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Florida Snowbird Vacation Rentals

(3344 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.

Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 20 miles to Fort Myers

Key Amenities

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

About this property

4th Floor Condo, with elevator. Small pool located a short walk from the condo Beautiful views, looking over the fairway and nature reserve. Port Charlotte can been see in the distance. Small balcony, with seating and electric BBQ. Sunsets are gorgeous.PET FRIENDLY.*************THIS DOES...

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Featured review

"Flawless 3 month stay"

I rented this 2 bedroom unit from Oct 1, 2025 to Dec 31, 2025. The booking and financial transfers went smoothly and I felt very comfortable renting this unit from a different state (NJ). Ruth (owner)...

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$83
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 1 miles to Park Shore

Key Amenities

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

About this property

Conway House is a fantastic family holiday home situated in a private location in Sun terrace, part of Old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a beautiful lagoon.The villa is...

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Featured review

"Love the Conway House"

My wife and I have rented the Conway House for February and March for the last few years, and we hope to continue that arrangement for many years to come. The house is in an ideal location to beaches, shopping,...

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$236
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
29 reviews

Key Amenities

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

About this property

Welcome to Octopus Garden, your new home away from home! Our first-floor, oceanfront condo at Azure is the ideal vacation spot. Walk right out your door to the gorgeous views of the emerald Gulf coast waters!Our beautiful 3-bedroom, 3-bath condo is ideal for families and includes TWO sets of Beach...

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Featured review

"Best owner and condo! Third visit here!"

This was our THIRD stay at the Octopus Garden, and it was incredible, as expected! The condo was spotless, well maintained, and in great condition. The beach, pool, and hot tub were just steps away outside,...

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$798
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

The 3 bed/3 bath canal front home provides quick access to the Atlantic and Looe Key with no bridges.60' of canal front with 40' of seawall and a cleaning station.After a day on the water, enjoy the refreshing outdoor shower or soak in the large master bath tub.The screened patio...

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Featured review

"The Real Florida Keys"

We really enjoyed our stay in this well appointed home. The location is an old Florida Keys experience. Great neighborhood with no thru traffic, friendly neighbors and great sunsets. The reef is a short...

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$268
avg per night
Fort Myers Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Newly remodeled 3 bedroom in highly desired Waterside at Bay Beach.Everything new !Fully Booked Jan 1 to March 31 2027Gated Community3 bedroom, 3 bath. Beautiful Views. Walk to beach or enjoy the resort pool.

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$233
avg per night

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Miramar Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

New Listing! Free Beach Service - 2 chairs and an umbrella set up daily! Newly Renovated Full Kitchen= Gorgeous new cabinets and quartz countertops! Updates throughout! New King Mattress and Box Springs! Perfect Get-away for 2 or 4!This beautiful unit has a spacious patio with access from the...

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$241
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come enjoy the beautiful island of Venice . This is a top floor updated 2 bedroom 2 full bath condo on the canal in Bahia Vista Gulf. The master has a king size bed and attached full bathroom . The guest room has sturdy restoration hardware bunk beds . It is only a two minute walk to the to the...

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Featured review

"Perfect Beach Vacation!!"

We loved renting this condo! We had a nice view from the balcony area. My 8yr old liked hanging out on the docks looking for fish. The condo is beautiful! The colors + decor are perfect- everything is updated...

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$100
avg per night
Plantation Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Property #27839 - silverEscape to your own Keys hideaway with cozy island‑inspired home, coastal décor and a bright open living/kitchen area that flows onto a huge screened terrace. Relax in your own private pool, tiki hut-gazebo, shaded lounge areas and serene canal views, perfect for lazy mornings,...

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$400
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to our 3BR/2BA waterfront home in Cape Coral, FL! Perfect for 8 guests, this pet-friendly retreat features a private heated pool & hot tub on a screened lanai with stunning pond views. Enjoy two living areas and a fully equipped kitchen. Ideal for families seeking a relaxing Florida getaway...

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$147
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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$214
avg per night
Largo House
Sleeps 7, 3 bedrooms, 1 bathroom

Distance to beach: 2 miles to Indian Rocks Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Tropical Tides Retreat is minutes from 3 of Florida's most Popular Beaches! Indian Rocks Beach; Belleair Beach: & World Famous Clearwater Beach. This Beach Town home is newly renovated waiting for you! Large kitchen, granite counters with new appliances & furniture throughout. Family friendly...

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$149
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

PLEASE EXCUSE THE CURRENT PICTURES. We are just finishing the condo and we don't have the bedding or the tvs yet. Just remodeled and ready to go starting February 1st, 2026! Everything you need is here for you. This well appointed condo on Anna Maria is ready for rent! Pack some clothes and come...

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$285
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"Enjoyed it very much."

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

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$240
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

You will quickly relax and enjoy your stay in Venice in this spacious and updated END unit. The unit is a well furnished 2 bedroom/2 bathroom second floor condo overlooking a private county club golf course. Open floor plan and vaulted ceilings make the home feel spacious. A row of cascading sliding doors...

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Featured review

"Most Comfortable Vacation Condo Ever!"

We were greeted to this most comfortable and up to date condo ever! Furniture, appliances, cleanliness, was all exceptional! Of course we loved the view overlooking the lake and on to the golf course. All...

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$62
avg per night
Key West House
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Island Dreaming – Your Luxury Key West Getaway - MONTHLY RENTAL Welcome to Paradise*** Please note for 2027 High Season rentals Jan- February - Arrival after the 5th of January for 6 week minimum is required in order to get accurate pricing***Discover the ultimate island retreat at Island...

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$830
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 14 miles to Fort Myers Beach

Key Amenities

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

About this property

Welcome to R Cape Escape! A place where you will find Fun & Sun! A great family vacation home or a retreat with friends! You are only 14 miles away from some of the best gulf beaches - Ft. Myers Beach, Sanibel Island and Captiva Island! Like baseball? The Minnesota Twins and the Boston Red Sox...

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Featured review

"Clean, comfortable, convenient, quiet, and relaxing!"

I have nothing but positive things to say about my stay - the property/pool is fantastic, the location is quiet and relaxing, and it's very close to excellent food and nightlife! We brought our golf clubs...

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$167
avg per night
Key West House
Sleeps 10, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

The home (also known as Margaux's Hideaway) was built in 1890's, with a farmhouse charm, and porches off of every bedroom. It is light and airy, with gorgeous and comfortable indoor and outdoor living spaces. It's perfect for family gatherings, or just a quiet escape. Each room is sunny...

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Featured review

"Beautifully Appointed Historic Home in Old Town"

I really can't rave enough about this home and the hospitality of the owners. The house is a beautiful historic home in old town that has been lovingly restored. The outdoor living space and the open to...

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$556
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Completely remodeled unit in a quaint, lush courtyard-style community. This condo is furnished and decorated as if it was your 2nd home. High end surfaces throughout the living and bedroom areas, walk in showers with high end finishes, instant water heater for never ending hot showers, fully furnished...

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$275
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

This condo is located in a tropical paradise overlooking the fabulous Florida Bay in idyllic Islamorada in Futura Yacht Club. FYC is a private 70-unit, gated community with a 53-slip marina and accommodations available for that tranquil tropical getaway you've always imagined. This condo offers...

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Featured review

"Location"

We have been searching for a unit in this area and found this. Islamorada has many restaurants, from fast food to white tablecloths, from waterfront dining to sports bars.

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$193
avg per night
Port St. Joe House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Experience the charm of a Florida cottage-style home in the heart of Port St. Joe, just half a block from St. Joe Bay! The fully equipped kitchen has everything you need to prepare your fresh catch, while the spacious patio boasts two ceramic grills, a Blackstone griddle, a fryer/steamer, and a fish cleaning...

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Featured review

"Weekend Getaway"

I can’t say enough about this place! When I first arrived, I found the place clean and well stocked. It was set up perfectly to accommodate my human and fur babies! It was located perfectly close to...

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$171
avg per night
Cape San Blas Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Looking for the perfect beach getaway? This charming, custom-built coastal townhome at Cape San Blas offers the ultimate retreat for families or friends, with enough space to comfortably accommodate up to 6 guests. Located just a short 3-4 minute walk from the pristine, uncrowded Cape San Blas beach,...

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Featured review

"Saved our vacation"

Can't say enough good things about Jeanie and her team. Vrbo screwed us royally and left us halfway to our destination with no place to stay after we received our booking confirmation. My wife scrambled...

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$208
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Beautiful Sanibel Island! We warmly invite you to unwind and enjoy your stay in our charming oasis. Relax on the dock, take a refreshing dip in the private pool, or simply bask in the tranquility of our property. For those seeking adventures, inquire about private fishing charters, island excursions,...

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$429
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous surroundings in a Resort-like atmosphere. Gated Property with Guard ensures your safety at all times! Largest Heated Saltwater Pool in South West Florida! First Floor entrance makes it easy for walkers or wheelchairs. Condo boasts 3 bedrooms and 2 baths. Large Lanai is screened and has an electric...

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$83
avg per night
Bonita Springs House
Sleeps 10, 4 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 4 miles to Bonita Beach Park

Key Amenities

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

About this property

Sunshine in Bonita is in the sought-after Spanish Wells gated community, home to the Spanish Wells Golf and Country Club. With a relaxing pool overlooking the golf course, our 4-bedroom, 3-bath home provides the perfect base to enjoy all that Southwest Florida has to offer! - 3.5 miles to Barefoot Beach...

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Featured review

"Highly Recommend!"

Sunshine in Bonita is a beautiful, spacious, and clean home and pool ideally located in a safe and friendly gated community Bonita Springs, which situated between Fort Meyers and Naples with restaurants...

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$217
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to Mother Ocean!This stunning ocean view condo boasts three bedrooms and two full bathrooms, making it perfect for a family or group of friends. It features modern amenities and coastal decor throughout, providing a comfortable and inviting atmosphere for your stay. The spacious living room...

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$435
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 42 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This exceptional, highly sought-after Arabella II floorplan is a beautifully furnished end-unit condo offering the ultimate in comfort and style! It is the largest floorplan of the Verandas at 1569 sqft. Enjoy spacious living with vaulted ceilings and an abundance of natural light. This exquisite floorplan...

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Featured review

"Relax & Unwind in This Beautiful Punta Gorda Condo with sunrise view"

Perfect getaway we had such a relaxing stay. The sunrise views were incredible each morning. The decor is excellent and the space was so peaceful and relaxing. Amazing host, super responsive and easy to...

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$97
avg per night
Matlacha House
Sleeps 5, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Two Bedroom, 1 1/2 bath house on Matlacha Island in a quiet neighborhood. Fully furnished with an outside shower house and a boat dock. Each bedroom has a TV. Cable and Internet are provided. House is on the water with direct access to the Gulf. Located within walking distance from eating and drinking...

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$200
avg per night
Ramrod Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Beautiful , home on deep water canal in desirable Breezeswept Estates is your private resort for a minimum of 28 days . Heated, saltwater pool adjoins huge ground level great-room with living area, dining area, shower , gas grill, pingpong table and so much more contained in private setting ! 40 ft dock...

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Featured review

"Desiderata"

Very nice pool & dock area. Neighbors very friendly. Downstairs area very nice for socializing near pool area. House was comfy for family with adults & children. A great location for restaurants...

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$300
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

## Waterfront Retreat in Punta Gorda IslesExperience coastal living at its finest in this beautifully appointed **canal-front home** with quick sailboat access to Charlotte Harbor. Wake up to **sparkling water views** and enjoy spectacular Florida sunsets from your private lanai.### Features...

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$257
avg per night
Naples House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

FAMILY REUNION TIME!!!!! HUGE POOL & WALKING DISTANCE TO VANDERBILT BEACH!!!!!! HAVING A FAMILY REUNION IN SUNNY NAPLES THEN OUR HOME IS THE PERFECT VACATION GET AWAY !!! SHORT TERM, LONG TERM,VACATION,SEASONAL, ANNUAL,CORPORATE RENTAL 5 STAR SPACIOUS HOMESPRING AND SUMMER CHECK OUT SPECIAL...

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$204
avg per night
Key West Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Welcome to Key West Getaway in Old Town!In the heart of Old Town, Southard Square Condominiums is an award-winning condo development with stunning gardens, a clubhouse with changing rooms/baths, seating area, kitchenette and one of the largest private community swimming pools in Key West. Staying...

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Featured review

"Beautiful home"

Thank you for you help in researching a vacation rental . We love key west an we will be inquiring with you in the future

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$300
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 1 bathroom
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your Panama City Beach retreat at Gulf Highlands Resort, where relaxation meets convenience. This bright and coastal townhome offers the perfect blend of comfort, style, and resort amenities — just a short stroll from the sugar-white sands and turquoise waters of the Gulf!LISTING...

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$190
avg per night
Dunedin House
Sleeps 4, 2 bedrooms, 1 bathroom
2 reviews

Key Amenities

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

About this property

Charming Mediterranean style home just south of downtown Dunedin. One home away from the 37 mile Pinellas trail. Walk into downtown Dunedin on the trail. Toronto BlueJays Stadium just 4 blocks away off the trail. About 4 blocks to the water for great sunsets.Our home is about 850 square feet with 2 bedrooms...

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Featured review

"Beautiful house in great location"

We loved our stay here. The house was located close to Dunedin and TD ballpark, both accessible from the Pinellas trail a few steps away. Inside was very clean and stocked with utensils, towels, etc....

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$175
avg per night
Key Largo Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

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

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Featured review

"Great stay"

The place was absolutely beautiful. Norm did a great job he did everything we asked of him and more!! I’d recommend this place for anybody.

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$505
avg per night
Davenport Condo
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to our beautiful luxury condo. This prime location places you minutes to Disney Theme Parks, Universal Theme Parks, shopping plazas, upscale and casual dining, golf and major highways like I-4 and 429, with Orlando International Airport is 30 minutes away. The condo has tastefully designed furnishings...

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Featured review

"Updated condo right on the pool"

This is our fifth year staying in this complex and this unit was the nicest unit we have stayed in. The updated to the kitchen and living space make this the nicest unit I have seen or stayed in this complex....

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$186
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to St. Pete Beach

Key Amenities

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

About this property

Unbeatable location with self check in. Beautiful condo perfect for a beach vacation. Sleeps four in two queen size beds. View of beautiful golf course from private patio. Access to beautiful pools and spas. Community is linked to miles & miles of paved biking trails. Only a five minute drive or 30...

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Featured review

"Beyond Gorgeous"

We had an absolutely wonderful stay at this condo! From the moment we walked in, we were impressed by how spacious and beautifully maintained it was. There was more than enough room for everyone to spread...

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$164
avg per night
Special Offer
Panama City Beach Condo
Sleeps 5, 1 bedroom, 1.5 bathrooms
42 reviews

Key Amenities

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

About this property

Free Beach Chairs valued at $70 per day will be provided!An ultra nice & beautiful beach front condo for rent by owner with the discounted owner's rates. each condo is one-bedroom, one-and-a-half-bath condo is located in The Summit on the center of the building, just above the pools. The...

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Featured review

"nice place"

The condo is renovated with a full kitchen, large balcony, washer/dryer and million-dollar views. Susan is very nice and easy to work with; she will go beyond to help you to have a perfect vacation. The...

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$240
avg per night
Marco Island Townhome
Sleeps 5, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

SPECIALS:MINIMUM 2 WEEK RENTALSAPRIL 2026: $4500 + tax & cleaning feeNO PETS (AS PER SAND STAR VILLAS RULES)DESCRIPTION:Unwind and retreat at this newly re-decorated Marco Island home at Sand Star Villas, outfitted with thoughtful details for every traveler and conveniently located...

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Featured review

"Marco Island vacation!"

My wife and I loved our Marco stay!! The condo is in excellent shape and nicely furnished! It had all of the amenities for the beach, pool and dining in. Matt was very attentive to our questions and easy...

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Special Offer
Dunedin Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Available May 1-30 2026. Discount available for 6 month lease July - December and/or Nov-April If property is booked please consider our other property #13186.LOCATION!! This beautiful waterfront condominium community is the prime location of Dunedin. Dolphin Pointe is located on the Dunedin Causeway/Beach...

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Featured review

"Unit 206 Dolphin point stay"

I recently stayed at Kristin Savages condo at Dolphin Point in Dunedin Florida. Everything was above and beyond what we expected. Kristin was very accessible to us. The location was great. The condo was...

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$85
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Beautiful 2 bedroom, 2 bath condo at Hidden Lakes with views of the lake and fountain. You can sit on the lanai and listen to the sound of water or take a short walk to the heated pool, hot tub, gym, library, or steam room. Our condo is decorated to give you the feel of staying on the beach, but you are...

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Featured review

"Peaceful & Relaxing"

A Very spacious unit with a well equipped kitchen. The condo location is close to Downtown Sarasota events and activities. A perfect laid back condo atmosphere where you can fish in the Bayou or just...

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$70
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 14 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This inviting 3-bed/2-bath saltwater pool home is perfectly situated on a boating canal, offering the quintessential Florida experience. Enjoy your private, sparkling saltwater pool or effortless access to the waterways for your next warm-weather adventure. Inside, you’ll find a fully equipped kitchen...

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Featured review

"Wonderful location for peaceful, relaxing, enjoyable vacation!"

I so enjoyed my stay at this lovely home. The home was clean, and well equipped with a pool and lanai, a dock for morning coffee or afternoon entertaining. Anything you might need personally is nearby....

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$154
avg per night
Cape San Blas House
Sleeps 18, 5 bedrooms, 5.5 bathrooms
2 reviews

Key Amenities

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

About this property

Make It Sweet is a new construction custom home steps from the private community boardwalk to the beach. Our home was built for large groups or extended families to enjoy. The house sleeps 18, featuring 3 King Suites, a handicap accessible Queen Suite and a bunk room for 10. There are two living spaces,...

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Featured review

"Best Stay in Cape San Blas!"

We just returned from our Make It Sweet stay and I can’t say enough about this luxurious house. Jennifer and her husband (sorry, forgot your name) have thought of everything! The modern amenities like...

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$1,040
avg per night
Bonita Springs Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Relax on the beach, or on your own private lanai and watch the dolphins play and the manatees float by. Gaze in amazement as the majestic pelicans dive for their dinner. Fish right from the beach or from our community fishing pier on the bay. Located on a quiet cul-de-sac, this condo is exceptional and...

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Featured review

"Amazing Beach Front Condo"

Everything about this condo on the beach is perfect. Overlooks the best beach in Florida with amazing sunsets and dolphins front and center from the screened-in lanai. Brand new and very comfortable decor...

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$138
avg per night
Last Minute Deal
Redington Shores House
Sleeps 6, 2 bedrooms, 1 bathroom
20 reviews

Distance to beach: 80 feet to Redington Shores Beach Access

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Come and enjoy our newly remodeled rental . The house is just steps away from the beach..... over the walkway you will be able to enjoy miles of sun and sand! There are two bedrooms (queen and full size with pull out, will sleep 4-6 comfortably). One bathroom with spacious walk-in shower. Kitchen has...

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Featured review

"Great family friendly condo, just steps from the beach!"

This was our second stay at this lovely condo, and we highly recommend it! Our hostess, Marisa, made certain our every need was met at her lovely, recently remodeled home. The condo was spotless, and...

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$225
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

"Oh Happy Day" offers a perfect blend of comfort, convenience, and beachside charm, making it an ideal spot to relax and enjoy our condo on the beach. The upgraded WiFi and amenities like pools, hot tubs, and a beachfront setting definitely enhance the experience. Being near restaurants and...

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$376
avg per night
Indian Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

3 Bdrm. 2 Bath. Pool. Amazing views. Ph. four one six - six four eight - four six seven three.This oceanfront newly renovated 3 bedroom/2 bath spacious 3rd floor unit overlooking the Gulf of Mexico with breathtaking views, sandy beach, wide balcony with access from living room, master bdrm. The...

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Featured review

"Great experience"

Condo was spacious and had most amenities needed. Pool was great, got a little busy towards the weekend, but never a problem finding a spot. Views were beautiful. Got to see the sunset and other side...

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$219
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a quiet ranch-style condo with nobody above or below. The remodelled tropical oasis boasts vaulted ceilings in family room and dinette. A kitchen with new stainless appliances and granite counters. A split floor plan with two bedrooms and two baths plus an in-unit laundry. There is a covered entry...

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$87
avg per night
Palm Beach Gardens Condo
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

May-October $4500 a month special or $1250 a week.Modern and bright, 3 bedroom 2 bath, 2nd floor corner unit in the heart of PGA National, perfect for families, friends or teammates to enjoy. The community is located on a nature preserve with walking trails, parks & golf views. Centrally located...

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$160
avg per night
Key Largo Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 100 feet to On Site

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This recently remodeled and upgraded, this 2 bedroom, 2 bathroom, Ocean Front Condo has spectacular Ocean, Marina, Beach & Park views from the Living Room, Dining Room, Kitchen, Master Bedroom, Balcony and even the master bathroom.THIS CONDO IS CLEANED & SANITIZED TO THE NEW CDC STANDARDS.Included...

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Featured review

"Amazing!"

This condo was perfect for our family of 4. We have two 21 year old daughters, we came to celebrate their birthday. The condo was spacious and had plenty of room for all of us. The kitchen was well stocked...

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$294
avg per night
Marco Island Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 0.5 miles to Resident's Beach

Key Amenities

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

About this property

This beautiful Beachfront townhouse with large windows on both floors facing the beach has 2 bedrooms, 2 ½ baths and is fully equipped. There is a 2 month minimum but if you do 3 months we will lower the price to $14000/month! It’s on the 14th and 15th (Penthouse Floor) facing the Gulf of...

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Featured review

"Crescent beach condo review"

This is a beautiful spacious condo but the best thing are the views. You can sit on the balcony every night and watch the sunset. The complex itself is very well maintained and everyone is very friendly....

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$333
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.