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Florida Snowbird Vacation Rentals

(3388 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 3, 0 bedrooms, 1 bathroom

Distance to beach: 0.1 miles to Delnor-Wiggins Pass State Park

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy breathtaking sunset views overlooking the blue waters of the Gulf of Mexico from the Studio apartment of this sixth-floor unit, steps away (5 minutes) from the renowned Wiggins Pass Beach. This fully renovated furnished studio boasts an open main living and dining area with gorgeous tile and a spacious...

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$139
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 2 bathrooms
1 review

Key Amenities

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

About this property

Calypso WEST Tower TWO Beach Front 2-2103 w/Beach Chair.25% less than you from our VRBO#114529 if you direct with owner Tony, text six78-four63-two246 for Q&A and a quote better than VRBOIt’s a beach front condo with one bedroom two full bathrooms.**Our cleaning crews do...

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Featured review

"Great Stay"

Tony was easy to communicate with and quick to respond. He sent information ahead of time so that I was able to print the parking pass before arriving.The condo was as pictured and described. The bed...

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$140
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Palm Cay unit 10 is a two bedroom , one bath condo just 50 steps from the pristine Gulf waters of Homes Beach. There is a shared pool centered in a courtyard surrounded by lush , tropical vegetation. There is a double sofa bed in the living room. The kitchen is fully equipped , including a coffee...

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Featured review

"Enjoyed it very much."

The unit was lovely. Well equipped and very clean. The pool area is very nice and a 1 minute walk to a beautiful beach.

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$239
avg per night
Cape San Blas House
Sleeps 13, 5 bedrooms, 5 bathrooms

Distance to beach: 0.3 miles to Cape Palms Park

Key Amenities

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

About this property

Welcome to Amelia By The Bay—a spacious, private retreat at the coveted north end of Cape San Blas. This expansive property features a 500-foot dock (shared with two neighboring homes), a screened bayfront pavilion, and a luxurious 5-bedroom, 4-bathroom home designed for relaxation and adventure.Exceptional...

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$363
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Come vacation with us at Majestic Sun B204! This 2 bedroom, 2 Bath unit is located on the 2nd floor, with amazing views of the Gulf of Mexico. The Majestic Sun condo complex is centrally located in Miramar Beach in the Seascape Resort, and is just across from the sugar white sand beaches. The condo complex...

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Featured review

"Excellent location"

Very nice, rental , perfect location great area, very safe and comfortable. Love the patio, large gift store in the building.

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$185
avg per night

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Dunedin House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Honeymoon Island State Park

Key Amenities

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

About this property

2 Bedroom 2 Bath fully furnished, "Pet Friendly" home with large fenced backyard. Large living room, full kitchen, and a laundry room with washer/dryer. Covered carport for a single car plus a covered patio with grille. All utilities, Internet & streaming services included.

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$194
avg per night
Marathon House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Welcome to SeaGlass Cove — where barefoot luxury meets the laid-back beauty of the Florida Keys. This newly built, three-story oceanfront home offers over 5,200 sq. ft. of indoor and outdoor living space, with 5 bedrooms, a two-car garage, and breathtaking open water views from every level.Nestled...

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$1,679
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 1.5 bathrooms
15 reviews

Distance to beach: 100 yards to Front Beach Rd / Gulf Highlands Beach Club

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gulf Highlands Beach Resort is located near the Beach in a gated community with 24-hour security making for a very safe family friendly complex. The resort offers a private Beach Club and beachside swimming pool directly on beautiful White Sandy Beaches with its own snack bar / restaurant overlooking...

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Featured review

"What a wonderful time"

What a wonderful time I had. This lovely townhouse is perfect for one or your entire family to stay. Situated just a few blocks from the beach and many restaurants and fun places you will thank your lucky...

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$132
avg per night
Special Offer
Panama City Beach Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This gorgeous golf villa at Edgewater Beach Resort has been updated and is sure to impress! You don't want to miss this for your special place, either vacation rental or personal enjoyment.The space Nice and comfy two-bedroom located right on the golf course. Offer washers/dryers and rooms...

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Featured review

"Would choose again"

Great location and lots of beach goodies to use. Multiple pools and easy walk to beach. Well stocked kitchen.

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$157
avg per night
Islamorada House
Sleeps 11, 4 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Harbor Hideaway!Escape to Harbor Hideaway, your perfect tropical retreat situated on the tranquil shores of Lower Matecumbe Key. This charming island getaway offers everything you dream of in a Florida Keys vacation—sun-soaked days, coastal beauty, and pure relaxation.   This...

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Featured review

"Perfect Florida Keys Vacation Home"

We loved Harbor Hideaway for our month long getaway to Islamorada. The home is beautiful with gorgeous sunset views and huge private balconies. The newly renovated bathrooms are fantastic! The outdoor...

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$469
avg per night
Fort Myers Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 feet to Fort Myers Beach

Key Amenities

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

About this property

Due to Hurricane Ian and the damage that occurred at Estero Beach Club, the pool is still closed and currently undergoing repair. As such, we are offering a reduced rate until the pool and hot tub open (which is most likely mid February). Don't worry though, the beach is as beautiful as ever with...

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Featured review

"Beautiful Beach View from this Condo"

Condo had a very spacious living area and came with lots of extras such as coolers, beach chairs, games, puzzles. Also has a beautiful view of the beach.

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$295
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Pride of ownership shows in this LOVELY 2BR/2BA 2nd floor condo with a full balcony. Unit is ON THE BEACH--no crossing the street to walk over to the beach; you are there. Take the elevator down to the parking garage and walk onto the beach. Check out the photos to see the beautiful kitchen with granite...

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Featured review

"amazing view"

This unit was comfortable and well stocked. Kitchen had everything needed. Joyce was super easy to book with, extremely responsive and easy to reach. The building was immaculate. We loved sitting on the...

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$351
avg per night
Englewood House
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Distance to beach: 3 miles to Englewood Beach

Key Amenities

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

About this property

A beautifully remodeled home with a spacious lanai, a swimming pool, and 25 feet of seawall for a boat—plus the convenience of being just a short walk from Dearborn Street and Indian Mound Park & Boat Ramp. It strikes the perfect balance between accessibility and privacy, making it feel like...

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$312
avg per night
Englewood East Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Boca Grande, Palm Island South, Manasota Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom 2 Bath open floor plan, Lania, Pickleball, Pool and minutes to the Beach!TwoMorrows Treasure: Englewood Charm 2 Bedroom Condo Whether you are looking to explore our beautiful beaches and parks, working up an appetite for the local restaurants or you just want to relax poolside with a cocktail...

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$111
avg per night
Destin House
Sleeps 18, 7 bedrooms, 8 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxury Lakefront Getaway in Gated Destiny East7BR • 6 Full + 2 Half Baths • Private Pool • Walk to BeachWelcome to Destiny East, one of Destin’s most coveted gated communities. This luxurious 7-bedroom, 6 full bath + 2 half bath lakefront home offers over 5,000 square feet...

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$898
avg per night
Key West Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Just a few houses off Duval, this wonderful retreat occupies the ground level of an almost 100-year-old home in one of the most desired locations in Old Town Key West. A large covered front porch welcomes you to sit and watch the Key West world go by, imagining what life was like in the early days of...

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$441
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come vacation with us at UNIT 822 Gulf Views Getaway at Laketown Wharf! This unit is on the 8th floor. A two bedroom unit, 2 bathroom and bunk room area, fully equipped to enjoy the beach. This is an Amazing location across from the beach. Just steps from 5 pools, fun entertainment, food, and drinks....

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$75
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

2 Bed 2 Bathroom 2nd Floor Condo.$5,000.(Tax included in the price)This beautiful ground floor condominium is offered turnkey and is move-in ready. Located in the desirable gated community of Tarpon Bay in North Naples. The unit features 2 bedrooms and 2 bathrooms, with a living area that flows...

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Featured review

"Lovely updated condo"

We enjoyed our 2 months in Naples in a very lovely, updated condo in Tarpon Bay. Located in a safe gated community close to restaurants, groceries, etc. The condo furnishings were very attractive and up...

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$200
avg per night
Cudjoe Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 17 miles to Bahia Honda

Key Amenities

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

About this property

Looking for a vacation rental to get away from it all in the Fabulous Florida Keys? Look no further than our beautifully renovated home with open water and sunset views! This home has three bedrooms and two full bathrooms, open floor plan with designer kitchen and views from every room! You can enjoy...

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Featured review

"Outstanding home"

House is very spacious and open. Open water views and unbelievable deck for sunsets. Neighbors very welcoming and friendly. Already booked for next year

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$330
avg per night
Special Offer
Daytona Beach Shores House
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

This stunning property is under new ownership. You will have the most incredible views of the Atlantic Ocean. This is truly the most perfect place to start your day watching the sunrise over the ocean. We are available for rentals . All linens, towels, bedding, kitchen equipment is brand new. No attention...

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Featured review

"Great beach condo!"

This unit is in a great location! The kitchen is well stocked with everything you need, beds are comfortable, plenty of towels, etc. But,,the best thing is the view!! It is amazing! Saw amazing sunrise...

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$250
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
13 reviews

Key Amenities

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

About this property

Welcome to SUN, SAND, AND SUNSETS 706W at the Sunbird in gorgeous Panama City Beach Florida where the glistening white sand tickles your toes and a Pineapple Willy's cocktail tickles your nose.Enjoy the beautiful beach with sand as soft as powdered sugar, panoramic ocean views, and the Gulf of...

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Featured review

"706W @ ’s PCB Florida"

This vaca was WONDERFUL️️️ Beach Vibe Decor, Extremely Clean and Condo featured everything needed ! Excellent Security! Felt very safe ! Our 1st Sister Beach Trip from August 9th ~ August 16th 2025...

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$195
avg per night
Last Minute Deal
Miramar Beach Condo
Sleeps 12, 3 bedrooms, 3 bathrooms
16 reviews

Distance to beach: 0.0 miles to Surfside Private Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

TWO SETS BEACH SERVICE (4 CHAIRS/2 UMBRELLAS) INCLUDED (MARCH 1-OCT 31FREE BON FIRES M & FNEW CABINETS & QUARTS COUNTERTOPS IN ALL BATHROOMS, FLOORING & LIGHT FIXTURES & NEW SHADES ON ALL WINDOWS. NEW PHOTOS COMING"SUN N SEA" SURFSIDE RESORT UNIT 908!!! 9TH FLOOR 3...

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Featured review

"Clean and Comfortable"

This Surfside condo 908 was the best we have had. It was clean and had very comfortable beds and living area. We had everything we needed for a weeks worth of fun at the beach. I love how the 2nd bed...

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$357
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.0 miles to property is on beach

Key Amenities

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

About this property

Owner managed: Fully furnished, fully equipped kitchen, all accoutrements w starter kits. 20' wide Floor- to-ceiling & wall-to-wall sliders overlooking bay & preserve islands; Condo orients West for those awesome Sunset Views! Open floor plan allows bay views from every room; lanai with...

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Featured review

"Perfect Getaway Spot"

What a beautiful place to watch sunsets, dolphins, and boats. Very comfortable, nicely stocked with necessities and very near a spa, pickleball courts and a great restaurant we enjoyed frequently. Henry...

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$308
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Beautiful Ocean front condo on the beach in Daytona. Two bedroom, two bath, full kitchen, dining area and Den as well as a laundry room in the unit. Den has a Queen sized sofa bed. Large balcony overlooking the beach. We are one mile North of the Dunlawton Bridge. Easy walking distance to the Pier...

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Featured review

"Time at the Sanddollar condo"

I have been there 2 years in a row, both times in july. Have really enjoyed the place. Some of my family is with me part of the time. Really looking forward to this year as the balcony was not able to...

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$180
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 3 bathrooms
20 reviews

Key Amenities

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

About this property

This gorgeous, newly constructed, Islamorada home has 4-bedroom, 3+ bath and is located in the quiet neighborhood of Venetian Shores MM86. It provides immediate access to both the Atlantic Ocean and Florida Bay via Snake Creek.The deep-water dockage is ideal for the avid boater or fishing enthusiast....

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Featured review

"BEAUTIFUL HOME, BEST LOCATION!"

This is my first time staying in Islamorada for the many years I have been coming to the Keys, and I must say, I am fully addicted to Islamorada! Islamorada is just not as "commercial" as the middle keys,...

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$475
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 100 feet to 4 on site

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a 2 story, 2 bedroom, 2 bathroom townhouse that comfortably sleeps 6 in a 24 acre Resort / Condo complex.WE FOLLOW THE CDC GUIDELINES FOR CLEANING AND SANITIZING THIS PROPERTY.Included in the price are Taxes, Cleaning, WiFi, a Golf Cart, Kayaks, Paddle Boards, Bikes, Fishing Gear, Snorkeling...

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Featured review

"very nice complex"

Great condo 3 pools, lots of grounds to walk. Loved the view , 4th floor. Would rent again.. was close to stores and restaurants.

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$343
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 100 feet to 4 on site

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a 2 story, 2 bedroom, 2 bathroom townhouse that comfortably sleeps 6 in a 24 acre Resort / Condo complex.WE FOLLOW THE CDC GUIDELINES FOR CLEANING AND SANITIZING THIS PROPERTY.Included in the price are Taxes, Cleaning, WiFi, a Golf Cart, Kayaks, Paddle Boards, Bikes, Fishing Gear, Snorkeling...

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Featured review

"Great Unit and Excellent Host"

My family and I booked 9 days in the condo by the lagoon. I was a bit leery as there is a mix of good and not-so-good reviews for Norman. I found him personable and responsive on the phone whenever I...

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$317
avg per night
Marco Island Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your tranquil island escape in the prestigious Steven's Landing community on beautiful Marco Island. With sweeping waterfront views and upscale amenities, this condo offers the perfect retreat for couples and small families seeking a slice of paradise! This renovated 3Br 2Ba is fully...

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$167
avg per night
Key Largo Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Pool
  • WiFi

About this property

3 bedroom, 3 bathroom Ocean Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2020. It has dockage for boats up to 45 feet. This Villa is 20 feet from the Ocean and has a private beach 50 feet from the patio. We provide a golf cart, Kayaks, fishing equipment, tennis equipment, pool...

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Featured review

"Perfect view and great place"

We loved our stay here. The views are incredible, the beds comfy and the golf cart made it so easy to haul kids toys and towels to the pool and lagoon every day. We enjoyed 9 nights and wished we had 9...

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$543
avg per night
Fort Walton Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Waterscape unit A533, a two bedroom with 2.5 bath condo located on the fifth floor. This condo is designed with modern coastal decor, and the floor plan was laid out with comfort in mind. Each bedroom has an ensuite bathroom, and the bunk alcove has use of the half bath nearby. The floor-to-ceiling...

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$78
avg per night
Tavernier House
Sleeps 14, 6 bedrooms, 4 bathrooms

Distance to beach: 1 miles to Founders Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Morada Breeze! This 6-bedroom, 4-bath bayside slice of paradise is ready to make your next vacation an enjoyable one. Located on Plantation Key in Islamorada, Morada Breeze has the amenities to elevate your trip to the Keys.Step inside to discover an expansive kitchen perfect for preparing...

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$501
avg per night
New
Sanibel Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to Paradise at our peaceful island sanctuary nestled in the heart of Sanibel Island, where relaxation meets coastal charm. Surrounded by lush tropical foliage and just minutes from world-famous shelling beaches, this beautifully updated home is the ideal place to unwind, reconnect, and savor the...

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$571
avg per night
Iona House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Paradise! Enjoy your private, cozy and completely remodeled home offering everything you need to relax on your vacation in sunny Southwest Florida. Located in Cape Coral, Cape Escape offers a beautiful, professionally decorated space, expansive kitchen, large private pool and much more. Bring...

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$176
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

SW Cape Coral 3 Beds 2 Bath - Heated Pool and Hot Tub - near Cape Harbour. One of the most popular areas in Cape Coral, as far as vacation homes go, is the SW part of town below Cape Coral Pkwy, and that is where you will find this beautiful home. When renting this home, you rent a piece of this paradise....

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$250
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

4 Bedroom 2 bath home with private dock and private pool with direct open access to the ocean and convenient access to the bayside through Tavernier Creek. This is both family-friendly and a fisherman's dream. Our home sleeps 8 with every comfort you would want while on vacation in the keys...Large...

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Featured review

"It's like coming home!"

This is our third year at Blue Dorado. We love it here! Everything was perfect for our family. The access to the Ocean and Tavernier Creek is amazing. We saw so many beautiful sunrises and sunsets.

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$300
avg per night
Panama City Beach House
Sleeps 10, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Toes in the sand!Welcome to PCB Coastal, the World's Most Beautiful Beaches and this luxury beachfront home! This beachfront home is truly one of the most pristine beach homes in the area with its panoramic beach views of Panama City Beach's emerald green waters and sugary white sand. The...

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$640
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
20 reviews

Key Amenities

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

About this property

You'll feel like a millionaire in this Luxury Direct Gulf Front condo. Spend your next vacation at the popular Holiday Villas II. Hear the ocean as you sleep while the sea breeze refreshes you. This 1150 sq ft unit has been updated to include a walk in shower, new Pergo flooring throughout, and...

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Featured review

"Great Location Could walk right out the door and you were on the beach"

The Location was great enjoyed setting on the balcony and watching the boats and dolphins. Spent first week in unit 304, TVs were complicated to work, and bedding could be updated. Second week in Unit...

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$426
avg per night
Pensacola Beach House
Sleeps 7, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your serene beachfront retreat at Portside Villa #36! This charming getaway offers direct access to pristine, sugar-white sands and breathtaking panoramic ocean views. Just step outside, and you’ll feel the soft beach beneath your toes and hear the soothing waves crashing nearby. Perfectly...

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Featured review

"Family Trip 2025"

The location, view, the beach, the privacy! Very spacious, could use a deep clean and a paint refresher but other than that an exceptional place to stay! Will definitely go back!

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$347
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

For those who do not know Beachplace, it is more of a resort than it is a gated condo community. During the winter there are plenty of planned activities including a movie night once a week, a book club, pot luck dinners, tennis, pickle ball and more. This beautiful 5th floor corner unit has amazing...

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Featured review

"Amazing Place"

Arrived on the 1st of May what amazing place the Beachplace is right on the Gulf of Mexico the beach and the water was amazing. So many restaurants to visit and a Publix just down the road . Can’t recommend...

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$279
avg per night
Redington Shores Apartment
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Are you looking for a cozy accommodation for a great price? You’re in the right place! Carousel Suites is the best choice. This apartment is located in the beautiful and quiet town of Redington Shores on the Gulf of Mexico in sunny Florida just 35 minutes from Tampa International airport....

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Featured review

"Wonderful apartment - so close to a gorgeous beach!"

We had a great stay in the one-bedroom apartment. It was clean and well-outfitted and incredibly close to a beautiful public beach. The manager was very responsive to our questions. The beach is a 2 minute...

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$223
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
4 reviews

Distance to beach: 0.2 miles to Public Beach Access 24

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

OFF SEASON RENTER ALERT: We are currently accepting off-season monthly renters from Sept - March) for only $2500/Month. With 3 bedrooms & 3 full bathrooms, there is plenty of room for the kids to stop by for a week during your stay! ------Just outside the hustle and bustle, the gated Villas...

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Featured review

"Great Condo, great location!"

We had the best stay at this condo! It was beautiful and in a great location. The pool was really nice and my son and husband loved being able to fish. Heidi and Steve were great hosts and very helpful!...

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$136
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Pet friendly, offering winter, monthly rates! Carillon Beach Inn #307 is located in the spectacular Carillon Beach Resort, in close proximity to Rosemary Beach and Pier Park! Enjoy the luxurious amenities of the resort, including 7 private beach accesses, 4 pools, 2 hot tubs, and dining option & shopping...

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$62
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

2 Bedrooms, 2 bathroom, gulf front, private beach, white sand, elevators. The condo is located directly on the beach waters of the Gulf of Mexico. The unit features a fully equipped kitchen, a dining room, a living room with sleeper sofa and 3 chairs, primary bedroom with king size bed with office...

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$200
avg per night
St. Pete Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.3 miles to Sunset Beach

Key Amenities

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

About this property

Location and amenities can't be beat! Fully furnished. Walk to beach. Resort like amenities. Elevator. Condo available starting May 2026 to November 2026 with a 90-day minimum up to 6 months. No smoking. Modern waterfront condo in the Yacht & Tennis Club of St Pete Beach. With over 1,270 sq...

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Featured review

"awesome stay!!!"

We spend the winter of in this lovely unit. Location is perfect-right at the bridge to Treasure Island. Complex is lovely, great security, pool and full amenities. Faces west so lovely sunsets and wildlife...

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Fort Lauderdale Townhome
Sleeps 10, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Your dream vacation awaits at Birch Road Beach House. Just steps from the pristine white sand of Ft. Lauderdale Beach, this oceanfront townhouse is sure to make for the perfect getaway. The property features 3 bedrooms, 4 Bathrooms, + a den w/ murphy bed (Sleeps 10).Enjoy 5-star dining such as Takato...

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$786
avg per night
Fort Myers Beach Condo
Sleeps 4, 0 bedrooms, 1 bathroom
9 reviews

Distance to beach: 50 feet to Fort Myers Beach

Key Amenities

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

About this property

Welcome to your beachfront oasis. This stunning 1-bedroom condo is now available for rent, offering an unparalleled coastal living experience. With soaring views of the Gulf of Mexico and Sanibel Island, this property is a true gem. Step inside this completely updated condo and be greeted by a modern...

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Featured review

"Bright beautiful condo with view on the Gulf"

Dave and Annie (condo owners) made you feel at home and willing to assist if necessary. Really enjoyed the balcony to sit and watch the beach, Gulf and people watching. Grocery store very handy …...

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$254
avg per night
Islamorada House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Paradise Palms!Located on a cul-de-sac in the charming city of Islamorada, this beautifully- appointed five-bedroom, four and a half-bath home serves as an excellent setting for your tropical getaway. Ideally located in Islamorada on Lower Matecumbe Key, you will have convenient access...

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$600
avg per night
New
Special Offer
Naples Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Perfectly located vacation home in the heart of Olde Naples offers a peaceful and private retreat. Available January - April 2026. This highly desirable pet-free boutique building with only 18 units is just a three block walk to the white-sand beaches of the Gulf of Mexico.Fully renovated and decorated...

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$283
avg per night
St. Cloud Mobile home
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to park: 55 miles to Disney World

Key Amenities

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

About this property

Two Bed Room two Bath home located in Kenansville, FL on an acre of fenced land. Interior features are: updated interior, full kitchen with refrigerator, stove, above stove microwave, dishwasher, complete utensils and table ware. Living room has all new furniture - two recliners, queen size sofa sleeper,...

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$87
avg per night
New
Daytona Beach Shores House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

Bella Vista Oceanfront Luxury – 3 Bed | 3 Bath | Sleeps 6Welcome to Bella Vista, one of Daytona Beach Shores’ premier luxury oceanfront condominiums. This spacious 3-bedroom, 3-bathroom 7th-floor condo offers breathtaking views of the Atlantic and all the comforts of home with resort-style...

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$181
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.