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Florida Snowbird Vacation Rentals

(3301 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.

Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Distance to beach: 2 miles to Manasota Key

Key Amenities

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

About this property

This newly updated home with it's unique guitar-shaped pool is an excellent getaway. The perfect place to unwind and decompress. The beautiful Venice Beach is within a 10 min drive to hunt for shark's teeth and a sunset stroll. If golf is your passion, an 8 min drive takes you to a one of...

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Featured review

"Convenient Getaway!"

We loved our time at this beautiful home! The house was spotless—clearly very well cared for—and had everything we needed for a comfortable stay. The location was perfect: just a short distance to the...

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$100
avg per night
Destin Condo
Sleeps 4, 1 bedroom, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Destin, Florida! GREAT PRICE for our NEW LISTING for 2026 beach vacations!! Beach Resort Condominium Unit 505 is a Fabulous Gulf View Condominium Rental direct BY OWNER. NEWLY RENOVATED one bedroom/one separate bunk room/two bath 1046 sq. ft., family friendly, nonsmoking/no pets weekly Saturday to Saturday...

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Featured review

"Wonderful place to stay!"

We stayed with our small kids (3-7 years old) and had a great time. It was a 10 minute walk from the door of the condo to the beach, 2 beach chairs and umbrella were set up for us each day which were included,...

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$157
avg per night
New
Boca Raton House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Experience luxury coastal living in this fully furnished 3-bedroom, 3-bath Boca Raton residence, ideally located just one block from beach access and directly across from the Intracoastal.Situated in an exclusive neighborhood of multimillion-dollar homes, this property offers privacy, elegance, and...

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Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

Key Amenities

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

About this property

This is a real treat! Allow yourself the comforts this home offers, quality furnishings, the modern coastal decor and the new construction that offers all the modern amenities. Every detail has been considered to make sure you enjoy your vacation and make this your 2nd home in our beautiful Naples....

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Featured review

"Perfect Spring Respite"

We selected this home for its location and amenities, it was perfect for a three month stay. It has everything you would need in a luxury home. The property manager Tim is amazing and very helpful and responsive....

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$475
avg per night
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3,5 bedrooms | 2,5 bathrooms LOCATION: 618 SW 11TH PL Cape Coral, FL, 33991, US LICENCE NO: RR-001629-2026 BUILT IN: 2022 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Seperate office Concrete dock Elderly friendly...

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Featured review

"Fantastic Villa"

Had a great vacation at Villa Apollo, fabulous pool hot tub and outside sitting area, loved the outside TV. Beautiful views and sunsets. Inside is nicely decorated spacious clean and comfortable, kitchen...

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$100
avg per night

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Redington Shores House
Sleeps 4, 2 bedrooms, 1 bathroom
3 reviews

Distance to beach: 0.0 miles to Out front! 30 steps away.

Key Amenities

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

About this property

You are on vacation! No need to worry about anything here! Our beach house is a very rare, private, stand-alone home that sits right on the beach - NOT A CONDO! No elevator, passcode or shared property to be exposed to! You can see the Gulf of America and sunset/moonset from every room in the house...

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Featured review

"wonderful"

We had a great time. The location was perfect. Sue was attentive and responded quickly to questions. The house was spotless and fully equipped with all that was needed to cook and enjoy the beach. We...

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$571
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
Clearwater Apartment
Sleeps 8, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

A one of a kind Luxury Oasis in the heart of Clearwater!Pamper yourself in this spacious and spectacular unit, professionally curated with modern design décor and finishes. Relax and reset by the resort style pool situated in the gated communities multi-million dollar club house. Enjoy all...

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Featured review

"Beautiful!!"

Beautiful place , host Fabio was amazing, everything you would want in a memorable family vacation, grounds and amenities are very well keep. The only issue I had was that It wasn’t long enough. I will...

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$67
avg per night
Largo House
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Clearwater and many others nearby

Key Amenities

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

About this property

Perfectly situated home minutes from Indian Rocks beach and 10 minutes away from the #1 beach in the US: Clearwater beach.This 3-bedroom home features a stylish living space that comfortably sleeps 8-10 people, with all the essentials you'll need for a perfect stay!Home has three bedrooms,...

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$299
avg per night
The Villages Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a beautiful 2 bedroom, 2 bath Courtyard Villa located in the Villas of St Simons. St Simons is completely surrounded by the gorgeous Championship Course at Glenview Country Club.We provide flat screen TV in the living room and master bedroom. Our home has luxury vinyl planking flooring...

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Featured review

"Awesome!!"

Loved the house!! Close to a ton of things and the golf cart was a nice touch!! Slept like a baby every night.

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$57
avg per night
New
Kissimmee Townhome
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Steps Away from the MagicFully renovated and thoughtfully designed, Starlight Vacation Home offers a warm, comfortable, and unforgettable stay for the whole family. Every space has been created to deliver a true “home away from home” feeling, where relaxation and lasting memories come...

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$169
avg per night
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • 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, 3 bedroom, 2.5 bath, fully equipped vacation townhouse 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

"Beautiful Condo! Exactly as shown!"

We are a retired couple who stayed for 3 months from Jan to March. Beautiful Condo, exactly as pictured. Furniture is very comfy. Close to all attractions. We felt very safe. Publix and Walmart are...

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$105
avg per night
Perdido Key Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

See Videos, Specials and choice of 6 properties go to LenFarinaProperties com Snow Birds recrive 48% discount Dec 12 to March 13, 2026This modern, affordable, beachfront condominium has everything you need to create lasting memories with your life partner, young family, or even small group of friends.The...

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$112
avg per night
Punta Gorda House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Upscale Short-Term Rental in Deep Creek – Available now. Off-Season Rate: $2,500/Month | Turnkey Furnished Experience comfort, space, and sophistication in this beautifully renovated 4-bedroom, 3.5-bath short-term/seasonal rental located in the sought-after deed-restricted community of Deep Creek...

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$100
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 2006 SE 20th Ln Cape Coral, FL, 33990, US LICENCE NO: RR-001797-2026 BUILT IN: 2003 LAST RENOVATED: 2013 renovation, 2024 remodeling 2nd bathroom + new paint lanai MAIN FEATURES: Pool (electronically + solar heated)...

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Featured review

"Cape Coral House Rental"

The house exceeded my expectations I was extremely satisfied and happy with the house and had a fantastic time

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$100
avg per night
Siesta Key House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to your Siesta Key haven! This fully renovated 3-bedroom, 2-bath home, a mile from the world-famous beach, offers a perfect blend of comfort and convenience. Enjoy a modern open floor plan, a fully equipped kitchen, and a private pool in a fenced backyard. With comfortable sleeping arrangements...

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$157
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Tastefully renovated 2nd floor unit with great beach/gulf views. Fully equipped & furnished kitchen with granite countertops. Beach chairs, umbrella, beach wagon, coolers, linens, towels - everything you need for a great time in sunny Marco Island. Master BR has a beautiful view of the gulf and...

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$117
avg per night
Fort Myers Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Fort Myers Beach

Key Amenities

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

About this property

This 2-bedroom 2 bath condo on the second floor is a nice place for your stay in the Brookshire neighborhood. Whether you are a snowbird, mobile worker or a medical professional this home boasts all the comfort of a nice home away from home. With the pool, tennis- and pickle ball courts steps away you...

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$60
avg per night
New
Arcadia House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 34 miles to Boca Grande

Key Amenities

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

About this property

This property is located right on Peace River where it's famous for fishing, boating, touring, jet skiing, floating, kayaking, canoeing, and the famous Navagator Restaurant which is of walking distance. The property is about 1500 sq ft with about .30 acres of land and a two tier deck with a boat...

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$250
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 20 miles to Fort Myers

Key Amenities

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

About this property

4th Floor Condo, with elevator. Small pool located a short walk from the condo Beautiful views, looking over the fairway and nature reserve. Port Charlotte can been see in the distance. Small balcony, with seating and electric BBQ. Sunsets are gorgeous.PET FRIENDLY.*************THIS DOES...

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Featured review

"Flawless 3 month stay"

I rented this 2 bedroom unit from Oct 1, 2025 to Dec 31, 2025. The booking and financial transfers went smoothly and I felt very comfortable renting this unit from a different state (NJ). Ruth (owner)...

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$83
avg per night
Punta Gorda House
Sleeps 14, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly

About this property

Luxury Waterfront Getaway – 5BR/4BA w/ Unobstructed Harbor Views Welcome to your private slice of paradise in Punta Gorda, Florida! This stunning 5-bedroom, 4-bath luxury waterfront home offers unobstructed panoramic views of Charlotte Harbor, blending elegant design with the perfect setting for...

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$299
avg per night
Last Minute Deal
Islamorada Townhome
Sleeps 8, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Front-Row Ocean Views – A Location That Cannot Be ReplicatedWelcome to Paradise Palms—the crown jewel of the exclusive Peaceful Palms gated community. The luxe upgrade! Perfectly positioned just steps from the water, this newly built three-story home offers sweeping panoramic views and...

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Featured review

"Best stay in the Keys and we have stayed at all of them. Lux!"

Best stay we’ve ever had in the Keys and we booked super last minute. We always choose Islamorada, but this place blew every other stay out of the water. The third-story balcony was insane—hello ocean...

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$600
avg per night
Key West House
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Adorable historical conch house 2 bdrm, 2 full bath on quiet street with all the modern day amenities & decor in convenient location, relax by your private heated/chilled pool surrounded by decking and palm trees. Enjoy your morning sitting on the front porch watching the breeze travel through the...

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Featured review

"Key West paradise"

Beautiful home on a quiet street and close to everything. No need for a car. You can walk or ride bikes to anywhere on the island. Outdoor area is just right for a group of six. Totally enjoyed the...

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$250
avg per night
Pompano Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo in the heart of pompano beachThis condo includes a spacious bedroom with a comfortable king bed, as well as a sofa bed and enough storage space for all your belongings. The private bathroom has a shower and all the necessary accessories. The bright living room, with floor-to-ceiling windows,...

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$92
avg per night
New
Naples Condo
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

NAPLES RENTAL ALERT AVAILABLE ASAP IN THE HEART OF NAPLES!CURRENTLY RENTED FROM JAN 2027-APRIL 2027975 Tarpon Cove Dr Unit #204, Naples, FL 34110 This is the kind of Naples rental everyone waits forTURNKEY FURNISHED • 3 BEDROOMS 2 BATHROOMS • GATED COMMUNITY • BIKE TO THE...

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$130
avg per night
Last Minute Deal
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Enjoy fabulous sunsets from you private balcony, living room, and kitchen!This totally remodeled condominium is located on the fifth floor of the Summit. New Granite countertops and NEW Walk in tile shower ! Brand New Furniture and tile!! Great views of the beach, pools, and sunsets. New Hi Top...

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Featured review

"Love the Summit and Condo!"

Everything was clean, well stocked and the beds were comfy. The owner got back right away with any questions we had.

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$142
avg per night
Venice Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Distance to beach: 8 miles to Manasota and Venice each

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Completely updated villa in the Plantation of Venice. New kitchen, walk in shower, new vinyl floors, views of the lake from the kitchen island, Florida room, enclosed lanai and master bedroom. 3 bedrooms, 2 baths, nice yard, close to shopping. 2 car driveway with a garage.

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Featured review

"Our stay March of 2026"

Don and Terri were very gracious hosts, went above and beyond to make us feel at home. Lovely home with many amenities. Welcoming community with many things to do in the area. Hope to return for a future...

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$110
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy morning and evening walks and shelling on Ft Myers Beach. Corner unit of Estero Beach Club on second floor with easy access to beach and pool; no need to use elevator. Awaken to sun and relax with sunset on screened lanai 100 yards from ocean. Heated pool and hot tub facing beach below unit....

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$250
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to this beautifully maintained 3-bedroom, 2-bath coach home in the desirable Clermont neighborhood of Pelican Marsh at $9,500/month in-season. This light-filled end unit offers an inviting open floor plan, high ceilings, and serene preserve views—perfect for enjoying the Naples lifestyle....

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$143
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

Craving some Florida sunshine? Book a trip to this canal-front 3-bedroom, 3-bathroom vacation rental house in Cape Coral! With a private dock, a screened-in pool, and 2,600 square feet of living space, this lavish home is sure to impress. This property's location, within 15 minutes of several golf...

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Featured review

"Wonderful stay in a gorgeous house"

Had the pleasure of spending the month of March relaxing by the pool while watching the boats float by This lovely house is well equipped and our family and friends were amazed by all the space ad amenities...

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$200
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY! Your Exquisite Getaway on Lemon Bay Welcome to Serenity, a stunning retreat perfectly nestled on Lemon Bay, and just a 5 minute drive to the beautiful Manasota Key Beach. This beautifully designed home offers seamless indoor-outdoor living, with floor-to-ceiling windows providing...

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$650
avg per night
Madeira Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the ultimate coastal escape in our elegant ground-floor 1-bedroom Executive Waterfront Penthouse, perfectly situated in beautiful Madeira Beach. Designed for couples seeking a luxurious and romantic getaway, this exquisite retreat offers easy access—no stairs to navigate with luggage...

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$119
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

NEWLY REMODELED RENTAL - Beautiful D Building, 5th floor BEACHFRONT condo in the Dunes of Panama on spectacular Panama City Beach. This unit was totally remodeled -- new flooring, trim, paint, appliances, furniture, TVs, washer/dryer, ceiling fans, linens and kitchen items. Beautiful kitchen with Cambria...

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$275
avg per night
Santa Rosa Beach Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Spacious bedroom unit condo located on the second floor, above boutique store in Gulf Place Resort. Located in the heart of Hwy 30. Fifteen minutes from Destin and Seaside. One minute walk to the beaches. Private access to two beaches. Unit is located on the second floor of three floors building,...

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$150
avg per night
New
Clearwater Beach House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Walking distance to the beach! 300 feet to the beautiful Clearwater Beach ! Safe , family friendly south beach of Clearwater! Ranch home with ample parking and attached in-laws quarters or use for guests! Beautiful outdoor living space with swim spa available! All upgraded amenities and modern appliances!...

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$200
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 4214 SW 14th Avenue Cape Coral, FL, 33914, US LICENCE NO: RR-001823-2026 BUILT IN: 1999 LAST RENOVATED: 2024 (new bedding equipment) MAIN FEATURES: Large pool (electronically heated) Pet friendly - dogs only (Owner...

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$80
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Newly remodeled, limited rentals!Summer rentals are Sunday thru Sunday.Coral Reef 803 has a large wideopen feel in a well kept property on the East end of Panama City beach. The condo has a remodeled kitchen, both baths with new tiled showers and ALL NEW furniture, with almost 1500 sq ft. 2 Bedroom,...

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Featured review

"Great place to stay."

Everything was amazing. We had everything we needed then entire stay. House was clean. Shower was the best thing ever. Went here for our daughter’s spring break then she didn’t go so mom and dad went...

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$145
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This is a Walkdown level fully remodeled condo. On the soft white sand beaches of Longboat Key, Beach Place offers 31 luxury acres and 1450 linear feet of beach. Resort Style Amenities include large community pool and exercise facility.New Listing! Perfect beach view elevated walkdown level fully...

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$193
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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$220
avg per night
Key Largo House
Sleeps 14, 5 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

First time offered - only property of its kind the keys -as featured in Global Mansion - Wall Street Journal. A true resort style peninsula surrounded by over 25 acres of park nature, providing the upmost privacy anywhere in the world.Web:Feel the joy of living on a truly beach home. ...

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Featured review

"Paradise"

We spent a month at this spectacular piece of heaven. It feels like you’re on our own island. Everything was laid out for us and the views anywhere on the property were breathtaking! One of our most...

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$1,867
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially...

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$1,286
avg per night
Davenport Townhome
Sleeps 10, 5 bedrooms, 4 bathrooms

Distance to park: 12 miles to Magic Kingdom, EPCOT, Hollywood Studios, etc

Key Amenities

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

About this property

Luxury 5BR/4BA Townhome in ChampionsGate – Sleeps 11Welcome to your Orlando oasis! This spacious and stylish 5-bedroom, 4-bathroom townhome comfortably accommodates up to 11 guests—ideal for large families, groups, or multi-generational getaways.⸻Home Features • Bedrooms...

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$215
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 50 feet to Daytona Beach!

Key Amenities

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

About this property

Light, airy and modern, Unit 205 is a 3BR/3BA, 2250 sf condo that offers a quiet and spacious oasis directly above beautiful Daytona Beach - one of America's finest - and close to many of the attractions of central Florida. We are a few minutes from downtown Daytona Beach and the iconic Daytona International...

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Featured review

"Fabulous Condo"

I wish there was a 10 Star rating!! Everything about this condo was fabulous! It is spacious, every room was beautiful, and it was spotless! The kitchen had the very best amenities. The complex was very...

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$225
avg per night
Islamorada House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Lower Matecumbe waterfront home, pet friendly for 1 dog. New concrete saltwater pool (heated/cooled) in 2022. New 20,000 Lb boat lift in 2022. New paint inside and out 2022. New furnishings in 2022. White Marlin Beach access and quick boat ride to Channel 2 or 5 bridge or to Robbies Marina. Plenty of...

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Featured review

"The Florida Keys at its Best!"

We stayed here in the “Honu Hale” house in August 2024 during the Florida Lobster Season. The property is ideally laid out & set up for boaters, divers & fisherman. There’s plenty of dockage and a...

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$250
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

No steps! Professionally decorated for comfort and style this open floor plan ranch style Villa has soaring ceilings. Curl up with a movie on the 55" TV on the finest luxury leather we could find. Fully equipped stainless steel kitchen with everything you could possibly need. Stainless steel grill....

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$167
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This two bedroom, two bathroom is in a beautiful location and minutes from 4 beaches, water sports and golf courses, restaurants, hiking and shopping. Enjoy two pools on the premises, one is directly across this unit. Shuffle board, pickleball and tennis courts are also available. The unit backs up to...

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Featured review

"Fiddlers Green"

We stayed in December of last year, and the place was immaculate. It is a great location to get to other areas in this area of Florida. And the pool and vicinity was well maintained. We would definitely...

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$73
avg per night
Miramar Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
50 reviews

Distance to beach: 700 feet to Miramar Public Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Find yourself within steps of the beautiful sugar white sand and aqua blue waters, on the gulf beaches of Miramar Beach, in beautiful Destin FL. Get lost in the almost 1700 sq ft of stunning space offering 3 large bedrooms, all with private baths, open floor plan with dining, great room and a fully stocked...

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Featured review

"Wonderful stay!"

Our stay at Lauren’s condo was wonderful! Her home is comfy and well-equipped with everything we needed for a family. The condo is nicely decorated and furnished. We really appreciated the house supplies...

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$156
avg per night
Naples House
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Experience the ultimate in Florida luxury at this stunning 3-bedroom + loft and 4-bathroom coastal contemporary condo, offering 2,524 sq. ft. of thoughtfully designed living space. This high-end unit has been fully remodeled to combine modern sophistication with timeless charm.Step inside to discover...

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$525
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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$180
avg per night
Fort Lauderdale Condo
Sleeps 4, 1 bedroom, 1 bathroom
8 reviews

Distance to beach: 1 miles to Ft. Lauderdale Beach

Key Amenities

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

About this property

Newly renovated, immaculate, bright condo with contemporary furniture. Large, spacious bedroom with 2 Queen beds and high end luxurious mattresses. Fully equipped kitchen with 4 new stainless steel appliances, granite countertops, and breakfast bar. Living room has sofa bed, 55 inch LED Curve HDTV with...

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Featured review

"Great landlord, location and community atmosphere"

This old Florida apartment building has charm and authenticity, with all the modern conveniences. It’s perfectly situated on a quiet street in the Coral Ridge neighborhood, conveniently located between...

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$90
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.