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Florida Snowbird Vacation Rentals

(3349 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 Pierce Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Vacation Rental in Ocean Village, Fort Pierce :1 Bedroom, 1 Bath Condo with Stunning Golf Course & Sunrise Views! Escape to paradise at this charming 1-bedroom, 1-bath condo in the highly sought-after Ocean Village community in Fort Pierce, Florida. Perfectly situated with breathtaking views of...

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$171
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
Port Charlotte Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 20 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Tomtom: A secluded sanctuary, perfectly placed.Tucked away in a peaceful natural setting yet just moments from life and convenience, Villa TomTom invites you into an atmosphere of calm, spaciousness, and understated luxury. From the moment you step inside, the villa feels like a private retreat...

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Featured review

"Perfect days at Villa TomTom"

Our stay at Villa TomTom was absolutely wonderful and exceeded all expectations. From the moment we arrived, we felt a sense of calm and privacy that made it easy to truly relax. The home is beautifully...

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$143
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Cape yacht club

Key Amenities

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

About this property

4 Bedroom renovated villa on a corner lot, 200 ft gulf access canal with intersecting canal views, a dock and tiki deck and large L shaped pool and separate spa. Very private lot. I am new on this site as a Vacation rental owner but have been on VRBO for many many years. Hence the reason for no reviews...

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$196
avg per night
Boynton Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 2 miles to Boynton Beach

Key Amenities

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

About this property

3 bedroom 3 bath home in waterside on the intra costal, internet , cable, electricity included close to pool and pool deck Fully furnished and ready to go. beautiful intra costal community renting fromApril1/26 till till November 15 2026.

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$183
avg per night

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Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Siesta Key

Key Amenities

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

About this property

The house has two bedrooms and two bathrooms, a full kitchen, living room and study space, inside it has washers and dryers, a large patio for relaxation, fenced all around, air conditioning and heating, hot water.Excellent property very close to Siesta Key Beach, known as the number one beach in the...

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$120
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy May - August at a $200 discount for each month. It's a great time to try out The Villages.Our healthy, organic home is perfect for anyone sensitive to strong scents, carpets, or chemicals. It offers the privacy only a courtyard villa can provide, while being bright and airy. Relax and...

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Featured review

"Excellent home, has everything you need and more."

This home was excellent, extremely clean, had everything required for an extended vacation and entertaining guests. Close to golf courses, recreation centres, supermarkets and gas stations. The owners...

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$115
avg per night
The Villages Villa
Sleeps 7, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Upgraded newly built home in The Villages of Marsh Bend, 4 SEAT GOLF CART INCLUDED!!! Boasts Top of the Line Furnishings, Tempurpedic King, Private Master, Quiet Neighborhood, Nearby Golf, Community Pools, Shopping, Groceries etc. Access Anywhere in The Villages from the Golf Cart. Minutes from Brownwood...

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Featured review

"Wonderful"

Mike, Thank you for a great stay. Your place was perfect for us. House was very clean and well maintained. We loved it! Everything was very close and we also met alot of great people. Doug was...

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$101
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

Spacious, 1st floor (no steps) corner Veranda Condo, which is the largest available in the gated community of Wellen Park and Country Club. With a total of 1886 sf. Includes front and back lanai, all new furnishings throughout, fully appointed kitchen including dishes, Oneida silverware, Glasses, pots...

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Featured review

"Venice Florida Trip"

Great location - golf course, beach, shopping, entertainment, restaurants! The unit was virtually brand new with all the conveniences of home. Really enjoyed the Venice area! I will definitely plan on...

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$133
avg per night
Sugarloaf Key House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Amazing Waterfront Home with Fabulous Pool and Sunset ViewsWelcome to the Sugarloaf Guest House, the perfect Florida Keys Island Getaway. As you enter the gate to this charming seaside cottage, you will experience its charm and relaxing vibes. A gorgeous new pool with graceful waterfalls make it the...

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$395
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Enjoy our beautiful 2 BR Ocean Front Condo overlooking the most desired stretch of beach on Marco Island. Just a few buildings down from the JW Marriott Resort & Spa and across the street from several restaurants and shops- our condo provides both peaceful tranquility and opportunities to explore...

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$203
avg per night
Panama City Beach Apartment
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Dunes of Panama E1601 - NEW RENTAL - TOTAL REMODEL - Dunes of Panama E Building Corner Unit, Beautiful BEACHFRONT condo on spectacular Panama City Beach. This amazing condo was totally remodeled -- new flooring, trim, paint, appliances, furniture, TVs, washer/dryer, decor, ceiling fans, linens, kitchen...

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Featured review

"Beautiful!"

This condo is the absolute best! Shirley has thought of EVERYTHING! We come to PCB every year and have stayed in some great condos, but this one is by far the best! From the ice maker to the closet full...

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$613
avg per night
Fort Myers Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

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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Featured review

"Gorgeous!!"

We booked last minute due to a cancellation of our booked condo. So glad our first place canceled! This is a beautiful, costal decorated vacation rental that had everything we needed! Even the linen...

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$108
avg per night
The Villages Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Rare 2/2 TownHouse in a great location just a 2 minute walk to Spanish Springs Town Square. Furnished and decorated, plus includes use of the Golf cart.

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$122
avg per night
Hutchinson Island Villa
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

COME ENJOY PARADISE! This Stunning Key West Style 3/2/2 Beach Villa is the perfect way to spend your Florida vacation. Located in a hidden gem gated community on Hutchinson Island. Clubhouse offers full fitness center, sauna, and refreshing pool with lots of space to just sit back and soak up the...

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$189
avg per night
Siesta Key House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to paradise! Your tropical oasis awaits you in this spacious two-story home. This stunning 4 bedroom, 4.5 bath luxury home with a private heated pool is just blocks from Siesta key beach! Five star amenities include; expansive gourmet kitchen with granite counter tops, handsome wood cabinetry,...

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$241
avg per night
Little Torch Key House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
2 reviews

Key Amenities

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

About this property

Private canal-front home designed for 27+ day stays, offering a quiet, comfortable alternative to high-turnover vacation rentals. Private dock, heated/chilled pool, and just 3 minutes to open water—ideal for boating, fishing, and extended stays. Seasonal summer rate currently offered due to availability.Set...

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$373
avg per night
New
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to this beautifully maintained 3-bedroom, 2-bathroom Carolina model end-unit condo in the highly desirable Webbs Reserve community at Babcock Ranch. This home offers the perfect blend of comfort, convenience, and modern living, set within a tranquil, nature-filled environment. As an end unit,...

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$160
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Newly decorated Bromelia model awaiting YOU for the perfect GOLF VACATION! Accommodations include King, Queen and Trundle bed (in den) along w/ front and back screened lanais. Rear view is STUNNING "Trifecta" of perfect views including Golf, Lake and Natural Preserve. Watch the iconic Everglades...

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$100
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 0.4 miles to Fort Zachary Taylor State Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Key West is just like the Caribbean, always warm with lovely turquoise waters. It's a short walk to Mallory Square, Hemingway's Home, the Truman White House, Duval Street and Zachary Taylor Park ( do yoga on the beach, swim, snorkel, or hang hammocks between the palms). Walk to shops, restaurants,...

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$164
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful First Floor 2B/2B Condo furnished with all of the amenities needed. Located West of 41 within a gated community. Fully equipped kitchen for eating in, in-unit washer/dryer. Beach chairs, beach towels, umbrella provided. Please contact me at "ameehartman" at-gmail dotcom or "Call/text...

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$150
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Lowdermilk beach and others

Key Amenities

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

About this property

Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...

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Featured review

"Great Home, Location and View"

Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed

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$357
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Discounts For Multiple Months* Pricing on Rates TabSnowbirds relax far away from the snow in our south end Fort Myers Beach (quiet end) 2 bedroom/ 2 bathroom condo! Enjoy time on 2 lanais watching manatees and dolphins pass by in the channel outside. Bring your boat, cruise the inlets enjoying...

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Featured review

"Wonderful stay"

We stayed in this unit Jan 2024 and it was delightful. The unit is spacious, very comfortable and welcoming. The views were great with frequent sighting of dolphin and manatee. We would definitely recommend...

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$124
avg per night
Kissimmee Townhome
Sleeps 10, 5 bedrooms, 3 bathrooms
4 reviews

Distance to park: 6 miles to Disney World,Seaworld

Key Amenities

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

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to Walmart and target, 8 miles to Seaworld and Convention Center.This gorgeous...

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Featured review

"Beautiful"

The apartment was beautiful My family and I really enjoyed this place If you are looking for a vacation rental please check this place out ️

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$137
avg per night
Longboat Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your perfect beach getaway on Longboat Key! This charming first-floor unit offers breathtaking views of the Gulf the moment you arrive. Just over 100 steps from your door, you'll find yourself on the soft white sands of Whitney Beach, one of the most pristine and peaceful stretches of...

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Featured review

"Great place"

Wonderful. Great location. Great facilities. Well equipped. Wonderful for families. Beach is gorgeous.

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$207
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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$100
avg per night
Key West House
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Smarthers Beach and Higgs Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This home sits in Key Lime Grove Subdivision which I was born and raised in. It is a neighborhood rich in history and conveniently located on the Island. This home welcomes you with a white picket fence! It has been nicely upgraded down to the wood floors and crown molding trim. Open living room and...

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Featured review

"Island Paradise in Beautiful Key West"

Sunshine House on Harris Street, Key West is a Home away from Home. We enjoyed 2 months of comfort and convenience at this home. The home is furnished with tasteful Island Decor. The layout is 3 bdrms...

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$169
avg per night
New
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Fully transferrable Golf Membership included! Located in the prestigious National Golf & Country Club. This Birkdale floor plan condo offers an open and inviting layout with 2 bedrooms +2 full bathrooms, providing a spacious and functional living space perfect for those seeking both comfort and style....

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$193
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Experience unparalleled luxury in this breathtaking Bay Creek floorplan, where stunning views of the Golf Course and Lake stretch as far as the eye can see. Boasting over 2,100 square feet of opulent living space, this rarely available 2nd-floor coach home is designed to impress. The open-concept layout...

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$210
avg per night
Venice Condo
Sleeps 2, 2 bedrooms, 1 bathroom

Distance to beach: 1 miles to Service Club Beach

Key Amenities

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

About this property

VENICE ISLAND CONDO, TURNKEY FURNISHED, PETS WELCOME, GROUND FLOOR WALK TO FAMOUS SHARKY'S RESTAURANT, 1.5 MILES TO DOWNTOWN RESTAURANTS AND NIGHTLIFE. AVAILABLE FEB, MARCH, APRIL 2027 Ground floor 2 bedroom/1bath, 100% renovated. Turnkey furnished. Five blocks to the beach and famous Sharky's...

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Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to this beautifully designed 3-bedroom, 2-bath + office home in South Venice—offering a perfect blend of modern comfort, privacy, and relaxed coastal living just 2 miles from Manasota Beach.Bright, Open & Designed for ComfortStep inside to a light-filled open-concept layout with...

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$161
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 0.4 miles to Fort Zachary

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape the winter and settle into this beautifully renovated 2-bedroom, 1-bath condo in the heart of Old Town Key West — perfect for snowbirds and monthly renters seeking the ideal balance of tranquility and convenience. Located in the prestigious gated community of Truman Annex at the Shipyard...

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$168
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

About this property: Duned in Again is a 2 bedroom 2 bath condo with breathtaking views of the Gulf and its fantastic sunsets. Fresh remodel including tile throughout and onto the balcony. Quartz countertops in the kitchen with oversized farm sink. New furniture throughout compliments the tasteful decor....

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$271
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Ft. Myers Beach, Bunche Beach, Sanibel/Captiva

Key Amenities

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

About this property

About the Property Sleeps: 4 Bedrooms : 2 Bathrooms: 2 Property Type : Single Family Unit in Gated Golf Community Minimum Stay: 30 days, Calendar Months Living Area: 1836 sq. ft. Pet Friendly- Pet Rent and Cleaning Service AdditionalThe best of seasonal renting, stylish single home in gated...

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Featured review

"Comfortable and clean"

My husband and I had a great time staying here for February 2025. We were delighted with the home. It comes fully equipped with everything anyone would need. The lanai is quite large with an outdoor...

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

OWNERS HAVE THOUGHT OF EVERYTHING!TWO ensuites - Perfect for Couples!Short walk to community pool and sun deck!Nestled in desirable south Fort Myers you'll find Sail Harbor - a guard-gated community of town homes, just minutes from our beautiful Gulf beaches, the popular vacation islands...

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$112
avg per night
Key West Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 Please be advised that a balcony restoration project will be underway at 1800 Atlantic from May 2025 through Spring 2026. Important Notes: -Units available for booking will...

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$159
avg per night
Flagler Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This 2 bedroom, 2 bath direct riverfront residence is nestled in the secluded Ocean Marina Condos located in Flagler Beach. Newer tile floors and luxury vinyl plank (LVP) throughout. Brand new electrical panel, including breakers. Brand new light fixtures, ceiling fans, and outlets throughout the home....

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$100
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Seeing is believing. The Captain's Quarters is a direct, oceanfront home on the Atlantic shoreline of Islamorada. For your planned getaway, come enjoy truly private and relaxing oceanfront living in the heart of Islamorada, in a unique home boasting a treasure-trove of Florida Keys history. The...

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$667
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Situated within Pelican Point Golf and Country Club this private single-family home offers the ultimate, luxurious golf destination for golf enthusiasts, home-like environment for business travelers, and everyday vacation for all. The home has an open kitchen with cozy breakfast area, an open living/dining...

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Featured review

"A beautiful oasis in Venice"

We absolutely loved our stay at this beautiful home in Venice, Florida! Everything in the house is brand new, spotless, and very inviting. The spacious kitchen was a dream with its huge island and top-quality...

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$180
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Escape to Kelly Greens Golf & Country Club, where this newly updated condo offers modern elegance, stunning golf course views, and all the comforts of home. Whether you’re a golf enthusiast, a beach lover, or simply looking for relaxation, this condo is your ideal getaway. We have 2 condos...

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$173
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Naples

Key Amenities

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

About this property

Great area - very quite. Located across from Lely Resort Golf course. 2 parking spaces (one covered). Lots of guest parking. Walk out your back door directly to the pool and spa area. The kitchen has been remolded with all new appliances. New floors and beds in both bedrooms. Includes all furniture and...

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$73
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to City of Hibiscus Retreat, your home away from home in sunny Port Charlotte, Florida! Nestled in the desirable Loveland Courtyards community, this second-floor condo offers peace, comfort, and convenience—perfect for winter getaways, extended stays, or a relaxing vacation by the water.Perfect...

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Featured review

"Comfortable and cozy"

We really enjoyed our stay. The apartment was fully laid out for relaxing, great sleeping and a kitchen ready for cooking. Located within walking distance from the water, restaurants, the Harbor walk...

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$82
avg per night
Longboat Key Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy seeing sunrise from the lanai or on the dock, and also enjoy sunset on the beach, directly across the street. The unit is completely renovated, nicely furnished, and well stocked - designed for those who love to cook. This 2 bedroom, 2 bath first floor unit with fantastic bayou views its located...

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$208
avg per night
Lady Lake House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Terrific 3/2 Pool Home and better yet it is a Golf front property. Sit in your Birdcage and watch beutiful Golf Course scenery. Best of all there is total privacy in your Lanai. Newlly Furnished and Decorated plus less than 10 minutes to either Spanish Springs or Sumter Landing Town Square. Golf cart....

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$153
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Come and enjoy our 3 bedroom, 2 bathroom + bonus room and designer POOL (heated year round) home located in the Village of Polo Ridge, situated on a corner lot on the Hawks Bay golf course. Very few homes in The Villages with private pools! EXCELLENT LOCATION with a 5 minute golf cart ride to Publix/Southern...

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Featured review

"Private pool home"

This home is beautiful and walking distance to Brownwood. It's the perfect location 2 Colney Plaza, Pinellas, and about a 20 min. drive to Sumter Landing. Nice and quiet neighborhood.This home has 3...

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$180
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Cozy and comfortable ocean view condo in Daytona's Landmark Building, Peck Plaza. Come and enjoy the warm ocean breezes from this 6th floor, 2 bedroom, 2 bath condo. All the comforts of home; lovely coastal decor. All newly remodeled. Prepare meals in the fully equipped kitchen instead of going...

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Featured review

"Great condo"

I have been coming to Daytona for 40 years and it's one of nicer condos that I have stayed in with only one other which was brand ew.

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$226
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.5 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

As soon as you arrive at Princeton Place in the Vanderbilt neighborhood of North Naples, you know you are at home. Beautiful, lush landscaping, lawns, pool, pond, and boat docks adorn this property. In addition, you will have access to the optional membership at the Tarpon Cove Yacht and Racquet Club....

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Featured review

"Just perfect"

Location was excellent and the condo was great. Everything was as advertised and then some. Chip, the owner, was very nice and responded very quickly to all questions and requests we had. Quiet area with...

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$170
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Feel your worries melt away the moment you enter this charming Florida abode. With the sand and surf of Redington Shores Beach right outside your back door, this 2-bedroom, 2-bath vacation rental is the perfect place to reset, relax, and unplug. After enjoying a morning stroll along the water, shop the...

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$207
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Relax with the whole family at this peaceful place to stay, near Tigertail Beach, or enjoy the perfect Florida weather on our spacious pool with pool house and barbecue.

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Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Sought after beachfront unit on the 5th floor of building 9 and an end unit. 2 bedroom, 2 bath unit with stunning views and very well appointing furnishings.Beachplace is one of Longboat Key's premier vacation rental locations on the island!Amazing Gulf Views and private parking.Primary...

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$273
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.