg per night
Special Offer
Key Colony Beach House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Watch dolphins play in Shelter Cove while swimming in our oversized poolRelax in the private pool with the Spectacular Shelter Bay in the background...Our home is located directly on Shelter Bay in Key Colony Beach with some of the most spectacular views of open water a guest can ask for. We have...

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Featured review

"Absolutely Wonderful"

We enjoyed are stay at this well appointed and conveniently located vacation home. The setting is perfect and the home was loaded with every convenience you would need. Margie, the property owner, is...

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$484
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 100 feet to 4 on site

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a 2 story, 2 bedroom, 2 bathroom townhouse that comfortably sleeps 6 in a 24 acre Resort / Condo complex.Included in the price are Taxes, Cleaning, WiFi, a Golf Cart, Kayaks, Paddle Boards, Bikes, Fishing Gear, Snorkeling Gear, Tennis Equipment, Towels, Linens, Kitchen utensils, appliances,...

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Featured review

"very nice complex"

Great condo 3 pools, lots of grounds to walk. Loved the view , 4th floor. Would rent again.. was close to stores and restaurants.

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$317
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Venice Beach

Key Amenities

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

About this property

Welcome to your brand-new 3-bedroom, 2-bathroom condo in the exclusive Wellen Park Golf & Country Club—where luxury, comfort, and convenience meet Florida’s signature sunshine lifestyle. Overlooking Hole 5 of the championship golf course, this 1,300 sq. ft. residence features modern designer...

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Featured review

"Golf Condo Wellen Park Golf"

Our host Brian has a new spotless condo overlooking the 5th fairway and has thought of everything to equip the unit and even included bikes for our use! We had an outstanding vacation and were very comfortable...

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$220
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 10 miles to Ponce de Leon Park

Key Amenities

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

About this property

Discover Luxury 4 Star Living in a the Brand New 3-Bedroom Condo in Heritage Landing Golf Club Resort, Punta Gorda, Florida. (Bi-weekly house keeping service included in stays one month and longer through the winter season.)Welcome to your dream vacation destination! This immaculate 3-bedroom condo...

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Featured review

"Beautiful, extremely well appointed, home away from home!"

We absolutely loved our stay at Heritage Landing in this beautiful condo! Everything in the home is very high-end, comfortable and beautiful. The Heritage Landing community is so much fun with many activities...

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$223
avg per night
Miramar Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

10th Floor Unit w/Awesome Panoramic Views of the Gorgeous Emerald Green Water and Sugar White Sand! Property just revovated! Featuring all new: granite countertops in the kitchen, new kitchen appliances, new kitchen cabinets, new bathroom vanities in both bathrooms, new shower in master, new lighting...

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Featured review

"Birthday week"

Unfortunately, this was a bad week for the beach. Nothing you could do about the weather, but it was cold and rainy on the beach. The views from our condo space were spectacular. We expected the space to...

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$489
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a beautiful town home with beautiful view. The lanai overlooks two lakes, an island and a private golf course. The golf course is the Plantation Golf and Country Club. This town home was our private home for many years. The community is small, private and very quiet. You will enjoy your stay.

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Featured review

"Absolutely exceeded expectations!"

This is, hands down, the most beautiful condo in a perfect setting that we have ever had the pleasure of renting! We loved every minute of our stay. Everything is top quality and the owner is a pleasure....

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$167
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.