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Florida Snowbird Vacation Rentals

(3308 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.

Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Everything is new in this gorgeous SFH located in Esplanade of the Islands. At $17,000/month in season, this home has it all, 4 Bedrooms plus Den, 3.5 Bath, open floor plan, large kitchen, beautiful flooring, designer furnishings and artwork, and a 2- car garage. The lanai features an outdoor kitchen,...

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$299
avg per night
Marco Island House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

This Stunning home with preferred Western Exposure sits on a large canal in the heart of Marco Island has everything you need for an unforgettable Getaway. Only minutes away from south Marco Beach with its white sand and clear blue skies. Close to the best restaurants, such as DaVinci’s, Marco Prime,...

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Featured review

"The Most Stunning Sunsets"

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

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$476
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your Naples escape on Marlin Drive! This beautifully updated single-family home is perfectly situated on the water in the highly desirable Royal Harbor community. Offering 3 spacious bedrooms plus a versatile den with a sleeper sofa, this residence combines comfort with the ultimate waterfront...

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$676
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Fantastic location with Gorgeous unobstructed views from every room. Corner unit, Huge wrap around Lanai, watch dolphin and manatee play from comfort of the lanai. Private beach access immediately across from condo with rinse shower in path. Condo also sits on the bay to give best of both worlds. Equipped...

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Featured review

"Great Hosts and Great Condo"

My wife Darlene and I leased the condo of Chris and Heidi in four different years, most recently last February and March. The condo is lovely: superbly appointed with every need and comfort supplied, spotlessly...

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$285
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 5.5 bathrooms
2 reviews

Distance to park: 5 miles to Disney World

Key Amenities

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

About this property

Excellent Private Detached Family Vacation home/Villa located in the Solana Resorts Davenport SPECIAL DISCOUNTS FOR LONGER STAYS !!! . Monthly bookings during January to April at special Monthly Rates available. _________________________________________________________________ (Please Some dates...

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Featured review

"Amazing 7 Bed rooms Villa Near Disney"

Our stay with Family and friens were superb. Cost is just a fraction of what otherwise with any Hotels. VEry large House with 7 Bedrooms and 6 Wash rooms. Own private pool and lanai . Bbq grill was provided...

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$242
avg per night

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Hallandale Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful 3 bedroom Direct Ocean beach condo,. Upgraded kitchen with quartz countertops and lots of cabinets. New wood flooring, painted, new blinds. King bed in the main bedroom, Queen in Bedroom 2 and Double in Bedroom 3 for plenty of room for the entire family. Full size Washer and Dryer in unit for...

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$272
avg per night
New
St. Augustine Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 150 yards to St Augustine Beach

Key Amenities

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

About this property

Located in the gated community of Ocean Gallery, about 7 miles south of historic St Augustine, this 2BR / 2BA condo is beautifully re-modeled with great views of the ocean from your private deck. Our property is located on the "quiet side" of the building overlooking a pond and on towards the...

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$196
avg per night
North Port House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$153
avg per night
Port St. Joe House
Sleeps 11, 4 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

The brand new Seagrass Shores is awaiting your arrival! Situated on the sought after North end of the Cape, we are only a mile past the Trading Post in the beautiful, gated Seagrass Community. From the driveway, it's only a 1 minute walk to the Seagrass Pool and Lounging Area, and from there only...

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$309
avg per night
Punta Gorda Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Just steps away from the largest deep-water Marina in southwest Florida, the Fitness, Racquet & Pool Club and an on-site waterfront restaurant, our Seabrook in the South Villa, located in the Resort at Burnt Store Marina, is where you have your chance to enjoy the Florida lifestyle that everyone dreams...

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$108
avg per night
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 20 feet to On beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Overlooks a direct ocean view from your own private balcony as you listen to the waves. Whether it’s with the Sunrise and a cup of coffee or late afternoon with a glass of your favorite wine, it’s a Win! Win! Experience! And in between take a long walk on the beautiful sandy no-drive beach!...

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Featured review

"Great condo on the no-drive beach."

We very much enjoyed our 2 weeks stay at Southpoint 407. The condo was clean, spacious and comfortable. The kitchen was well equipped with everything we needed. The condo building was quiet and not crowded...

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$208
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been...

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Featured review

"Fantastic Stay"

We had a wonderful time here on our vacation. The property worked perfectly for our family. We will definitely stay here again when we visit!

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$166
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to paradise at the prestigious Lely Ole community in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a private quad offers a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of modern...

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Featured review

"Fantastic Experience"

We had an excellent stay this October. The home was incredibly clean and well-kept, the host was extremely responsive and communicated clearly from start to finish, making the entire process smooth and...

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$182
avg per night
Pensacola House
Sleeps 7, 4 bedrooms, 1.5 bathrooms

Distance to beach: 20 miles to Pensacola Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Our rental property has been updated. Queen-size beds in the Master bedroom on the main floor and in the 2 bedrooms upstairs. A smaller bedroom on the main floor has a futon full bed size. Full bath on main floor and 1/2 bath upstairs. Kitchen has a large island, countertop stove, and double wall...

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$100
avg per night
Key West House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

When they say it's all about the location, this home says it all!By city ordinance, you must rent this property for 29 days or longer!!Welcome to this beautifully restored, remodeled second-floor 1933 Key West home on Caroline Street.A stairway decorated with wainscoting will lead you...

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$587
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 2 miles to Disney

Key Amenities

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

About this property

Welcome to Oakwater resort (the nearest 4 stars Resort from Disney) which is only 5 minutes drive from Disney World! It is also close to many other fine shops and restaurants. No traffic congestion! This resort is adjacent to an outdoor 24 hours Walmart super market( 2 minutes walking distance) Our sweet...

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Featured review

"Great property"

we were there for work in Universal Studios Epic Park, it was a great place and very accommodating, plenty of room and very clean, we will be staying again for the next round of work

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$126
avg per night
Ponce Inlet House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

The "Towers at Ponce Inlet" is a large oceanfront condominium community with six 7 story buildings located where NASCAR first held car races on the sandy beach of Ponce Inlet. Prized by its residents for it's relaxed lifestyle, Ponce Inlet is a quaint seaside town nestled between the Atlantic...

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$121
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
Naples House
Sleeps 10, 5 bedrooms, 6.5 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Modern Paradise! Ideally situated just minutes from the vibrant shops, restaurants, and beach of 5th Avenue. This elegant two-story residence boasts 5 spacious bedrooms, exuding sophistication and comfort. Enjoy sunny days by the heated pool or take a leisurely nap in the hammock and enjoy...

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Featured review

"Enjoyed it all"

We had such a great time with family as we visited the Naples area. Kids loved Naples and even Bonita as they really blend together. Our contacts from the management company were wonderful and always available!...

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$1,701
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
22 reviews

Distance to beach: 14 miles to Fort Myers

Key Amenities

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

About this property

Welcome to Endless Summer at Casa Coral Florida! This beautifully updated coastal home boasts stunning views, tasteful furnishings, and is DOG FRIENDLY with no additional pet fees. The outdoor living space features a waterfront dock and a heated, Southern exposure pool w/ sunrise & sunset views. Fish...

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Featured review

"Water paradise"

We were intrigued by the posting for this house when we rented it. We will say this, it far exceeded our expectations. Not only is it a lovely house in a great location with an amazing pool and right on...

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$176
avg per night
Last Minute Deal
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 1 bathroom
8 reviews

Key Amenities

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

About this property

The Wisteria Cottage is only 4 Doors to the Beach! Steps to the perfect Sugar White Sand Beaches at Access 81. Laguna Beach! - Daily - Weekly - Monthly Rentals- Call for a Great Rate ... 850- Eight 19- 333One2 Bedroom, 1 Bath - Fresh and Clean Inside and Out.One of David and Lisa Sample's...

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Featured review

"Panama City Beach Vacation"

Our stay at Wisteria Cottage was great! The cottage is very comfortable and located a block from the beach. The west end of PCB is very quiet but still 10 minutes from Pier Park activities. David and Lisa...

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$146
avg per night
Marco Island House
Sleeps 11, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Experience the ultimate Florida getaway at this stunning waterfront luxury home on Marco Island. Designed for both relaxation and adventure, this spacious four-bedroom retreat features a private pool, a dedicated game room, and complimentary bicycles for exploring the island. Perfectly suited for families,...

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$1,200
avg per night
Venice House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Leave the crowds behind - Tranquil 2bd, 2ba home with private pool and fenced back yard. The home is extremely clean in a quite and relaxed neighborhood close to beaches, shopping, restaurants, golf, fishing and adventure. 5 Night minimal rental off season & 30 nights minimum full month during January...

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$151
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 15 miles to Boca grand

Key Amenities

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

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community will be like nothing else you’ve seen in Southwest Florida, you will enjoy a stunning resort style pool featuring gradual entry and lap lanes....

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Featured review

"Heritage Landing Unit"

Owners are definitely Tenant friendly. Actually the best we have rented from in many many years. Great view from balcony of 11th hole and sunset in the evening. Unit is well supplied with utensils and necessary...

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$142,814
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$527
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
  • 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

"“Marvelous St Maarten #105”"

Fabulous, fantastic, spectacular, phenomenal and more!! Ideal setting! It’s HUGE! Watch the sunrise from your deck. 33 seconds and you’re on the beach! 6 seconds and you’re in the pool!! (Number...

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$376
avg per night
Indian Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Key Amenities

  • Private pool
  • WiFi

About this property

We at Florida Sun Vacation Rentals are excited to offer you Dolphin Key 206.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us and our Properties....

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Featured review

"Needs a little TLC"

Very nice condo but starting to show signs of wear and tear. The location of the condo is great and convenient for many amenities especially the wonderful beach. The huge terrace is really great but there...

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$140
avg per night
Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

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

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Featured review

"Very nice"

We loved our stay at this condo. On the beach and close to stump pass. Condo was spacious and clean. Kitchen was well equipped.

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$224
avg per night
Bonita Springs Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 4833/4835 Gary Rd Bonita Springs, FL, 34134, US BUILT IN: 1973 LAST RENOVATED: 2025 (full inside renovation + new furniture) MAIN FEATURES: Duplex Villa Pool (electronically heated) Fully stocked beach equipment...

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$146
avg per night
Englewood East House
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Manasota Key

Key Amenities

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

About this property

​Experience the luxuries of a new build (in 2022) with no mold or musty smells. Decorated and furnished with a coastal theme and up-to-date styles, this brand-new home is a tranquil escape from the busy world. The exquisite outdoor living space includes a covered lanai, a sunning patio with...

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$211
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Anne's Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

House, 3 Bedrooms, 2 Baths, (Sleeps 4-6)Spacious ground level home that will be easy on your legs--NO stairs to climb! The home is fully equipped with linens for the king, queen, and 2 double beds. The master bedroom has its own bath. A separate media room with a flat screen TV as well as a large...

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$330
avg per night
Pompano Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.5 miles to Pompano Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Tropical south Florida paradise. Inviting 2 bedroom 2 bath Condominium located on the 5th floor of a quiet and secure building. 1/2 block walk to the beach and just a few steps to the intercostal park. Beautiful ocean views from the large private balcony. Wonderful area for walks. Full kitchen features...

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Featured review

"Awesome"

Goos spot reasonBle price clean and easy to check in. They were great people to deal with. It waz nice

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$124
avg per night
Special Offer
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
80 reviews

Key Amenities

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

About this property

*Please also see my other website for “FAMILY ACTIVITIES” links and a LIVE BEACH CAM. Link for website can be found at BOTTOM OF THIS SITE UNDER “HOST” CATEGORY.The condo accommodates 6 comfortably with 1 bedroom, bunk area, queen sleeper sofa and 2 full baths.Den &...

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Featured review

"Great beach vacation!"

This condo was perfect for us. Two adults and two children. The kids loved the bunks. The master bed was really comfortable. You can’t beat right on the beach! It was clean and nicely updated. Can’t...

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$253
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Twin Palms Resort Unit 1005 is located in the heart of Panama City Beach, Florida. It is a two bedroom and two bathroom unit. The condo has been completely remodeled through out. It has new paint, new furniture, and new bedding. The living room area is complete with a sleeper sofa, additional sofa,...

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$111
avg per night
Cape San Blas House
Sleeps 14, 5 bedrooms, 4 bathrooms
4 reviews

Key Amenities

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

About this property

Nestled in the serene Ocean Haven neighborhood on the northern end of Cape San Blas, Beach Camp offers the perfect blend of relaxation and fun. This home features a private heated saltwater pool, an elevator for easy access, and a shuffleboard table for friendly competition. With four decks providing...

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Featured review

"Clean"

Very nice, clean and spacious house. Our kids spent a lot of time in the pool and playing shuffle board. Communication with the owner was excellent.

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$485
avg per night
Melbourne Beach Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 50 feet to Melbourne Beach

Key Amenities

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

About this property

Welcome to "Shell Haven", a part of "The Florida Havens" collection of properties. This luxurious beachfront villa is surrounded by untouched Florida coastline. Located directly on sea turtle nesting grounds and bordered by conservation land, this oceanfront home offers rare privacy...

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$714
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 0.5 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Recently Redecorated Luxury Waterfront Condo – Perfect Couples’ GetawayEnjoy the ultimate Siesta Key escape in this beautifully decorated waterfront condo, complete with a private boat dock and slip for boats or jet skis. Ideally located, you can walk to the beach, village shops, top-rated...

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Featured review

"Comfortable Condo"

This is such a comfortable, well decorated and fully equipped condo. The location was very quiet with nice views and in a great location for accessing the beach and siesta key. You can easily bike to siesta...

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$208
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious and beautifully furnished 3-bedroom, 2-bath condo in Venice, FL—just 3 miles from the beach!The condo offers everything you need for comfort and convenience:- A fully equipped kitchen with cookware, dishes, utensils, and a beverage fridge. - A primary suite with a king-size bed,...

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$119
avg per night
Special Offer
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Castleton Gardens is a highly sought after gated condo community situated in central Olde Naples, walking distance from Gulf beaches, restaurants, and shops.This prime location is exceptional and ideal for a Southwest Florida getaway. This ground floor condo offers high-end finishings and convenience....

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Featured review

"Amazing Vacation"

We had an amazing vacation,the condo and location were perfect. The condo was beautiful and had everything you could need,grounds were wonderful lovely pool and hot tub.Location was great too walkable to...

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$186
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 3 miles to Fort Meyers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful/professionally decorated two story townhome with 3 bedrooms , (all beds are queen size) 2 and a half bathrooms. Washer and dryer in unit. Screened in lanai and fenced in outside area. Great location three miles from Fort Myers Beach. Also close to Sanibel and Captiva Islands. This is in the...

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Featured review

"Wonderful place in our favorite Fla area"

Through the years we have travelled to Iona near Ft Myers as it is close to Sanibel, Ft Myers beach and the city. Our place this time suited us exceptionally well as it also included a screen porch. We...

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$168
avg per night
Key Largo House
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 2 miles to John Pennekamp

Key Amenities

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

About this property

Stunning 4-Bedroom, 3-Bath Waterfront Home in Key Largo This modern, gated 4-story residence offers the perfect blend of luxury and comfort. • Spacious 4 bedrooms / 3bathrooms • Electric gate entry, EV-ready with Tesla wall charger • Bright new heated pool with salt water system,...

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$300
avg per night
Jensen Beach Townhome
Sleeps 8, 4 bedrooms, 4 bathrooms
3 reviews

Key Amenities

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

About this property

(Booking fast!! 2027 Availability: December 5-Jan. 31; April 1-May 19th)Welcome to your dream coastal getaway on beautiful Hutchinson Island in Jensen Beach, Florida! Perfectly situated just moments from pristine, uncrowded beaches, this beautiful townhome offers the ideal blend of relaxed beach vibes,...

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Featured review

"Great Experience"

We had an absolutely fantastic stay at Audra and Brian beautiful home! From the moment we arrived, they were exceptional hosts—warm, welcoming, and attentive to every detail. Their home is not only spotless...

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$252
avg per night
Panama City Beach Cottage
Sleeps 9, 4 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Monthly, Weekly or Nightly Rates available. Call for Specials!Welcome to Panama City's Best Beach Cottage! Right Across the Street from the Beach and Beach Access #83Step Back in Time with this Wonderful Cottage... , this Beautiful Cottage is a One of a Kind. Recently updated with Love!...

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Featured review

"Awesome Vacation experience"

We recently stayed in this vacation rental when our adult children and grandchildren came for our 50th Wedding Anniversary. The home was clean and comfortable and was stocked with everything that we might...

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$129
avg per night
Kissimmee Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 5 miles to Disneyworld and Disney Springs

Key Amenities

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

About this property

You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, three bedroom, two bath, fully equipped vacation condo rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community...

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Featured review

"Holiday season in Kisimmee"

Excellent vacation in Florida Sunsations. Condo is close to main attractions , restaurants and airport. Excellent communication with owner Barry Paulus. Will return next year.

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$91
avg per night
Anna Maria Island Villa
Sleeps 12, 4 bedrooms, 4 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ideal Location - Family Vacation Accommodation 2 Individual Villas, 4 Bedroom 4 Baths Sleeping for 8-12 Guests Pricing is for one villaDuring January February & March you can only rent 1 villa. During June & July you must rent both villas. Pricing on our site here is for only 1 villa.The...

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Featured review

"Huge pool and awesome location"

We had a great time and our kids loved the pool! We rented bikes and used them everyday. We had a party of 12 and it was big enough for all. We would love to stay again!

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$254
avg per night
Panama City Beach House
Sleeps 8, 3 bedrooms, 2.5 bathrooms
22 reviews

Distance to beach: 100 feet to Gulf of Mexco

Key Amenities

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

About this property

Welcome to "Lotts of Sun" - Your Beachfront Paradise!Escape to the serene shores of Sunnyside/Laguna Beach, where the sugar-white sand and emerald green waters of the Gulf of Mexico beckon you to relax and unwind in this classic beach bungalow. Built in 1960, our home is not fancy. No...

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Featured review

"I Found Old Florida!!"

My husband and I have been to many Florida beach towns looking for "Old Florida." Unfortunately when we get there we find that what was once a quaint beach town is now busy and crowded. Although Panama...

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$308
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Golf Condo with fantastic views overlooking the 10th Green, Babcock Lake, and Downtown Babcock. Babcock National Golf & Country Club Vacation Rental A Golfers Vacation Paradise, located in Southwest Florida. This 2nd Floor Terrace Condo has been professionally designed and furnished. Formerly one...

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$124
avg per night
Rotonda West House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 9 miles to Englewood Beach

Key Amenities

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

About this property

Southwest Florida Paradise!! Heated Pool, Gulf Breeze, and Beautiful Beaches. Your Family-Friendly Getaway near Boca Grande, Florida Awaits!Welcome to your perfect family escape! The Seafeather, a spacious 3-bedroom, 2-bathroom vacation home in the heart of Rotonda West offers everything you need...

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Featured review

"As advertised"

Clean home, exactly as advertised. Owner was great to work with. I wanted a home 10 minutes from the marina and this home was perfect. Close to everything boating for Boca. Five Stars

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$253
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
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
15 reviews

Key Amenities

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

About this property

Welcome to Sun, Sand, and Sunsets 706W at the Sunbird in Panama City Beach FL. Our owner-managed Gulf-front condo is designed for those who appreciate quality, comfort, and a truly relaxing beach experience.PLEASE NOTE MINIMUM RENTAL AGE IS 25.The Sunbird requires a separate amenity registration...

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Featured review

"Excellent"

The condo was perfect! The owners were very responsive. Highly recommend! I will definitely book again

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$175
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.