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Florida Snowbird Vacation Rentals

(3310 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.

Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

JUST REDUCED!! QUINTESSENTIAL TURNKEY FURNISHED CONDO IN CHARLOTTE HARBOR* WALKING DISTANCE TO PARKS AND SUNSEEKER RESORT * COMMUNITY HEATED POOL AND SPA * ELEGANTLY FURNISHED. * WI-FI INTERNET AND TV IN ALL BEDROOMS AND LIVING ROOM * JUST CROSS THE BRIDGE TO DOWNTOWN PUNTA GORDA * 3RD BEDROOM...

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$140
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Seaplace is a gulf-front community that sits on 42 acres. Enjoy a half mile of beachfront and 1-mile walking trail in addition to two heated pools and three Har-Tru tennis courts.This home located in the sought after Seaplace community has a very personal feel to it and the beach is steps away from...

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$154
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
32 reviews

Distance to beach: 0.1 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Skip the parking hassle — you’re just steps from Siesta Key Beach, consistently ranked #1 in the U.S.This newly upgraded 2-bedroom, 2-bath condo is perfectly located directly across from the beach and minutes from Siesta Key Village. Walk, bike, or hop on the free trolley to reach top...

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Featured review

"No worries relaxation"

Responsive, informative credible host. Exact match to published stay info. Accommodations were exceptionally clean and comfortable. I felt as if I were home. The home has everything that you could ask for...

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$143
avg per night
New
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to paradise in our stunning 2-bedroom, 2-bathroom condo in Punta Gorda! Enjoy breathtaking nature and sunset views from the lanai. This spacious, brand-new condo features modern tile flooring, comfy new furniture, and all the kitchen essentials you need for a perfect stay. Relax with new TVs in...

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$184
avg per night
Big Pine Key House
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Family House in Big Pine Key, Fl on the water. Bring your Boat and have easy access to the most beautiful waters of the Keys. Boat dock on the back of the house, and house comes with everything, it will make you feel at home.Welcome to your Ultimate Luxury Island Escape! This beautiful waterfront...

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$257
avg per night

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New
Manasota Key Condo
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Distance to beach: 150 yards to Private

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

MANASOTA KEY BEACH TO BAY CONDO2 MINUTE WALK TO PRIVATE BEACH/PROPERTY IS ON LEMON BAY INCLUDES NO CHARGE BOAT DOCKS VERY PRIVATE 2 BEDROOM TOWNHOUSE 1 1/2 BATHS 2 OBSCURE PATIOS COVERED CAR PORT TEMPERATURE CONTROLLED POOL WITH BATH HOUSE WASHER DRYER IN UNITFOR...

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$225
avg per night
New
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Experience breathtaking oceanfront living from this completely renovated, professionally decorated sixth-floor corner condo in Daytona Beach Shores. This exceptional unit offers direct ocean views in two directions, with beautiful views of the Intracoastal Waterway from every window.The spacious 3-bedroom,...

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$250
avg per night
Palm Harbor House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Palm harbor/Crystal Beach 3/2 W Heated pool & SpaWelcome to this beautiful Palm Harbor / Crystal beach 3/2 home with heated screened in pool and spa. Recently updated and newly furnished. Beach house design, a few blocks from the pinellas bike trail, aprox 1 mile from the water at Crystal beach,...

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Featured review

"Great Stay!"

This house was very nice. It was clean, had all the amenities needed, and the host was very responsive. The pool area was very nice, however, we were a little disappointed in the spa as we were expecting...

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$429
avg per night
New
Bradenton House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Whether you’re a couple(s), family, or a group of friends traveling — Destress at this home’s modern, **heated** pool complete with waterfalls and fountain.It’s the perfect and peaceful getaway to Anna Maria Island Beaches or even to Siesta Key, play at amazing local golf courses,...

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Inquire for rates

Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Siesta beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your Sarasota adventure begins at this completely remodeled 2 bedroom / 2 bathroom FULLY FURNISHED condo. Spacious and serene in a park like setting. Centrally located only 6.5 miles from world famous Siesta Key beach. With a king bed and a twin trundle day bed guest will find comfort and relaxation in...

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$128
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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$246
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

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

About this property

Excellent location in #1 rated luxury Lely Resort in beautiful Naples!Taste fully decorated furnished home with your own private pool and spa located in the gated community of Caldecott in Lely resort! Rated the #1 community in Naples where you can experience the amenities of a luxury clubhouse with...

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Featured review

"excellent home"

This is a wonderful home with a great location within Lely resort. The home is well maintained with everything you need for a winter seasonal rental. Fully stocked kitchen, and all the chairs, towels and...

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$415
avg per night
Panama City Beach Condo
Sleeps 10, 4 bedrooms, 3 bathrooms
11 reviews

Distance to beach: 1 feet to on the ebach

Key Amenities

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

About this property

ALL RATES INCLUDE ----ALL TAXES--- DEPARTURE CLEANING NO SERVICE FEES NO ADDED MANAGEMENT FEES. NO Credit Card Fees NO RESORT BOOKING FEE Enjoy: FREE WI-FI FREE Beach Service on all rentals in season save 350.00 per week Call us direct. Tell us your budget maybe we can work with you.All...

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Featured review

"Just NO"

We arrived around 8pm the first day. The floors hadn’t been swept so no big deal we just swept the floors and moved on until that night when we all went to bed the sheets were gritty with sand and one...

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$270
avg per night
Sarasota House
Sleeps 12, 5 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your luxury Sarasota escape, a stunning newly built two-story home designed for comfort, style, and unforgettable stays. Perfect for families, multiple couples, or group getaways, this spacious 4-bedroom, 3-bath residence comfortably sleeps up to 12 guests and offers a refined blend of modern...

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$199
avg per night
Special Offer
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 30 yards to Leeward Key Private Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

"Villa Vanilla - Unit 206"2 King Bedrooms, 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6 Villa Vanilla is a 2nd-floor Gulf-view corner condo unit in the highly sought-after Leeward Key condominium. You can literally be at the beach in 20 seconds! This corner unit has been updated...

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$162
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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$213
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Escape to the Sunshine State and book this waterfront 3-bedroom, 2-bathroom vacation rental house in Cape Coral. Boasting 2,100 square feet of well-appointed living space, a private pool, covered patio space, and an ideal location, this home-away-from-home will make you want to return year-after-year....

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Featured review

"Wonderful vaction"

The Cape Coral House was very nice and comfortable, and beautifully decorated. My stay was very enjoyable, and we enjoyed the wonderful accommodations where we were able to create family memories

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$179
avg per night
Last Minute Deal
Islamorada Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
19 reviews

Key Amenities

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

About this property

Islamorada Vacation Rental | Private Dock, Oceanfront Pool & Sunrise ViewsStep off your back door onto a private dock in one of the Florida Keys' most sought-after vacation rentals. Hooked on Islamorada is a 3-bedroom, 3-bath oceanfront townhome in the gated Peaceful Palms community —...

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Featured review

"A perfect Islamorada getaway"

We had an absolutely wonderful stay in Islamorada! The property was perfect for our trip and gave us everything we were hoping for our family vacation. The home was comfortable, clean, and had plenty of...

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$564
avg per night
Pompano Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
21 reviews

Distance to beach: 1000 yards to Pompano Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Your South Florida Getaway! We are thrilled to host you! Your perfect coastal escape is ideally situated in a quiet 22-unit property—just ½ block west from the sparkling sands of Pompano Beach and ½ block east from the peaceful Intracoastal Waterway. Your Home Away From...

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Featured review

"Wonderful Summer Rental"

I stayed here for the duration of the summer and it was exactly what I was looking for. The rental was furnished and came with everything I could have possibly needed, and the owner was always available...

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$110
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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$169
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms
32 reviews

Key Amenities

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

About this property

NOTE TO ALL MY GUEST. PLEASE CONTACT ME THROUGH THIS SITE OR BY PHONE. I WILL NEVER ASK YOU TO SEND ME MONEY DIRECT. I DO NOT USE PAY PAL AND WILL NEVER ASK YOU TO USE FRIENDS AND FAMILY ON PAY PAL. Unit 521 with Private Balcony. Breathtaking views. comfortably sleeps 8-10 guest. Regency has 2 large...

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Featured review

"Beautiful and Clean"

We were very pleased with the condo. It was clean and the space was very well used. Location was great. We had no issues or complaints.

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$223
avg per night
Lauderdale-by-the-Sea Condo
Sleeps 5, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beachfront Luxury Condo – Steps to the Sand & Minutes to Lauderdale-by-the-SeaExperience true Florida beachfront living at this beautifully renovated, designer-finished condo in the exclusive Sea Ranch Lakes North community. Let the ocean hit your feet and the sand be your seat as you step...

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$183
avg per night
Sarasota Townhome
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful townhome condominium. Large courtyard with private pool. Small association, only 12 units. Very private. Off Sarasea Circle. 2 minute walk to beach, restaurants and stores. Private off-street parking for 2 cars. 2 outside decks overlooking courtyard.

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$233
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Cape Coral Yacht Club Beech

Key Amenities

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

About this property

Relax in Comfort, Technology, Luxury & Heated Pool - Adults Only Property Welcome to Cape Coral Florida; while you're here why not enjoy this beautiful 3 bedroom, 1 Office/Workout room with 2 baths, Heated Pool and Outdoor Kitchen area home built in November 2017; the Home is constantly being...

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Featured review

"Nice break from cold"

We enjoyed our stay. thank you. Convenient location for Publix , Walmart, nice restaurants. Cape Coral+!

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$168
avg per night
Melbourne House
Sleeps 16, 8 bedrooms, 10 bathrooms

Key Amenities

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

About this property

Welcome to "The Havens at Beach Street", a part of "The Florida Havens" collection of properties. Book Beach Haven and Sea Haven together to enjoy two luxury homes just steps from a private beach entrance in Indialantic. With eight king bedrooms, two private heated pools and oversized...

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$1,043
avg per night
New
Stuart House
Sleeps 8, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Stuart Beach, free parking

Key Amenities

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

About this property

Furnished seasonal rental available December 1 secure your multi month winter stay now. Sleeps 8, private pool, luxury Willoughby Golf Club home. Bright, open layout with high ceilings and serene preserve views. Perfect for an exclusive winter seasonal stay.Designed for comfort and relaxation,...

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$280
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 300 yards to Vanderbilt Beach

Key Amenities

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

About this property

The condo is located in a wonderful community, Beachwalk, which is in the heart of North Naples just a short stroll to Vanderbilt Beach. Beachwalk, a low density community with winding roads and lush tropical foliage, features a Club House, six Har Tru lighted tennis courts; two(2)community swimming pools;...

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Featured review

"Beautiful condo"

Beach Walk Condo. Beautiful condo and surrounding area. Very convenient to restaurants, interstate, movie theatre, and Wal Mart, but in a quiet neighborhood. Only a few block to the beach. You couldn't...

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$156
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to the Cypress Woods Golf and Country Club community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along with a large den and 2-twin beds. A total of 6 people can...

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Featured review

"Great Place to Stay"

We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...

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$120
avg per night
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Please Note: Above the nightly rates we do have a cleaning fee and 12% Florida tax, please see rates for more info. or call me at I do rent 8 condos at the Sandcastles in Cocoa Beach so if this one will not work for you please let me know and I will do my best to help you.Condo, 2 Bedrooms, 2 Baths,...

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Featured review

"Great location"

Very nice condo with balcony looking directly out on the ocean Excellent place to watch rocket launches Complex has direct beach access Condo is well stocked with kitchen accessories and there are beach...

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$270
avg per night
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

WOW! Your dream CONTEMPORARY POOL home away from home is complete with an ENTIRELY remodeled interior and revived landscape.( Please be aware NO PARTIES!) 3 bedroom/2 bath, the home offers upgrades throughout the kitchen, dining, family, master bathroom and living rooms. The beautiful home also includes...

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$182
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to our newly decorated and fully furnished home! Available now for 2025. Feel the warmth of the beach the moment you step into this beautifully decorated 3 bedroom plus den, 2 bath coastal decorated home. Newly painted with Peruvian travertine 18x18 tiles throughout house except for bedrooms....

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$171
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Special Notice: Beach, Pool, & All Amenities are Open! Beach access from our Ocean Deck is restored and our stairs have been rebuilt! Our Wide Beach has Returned!!This 2-bedroom 2 bath Ocean Front 5th floor unit has views you can't believe until you see it! This unit was totally remodeled...

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Featured review

"Sandollar"

The management and host was great I loved my stay there. I’m planning on coming back in the near future.

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$212
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Relax with the whole family and enjoy the island life at our centrally located home !Enjoy our recently updated 3 bedroom,, 2 bath vacation home. It boasts a beautiful HEATED , salt water in-ground pool on an oversized patio. Close to shopping and restaurants! Our house is located on a quiet...

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Featured review

"Central location, great home, beautiful beaches."

Stayed here two years in a row and enjoyed the location close to restaurants and beaches. Go to the farmers market if you can and find lots of delicious things! This home is in a great neighborhood and...

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$254
avg per night
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Indian Rocks

Key Amenities

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

About this property

Welcome to our beautifully remodeled 3-bedroom, 2-bath pool home! Enjoy a spacious layout with an additional family room featuring a queen sleeper sofa. The home includes a 2-car garage, a heated pool, a covered patio with outdoor seating, and a fully fenced backyard that's perfect for kids and pets....

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Featured review

"Private pool home"

After 11 years on Golf Boulevard, we rented a home with a screened enclosed pool. It was the most relaxing peaceful stay ever. Peaceful, quiet neighborhood, friendly people.and great location to all our...

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$215
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage.The main entry door...

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$149
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 100 feet to Gulf of Mexico

Key Amenities

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

About this property

This unit features ceramic tile wood-look flooring throughout with ceramic tile in the master bath. There is over 1300 sq. ft. inside, and a 30 ft. balcony that offers an endless view down the coast. This 2 BR-2 Bath unit also has bunkies that are perfect for the kids. The unit will sleep 8 and has a...

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Featured review

"Treasure Island"

Ms. Kidd was such an amazing person to work with! Her condo exceeded all my expectations. It was the perfect size for my children and me! Everything is up to date, clean, and comfortable! The balcony is...

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$520
avg per night
Ormond By The Sea House
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.1 miles to Ormond by the Seas

Key Amenities

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

About this property

Unavailable until December 1, 2026. January, February, March 2027: Currently unavailable.Please feel free to check in, in case we can open up to renters.Don't be shy! Send us an inquiry, and we will give you a personal quote. We will call you on the phone, as I promise you won't be...

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Featured review

"Beachy Interior, Fun Pool, Quick and Straight walk to beach"

This is a hidden gem beach town, at a hidden gem house, at a hidden gem beach! Loved our stay in this wonderful beach house! The solar heated pool worked great, and we used it every day. The hot tub...

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$93
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Begin your day at Twin Palms Resort in Panama City Beach by eating breakfast on our large over sized private balcony on the 11th floor over looking the beautiful Gulf of Mexico. There are spectacular views from both the master bedroom and living area. Hearing the sounds of the waves hitting the shore...

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Featured review

"awesome place to stay"

This place meet all expectations and more. The owner was fantastic. He helped with everything that with had questions about. Condo was very clean. The beds were excellent fantastic view will be back.

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$178
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 2 miles to Lido

Key Amenities

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

About this property

Relax at this lovely comfortable and spacious one bedroom or studio apartments with gorgeous new inground swimming pool at the Southside Village Resort. Check out our website for all the various options that are available. We are located in the wonderful Southside Village, also known as the Hillview...

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Featured review

"2 week holiday"

Fantastic. Like home away from home. great Hosts and beautifully located. Flat was sparkling clean and jason and Dee and their son Storm always on hand for any help required. We can only highly reccomend...

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$157
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Settle into coastal living in this beautifully renovated Sarasota retreat just minutes from Siesta Key’s world-famous white sand beaches. With a full kitchen, large fenced yard, and space to sleep 8, this home is perfect for both relaxing getaways and longer stays in the sun.The Space This...

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$246
avg per night
Special Offer
Bonita Springs House
Sleeps 10, 4 bedrooms, 3 bathrooms
4 reviews

Distance to beach: 4 miles to Bonita Beach Park

Key Amenities

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

About this property

Sunshine in Bonita is in the sought-after Spanish Wells gated community, home to the Spanish Wells Golf and Country Club. With a relaxing pool overlooking the golf course, our 4-bedroom, 3-bath home provides the perfect base to enjoy all that Southwest Florida has to offer! - 3.5 miles to Barefoot Beach...

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Featured review

"Lovely home"

Dear Sirs: The home lived up to expectations as presented. Simple and very clear rental formalities contributed to a wonderful experience. I will gladly return, and happily recommend it. Sincerely, Michael

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$305
avg per night
Sanibel Island Townhome
Sleeps 6, 4 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 1000 feet to Sanibel Bay

Key Amenities

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

About this property

Spacious well-equipped property, a five-minute stroll to the Bay. on Sanibel Island's east coast. Lots of room as the property hosts 2 bedrooms & 2 baths on the main floor and 2 bedrooms, and 1 full bath upstairs for visiting family & friends. It is a townhouse with a shared heated swimming...

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Featured review

"Wonderful Stay"

Everything you need for a vacation on Sanibel Island can be found at 982 Sandcastle Road. Plenty of space for family and friends, just a short walk to the beach, and right on the bike trail, there's something...

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$714
avg per night
Madeira Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 500 feet to Archibald Park Madeira Beach - Snack Shack

Key Amenities

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

About this property

Discover the epitome of coastal elegance in our 2-bedroom, 2-bathroom Executive Waterfront Condo, ideally located at Madellion Blvd in the heart of Maderia Beach, FL 33708. This penthouse exudes a sense of tranquility and sophistication, offering a spacious and inviting retreat for up to 6 guests.This...

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Featured review

"Amazing Place and Area"

This place is absolutely perfect exclamation the condo has luxurious Marriott king size pillow top beds make it hard to get up in the morning, I fully stocked kitchen and everything you need, and a beautiful...

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$216
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Call or Email Owner for your desired Booking Breath-taking views of the beach and ocean are viewed from large floor to ceiling windows in living room/dining room and MBdm. This beautiful condo is on the first floor with access to the grassed area and about 100 steps to beautiful heated pool and...

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Featured review

"Beautiful"

Beautiful area. All amends included. Pickleball, ring toss, Texas holden, sauna and hot tub. The beach was great. Went walking everyday on the beach. Played hand and foot card game. Also had bingo...

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$178
avg per night
Panama City Beach Townhome
Sleeps 8, 2 bedrooms, 2.5 bathrooms
8 reviews

Key Amenities

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

About this property

Our newly renovated “Emerald Surf” is a 2 bedroom 2.5 bath located directly on the sugar sand beach of the emerald coast on the East side Panama City Beach, Florida. Very large upper and lower deck overlooking the beach with outdoor patio furniture to enjoy your favorite beverage while...

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Featured review

"The Emerald Surf PCB 2026"

Emerald Surf is exactly as described. The perks: Beautiful ocean views just steps from the back door, loved the back porch stairs, free front door parking for 2 vehicles. Good communication with property...

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$161
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

An ideally located condo in North Naples, west of 41 and a short drive to Vanderbilt Beach, Delnor Wiggins State Park, and Barefoot Beach.The unit includes 3 bedrooms and 2 bathrooms and can accommodate six people. The Master contains a queen bed. The second bedroom has 2 twin beds. The Den/third...

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Featured review

"Clean and well stocked"

Loved staying here. Nice location overlooking a pond. Very close to the lakehouse (workout facility). Also close to the front gate which we appreciated. Easier to get to Charleston and Fresh Market shopping...

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$152
avg per night
Panama City Beach Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
19 reviews

Key Amenities

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

About this property

We are always updating the unit's contents to keep it comfortable and nice for our renters. New May 2022: ceilings with recessed lighting, curtains, wall paint/decor, guestroom vanity and mattresses in the bedrooms. New April 2021: refrigerator, range, upstairs decking, upstairs glass windows, living...

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Featured review

"Better than we even hoped for!"

We came to PCB to celebrate college graduation, promotions, and birthdays. Our daughter was even proposed to on the trip. Needless to say, we were all excited and full of expectations. I searched for a...

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$239
avg per night
Ormond Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 200 feet to Atlantic Ocean

Key Amenities

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

About this property

BIKETOBERFEST DATE STILL AVAILABLE OCTOBER 2026 Ormond Beach House - 3 Bedrooms, 2 Bathrooms NO EXTRA FEE'S FOR BOOKING UNLIKE VRBO/AIRB&B ! Ormond Beach, Daytona's neighbor on A1A. This turn key 3 bedroom (Master w/king, Twin beds in one room and Queen in the other), 2 bath Beach side...

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Featured review

"THE BEST RENTAL EVER!"

This was our second time renting the home and just like our visit before, EVERYTHING was perfect! The owner and agent are so easy to deal with and the way that the property is kept up reflects the integrity...

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$204
avg per night
Tavernier Mobile home
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

This property is located on a very unique spot. Very private. Too perfect to describe.During the day you could sunbathe while fishing for snappers, tarpon and lobsters from your private dock. Later on you may want to jump in for a swim or cruise the area on the kayak At early evening you may enjoy...

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Featured review

"Paradise!"

This is an amazing rental and the owners are the nicest people you will ever meet. The home is on the water and one house from the Gulf of Mexico. Sit on your own private dock and watch the Manatees, Dolphins,...

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$180
avg per night
Cape Canaveral Apartment
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 0.1 miles to Atlantic Ocean

Key Amenities

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

About this property

One-bedroom, one bath in-law suite sleeps four. Full furnished kitchen with living room and dining room. 680 sq. ft. Clean, fully furnished

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Featured review

"Very nice, & Convenient"

This place is very well kept! Quiet and VERY close to the beach! Very close to the space center, restaurants, bars, and the historic Downtown. Our hosts, Nancy & Chad, were exceptional. Very accommodating...

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$184
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.