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Florida Snowbird Vacation Rentals

(3367 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.

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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$352
avg per night
Naples House
Sleeps 10, 4 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to paradise! This stylish, fully updated home with coastal décor boasts a spacious floor plan with fantastic views of the private heated swimming pool and the tropical backyard, and welcomes you to relax and enjoy all that gorgeous Naples has to offer! Crown Pointe is located only 7 minutes...

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$223
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...

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Featured review

"Fabulous!"

We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...

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$229
avg per night
South Pasadena Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to St Pete's Beach

Key Amenities

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

About this property

AVAILABLE JAN 2027 First Floor Waterfront Condo Pets 15 lbs or less only allowed upon condo approval first2 bed, 2 bath Fully equipped, remodeled throughout. Assigned covered parking and guest parking Double screened in lanai with amazing daytime and evening views of the Bay.Gated community...

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Featured review

"Peaceful Waters Edge"

My husband and I spent a month in this beautiful waterfront Condo, which featured a double wide porch with plenty of seating to see the Dolphins in their natural environment. The Community of Bay Island...

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$130
avg per night
Last Minute Deal
Orlando House
Sleeps 24, 8 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Storey Lake - Kissimmee is a brand-new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses, and many are within a 10-minute...

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$500
avg per night

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

Distance to beach: 6 miles to Delnor-Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful condominium, located on the 17th hole of the golf course, is a vacation paradise. There is access to 4 pools, tennis courts, pickle ball, bocce ball, fitness center, library and a classy club house. 5 breathtaking beaches are located within 10 miles of the condominium. Additionally, it...

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Featured review

"Perfect condo with golf course"

We rented for a month and played golf 12 times with the golf transfer. Found everything we needed for a pleasant stay in the condo. Pool with hot tub for condo block just around the corner. Golf course...

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$96
avg per night
Indian Rocks Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Soft, white sand beaches and spectacular sunsets await you Gulfside Villas is a community situated right on Indian Rocks Beach! This updated 3-story Townhome has 2 full bedrooms with an upstairs loft with a plush futon sleeper that can be used as a 3rd bedroom and the unit sleeps up to 6 guests. The...

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$275
avg per night
Sarasota Apartment
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

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

About this property

Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.

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Featured review

"Convenient and comfortable"

I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is...

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$124
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Our 2 bedroom condo has a king in the primary bedroom with access to balcony and beach views. The guest bedroom has a queen bed and twin bunks, able to sleep 4. There’s TV’s in each bedroom in addition to the living room. The extra large balcony has tables and chairs along with a chaise...

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Featured review

"2 BR Condo at Edgewater Beach Condo unit 1303"

We stayed 4 nights and had a great time! Condo was as advertised. My brother said ‘this unit looks exactly as the pictures they advertised which isn’t always the case”. Great gulf view, well stocked...

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$440
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

A beautiful detached home in a gated golf course community with 24/7 security.Wonderful community filled with welcoming neighbours.Hunters Ridge has a large community pool including golf privileges, tennis courts, pickleball, bocce ball, walking and bike trails.Community events and a restaurant...

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Featured review

"Hunters Ridge"

Great location and very nice property. Gated and nice amenities, good location overall for community and this rental. Walking distance to pool and clubhouse.Nice layout, with primary suite separated...

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$130
avg per night
New
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Celadon Beach Resort Unit 902, Private Parking Spot under Building but can park up to 3 vehicles on site! This property comes with 2 FREE beach loungers & umbrella (March-October)!This beachfront condo on the 9th floor of Celadon Beach Resort offers almost 1,200 square feet of coastal living...

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$250
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

BOATERS DREAM P00L SPA LOCATION IN BAYSHORE ART DISTRICTSummary! Coastal Naples getaway in the popular Bayshore Arts District! New (2020), modern home stocked for families. Enjoy private saltwater pool/spa, outdoor shower, large screened lanai. Close to pickleball & Celebration Park. Bring your...

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$579
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...

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$268
avg per night
Naples Bungalow
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...

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$584
avg per night
Special Offer
Rotonda West House
Sleeps 7, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 10 miles to Englewood Manasota Key

Key Amenities

  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Completely remodeled, New kitchen, baths, flooring etc...Screened outdoor living and dining room. Enormous Lanai, Pool and Spa.4 Bedrooms, 3 Baths. 2 on-suite Bedrooms, Master has oversized 5x5 walk-in shower. All bathrooms, bluetooth sound built in. 3rd bedroom - Two twins can be kept separate...

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Featured review

"Comfortable and Quiet"

I love staying at Ericka’s home! It’s right on the golf course with stunning views from the covered porch! Ericka is very receptive and always answers. You can’t go wrong at this property!

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$193
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

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

About this property

***KEY FEATURES*** 3 Bedroom - 1 King, 1 Queen, 1 full w/ 2 twin mattresses 2 Bathrooms - with shampoo, conditioner and body wash Large Connect 4 game Outdoor Dining area located in lanai Smart TVs Washer/Dryer on premises Private Heated pool with safety fence provided Private Hot tub***CUSTOMER...

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Featured review

"Amazing property !"

This house was clean and located perfectly near all the beaches , shopping and restaurants! The back yard was paradise with a pool , jacuzzi and lanai with TV ! We can’t wait to go back !

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$289
avg per night
Panama City Beach Townhome
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to your ultimate beach getaway! This luxurious second-floor unit offers the perfect blend of comfort, style, and convenience. Boasting peek-a-boo water views of the bay across the street, you'll start each day with a glimpse of paradise. Just a 9-minute drive from the pristine white sandy...

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$259
avg per night
Pensacola Condo
Sleeps 6, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 700 feet to Between Unit 2 and 3

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Best of both worlds. 2 bedroom condo on ole river with deeded beach access and fishing/boat pier. Low density complex with first come first serve boat slips. 2 bedrooms, one with king bed one with queen and a pullout sofa with Tempur-Pedic mattress. Take your pick of spending your day on the beach, at...

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Featured review

"Lovely condo"

We had the best stay at this condo. You get the best of both worlds. You can fish the river off the dock or a short walk across the street gets you beach access. The beach isn’t too crowded. Plus a short...

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$193
avg per night
Islamorada Apartment
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 1 miles to Anne's Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Secluded Waterfront Apartment with Tiki hut, dock, King bed, 1 Bath, Sleeps 2.Please contact us for all of our rates for different length of stays! For shorter stays, make sure you have a minimum of 28 days entered in your contact form! We do not use the rate feature or the calendar feature on this...

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Featured review

"Little piece of paradise!"

We stayed two weeks in the beautiful apartment and it was the best vacation ever! Chris is a wonderful host, very friendly and a wealth of information about the area! We will be back next year!

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$250
avg per night
Siesta Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.9 miles to Siesta key

Key Amenities

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

About this property

Comfortable private 3bedroom 2 bath home, open concept floor plan. The master suite is large and open with a sitting area and views of the tropical garden in the back of the house, a full walk in closet and step down shower bath with dual vanities. The next bedroom consist of 2 twin beds with additional...

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Featured review

"Definitely more than 5 stars for this property"

I’ve rented several Siesta Key properties, but this is definitely my favorite. The home is located very close to the public beach down a quiet cul de sac. The neighbors were all friendly and the area...

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$366
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.2 miles to Vanderbilt Beach

Key Amenities

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

About this property

You’ve just found your perfect Vanderbilt Beach vacation condo! Beachwalk of Vanderbilt Beach is just one and 1/2 block from the beach entrance and shopping. Gated community with a beautiful community pool, tennis courts and fitness center for your enjoyment.Walk to the beach to watch gorgeous...

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Featured review

"Wonderful Stay"

This excellent property was exactly as described. It is set in a lovely, quiet location and within walking distance to the beach. It was extremely clean, spacious and comfortable. It was beautifully furnished...

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$113
avg per night
Flagler Beach House
Sleeps 6, 3 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Panoramic Ocean Views/All Major Rooms.All New 3 Bedroom/4 Bath, 2700 Square Feet, Private Home just completed. Only a few steps down our Private Beach leads to a Key West Style Raw Bar and Restaurant on the sand.Please note : Our Home, road, beach etc was not damaged due to hurricane.15 Minutes...

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Featured review

"Palm Coast"

Nice property in a great community. Close to the beach, pool, and St.Augustine. Safe and easy to get around.

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$257
avg per night
St. Augustine House
Sleeps 11, 3 bedrooms, 3.5 bathrooms
8 reviews

Key Amenities

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

About this property

New king beds in every bedroom!! Our home is located directly on the intracoastal! Enjoy amazing sunsets on the East coast! Bring your boat, fish off the dock, or spend a day at our beautiful beach! There's something for everyone at the Crescent Beach House!!Our home is located on the Intracoastal!...

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Featured review

"Scintillating Golden Florida Sunset"

The evening view from the second deck watching the Florida sun set in the west is amazing, relaxing and inspiring. The Crescent Beach house is perfectly located on the intercoastal with direct access via...

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$340
avg per night
Duck Key Cottage
Sleeps 3, 1 bedroom, 1 bathroom
12 reviews

Distance to beach: 9 miles to Coco Plum Beach

Key Amenities

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

About this property

Our vacation rental is an historic 1 BR/1 BTH waterfront cottage in prestigious Duck Key in the Florida Keys. There are plenty of outdoor amenities on the more than 1/4 acre property. These include a 15 X 34 foot saltwater swimming pool, hot tub, and grill with prep and dining area. The backyard perimeter...

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Featured review

"Greenbriar house feb.2026"

We had a wonderful stay at Greg and Malinda’s property! The home was exactly as described—clean, comfortable, and beautifully maintained. It had everything we needed for a relaxing vacation, and the...

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$157
avg per night
Last Minute Deal
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.1 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Relax and enjoy! Welcome to 9H, located just steps from the beautiful Emerald Coast. Our updated 2-bedroom loft style end unit condo comfortably sleeps 6 guests. It offers the perfect beach getaway for families, couples or friends. The master bedroom boasts a very comfortable king bed, a flat screen...

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Featured review

"5 week stay"

Everything was exactly as shown. Well stocked, clean, everything in working order! Pool clean, heated. Easy walk to anything u could want. Beds comfy. Dwight friendly and ready to answer any questions....

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$238
avg per night
Special Offer
Orlando House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

PLEASE NOTE: Regal Palms charges a $22.40 resort fee per townhome (not per person) per day which is not included in our nightly rates below. This fee is not included in the quote on this website. Guests will pay this fee (which is inclusive of tax) upon arrival at Regal Palms.Regal Palms Resort...

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$140
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 3 bdrm/3 bath condo in fabulous Vanderbilt beach location, just a 5 minutes walk from the beach. Watch beautiful sunsets from your lanai on the fourth floor of Regatta. This is a gated community with Resort style amenities, including a beautiful landscaped waterfall pool, a lap pool, a hot tub,...

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Featured review

"Excellent Regatta Rental"

Greatly enjoyed our recent stay at this spacious rental at the Regatta. Perfectly situated within a very short walk to Vanderbilt Beach and an easy drive to restaurants and shops. The unit has just been...

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$261
avg per night
New
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Under NEW management, many 5-star reviews to come!Splash Resort Unit W502- This 2-bedroom, 2-bath 5th floor beachfront condominium offers almost 1,100 square feet of coastal living space. Although this unit is located on the fifth floor, the bottom 2 floors of the complex are for the pool and other...

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$281
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

3bd 3bath Icemaker Deep freezer Dock Water access

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Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Forget your worries in this spacious and serene space. This gorgeous luxury home features 3 bedrooms/2 bathrooms and will comfortably sleep 6. The pool area is perfect for relaxing while looking over the peaceful freshwater canal. The triple pocketing sliding doors open completely to the southeast-facing...

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Featured review

"Perfect, better than expected!"

Thank you so much for allowing our family to stay at your home for our vacation. It was beautiful, clean and well kept, better than we ever expected, and the extra amenities were nice! Our kids enjoyed...

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$300
avg per night
Daytona Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

WOW!!!!!!!!!!!!!!! right on the Atlantic ocean beach FRONT ,this is as close you can get to the ocean ,south east location ,right on the white sands of the Atlantic south east location. .this one is a 2 bedrooms 2 bath with ocean front view in all rooms.high rise building ,over size swimming pool,work...

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Featured review

"Excellent rental!"

Loved the cleanliness and the view was AMAZING! Rental was easy to access and realtors were friendly and helpful.

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$143
avg per night
New
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Location! Location! Location! This beachfront 9th floor condominium in Majestic Tower I is perfect for your beach getaway. Majestic Beach Resort is located in the true heart of Panama City Beach. It is within walking distance to many popular restaurants and attractions, including Dee's Hangout, Barefoot...

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$189
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Mile Marker 74 – Bayfront – Beachfront – Handicap Assessable – Dockage for 30′ boatThis amazing beachfront home is a must see! Located on one of the few white sand beaches in the Florida Keys, Gulfview is a private home located on Lower Matecumbe Key in Islamorada in...

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$433
avg per night
Big Pine Key House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Escape to paradise in this beautiful newly remodeled 2 bedroom 1 bath duplex unit on a canal nestled in the heart of Big Pine Key. Perfectly located near a grocery store, great local restaurants, parks, and just minutes from the famous Bahia Honda State Park. Whether you're looking to relax or head...

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$100
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come be a guest at our Cape Coral Oasis. We have an excellent central location that is within minutes to shopping, grocery, popular attractions and of course Beautiful beaches. This home has everything you might need during your stay whether you come for vacation, work or just relaxation. This home has...

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$159
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Bahia Honda State Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Ground floor 3/2 with garage, lanai, and deep water dock. Great area for fishing, lobstering and boating. Bahia Honda beach and park 8 miles away. 28 miles to Key West. Home features a separate dining room, living room and fully equipped gourmet kitchen. Equipment shed separate from home for fishing,diving...

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Featured review

"Beatiful place to stay"

Jeanette and Dave's property was a very, very nice place. It was much larger on the inside than it looks from the outside. Absolutely nothing to complain about with this property.

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$180
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to Oceanview Oasis, a most spectacular open water home on Summerland Key. This is a completely remodeled, state of the art, waterfront retreat with new oceanside pool, adjacent spa and screened porches on two levels for outstanding views at every turn.Interior living space offers a split floor...

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$450
avg per night
Georgetown Townhome
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Distance to beach: 49 miles to Cocoa Beach

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
Destin House
Sleeps 14, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Tranquil Tides The beach is calling steps away!To see a quote, scroll below to visit property website and enter your possible dates on the Destin Beach VIP calendar.From twinkling lights to shoreline nights—your holiday escape awaits. *Contact us today to ask about our off-season...

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$907
avg per night
Key West Cottage
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 800 yards to Ft. Zachary Taylor State Park

Key Amenities

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

About this property

Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no cookie cutter small rental condo but a private town home (one of only seven available for...

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Featured review

"Island Magic"

Great location! Great people! Very nice place that gave us memories of a lifetime! I’ll be returning soon!

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$439
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Waterfront Living with Resort-Style Amenities: 2 Bed, 2 Bath Condo in West Bradenton on the south side of Palma Sola Bay just UNDER 3 MILES TO ANNA MARIA ISLAND! Experience breathtaking tropical canal views from your SCREENED LANAI, and walk the sea wall to enjoy the manatees or catch dinner!...

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$173
avg per night
Last Minute Deal
Rotonda West Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
14 reviews

Distance to beach: 5 miles to Englewood Lemon Bay

Key Amenities

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

About this property

Heron's Way is perfect spot for relaxing holiday, yet close to the best beaches, golf courses, nature trails and shopping malls in the South West. It is situated in a tree lined road, on a freshwater canal which attracts an abundance of wildlife. Minimum of passing traffic, just the sound of birdlife...

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Featured review

"Another Wonderful Stay!"

Another Wonderful Stay!Just returned from a fantastic 2-week stay at this beautiful Florida villa—our third time visiting, and it never disappoints! The villa was spotless and extremely comfortable,...

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$193
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
51 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Your family and friends will be close to everything when you stay at Panama City Beach newest luxury high rise resort Calypso Tower 3. Nestled in this luxury resort the condo accommodates up to eight guests, has three bedrooms and three full bathrooms, a well equipped kitchen, high end furnishings and...

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$410
avg per night
Indian Rocks Beach Cottage
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

LOCATION, LOCATION, LOCATION!!!This One-of-a-Kind Property is located on the Gulf Beach Side of Gulf Blvd. in the heart of Indian Rocks Beach. The property has two side-by-side cottages, this profile is for "Cottage A". Description and availability for " Cottage B" can be found...

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Featured review

"it was a great stay ."

Had fun great weather ill do it again . place was spectular .the gulf was beautiful . resaustrants had great food

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$121
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This patio villa is tucked in quiet area of DeLuna, surrounded by walking paths and trees in Clara Villas. A one-minute walk down the street to walking trails and a nature preserve. There is an abundance of waterfowl in the preserve, and you are only a short golf cart ride from Brownwood Square, Hogeye...

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Featured review

"Great place!"

We had a blast and the place was clean and well equipped. The golf cart came in handy and ran good. Owners were very easy to work with.

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$143
avg per night
Key Largo House
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Stilt home on canal providing quick Bay access. Spacious master bedroom and bath. Bright and sunny kitchen and living area. Huge sundeck overlooking canal for ultimate relaxation. Covered patio underneath home, complete with picnic table, BBQ, hammock, outdoor games, and covered parking.Fenced...

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Featured review

"Outstanding rental experience"

I rented this home for three months during the winter/spring and had an incredibly positive experience. The location is excellent- quiet at night but also close to fun bars and restaurants. The house is...

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$189
avg per night
Englewood House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

Luxury Penthouse Condo with Breathtaking Water Views – 8581 Amberjack Circle #301, Placida (Near Boca Grande) Indulge in coastal luxury at its finest in this turnkey furnished 4-bedroom, 3-bath penthouse condo at the Hammocks of Cape Haze, located in Placida, just minutes from the world-renowned...

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$129
avg per night
New
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

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

About this property

→ Full Beach Service included with your vacation stay from March 1, 2026 to October 31, 2026. For a one week stay this is over a $200 value free.Wake up to emerald Gulf views from your private balcony at Sunbird Resort, a true beachfront getaway in the heart of Panama City Beach. This cozy,...

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$209
avg per night
New
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Tropical Waterview Paradise Where Relaxation Meets Paradise! Welcome to your serene escape in beautiful Heritage Landing, Punta Gorda, Florida! Our Getaway is perfect for families or friends seeking a relaxing retreat in a picturesque setting.Property Highlights: 2 Bedrooms, 2 Bathrooms: with a...

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$113
avg per night
New
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

***Important Note: All 4 towers at Long Beach Resort will be under construction from approximately August 18, 2025-April 19, 2026. Noise and dust are expected. The east pool is currently open. The center pool will be closed until March 26. The west pool will be closed until April 11. Beach access may...

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$293
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.