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Florida Snowbird Vacation Rentals

(3384 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.

Destin Condo
Sleeps 18, 5 bedrooms, 4 bathrooms
3 reviews

Key Amenities

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

About this property

The Inn at Crystal Beach is a luxury condominium situated directly on the Gulf of Mexico. This exquisite upscale property offers large, stylishly furnished 2-7 bedroom condominiums boasting fully equipped kitchens, master baths with whirlpool tubs, and breathtaking views from every balcony or patio.The...

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Featured review

"Best vacation every!!"

Angela couldn't have been anymore accommodating for our big family! We came down for our wedding during the hurricane. Angela made sure our air b&b was stocked to thr rim with food incase we were out of...

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$1,049
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Anne's Beach State Park

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This Condo sleeps 4 and comes with a 30' Boat slip, Tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key, Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks. Newly refurnished and refurbished,...

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Featured review

"A great two weeks in beautiful Islamorada."

This two bedroom apartment in the beautiful Bay Harbour condominium was special. The views of the ocean and the apartment complexes marina were exceptional. The apartment was well stocked with all the cooking...

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$377
avg per night
Bonita Springs House
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

The perfect vacation home exist, and it is less than 5 min away from the beach! This is a new construction where no expense was spared. PERFECT HOME – PERFECT LOCATIONOver 4200 sq.ft. under the roof of pure luxury, this home has it all. Mini Golf, artificial turf, very large and heated high...

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$1,981
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
13 reviews

Key Amenities

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

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...

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Featured review

"Great Location and Spacious Condo"

We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...

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$387
avg per night
Marco Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy your stay at the Gulfview. Freshly renovated building, directly on the Gulf of Mexico, spacious corner unit on the 2nd floor with southern views of Residence beach and the ocean. Same level parking as the unit so no elevator needed to get to your car, walk to restaurants, church and amenities....

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$286
avg per night

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Marco Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 2 miles to Tiger Tail

Key Amenities

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

About this property

This beautiful and spacious Condo has 2 swimming pools, 2 Hot Tubs, 3 Tennis Courts, Golf nearby, Boat Rentals, Fishing, Sailing, shuffle board, Gas Grills, Boat rides to the Key's, Bar and Grill on the pier in front of the unit.Unit has washer/dryer, lanai with a beautiful view, granit bar and...

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Featured review

"Loved the view of the water from the balcony and the morning sun!"

The condo isn’t on the beach but it was nice to see the boats go by and even some dolphins! The condo building is older but clearly has been renovated and was very nice and comfortable. Really like the...

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$232
avg per night
Naples Townhome
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Townhouse in the highly desirable North Naples area. Your family will be close to everything when you stay at this centrally located place.The space Professionally furnished with designer furnishings and lots of upgrades. Beautiful view of the lake from the lanai and a very short walk to the resort-style...

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$250
avg per night
Jupiter House
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 2 miles to Jupiter Inlet Beach

Key Amenities

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

About this property

Water front canal home with ocean access minutes away thru the Jupiter inlet into the blue waters of Atlantic ocean, this two bedroom home comes fully equipped all you need is to bring your cloths and your boat if you have one, if you don't there are boat rental companies in the area. This home...

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Featured review

"Beautiful property!"

My husband and I stayed here for 10 days! It was a great location close to beaches and shopping. We loved the pool! The house was well stocked with kitchen essentials, pool floats, beach chairs. The...

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$357
avg per night
Daytona Beach Shores Condo
Sleeps 7, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

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

About this property

Our unit is a large, professionally decorated, 2,358 sq. ft., 3 bd / 2.5 bath unit with a huge 400+ sq. ft. oceanfront balcony. Our building is about 15 years old with 10 ft. ceilings, granite counters, stainless steel appliances, etc, and is one of the nicest, if not the nicest building on the beach....

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Featured review

"Fantastic condo"

We had a great time staying at Ocean Vistas Condo #205 from July 20-27. We only wish that we could have stayed longer. Craig met us an hour before check-in time to show us all around the complex and explain...

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$385
avg per night
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Islamorada House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 2 miles to Founders Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to your dream getaway in Islamorada! This 3-bedroom, 2.5-bath paradise boasts a gourmet kitchen with a Viking gas stove, a spacious dining area, and Internet-ready TVs for game days or movie nights.On the first floor, you will find two bedrooms, a full bathroom and a large entertainment area...

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Featured review

"Awesome House & Canal"

We had a wonderful time here. The location is perfect. Close to restaurants, shops, and attractions. We spent a lot of time floating and frolicking in the canal. The house was spotless. The kitchen was...

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$450
avg per night
New
Ave Maria Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 24 miles to Vanderbilt Beach

Key Amenities

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

About this property

Relax in Luxury at The National in Ave Maria! Bring your clubs and golf from day one at this stunning 2-bedroom, 2-bathroom new Birkdale condo overlooking the 9th green and clubhouse. This beautifully furnished retreat offers custom lighting, designer fixtures, upgraded appliances, and a sleek heated...

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy your stay in a beautiful house with design furniture with huge pool area and contemporary but cosy oversized lanai to indulge pure luxury in the popular Pelican area in Cape Coral, Florida.The new property (finished in July 23) is located on a fresh water canal in a beautiful and very quiet...

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Featured review

"Traumurlaub in der Villa Pelican Creek – Erholung pur in Cape Coral"

Wir haben unseren Urlaub in der Villa Pelican Creek in Cape Coral in vollen Zügen genossen. Die Unterkunft war einfach fantastisch – sehr gepflegt, stilvoll eingerichtet und mit allem ausgestattet, was...

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$254
avg per night
Port Charlotte 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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$149
avg per night
Anna Maria Island Apartment
Sleeps 4, 1 bedroom, 1 bathroom
33 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This 1 BR, four-guest, condo strategically placed within short walks to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) will keep you CHEERFUL your entire stay! Coastal amenities: front screened lanai, heated pool, beach toy closet (including...

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$243
avg per night
Siesta Key Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

NEWLY RENOVATED IN 2023!!VERY SPACIOUS 4 BEDROOM 2 BATHROOM DETACHED VILLA IN HIGHLY SOUGHT AFTER POLYNESIAN GARDENS COMMUNITY ON BAY SIDE OF THE ROAD. PUBLIC BEACH ACCESS AT CRESCENT BEACH AND ACCESS TO HEATED POOL AND COMMUNITY CENTER. WIRELESS INTERNET ACCESS,VILLA SLEEPS 8, 1 KING, 1 QUEEN,...

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Featured review

"Polynesian Gardens Villa"

This 4 bed 2 bath villa was perfect for our family vacation! It's spacious with towels, chairs and wagon for the beach! Ali and her team are great!

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$326
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from the living room and Master bedroom. Amazing views of Beach, Pool, Pond and downtown Sarasota.This is a very popular floorplan at Beachplace. You have spectacular views of the beach and...

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$419
avg per night
Daytona Beach House
Sleeps 6, 3 bedrooms, 4 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Panoramic Ocean Views/All Major Rooms.All New/3 Bedroom 4 Bath, 2700 Square Feet, Private Home just completed. Only a few steps down our Private Beach leads to a Key West Style Raw Bar and Restaurant on the sand.15 Minutes South down A1A along the coast to Daytona where you can drive and park...

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Featured review

"Amazing home!"

We stayed at this beautiful Flagler beach home from Cleanest home I have ever stayed in!! Lenny was an absolute gentleman to deal with. It had a ton of space for our three boys to “get away from each...

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$257
avg per night
Panama City Beach Condo
Sleeps 8, 4 bedrooms, 3 bathrooms
11 reviews

Distance to beach: 1 feet to on the ebach

Key Amenities

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

About this property

ALL RATES ARE INCLUSIVE. NO SERVICE FEES NO ADDED MANAGEMENT FEES. NO Credit Card Fees NO RESORT BOOKING FEE Enjoy: FREE WI-FI FREE Beach Service on all rentals in season save 350.00 per week ALL RATES INCLUDE CREDIT CARD FEES...

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Featured review

"Just NO"

We arrived around 8pm the first day. The floors hadn’t been swept so no big deal we just swept the floors and moved on until that night when we all went to bed the sheets were gritty with sand and one...

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$279
avg per night
Cape Coral Villa
Sleeps 12, 6 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 12 guests | 6 bedrooms | 6 bathrooms LOCATION: 1840 SW 40th Terrace Cape Coral, FL, 33914, US BUILT IN: 2024 MAIN FEATURES: Pool (gas heated) Spa (gas heated) Gulf access + boat lift Tiki-hut at boat dock Big house with 2nd floor seperate living area +...

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$432
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy your stay in beautiful Venice in a fully renovated, tastefully furnished 2 bedroom/2 bathroom second floor condo overlooking a private country club golf course. Open floor plan and vaulted ceiling make the space feel spacious and airy. Relax in a well appointed elegant living room with a 65 inch...

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Featured review

"Can’t wait to come back !"

My husband Ed and I loved your cute very clean condo on the golf course. We loved it so much It was our home away from home for the month of a January 2025. We Loved the area so close to so many...

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$162
avg per night
Davenport House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Kick your shoes off and relax at this amazing resort home which features a pool/spa, no rear neighbors and access to resort amenities at no extra cost (except golf). Championsgate is perfectly located in Orlando -it is 35 minutes away from the Parks, has a great shopping node a couple of minutes away...

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$200
avg per night
Indian Shores Condo
Sleeps 6, 1 bedroom, 1 bathroom
22 reviews

Distance to beach: 5 miles to Clearwater Beach

Key Amenities

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

About this property

This is a well-appointed one-bedroom/one-bathroom Gulf-front condominium. The bedroom offers 2 queen-size beds, a TV, which has regular cable, a VCR and a clock radio with a CD player. The condo features a nice full-size desk, a fully equipped kitchen (refrigerator has crushed and cubed ice on door),...

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Featured review

"Villas at Clearwater"

Great location to beach, clean rooms, spacious 2 bed 2 bath! We had a wonderful stay and look forward to coming back to Clearwater Beach next year!!!

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$266
avg per night
Key Largo Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful bright Buttonwood Bay Condo. It's one of the few 2000sf units for rent in the community. No stairs inside the unit. It is a spacious corner unit with a single floor plan. Located close to the tennis courts and pool. Our home has new furniture and all new kitchen appliances. From the moment...

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Bunche Beach

Key Amenities

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

About this property

Come and enjoy our newly renovated 2 bedroom 2 bath condo. This condo is located on the second hole and has spectacular water and golf course views. This third floor two king bed unit with brand new kitchen, living room and bathrooms. Kelly Green's amenities include tennis courts, pool, hot tub,...

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Featured review

"Beautiful home. Wonderful location"

Amazing home and location to Sanibel, Fort Myers Beach and Bunche Beach! Well appointed and very comfortable home. Nancy had everything we needed and was very quick to respond when we had a question. Beds...

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$148
avg per night
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Relax with the whole family at this peaceful place to stay. Three bedrooms, 2 bathrooms and lovely outdoor pool / patio area with propane bbq. Lovely views of the pool from the family room. Centrally located so close to beaches and downtown. Owner is in town and just a phone call away if you need...

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Featured review

"great quiet place"

great host, very clean very relaxing backyard everything u could need, easy to get to everything, great huge park one block awaway

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$217
avg per night
Deerfield Beach House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 0.3 miles to Pompano Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Your Dream Winter Beach Escape Starts Here!Treat yourself to an unforgettable South Florida winter in this stylishly renovated 4-bedroom, 3-bath private home in The Cove - Deerfield Beach. Offering 2,665 sq. ft. of freshly renovated living space, this heated pool home is perfectly situated on a canal...

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Featured review

"Hidden Woods #902"

We rented #902 for a month in 2021; then two months every year since. It’s a bright, clean unit with two bedrooms and two full baths. Across the street from Deerfield Golf Course and a short walk to...

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$565
avg per night
Daytona Beach Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Distance to beach: 5 yards to Daytona Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

GREAT GET AWAY FOR A COUPLE TO RELAX AND RECONNECT!! Perfect coastal vacation spot for a couple or small family with ocean views from the 16th floor. 1 BR LOVELY CONDO! Bedroom furnished with king bed Bathroom with tub/shower combo Open Kitchen is fully equipped to prepare meals, full size appliances Two-level...

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Featured review

"Great place to stay"

This place was as advertised. We were very happy with the accommodations. It was a very stress free stay. Great beach access and nice pool on the property. The equipment in the fitness room was like new....

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$174
avg per night
Little Torch Key House
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 9 miles to Bahia Honda

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Enjoy the Florida Keys in this beautiful canal front two bedroom two bath house in a beautiful area on Little Torch Key. The house features a master bedroom with a king size bed, flat screen TV, and the second bedroom also has a king size bed. A well designed and fully equipped kitchen with everything...

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Featured review

"Beautiful Escape"

We enjoyed our stay in this extremely comfortable home. Beds were very comfortable and location was close to lots of restaurants and local attractions. Having a place for our boat was the best. We could...

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$156
avg per night
Fort Myers Villa
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover Villa Mermaid Oasis, a stunning lakefront pool villa perfectly located just minutes from Fort Myers Beach, Sanibel, restaurants, and charming local shops. This tropical haven combines sun-soaked relaxation with effortless access to the best of Southwest Florida, offering everything you need for...

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$273
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Get away from it all. Miles of wide white sandy beach that is perfect for relaxing and allows for social distancing naturally. Relax in our spacious home which has been completely renovated with upgrades throughout. Come and see why Marco Island was named the "Happiest Place in America"....

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Featured review

"Excellent! Wonderful time, great location."

Just loved it! Amazing view! very clean and fully equipped, planning my next summer vacation already.

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$406
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 15 miles to Boca grand

Key Amenities

  • Air conditioning
  • Hot tub
  • 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 will be like nothing else you’ve seen in Southwest Florida, you will enjoy a stunning resort style pool featuring gradual entry and lap lanes....

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Featured review

"Heritage Landing Unit"

Owners are definitely Tenant friendly. Actually the best we have rented from in many many years. Great view from balcony of 11th hole and sunset in the evening. Unit is well supplied with utensils and necessary...

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$114
avg per night
Babcock Ranch Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 33 miles to Fort Meyer beach

Key Amenities

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

About this property

Luxury Living at its Finest: Brand New Carolina First-Floor Condo. More than 1400 Sqft and spacious 24x7 guarded gated community with Resort style loaded amenities onsite within walking distance. Magnificent view from the Lanai or master bedroom you can see golfers play and watch the lakeview in the morning...

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Featured review

"Winter retreat"

We had a wonderful first snowbird stay here. First floor corner condo was a bonus. Great location close to all amenities. Gym, pool, clubhouse and golf course 2 minute walk. We enjoyed our stay and the...

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$163
avg per night
Punta Gorda House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Why travel so far to Key West when you can relax here in Punta Gorda at an amazing modern home with the Key West look. This home has been whimsically decorated with furnishings that reflect the laid-back, quirky island life style of Key West. 10 minutes from the Punta Gorda downtown, well known Fisherman's...

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Featured review

"Wedding trip"

The house that we stayed at was very nice butt the rental said it sleeps up to 13 people an there wasn’t enough for 10 people. An the coffee pot guide working had to buy another one an we left it for...

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Venice House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Leave the crowds behind - Tranquil 2bd, 2ba home with private pool and fenced back yard. The home is extremely clean in a quite and relaxed neighborhood close to beaches, shopping, restaurants, golf, fishing and adventure. 5 Night minimal rental off season & 30 nights minimum full month during January...

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$169
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 4 bathrooms LOCATION: 2212 SE 11th Pl Cape Coral, FL, 33990, US BUILT IN: 2024 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Boat dock + lift, own kayak slip, tiki-hut Gulf access (30min) Own private beach...

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Featured review

"Best house in Cape Coral"

We have stayed at many house in CC. Some good, some not so good. This house is amazing! Well appointed, comfortable, convenient location and the view is unbelievable! Sunsets did not disappoint.Bonus...

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$378
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
6 reviews

Key Amenities

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

About this property

This is a beautifully furnished condominium with two bedrooms, dining room furniture and private balcony accessible from living room. The unit has two TVs, regular cable in the bedroom on a 26" screen and premium digital multimedia service with 14 HBO channels and 12 Cinemax channels in the living...

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Featured review

"Maderia Beach Yacht Club vacation"

My wife and I enjoyed our trip and the condo we stayed in. There was plenty of room and the unit is well maintained and had all the immunities.

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$212
avg per night
Hollywood Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

30 days minimum Vacation Rental. LARGE CORNER Condo, 2 Bedrooms, 2 Full Bathrooms, beds for 5 + futon + crib as needed Magnificent ocean view from 60' wrap around terrace & every room. Large 1,600sq' direct oceanfront corner 2 bedroom 2 full bathrooms apartment right in the heart of Hollywood...

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Featured review

"will book again"

Very good. Will recommend as the view is great and stay was very comfortable. Hopefully can return

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$225
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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$525
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Ft Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Two Bedroom Condo overlooking the 17th tee of Kelly Greens Golf Course. Eat in Kitchen with a Dining area. Steps away from the complex's pool and gazebo. WiFi and cable. Unit has been No Smoking since we've owned it. Unfortunately, no pets please.

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Featured review

"Too short"

Vacation cut short due to the corona virus so turned out to be a very expensive short vacation, location was great.

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$166
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The Bella Downtown Bonita Springs! BRAND NEW BUILDING!!This BRAND new condo in Downtown Bonita Springs offers a vibrant seasonal rental experience, blending walkability to shops and restaurants with proximity to beaches and waterways. The property features a fully furnished, recently updated living...

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$194
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

We would like to invite you to stay at our peaceful keys getaway. Enjoy the spacious porch overlooking the pool and canal, this is great for my wife and I to watch our kids while they are swimming and fishing off the sea wall. As you can tell by the pictures you can catch hugh snapper right off the sea...

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$308
avg per night
Englewood Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 1 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Escape to Paradise in Southwest Florida!**Why use a hotel when you can cook at home and enjoy this beautiful property located just a few short miles from Manasota Key and Venice/Nokomis beaches!Discover the ultimate getaway in this beautifully refurbished 1-bedroom, 1-bath condo, perfectly nestled...

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Featured review

"Quaint Condo - Perfect location"

Great condo! Everything I needed was provided and the king size bed was very comfortable. Very clean; furniture and appliances appear to be new. I liked the location, not far from three different beaches,...

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$143
avg per night
New
Marathon House
Sleeps 12, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

Welcome to your slice of paradise in Marathon! Nestled in the heart of the Florida Keys, this vibrant waterfront escape offers direct ocean access, stunning sunsets, and laid-back island vibes you’ll never forget.️ 3 Bedrooms | 2 Bathrooms | Ocean Access | Dock | Sunset ViewsImagine...

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$317
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 2 miles to Naples Beach

Key Amenities

  • Air conditioning
  • WiFi

About this property

AVAILABLE Jan & April 2026 !!This stunning turnkey furnished 2 bed + den set up with a queen bed/ 2.5 bath single-family home with pool. a quick drive to the luxuries of 5th AVE. and Naples Beach! A must see ! Come Relax and Stay in this beautiful home !

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$217
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fabulous two bedroom two bathroom apartment (master with California king bed and second bedroom with queen bed) with enclosed lanai overlooking second tee and lake. Turn key and fully equipped with everything you could possibly want and more for an extended stay. Flat screen tv plus additional tv in...

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Featured review

"Excellent Location"

Great location. Close to restaurants and shopping. Nice view. Old Naples nearby. Beaches close by. Close to Olé.

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$130
avg per night
Miami Beach Studio
Sleeps 3, 0 bedrooms, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Cozy and comfortable studio one block from the beach and from the beautiful North Beach Oceanside Park.Fully furnished, it admits up to 3 people. The room has a queen size bed and a full size sofa bed. Full kitchen with induction hob, refrigerator, microwave, coffee maker, toaster, kitchen utensils.Ideal...

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Featured review

"Very nice and pleasant studio"

Very nice and pleasant studio with thoughtful arrangements and little details providing everything you may need in a kitchen including two types of coffee makers and milk steamer.

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$118
avg per night
Cape Canaveral House
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Perfect gateway house located across the beach, 1 minute walk, close to the Port Canaveral, Kennedy Space Center and Cocoa Beach Pier. This is an updated house with new furniture, appliances and Smart Tv's in all rooms. Open concept floor plan including extra Bonus Room. Brand new white kitchen with...

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Featured review

"Family vacation"

We loved our time at this house it was very clean and well equipped with plenty of space. Only a short and quiet walk to the beach. It is located on a dead end street in a very nice neighborhood. The beach...

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$368
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to this Third-floor 2-bedroom, 2-bathroom condominium offering an unparalleled southwestern view of the Gulf.Situated on the third floor of a meticulously maintained building, this residence offers sweeping views of the Gulf of Mexico and direct beach access just steps from your door.Inside,...

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$368
avg per night
New
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Fantastic location with Gorgeous unobstructed views from every room. Corner unit, Huge wrap around Lanai, watch dolphin and manatee play from comfort of the lanai. Private beach access immediately across from condo with rinse shower in path. Condo also sits on the bay to give best of both worlds. Equipped...

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Featured review

"Great Hosts and Great Condo"

My wife Darlene and I leased the condo of Chris and Heidi in four different years, most recently last February and March. The condo is lovely: superbly appointed with every need and comfort supplied, spotlessly...

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$285
avg per night
New
Panama City Beach Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Coastal Tide Escapes – Modern 3BR Townhome in Panama City Beach Welcome to Coastal Tide Escapes, a beautifully designed 3-bedroom, 2.5-bath townhome in Panama City Beach, Florida. This modern end-unit rental combines coastal charm with home-style comfort — ideal for families and groups up...

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$143
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.