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Florida Snowbird Vacation Rentals

(3381 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.

Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 600 feet to Cape San Blas

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heron's Hideaway is right in the center of the desirable North Cape gulf front community of Barrier Dunes. A short 2 minute walk to the beautiful white sand beach and next to one of the pools and tennis courts. Our home has a spacious living room with a 65” TV featuring built in Roku for streaming...

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Featured review

"Fall Getaway"

Cape San Blas is a beautiful place to stay especially in the Fall. The beach is not crowded. The condo we stayed in was very nicely furnished and had everything we needed.

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$197
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Ocean Harbour K31 87851 Old Highway, Islamorada, FloridaLOCATION: Ocean Front CondoMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months Allowed MILE MARKER: 87.8DETAILS: Gorgeous 3 bedroom ocean front condo with unobstructed ocean views from the screened...

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$300
avg per night
New
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Island Key Condominiums is an intimate community providing relaxing waterfront views and a convenient location to all that Clearwater Beach has to offer! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the comforts of home including a washer/dryer,...

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$292
avg per night
Hutchinson Island Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Barclay Beach Club One of the most modern and beautiful condominiums in Hutchinson island, surrounded by amazing and peaceful Nature! Ocean front condo in Hutchinson Island Fl 1 hour and a half from orlando ,and 2 hours from miami Perfect place to relax ,Hot tub, heated pool. Billards,tennis courts...

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$132
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Sea Noir Moments! A Lower Keys dream, located in the super popular upscale Summerland Cove neighborhood. This is not your average vacation rental, with a heated pool and spa, ample dockspace for your boat, and a giant screened in porch to enjoy your daily catch pest free! And that is just the outdoor...

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$383
avg per night

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Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

FOUNTAINS I in Naples.Fully FURNISHED TURNKEY FIRST FLOOR condo with carport AVAILABLE mid-April until the end of November 2025 for only $1950 a month (December 2025 is $3500). (Not available for season 2026). Beautifully REMODELED and furnished 2 bedrooms, 2 baths with gorgeous LAKE VIEW. All new...

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$150
avg per night
New
Naples Mobile home
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautifully remodeled and furnished lives like a ranch home huge deck with very private setting that may be available December one completely furnished and ready for occupancy.. pet friendly and allowed..close to beaches, shopping, medical, and Southwest Floridas international Airport

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$130
avg per night
New
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your relaxing gated golf community. This newly remodeled condo helps get you accompanied to the Florida lifestyle. Front and back lanais allow you to enjoy the sun in the morning and afternoon with golf views right outside. Large open Kitchen. This home is set up for entertaining family and...

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

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Spacious stylish second story two bedroom, two bath condo located in the middle of the IMG country club. Split bedroom style to accommodate guests easily. The primary bedroom comes with a king size bed and smart Roku TV. Second bedroom has a queen size Murphy bed with a desk area. Linens provided. ...

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$87
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning

About this property

Florida Keys Vacation Rentals – Need a private space to call home during your sunny stay in the Florida Keys? Conchy Joe’s is the place! This beautiful home has 3 bedrooms and 2 bathrooms. The interior is fully furnished and decorated in Florida Keys fashion with plenty of space for friends...

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Featured review

"Island getaway"

Always enjoy our stays in Keys when we find such a lovely place to have family come to join us. Some homes have a great location some have great amenities, but finding one like this, that has both is...

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$277
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...

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$216
avg per night
Vero Beach Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Exclusive and modern holiday home "VILLA BAMBOO" right on the water of the Indian River in an upscale residential area in Vero Beach on the east coast of Florida.This villa stands out due to its light-flooded rooms, bright and tasteful furnishings and an ambience that invites you to linger....

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$284
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available for full 2026 season! Beautiful and spacious 3 bedroom townhome located in Sail Harbour, a beautiful community in a great location, minutes from Fort Myers Beach, Sanibel Island, shopping, restaurants and entertainment, also adjacent to the HealthPark Medical Center. Enjoy open plan, very well...

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$166
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
6 reviews

Distance to park: 8 miles to Disney Animal Kingdom

Key Amenities

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

About this property

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

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Featured review

"Awesome"

Verry nice villa, warm jacuzzi. It was awesome. Bathrooms and bedrooms were good. Everthing was clean when we arrived. Great

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$359
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Peck Plaza is the tallest building on the beach. It's unique round shape offers panoramic views to the south and west. All remodeled in 2021, each room has a wall of windows with lots to see from our 9th floor vantage point. Our split bedroom plan is perfect for two couples traveling together, or...

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$182
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

This stunning waterfront home boasts 3 bedrooms, 2 bathrooms, and a dedicated office, all conveniently located near Mackle Park, the Museum, and the YMCA. The master suite features a king-sized bed, spacious walk-in shower on both sides, and dual sinks. The guest bedrooms are cozy with a queen bed and...

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$524
avg per night
Key Largo Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 3 miles to John Pennekamp State Park

Key Amenities

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

About this property

Enjoy the panoramic view this tropically decorated, fifth-story unit has to offer of the Atlantic Ocean and the adjacent Wildlife Sanctuary. The unit affords its guests the spectacular sunsets the Florida Keys are famous for, right from your balcony and living room.Kawama Yacht Club is situated at...

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Featured review

"Boys week"

Great atmosphere, two minutes to the Atlantic. Jose great host, very clean. Thank you Jose for sharing your home.

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$298
avg per night
Dunedin Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Available May 1-30 2026 If property is booked please consider our other property #13186.LOCATION!! This beautiful waterfront condominium community is the prime location of Dunedin. Dolphin Pointe is located on the Dunedin Causeway/Beach & a bike ride to Honeymoon Island/Caladesi Island (voted...

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Featured review

"Unit 206 Dolphin point stay"

I recently stayed at Kristin Savages condo at Dolphin Point in Dunedin Florida. Everything was above and beyond what we expected. Kristin was very accessible to us. The location was great. The condo was...

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$150
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to "Casa Siesta Dreams", a charming and well-located retreat in the heart of Cape Coral. Perfectly designed for relaxation, this home offers a peaceful sanctuary for couples, a vibrant space to enjoy sunset afternoons with friends, and spacious areas for family gatherings. Whether you're...

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$286
avg per night
Big Coppitt Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Smathers Beach

Key Amenities

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

About this property

3 bedroom 2 bath home, heated / chilled pool, plenty of parking for trailers / boats / on a deep water canal with a view to die for. Our home is fully fenced with a large gate opening to enter with your boat trailers etc. (Two king size beds and a full size bunk on the bottom and a twin on top. We...

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$283
avg per night
Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Twin Palms Oasis! Short drive to the World Class Beaches of Anna Maria Island Screened in Heated Private Pool & Spa Pool Table, Arcade Basketball, Pac-Man, Poker & More Beach Chairs, Wagon, Cooler & More Family friendly with pack'n'play Fully stocked kitchen &...

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$494
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Ocean front 2 br /2bath fully furnished on 21st floor in Daytona Beach Shores in the most prestigious award winning condominium The Peninsula. This has been voted as best condominium in Daytona 2 years straight Available for short or long term rentalFrontage on Atlantic Ocean with views of Atlantic...

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$135
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool

About this property

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

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$124
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 35 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VACATION IN PARADISE!! Here’s your chance to lease an amazing luxury condominium! COME ENJOY GOLF, TENNIS and PICKLEBALL!!! Guard Gated Community! ASK ABOUT MULTI MONTH DISCOUNTS!!!!These condos offer a popular open concept floorplan and feature a bright, coastal theme for your new home in...

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Featured review

"Gated community"

Beautiful golf resort community! 2 years old and still in building phases .will be a very full busy community in 2 years.

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$146
avg per night
Key Largo Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Multi-million dollar views and the peace and quiet you expect in the Keys. This completely renovated condo has direct views of Florida Bay throughout, and the property includes white sandy beaches, a clubhouse with a new gym, sauna, and firepit. The property also boasts a swimming pool, bocce, basketball,...

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$300
avg per night
Longboat Key House
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Charming one-bedroom guest house featuring floor-to-ceiling windows, high vaulted ceilings, & an open kitchen. Balcony enclosed with heavy curtains, perfect for peaceful mornings & nights. Kick back, relax, in this calm, stylish space, capturing the essence of Old Florida. Experience peaceful...

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Featured review

"Amazing Location"

This place is amazing. The location could not be more perfect. The beach and three amazing restaurants are all within five minutes walking distance. The grounds are impeccably kept and the owner is very...

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Fort Myers Condo
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to our beautiful 2-bedroom house in Fort Myers, Florida! This cozy and fully furnished home is the perfect destination for a relaxing getaway. The house features a spacious living room, fully-equipped kitchen, and two comfortable bedrooms with queen-sized bed in one and a king-sized bed in the...

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$223
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Thank you to our guests for awarding us "Premier Partners" and "Super Hosts".Looking for a quiet, oasis just minutes to Anna Maria Island? Look no further.... Wake up to the birds chirping in the nature preserve directly in front of your screened terrace. Enjoy the pond view...

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$179
avg per night
Palm Harbor House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 7 miles to Honeymoon Island State Park

Key Amenities

  • Air conditioning
  • Oceanfront
  • WiFi

About this property

Welcome to our Crystal Beach Getaway! This 3BD/2.5BA home brings serenity and tranquility while being close enough to any activity desired.Our Crystal Beach Getaway is newly renovated both inside and out with everything you need to grill, cook, and dine either inside or outside watching the sunset.When...

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$540
avg per night
Vero Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

very nice house with pool that is screened in. well maintain yard with sprinklet system. bedrooms are new and rest of the house is very nice with 2 car garage. This is quite neighborhood and close to shoppng, beaches and resturants. 1 full size bed 1 Queen Size 1 full size 1 gas grill floats for...

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$87
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Service Club Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 BR/2 BA condo on the island of Venice across from the airport in Glenwood Manor Condo Association. Approximately 1 mile from the beach. Association amenities include clubhouse, heated pool, bike racks and community grills. 1 assigned parking spot.Currently reserved for December-April each season....

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The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

About this space Located in the village of Buttonwood, this cozy, fully furnished home is about 5 mins away from Lake Sumter Landing,which is perfect for great food and happy hour. This home is spacious, sunny, and comes full equipped with a TV with cable, Wi-Fi, and a golf cart. The master bedroom has...

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$112
avg per night
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach!Overflowing with elegance and coastal charm, Island Key 402 delights with custom, contemporary décor and a spacious balcony perched directly...

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$265
avg per night
Lauderdale-by-the-Sea Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy waterfront living at this prime location in “The Landings” community at Lauderdale-By-The-Sea.Comfortable, single level bungalow with modern interior design & furnishings.Floor plan includes 3 bedrooms (separated layout) with 2 bathrooms and kitchen with beautiful views...

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$600
avg per night
Nokomis House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Set within the heart of north Venice , escape to your sunny sanctuary at Vicenza. This home has 1680 sq feet of updated living space...three bedrooms and two baths. It is your retreat to paradise.Step outside to your semi covered lanai, complete with a private salt water pool, spa, built in bar,...

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$150
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 5 bathrooms
7 reviews

Distance to park: 6 miles to Disney world

Key Amenities

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

About this property

Welcome to our luxury finished 3600 Sq ft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica and the Convention Center...

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Featured review

"Pleasant Stay in Crystal Cove"

Large and spacious home in Kissimmee. Close to many attractions and restaurants. Bedrooms, kitchen and bathrooms. Pleasant and easy to maintain for extended stay. Washer and Dryer on site make vacation...

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$294
avg per night
Venice Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 500 feet to Venice

Key Amenities

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

About this property

stand alone villa on The Beach front property of Aldea mar located on Venice Beach. cooled/heated community pool. Shuffle board over looking the beach as well as a putting green. close to everything. There is a private garden and patio for dinning or just hanging out, There is a retractable awning for...

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Featured review

"Old World Florida"

The single story villas are on a large parcel of property surrounded by palm trees and beach. Located right between downtown and the pier @ !!!

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$240
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.0 feet to Out back

Key Amenities

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

About this property

It's all about the view—breathtaking panoramas from your private balcony with the ocean on one side and the river on the other.Welcome to this beautifully remodeled 2-bedroom, 2-bath oceanfront condo in the highly sought-after, friendly community of Sand Dollar Shores on Hutchinson Island,...

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$167
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Sail Harbour is a gated community just a few miles from Sanibel and Fort Myers Beach and Bunche beach. This fun Townhome is right across the street from the beautiful pool. A large master bedroom has a king bed and a twin bed and two large walk in closets. It also has a large soaking tub with a separate...

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Featured review

"NICELY DECORATED AND CLEAN TOWNHOME"

We enjoyed our stay at this clean, well decorated home. The owner, Patricia, was pleasant and attentive to anything we would have needed. Fortunately, she had EVERYTHING anybody would need already in the...

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$148
avg per night
Fort Myers Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Available immediately, 30 days minimum. Incredible 2nd-floor rental home with beautiful lake views, high-end furnishings, and a great open floor plan with a very well-appointed kitchen with granite counters, breakfast bar and nook, dining area, and comfortable living room. Offering 2 bedrooms, 2 full...

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$175
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Located in Beautiful Tara Golf and Country Club on lake. Our full private golf club membership can be transferred to you, allowing you to golf, and use all facilities, heated community pool with Spa, tennis courts, pickle ball, bocce, state of the art gym, and club house offering restaurant, bar and many...

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Featured review

"Lovely property."

Excellent well appointed home with great decor and lots of space.Whilst an excellent property there are several issues which mean we would not rent this property again.1) the design of the pool...

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$183
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Newly renovated water view condo with a small boat dock. Sitting on the lanai in the morning with a cup of coffee is a perfect way to start the day. You will see dolphins and manatees make their way up and down the waterway or enjoy an afternoon on the beach. Don't forget your camera because the...

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Featured review

"Blue Heron Beach Resort"

Lovely Condo, comfortable, beautifully decorated! Plenty of room for 2 adults and 2 or 3 small children. Balcony overlooks Lake Bryan, boardwalk and Pool. Our Host was fabulous and quickly responded...

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$225
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Check exact address. 15430 BELLAMAR CIR, FT MYERS FL 33908. Bellamar GARDENS A COMMUNITIY by Beaches. 3 BED 2 BATH OVERLOOKING LAKE & POOL. OPEN JANUARY 1 $3200 A MONTH. UTILITIES INCLUDED BUT TAXES ADDED UNDER 6 MONTHS. (WILL ACCEPT JANUARY RENTAL BUT WILL NOT, NOT ACCEPT one month during FEB...

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Featured review

"Property well managed and owner accessible if needed. Satisfied renter."

When I arrived there were some issues that were immediately addressed by the owner. This by far was the best experience that I have had in 7 years of leasing in Sail Harbour. If possible I will return...

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$118
avg per night
Cape Coral House
Sleeps 12, 5 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 3 miles to Cape Coral Public Beach

Key Amenities

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

About this property

LARGE-WATERFRONT LUXURY-Direct Gulf access 5 bedroom, 3bath/pool/spa/boat dock, waterfall, Villa Stunning View. , south west exposure pool deck, stunning triple intersection water way, Approx.20 minutes with boat to Cape Harbour Yacht Club-Marina, with waterfront restaurants and shopping center....

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Featured review

"Great time with Family"

Family oriented space with amenities. Loved spending time with family. Kids really enjoyed the pool. We would stay again at this property. Only downside was the construction next door but the agent was...

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$344
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

*** THE SAND DOLLAR POOL IS CLOSED DURING THE SEAWALL/POOL REPAIR - PLEASE CHECK FOR DETAILS AND DISCOUNT BEFORE BOOKING. ****** Enjoy your beach getaway at the popular Sand Dollar Condominium. Come relax with all the conveniences of home in our comfortable 2 bedroom (king & queen), 2 bath condo! Whether...

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Featured review

"Sand Dollar Condominiums 402"

The condo was absolutely beautiful and well equipped for all our needs including beach towels, small chairs and an umbrella. Jane and Carrie were very helpful but I can't say the same for the maintenance...

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$198
avg per night
Treasure Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Recently remodeled 1bed -1bath first floor waterfront condo on Isle of Palm of Treasure Island. Unit features new plank tile flooring , professionally designed furnishings and updated kitchen and bath. Kitchen showcases high-end granite countertops, mahogany cabinets and stainless steel appliances with...

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Featured review

"Perfect condo for a couple"

We stayed in condo number 1 Its a very nice condo for a couple its in a quiet and safe area about a 5 min walk to Gulf Blvd. where the trolley stop is that goes from Saint Pete beach to Clearwater beach....

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$100
avg per night
Port Charlotte House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fabulous 4 bedroom home, all with King beds and TV in each bedroom!. Great location, close to Engelwood, Manasota, Casperson and Boca Grand Beaches. Only one mile from the Tampa Ray's Spring Baseball Training Facility and the Twisted Fork Restaurant. Located off of SR776 in Biscayne Landing. Home...

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Featured review

"Beautiful, Comfortable Home with Great Extras and a Wonderful Host"

We had such a great time staying at this house. It was super comfortable, beautifully decorated, and had everything we needed. The king beds were really comfy and the living room seating was perfect for...

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$173
avg per night
Longboat Key House
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Longboat

Key Amenities

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

About this property

Imagine waking up to dolphins playing just beyond your window. This exquisitely renovated Longboat Key luxury waterfront home offers breathtaking "Big Bayfront" views and unparalleled access to the Gulf of Mexico. Boater's Dream: • Direct access to the Gulf for fishing or cruising • Private...

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$1,158
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Kick back and relax in this calm, stylish space! Newly renovated the 2 story townhome with 2 bedrooms and 2.5 bathrooms. Beautiful beach style home located 5 minutes from panama city beach. Conveniently located near park, city center, restaurants, shopping, kids activities and seafood market. Both master...

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$122
avg per night
Panama City Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
32 reviews

Distance to beach: 300 yards to County Pier

Key Amenities

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

About this property

FALL SPECIAL 2025.. $975 week and $2,000 for a month. Sept, Oct, and Nov. ONLY. 3 bdrm/2bath beautifully decorated home is available for your vacation memories. A Jacuzzi and double vanity in the master bath make this home luxurious. Brand new quartz countertops with new stainless drop in sink make...

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Featured review

"Great Getaway"

This is a nice, clean, safe place to get away and enjoy The two pools are aways refreshing and a easy walk from the house. It is a quick drive to the beach. You are tucked in away from the beach traffic...

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$137
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.