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Florida Snowbird Vacation Rentals

(3346 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 Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

3 bedroom with Quad semi-private pool out back.Town Centre resort 10 minute walk with lagoon and lap pool, toddler splash pad, Tiki bar, library, pub, theatre.Har-Tru tennis courts, pickleball and Bocce.

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Bonita Springs House
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

The perfect vacation home exist, and it is less than 5 min away from the beach! This is a new construction where no expense was spared. PERFECT HOME – PERFECT LOCATIONOver 4200 sq.ft. under the roof of pure luxury, this home has it all. Mini Golf, artificial turf, very large and heated high...

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$1,759
avg per night
Pompano Beach House
Sleeps 10, 4 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Your family's perfect vacation starts in Harbour Village! This is not just a vacation home—it was originally custom-built by the very architect who designed this exclusive neighborhood.Located on a huge double lot in a safe, quiet, tropical setting just minutes from the beach, the home...

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Featured review

"Amazing rental in Deerfield!"

We had the most amazing week in Deerfield Beach- this house has legitimately everything you could need! Do not worry about bringing a thing besides your clothes and toothbrush!! If you are bringing a...

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$673
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy your stay in beautiful Venice in a fully renovated, tastefully furnished 2 bedroom/2 bathroom second floor condo overlooking a private country club golf course. Open floor plan and vaulted ceiling make the space feel spacious and airy. Relax in a well appointed elegant living room with a 65 inch...

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Featured review

"Great Place"

We stayed at this property for the Month of April 2026 and I can not say enough good things. Valentia was super easy to work with and was quick to respond to any questions we had.The condo was fantastic...

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$75
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Laika A lovely nestled Home in the SE of Cape Coral with South Exposure on a Canal. Open concept with modern kitchen and large Lanai. Nice view of the water with a dock.The very quiet neighborhood, close to shopping and restaurants offers the chance for jogging and biking. Enjoy your dining...

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Featured review

"Never saw the original house we thought we were renting."

Not favorable! To begin with making our payment to the rental agency was a hassle-either wire payment to German bank or get a money order or cashiers check and deposit into Bank of America, who advised...

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$183
avg per night

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Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

This Condo is taking bookings now!BRAND NEW FULLY RENOVATED FARM HOUSE MODERN DESIGNA beautiful large atrium lobby, full of amenities for your use and located directly on the ocean close to golf courses, water parks, restaurants, airport, shopping and more.This 164 unit condo has a 3,000 SF...

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Featured review

"Wonderful place"

Amazing view. Everything in this condo has been chose with great taste. Everything in the condo has been thaught by the owners. The furnitures in the condo were really luxurious and modern and the condo...

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$233
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 20 yards to Vanderbilt Beach/Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your perfect coastal getaway at $15,000/month in season! This beautifully appointed 2-bedroom, 2-bath condo offers nearly 1,500 sq ft of interior living space plus two spacious lanais, giving you plenty of room to relax and enjoy the Florida lifestyle. Located on the quiet north end of Vanderbilt...

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$242
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This brand new first floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large primary bedroom ensuite with an...

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$120
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
8 reviews

Distance to park: 7 miles to Disney Hollywood Studio

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful, clean and spacious 5 bedroom and 4 bath house in the most sought after community near Disney! 10 minutes drive to Disney and you can hear the Disney fireworks at night. Close to stores, restaurants and tons of shops. The house was renovated and professionally designed recently. The house has...

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Featured review

"Exceeded expectations"

Beautiful home with every amenity possible from tp, paper towels, dishwashing pods, Mickey themed crock pot, waffle maker, every piece of cookware and utensils you could ever want, Keurig w/pods, traditional...

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$160
avg per night
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
18 reviews

Key Amenities

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

About this property

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

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Featured review

"Perfect location!"

Our #614 South-facing lanai had a gorgeous view of the ocean and sunrises and sunsets. Our front door had an ocean view and overlooked the beautiful salt water pool. The condo is well-stocked w everything...

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$151
avg per night
New
Tavernier House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Founder's Park

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Sunset Oasis!This beautiful bayfront retreat offers a rare blend of comfort, style and waterfront living in the renowned Indian Mound/Plantation Key community.This is a monthly rental. Flexible rental dates. Property is reserved from 11/1/2026 through 3/31/2027.Sunset Oasis is...

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$350
avg per night
New
Dania Beach Apartment
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Casa Tropica Escape – your Cuban-inspired stay in Dania BeachWake up, brew a cafecito, and enjoy a tropical retreat filled with warmth and Miami energy. Conveniently located near beaches, FLL & MIA airports, cruise ports, and top attractions, this 2BR offers fast Wi-Fi, a workspace, free...

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$180
avg per night
New
Punta Gorda Villa
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

2 bedroom, 2 bath ground floor unit Living room, kitchen, den w/desk and eat in bkfst Front and rear enclosed lani, with lake side views Master bedroom king bed w/tv Brm2 queen bed w/tv 1 car enclosed garage next to new satellite pool bldg 9 Fully furnished and golf membership negotiable Internet...

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$157
avg per night
Destin Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to this private, gated 2 Story Townhome in Shoreline Gardens, near the Gulf! Walk directly out of the back sliding glass door to the palm-lined path for a short walk to the beach! This beautiful townhome features 2 bedrooms, 2 and 1/2 half baths, a large cathedral ceiling living room and newly...

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$361
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
6 reviews

Distance to beach: 100 feet to Panama City Beach

Key Amenities

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

About this property

YOU WILL LOVE BEACHFRONT PARADISE CONDO DIRECTLY ON PANAMA CITY BEACH! It's a a 1 bedroom 1 bath on the 9th floor on the SUNBIRD East building overlooking the beautiful white sands of PANAMA CITY BEACH and the pool! 3 pools to enjoy, picnic areas, grills and restrooms at poolside; beach access just...

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Featured review

"March 2026 Stay"

We enjoyed our stay. Unit was very clean when we arrived. Although we couldn’t see the sunset, the sunrise was beautiful as well. Patio was shaded in the afternoon and evening so was very comfortable...

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$206
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 100 feet to Panama City Beach

Key Amenities

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

About this property

Updated 3/2.5 Condo in Shores of Panama Resort, Sleeps 8 comfortably, Great Balcony views of the Pool and Beach.Large Out-door and in-door pools. Fully furnished kitchen so you can cook and eat in or snack in the kitchen. Next door to Willies and other great restaurants. Close to the Walmart and...

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Featured review

"Beautiful condo"

The condo was beautiful, very friendly owner. Highly recommend. Many amenities in the resort. Planning to come back .

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$306
avg per night
New
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 1909 SW 46th Ter Cape Coral, FL, 33914, US LICENCE NO: tba BUILT IN: 2004 LAST RENOVATED: 2025 (water system, floor in master) MAIN FEATURES: Pet friendly Large, fenced garden Pool (electronically heated) ...

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$102
avg per night
Islamorada Apartment
Sleeps 2, 1 bedroom, 1 bathroom
48 reviews

Key Amenities

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

About this property

The Jetson's House apartment (Located on the prestigious White Marlin Beach - which is considered one of the nicest natural sand beaches in the Florida Keys) features great swimming, snorkeling, and spectacular sunsets right off the beach! Have fun exploring an artificial reef! What makes the beach...

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Featured review

"Best little slice of heaven!!"

This beautiful, perfectly maintained property was one of our best stays ever. This was our first time in Islamorada and we will be back. The accommodations were spotless, the patio, the view and the hammock...

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

Key Amenities

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

About this property

This home has gone through a complete remodel ready for your relaxing vacation. Located in a quiet neighborhood off the sought off Surfside neighborhood. Brand New Salt Water Pool with Solar Heated Roof Panels . Home has 3 Bedrooms Master Suite has King Bed w/Master Bath and Garden Tub w/Shower with Slider...

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Featured review

"A Gem of a home"

A beautiful home located in South West Cape Coral on a quiet street. Close to shopping, restaurants and parks. The home was totally remodeled with a brand new pool. Impeccably clean, spacious, sleeps 6...

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$157
avg per night
Miramar Beach Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms
19 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

PLEASE TEXT or email ANNE......Beautiful gulfront ,end unit ,directly on the beach closet unit to the walkway .. Gulfront pool, Sleeps six with king, bunks in the hallway and a sleeper sofa.Sleeps six.Dining for six..Full size kitchen Access(dune walkway) to the beach is right out...

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Featured review

"Awesome rental!"

This house was just perfect right on the beach. You couldn’t ask to get on the beach, so close! I would advise maybe spend a few dollars and update the window treatments the blinds but other than that...

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$383
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Siesta Key Family Getaway – Renovated Pool Home w/ Mini Putt & Outdoor Games! Bring the whole family to this beautifully renovated Sarasota pool home, located just 15 minutes from the world-famous Siesta Key Beach! This bright and stylish 3-bedroom, 2-bath retreat comfortably sleeps up to 10...

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$199
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Barefoot Beach a Place Where Beauty Abounds and Nature Thrives. From the Condo you can enjoy a day sunbathing, picnicking, or swimming in the warm waters of the Gulf of Mexico. At the end of the community is the preserve offering 342 acres of natural land, one of the last undeveloped barrier islands...

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New
Islamorada House
Sleeps 6, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Tucked away on a quiet street in Lower Matecumbe, this beautifully furnished canalfront home is everything you imagine when you think of a laid-back Keys escape. Surrounded by lush, tropical landscaping and offering total privacy, this 3-bedroom, 3.5-bath getaway has all the extras—100 feet of dockage,...

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$550
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

Stunning Waterfront. Welcome to the historic Olde Marco Island. Where the sunshines on our waterfront home away from home. Come and relax enjoy the marina, location, views, pools, hot tub, balcony, create memories, enjoy Private, updated, cozy, convenient, welcoming, fishing, and Bbq features here...

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Featured review

"ALMOST perfect"

This property has everything you want! Nicely furnished! Nice complex! Beautiful pool. The only reason I said almost is the queen bed. A king bed would have taken this to the top. Very definitely needs...

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$164
avg per night
New
Cape Canaveral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

This fully furnished second-floor condominium in Cape Canaveral offers 2 bedrooms and 2 Full bathrooms, providing both comfort and convenience in a prime coastal location. The unit includes all utilities—electricity, water, and internet—for a hassle-free living experience.Residents can...

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Miramar Beach House
Sleeps 12, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

LOCATION, LOCATION, LOCATION - Beachside Bliss: Spacious with a cozy feel on an Estate Size Lot - Unique and Rare 4-Bedroom Vacation Home with a PRIVATE SPORTS BOTTOM SWIMMING POOL and FULL SIZE BASKETBALL COURT. Never take a cold shower INSIDE OR OUTSIDE - OUR SUMMERWIND HOMES ARE EQUIPPED WITH A...

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Featured review

"Expectations Exceeded!"

This was the my first time renting a vacation home and the experience at the Summerwind Snowdrift home exceeded my family and I expectations. The owner, Jay, was awesome-easy to work with and answered all...

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$773
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Distance to beach: 0.1 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to an exquisite coastal retreat nestled in the heart of Naples, Florida, where timeless elegance meets modern luxury just moments from the powder-soft sands of the Gulf.This 4-bed, 5-bath, stunning residence captures the essence of upscale Florida living, offering an open-concept design flooded...

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Featured review

"564 109th n Naples Fl (Naples Park)"

Just felt like home the minute we walked in. Very well furnished, great heated pool and outdoor space-resort style.also very convenient location.

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$500
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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$62
avg per night
New
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to your private Naples retreat, a beautifully refreshed coastal contemporary home designed for relaxed luxury living in one of Naples most desired communities.This spacious 4-bedroom, 3-bath home has been thoughtfully updated and professionally styled to create a bright, airy, resort-like...

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$317
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 4 miles to Tiger Tail

Key Amenities

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

About this property

multiplex condo with amazing lake viewThis brand new multiplex condo, a West Indies Style Architecture completed in 2021 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. There is an elevator and parking located underneath...

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$85
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a beautiful three bedroom condo overlooking the Plantation Golf and Country Club. We are on the thirtieth fairway which overlooks the lake and the golf course. The condo is a two minute walk from the heated pool. We are in a very private section of the Plantation. The cute downtown of Venice and...

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Featured review

"million dollar view"

A nice place great view good location love the beach and park in Venice the owner is every nice and is really helpful and keeps the place up really well. were going back in December

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$93
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 20 miles to Fort Meyers

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fantastic views from this top 4th floor corner condo overlooking two ponds and the golf course. This condo includes golf plus has access to the all the amenities such as tennis, pickle ball, pools, fitness center, dining facilities and more. Within the Babcock Ranch community, there are also further dining...

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Featured review

"Our stay at this condo"

The condo was Beautiful ,the view of sunrise was great. Pool and amenities.wonderful. Our hosts we also very accommodating.

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Longboat Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 400 yards to Gulf Beach - Private Owner Beach Pavilion

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful ground floor modern quiet condo offers direct views of Sarasota Bay and just steps from the stunning gulf beach. Inside you will find a modern, renovated interior. The living space boasts abundant natural light. The kitchen is bright with up to date appliances, and a breakfast bar that's...

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up every morning to outstanding sunrises over Moorings Bay. Spindrift is located on Gulf Shore Blvd N across from Miramar Beach in Naples proper. This unique condo was owner occupied so it is decorated and maintained in a manner unlike typical rental properties. Both bedrooms boast king size beds...

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$200
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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$238
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

s - A beach volleyball court - Basketball facilities - A playground - Two communal pools in the esteemed Briarwood Community- Convenience:A fully equipped laundry room with washer and dryer for your comfort.This villa isn't just a place to stay; it's a destination where luxury, privacy,...

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$275
avg per night
Panama City Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 10 feet to Panama City Beach

Key Amenities

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

About this property

You can book with confidence. I have owned this condo for over 20 years and have great reviews. I live locally and take great pride in my condo. This is a LUXURY condo with breathtaking oceanfront views from the 13th floor. Both the living room and bedroom feature a wall of windows, with sliding doors...

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$245
avg per night
Naples Townhome
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to your coastal retreat in one of Naples’ most sought-after communities. This beautifully remodeled two-story townhouse offers the perfect blend of comfort, privacy, and modern style—all within minutes of Mercato and Vanderbilt Beach. House is avaliable on a month to month basis. For...

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$186
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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$170
avg per night
Naples Condo
Sleeps 6, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Second floor grand coach home with one of the best views at Antilles Naples.This brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets...

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$120
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

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

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Featured review

"Fantastic Stay"

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

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$125
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 800 feet to Siesta Key Beach

Key Amenities

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

About this property

Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master...

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$159
avg per night
Special Offer
Cape San Blas Townhome
Sleeps 7, 2 bedrooms, 2.5 bathrooms
60 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to our coastal getaway—this beautifully appointed two-bedroom, two and a half bath home blends relaxed beach charm with thoughtful upgrades throughout. Decorated in soft “beach” colors and adorned with local artwork, it offers a true Cape San Blas experience just steps from the...

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Featured review

"Spring Break"

We enjoyed our first visit to Cape san Blas. The house was in a great location and was well stocked. The beach is convenient. We especially enjoyed the porch and sun deck on the house. The weather could...

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$298
avg per night
Venice House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$150
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 1.5 bathrooms
1 review

Key Amenities

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

About this property

For more information text .Welcome to The Seascape - Miami Style Beachfront Resort Condominium on Hollywood Beach. We are fully licensed by the State of FL and City of Hollywood for your peace of mind, safety and security.Welcome home to a more intimate vacation experience, without the hustle...

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Featured review

"Great view, beautifully decorated condo, conveniently located"

We rented this condo last year for January and returned for March in 2025. The location is perfect. Restaurants like Duffy's, Le Tub, Padrinos are all conveniently located. We really enjoyed the Saturday...

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$160
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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$113
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Experience luxury living in this stunning vacation rental nestled on a prestigious golf course in Cape Coral, Florida. With three spacious bedrooms and two baths spread across 1800 square feet, there's ample space for relaxation and entertainment. Enjoy soaking up the Florida sun by the large, sparkling...

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Featured review

"Beautifully situated next to the golf course with a stunning sunset"

We thoroughly enjoyed this older, well-renovated house with two people from mid-November to early December. The rental process, move-in, and move-out were all very well organized by the extremely friendly...

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$175
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
13 reviews

Key Amenities

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

About this property

78- REVIEWS to see REVIEWS please go to VRBO 408 7983 Bedrooms [ 1 King -2 Queen-1 Crib 2.5 Baths 6 sleep [-3 TV] Living room with Fireplace H.speed internet{ Wireless] Washer and Dryer Complete Kitchen Convenient bathroom main floor Quiet privet garden area with POND and B Q Quiet...

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Featured review

"The best price and best location off the beach"

This townhouse is located close to everything; walking distance to the river and marina, walking distance to Planet Fitness and shopping, quick drive to Ft Myers Beach and Sanibel, a short walk to the heated...

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$88
avg per night
Islamorada House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Distance to beach: 1 feet to on property or at Founders Park

Key Amenities

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

About this property

Beautiful new home on Florida Bay with sandy beach, spacious pool, beautiful views, and sunsets every night. The home accommodates up to 12 guests. Each suite can be rented individually or combined. Please note that there is no smoking and no pets.Sitting on an acre with 6 bedrooms, 7 and 1/2...

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$923
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

AVAILABLE FOR SEASON 2027 Available for short or long term. This pristine 3 bedroom, 2.5 bath townhome in Orange Blossom Ranch is a true gem! Recently renovated! Gated community. Family friendly community featuring 2 resort style pools, tennis courts, spa, fitness center, fishing pier, playgrounds and...

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Featured review

"Fantastic Long-Term Winter Stay!"

We spent a wonderful three months (January through March), and it was the perfect winter getaway! The property was exactly as described and provided a comfortable and relaxing home away from home. We particularly...

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$100
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.