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Florida Snowbird Vacation Rentals

(3291 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.

Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Paradise is not lost. Beachplace is a private gated Gulf front community with 24 hour security located on the famous Longboat Key. Steps away from the longest stretch of private beach on Longboat Key and located on 30 acres of manicured grounds, Beachplace is one of the island’s most beautiful...

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$334
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Summer Cove on Siesta Key is life at its finest. This gated community on Little Sarasota Bay offers a spacious 2 bedroom, 2 1/2 bath unit of luxury with the sophistication and conveniences of the finest resort located on the Key within minutes to the #1 beach in the US - Siesta Key Beach. The unit is...

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$267
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 6 miles to Vanderbilt Beach

Key Amenities

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

About this property

Newly furnished second floor end-unit condo with beautiful Eastern Exposure lake view!Located in gated Huntington Lakes with tennis, bocce, full gym & sauna. This safe, quiet neighborhood is extremely social with complimentary tennis lessons, parties, and other social events all season long....

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Featured review

"Perfect condo in great neighborhood"

The condo we rented for February and March 2026 was perfect for our stay in Naples. It is tastefully decorated and very comfortable. We enjoyed our pool time and also sitting on the lanai watching the ducks...

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$127
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

#1 Island Hideaway Vacation Rental is an ideal home away from home and perfect vacation spot. We have 6 separate units that are available for rent on a weekly, or monthly basis. Two-bedroom two-bathroom suite, 3 – two bedroom one bathrooms and 3- one bedroom one-bathroom suites.Whatever your...

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Featured review

"Winter Escape"

Very nice comfortable condo. Large living area with kitchen and dining room. King size beds are very comfortable. The beach is just a short walk across the street. Located on a nice quiet street away...

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$264
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
32 reviews

Distance to beach: 0.1 miles to Frangista Beach

Key Amenities

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

About this property

2 Bed, 2 Bath, Pool, Hot tub, Free Beach Service & 2 gig wifiThis is a non-smoking and no pets condo. In addition, the Condo complex has a minimum renting age of 25 years old.5 Night minimum stayNO CLEANING FEESEmerald Waters 308 is a 3rd floor, two-bedroom, two-bath family friendly...

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Featured review

"We will be repeat renters"

Condo was very clean and the kitchen had anything you might need. Great location with a short walk to the beach. Mike, the owner , was very responsive to text and calls. We had a storm knock out the A/C...

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$199
avg per night

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Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 14 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our penthouse condo is located in Sarasota (Manatee County), Florida within the Palm Aire residential condominium community at Palm Aire at DeSoto Lakes, Inc., Golf Side. It is uniquely situated on the top floor of the only 4-story building erected within the Golf Side community. Directly across from...

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Featured review

"Relaxing established neighborhood"

Condo was very comfortable for 2 people. If you don’t mind a queen size bed. Great view of golf course off back glassed in sitting area. Though this unit doesn't come with golf privileges. It is very...

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$115
avg per night
Miami Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This is the owners' Joy and Pride. Large renovated 2 bedrooms, 2 baths apt at the Seacoast Condominium 51st and Collins. Grand lobby, huge gym, oceanfront pool deck, fantastic beach, beach walk & more. Rotunda Balcony offers Bay and Ocean views. Master bedroom has One King bed, 1 Queen Sofa...

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$267
avg per night
Key Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Play all day in Key Largo! If you like fishing, snorkeling, diving, kayaking, paddle boarding, wakeboarding, and nature, you can do it all here at Easy Livin’! Bayfront home on open water with dock and small private ramp. Love fishing? House is close to Flats, Backcountry, Reefs and Offshore. Dock...

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Featured review

"Amazing Stay at Easy Livin"

We had the best vacation at Easy Livin- everything was absolutely perfect, the house and location were great. My son enjoyed fishing on the dock as much as on our boat, as well as the paddle boat, kayaks...

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$375
avg per night
Last Minute Deal
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Our condo is located at Majestic Beach Tower 1 on the 9th floor. It is in a prime area of Panama City Beach at a walking distance to Walmart and several restaurants. Our 1,187 sq. ft condo has 3 bedrooms and 2 bathrooms. The oceanfront master bedroom has a king size bed, large walk-in closed and...

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Featured review

"Wonderful family vacation!"

This Canadian family really enjoyed escaping the cold temperatures for our school holidays. The forecast was low 20s (celcius) so I was worried that it wouldn't be very warm on the beach but I was wrong...

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$153
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Our Aqua Pelican #303 condo offers the perfect blend of luxury and relaxation for a beach vacation at Destin West Beach & Bay Resort! With amenities like pools, hot tubs, a lazy river, and bay water access, there's plenty to enjoy without even leaving the resort. Access the dedicated beach via...

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Featured review

"Relaxing Condo with Prompt Service!"

This was our first visit to Destin and we loved the beach, condo and Destin West environment. The condo had almost everything we needed - except ice. The cleaning service did not leave the beach towels...

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$245
avg per night
Destin Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to our "Happy Place". When we first came to Destin, many years ago, we fell in love with it, as we are sure, you will too. Unit 10E , second floor unit, had a complete renovation in January 2019. Sleeping 8 we have the master bedroom with a King bed, remote control ceiling fan and...

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Featured review

"Home away from home."

Destin sites, beach walk, and backyard are a part of this comfortable space. There is plenty of room for family upstairs and down. Newness was a treat and enticed visitors to keep it shiny and clean....

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$264
avg per night
Santa Rosa Beach House
Sleeps 8, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Blue Mountain Beach

Key Amenities

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

About this property

Welcome to Blue Beach Door 30A, a bright and comfortable single‑family home in Santa Rosa Beach just minutes from the emerald Gulf and powder‑soft sand. This home is ideal for families, couples, friends, and snowbirds, with a king primary suite, additional guest sleeping space, bunk area, and a sleeper...

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$259
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Situated on the Sarasota Intercoastal Waterway just South of the Stickney Point Bridge on the mainland, our 2 bedroom, 2 bathroom with Bonus room awaits you! Park your boat right outside your door with the 36 ft. boat slip that comes with this property! Conveniently located within walking distance...

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Featured review

"Siesta Beauty!"

The location is amazing, the condo is beautiful and the owner is awesome. The beach is a short 10 min walk, as well as numerous restaurants/bars and coastal shops. There are a couple of different free...

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$150
avg per night
Fort Pierce Condo
Sleeps 3, 1 bedroom, 1 bathroom
10 reviews

Distance to beach: 1 miles to Ocean Village

Key Amenities

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

About this property

The totally renovated main pool is open! The restaurant and Tiki bar are open for your enjoyment.Our totally updated condo is located in a 24 hour security gated community. Upon your arrival, you will be greeted with beautifully groomed grounds and a myriad of amenities to provide you with a wonderful...

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Featured review

"Ocean Village gem"

Lovely one bedroom condo with a view of a small fountain close to pools and tiki bar only steps away from the ocean lots of amenities such as golfing, tennis pickle ball, bocce ball, and white sand beaches....

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$85
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

***The monthly rental rate shown includes EVERYTHING (cleaning, 13% taxes) except the one-time $150 Condo Rental Application Fee ***This beautiful first floor, end unit condo is just steps away from the community pool and less than 20 minutes from the beaches of Venice. You will love the many activities...

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Featured review

"Beautiful peaceful condo"

This condo is so clean and well stocked with everything you need. The decor is so beachy!. Beth has a decorating nack!. Actually i'm still here enjoying the rest of my month! The pool,people and activities...

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$77
avg per night
Jensen Beach Townhome
Sleeps 8, 4 bedrooms, 4 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to paradise! Our townhome is located in the private enclave of Ocean Bay Villas on South Hutchinson Island/Jensen Beach. All homes at OBV are equipped with-in unit elevators to reach 3 floors with ease, clubhouse access with gym and pool, and steps to a private beach entrance path to paradise....

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Featured review

"Great Experience"

We had an absolutely fantastic stay at Audra and Brian beautiful home! From the moment we arrived, they were exceptional hosts—warm, welcoming, and attentive to every detail. Their home is not only spotless...

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$250
avg per night
Dunedin Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available May 1 - 31st. Discount available for long term lease starting August 2026 (If property is booked please consider our other property in the same building #18195) LOCATION! This beautiful waterfront condo community is in the prime location for you to enjoy your stay! Located on the Dunedin...

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Featured review

"Dolphins Point Rocks!"

Kristine and John have been among the kindest and most attentive landlords. Ever! Their unit is comfortable, modern, and bright. Available for us to use we’re also teo kayaks and two brand new bikes....

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$101
avg per night
New
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 14 miles to Manasota Key Beach

Key Amenities

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

About this property

Thoughtfully curated with a clean, calming coastal design, this boutique-style retreat was created for guests who want comfort, style, and a healthier living environment while enjoying the Florida lifestyle. Enjoy: • Peaceful golf course views from the private screened lanai • Bright open-concept...

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$114
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A recent review (December 2025 stay):"Rented this sight unseen and were very happy with the condo. Very central location, convenient amenities, clean with very nice people for neighbors. We are waiting for the paper work to rent it next December."Fully renovated, fully furnished 2BR/2BA...

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Featured review

"Rented this sight unseen and were very happy with the condo"

Very central location, convenient amenities, clean with very nice people for neighbors. We are waiting for the paper work to rent it next December.

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$58
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.5 miles to Fort Myers Beach

Key Amenities

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

About this property

Amazing Sunsets from our Penthouse 2-bed/2 bath condo on top 6th floor on Fort Myers Beach situated along a canal overlooking boats & beautiful ocean sunsets.Our property features a king bed in master suite along with a desk for your laptop and a chest of drawers and 2 nightstands each with...

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Featured review

"Wonderful stay in a very comfortable condo"

We stayed in January and February 2026 in Kim and Joe's very comfortable and well decorated Hibiscus Pointe condo. The layout works very well, has a washer & dryer right in the unit and has very confortable...

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$286
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
Palm Coast Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
5 reviews

Distance to beach: 100 yards to Our beach is

Key Amenities

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

About this property

Come visit our beautiful ocean front condominium, right on the ocean! Spectacular ocean views. The large glass living room doors open to an ocean front balcony.Wake to the ocean each morning with view from oceanfront windows. The large main bedroom suite includes a large walk-in closet, accessory...

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Featured review

"Serene"

We stayed at this condo the month of January. The condo was amazing! Extremely clean and well stocked. Beautiful views from the balcony of the ocean, where we saw dolphins several times. We watched the...

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$167
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your home away from home! This spacious and beautifully furnished 2-bedroom, 2-bathroom condo at the Eleven Hundred Club comfortably sleeps up to 4 guests, offering a perfect blend of comfort and convenience for your long-term Naples getaway. The primary bedroom features a luxurious king-size...

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$267
avg per night
Panama City Beach House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

BYOB - Bring Your Own Boat! Our darling High Tide beach cottage was recently rebuilt from the ground up; no detail was spared. This sweet home is a short walk to dedicated beach access #12 and nestled smack in the heart of every attraction a visitor seeks on the infamous Thomas Drive, like the SeaScreamer,...

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$160
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
Cape Coral House
Sleeps 7, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Stylish 3-BR, pet-friendly Cape Coral getaway on a serene freshwater canal. Sleeps 7. Your private oasis features a south-facing heated pool, tiki hut, and a fenced dog run. Perfect for families seeking a relaxing Florida vacation with modern amenities like a pool table, dedicated workspace, and high-speed...

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Featured review

"The perfect family getaway!"

We truly loved our stay at The Blue Palm Escape! It was the perfect home for our family and had everything we could have needed to make our vacation comfortable and relaxing. The kids absolutely loved the...

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$183
avg per night
Daytona Beach Shores House
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

This stunning property is under new ownership. You will have the most incredible views of the Atlantic Ocean. This is truly the most perfect place to start your day watching the sunrise over the ocean. We are available for rentals . All linens, towels, bedding, kitchen equipment is brand new. No attention...

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Featured review

"Great beach condo!"

This unit is in a great location! The kitchen is well stocked with everything you need, beds are comfortable, plenty of towels, etc. But,,the best thing is the view!! It is amazing! Saw amazing sunrise...

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$205
avg per night
Daytona Beach Shores House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • WiFi

About this property

SALIDA DEL SOL The name means "Rising of the Sun" and was derived from the breathtaking sunrises you can experience daily from this luxurious Oceanfront Building! Each 2200 + sq.ft. condo features expansive wraparound balconies where you can relax while listening to the waves and enjoy the...

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$187
avg per night
Iona Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Fort Myers Beach

Key Amenities

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

About this property

Escape to our 2-bedroom coastal retreat in Iona (Fort Myers), Florida — the perfect home base for a sunny getaway. Enjoy access to a heated community pool, plus a private beach area and marina just steps away. Inside, you’ll find modern comforts, a fully equipped kitchen, and a bright, relaxing...

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Featured review

"Amazing spot"

We stayed in February and we had an amazing stay. The condo is clean and well decorated. Wilson has all the extra things you may need for the beach that most don’t think about. The area has many great...

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$125
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 2 bathrooms
1 review

Key Amenities

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

About this property

Calypso WEST Tower TWO Beach Front 2-2103 w/Beach Chair.25% less than you from our VRBO#114529 if you direct with owner Tony, text six78-four63-two246 for Q&A and a quote better than VRBOIt’s a beach front condo with one bedroom two full bathrooms.**Our cleaning crews do...

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Featured review

"Great Stay"

Tony was easy to communicate with and quick to respond. He sent information ahead of time so that I was able to print the parking pass before arriving.The condo was as pictured and described. The bed...

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$156
avg per night
Fort Walton Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Waterscape unit A533, a two bedroom with 2.5 bath condo located on the fifth floor. This condo is designed with modern coastal decor, and the floor plan was laid out with comfort in mind. Each bedroom has an ensuite bathroom, and the bunk alcove has use of the half bath nearby. The floor-to-ceiling...

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$92
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

500 Block Location!! A TOTAL REMODEL OF THIS HOME HAS JUST BEEN COMPLETED - (all floors, kitchen, baths, doors, closet organizers, etc and pool patio enlarged and freshly painted inside and out) - don't wait to book this home especially in this desirable location. . . . Heated pool, fully fenced...

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Featured review

"We really enjoyed our stay at Last Mango!!!"

We absolutely loved the house, the pool, the bikes, and the location. There was plenty of room for the four of us and the pool was heated just right. We were close to the beach, shopping, and dining. Ellie...

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$213
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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$201
avg per night
Hallandale Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

*Available September 2026* Completely upgraded beach unit with amazing views of the ocean in this 2 bedroom condo. This unit features marble floors, upgraded white kitchen and bathrooms. Very well maintained and fully equipped. King in main bedroom and 2 doubles in bedroom 2. Washer and dryer in unit....

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$202
avg per night
Hollywood Bungalow
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Beautifully renovated 4-bedroom, 3-bathroom home located in a quiet, family-friendly neighbourhood. This spacious property features modern finishes throughout, including an updated kitchen and bathrooms, with plenty of natural light.Enjoy the convenience of being just a 3-minute drive to the beach...

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

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • 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

"Beautifully decorated comfortable and right on the golf course"

So happy with the place- furnishings are contemporary and clean and comfortable - right on the golf course and within walking distance to one of the many pools. Owner Leslie is approachable and helpful-we...

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$101
avg per night
Panama City Beach Condo
Sleeps 7, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

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

About this property

Changes in Attitude — Top-Floor Beachfront Loft with Gulf Views in Panama City Beach (Sleeps 7)Welcome to Changes in Attitude — a fully renovated top-floor beachfront loft with private Gulf views, a balcony overlooking the beach, and direct access to the sugar-white sands of Panama City...

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Featured review

"Great stay"

Our stay was absolutely the best honey! everything within walking distance, our car didn’t move until the day we left. The weather was perfect. The beach was so nice and clean. The condo was perfect for...

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$264
avg per night
New
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Remodeled 2-bedroom, 2-bath 8th Floor Bay Harbor Club condo facing Gulfside with beautiful sunsets.Welcome to your Island Sunset Retreat at this beautifully appointed 2-bedroom, 2-bath condo in Bonita Beach, offering gorgeous gulf and sunset views from the lanai, living area and primary bedroom. Step...

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$267
avg per night
Vero Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Luxury Beachside Retreat • Heated Pool • Walk to Beach • Seasonal Stays Welcome Villa Maris – Your Coastal Winter Retreat on the Barrier IslandNestled in a quiet, lush neighborhood on the barrier island, Villa Maris offers the perfect blend of luxury, comfort, and coastal charm....

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$286
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Immaculate Spacious Florida Home • Located on a premier quiet residential street in Port Charlotte, approximately 6-7 minute drive to the main shopping area and mall. • Pool & Deck area with a Southern Exposure • Three bedroom two bath home. (1 bathroom is a...

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Featured review

"Excellent Experience!"

We couldn't have asked for a better experience as first-time snowbirds! We thoroughly enjoyed everything about our stay in Steve's Port Charlotte home. The home is conveniently located in a quiet and friendly...

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$146
avg per night
Longboat Key Villa
Sleeps 5, 2 bedrooms, 1 bathroom
3 reviews

Distance to beach: 500 yards to Gulf of Mexico

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Little Palm on the bay in Longboat Key, Florida, a place to go when you want to relax and enjoy! Sunbathing, fishing, and boating right at your backdoor with the beach and pool only a short walk away!  BOATERS, you can bring your boat or rent a boat to be available right out your back door. Don’t...

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Featured review

"Adorable Cottage perfect for a winter break."

We had a wonderful month stay at Little Palm and truly enjoyed our time there. The location was a huge win for us. It was easy to walk to restaurants and the park, and just a quick bike ride to the beach,...

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$147
avg per night
Islamorada House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Paradise Palms!Located on a cul-de-sac in the charming city of Islamorada, this beautifully- appointed five-bedroom, four and a half-bath home serves as an excellent setting for your tropical getaway. Ideally located in Islamorada on Lower Matecumbe Key, you will have convenient access...

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$526
avg per night
Ponce Inlet House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Lighthouse Shores – Monthly Oceanfront Rental in Ponce Inlet!Escape to paradise in this 2-bedroom, 2-bathroom oceanfront condo at Lighthouse Shores in beautiful Ponce Inlet! Located on the no-drive beach, this spacious retreat sleeps 6 and is perfect for a relaxing extended stay.Spacious...

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$150
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 0.8 miles to Fort Zachary Taylor State Park and Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Due to a change in licensing we are only available for monthly rentals. However I will consider offering a last minute deal pay for 3 and stay for 4. Please contact me directly.Here in Key West we believe in One Human Family where everyone is welcome and treated like family.Our condo has always...

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Featured review

"KWTrip"

Top notch place in great location. Very clean. Would definitely stay in this unit again sometime in the future.

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$350
avg per night
Marco Island Villa
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to winterberry, south end

Key Amenities

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

About this property

Bring the whole family to this great place with lots of room for fun. No car needed, one of the closest house to the beach in Marco Island, very large four bedrooms three baths villa on the south end of the Marco Island. An oversized open den with pool table provides space for entertaining, a media area,...

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$455
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Property #24057 - silverThree bdr 2 bath and 2 car garage Open floor plan very comfortable 1657 sq ft Walking distance to shopping, restaurants, gym, and Brownwood Paddock Square. Location wise, it does not get any better.

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

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Relax & Unwind in Our Modern Golf & Sunset View CondoWelcome to your getaway at Heritage Landing! This stylish 4th-floor condo (with elevator access) blends comfort, convenience, and stunning views—perfect for relaxation, golfing, or simply soaking in Florida sunsets.Sleep in ComfortMaster...

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$100
avg per night
Last Minute Deal
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
30 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

"Just book it!!"

We just got home from the Octopus Garden, and I am so sad to be home because we had such an incredible time! We scheduled very last minute (it was a mom/teenager-daughter trip), and Virginia spent so much...

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$546
avg per night
Islamorada Apartment
Sleeps 2, 1 bedroom, 1 bathroom
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

The apartment is in a house on the canal and across from the beach with beach access. It is situated on the ground floor of a two storey Keys house where you would be the only residents. All the amenities would be yours and you would have space, tranquility and privacy in the tropically planted landscape....

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Featured review

"Perfect rental for one couple"

This is the perfect apartment for one couple. Wonderful location on the oceanside with ocean views across the street. Has a great dock for your boat with great ocean access. Fish cleaning table is under...

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$150
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms
18 reviews

Distance to beach: 2 miles to Siesta Key Beach / Cresant Beach

Key Amenities

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

About this property

Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! Your Rental Fee includes the following (Rent, Cleaning Fee, Florida 12% taxes, Cable, Water & Utilities). Pet Fee additional to rental fee. NO Owners or Service Fees, ever.Be...

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Featured review

"Awesome location, close to everything a vacation needs"

Amazing home, awesome location just outside of Siesta Keys yet in a quiet and quaint subdivision in Gulf Gate.We stayed all of Feb 2026 and enjoyed every day there – wished we could’ve stayed longer. The...

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$109
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.