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Florida Snowbird Vacation Rentals

(3361 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.

Vero Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful river front home, fully furnished property 5 minutes from the beautiful beaches of Vero Beach Florida. This all inclusive seasonal rental has 3 bedrooms and 2 full baths. Access to gym, pool, mini golf, tennis courts and vibrant social club. Spacious modern interior with amazing river view,...

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$167
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

FOUNTAINS I in Naples.Fully FURNISHED TURNKEY FIRST FLOOR condo with carport AVAILABLE May until the end of November 2026 for only $1500 a month (December 2025 is $3500). 2027 season (Jan - Apr) at $4500/month. Beautifully REMODELED and furnished 2 bedrooms, 2 baths with gorgeous LAKE VIEW. All new...

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$50
avg per night
Alva House
Sleeps 6, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Pool, spa. Heated... This single-story home features a dining room tucked to the side of the open space kitchen and breakfast nook, followed by a Great Room that extends to the lanai for outdoor opportunities. In addition to the owner's suite with a spa-like bathroom, there are three bedrooms and...

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$137
avg per night
Indian Rocks Beach Cottage
Sleeps 4, 1 bedroom, 1 bathroom
9 reviews

Distance to beach: 15 yards to Indian Rocks Gulf Beach

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 B". Description and availability for " Cottage A" can be found...

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Featured review

"Excellent Vacation"

It was a pleasure communicating with Manny. He was quick with his responses and willing to answer all inquiries.Upon arriving, we met Manny in person. He gave us an overview of restaurants, businesses...

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$100
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

28-Night Minimum Maximum capacity shall not exceed 6 personsWelcome to paradise on beautiful Anna Maria Island! Sunbow Bay 209 is a newly furnished 2-bedroom 2-bath condo with new appliances and coastal decor overlooking a peaceful, serene lagoon with kayak and canoe...

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$162
avg per night

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The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy May - August at a $200 discount for each month. It's a great time to try out The Villages.Our healthy, organic home is perfect for anyone sensitive to strong scents, carpets, or chemicals. It offers the privacy only a courtyard villa can provide, while being bright and airy. Relax and...

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Featured review

"Excellent home, has everything you need and more."

This home was excellent, extremely clean, had everything required for an extended vacation and entertaining guests. Close to golf courses, recreation centres, supermarkets and gas stations. The owners...

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$118
avg per night
Fort Myers Beach House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 0.3 miles to Mid Island Ft Myers Beach

Key Amenities

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

About this property

Enjoy it all in our beautiful canal home with easy Gulf access located mid-island in the desirable Glenview neighborhood on Ft Myers Beach. Explore the Gulf with your own boat from your own dock, and walk to the sugar-white beach down a quiet street in less than 5 minutes. Comfortable, modern accommodations...

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Featured review

"Seadaze is lovely"

Enjoyed our time at Seadaze. The home was clean and spacious ! The pool was great as well. Having a boat dock at the house was a great addition. We also brought our e-bikes and enjoyed riding the island....

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$332
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Key Amenities

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

About this property

Paseo is an award-winning gated community surrounded by the pristine environment of the Six Mile Cypress Slough.The vibrant, social hub of the Paseo community is the 26,000 square foot Village Center. Strolling the Village Center, it's easy to imagine that you have stepped back in time to some...

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Featured review

"Paseo Stay"

The condo was immaculate and in a great location. The activities were plentiful and the community was very warm and friendly. Lots of steps is the only downside. Host communicated well before we came...

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$126
avg per night
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach!No "broken month bookings" allowed unless with prior approval from management (Rentals must start at the beginning of the month and end at the end of a month.)Overflowing...

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$189
avg per night
Port St. Lucie House
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

3/2 Pool Home. Fully landscaped for privacy. Screened in HEATED pool with hot tub. Attached two car garage, washer/dryer room, central air/heat, dishwasher and wi-fi. Bedroom and bathroom at each end of the house for privacy. Outdoor TV on the pool deck! Set up perfectly for vacationing!

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$151
avg per night
Marco Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Location is everything. If you are looking for a quiet condo complex with only 2 story direct walk in access, vaulted ceilings, walking distance to the beach and over 15 restaurants then you found the right place. We also have a 85 degree pool, hot tub and 2 pickleball courts. Your view of the pond...

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Featured review

"Great place in a great location"

Great place near the beach and the best Marco Island restaurants. We plan to return again next year.

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$429
avg per night
Siesta Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Very nice 4 Bedroom home on a canal just about 5 blocks to Siesta Village. offering: 1 car garage, Duet washer/dryer, Private pool, decorated with a Island flare. Tile throughout with granite and stainless steel kitchen appliances. Beautiful setting pool and patio overlooking canal with boat dock. (Boat...

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$334
avg per night
Palm Harbor Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 5 miles to Honeymoon Island

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Furnished Resort Condo-Play, Relax and Live PGA Style. Experience resort living at Innisbrook Golf and Spa Resort, the prestigious host of the PGA Valspar Championship. This fully furnished 1 bedroom, 1 bathroom condo on the 2nd floor features a stylish renovation with stainless steel appliances, granite...

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Featured review

"A Delightful Find"

My experience renting this lovely condo situated within the gated community of the New Atlantis Club in Largo FL was a very positive one. And thankfully it was, b/c my rental agreement was for 3+ months....

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$95
avg per night
Bradenton Townhome
Sleeps 9, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 18 miles to Siesta Key Beach

Key Amenities

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

About this property

Luxury Coach Home on first floor for couples, families (with kids), and big groups . 3 Bedroom /Two Big Baths/Two Car Garage-- an endless vacation lifestyle akin to a resort style vacation Home! The luxurious Club and pools will be bringing you and your family an unforgettable time!! Coming with membership...

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Featured review

"Absolutely wonderful"

Our family had the best stay here! I can’t say enough positive things. When we arrived, we were greeted at the gate and escorted around to tour all the amenities in the community. Everyone was so nice...

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$169
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Clam Pass Beach (through the mangrove forest!)

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your stunning oasis in the heart of Naples! This 1st-floor condo has been completely remodeled and features brand-new furniture, offering a fresh, modern aesthetic that is ready for you to enjoy immediately.Highlights of the Home Full Remodel: Enjoy the peace of mind that comes with a...

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$100
avg per night
New
Marathon House
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Distance to beach: 0.1 miles to Sombrero Beach

Key Amenities

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

About this property

Dreaming of that elusive Keys home with a incredible waterfront views, a private pool, a great beach, and a dock for your boat? Look no further... this newly built 2026 home on a gated Tingler Island might be just for you.Located just one block from Sombrero Beach (Trip Advisor Top 10 Beaches in N....

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$820
avg per night
Miami Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Located at Seacoast Condominium 5151 Collins Ave Miami Beach Florida. . Resort Style Condominium in the Famous Millionaire Row. Impeccable Location The building was designed by world famous architect, Morris Lepidus. This unit on the 11 floors #. Has 2 Bedrooms and 2 Bathrooms and is a Direct BAY AND...

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Featured review

"Excelente vacación"

The apt is in perfect condition have comfortable beds , the kitchen is remodeled and the furniture are need the owner roberto is very nice and recommend to other friends and come back soon

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Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Unbelievable opportunity to rent this vast 3-bedroom, 2 bath condo in a first-class oceanfront structure. The Sanibel offers a large, heated oceanfront pools, a hot tub, 400 feet of pristine beach and lush tropical landscaping. Resort amenities include impressive clubroom, billiard table, state of the...

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Featured review

"Sherwin condo rental"

Sherwin is a great place to stay, impressed with the way everything looks after repairs from hurricane. Great job!

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$297
avg per night
Port Charlotte House
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Well kept 4 bed 2 bath pool home with easy access to 41, 776, Port Charlotte Beach Park and Punta Gorda. Our home is a perfect place to stay while on vacation or for the season. The house is in a quiet neighborhood on an oversized lot, almost an acre. Located close to 4 airports and short drive to some...

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Featured review

"Convenient, Pet Friendly Pool Home"

A wonderful home that is clean and tastefully decorated. Great Location for ease of access to US 41 and Port Charlotte shops. Walking distance to Parks and a few restaurants and necessities. Owner was...

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$137
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Stay in our bright 2BR/2BA patio villa in The Villages, FL—right across the street from the new Eastport Town Square. Take a short golf cart ride to nightly entertainment 5–9 PM, and be minutes to recreation centers, golf, pickleball, and more. Sawgrass is only 10 minutes away, Brownwood is...

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$126
avg per night
Palm Harbor Bungalow
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Brand new Listing with Brand new mattress,luxurious sheets and towels.Immaculate and beautifully designed home,in family friendly,pet friendly neighborhood with gated community.Come enjoy the POOL,Basketball,Tennis,Pickleball,Picnic and Play areas ,Luxurious mattresses and linens,help you relax and enjoy.Designated...

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$186
avg per night
Clearwater Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This 3-bedroom, 2-bathroom waterfront beauty features all new furniture, and a breezy, coastal decor designed for relaxing! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the conveniences of home including a washer/dryer. cable, Wi-Fi and flat screen TVs, all within walking distance of...

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$223
avg per night
New Smyrna Beach Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Condo is now tiled throughout. Please contact me for rates and availability, I respond immediately. Award winning complex as seen on HGTV season 12 episode 10 Beachfront Hunt. Newly renovated, tastefully furnished & decorated, comfortable home away from home, fully equipped unit with WIFI Please scroll...

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Featured review

"Awesome week in NSB"

What a fantastic week we had in New Smyrna Beach, Florida. It began with the 4th of July fireworks display right on our balcony. What a way to start our holiday! The beautiful sandy beach of NSB is only...

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$198
avg per night
Madeira Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 30 feet to Madeira Beach

Key Amenities

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

About this property

Call to reserve : Eightonethree- Eightfourthree ZerothreesevennineFree Wi-Fi Internet access - works with laptops, tablets and handhelds. This large nicely furnished 3 bedroom gulf front Madeira beach condo is well equipped and provides over 1200 s.f. of comfortable living area which can easily...

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Featured review

"Awesome place *****"

We booked a two week vacation with Rick and his unit was the cutest, very inviting place. Condo was very clean, in a great vicinity and we loved it there. It was very quiet and would definitely book here...

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$212
avg per night
Islamorada House
Sleeps 12, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

PLEASE INQUIRE WITHIN FOR ALL STAYS AND SPECIAL DEALS!!!OCEANFRONT Jewel in the Heart of Islamorada and on Tavernier Creek allows for easy access to everything the Upper Keys have to offer and direct Ocean and Bay access. This Open Water home HAS IT ALL. -Brand New (Sept 2017) Huge, heated...

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Featured review

"Love this house"

Great location! Sunrises and sunsets were amazing. Easy location to open water, kids loved going out on boat. Fishing right off the dock. Lots of wildlife. Everyone loved the outdoor bathroom! Very convenient....

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$500
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Prepare to be inspired by this impeccably designed, professionally decorated, and meticulously landscaped ranch-style residence, ideally positioned along the 14th fairway in the prestigious Esplanade Golf & Country Club of Naples. Overlooking serene lake views, this home offers the perfect blend of...

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$559
avg per night
New
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Located in the vibrant gated community of Wellen Park Golf & Country Club, this exceptional 4th floor, 2br/2ba condo offers an ideal mix of comfort, relaxation and recreation, providing the perfect home base for your Florida visit. Whether you are eager to escape the cold of winter or simply want...

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$113
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Nestled in Daytona Beach Shores, this charming condo boasts 3 cozy bedrooms - one with a king bed, two with queen beds, and two sofa beds for extra guests. With 3 bathrooms, one featuring a jetted bathtub, shower, and all the essentials, guests will feel right at home. Enjoy the convenience of a washing...

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Tampa House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 25 miles to St. Pete Beach (nearest Gulf Beach)

Key Amenities

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

About this property

Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private...

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$314
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 0.5 miles to Ft. Zachary Taylor State Park

Key Amenities

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

About this property

SUMMER/FALL SPECIAL. $500 OFF MY RATE. So welcome to Key West and the Shipyard section of the Truman Annex. You have many choices of accommodations and since I am not a real estate salesman or property manager, allow me let the photos and description speak for themselves. My oversized two-bedroom,...

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Featured review

"A touch is all you need…"

A touch of Cuba was the perfect little spot. We are now spoiled to the conveniences of renting direct with the owner, having Class A rated efficiencies, Beach, Bikes, Pool, very quiet and well kept area...

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$396
avg per night
Davenport Bungalow
Sleeps 8, 4 bedrooms, 3 bathrooms
6 reviews

Distance to park: 10 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Tupelo Magic is in the private, prestigious, secure and mature community of Calabay Parc, 15 minutes from Disney, close to all major highways, restaurants and shopping. The Villa is in a secure community and is monitored 24/7 with 23 video cameras located throughout the complex for your added security....

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Featured review

"Our honeymoon!"

Thank you so much John and Karen for the best place to spend our honeymoon! Your home really is a home away from home and made to make you to feel the most comfortable. With all the amenities you could...

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$163
avg per night
Ave Maria House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your own little paradise at The National Golf and Country Club, tucked away in the beautiful town of Ave Maria, Florida. This stunning single-family home features the popular Victoria floor plan with 2 bedrooms and a cozy den—complete with a pullout couch, so there’s space for everyone...

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$250
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautifully and comfortably RENOVATED 2 bedroom 2 bath condo. Gulf ‘N Bay is located on the sandy beaches of the Gulf of Mexico. For your pleasure, you’ll find a large heated pool, Bar B Q area, Club Room with game tables, kitchenette and TV. Private beach access is within steps from your...

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$200
avg per night
Cape Canaveral Studio
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

First floor studio apartment 200 footsteps from beach access. Queen size bed. Full bathroom. Partial kitchen includes refrigerator, convection/microwave oven, griddle, sink; dishes, cookware and utensils included. Off-street parking. Private entrance with key code lock (no keys or cards to lose!). Use...

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Featured review

"Quaint Quiet & Convenient"

We stayed here for 15 nights. Only 1 short block from the beach! On a quiet street with moderate traffic. Lots of walkers enjoying the weather, most saying hello. You can feel the vibe of the little beach...

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$107
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Peck Plaza is the ultimate vacation condominium, directly on the beach and close to all of the excitement that Daytona Beach has to offer. Building amenities include swimming pool, hot tub, kiddie pool, shuffleboard, corn hole, tennis court, basketball/handball court, activity rooms for pool and table...

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$260
avg per night
North Redington Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

POOLS ARE OPEN!Walk in the footsteps of Marilyn Monroe and Joe DiMaggio at the exclusive Tides Beach Club! In 1935, Charles Redington bought this Gulf of Mexico frontage and built The Tides Hotel and Bath, which quickly became a mecca for visiting celebrities. A new club was built in the 90’s...

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$203
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to this pristine beach condo, featuring direct oceanfront views from every room. A perfect seaside getaway for beach-loving families. The condo offers 2 bedroom 2 bath, fully equipped kitchen, spacious living room ,dining area, all modern coastal decor. Balcony overlooks the beachfront pool....

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Featured review

"Peck plaza condo"

The view was amazing from both bedrooms. The condo was very clean and well supplied. I would recommend this place to anyone interested in visiting. The staff was incredibly friendly and helpful!

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$243
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Relaxing Pool Home Minutes from Downtown Venice & Beaches – Sleeps 8Welcome to your perfect Florida getaway! Located just over 2 miles—and only a few traffic lights—from charming Downtown Venice, this bright and welcoming home offers the ideal blend of relaxation, fun, and convenience....

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$189
avg per night
Naples Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st floor condo in a great Naples central location and quiet community of the Fairways at Emerald Greens. All the attractions of the beach, Mercato and 5th Ave are all within a 10-15 minute drive. You also have plenty of shopping and dining within walking distance as well. The Fairways has a heated pool...

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$150
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Englewood

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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Featured review

"Beautiful and Spacious"

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

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$121
avg per night
Tavernier Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

With thoughtful and creative touches, both inside and out, mixed with a keen attention to the smallest of details, this oceanfront condo exudes a breezy sense of magic, whimsy and laid back Florida Keys style.The Space Upon entering the home you’ll be greeted by the blue-green colors of the...

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$249
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Where Estero Bay meets the Gulf of Mexico—between Lovers Key State Park to the south and Estero Island, home of Fort Myers Beach to the north—you’ll find Island’s End Condominiums, one of Southwest Florida’s most enviable beachfront destinations. Perfectly positioned at the...

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$148
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautifully updated ground floor 2 bedroom 2 full bathroom condo on the south end of Marco Island complete with all new furniture, stainless kitchen appliances, AC unit, lighting, flooring (no carpet), TV’s, wall art/pictures, restroom fixtures, linens, tableware/dinnerware, paint in various rooms,...

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$225
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to your bright and cheerful Naples retreat! This fully furnished 2-bedroom, 2-bath end-unit condo is tucked away on a peaceful cul-de-sac in the desirable Spoonbill community. Just steps from the private pool and spa, this serene second-floor condo offers wraparound views of sparkling lakes and...

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Featured review

"Excellent accommodations, convenient location"

We are delighted with this two-month rental. Entry was easy, place very attractive and clean. Well stocked with sheets, towels, blankets, kitchen and cleaning tools. Lovely lake views, quiet and private...

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$112
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our 2 bedroom 2 bath condo on the ground floor. Just kick your feet up and enjoy the extra large lanai overlooking a flowing volcano waterfall and fountain. You will find a fully stocked unit with everything you could imagine. Enjoy your day with a trip to the 600 foot long lazy river, or...

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$117
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 7 miles to Englewood Beach

Key Amenities

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

About this property

Fully furnished and tastefully decorated villa, fully equipped with everything you can ever need at home. 3 spacious bedrooms; 2 with queen beds and the fabulous master with a king sized bed and a dream ensuite bath with a Roman shower, dual sinks, jetted tub, separate enclosed toilet area, and a walk-out...

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Featured review

"Wonderful holidays"

We felt very comfortable in the house. Everything we needed was there. The pool area was beautiful. What I really value is cleanliness. I didn't find any defects; everything was very clean. The location...

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$130
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful First Floor 2B/2B Condo furnished with all of the amenities needed. Located West of 41 within a gated community. Fully equipped kitchen for eating in, in-unit washer/dryer. Beach chairs, beach towels, umbrella provided. Please contact me at "ameehartman" at-gmail dotcom or "Call/text...

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$150
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

VILLA MADISON IN NAPLES CLOSE TO NAPLES BEACH!!! NEW LISTING! NOW AVAILABLE FOR THE UP COMING SEASON! Discover this 3 BR/2 BA beautiful pool home on an expanded lot. Your family and guests will enjoy the sunsets and the great lake views at this favorable southern exposure from the over sized pool deck...

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Featured review

"First class accommodations in a first class, gated community."

Located near wonderful Naples with its great shopping, restaurants and beaches, this beautiful pool home is very well appointed and situated in a gated community within walking distance of the community...

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$295
avg per night
Fort Myers Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Available immediately, 30 days minimum. Incredible 2nd-floor rental home with beautiful lake views, high-end furnishings, and a great open floor plan with a very well-appointed kitchen with granite counters, breakfast bar and nook, dining area, and comfortable living room. Offering 2 bedrooms, 2 full...

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Featured review

"Gorgeous!!"

We booked last minute due to a cancellation of our booked condo. So glad our first place canceled! This is a beautiful, costal decorated vacation rental that had everything we needed! Even the linen...

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$175
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Surfside Club #203 is the ultimate location for your enjoyment of sun, sand and surf. We are located just south of the Dunlawton Bridge in a residential setting. Your vacation begins when you open the door and see the vast Atlantic Ocean. Floor to ceiling windows and sliding glass doors in main living...

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Featured review

"Fantastic place to stay"

Well equipped, short walk to pool and beach. Everything we needed was already in the condo. Hosts were well detailed, and very easy to deal with. Would definitely recommend.

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$103
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.