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Florida Snowbird Vacation Rentals

(3314 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

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Find your slice of Paradise in this Newly Renovated, Spacious 1,400 Square Foot Condo.Located on the Top Floor, this End Unit boasts a generous size Living Room, Two Large Bedrooms (One King Bed and Two Twin Beds), Two Bathrooms, Dining Area, Kitchen and Large Corner Lanai which can be accessed from...

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$117
avg per night
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Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
20 reviews

Distance to beach: 30 yards to We are ON the beach

Key Amenities

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

About this property

We are now open and accepting reservations !The repairs from Hurricane Ian (Sept. 28 2022). are completed and the Club is better than ever ! It is again again a wonderful, unique, vacation spot. And the pool is open and beautiful.PLEASE NOTE: Some of the EXTERIOR pictures now showing are from...

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Featured review

"Best Condo and pool on the Beacn"

Thank you Bill for letting us enjoy are retirement at your Beautiful .. Gorgeous condo! This was Beautifully decorated and just steps away from pool and Bbq pit and ocean. What a view from the Enclosed...

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$171
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 5 miles to Ana Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious two- bedroom condominium located in the newly developed community of Palma Sola Bay Club in West Bradenton. Entering this unit, you are greeted by the 30 acres nature preserve and Palma Sola Bay from the living room. You will enter the spacious Master Bedroom suite through over sized double...

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Featured review

"Excellent Property and Host"

When we arrived for our rental, we were well pleased because it exceeded our expectations. The layout was unusual, but awesome. The condo was well kept, and the quality of the furniture quality met our...

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$133
avg per night
Englewood Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Englewood Public Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants...

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Featured review

"Thank you Julie!"

Great location, layout, and furnishings. We felt most welcome by Julie's very generous communications. We would recommend this great unit to anyone who likes a quiet & serene beach vacation!We hope...

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$185
avg per night
Clearwater House
Sleeps 14, 4 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

This beautiful home is located Only 3 miles (9 minutes) to Clearwater Beach! Our large yard with HEATED (Oct-May) pool & bonfire pit are great areas for entertainment. Clearwater beach is #1 best beach in the US!The beach offers miles of beautiful white sands and breathtaking sunsets. It is loaded...

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Featured review

"Close to bike trails and golf!"

We had a great stay, the backyard was great for the kids and the dogs! Walking distance to the golf course and easy access to the Pinellas trail. Less than 10 minutes drive to Dunedin and Clearwater Beach....

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$259
avg per night

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Cape Coral Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 3 bedrooms | 2 bathrooms LOCATION: 705 SW 8th Ct Cape Coral, FL, 33991, US LICENCE NO: RR-001696-2026 BUILT IN: 2023 LAST RENOVATED: Kitchen, Masterbath, Laundryroom MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Central...

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$100
avg per night
Pensacola Beach House
Sleeps 14, 5 bedrooms, 3.5 bathrooms
3 reviews

Key Amenities

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

About this property

DOLPHINS PASS: Newly updated, large 5 bedroom, 3.5 bath home overlooking the Gulf of Mexico. Our family home is beautifully decorated and has never been rented until now. The house is 5200 Square feet on 1 level. The great room has plenty of space for all family members to gather or spread out. The bedrooms...

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Featured review

"Everything we wanted...and more."

Dolphins Pass was perfect for our family of 12; 6 adults and 6 kids. The kids were very happy with the toy closet and things for the beach. There are large windows across the back of the house that gave...

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$550
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
19 reviews

Distance to beach: 7 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. This Venice vacation rental 2nd floor condo has 2 bedrooms, 2 baths and room for 4 guests It features 2 separate lanais. One of which is closed off and air...

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Featured review

"Great location beautiful pool"

The condo is very comfortable, great location near shopping and Venice. Great pool, great for bicycling. There are many places to eat nearby and in Venice. Close to beaches.

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$250
avg per night
Naples House
Sleeps 8, 5 bedrooms, 5.5 bathrooms
2 reviews

Distance to beach: 4 miles to Delnor Wiggins / Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

New listing: Stunning 5-Bedroom Home with private Office, Pool & Gourmet Kitchen (Island features) and pantry for food. Step into this spacious 5-bedroom, 5,5-bathroom home with cathedral ceilings, featuring an enclosed private office with french door. Flooring is tile and wood. Built in 2018 with...

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Featured review

"New Jersey golfers travel to Naples for winter Golf"

We were a group of 5 Senior golfers traveling to Naples for a total of 7 weeks during January and February. This house was perfect. From the 5 bedrooms all with their own baths to a fully stocked kitchen...

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$250
avg per night
New
Dania Beach Mobile home
Sleeps 2, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

in OCEAN WATERWAY PARK,near the airport.55 + community internet,tv in french,no animal,washer and dryer,near the pooldecember $2 700 january,february and march $7 500 april $2 300

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$90
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
15 reviews

Key Amenities

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

About this property

NEWLY DECORATED OCEAN FRONT PENTHOUSE CONDO!!!We offer you this beautiful beach front property located at the Shores of Panama. This 23-story gulf front luxury resort is loaded with amenities including a 13,965 square foot gulf front pool & hot tub, heated indoor pool and hot tub, on-site covered...

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Featured review

"Best place on earth"

We've been staying with this owner for 5 plus years now at Shores of panama. He's so sweet and always replies quickly.. makes sure we are completely taken care of, his condos are top notch and all of...

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$125
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 2930 SW 10th PL Cape Coral, FL, 33914, US LICENCE NO: RR-001659-2026 BUILT IN: 2021 LAST RENOVATED: 2025 (new lanai furniture) MAIN FEATURES: Pet friendly Pool (electronically heated) Spa (electronically heated)...

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Featured review

"BO NEED TO LEAVE!"

Villa Cozy Flamingo was more than we'd hoped for. Between the pool, hot tub and channel to fish, we never felt like we needed to go anywhere. We were amazed at all the beach chairs, umbrella, floats water...

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$100
avg per night
New
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Pack your suitcase and enjoy your stay in a 2BR 2BA condo in the prestigious Landings Yacht Golf and Tennis Club. A corner unit on the 4th Floor. Completely furnished spacious unit with vinyl plank flooring. Screened in Lanai overlooking a fountain lake. A short walk to the community pool and BBQ area....

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$95
avg per night
Estero Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

This beautiful 1st floor 2 bedroom 2 bath condo in a quiet, gated community is central to all that SW Florida has to offer! Location has it all, just 15 minutes from Ft Myers airport. Find yourself relaxing on the back screened lanai before venturing out to one of many exclusive beaches, golf courses...

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Inquire for rates

Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to this spacious 4-bedroom, 3-bathroom home in sunny Cape Coral—perfect for families or groups of friends. Enjoy the private heated pool, open living areas, and fully equipped kitchen, all designed for comfort and unforgettable memories. With plenty of space to relax, unwind, and enjoy the...

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$300
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This property is available This delightful apartment in Naples, Florida, offers a charming retreat with all the comforts of home. Boasting two bedrooms and two bathrooms, this coastal retreat provides a serene living space.The first bedroom features a queen-sized bed, a walk-in closet, two nightstands,...

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$50
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Built in 2019 and waiting for you to fall in love with this warm, modern-design coastal home where amenities abound. 3 beds/2 baths and an enclosed office allows sleeping for up to 6 guests. Situated in a quiet canal community, you will appreciate the large SALTWATER solar heated pool with space to...

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Featured review

"Perfect Getaway from the Midwest"

The location is easy to find, close to town but yet distanced enough to feel like home. The home is clean, kitchen is immense and ideal for cooking meals in and the outdoor grill was spacious for cooking...

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$175
avg per night
Indian Rocks Beach Cottage
Sleeps 6, 1 bedroom, 1 bathroom
18 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This 1 bedroom 1 bath beach cottage is located on the highly sought after Indian Rocks Beach! Literally only a few steps of the sand and water!! Sleeps 6 comfortably - The master bedroom has 2 queen beds. The living room has a queen sleeper sofa. There is a full bath with a step-in shower. The kitchen...

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Featured review

"4th of July getaway, beautiful area"

Cozy place, beautiful view, couldn't ask for more loved it! We will absolutely be back.

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$167
avg per night
Key Largo House
Sleeps 14, 5 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

First time offered - only property of its kind the keys -as featured in Global Mansion - Wall Street Journal. A true resort style peninsula surrounded by over 25 acres of park nature, providing the upmost privacy anywhere in the world.Web:Feel the joy of living on a truly beach home. ...

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Featured review

"Paradise"

We spent a month at this spectacular piece of heaven. It feels like you’re on our own island. Everything was laid out for us and the views anywhere on the property were breathtaking! One of our most...

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$1,867
avg per night
Cape Coral Villa
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

If you are looking for an amazing vacation house with good location, close to amusement parks and a lot of recreational options, Villa Hidden Pearl is for you!Affordable Luxury for your vacation in Cape Coral!You can enjoy this wonderful home in South West Florida for a great price.Don`t...

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$350
avg per night
New
Madeira Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

55 and over gated condo community. Newly renovated 1 bed/1 bath. First floor with spectacular water view Looking for snowbird/seasonal renter. The association has a three month minimum

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$220
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Maple/Collier Beach Access: 2 miles away (6 minute drive)(no parking here)Tigertail Beach Access: 4 miles away (10 minute drive) Winterberry Beach Access: 1.7 miles away (6 minute drive) South Beach Access Point: 2 miles away (8 minute drive)Welcome to Paradise Palms, a stunning 3 bed plus den...

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$400
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Port Charlotte Beach Park – about 10 minutes away

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Waterfront Oasis w/ Pool & Putt, a beautifully renovated 3-bedroom, 2-bathroom retreat that sleeps up to 8 guests. Perfectly set on the canals of Port Charlotte, this home offers the ultimate balance of fun and relaxation.Step outside to your own private paradise, featuring a sparkling...

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$199
avg per night
Punta Gorda House
Sleeps 14, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly

About this property

Luxury Waterfront Getaway – 5BR/4BA w/ Unobstructed Harbor Views Welcome to your private slice of paradise in Punta Gorda, Florida! This stunning 5-bedroom, 4-bath luxury waterfront home offers unobstructed panoramic views of Charlotte Harbor, blending elegant design with the perfect setting for...

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$299
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 4 bathrooms LOCATION: 2700 SW 20TH AVE Cape Coral, FL, 33914, US LICENCE NO: RR-001805-2026 BUILT IN: 2018 LAST RENOVATED: 2023 (painting) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access + boat &...

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$175
avg per night
New Smyrna Beach Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Distance to beach: 300 yards to New Smyrna Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Birdsong mornings, breezy nights, the smell of the sea—and everything in between. Tucked into a peaceful corner of New Smyrna Beach, this river rock-lined hideaway is more than just a place to stay—it’s a place to settle in. Thoughtfully stocked with cozy comforts, beach gear, and ocean-inspired...

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$132
avg per night
Key West House
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

2/2 Main House, 1/1 Bunglow, Large Pool And Hot Tub On Beautiful Old Town LaneMulti-month Discounts availableHidden at the end of one of the most beautiful lanes in Old Town, Casa Escondida awaits you with its tropical seclusion and quiet serenity. Nestled amongst mature tropical landscaping,...

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Featured review

"A little slice of heaven on earth"

The location is perfect - about 3 blocks from Duval, and 3 blocks from Truman, and a short bike ride to Ft. Zachary beach. We did not have a car, and did two Uber runs for groceries at Publix, then used...

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$400
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Fully furnished, 2 bedroom, 2 bath condo located on the 18th hole of the meadows golf course . All utilities included. One month rental. Rents at $120.00 per day. 10 minutes to the airport, 5 minutes to UTC mall, 20 minutes to Lido beach and siesta key beach and 40 minutes from Nikomis and Anna Marie...

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$120
avg per night
Marathon Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Come enjoy this beautiful OCEAN VIEW condo located in Key Colony Beach on the 2nd floor!!! This two bedroom & two bathroom condo offers all the amenities of home!!! Enjoy a cup of coffee in the morning, or a glass of wine anytime on one of the two ocean view balconies. Coin laundry right outside the...

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$279
avg per night
New
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful relaxing , no drive beach of Daytona Beach Shores. 2 bedroom, 2 full bath Oceanfront condo with amazing sunset and sunrise views.Fully remodeled with designer decor and furniture. Roomy kitchen with extra dining area fully stocked with all. Necessities, with new 2 large ice makers in...

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$275
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 1 miles to Vanderbuilt

Key Amenities

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

About this property

Perfect location for your relaxing getaway in Paradise! This house has many upgrades, a bright & open concept floorplan, a chic but relaxed setting & a one of a kind tropical backyard Oasis. Fully furnished with all you need to enjoy a day at the beach or in our private open-air pool & spa!...

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Featured review

"Naples Paradise"

We had a lovely time staying at this well maintained home in a quiet neighborhood. Home is well appointed and the pool and backyard made our trip so relaxing and enjoyable. Located within walking distance...

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$567
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy a beautifully fully renovated first floor Vernadas unit! Brand new everything!! Top of the line appliances, ceramic tiles throughout whole unit, all new tall cabinets in kitchen and baths with beautiful granite and very unique back splash in the kitchen. Bathrooms are much spacious, showers have...

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$207
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Penthouse with direct ocean views from every room and an open balcony, available from August 1st. This fully furnished unit sleeps 6 with a king bed, queen bed, and pull-out sofa. The building offers a resort-style pool with a barbecue area, a gym, laundry on each floor, plus library, pool and ping pong...

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Featured review

"Great place to stay"

Victoria's place was very comfortable and a pleasant place to stay. The patio was exactly what we were looking for. We will try to book again. Thanks for opening it up for us.

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$180
avg per night
New
Rotonda West House
Sleeps 7, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Englewood Beach

Key Amenities

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

About this property

Southwest Florida Paradise!! Heated Pool, Gulf Breeze, and Beautiful Beaches. Your Family-Friendly Getaway near Boca Grande, Florida Awaits!Welcome to your perfect family escape! The Seafeather, a spacious 3-bedroom, 2-bathroom vacation home in the heart of Rotonda West offers everything you need...

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$255
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

Craving some Florida sunshine? Book a trip to this canal-front 3-bedroom, 3-bathroom vacation rental house in Cape Coral! With a private dock, a screened-in pool, and 2,600 square feet of living space, this lavish home is sure to impress. This property's location, within 15 minutes of several golf...

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Featured review

"Wonderful stay in a gorgeous house"

Had the pleasure of spending the month of March relaxing by the pool while watching the boats float by This lovely house is well equipped and our family and friends were amazed by all the space ad amenities...

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$200
avg per night
Englewood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
35 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

GORGEOUS, GULF FRONT VILLA CONDO AT “ EL GALEON BY THE SEA”This lovely 2 bedroom/2 bath unit is part of a 20 unit villa condo complex, situated directly on the beach on beautiful Manasota Key. Because this is a relatively small complex, it offers guests a more lay back, relaxing atmosphere....

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Featured review

"great ocean view"

Nice decor, great location. The kitchen had everything we needed in it. We never got rired of the ocean view from the living room.

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$214
avg per night
Kissimmee Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to our beautiful townhome villa located at the luxurious 24-Hour Guard-Gated Emerald Island Resort in Kissimmee, Florida. Just 3 miles from Disney World's main gate.No cramped pool deck! No Shade from nearby houses blocking that fabulous Florida Sun! No shortage of pool chairs, tables...

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Featured review

"Outstanding rental!"

We spent three weeks in this rental and had a wonderful stay. Location is terrific. Very close to the pool, yet very quiet. Owner was great to work with and fast with communication. Home is clean and well...

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$110
avg per night
Santa Rosa Beach House
Sleeps 12, 5 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

Our Florida Beach house has been in the family over 40 years, with extensive renovations and expansions it can now be your family compound for a summer week. We also rent the main house to snow birds on a monthly basis in the winter. The main house has a central living area with dinning space and...

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Featured review

"Great Place for Adults and Children"

My family has stayed here every summer for the last eight years including my parents and five grandchildren. The pool is a favorite game spot for the kids and a favorite floating spot for adults with easy...

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$314
avg per night
Fort Walton Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Unit 402, you can't get any closer to the beach! Take the eleavator to our 2000 square foot 3 bedroom, 3 bathroom penthouse. You can see the ocean from our two balconies...on two levels! The beautifully decorated unit boasts three wonderfully appointed bedrooms. It sleeps 8-10 people with...

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Featured review

"Great house!"

Great house. Just as described. The pool was so fun also. A little far to walk to the beach. We would definitely stay here again.

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$250
avg per night
Miramar Beach House
Sleeps 15, 4 bedrooms, 3 bathrooms
21 reviews

Key Amenities

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

About this property

Get June 27th to July 4th for $2,250 TOTAL w/code Summer2026! Pay 50% at booking, 50% at check-in!Emma's Estate is now accepting Bitcoin! Email, text, or call Sean for rates and details.The Property Living Room: 85" QLED TV, 2 Queen Sleeper Sofas, Twin Sleeper Sofa Master Bedroom:...

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Featured review

"Wonderful time at Miramar Beach"

Just wanted to let you know that we thoroughly enjoyed our visit to Miramar Beach the week of July 19. We were there with our family and enjoyed the entire week in your property. Your property was very...

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$96
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

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

About this property

A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...

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Featured review

"Old Naples Condo"

This stylish condo had everything we needed. The property is well maintained and close to all attractions. The owners were friendly and very accommodating.

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$97
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Penthouse level fully renovated 2 bedroom condo offers modern luxury. It is paradise within paradise. This is a very rare find.Beachplace is one of Longboat Key's premier vacation rental locations on the island! With amazing direct Oceanfront views, this top floor unit boasts a double balcony....

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$350
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 miles to Closest to Delnor Wiggins, Vanderbilt and Bonita

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautifully decorated newly remodeled first floor unit has a glass/screen enclosed lanai with a scenic views overlooking the natural preserve. Just steps away from our condo are the tennis/pickleball court and pool areas. This charming condo is conveniently located West of 41 in North Naples, just...

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Featured review

"Beautiful"

Everything about our experience was wonderful. Gail is the nicest and most easiest person to work with. Condo has everything you need, beautifully decorated and comfortable. Area is close to beaches,...

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$100
avg per night
Siesta Key House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to your Siesta Key haven! This fully renovated 3-bedroom, 2-bath home, a mile from the world-famous beach, offers a perfect blend of comfort and convenience. Enjoy a modern open floor plan, a fully equipped kitchen, and a private pool in a fenced backyard. With comfortable sleeping arrangements...

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$157
avg per night
New
Cape Canaveral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

This fully furnished second-floor condominium in Cape Canaveral offers 2 bedrooms and 2 Full bathrooms, providing both comfort and convenience in a prime coastal location. The unit includes all utilities—electricity, water, and internet—for a hassle-free living experience.Residents can...

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$100
avg per night
Last Minute Deal
Islamorada Townhome
Sleeps 8, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Front-Row Ocean Views – A Location That Cannot Be ReplicatedWelcome to Paradise Palms—the crown jewel of the exclusive Peaceful Palms gated community. The luxe upgrade! Perfectly positioned just steps from the water, this newly built three-story home offers sweeping panoramic views and...

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Featured review

"Best stay in the Keys and we have stayed at all of them. Lux!"

Best stay we’ve ever had in the Keys and we booked super last minute. We always choose Islamorada, but this place blew every other stay out of the water. The third-story balcony was insane—hello ocean...

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$600
avg per night
Largo House
Sleeps 16, 7 bedrooms, 4 bathrooms

Distance to beach: 10 miles to Indian Rocks Beach – about 10 minutes away

Key Amenities

  • Air conditioning
  • WiFi

About this property

️ Welcome to Sunny Shores Getaway, a fully renovated vacation retreat offering over 2,800 sq. ft. of modern comfort and coastal charm. Perfect for large families, reunions, or group getaways, this spacious home features eight bedrooms, four bathrooms, and all the amenities you need for an unforgettable...

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$299
avg per night
St. Pete Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 feet to Pass A Grille Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Historical Post and Beam built house with original large cypress boards. Set on a corner lot just steps to the white sandy beach and warm waters of the Gulf. Preserved and maintained Captain's Quarters. Sweet! 2 BR 2 Bath with extra loft space, large open porch and a wishing well. Nicely furnished...

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Featured review

"Da beach"

Amazing beaches amazing memories and location was superb. This part of florida is nothing less than extraordinary

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$217
avg per night
St. Pete Beach House
Sleeps 7, 5 bedrooms, 3.5 bathrooms
1 review

Distance to beach: 25 yards to Pass A Grille Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

Beautiful Beachfront home on Pass A Grille Beach. A private classic residence shared by the owner to those who appreciate the old days on the beach. Located In the heart of Pass A Grille Beach, steps from the Historic District with great restaurants and casual beach dining. The house is clean, neat...

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Featured review

"Condo in Paradise"

This condo on Madeira Beach was the best place I have stayed in a long time. From the under carport parking space, most uncomplicated check in process to opening the door to the most fabulous view to the...

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$417
avg per night
Special Offer
Cape San Blas House
Sleeps 8, 3 bedrooms, 2.5 bathrooms
28 reviews

Key Amenities

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

About this property

McCosh - Cape San Blas, FL Gulf Front, 3 bedroom, 2 full baths and 2 half bath , Sleeps 8 Location: North Cape San Blas / St Joseph Peninsula Distance to Beach: Gulf front home with private 75ft boardwalk to beach Rents: Saturday – Saturday Elevator: No Pet Friendly: Yes Pool: Community,...

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Featured review

"McCosh"

We are so happy we decided to book with Teresa’s beach homes again. This is our 3rd stay in McCosh, one of our favorite homes! Love that it is right on the beach with great porch views. Working with Teresa’s...

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$371
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.