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Florida Snowbird Vacation Rentals

(3409 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.

Big Pine Key House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to San Remo Retreat, a very unique property located in the highly desirable Doctor’s Arm neighborhood on Big Pine Key. Bring your boat, plenty of dock space here! The fish cleaning table will hold your biggest catch of the day!You will feel right at home in this very nicely decorated,...

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$224
avg per night
Venice House
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VACATION POOL HOME PARADISE * GOLF MEMBERSHIP TRANSFER AVAILABLE! *Golf cart included*Welcome to your dream retreat in the highly sought-after Wellen Park Golf & Country Club! This beautifully decorated, turnkey Angelina floorplan offers the perfect blend of luxury, comfort, and resort-style...

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$265
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

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

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Featured review

"Relax in Paradise"

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

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$207
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Manasota

Key Amenities

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

About this property

Welcome to Blueridge Bungalow!We are so honored to welcome you to our beloved home away from home. Our family treasures our time spent here in the beautiful city of North Port and we know you will too!What more could you ask for than a newly renovated home that provides you with the ultimate blend...

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$315
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Imagine waking up to breathtaking views of the Gulf and the Sarasota skyline - every single room boasts this incredible panorama! This luxurious condo offers a king-size master bedroom with stunning bay and skyline views, and a comfortable second bedroom with a queen bed.The open-concept kitchen,...

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$441
avg per night

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Fort Myers Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Fort Myers Beach

Key Amenities

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

About this property

This 2-bedroom 2 bath condo on the second floor is a nice place for your stay in the Brookshire neighborhood. Whether you are a snowbird, mobile worker or a medical professional this home boasts all the comfort of a nice home away from home. With the pool, tennis- and pickle ball courts steps away you...

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$85
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

COME AND SEE WHAT WE HAVE TO OFFER AND ENJOY A RELAXED, FUN-FILLED STAY. Nestled along the serene Daytona Beach coastline, you will enjoy this beach condo … a perfect blend of luxury and coastal charm. This sea turtle themed 2 BR/2 BA offers breathtaking ocean views, modern amenities...

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$219
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Bonita Beach

Key Amenities

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

About this property

This condo is located in North Naples in the much sought out gated community of Sterling Oaks. CLOSE TO BEACHES. Unit consists of 3 bedrooms and 2 full baths, living room, dining area, large kitchen plus breakfast bar and an enclosed lanai. There’s covered parking at your door and additional parking...

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Featured review

"Two month stsy"

Susan was a great host. She met us at the condo and had little welcoming touches thoughout. The condo split layout worked great when our kids and grandkids visited. We enjoyed the community and amenities....

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$154
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Clam Pass

Key Amenities

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

About this property

Location, location and everything you could ask for at this beautiful, centrally located condo in the most convenient location in all of Naples. Truly a gem, this condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green at the Quail Run Golf Course....

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Featured review

"Beautifully appointed condo in superb location"

Newly remodeled, completely outfitted condo. Owner is very accommodating and responsive to any requests. Location is superb to beaches, stores, restaurants. Totally positive experience for two years.

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$150
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Imperial country club is an upscale gated community near all amenities This newly remodeled condo is spacious and comfortable It overlooks a lake and the fifth hole of the golf course A pool and tennis courts are a 2 minute walk This terrific condo is available year round or seasonal

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$79
avg per night
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.5 miles to Private Beach club

Key Amenities

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

About this property

Peaceful coastal living with private beach club, golf, and more — all includedThis beautifully renovated 2-bedroom, 2-bath condo offers stunning Intracoastal views in the gated, resort-style community of Harbour Village. Perfect for active adults seeking low-maintenance luxury surrounded by...

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Featured review

"A Beautiful Place To Vacation In Florida"

We had a wonderful stay at this beautiful condo while visiting Ponce Inlet and the New Smyrna area. The condo had everything we needed and was comfortable, clean, and well maintained. We loved the golf...

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$166
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys.FLORIDA KEYS VACATION RENTALS! This stylish home is outfitted in Florida tropical style with cool and...

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$296
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Englewood

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

San Casa is a beautiful and luxurious three bedroom home, situated in Grove City, Englewood on Florida's Gulf Coast. it is the ideal place for a truly relaxing vacation.Our beautiful Gulf Coast home has three large bedrooms , two bathrooms and an extended private, heated pool for your enjoyment....

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Featured review

"Beautiful and Spacious"

The location of this house was perfect for us, close to the stores we need, the beach and the wonderful Englewood Farmer's Market. The house is beautifully decorated, the beds comfortable and the pool...

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$137
avg per night
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
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Story spacious townhouse, 5 minute walk (500 steps) from the beach, yet nestled away, within Gulf Highlands Beach Resort for separation from all the excitement of Front Beach road, and the gulf. From the back deck, you and the kids may enjoy catching bluegills off the deck in the canal (catch/release),...

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Featured review

"Perfect Location!"

This condo has everything you could need! Just across from the largest pool in the complex, and an easy walk to the beach! We rode our bikes all around the complex every night, and the kitchen is stocked...

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$165
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Tiger Tail Marco

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...

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$117
avg per night
Ormond By The Sea Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Ormond-by-the-Sea

Key Amenities

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

About this property

Oceanfront 1st-floor condo

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Featured review

"Summer get away"

We really enjoyed our get away to OrMond by Sea at Sea Bridge Condo. The Condo was perfect had everything we needed . The kitchen was so stocked that I enjoyed cooking there felt like I was at home. The...

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$70
avg per night
New Smyrna Beach Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Key Amenities

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

About this property

Enjoy sunny Florida beach living at its finest. Errol By The Sea is five story complex with 130 units. All units surround a plush tropical courtyard with a paved pool deck on a white sand beach. Two large pools, one with a splash deck for small children. One pool is heated with a wind screen during the...

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$114
avg per night
Indian Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Captain Cove community, Indian Shores Beach!Whether you are traveling as a family or with friends, The Beach Oasis Condo will delight everyone in your party. This cozy condo offers a perfect blend of comfort, convenience, and coastal charm. The Captain's Cove community is located in the quaint...

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$200
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Live life on the beach---Private parking included!Beachplace is one of Longboat Key's premier vacation rental locations on the island!With amazing direct Gulf-front views, this sophisticated and chic 4th floor condo with balcony has it all!This condo has modern updates throughout including...

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$457
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Longboat Key

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of dishware, gadgets, cooking equipment for...

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$379
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

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

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$138
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
Longboat Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Rental located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft and contains 3 bedrooms and 3 bathrooms and a private swimming pool. Dining room has views to the water. Canal connects directly to the Bay and the neighborhood is located on the...

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$401
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to a fully renovated and all newly furnished 2 bedroom condo at Countryside Golf & CC !! Walking in the front door you will find an abundance of natural light from the south facing lanai and kitchen that backs onto the 4th hole of the golf course and lake just beyond the fairway. The entire...

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Featured review

"Beautiful condo and fantastic hosts"

We loved our stay at Michael and Milena's beautiful, renovated condo located right on the golf course. The condo is fully stocked with everything needed. It's modern, bright and very comfortable. The heated...

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$169
avg per night
Estero House
Sleeps 6, 4 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

!!!! Available $40,000 a month SEASON April 2025 !!!***Great Central Location. Close to Malls, Restaurants, A quick ride to Naples 5th Ave, the Beach and more!!!! Available for Season 2024 !!! Stunning former model home now available ! Professionally furnished and exquisitely decorated. Located...

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$939
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Rarely offered high floor 2/2 condo with extensive southeast views of blue Atlantic Ocean waters from every window .You can smell the ocean right from your private glass balcony.Located in Sea Air towers-outstanding beach community with 24 hr security,vallet,beach front heated pool,direct beach access...

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Featured review

"The view was spectacular"

Great location with lots of restaurants and shopping. The condo was very well equipped and spacious!

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$179
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
Hutchinson Island House
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 0.1 miles to Jensen Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bring your family to the beach and enjoy this charming single family home just a few minutes walk to the ocean. Our community has everything -- swimming pool, private beach access, pickleball, tennis courts, bocce ball, and a marina where slips are available and inexpensive. There's also a boat...

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$299
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Manatee Public Beach

Key Amenities

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

About this property

Nestled in a peaceful neighborhood, this soothing house offers the perfect escape for guests seeking tranquility. Totally renovated 3 bedroom, 2 bath interior is bright and spacious. Quick access to Anna Maria Island beaches, IMG, walking trails, parks, shopping & restaurants! Bring the whole family...

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$300
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$174
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Naples beach (close to downtown)

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful 3 BD condo is located in the Magnolia Falls area of the gated community of Falling Waters. This condo, on the 2nd floor, is great for viewing the beautiful lake from the lanai. The unit is an end unit providing additional privacy. The large 1573 sq ft. unit features a master bedroom...

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Featured review

"Great stay at Falling Waters"

We stayed here for the month of April. The condo is very comfortable, spacious, with a nice view of the pond with a fountain. The lanai was great, at the end of the day, to enjoy the view. The pool was...

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$147
avg per night
Fort Myers Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This is a Villa, outside Ft Myers, which was a model with 3 beds, 2 baths, 2 car garage and directly across the street from the Activities Building. It is one level living with an open floor plan. More importantly it is located in a newer secure gated community, named THE LINDSFORD PLAN. You cannot...

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Featured review

"Lindsford Villa"

The location is perfect - super close to the pool, gym, community center and all amenities. The villa is as pictured and is very well maintained. The owner has a binder with everything you need to know...

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$183
avg per night
Estero Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Rental Rates for Winter 2027 December is $125 per night -January 5,000 for the month -February 5,000 for the month -March 5,000 for the month Book 2 months get 200 dollars off Price includes application fees and cleaning fees.Inside the Condo: • All new appliances in 2025 • Fully...

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Featured review

"Jake’s place was great"

Jake’s place was awesome clean. I loved it very clean. He was very nice host. The community was great. Had a golf course pool gym everything you need and conveniently located to sores in the airport.

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$171
avg per night
Miramar Beach House
Sleeps 9, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

•3 Bed - 3.5 Bath - Sleeps 9! (2 Kings - 2 Queens - 1 Sleeper Sofa) •Includes a 6 Person Golf Cart to use During Your Stay! •Completely Renovated with the most Modern Upgrades Available! •NO PETS allowed! •Minutes from the Beautiful Sugar White Sands of the Gulf of Mexico! •Located...

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$234
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your family will be close to everything when you stay at this centrally-located gated Summerville Resort. It’s the perfect place for a trip!! The space is modern and stylish. This 4 bedroom (townhouse is Spacious enough to sleep 8.Access to resort, amenities, pool, gym, outdoor playground,...

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$150
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool

About this property

DECEMBER AND JANUARY SPECIAL!!! HURRY!!! Everything You Could Ask For and More in this beautiful and relaxing 2 bedroom condo with a Gulf view. This condo complex is one of only two on the island that is gated for your security. As you enter the condo, you are greeted by a wet-bar and cabinets for extra...

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$211
avg per night
Clearwater Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Clearwater seasonal rental - 55+ Community - 2 Bedroom/2 Full baths - 2nd Floor Condo - Look at photos - All year round heated salt water pool - Fully equipped kitchen - All linens included - Assigned parking spot with visitors parking - Laundry in building - BBQ area and shuffle board - State...

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$87
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

The Condo Bay side water views; 2nd floorPrimary: King BedPrimary bath: tub/shower comboGuest: 2 twins/convert to KingGuest bath: tub/shower comboLiving Room: Sleeper Sofa

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New Smyrna Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

The Inlet at Minorca #1203 With one of the most beautiful views along the Atlantic side of Florida, this newly redecorated and refurbished condo is now available for lease. It offers a spectacular sweeping view across Ponce Inlet, from the Atlantic white beaches to the Intercoastal Waterway with a view...

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Featured review

"Absolutely wonderful!"

The view from the balcony is gorgeous - the beach, the Inlet, the Lighthouse! The location is perfect. We were even lucky enough to see a rocket launch! Activities (parasailing, kayaking, shopping) are...

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$257
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 8 miles to Manasota Beach 16 minutes

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo-ground floor, 2 Bedrooms, 2 Bathrooms, Sleeps 4 w/lake, sun & golf course view. No pets and No smoking permitted. King in Master Bedroom and two twin beds in the guest room.We've enjoyed visiting Venice for many years and decided to purchase a beautiful golf course condo. The area...

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Featured review

"Perfect Venice Vacation"

Ibis Paradise is the perfect t spot for a sunny FL vacation.The condo is spotlessly cleana nd supplied with everything you need for a relaxing vacation. It is close to restaurants, shopping and a short...

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$169
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

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

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Featured review

"Outstanding!!!"

Olena's house was perfect. Tremendous owner. Very helpful. Olena has everything that you might need. Including a golf car. Very nice, convenient location close to everything. I would HIGHLY recommend this...

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$154
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

Due to Cancellation, APRIL 2026 AVAILABLE.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 feel restored in the Florida sunshine and this lovely home....

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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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$121
avg per night
St. Petersburg House
Sleeps 8, 4 bedrooms, 3 bathrooms
8 reviews

Distance to beach: 7 miles to St Pete Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This beautiful home is located in the desirable "Pink Street" Neighborhood at the southernmost tip of St Petersburg, where some of the roads dead-end with a view overlooking the bay and the Sunshine Skyway Bridge, yet only a 10 minute drive from the beaches and downtown. "Pink Street...

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Featured review

"Winter 2020 /21"

We stayed in this beautiful house in the pink Street District St Petersburg Florida the house is everything you could want very nice pool solar heated very well-stocked with supplies the best I've ever...

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$201
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

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

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Featured review

"Blue Heron Beach Resort"

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

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$233
avg per night
Bonita Springs Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo is on second floor in four unit building. Recently(2017) renovated with new kitchen,tiled baths and tiled floors new W/D and A/C. Quiet neighbors. Largest community pool at Pelican Landing. Pelican landing has its own private beach,tennis courts, fitness center, walk to shops Parking in garage...

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Featured review

"Wonderful location"

Very nice condo with many extras. Playground for kiddos and the community pool are in walking distance. Enjoyed every minute.

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$249
avg per night
Ormond By The Sea Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful Direct Ocean View from 2nd floor private Balcony and two access points to Beach. This is a 5 story condo complex that has elevator, Heated Pool, cable, wifi, clubhouse and 2 dedicated car wash areas. Your Newly, Fully remodeled 2/2 condo comes with a Queen size bed in the Master bedroom and...

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$88
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 16 miles to Sanibel

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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$111
avg per night
Summerland Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Florida Keys Vacation Rentals – This Summerland Key vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features such as hardwood floors and a beautifully well-equipped, custom kitchen. Spacious living and dining rooms provide ideal entertaining...

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$213
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.