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Florida Snowbird Vacation Rentals

(3367 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

New
Englewood Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover this stunning two-bedroom, two-bath villa with a versatile flex room, complete with a pullout sofa. This newly constructed home is fully furnished and located in a peaceful neighborhood.Features: - Double vanity in master bathroom - Washer and dryer included - Beach essentials: chairs,...

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$130
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially...

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$1,286
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your Laketown Wharf retreat in the heart of Panama City Beach! This stylish condo offers a comfortable and functional layout, perfect for families, couples, or groups looking to enjoy the beach, pools, and all the fun right outside your door.The Space→ Spacious Living Room –...

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$174
avg per night
Special Offer
Orlando Townhome
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Enclaves at Festival, Davenport, Florida is a charming and family-friendly community located just 8 miles from Walt Disney World. This family-oriented resort sits nestled just off US 27 in Davenport, Florida, and is one of the most desired tourist areas in the Orlando area. During your stay, you will...

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$147
avg per night
New
Cape Coral Estate
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Yacht Club public beach

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Escape to our modern 3-bed, 2-bath waterfront getaway in Southeast Cape Coral, Perfect for up to 6 guests, this beautifully situated Gulf access home, nestled in a quiet, yet convenient neighborhood features an open-concept design, easy access lanai and grill, and a dock. Panoramic canal views from the...

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$84
avg per night

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South Pasadena Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

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

Key Amenities

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

About this property

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

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Featured review

"Peaceful Waters Edge"

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

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$130
avg per night
Special Offer
Orlando House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Glenbrook Resort - Clermont, Florida is an upscale community located just 15 minutes from Walt Disney World. This luxury neighborhood sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed...

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$140
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 1 miles to Charlotte Harbor Beach Park

Key Amenities

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

About this property

Old Florida at its best! Remodeled 3 bedrooms, 2 bath home with a split floor plan. Amazing canal view as soon as you open the door. Master has a new King Bed and on-suite bath with double sinks and an amazing large walk-in shower. The first guest room has a new Queen bed, the 3rd bedroom has a...

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Featured review

"Lovely home on the canal and pet friendly!"

We enjoyed our time at this beautiful place on the canal! The home has a pool and hot top which were wonderful offerings! The owners were especially nice and accommodating giving our late season booking...

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$186
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

At Kelly Greens you will have private access to outdoor pool and hot tub and enjoy access to tennis court. Kelly Greens community has 5 miles of private, lighted sidewalks with benches along the way and streets for walking, jogging or biking along with many clubs and activities (water aerobics, yoga,...

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$87
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

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

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$860
avg per night
Boca Raton Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your beachside oasis! This beautifully renovated 2-bedroom, 2-bath unit offers a stylish, modern interior just a 5-minute walk from the shore. Inside, you’ll find spacious rooms with comfortable furnishings, a fully equipped kitchen, and serene decor that creates a relaxing retreat. Whether...

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Featured review

"Beautiful"

This site is very easy to use and have lots of different options to choose from. The house is beautiful and lots of space for a family gathering

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Naples Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to 1st Avenue Beach

Key Amenities

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

About this property

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

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th/Top Floor and almost soaring above the peaceful nature preserve, the views are incredible. Cathedral ceilings and the unique decor and updates, provide the tropical feel you are looking for in your winter escape. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This...

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$214
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

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

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Featured review

"Hunters Ridge"

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

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$130
avg per night
Special Offer
Davenport House
Sleeps 18, 7 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor Island - Davenport, Florida is an upscale gated community located just 20-25 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

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Featured review

"Cute Bungalow Getaway"

This cute cottage is located very close to 30A which made it really nice for getting to the beach and was close for walking to the Seaside square as well. The bed was so comfy and the ambiance was great....

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$466
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...

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$274
avg per night
New
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

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

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$356
avg per night
Stuart Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Manatee Manor located in Manatee Isles – Your Waterfront Escape!Experience the perfect blend of comfort, convenience, and coastal charm at Manatee Manor, a fully furnished two-story townhouse located in a serene waterfront community. Whether you’re seeking a relaxing retreat...

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Featured review

"We found a gem!"

This townhouse is in a great location . Walking distance to restaurants and bars. Inside the house you will find everything you need for your stay. It's clean ,comfortable and spacious. Neighbors are extremely...

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$275
avg per night
Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
31 reviews

Key Amenities

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

About this property

Gulf View, End Unit, 1 min from beach, many perksAbout 1-2 minute walk to the beach In the gated community of Barrier Dunes which has: 2 pools (1 Beach Front) 2 lighted Tennis/Pickleball Courts Small boat parking spaces and washing area High speed internet 1 Gig package Smart TVs Keurigs Chairs/beach...

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Featured review

"EXCELLENT"

Great time had by all….weather was scattered between hot and cold but did not deter us from using the beach area .we picked up a lot of shells and soaked up the suns rays daily . Looks like a come back...

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$293
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 35 miles to Naples and Vanderbilt beech

Key Amenities

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

About this property

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

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Featured review

"Great Place"

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

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$100
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Distance to park: 15 miles to DisneyWorld and Universal Studios

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Westridge Luxury Family Villa near Disney and other Theme parks. Our Luxury Florida Villa is a family owned holiday vacation villa, just minutes from Disney and many more Orlando area theme parks.Our villa will accommodate up to 8 guests. It is fully equipped, fully furnished and air conditioned....

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Featured review

"Perfect"

Our 2 week stay was absolutely wonderful. Home and property beautiful and so well maintained. Would definitely book this again.

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$150
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

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

About this property

FIVE STAR RATED BY OUR GUESTS! Please read our reviews! We are in Tower II (West) DIRECTLY on the beach. (Tower 3 is across the street, make sure you check!) FREE BEACH SERVICE (Contracted through 2026). ASK US ABOUT PREMIER / RESERVED PARKING! We have a premier, reserved parking space available in the...

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Featured review

"Amazing Vacation"

What a beautiful condo! I’ve stayed here twice…girls trip then brought the family back! Perfect corner Unit with stunning views. Very clean and updated. Huge balcony with tons of seating. Walk to...

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$465
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Heated Pool - All Season! The Best of Both Worlds - North Naples and Beautiful Bonita Springs Enjoy your morning coffee overlooking the peaceful lake view, in a prime spot right on the border of these 2 Coastal Paradises Just minutes from Barefoot and Vanderbilt Beaches, this condo is in the quiet,...

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$149
avg per night
Clearwater Condo
Sleeps 5, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Search no more! This is the one!! Beautifully decorated and furnished 1 bedroom with king bed (plus den that has a pullout couch) and 1 bath available for rent in the meticulously manicured property of Pennwood Manor. Minimum rental - 3 months. 55 + community. Large heated salt water pool. Fully equipped...

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Palm Coast Condo
Sleeps 8, 3 bedrooms, 2.5 bathrooms
17 reviews

Key Amenities

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

About this property

Ocean Front paradise. Enjoy warm sunny days and moonlit peaceful nights in beautiful Palm Coast Florida. Completely FURNISHED 3 BR, 2 1/2 Bath beauty located in Surf Club III with all the amenities of a resort. Fully equipped gourmet kitchen. Dog friendly community. Convenient first floor unit puts...

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Featured review

"best place in my 65 years that I have ever stayed at"

stayed here 2 years ago dec and jan. sadly we could not come back last year due to health reasons. came back this dec. realized how Wonderfull this location is .immediatly booked next year dec and jan....

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$137
avg per night
Naples House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Aqua is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Be prepared for opulence, elegance and an extravagantly affluent property. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home. The Aqua has been designed with a modern flair and...

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$1,523
avg per night
Boca Raton Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Across from the pristine beaches and just minutes from Boca Raton’s sophisticated downtown district, is one of South Florida’s most sought-after destinations for the luxurious side of the Florida lifestyle. These apartments by the ocean overlook the blue waters and sandy shores of the Atlantic...

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Venice Apartment
Sleeps 2, 0 bedrooms, 1 bathroom
7 reviews

Distance to beach: 0.2 miles to Service Club Beach/Sharkeys

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Totally renovated hotel-style studio efficiency with coastal decor. Includes, new shower and bathroom, queen bed, small fridge, large fridge, air fryer, coffee maker, toaster oven, blender, microwave, cook top, Barbecue, WiFi, Roku TV, beach chairs and umbrella.Plush green fenced in backyard with...

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Featured review

"Comfortable, peaceful and close to everything"

I stayed in Sheri‘s unit for a few months while I relocated to the area for work. The unit is beautiful, very well taken care of and has everything a person could possibly need. I loved being in the peaceful,...

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$64
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This well appointed condo is the perfect home base for your trip to Fort Myers Beach. Fabulous location, at the exclusive "Sandarac" complex on the quiet south end of Estero Island. You will not have to walk, drive or travel to the beach because this property is "on" the beach! This...

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$242
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 16 miles to Boca grand Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community are like nothing else you’ve seen in Southwest Florida. You will enjoy a stunning resort style pool featuring gradual entry and lap lanes. A...

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Featured review

"Beautiful condo"

Lovely 2 bedroom, beautifully decorated. 2 bath condo over looking the golf course. Nice corner location.. Quiet. The condo had everything needed for an extended stay. Pool is within walking distance .Gated...

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$105
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The SpaceThis 4th-floor condo (with elevator access) offers a bright, modern, and comfortable retreat in Punta Gorda’s beautiful Heritage Landing community. Perfect for golfers, beach seekers, or anyone looking to unwind in a resort-style setting.Bedrooms & BathroomsPrimary SuiteOversized...

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$107
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience the pinnacle of Florida living in this stunning, fully furnished 3BR/2BA top-floor end unit at the prestigious Heritage Landing Golf & Country Club. As a rare end unit, this condo is bathed in natural light, offering wrap-around views of the lush preserve and the manicured fairways of our...

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$108
avg per night
North Port House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A new pool added! 3 bedrooms, 2 bath, waterfront home located on saltwater canal in North Port. Relax in the Florida room and enjoy the beautiful view of the backyard, canal, and the water. Updated house with new kitchen. Home is in a quiet neighborhood with plenty of parking spaces. Gas grill, outside...

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$150
avg per night
Destin House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Home Highlights - Private backyard pool with lounge seating and easy indoor/outdoor access through large glass doors. Pool heat available October–May ($60+tax per day) - 4-seater street-legal golf cart for trips to the nearest beach access. - Spacious open kitchen and dining area with seating...

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$457
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
26 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Relax and unwind in this beautifully renovated seventh-floor condo, just steps from the beach. With elegant, modern finishes, this spacious one-bedroom, two-bathroom condo comfortably sleeps six guests. Enjoy the best of coastal living, with access to five resort-style swimming pools, hot tubs, and a...

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Featured review

"Beautiful"

House was very clean and beautiful.. The only thing is I wish the building had more elevators. We had a wonderful trip that went by to fast. It was our 1st time staying there and would love to go back.

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$226
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Tastefully remodelled,granite,turn key,newly furnished 1st floor 2BR 2BA,Brookside model, 1232sq,ft,open floor plan condo with tropical view on 38 acre lake.Fully furnished and freshly painted thruout with TV in living room and both bedrooms,Kingbed in master,twin beds in 2nd bedroom and pullout in living...

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Featured review

"Great"

Beautiful condo. Had everything we needed. Owner was helpful when contacted. Great view of the golf course. We have booked it for next March.

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$136
avg per night
New
Punta Gorda Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$74
avg per night
Last Minute Deal
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

All the comforts of home but with a partial ocean view from the balcony and master bedroom. It's all on one level, 2nd floor, but with an elevator, so you don't have to climb stairs. It has a full-sized, fully equipped kitchen that opens to the dining area and living room. It has a decent-sized...

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$212
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up every morning to outstanding sunrises over Moorings Bay. Spindrift is located on Gulf Shore Blvd N across from Miramar Beach in Naples proper. This unique condo was owner occupied so it is decorated and maintained in a manner unlike typical rental properties. Both bedrooms boast king size beds...

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$208
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
20 reviews

Key Amenities

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

About this property

Free beach service included – enjoy two padded lounge chairs and an umbrella (seasonal)This beautifully updated Sunbird condo offers Gulf-front views, pools, direct beach access, and unbeatable proximity to Pineapple Willy’s — making it the perfect getaway for couples, families,...

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$222
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Gated Quiet Community Discover the perfect blend of comfort and style in this beautifully updated 2-bedroom, 1-bathroom condo for rent in centrally located Fort Myers. Step into a modern oasis with sleek finishes and a fully equipped kitchen. This condo offers a cozy retreat while being just moments...

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$60
avg per night
Special Offer
Rotonda West House
Sleeps 7, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 10 miles to Englewood Manasota Key

Key Amenities

  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

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

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Featured review

"Comfortable and Quiet"

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

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$193
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
22 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This condo has one of the best views on the Island!!! Water view from every room! Master bedroom overlooks the Gulf, Guest bedroom overlooks the bay. Windows everywhere! New kitchen and bathrooms, new tile and furniture 11/2020.The master bedroom has a king-sized bed, flat screen TV and its own...

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Featured review

"Great location with beautiful views"

Really enjoyed our stay at this beautiful condo on ft Myers beach! Has a great view from about every room. The owners are really great and so easy to work with if you have a need. It was in a great location...

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$242
avg per night
Indian Rocks Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Don`t miss the views from your large balcony overlooking the sparkling waters of the Gulf.Updated unit in Indian Rocks Beach, offers the best the beach has to offer. New kitchen and bathrooms. You don't want to miss this one. Close to restaurants, bars, and shopping. Easy access to 688 and...

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$401
avg per night
Cocoa Beach House
Sleeps 6, 2 bedrooms, 1 bathroom
6 reviews

Distance to beach: 500 feet to Cocoa Beach

Key Amenities

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

About this property

!!!AVAILABLE NOW LAST MINUTE CANCELLATION AVAILABLE February & March 2023!!! !!!Winter Special - January 1 - March 31. 89 night minimum stay, $3000 per month plus $200 cleaning fee and 12% mandatory Florida taxes. Salty Serenity Duplex is a pet friendly, cozy 2 bedroom 1 bath house located at...

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Featured review

"I didn't stay"

There was no availability when I tried to book bit the host responded quickly. The place seems lovely

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$142
avg per night
Estero House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 14 miles to Barefoot Beach preserve

Key Amenities

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

About this property

Come stay in this private home on the lovely Stoney brook golf course. The property boasts a beautiful pool and lanai and is perfect for soaking up the sun. We are a close drive to several local shopping malls as well as the main beaches of Bonita springs. The home is located in Stoney Brook of Estero...

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Featured review

"Great stay!"

We really enjoyed our time in the house! It has all the amenities you need. The children especially loved the pool, where they spent hours. The landlady is very nice, helpful and answers questions immediately....

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$186
avg per night
Destin Condo
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

Condo Highlights - Available for Snowbirds November through April - Fully renovated 3-bedroom, 2-bath condo with panoramic Gulf views - Short 2-minute walk to private beach access between Pompano Joe’s and The Crab Trap. - Complimentary beach cart and four beach chairs included - Access to...

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$290
avg per night
Last Minute Deal
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
7 reviews

Key Amenities

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

About this property

Amenities Update March 2026: Due to permit delays after Hurricane Ian in 2022, the new beachfront pool and landscaping will be completed in April 2026 and pricing is discounted until then. This is a great opportunity for a prime season beach vacation at a great price. The vibe in Fort Myers Beach is...

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Featured review

"203"

Great condo , well stocked great view Michelle was great host condo was very well decorated and clean

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$259
avg per night
Cape San Blas Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
11 reviews

Key Amenities

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

About this property

Whispering Pines of Cape San Blas is two private cottages spread over eight acres of beautiful, heavily forested Florida lowlands along the banks of Florida's pristine St. Joseph Bay, famous for its fishing and scalloping. This peninsula of sugar white sand juts out into the Gulf of Mexico, and is...

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Featured review

"Whispering Pines at Cape San Blas"

If you are looking for a secluded, quiet but close to the beach and shopping, you cannot go wrong with this cottage. Price was much cheaper than anything else we saw. Large living room and kitchen with...

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$132
avg per night
New
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Sterling Breeze located at 16701 Front Beach Road is one of Panama City Beach's most sought-after complexes, as it offers guests a beachfront seasonally heated pool, hot tub, poolside cafe, fitness center, charcoal grills, and security. Sterling Breeze is located less than half a mile to Pier Park...

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$259
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.