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Florida Snowbird Vacation Rentals

(3408 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.

Madeira Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 30 feet to Madeira Beach

Key Amenities

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

About this property

Call to reserve : Eightonethree- Eightfourthree ZerothreesevennineFree Wi-Fi Internet access - works with laptops, tablets and handhelds. This large nicely furnished 3 bedroom gulf front Madeira beach condo is well equipped and provides over 1200 s.f. of comfortable living area which can easily...

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Featured review

"Awesome place *****"

We booked a two week vacation with Rick and his unit was the cutest, very inviting place. Condo was very clean, in a great vicinity and we loved it there. It was very quiet and would definitely book here...

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$204
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Cape Coral Yacht Club and Beach

Key Amenities

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

About this property

This Gorgeous, super clean 2 Bedroom / 2 Bath condo with dining room and carport is in model condition and ready for you to relax! Located in the popular gated community of Banyan Trace. Take your walks on the cart paths of the old golf course in Cape Coral with the mature stately trees and open fields,...

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Featured review

"Great Experience"

We spent three months in this unit at Banyan Trace in Cape Coral, FL, and had a fantastic experience. The condo offered a large pool and a well-equipped gym, which made our stay both relaxing and convenient....

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$134
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Just offered 10th floor unit 1007 available Jan 15th Imagine, waking up every morning to the sound of the gently crashing surf, having coffee on your private balcony while enjoying a soft ocean breeze and taking in the spectacular view. Imagine strolling on the beach in the company of Sandpipers and...

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$139
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

You will be absolutely delighted to vacation at this remarkable luxury vacation home on Summerland Key. This multimillion dollar home has only the best to offer. The kitchen is a chef‘s dream with top of the line stainless appliances, cook top, built in ovens and gorgeous stone countertops.The...

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$424
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
5 reviews

Key Amenities

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

About this property

This ground floor waterfront condo located in a gated community of Longboat Harbour and is one of Longboat Keys most desirable social communities. This one bedroom, one bathroom, first floor unit has walkout access to Sarasota Bay where you often see dolphins and manatees from your lanai. This unit is...

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Featured review

"Grreat stay atLong Boat Harbour"

What a beautiful development Long Boat Harbour is! My wife and I stayed in unit E104 for 2 months. Haley is a very gracious host to allow us to stay in her home. We had such a wonderful time, we did...

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$127
avg per night

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Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

This stunning 2-bed, 2-bath, 1,097 sq ft condo at 7025 Dennis Cir UNIT G-104, Naples, FL 34104, is perfect for snowbirds looking to escape the winter! Enjoy breathtaking golf course views in the heart of Naples, with easy access to the vibrant 5th Avenue shopping and dining scene. Featuring a spacious...

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$160
avg per night
Boynton Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Boynton Beach or Ocena Hammock

Key Amenities

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

About this property

Private home on top of coastal ridge near downtown Boynton Beach. Convenient access and a large fenced yard with shade trees all around. Vaulted ceiling and designer kitchen. Fully furnished and equipped for immediate occupancy. Peaceful and very private, in a century-old mango orchard. Recently renovated...

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$135
avg per night
Davenport Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 15 miles to Disney

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Our holiday villa features 3 bedrooms,2 bathrooms and a south facing pool that is not overlooked. The lounge/dining area has a laminated wood floor and alarmed French windows leading to the pool. The breakfast bar is open to the kitchen area. The room has a cable television, DVD and CD players along with...

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Featured review

"enjoyable stay"

this property met our needs well. We have a small dog and the fenced yard made life so much easier. The appliances were old but all seemed operational. The pool heat went out but was repaired pretty quickly....

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$113
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Longboat Key - you've stumbled on a unique hidden gem tucked away on the upper Gulf Coast of Florida. Small, private, and quiet - the key vacation that really makes you get away from it all. Our condominium in Bayport Beach and Tennis Club is a beautiful private retreat with unobstructed...

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$346
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Service Club Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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$137
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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$196
avg per night
Ormond By The Sea Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Location, Location, Location. Surrounded by wildlife conservation area on one side and single family houses with no beach access on the other, this place offers private beaches that is very rare to find. The two story buildings condominium complex is situated on 14 acres of well-maintained grounds.This...

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$73
avg per night
Cape Canaveral House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Welcome to our inviting NEWLY RENOVATED, first-floor condo at Royal Mansions. This updated, comfortable, and convenient space features 2 bedrooms, a murphy bed, and 1 bathroom, with a private patio to unwind and soak in the laid-back atmosphere. We provide only the best quality linens, flat screen TV's,...

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$217
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Founder's Park

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Long-term rental available in the beautiful Venetian Shores community of Islamorada, Florida. This 3-bedroom, 2-bath home sits on a secluded plugged canal by the water. Enjoy a large master bedroom, a spacious open layout, and a generous outdoor deck ideal for entertaining. Additional features include...

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$235
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Siesta Key/Crescent Beach

Key Amenities

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

About this property

This exquisite Coastal House with all brand NEW furnishings has a beachy style with King size beds in ALL 3 bedrooms! It’s conveniently located just 3.8 miles from #1 Siesta Key Beach, only 5 miles to downtown Sarasota, just 7.5 miles to Lido Key Beach/St. Armand's Circle, 2 houses down from...

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Featured review

"Newly Remodeled, Super Clean!"

We had a lovely stay at this newly remodeled home in Sarasota. We enjoyed morning coffee on the back patio after a great night's rest in the king size beds (three KING beds--what a bonus!), and we definitely...

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$324
avg per night
Fort Pierce Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Tropical Getaway in Ocean Village - Resort-Style Living!Escape to paradise in this beautifully appointed 2-bedroom, 2-bath vacation rental located in the highly desirable Ocean Village community on South Hutchinson Island. Situated at 2400 S Ocean Dr, Unit 7616, Fort Pierce, FL 34949, this charming unit...

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$177
avg per night
Tampa House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 25 miles to St. Pete Beach (nearest Gulf Beach)

Key Amenities

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

About this property

Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private...

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$314
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Sandestin Golf & Beach Resort

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

•Beachfront 15th FL condo located in Sandestin Golf & Beach Resort •2 bed – 2 Bath – Sleeps 6 •1 King – 1 Queen - 1 Sleeper Sofa •NO PETS allowed! •NEW POOL NOW OPEN! •Large wrap-around balcony to view the gorgeous white sand beaches and emerald...

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$294
avg per night
Melbourne House
Sleeps 4, 2 bedrooms, 1.5 bathrooms
5 reviews

Key Amenities

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

About this property

This 2 bedroom, 1.5 bathrooms, Pool house with Private Hot Tub is just waiting for you. You won’t be disappointed. This house is Beautifully furnished with a modern Zen Vibe. Private Pool in the back yard with plenty of pool accessories for lounging. Each room is fully furnished with its own style....

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Featured review

"Perfect Family Getaway!!!!!"

This home is beautiful, way better than the pictures. The owner really went above and beyond. There are special touches all over the house. It’s extremely clean, which is very important during these times....

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$314
avg per night
New Port Richey House
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Gulf Harbor Private Beach

Key Amenities

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

About this property

This free-standing single-family house has three bedrooms with queen beds and 3 full bathrooms with a bonus pull-out queen sleeper sofa bed in the living room that can be added. This is a fully furnished and newly remodeled coastal chic style rental property on the gulf waterfront in the Gulf Harbors...

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$140
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to this pristine beach condo, featuring direct oceanfront views from every room. A perfect seaside getaway for beach-loving families. The condo offers 2 bedroom 2 bath, fully equipped kitchen, spacious living room ,dining area, all modern coastal decor. Balcony overlooks the beachfront pool....

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Featured review

"Peck plaza condo"

The view was amazing from both bedrooms. The condo was very clean and well supplied. I would recommend this place to anyone interested in visiting. The staff was incredibly friendly and helpful!

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$217
avg per night
Miami Beach Condo
Sleeps 4, 0 bedrooms, 1 bathroom
2 reviews

Key Amenities

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

About this property

Comfortable and bright RENOVATED apartment, modern tiles and beautiful modern furniture Sleeps 4 comfortably 1 full bathroom Non smoking Free High speed internet -WiFi 55' Smart TV Balcony with 2 chairs and a coffee table Spectacular views of the ocean, the city, and the bay Kitchen has...

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Featured review

"Great place!"

This is absolutely wonderful place right on the beach. Great view and amenities. Amazing host and everything you need is inside. We would be happy to return here someday. Thank you for the vacation

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$140
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Views, views views ! Peck Plaza is one of the tallest building on the beach, and it's unique round shape offers panoramic views of the beach, the city and the Halifax River. Each room has a wall of windows to enjoy the ocean and river scenery from our 23rd floor vantage point. Our split bedroom plan...

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$214
avg per night
Vero Beach House
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.2 miles to Moorings Privately-Deeded Beach

Key Amenities

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

About this property

This uncrowded, eclectic, private, tropically-inspired, relaxing, sun-kissed getaway to paradise will have you tapping your feet and wanting more. You'll be swept away as all the common areas bask in the view of the lush pool/patio/waterfall, providing fun and tranquility. This 3/2 home sleeps...

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Featured review

"Wonderful Beach Home"

This house was wonderful! My family of 5 including my 3 older kids rented the Beachin’ Island Escape during the Independence Day week. The location is great with only about a block to the beautiful private...

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$310
avg per night
The Villages House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to The Village of Cason Hammock!This coastal 3/2 home comes with a golf cart and is only minutes away from Sawgrass Grove Market and Ezell Recreation Center. The home is spacious and comfortably fits up to 5 guests. King bed in the primary bedroom with en suite bathroom. Queen bed in the...

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$213
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
Rotonda West House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This updated beachy themed entire home is furnished and tastefully decorated. Fully equipped with everything you can ever need to have a relaxing extended vacation or snowbird stay.Spacious master bedroom with a king sized bed which provides you with the rest you need during your vacation. The master...

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Featured review

"Positive experience"

Very nice Owners very easy to work with from start to finish Any questions quickly addressed by owners

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$240
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Cape Coral Beach

Key Amenities

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

About this property

Absolutely stunning new house with 3 bedrooms and 2 bathroom to accommodate 6 people. The open floor plan and cathedral ceilings boast natural light throughout the home with a seamless, fresh flow from room to room with beautiful 24 x 24 porcelain tiles throughout, 40 kitchen cabinets, granite counter...

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Featured review

"Excellent Snowbird Rental Experience"

As first time snowbirds, we rented this house December- March of this year. The house is absolutely beautiful and spacious, exceptionally clean with new furniture and appliances. The kitchen is stocked...

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$123
avg per night
Palm Coast Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Relax and enjoy Surf Club 2, a private, gated oceanfront condo with 3 on-site pools, fitness center, and multiple amenities. The beautiful beach with coquina rocks is very unique to this part of Florida. Just over the rocks enjoy the inviting blue-green waters of the Atlantic Ocean or sit and enjoy the...

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Featured review

"A perfect place to relax with beautiful views and all the amenities."

This home is spacious and immaculate. The owners have thought to provide everything needed to make your stay easy. The furniture is comfortable as are the beds. Great views.! The complex is large, but...

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$122
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"NICELY DECORATED AND CLEAN TOWNHOME"

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

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$131
avg per night
Miramar Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

•Beachfront 8th floor condo located in Sandestin Golf & Beach Resort •3 Bed – 2 Bath – Sleeps 10 •2 Kings – 2 Fulls – 1 Sleeper Sofa •There will be exterior renovations throughout the Beachside One building from October 2025 - April 2026. Guests may be...

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Featured review

"Awesome views!!"

The room was in immaculate condition! The views were awesome! The beach was beautiful and calm when we went! Highly recommend!!

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$288
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Fort Myers

Key Amenities

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

About this property

NEW LISTING, 3 Bedroom, 2 Bath Condo. 2nd floor unit, no noise from above and people below are very quiet.

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$97
avg per night
Port St. Lucie House
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

3/2 Pool Home. Fully landscaped for privacy. Screened in HEATED pool with hot tub. Attached two car garage, washer/dryer room, central air/heat, dishwasher and wi-fi. Bedroom and bathroom at each end of the house for privacy. Outdoor TV on the pool deck! Set up perfectly for vacationing!

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$167
avg per night
New
Clermont House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

You will enjoy easy access to everything from this place, yet located in a more residential area away from the busiest traffic! Convenient to Disney - 8 miles from property, minutes away from beautiful Lake Louisa, fun spots for outings like Island H2O, shopping galore and dining at the new Margaritaville...

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$115
avg per night
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

DIRECT OCEANFRONT | 2 KING BEDS | GATED & SECURE | ALL UTILITIES INCLUDED Atlantis III · Jensen Beach · Hutchinson Island 10200 S Ocean Dr, Apt 503 · Jensen Beach, FL 34957 Available starting May 1, 2026 (currently rented through April 30, 2026)Your Oceanfront SanctuaryWelcome...

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$138
avg per night
Punta Gorda House
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 4 miles to port charlotte

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

HE HOUSE 2800 sq. foot 2 car garage When you enter the house you will appreciate the sophisticated modern decor and attention to detail, making you feel right at home. The living room, dining room and kitchen have an open floor plan and fully updated. The kitchen has granite counter tops and stainless...

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Featured review

"Amazing Holiday Villa"

Brian and Denise were the perfect hosts, they meet us on arrival and gave us a wee tour of the house showing us how the equipment worked and familiarised us with the villa. This is a spacious well equipped...

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$246
avg per night
Vero Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$87
avg per night
Cape Coral House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Yacht Harbour Beach

Key Amenities

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

About this property

Renovated holiday home with new beds - mattresses and living room furnitureThe house is located: 5114 Santa Rosa Ct. Cape Coral.2 bedroom with new beds and Sealy mattresses (2024). Large new living room (2022) with open kitchen. Very nice view of the channel near Bimini Basin.3 x Smart TV 75 inch...

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$183
avg per night
Vero Beach House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 150 yards to Vero Beach

Key Amenities

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

About this property

Gorgeous home in a small private gated community. Large master with ensuite and sitting area. Spacious open-concept kitchen and family room. Tranquil outdoor patio and pool that is truly a focal point of the home. You will spend hours enjoying nature in the screen-enclosed outdoor living space. ...

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Featured review

"WOW"

WOW! We loved it!The place was lovely - spacious, clean, well appointed and comfy. It has a great vibe. The open layout offered lots of areas to gather. The location was amazing - 4 houses from...

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$300
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The house is located on a 1.25 acre lot of land with many big old oak trees and tropical plants, in the highly sought after neighborhood of Iona. It's truly a rare gem for its size, its proximity to Fort Myers beach, Bunche Beach, Sanibel Island and Cape Coral, yet maintaining a feel of country living....

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$157
avg per night
Hollywood Apartment
Sleeps 2, 1 bedroom, 2 bathrooms

Distance to beach: 0.1 miles to Hollywood Beach

Key Amenities

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

About this property

Luxury Waterfront Condo – Hollywood, Florida1 Bedroom • 2 Bathrooms • Incredible Views • Winter & Summer Rentals___________________________________________________WINTER / SEASON 2026 / 2027 $3,250 / month – Available now for a minimum of 3 months.SUMMER...

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$97
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bunche Beach Preserve -beautiful beach- 19 minutes

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Take it easy at this unique and tranquil getaway. Small community with large community pool, tiki bar, marina club, game room, craft room, gym, workshop and harbour. Xfinity internet and cable tv. Note that HOA must approve renters - in the rare event of disapproval the reservation will be canceled.

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$65
avg per night
Fort Myers Beach Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

REDUCED SPECIAL RATE FOR MARCH: $210 nightlyEscape to paradise at this fully remodeled condo on the desirable south end of Fort Myers Beach. With beautiful, comforting décor and modern upgrades throughout, this bayfront retreat offers both style and relaxation. Just 7 minutes to the beach,...

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$195
avg per night
Siesta Key Studio
Sleeps 2, 0 bedrooms, 1 bathroom
5 reviews

Distance to beach: 0.3 miles to Siesta Key Beach access 10

Key Amenities

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

About this property

*Calendar month rentals only*May - November (7-month lease) - $2000 per month plus utilities December - $3900 per month plus utilities January, February, & March- $5900 per month plus utilities April - $4900 per month plus utilities50% deposit upon booking, balance 90 days before arrival. Check...

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Featured review

"Perfect peaceful pet friendly bungalow"

I recently had the pleasure of staying for three months in this cozy bungalow on Palm Island in the heart of Siesta Key. Nestled amidst lush vegetation and just a short walk from the beach and Siesta Key...

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$154
avg per night
Port St. Lucie House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This home in The Lakes of Tradition is fully furnished and turn key ready. Gorgeous View of lake sitting on your extended screened in Lanai. Open floorplan extended Capri model home with 2 master suites. Both master bedrooms has an ensuite bathroom (one with separate sinks) ceiling fans and spacious closets....

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$123
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The beautiful Gulf Coast beaches are open, and Boardwalk Caper has re-opened and ready for occupancy. The new pool, patio and grill area, fitness center, community room and the beautiful new waterfront boardwalk are completed and ready for your enjoyment. The tennis & pickleball courts are still under...

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$193
avg per night
Lido Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lido Key is the ultimate spot for your tropical vacation. This end unit condo has a two sided lanai. It is in a gated community at the Southern end of Lido Key. Wake up watching the sun rise and end the day watching the sunset all form the luxury of the condo with a cup of coffee or a relaxing cocktail....

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$300
avg per night
Pine Island House
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Step into a truly unique stay! The Sunshine Dome is a charming, one-bedroom retreat built for couples or solo travelers who want to relax, recharge, and reconnect with nature.• A cozy bedroom + 1 bathroom — just right for two guests. • Washer & dryer for your convenience during...

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$79
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

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

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$459
avg per night
Sanibel Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautiful condo 2 bedroom/2 bath all the bells and whistles,new granite kitchen, pool/spa ,webber grills/ bikes/ and all beach toys. steps from the island bike path and close to shopping and resturants, wi-fi, HD TVs

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Featured review

"Quietest Place on Sanibel Island"

The perfect retreat…everything you could ever want…unbelievable appointments…beautiful heated pool that is mostly unused never busy and pristine. Situated right on the beach and across the street...

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$383
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.