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Florida Snowbird Vacation Rentals

(3415 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.

Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Close to Vanderbilt Beach, located in CALUSA BAY. This Southern exposure first floor condo has been recently furnished and offers a beautiful long-lake view. Luxury vinyl flooring throughout, new furnishings, kitchen with breakfast bar and separate dining area and stainless steel appliances. The master...

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$131
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

BRAND NEW ON THE RENTAL MARKET WITH AN OPEN CALENDAR FOR YOU TO CHOOSE YOUR PREFERED DATES!! Beautiful 3 bedroom home with southern exposure located in the desirable 600 block. Walk, cruiser bike or take our local shuttle service to Vanderbilt Beach! This home offers an open floor plan, high ceilings,...

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Featured review

"Lovely house, great location and wonderful hosts!"

We loved this home! The location in north Naples was ideal- close to Mercato, Vanderbilt Beach / Wiggins state park. The home is EXCEPTIONALLY well equipped in every way from PLENTY of beach towels, to...

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$271
avg per night
South Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Manasota Beach

Key Amenities

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

About this property

Home recently painted inside and out with plenty of room to be comfortable yet cozy to enjoy great family time!Three bedrooms with comfortable beds. Heated pool (10'x20') with screened Lanai cover, gas barbeque grill and two sliding doors accessing the pool area. Whether you are planning...

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Featured review

"Great Family South Venice Vacation"

The location is amazing - the beach and golf courses are super close!! This is a great family-friendly condo with a stunning covered pool. Mike (the owner) was easy to work with. We will visit again!!

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$275
avg per night
Georgetown Townhome
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Direct lake front condo 2 bed 2 ½ bath townhouse w/private boat dock. Includes Electric with WiFI ! MONTHLY ONLY - no Weekly!Directly on 450 acre fish/ski lake Howell. Great for corporate /temporary housing / snowbirds/ displaced due to fire/ flood etc. Expect to be impressed!Approx 1300...

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$113
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 39 miles to Our favorite is Boca Grand Island

Key Amenities

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

About this property

WELCOME TO THIS BEAUTIFUL MAINTAINED FIRST FLOOR 3 BEDROOM, 2- BATH CONDO with RESORT SYLE AMMENITIES, GATED COMMUNITY OF HERITAGE LANDING GOLF & COUNTRY CLUB IN PUNTA GORDA, FLORIDA. LOCATION - LOCATION- LOCATION THIS BEAUTIFUL CONDO IS OVERLOOKING THE 11TH FAIRWAY, NATURAL PRESERVE AND...

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$158
avg per night

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Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 7 miles to Naples Beach

Key Amenities

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

About this property

Updated ground floor 2 bedroom, 2 full bath condo in the Countryside Golf and Country Club community available for seasonal rentals with a view of the lake and the 14th fairway and green. Condo is fully furnished with new appliances and equipped with all you would need for your home away from home. Washer...

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Featured review

"Endless Summer Vacation Home: a total Paradise in Naples – The Ultimate Stay!**"

Our experience at Endless Summer Vacation Home was nothing short of spectacular! From the moment we arrived, we felt incredibly welcomed and at home.The host was kind and exceptionally responsive, providing...

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$131
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Naples Pier, Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Second floor (first floor is also available).Incredible lake view from everywhere in your living...

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Featured review

"Very nice stay!"

We enjoyed our stay! Very comfortable place! Fully furnished with everything we needed! Pool was very nice!Never crowded. Also great location! Easy access to restrauants and shopping!

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$175
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Ground Floor. Upgraded 2 bedroom. Master bedroom has a king bed, guest bedroom has two double beds. Both bedrooms have adjoining baths. Tile floors throughout. Fully upgraded, well stocked kitchen, including spices. TV's in each of the bedrooms, and living area. New Leather couch and love seat, ...

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Featured review

"May 2023"

This room is great!! The convenience of the ground floor is great! The parking is out the front door and the pool and ramp to the sand out the back door!

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$251
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a 3 bedroom house, large master suite, fully furnished corner lot, golf cart, grill, internet full access to all The Villages has to offer. Conveniently located near shopping, golf, several recreation centers, churches and pools. Quite neighborhood with great neighbors. Has been rented by many...

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Featured review

"Excellent home and host."

This house has new appliances, well equipped kitchen and a wonderful gas stove! It is in a quiet location near all the recreation activities. We appreciated the kindness and responsiveness of David. We...

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$138
avg per night
New
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

April Special! $3900/month or $1100/week! Beautiful western exposure villa with large electric heated pool and a new handrail for pool steps, solar blanket included. Also surrounded by palms for your privacy! Spacious lanai area with outdoor furniture with two ceiling fans on lanai, plus LP gas grill...

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Featured review

"Dolce Vita"

This is a beautiful home with a large master suite , a fully stocked kitchen, comfortably furnished and nicely decorated living room and dining area. There are two other bedrooms and a second bathroom...

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$201
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Open-concept 1,450 square feet all located on ground floor with access from double car garage. On each side of spacious living area you'll find two King suites with screened-in lanai on each. Master suite includes walk-in bathroom with large glass shower. Ensuite privilege for guest King suite with...

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Featured review

"When the sun shines, it’s paradise. Everything I needed was there and everything was clean. I have no problems no compla"

My wife and I really enjoyed our time at this location. It had all sorts of extra like bicycles, chairs for the clubs, etc. etc. And the pool unbelievable waiter service to the poolside drinks food .We...

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$182
avg per night
Clearwater Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

POOL IS CURRENTLY CLOSED DUE TO HURRICANE HELENE and MILTON... Will open late December 2025Come live the beach life! Offering the best of all worlds, 450 West offers PRIVATE, WATERFRONT, RESORT STYLE LIVING, yet is mere steps from the soft sand, amazing restaurants, shops, marina, and all the action...

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$395
avg per night
New
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to this beautifully designed 2 Bed, 2 Bath model Furnished condo in the highly desirable Webb’s Reserve community of Babcock Ranch, America’s first solar-powered town. This bright and modern residence features an open-concept layout filled with natural light, a contemporary kitchen...

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$167
avg per night
Davenport Villa
Sleeps 10, 5 bedrooms, 5 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy beautiful Florida sunsets at this west facing pool and spa villa and grillWelcome to our beautiful 5 Bed, 5 Bath, West Facing Pool Villa located in the quiet gated community of VistaPark. Only 15 mins from Disney, 5 mins to great Shops and Restaurants.This home has all the necessary amenities...

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Featured review

"Feb. Vacation"

Only a few things were not up to par but not enough of a problem to stop us from renting again. Hope to stay again next year.

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$177
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to VANDERBUILT BEACH

Key Amenities

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

About this property

This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...

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$138
avg per night
Cudjoe Key House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This 3 bedroom 2 bath home is located on Cudjoe with easy access out to the open water. Bring your boat up to 26`and take out the kayaks provided at this home. There is ample room for outside activities, a BBQ grill and downstairs bait/beverage refrigerator.The master bedroom has a king bed and there...

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$268
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Just steps from Vanderbilt Beach! This beautiful 3BR/2BA condo is a short walk to the white sandy shores, perfect for relaxing, enjoying stunning sunsets, or trying out water sports. Recently updated with new furnishings and accessories, it offers a fresh and stylish retreat. Located in the resort-style...

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$444
avg per night
New
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover the perfect seasonal escape in this beautifully appointed 2-bedroom, 2-bath home with a 2-car garage, offered turnkey furnished for your comfort and convenience. Located in one of Punta Gorda’s most vibrant 55+ active lifestyle communities, this residence places you at the heart of exceptional...

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$117
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape the hustle and bustle while still indulging in all that Panama City Beach has to offer at our beachfront condo with breathtaking views. Nestled in Laguna Beach, where the pristine beach remains untouched, get ready to create unforgettable memories! Simply bring your toothbrush and clothes, and...

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$177
avg per night
New Port Richey Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Over 1700 square feet of living space with ceramic flooring throughout! Large open rooms flooded with natural light, living room, formal dining room and a wonderful family room that spans 21 feet across the rear of this lovely home! There are 2 lounges in this home, both with large flat screen t.v.s...

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Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.7 miles to Turtle Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to Bayside Haven at the Pointe, your perfect getaway nestled along the serene shores of Sarasota Bay. This charming vacation rental features two spacious bedrooms and two full bathrooms, ensuring ample comfort and privacy for you and your guests.The fully equipped kitchen is perfect for preparing...

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$230
avg per night
Merritt Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to Cape Crossing Retreat! - 3BR, 2.5BA two-story townhouse in a waterfront resort community - King suite, queen bedroom, twin room + queen sleeper sofa - Fully equipped kitchen, in-unit laundry & 1-car garage - Access to pool, clubhouse, marina, and waterfront dining - Explore Merritt...

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$200
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom (King and 2 Singles), 2 Full Bathrooms, Ground Level walk-out on Clam Bay (960 sqft + large Lanai) ... TV's in Living Room and Master Bedroom ... Cable and WiFi ... Dishwasher, Washer/Dryer, updated Kitchen and Bathrooms ... Beach-going accessories & Private Beach access ... 2 pools...

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$187
avg per night
Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

BR/2BA with Gulf views - less than 100 steps to the beach!About 1-2 minute walk to the beach In the gated community of Barrier Dunes which has: 2 pools (1 Beach Front) 2 lighted Tennis/Pickleball Courts Small boat parking spaces and washing area High speed internet 500 Mbps package Smart...

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$250
avg per night
Port Charlotte Condo
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

3 BR 2 Bath second story condo in the beautiful Heritage Oak Park. Completely furnished for seasonal use. Internet and all utilities paid. Development has beautiful pool, fitness room, library and clubhouse.

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Featured review

"Great condo in a lovely community."

This is a wonderful condo in a beautiful gated community. We had the pleasure of staying here in 2021 and were very pleased! ! The huge Heritage Oak trees throughout the community are stunning! The balcony...

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$133
avg per night
Boca Raton House
Sleeps 5, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Great area outdoor restaurants, shopping even a museum in Boca Raton!​Come to Boca, slow down, unwind and rejuvenate in our 3 bedroom 2 bathroom completely remodeled private vacation home. This vacation home comes equipped with all the amenities of home! Full new kitchen appliances, sheets, towels,...

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Featured review

"Pearl house"

House was perfect. Very close to the beach and a lot of very amazing restaurants! We will be back soon :) Thank you Michelle.

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$294
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.1 miles to Seychelles Back Door

Key Amenities

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

About this property

ATTENTION: Our daily rates have been reduced while our building is undergoing a concrete restoration project. While this is ongoing, there will be construction noise from 8-5 daily. The pool and beach access are not affected. So, if you can handle some noise, or if your time here will be out and about...

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Featured review

"Seychelles"

This is a beautiful condo in a fantastic building. Very clean, great location and a very quiet end of the beqch. I would highly recommend this to anyone traveling to DBS in the future. Tony is a great host...

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$180
avg per night
Orlando Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
14 reviews

Distance to park: 20 miles to Disney World

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Preferred Jupiter Equestrian family community is a way of life that isn’t available anywhere else. It is common to see residence riding horses or driving a golf cart alongside the road. The community offers space and tranquility, Sidewalks, Nature Trails, Wildlife, Hiking, Biking, Playground, Country...

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Featured review

"Great house"

The location is amazing - the beach is on the doorstep! This is a great family-friendly condo with a stunning pool and wonderful hot tub. Ben (the owner) even let our dog stay. We'll visit again!

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$153
avg per night
New Smyrna Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

This rare, 3-bedroom, 2-bath ground floor condo is right across the street from the beach, and is located in a peaceful, quiet community conveniently located off of Matthews Avenue and S. Atlantic Avenue. Updated in 2021, this furnished, turnkey condo can be your beachside oasis! Perfect for northerners...

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Featured review

"5/5 - Perfect Beach Getaway!"

I had a wonderful stay at this Cozy Chic Condo in New Smyrna Beach! From the moment I walked in, I felt right at home. The space is thoughtfully decorated with a breezy, modern coastal vibe — stylish...

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$257
avg per night
Perdido Key Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

See Videos, Specials and choice of 6 properties go to LenFarinaProperties com.Affordable, beautifully decorated and directly on the Gulf of Mexico! Come experience panoramic gulf front views from this charming 1 bedroom, 1.5 bath vacation condo located in the heart of Perdido Key.The open layout...

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$126
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

About this property

This cozy retreat is bright, fresh, and filled with natural light that streams through the large sliding doors. It features new TVs in both the bedroom and the living room, and a two-car garage provides easy access to the house. The updated, well-maintained patio home also includes a screened-in porch....

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$200
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Experience the ultimate in luxury living in this stunning residence located in prestigious Olde Naples, just steps away from the white sugar sand beaches of the Gulf of Mexico. Recently renovated to reflect today's lifestyle, this Key West architectural gem boasts over 3,600 square feet of interior...

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$1,291
avg per night
Merritt Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover a luxurious retreat at River Fly-In, your serene hideaway nestled in the heart of Merritt Island. This stunning brand-new 10th floor 2-bedroom, 2-bathroom high-end condo boasts exceptional design and unparalleled amenities, ensuring that every moment of your stay is spent indulging in comfort...

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$150
avg per night
New
Panama City Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Wake up to emerald waters and sugar-white sands at this updated 2BR/2BA condo at Laketown Wharf. Enjoy resort pools, a fitness center, and private balcony views — steps from the beach, dining, and entertainment.LISTING SPACE→ 19th Floor Views – Panoramic Gulf views from the balcony,...

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$131
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Villa - your gateway to a magical Florida holiday experience. This ideally situated villa gives you convenient access to all Disney, Universal & Sea World theme parks, Sunset Villa is located in the community development of Cumbrian Lakes, (a gated community) set in a rural conservation area,...

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$195
avg per night
Panama City Beach Condo
Sleeps 5, 1 bedroom, 2 bathrooms

Key Amenities

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

About this property

NEW LISTING @ ~ Gulf Front ~ Free Beach Chair Service! Summer Specials!Celadon 1203 ~ King Master with bunks in hallway and sofa sleeper. Located on the 12th floor.Escape to paradise in this stunning, newly remodeled beachfront condo located at the sought after . This one bedroom condo with bunks...

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$185
avg per night
Treasure Island Studio
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to the ULTIMATE BEACH GETAWAY, Sunset Cove is located in one of the best and sought-after beaches on the west coast of FL, Treasure Island. This efficiency unit, equipped with full kitchen and reserved parking spot. Walk across the street through the private and deeded beach access entrance. When...

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Featured review

"Nice and quiet area."

Nice efficiency. Basically, everything you need. Could use a few beach chairs. I did buy a beach chair while I was there. Beach was beautiful and right across the street. Restaurants and shops are near...

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$83
avg per night
Orlando House
Sleeps 14, 6 bedrooms, 5 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...

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Featured review

"Our vacation"

The place was very nice and the property manager was very responsive when I had a question or required assistance

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$346
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

First floor unit with panoramic “Million Dollar View”, direct on the beach and steps away from the ocean. The new owners have entirely redecorated this exceptional condo and with over 1800 square feet of living space including 3 bedrooms each with full bathrooms for more privacy & confort,...

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Featured review

"Miliion Dollar View"

My friend, my daughter, my 3 granddaughters (ages 9, 7, 5), and I stayed here for the first 2 weeks in November. We have travelled as a group many times and know exactly what we need for our stay. We...

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$267
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.0 miles to Right outside your door ;)

Key Amenities

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

About this property

West end beachfront 2nd floor end unit with pool and hot tub. Floor to ceiling windows. Eat and enjoy your wine at the large table on the EXTRA LARGE balcony providing unobstructed breathtaking views of the sugar white sand, sunsets and the gulf! Enjoy your coffee on the second private balcony off the...

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Featured review

"Excellent accommodations!"

Perfect condo for our visit to PCB!! Communication with the owners was excellent. No issues with our unit. Large balcony provided room for everyone! Will be staying here again!Lisa

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$361
avg per night
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Absolutely fantastic, huge 2 br DIRECT GULF FRONT with balcony off each bedroom. Tony and Elizabeth Hobbs have earned over 300 5-STAR REVIEWS across multiple platforms, 1 4-STAR REVIEW and none lower. That speaks volumes. You can also view this listing and our other 3 condos, as well as tons of 5-Star...

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$310
avg per night
Summerland Key House
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Distance to beach: 6 miles to Baja Honda

Key Amenities

  • Air conditioning
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

Conchcanary is located on Little Torch Key, in the heart of the Florida Keys. Come relax in our hammocks with a tropical beverage or bring your boat for some fantastic fishing.Enjoy your morning coffee with a canal views from the screened balcony. Newly updated kitchen with top of the line appliances,...

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Featured review

"Honeymoon in the Keys"

My wife and I spent the first 7 days of our married life living it up in the Keys. We loved it. Kayaking in the bay. Trips to the beach (very different from other beaches). Snorkeling in the ocean! Live...

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$183
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to 1st Avenue Beach

Key Amenities

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

About this property

Gorgeously furnished oversized fifth floor two bedroom with balcony and sunset views. 1111 Central development offers large zero entry pool with two spas, thoroughly equipped gym, game room, theatre room, co-working space, BBQ facilities and much more!15 minute walk to beach, 10 minute walk to 5th...

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$467
avg per night
Summerland Key House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This extraordinary island castle will make you feel like the royal family! With four bedrooms and five bathrooms you will not have to share your space! Start your day boating, fishing or kayaking and then return for a cool dip in the pool! Relax on the expansive screened in porch with a drinks and appetizers...

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$458
avg per night
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Upham Beach

Key Amenities

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

About this property

Relax with the whole family or friends at your own tropical retreat! This home boasts a sparkling pool & spa, fenced pet-friendly yard, and home office/gym with pool view. Quiet, family-friendly street close to shops, dining, movies & award-winning beaches, everything you need for your perfect...

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Featured review

"Nice house, amazing garden, great location"

We really enjoyed our stay at Izabela and Deni's house. It had all the amenities we needed and so much more (a heated swimming pool and jacuzzi, table football and various sports equipment). The house was...

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$171
avg per night
Venice Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly updated 2 bedroom/2+bath private Villa with 2 car garage located in the Myrtle Trace neighborhood in the Plantation. Villa is a 3-4 minute walk to the heated/cooled community pool. Walking and biking trails throughout this development. Villa is about a 10+ minute drive to Manasota Key Beach, Sharkey's...

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Featured review

"Wonderful Stay"

We thoroughly enjoyed our two month stay at Susan & Keith's villa. The property is nicely furnished and spacious. The screened in lanai was a favorite spot.Susan was very responsive to any questions...

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$163
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 35 miles to Naples and Vanderbilt beech

Key Amenities

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

About this property

luxury living with this exquisite Diangelo II second-floor unit, nestled within the prestigious Ave Maria Nation Golf and Country Club. This 2-bedroom, 2-bathrooms plus Den has a sleeping option and office space residence offers a unique blend of sophistication and comfort, all set against the backdrop...

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Featured review

"Great Place"

We had a wonderful time at Ashok’s place at the National, Ave Maria. The condo is well kept and clean. We did stay for 3 months and found that a few things were needed for a long stay. Ashok met our...

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$207
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$1,956
avg per night
Pompano Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Oversized 1 bedroom, 1 bathroom, 2nd floor apartment located 1 block west of the beach. Perfect home base for remote workers or guests relocating to South Florida. Connect your devices to the fastest internet - speeds up to 1300mbps. Fully stocked kitchen. 2 BBQ grills. The bedroom includes a queen size...

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$154
avg per night
Key West Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to the cutest little Conch Cottage in the Florida Keys! Located in the Seaside Resort Community, only ten minutes to Key West! You won’t find a more affordable and comfortable location than this! The resort has not one, but two large pools, one that overlooks the open water! Other amenities...

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$120
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.