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Florida Snowbird Vacation Rentals

(3328 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.

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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$152
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 7 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

2B/2B 1st floor fully furnished condo in a quiet community with 2 pools(1 heated). Tiki Huts by pool and bathroom cabana. Parking directly in front of unit along with mailboxes. 1 Q bedroom with cable, 1 Q bedroom with TV for streaming and sofa bed opens to full in LR. Great location with a short drive...

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Featured review

"Relaxing Vacation Spot"

This condo is in the perfect location- within driving distance to the beach, nightlife/restaurants, and downtown shopping center! We loved how quiet the neighborhood is and that the complex offers 2 pools...

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$87
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Single Family Home (Maria Model) with THREE BATHROOMS. Gorgeous views from all around front/side/back. One bedroom is locked off (owner's personal items). Parking is driveway only. Garage is open to use for storage but has vehicles parked in it. So, this is a 2+den, 3 bathrooms, 2000 sf of living...

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$250
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautifully furnished 2 bedroom 2 bath lake front condo located in the gated West Lake Gardens of St Andrews Park at the Plantation Golf Community is your winter home away from home. One car garage. Beautiful, light and airy home. Community pool for you to lounge around when you are not at the beach....

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$149
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms
5 reviews

Distance to park: 4 miles to Disney

Key Amenities

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

About this property

We are only 3.5 miles from Disney!! So close to all the fun, Hollywood Studios, Sea World, beaches, walks, restaurants and shopping!! We are in the middle of it all! You will enjoy our lovely villa by yourself or with a group. Our pool is one of the biggest among the rental communities. When comparing...

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Featured review

"Wow!!!! Perfect 10 out of 10!!!!"

We stayed at the property for 6 nights during our recent family's Disney World vacation. Right from the start of the process, the owner was very courteous and prompt with her responses to our many questions....

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$429
avg per night

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Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bright and spacious (1700 sq. ft.) 2nd floor condominium, located in the gated Spanish Wells community in an idyllic, quiet cul-de-sac with lake view. Featuring: 2 bedrooms (master and guest), den and 2 bathrooms. Comfortably furnished and boasting a large living and dining area and large open plan kitchen...

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$194
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 7 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Leave your worries behind and settle into this beautifully appointed condo, designed for both relaxing vacations and extended stays. With new furnishings, comfortable beds, quality linens, and all the conveniences of home, you'll have everything you need for a carefree getaway. Perfectly located...

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Featured review

"Great place to relax with the family."

We stayed at this condo in December of 2025 and couldn't have been happier with our experience. The condo was clean and Anna was super responsive. We really loved the pool area and our daughter had the...

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$164
avg per night
Palm Harbor Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

BLUE BUNGALOW is located in a quiet and Peaceful ,Family Friendly and Pet Friendly neighborhood. This Property has a Huge Fenced in Backyard ,great for PETS and Kids with Outdoor seating and Dining area.Brand new Listing with Brand new mattress, luxurious sheets and towels.Immaculate and beautifully designed...

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Featured review

"Blue Bungalow"

We stayed in Blue Bungalow November and December. The hosts were very attentive and wonderful people. The house is in a beautiful safe neighborhood and very convenient to beaches, shopping and restaurants....

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$199
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Experience resort-style living in this beautifully decorated third-floor Arbor condo located in the highly sought-after National Golf & Country Club at Ave Maria. This bright and inviting residence offers an open concept layout with elegant coastal-inspired décor, stylish furnishings, and serene...

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$193
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Marco

Key Amenities

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

About this property

Paradise Palms: Exclusive Brand-New Luxury Coastal Haven on Marco Island with private pool & spa. Discover Unparalleled Opulence in This Pristine Designer Masterpiece Welcome to Paradise Palms—a never-before-rented 3-bedroom, 2-bathroom retreat that redefines luxury on Marco Island. Curated...

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$600
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

This Cudjoe Key home is neat as a pin with all the comforts of home. Bright and shiny kitchen with everything you may need to create wonderful get together. The large comfortable living room has plenty of seating including recliners in the sofa and loveseat. Laminate hardwood floors throughout. 3 large...

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Featured review

"Perfect boat and pet friendly home in the Lower Keys"

We thoroughly enjoyed our stay at Palmetto Retreat. The home was spotless and had all the amenities we needed. A couple of menial things didn't work, and Christine (Rudy) took prompt care of them while...

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$165
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome To This Daytona Beach Vacation Retreat!! Peck Plaza 11NW Come enjoy the newly remodeled 2/2 condo; delightful coastal decor, fully equipped for your family to relax and play at the World's Most Famous Beach. The spacious condo has a comfortable living area with flat screen TV and high speed...

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Featured review

"Relax in Paradise"

Peck Plaza is a great condo to stay. Great location on the beach. Great deck to sit out on for a late evening after a lazy day at the beach. The condo was furnished and equipped with anything you needed....

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$190
avg per night
Ormond Beach House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Ormond Beach EscapeWelcome to Your Ormond Beach Escape Unwind, recharge, and soak up the coastal lifestyle in this beautifully remodeled 2‑bedroom, 1‑bath retreat—just a short stroll (less than half a mile!) from the sandy shores of the Atlantic Ocean. Nestled in a peaceful...

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Featured review

"Cute home in great location !"

The house was perfect for my husband and myself. It is walkable to beach, Dollar General, Publix as well as a good variety of places to eat, if you don't feel like cooking in the well equipped kitchen.....

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$80
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This Villa is located in The Villages community, a large 55+ community in the heart of Florida. Close to the theme parks, airports, and beaches. This Courtyard Villa is very close to Lake Sumter Landing; one of the favorite town squares in The Villages. Lake Sumter Landing is reminiscent of a quaint...

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$111
avg per night
Hollywood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

MINIMUM 1 MONTH RENTAL - $4,900 SEASON / $3,900 OFF SEASON - ALEXANDER - HOLLYWOOD BEACH -OCEANFRONT BUILDING! JUST REMODLED. TASTEFULLY FURNISHED, LAMINATED FLOORS AND OCEAN VIEWS. NEAR SHOPPING, RESTAURANTS, GOLF COURSES AND RACE TRACKS. $1,000 SEC -$200 MOVE OUT CLEANING FEE. NO PETS NO SMOKING. RENTAL...

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Featured review

"Alexander Towers"

I loved my stay at the Alexander Towers. Great location, great community. The pool is amazing, always super clean, the staff from all areas - from valet to front desk, to pool staff to maintenance- is...

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$144
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood

Key Amenities

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

About this property

TUESDAY, September 23, 2026 ~ "As long as autumn lasts, I shall not have hands, canvas and colors enough to paint the beautiful things I see." Vincent Van Gogh ............. Be KindWelcome to CasaClifton! Wide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep...

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Featured review

"Casa Clifton"

We really enjoyed our stay for the month of January, 2026. Lovely waterfront home with a heated pool. Very clean and well stocked. Owners Linda and Bobby were very responsive to our requests. I would recommend...

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$175
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 16 miles to Sanibel

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your coastal themed getaway in South Fort Myers! Do you want to feel like your living in Florida- well this condo is for you with its beachy/ tropical feel! The condo is in a 55+ community ( very quiet), single story with no one above you. It is beautifully decorated, clean, light and bright...

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$102
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

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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Featured review

"PERFECT GOLF CONDO"

The condo is located right on the golf course, which of course was perfect for my golfer husband. Stategic location, close to gorcery stores and short drive to Fort Myers beach. Newly renovated and very...

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$167
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available March, and April! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic bar area, two...

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$354
avg per night
Fort Pierce House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.8 miles to Sunrise Sands

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Laid back beach house on Hutchinson Island. If you are looking for a peaceful and quiet getaway then look no further. Hutchinson Island has a relaxed and sleepy vibe. There are no commercial business allowed on the Island. You are in walking distance to many of the islands privately owned restaurants...

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$188
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

Brand new (May 2024) beautiful Birkdale model Terrace Condo at Heritage Landing Golf and Country Club in Punta Gorda, Florida. Spectacular first floor unit featuring a private setting overlooking the scenic natural wetlands. The community features a Fitness Center open 24/7 with Nautilus equipment,...

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$147
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Nestled in Daytona Beach Shores, this charming condo boasts 3 cozy bedrooms - one with a king bed, two with queen beds, and two sofa beds for extra guests. With 3 bathrooms, one featuring a jetted bathtub, shower, and all the essentials, guests will feel right at home. Enjoy the convenience of a washing...

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$225
avg per night
Pensacola Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 0.5 miles to Lost Keys

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Pet Friendly!!!!!Welcome to Luxury at Lost Keys Resort! Located in the gated community at Lost Key Golf & Beach Club, you'll enjoy access to all of the private amenities this club affords, including a private beach, a pool, a fitness center, golf course, & club restaurant. Our modern...

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$120
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new 3bd/3ba townhome in the gated Timber Creek community. This townhouse boasts over 1900 sq. ft of living space. Timber Creek amenities include 3 pools, pool bar/restaurant, gym, gymnasium, arcade, pickleball and much more. Exact address is 14190 Gardners Way Ft. Myers, FL. Timber Creek has...

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Featured review

"Perfect location, well-furnished and full of amenities"

We stayed at this Timber Creek home for a month while waiting to close on our new house, and it was exactly what we needed. The home was beautifully furnished, spotless, and incredibly well maintained....

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$152
avg per night
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Are you looking for a home on Big Pine Key with open water views? Look no further! This two-bedroom, two-bathroom home has it all. No shortage of outdoor living space here! There are TWO upper decks with equally great views, one is screened in, and both are nicely furnished. The lower level has a hot...

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$283
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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$233
avg per night
Big Pine Key House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This charming 2-bedroom, 2-bath rental home is perfect for your tropical getaway! With a minimum stay of 28 days, it accommodates up to 6 adults and 1 child, making it ideal for families or groups. The master bedroom features a king-size bed, while the guest bedroom offers a queen-size bed. Additional...

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$200
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.MESSAGE ME FOR LINK TO THE BOOKING WEBSITE AND...

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Featured review

"Awesome stay!"

Had a great time at White Sands #308. Close to the beach and a very nice pool with grills! Super easy to get around with the trolly and “frog hop” so you don’t have to drive. Highly recommend.

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$154
avg per night
Punta Gorda Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • WiFi

About this property

Luxurious villa blends sophisticated design with laid‑back elegance. Envision sweeping panoramic views greeting the sunrise, while pristine landscaped gardens and lush greenery offer total privacy and serenity!

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Featured review

"Amazing"

Such an amazing experience with this condo! The owner is very helpful until the last day of our stay!

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$290
avg per night
North Fort Myers Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Furnished Townhouse/Condo located in a quiet complex with only 6 units. Walk out your lanai straight to the pool. Beautiful backyard preserve, no backyard neighbors. This condo has newer appliances including washer and dryer, Master bedroom has a King bed and the master bath has double sinks and a walk...

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Featured review

"Our 3 month stay in 2025"

It was very easy working with Jim and Kelly to rent their lovely 2 bedroom, 2 bath townhome in North Ft Myers. It is in a quiet neighborhood and has a newly refinished and fenced in swimming pool that...

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$125
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come enjoy the Naples lifestyle! Upscale restaurants, shopping and the beach are located in our neighborhood. Enjoy a morning walk on the beach or the amazing sunsets over the water. The neighborhood beach park also includes restrooms. The grocery & drug store are only 3 blocks away. We're 15...

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Featured review

"4200 Bel Air Lane Unit #111"

Wonderful stay at the 3 bedroom condo in Parkshore. Close to the beach. The pool is the largest one in the condo buildings on Bel-Air. The pool is very clean and the neighborhood is very nice and well-kept....

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$133
avg per night
Fort Pierce Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Enjoy beautiful Ocean Village and the many amenities it has to offer including 3500 feet of private beach, 9-hole 3 par golf course, bocce ball, tennis, shuffle board, pickle ball, multiple pools and hot tubs, fitness center, Hutchinson Island Bar and Grille, Sports bar & Tiki bar by the main pool,...

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Featured review

"Visit with a View"

Ocean Village is a lovely resort for those seeking true rest and relaxation. Our condo was on the fourth floor giving us the perfect ocean view for sunrises and sunsets as well as the golf course. Being...

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$280
avg per night
St. Petersburg House
Sleeps 9, 5 bedrooms, 5.5 bathrooms
2 reviews

Distance to beach: 0.8 miles to North Shore

Key Amenities

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

About this property

OUTDOOR HEAVEN, Wonderful Shallow Resort pool and spa with many water features surrounded by a very large Travertine Patio with several lounges for catching some sun while you return e-mails (home has many wireless access points for full connectivity). Incredible Lanai that is very well shaded with custom...

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Featured review

"Off the chart luxury"

Tent times better than any hotel room downtown, will come back every year, owners were great, pool the best

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$1,508
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

TAKE A BREAK FROM YOUR DAILY ROUTINE AND ENJOY A STAY AT THE WORLD'S MOST FAMOUS BEACH. Peck Plaza, with its unique round shape, offers a wall of windows in each room to provide an amazing panoramic view from ocean to river. The 18th floor 2/2/ condo with its tasteful coastal decor, offers a fully...

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$207
avg per night
The Villages Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Fully furnished 3 bedroom/2 bath, block/stucco courtyard villa in McClure. You’ll fall in love with this updated Charlotte series golf view villa. It’s beautifully decorated with a little rustic flair to tie in with nearby Brownwood Paddock Square. Only a ten minute drive from Brownwood...

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Featured review

"Another superb rental"

Both of Tom's rentals are perfect, this one is step above. In a quieter are of McClure Village this gem backs onto the practice area of Loblolly Golf Course. Everything is in top shape, this spacious...

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$195
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Experience pure bliss at "Botanika" in Bonita Fairways Golf Club Community! Only a few minutes' drive to the stunning Gulf coast beaches. Located in a luscious nature preserve with an abundance of lakes, this luxury condo is fully furnished in modern decor with a touch of coastal charm....

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Featured review

"Beautiful condo"

The condo was in the perfect location for us, close to shopping, the beach and our friends. Upon arrival the condo was pristine and well appointed for any needs! We met our landlord Christina who was super...

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$116
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

The house is a bright, open floor plan, 3 bedroom, 2 bath home near the Siesta Beaches. Within a 15 minute drive are numerous golf courses, Benderson rowing facility, many very good locally owned restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community...

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Featured review

"Like your home away from home"

This was our second year staying here. It's like a Goldilocks house...Not too big, not too small, it's just right! Like a favorite pair of slippers, it truly feel like home. It is very close to beaches...

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$244
avg per night
Cape Coral Villa
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come enjoy the weather and watch the sunsets from the heated pool in this western exposure 3 bedroom plus den/office, 2 bathroom villa. The home is centered in the highly desirable and convenient area of Cape Coral off of Surfside and Gleason Pkwy close to grocery stores, restaurants, walking and biking...

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$199
avg per night
Fort Walton Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The beautiful Nautilus Condominium Complex is located on Okaloosa Island off Santa Rosa Boulevard so close to great restaurants and convenient to the Publix, golf courses, music venues, the Gulfarium and is close to the fishing pier! This 7th Floor Penthouse has a breathtaking view of the Emerald water...

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$209
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Castaway in Margaritaville! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Gated community with pool and amenities ​​​​​​​ Walk to Floridays or take a stroll around Robinson Preserve Fully stocked...

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Featured review

"Wonderful getaway"

We had a last min vacation before school started and found this gem. The condo was decorated beautifully and felt so warm and inviting with its beach style. Condo had everything we needed with the comforts...

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$347
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Paradise Blue....a true slice of paradise on Little Torch Key! This private retreat sits on 2 lots with the house on one and the in-ground pool on the other. The lush landscaping provides tons of privacy and truly makes you feel like you're on your own secluded island!Enjoy the day...

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$252
avg per night
Vero Beach Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

AIRBNB LINK TO SEE REVIEWS /rooms/source_impression_id=p3__P3JeRFEDLL-qDBR5Exclusive 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...

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Featured review

"nice and comfy in the hot an sunny"

great place to vaca and unwind in the hot tropical fl sunshine clean and a great place for getting family together

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$221
avg per night
Sarasota Mobile home
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

Family friendly, beautiful vacation home rental at the best RV resort in sunny Sarasota!1 bedroom plus extra queen bed with privacy screen on lanaiGuest accessGuests have full access to the outdoor heated pool, bar, grill and restaurant. If guests so choose, they may participate in any on...

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Featured review

"Lovely home at Sun Outdoors!"

Sun Outdoors is such a fun place for any age. This home has been super cozy, has a washer/ dryer and golf cart. It is really adorable and has a large porch which increases the living space. The kitchen...

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$156
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to park: 60 miles to Walt Disney World Resort

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Experience comfort and convenience in this beautifully renovated 3-bedroom, 2-bath home in Liberty Park, The Villages. Featuring a carpet-free interior, the home offers a clean, modern living space perfect for extended stays. Relax in the private 4-person hot tub, enjoy outdoor dining on the private lanai...

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$189
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within...

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$206
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our Gulf Coast beaches and Royal Pelican condos have reopened!.The VIBE is back on Fort Myers Beach! While rebuilding continues following Hurricane Ian, the sunshine, breathtaking sunsets, and laid-back island feel are as strong as ever. Many local favorites have reopened and look forward to welcoming...

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Featured review

"Great Stay"

The condo had everything we needed. We would definitely rent again. Loved sitting on the balcony and watching the dolphins and manatees. It was nice and quiet. The owners were great to work with. I would...

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$179
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

This listing has a minimum 2-week occupancy. The condo is located on the 3rd floor in front of the elevator, it is very spacious and bright with vaulted ceilings and view of the golf course. Condo is a 6-minute drive from Fort Myers Beach and 1.5 miles from the bridge to Sanibel Island and Captiva. We...

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Featured review

"Lovely Condo"

Clean, lovely condo on the golf course. Great host communication and price point. Would recommend for those wanting to visit SWFL

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$110
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 150 yards to Across the Street!

Key Amenities

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

About this property

Recently furnished 2 bedroom Condo in North Hutchinson Island is just south of Vero Beach and has private beach access just steps away. Enjoy sunrises and amazing views of the ocean from the spacious 7th floor balcony. Condo amenities include a heated pool, hot tub, tennis/pickle ball courts, a shuffleboard...

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Featured review

"Loved this condo!"

We loved our 3 month stay. J & J, the owners were very helpful in their recommendations for restaurants and very pleasant. The condo was very well-equipped with everything we needed and wanted. The...

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$90
avg per night
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 100 feet to Perdido Key and Johnson Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Grand Caribbean East 414 is nestled in Perdido Key, FL, just steps away from the emerald-green waters of the Gulf of Mexico. Overlooking the pool and Gulf of Mexico, this home away from home is beautifully decorated and features brightly colored beach decor will make you feel happy as you enjoy all the...

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$181
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Your Dream Vacation Awaits! Whether it's a girl's getaway, a golf trip with friends, a romantic time with your significant other, or a work-from-home experience that feels like a vacation, we have the perfect spot for you! Introducing this stunning, brand-new 2-bedroom, 2-bath condo on the...

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$121
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.