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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.

Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to Sea La Vie, a stunning 4-bed, 3-bath waterfront home in Cape Coral for 8 guests. Just a 5-min walk to Cape Harbour, this 2,300 sq ft retreat features a heated pool, outdoor TV, and chef's kitchen. Perfect for family vacations, it offers modern elegance and cozy comfort with two living areas....

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$202
avg per night
Special Offer
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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$104
avg per night
Destin Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Sterling Shores is a fantastic vacation destination next to The Back Porch and central to all of Destin’s activities. 2 BR/2 BA fully furnished 3rd floor condominium featuring neutral grays, coastal decor and pops of natural colors throughout. WOOD PLANK FLOORING. Washer and dryer in unit. Master...

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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
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

ACCESSIBLE HEATED( Brand New Electric Heater) POOL HOME ON A CORNER LOT! Recently purchased to add to our Jays Getaways in SE Cape Coral! Available now for 2026 Season! Welcome to this thoughtfully designed accessible heated pool home with a fenced in yard for your four legged friends. Located in Cape...

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Featured review

"Jay’s Getaway"

I would highly recommend Jay’s Getaway! The hosts, Jay and Allison were very responsive. The house had everything we needed and its in a great friendly neighborhood. The pool was amazing. We spent most...

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$170
avg per night

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Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to Tiffany Place 205 on beautiful Holmes Beach on Anna Maria Island! This spacious 2 bedroom, 2 full bath condo has been totally remodeled in a coastal inspired décor, is meticulously clean and well organized and has everything you need to enjoy your vacation directly on the beach.Tiffany...

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$259
avg per night
Tavernier House
Sleeps 12, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Captain's Quarters! Located on Plantation Key (Mile Marker 90), this beautifully updated five bedroom and four bathroom canal-front home offers a resort-like experience.The main living area, located on the second floor, features three bedrooms and two full bathrooms. The open-concept...

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$463
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Relax and enjoy the intimate beachfront surroundings of your very own “Paradise Found”! You'll be so happy you found this lovely condo!Unwind in our spacious, immaculately maintained, and recently updated condo located directly on the Gulf of Mexico on scenic and peaceful Okaloosa...

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Featured review

"Will return soon!"

Thank you for letting us enjoy your place. The porch and view of the unlimited dolphins swimming by was the hightlight of all of our trip! The court, pool, easy access to the beach, beach chairs/toys/towels/noodles/rafts...

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$536
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This condo is available for lease as of 06/20/2026 to 11/20/2026 at $2900 per month, which is about $96.00 per day!!!!!. Great price, walking distance to the beach and Venation village. Hurry, this unit will not last long!!! Contact owner and book this beautiful place . Life is good on "Paradise...

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$150
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 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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$288
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
18 reviews

Key Amenities

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

About this property

Town of Fort Myers Beach STR # 20-0047.WE ARE FULLY RECOVERED FROM HURRICANE IAN!Our condo is located on beautiful Fort Myers Beach at 2580 Estero Blvd. Unit 205. The condo overlooks the pool and beach and provides wonderful views of the gorgeous sunsets that Fort Myers Beach is known for. It...

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Featured review

"Sand Caper"

Recovering nicely from hurricane damage. First floor construction did not affect us on the 4th floor. Condo clean and inviting with lovely beach and gulf views. Problems were dealt with quickly and efficiently.....

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$204
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

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

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Featured review

"Excellent! Wonderful time, great location."

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

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$250
avg per night
Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.0 miles to Indian Shores

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

You'll never vacation in a hotel room again after staying in a spacious condo with all the comforts of home. Bring the whole family or share with another couple this 3rd floor 1100 sq. ft. condo. This is a 3rd floor unit of a 4 story building. Although the unit does not face the ocean, you simply...

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Featured review

"Wonderful beach stay!"

What an absolute beautiful time staying at Unit 101 at Holiday Villas 2. The room was clean, had everything we needed for our week stay. Ned’s were comfy and the living space was perfect for the 6 of...

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$294
avg per night
Key Largo Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Experience the relaxed lifestyle of the Florida Keys. CLEANED AND SANITIZED TO THE NEW CDC STANDARDS. 3 Bedrooms + Loft, 2 Baths, Sleeps up to 8 comfortably. There are 2 large bedrooms on the 3rd floor, each with queen size beds. The first floor bedroom is small with 2 bunk beds. The 4th floor loft...

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Featured review

"Bit chaotic but overall very nice"

Property is very nice, we liked it lots. Resort is laid back & has lots of activities. I haven't done a resort holiday before so it was pleasant surprise to have free access to equipment like kayaks,...

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$326
avg per night
Cape San Blas House
Sleeps 12, 4 bedrooms, 5 bathrooms
2 reviews

Distance to beach: 0.3 miles to Cape Palms Park

Key Amenities

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

About this property

Welcome to Belle On The Bay, our exquisite sister property to Amelia By The Bay, offering guests a serene retreat on the tranquil waters of St. Joseph Bay. Situated at the sought-after north end of Cape San Blas, this prime location provides convenient access to the area's premier attractions.Property...

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Featured review

"Wonderful home on the bay!"

The property was fantastic! It was spotless clean and very, very well equipped with everything we needed. Our grandsons really enjoyed the paddle boards and kayaks also, fishing and crabbing from the dock....

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$755
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 26 miles to Englewood Beach

Key Amenities

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

About this property

This beautiful Herritage Landing Golf and Country club 3 bedroom, 2 full bath condo has it all! Golf membership transfer, resort style pool and tikki bar with Hot tub plus a Fitness center with sauna and Spa. The amenities do not end there. 4 other pools convieniently located through out the community...

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Featured review

"Great location"

Very nice condo located across from neighborhood pool. Owner responded quickly when we had a question.

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$133
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
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
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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$137
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
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

SW Cape Coral 3 Beds 2 Bath - Heated Pool and Hot Tub - near Cape Harbour. One of the most popular areas in Cape Coral, as far as vacation homes go, is the SW part of town below Cape Coral Pkwy, and that is where you will find this beautiful home. When renting this home, you rent a piece of this paradise....

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$175
avg per night
Citrus Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 12 miles to Crystal River

Key Amenities

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

About this property

Experience sunny Citrus Springs in our dog-friendly retreat, perfect for families and nature enthusiasts. Our 3-bedroom home boasts a well-equipped kitchen, heated pool and close proximity to Rainbow Springs, Blue Run Park, and Withlacoochee Trail. Festive activities flourish around major holidays. Your...

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Featured review

"First snowbird experience"

Nice house & quiet area. The landlord is fantastic - checks to make sure things are okay and if you need anything - have already booked for next year!!!

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$139
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Escape to captivating Marco Island and enjoy all of the comforts of home in this lush, tropical setting. Our 2 bed, 2 bath condo has been completely renovated and beautifully decorated . The living room and both bedrooms enjoy breathtaking views of the white sand beach and the stunning Gulf of Mexico....

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Featured review

"I Loved My Stay"

We had an absolutely fantastic stay at this condo at 140 Sea View Court on Marco Island, Florida! From the moment we arrived, everything exceeded our expectations.The location is unbeatable — just...

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$183
avg per night
Pensacola Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Enjoy the emerald coast white sand beaches while staying in this luxury condo. The condo offers breath taking views with floor to ceiling windows and doors. Each bedroom offers its own full bath. Relax on the wrap-around balcony taking in the panoramic beach and island views in all directions. Wake up...

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Featured review

"Best place ever"

Can’t recommend this place enough in every single way! From the communication, the cleanliness, the flexibility, the price. You won’t find something that meets so many criteria for being an excellent...

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$552
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
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Pride of ownership shows in this LOVELY 2BR/2BA 2nd floor condo with a full balcony. Unit is ON THE BEACH--no crossing the street to walk over to the beach; you are there. Take the elevator down to the parking garage and walk onto the beach. Check out the photos to see the beautiful kitchen with granite...

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Featured review

"amazing view"

This unit was comfortable and well stocked. Kitchen had everything needed. Joyce was super easy to book with, extremely responsive and easy to reach. The building was immaculate. We loved sitting on the...

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$288
avg per night
Special Offer
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Siesta Key

Key Amenities

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

About this property

OUR RATES:April 2026 $3000 May-November 2026 2025 $2250 December 2026 $3000 January 2027 $4500 February 2027 $5000 March 2027 $5500*Calendar months only. *Ask for our 6-month plus special rate *Pet Friendly, Community pool and gym boutique-style condominium community that offers:WELCOME...

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Featured review

"Great stay at Oasis on Osprey"

It was a pleasure working with Ana (and her husband). The unit was clean, modernized, and comfortable. The area was very nice, quiet, friendly neighbors and kept clean. Location was good, plenty of restaurants...

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$75
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

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

"Beautiful condo, wonderful community."

Our stay in this condo was awesome. It was exactly as described in the listing. Beautiful furnishings, comfy bed, fluffy towels, high end dishes and cutlery, every kitchen gadget you might need to prepare...

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$76
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Stay in this spacious townhouse with all the comforts of home. Featuring a fully equipped kitchen and laundry room. Huge master bedroom features king sized bed and a soaking tub and glass enclosed shower in ensuite bathroom. 2 additional good sized bedrooms. Tv's in each room. Screened in...

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$117
avg per night
Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 miles to Cape Coral

Key Amenities

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

About this property

Beautiful 2/2 First Floor, Waterfront, offering lots of privacy being an end unit, Located in Southeast Cape Coral, near downtown, and just 5 minutes from Yacht Club Beach. 20 minutes to the beaches of Fort Myers and Sanibel Island! Smaller, Pet friendly community. Covered Parking just steps outside...

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Featured review

"A home away from home"

Location We stay at the Condo for the Roy Hobbs World Series and it is quick and easy to get to Terry Park. the Twins Complex and Fenway South etc Cape Coral has a small beach on the river and Fort Myers...

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$143
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 5 miles to Vanderbilt Beach

Key Amenities

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

About this property

VILLA World Tennis club Naples3 bedrooms, terrace with lake view and private pool Internet W-lan The house (fully air-conditioned) is located in the World Tennis Club in Naples, In the tennis club there are 16 tennis courts including 11 clay courts. swimming pool, whirlpool and sauna. The complex...

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Featured review

"Wonderful house in a great location"

We always love to come back to that wonderful furnished house in Naples with pool, located close to shops and beaches in Naples. As tennis players we recommend the place in World Tennis Club ( gated community),...

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$183
avg per night
Panama City Beach Townhome
Sleeps 4, 1 bedroom, 1.5 bathrooms
12 reviews

Key Amenities

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

About this property

This comfortable one bedroom, one & a half bath townhouse is located at Largo Mar on the east end of Panama City Beach, Florida. It sleeps up to 4 people. Enter the townhouse on the 2nd floor into the living room and kitchen area with balcony overlooking the beautiful courtyard with pool, hot tub...

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Featured review

"Best Place in PCB"

️️️️️ Property, communication, pool, and beach access are all 5 stars- You can not beat the location!

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$183
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
Special Offer
Islamorada Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Escape to paradise in this gorgeous 3-bedroom, 3-bathroom townhome is located at Executive Bay Club in Islamorada, FL. Ideal for family getaways or group vacations, this townhome offers two luxurious king beds and a trundle bed in the loft, ensuring ample space for everyone.Enjoy breathtaking ocean...

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$230
avg per night
Delray Beach House
Sleeps 10, 5 bedrooms, 3.5 bathrooms
11 reviews

Distance to beach: 0.2 miles to Atlantic Avenue

Key Amenities

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

About this property

Tucked away in the most desirable location in Delray Beach, this beach house is only 1 block from the Ocean & 1 block to trendy Atlantic Avenue. Two charming houses on one fabulous property separated by a tropical courtyard w/ heated salt-water pool, spa, lounging & dining area. Main house offers...

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Featured review

"Perfect location"

This is the second time we have rented this home, and the location and set up could not be more perfect for families. Walkable to everything and on a great street.

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$1,071
avg per night
Ponce Inlet House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • WiFi

About this property

If you are traveling with a pet, we must know prior to your arrival. There is a $100 non refundable pet fee, plus you must sign a pet addendum. Direct Oceanfront 4 Bedroom, 3 Bath Pool Home! Located on the traffic-free section of the wide white sandy beaches of prestigious Ponce Inlet boasting...

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$356
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
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
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
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come vacation with us at UNIT 823 Gulf Views Getaway at Laketown Wharf! This unit is on the 8th floor. A two bedroom unit, 2 bathroom and bunk room area, fully equipped to enjoy the beach. This is an Amazing location across from the beach. Just steps from 5 pools, fun entertainment, food, and drinks....

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$100
avg per night
Key Largo Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 0.0 miles to On Site

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

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 at no extra charge are free...

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Featured review

"Wonderful location"

The condo has new furniture, beds are comfy, bathrooms are nice. We had everything we need for a great week. Restaurants, beach and shopping all close by. The owner has lots of extra items available to...

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$302
avg per night
New
Miami House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

IS A DUPLEX WITH LOTS OF SPACE,WITH A LAKE YOU CAN SIT AND WATCH NATURE AT IS BEST AND RELAX. NEXT TO GRAPELAND WATER PARK, 3 MINUTES WALK ,5 MINUTE WALK TO THE NEW SOCCER STADIUM MIAMI FREEDOM PARK.5 MINUTES FROM AIRPORT, AND MANY STORES NEAR BY AND SUPERMARKETS ON 37 AVE AND 7 STREET. YOU CAN HAVE...

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$382
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Lido Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your home away should feel like home. This 2 bedroom 2 bath villa is smartly decorated and equipped with all the things necessary for comfort and practical living. Fully furnished with comfort in mind. The primary bedroom has a queen-sized bed, an en-suite bath, walk-in closet and sliders to the screened...

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Featured review

"Loved The Hidden Gem"

We loved our stay at the hidden gem! The kitchen is stocked with everything you need. Lots of towels, beach towels, and sheets. Supplies for a beach day are also provided. The location is great-very close...

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$90
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
Panama City Beach Condo
Sleeps 4, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Calypso EAST Tower ONE Beach Front 1-1107w/Beach Chair.25% less than you from our VRBO#114529 if you direct with owner Tony,It’s a beach front condo with one bedroom two full bathrooms.**Our cleaning crews do extra CDC approved material sanitation, sanitize all doors & drawers...

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Featured review

"Cleanig"

Vacuum would not pickup off rugs, sofa an love seat need cleaned, baseboards dusty other than that, I will rent again, thank you for a great vacation.

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$288
avg per night
Special Offer
Cape Coral Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
18 reviews

Distance to beach: 14 miles to Ft. Myers Beach / Sanibel

Key Amenities

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

About this property

Cape Coral Condo Rentals — Book Direct at Capevaca!BOOK DIRECT: Visit us at capevaca dot com to check availability, calculate your stay, and book direct — no extra fees! Extended stay discounts available.Choose from three flexible options:First-floor condo: 2 bedrooms (both King...

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Featured review

"Absolutely perfect stay!"

Everything in this home was perfect! It had everything we needed and more. We loved the residential location. We were able to ride ,with safety, the bikes in the garage, the garage provided all the activity...

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$95
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
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
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Naples 2BR + Den | Lake View | Pool | Pickleball | Workspace | Near BeachBeautiful, newly built 2BR + den home in a prime Naples location with lake views, private lanai, and resort-style amenities. Ideal for seasonal stays, snowbirds, and remote work.Monthly rates range from $3,800 to $7,900 depending...

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Featured review

"Definitely coming back"

We had a wonderful stay at Sleep, Swim, Smash (Pickleball) – Arboretum 2BR/2BA Getaway in Naples. The condo was clean, comfortable, and thoughtfully set up with everything we needed for a relaxing and...

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$135
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.