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Florida Snowbird Vacation Rentals

(3369 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.

Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

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

About this property

Redecorated Nov 2022 and repainted APR 2024! Large 3 bdrm, 3 bath newly decorated condo with 60 inch HDTV!Unit 602 is a large 3 bdrm and 3 bath condo with all new bedding. Our penthouse views are the best in the building and our large, private patio is the ideal place to watch the country's...

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Featured review

"#602"

Really enjoyed the Condo. The view from the deck was fantastic. Front door was a problem because it wouldn’t lock. Was glad we brought our own skillets the skillets they have weren’t quite as nice.

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$574
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental as of April 5th thru the end of 2026. Any month you like, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor...

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$95
avg per night
Indian Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

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

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Featured review

"Great experience"

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

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$230
avg per night
Ramrod Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come enjoy this newly listed property on Beautiful Ramord Key house with a southern view of Newfound Harbor and the Atlantic !! House has a 60 ft+ dock for your water toys. Enjoy lobster season, fishing (back water and deep sea great snorkeling and dining all minutes away. Ramrod is easy boating...

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$267
avg per night
Clearwater Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 100 feet to On site

Key Amenities

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

About this property

Looking for a dream vacation? Look no further, this incredible vacation property rivals the Ritz with its impressive list of amenities and stylish décor. Step away from your daily routine and into the extraordinary resort in this 3 BR 2 BA gem. It's time to pamper yourself in the luxuriant...

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Featured review

"Great condo and location"

This condo really has it all. It's in the Mandalay Bay Beach Club, which has great amenities and sits right on a beautiful stretch of Clearwater Beach. There's a modern gym with sauna, large salt water...

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$612
avg per night

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Indian Shores Condo
Sleeps 6, 1 bedroom, 1 bathroom
22 reviews

Distance to beach: 5 miles to Clearwater Beach

Key Amenities

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

About this property

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

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Featured review

"Villas at Clearwater"

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

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$232
avg per night
Cape San Blas Townhome
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

The Little Pelican is a beautiful, updated townhome (end unit), with tasteful touches throughout the home. HIghlights: 2 minute walk to the beach In the gated community of Barrier Dunes which has: 2 pools (1 Beach Front) 2 lighted Tennis/Pickleball Courts Small boat parking spaces and washing...

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$244
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
6 reviews

Distance to beach: 2 miles to Siesta Key beach

Key Amenities

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

About this property

OUR RATES:May -November $1999 December $3000 January $4200 February-March $4500 April $2500*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex. *Ask for our 6-month plus special rate *Boutique-style condominium community that offers:WELCOME...

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Featured review

"1 Bed/1 Bath Oasis on Osprey"

We stayed here for a clinical rotation from July - October at the Oasis on Osprey. It was truly a wonderful experience. Ana was always so helpful and attentive whenever we needed something. The area surrounding...

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$71
avg per night
New
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

MY CONDO IS A 2 BED ROOM, 2 BATH. THE MASTER SUITE HAS A KING SIZE COMFORTABLE BED. THE GUEST BEDROOM HAS TWO "FULL SIZE BEDS" THAT CAN ACCOMMODATE ADULTS WITH TOTAL COMFORT. MY GUESTS LOVE MY BEDS, THEY ARE HOTEL QUALITY.We provide good Discounts year-round since we live just 20 minutes...

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$165
avg per night
Homosassa House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 17 miles to Fort Island Beach, Crystal River

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

NEW on the Homosassa Vacation Rental market! Beautiful 2/2 private home in the much-desired Blue Water Forest subdivision of Homosassa. Our home sits on a peninsula surrounded by the crystal-clear water of the Homosassa Springs that the manatees call home. Located at the end of a cul -de sac street and...

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Featured review

"Everything in the description and More!"

The location is incredible, the house was fantastic, spotless and comfortable, and the Homosassa Springs area was a pleasant surprise. The house was perfect for us, a retired couple, we just wish we would...

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$143
avg per night
Davenport Condo
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

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

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$186
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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$736
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to Paradise in Cape Coral! Looking for a perfect getaway? This wonderful 3-bedroom, 2-bathroom home with a private pool is available for short-term rental in beautiful Cape Coral, Florida. Whether you're here for a relaxing retreat or an adventure-packed vacation, this home offers everything...

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$159
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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$330
avg per night
Redington Beach Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 60 feet to Right outside the patio!

Key Amenities

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

About this property

Closer to the sparkling water than anything else in the area! Fabulous west facing ocean front property in a small condominium complex. The best and most unique feature of this condo unit is its large patio overlooking the pool and the ocean. The unit has been recently updated with Silestone Kitchen,...

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Featured review

"Wonderful Beach Condo"

We had a wonderful stay at Sandy's beach condo. The unit is spacious, clean and fully stocked with pots, pans, and spices to make cooking easy. The spiral stairway made access to the garage, pool and beach...

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$280
avg per night
Naples House
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 2 miles to Vanderbilt Beach & Delnor-Wiggins Pass State Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax and have fun in the sun in one of Naples Park's largest vacation homes. This newly updated home has a spacious open floor plan, along with 3 large bedrooms is perfect for multiple families traveling together or couples. The living room features an over-sized sectional and 65 inch TV. The...

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Featured review

"Beachcomber"

Comfortable beds, plenty of space with lots of seating areas. Good location. Would definitely go back

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$218
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

To view complete details callThis home is a beautiful waterfront beach bungalow located on Little Sarasota Bay on the desirable and less congested location of South Siesta Key, Sarasota FL. This sanctuary is within walking distance of the public amenities of Turtle Beach, the Tiki Hut Pub, Bayfront...

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Featured review

"Perfect getaway!"

This house and grounds were AMAZING! The decks, dock, and gliders were relaxing and quiet-we enjoyed the bird watching and saw dolphins on our last day! Turtle Beach is nice-not quite Siesta Key sand,...

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$296
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

2 Bed 2 Bathroom 2nd Floor Condo.$5,000.(Tax included in the price)This beautiful ground floor condominium is offered turnkey and is move-in ready. Located in the desirable gated community of Tarpon Bay in North Naples. The unit features 2 bedrooms and 2 bathrooms, with a living area that flows...

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Featured review

"Lovely updated condo"

We enjoyed our 2 months in Naples in a very lovely, updated condo in Tarpon Bay. Located in a safe gated community close to restaurants, groceries, etc. The condo furnishings were very attractive and up...

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$165
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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$103
avg per night
Daytona Beach Shores House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

Salida Del Sol – Unit 404 | Ocean & River View Monthly RentalWelcome to Unit 404 at Salida Del Sol, a stunning 3-bedroom, 2-bathroom condo offering breathtaking ocean and river views. Wake up to gorgeous sunrises over the Atlantic and unwind with breathtaking sunsets over the Intracoastal...

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$163
avg per night
Longboat Key Villa
Sleeps 4, 2 bedrooms, 1 bathroom
6 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Escape to a sparkly clean and relaxing beach getaway in this beautifully updated 2-bedroom, 1-bath condo, perfectly located in the heart of Longboat Key. Just a short stroll to the beach, local restaurants, grocery stores, and more, this unit is ideal for couples or families seeking comfort and convenience.The...

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Featured review

"Post Hurricane Milton review"

This is not so much a review as it is an update for people concerned about the aftermath of Hurricane Milton. The city of Longboat Key has done an impressive job at cleaning up the hurricane’s mess....

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$212
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Delnor-Wiggins Pass Park and Beach

Key Amenities

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

About this property

Now AVAILABLE March & April 2026! ALL INCLUSIVE monthly rate May to Dec 19th $8,200. Dec 20th to Apr $9,800 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.Located in Delasol, a resort style community, this rare 3 bedroom, 2 bath open floor plan...

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$241
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This beautifully furnished second-floor unit, in paradise, is a vacationer's dream! It's very open and spacious with its vaulted ceiling, and offers a great view of one of the community lakes. Amenities abound in this highly desired gated community. There's a beautiful clubhouse, two swimming...

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$98
avg per night
New
Babcock Ranch Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your slice of sunshine in Webb’s Reserve at Babcock Ranch. This Carolina-style terrace condo is brand new from top to bottom, thoughtfully designed with bright white furnishings, clean lines, and a fresh coastal feel that instantly makes you exhale.With three bedrooms and...

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$143
avg per night
Fort Walton Beach Condo
Sleeps 11, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

REDECORATED AND ALL NEW FOR 2023! Bright and Beautiful! Stunning views from large Gulf front patio and side windows!Summer Place 309 is a spacious, newly designed, ideal family unit with amazing views. This is an end unit so there are windows along the west side of the unit which means lots of sunlight...

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Featured review

"Another great vacation"

Condo wasn't ready at 4:00, they had to finish things up which was about 30 add'l minutes. Condo was clean and smelled well sanitized. Didn't have a coffee maker, so we bought one and Kim had no problem...

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$682
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience luxury living at its finest in this stunning 2 bedroom, 2 bathroom condo located in the heart of Bradenton, Florida and close to Anna Maria Island. This island décor themed fully renovated unit boasts brand new furniture, electronics, smart locks, a smart thermostat, and brand new smart...

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$61
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st. floor fully refurbished two bedroom, two bath condo located in the beautiful gated community of Naples Bath and Tennis Club. Parking directly adjacent to your front door. Lovely views of lake from your glassed in lanai. Really quiet and serene condo within a cul de sac of 8 units. The pool and...

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Featured review

"Best yet"

We sold our Naples property about 5 years ago and had been looking ever since for a location we could spend part of the winter. Our criteria included, privacy, location, cleanliness, convenience and a fair...

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$153
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Sanibel Lighthouse Beach

Key Amenities

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

About this property

Welcome to your perfect getaway in beautiful Fort Myers! This spacious 4-bedroom, 2-bathroom home is nestled in the desirable Whiskey Creek neighborhood, just minutes from the white sandy beaches and the vibrant downtown area. Located in a peaceful golf course community, you'll enjoy the best of...

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Featured review

"A wonderful vacation home : )"

My husband and I rented Alyssa’s beautiful Whisky Creek home for the month of February. We really enjoyed every aspect of our stay. The home was very clean and the layout super functional, especially...

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$193
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

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

About this property

A Florida style charming paradise cottage featuring a tropical oasis backyard with large in-ground pool and bar area. This home is fully furnished and conveniently located. Enjoy a newly renovated home that includes an updated kitchen, living room, bathroom and bedrooms, and new central air and roof....

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Featured review

"Fantastic Florida Cottage"

We just ended our stay at this charming Florida cottage and can’t wait to return next year. This two/three bedroom house is clean and comfortable and is located in an older quiet and friendly neighborhood...

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$124
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 300 yards to Vanderbilt Beach

Key Amenities

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

About this property

The condo is located in a wonderful community, Beachwalk, which is in the heart of North Naples just a short stroll to Vanderbilt Beach. Beachwalk, a low density community with winding roads and lush tropical foliage, features a Club House, six Har Tru lighted tennis courts; two(2)community swimming pools;...

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Featured review

"Beautiful condo"

Beach Walk Condo. Beautiful condo and surrounding area. Very convenient to restaurants, interstate, movie theatre, and Wal Mart, but in a quiet neighborhood. Only a few block to the beach. You couldn't...

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$134
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Naples Pier

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy the best of Naples living this winter in this inviting first-floor corner unit, nestled in the serene King's Lake community. Located in Tama Circle, this 1,820 sq. ft. condo offers a spacious open-concept layout with two bedrooms and two bathrooms, making it perfect for a relaxing seasonal...

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$167
avg per night
Miramar Beach House
Sleeps 12, 4 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 0.2 miles to Miramar Regional Beach

Key Amenities

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

About this property

Choosing Marigot Place as your private vacation rental home is a fantastic option for families and small groups. Marigot Place offers quiet seclusion in a gated community, with access from both Highway 98 and Scenic Hwy 98 (the beach road). It's an 8 -10 minute walk to our beautiful white sand beaches...

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Featured review

"Marvelous Vacation Home"

I cant say enough great things about this home. Everything was amazing! We had all amenities one could ask for. Home was walking distance to the beach, is in a quiet, safe community. In a great location...

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$719
avg per night
New
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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$192
avg per night
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful waterfront pool home. Located right on the water in a wonderfully quiet area of Marco Island, this beautiful home has it all. It is a short walk to restaurants, bars, super market, shops, marina, and yacht club. Also a quick drive to the fantastic Marco Beaches, golf, tennis, the everglades,...

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Featured review

"Great stay"

Great stay. Close to everything. Plenty of room and we'll stocked kitchen with everything you need.

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$209
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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$203
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Located in the Heart of Naples, Beautiful 2 bedroom 2 bath condo, with canal and boat dock availability. The canal leads to the Gordon River, to the bay and eventually the Gulf.The unit is located on second floor of 2 story building. Wi-Fi and cable are include. The condo is located 1 mile to the...

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Featured review

"Excellent vacation experience"

We had an excellent vacation experience at this property. The condo was exactly as depicted and promised. It was a soothing comfortable space to stay with spacious snd spotless rooms that provided adequate...

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$757
avg per night
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Fifth Avenue Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Discover this luxurious hidden gem, just a 5-minute drive from the pristine beaches and the vibrant Naples 5th Avenue. Professionally designed by Urban Home Interior Design Studio, this fully renovated spacious villa combines style and comfort with high-end finishes throughout. This villa has been our...

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$172
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
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

Located minutes from downtown Naples and the Beaches, this gorgeous condominium rental is perfectly located, along with luxurious amenities ensuring your Florida vacation experience is both exciting and relaxing.Stay in our comfortable and luxurious 2-bedroom condo while vacationing in beautiful Naples,...

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Featured review

"Naples Bay"

Great club amenities close by the unit and close to downtown. Pool, fitness center, tennis and shuttle to beach and downtown. Unit is clean and well maintained.

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$229
avg per night
Cape Coral House
Sleeps 12, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Spacious. Stylish. Serene. Cape Haven is a beautifully appointed vacation home located in Cape Coral. With room for up to 12 guests, this is the perfect retreat for families, traveling professionals, friends, or anyone looking to enjoy the Florida lifestyle in comfort and style.This property is professionally...

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$194
avg per night
Sarasota House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to your own slice of paradise in the heart of Sarasota's coveted Gulf Gate community with this beautifully updated 2-bedroom, 2-bathroom retreat, designed with a relaxing stay in mind. Featuring a heated, caged pool, and just moments away from the world-renowned Siesta Key Beach, this gem...

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$203
avg per night
Port Charlotte House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come escape from ordinary in this stunning brand-new waterfront home located on Florida’s beautiful southwest coast. With sailboat access, a heated pool and spa, and an oversized U-shaped dock, this retreat offers endless opportunities for dockside sunsets, cool cocktails, and fishing adventures...

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$150
avg per night
Sunny Isles Beach Apartment
Sleeps 5, 3 bedrooms, 2.5 bathrooms
50 reviews

Key Amenities

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

About this property

Gorgeous paradise 1,800 sq. ft with breath taking views. Discover 3 bedroom, 2.5 bath, 2 parking spots, office desk in each bedroom, resort amenities & prime location to elevate your next Miami vacation. Leather reclining sofa, glass top 60" round dining table and leather chairs, restoration...

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Featured review

"Amazing Stay as usually"

This is the Third year i stayed in this apartment. So confortable, the view of the Beach in the 32th floor is overwelming, full of amenities. Pool is also great and everyone of the staff workers as well....

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$352
avg per night
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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$81
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Better see this one first! This Gorgeous, super clean 2 Bedroom / 2 Bath condo with den and carport is in model condition and ready for you to relax! Located in the popular gated community of Banyan Trace, this tastefully furnished unit offers neutral tile /wood throughout and has just been freshly painted,...

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Featured review

"Beautiful, clean condo"

This condo has every amenity you could think of. It was super clean and decorated beautifully. The lanai is a very relaxing spot to enjoy your coffee or evening cocktail and is located overlooking the pool....

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$78
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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New
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

If you are traveling with a pet, we must know prior to your arrival. (50 lb weight limit at The Towers) There is a $100 non refundable pet fee, plus you must sign a pet addendum. Direct Oceanfront Fully Renovated Spa-Inspired Unit This fully renovated 2/2 condo is on the no-drive beach of Ponce Inlet....

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$163
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Coral Cove, your private slice of paradise in sunny Cape Coral, Florida. This inviting 3-bedroom, 2-bathroom home comfortably sleeps up to 6 guests and is perfectly situated in the desirable Southwest Cape, close to beaches, dining, and waterfront fun.The space Step inside and feel instantly...

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$165
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

AVAILABLE FOR: Monthly rentals or multiple months are preferred between April-December 2026Welcome to Naples' Forest Lakes community! This cozy ground floor level condo is located in a 2-story condo building with swimming pool/club house and 2 tennis court access for our condo residence/guests....

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Featured review

"Beautiful Condo"

A beautiful apartment with everything you need for an enjoyable holiday in beautiful Naples. Very close to supermarkets, shops and restaurants. Also Agnes has a provided a-good manual on places to visit...

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$117
avg per night
Islamorada House
Sleeps 10, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Newly renovated 3/2 Canal front home with brand new pool, deck and front gates for privacy!The house is perfect for those traveling with different age groups, in-laws, teenagers or 2 families. The house is extra clean and has modern furnishings. It has 3 bedrooms, 2 baths. Upstairs there are 2 bedrooms,...

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Featured review

"We love this house!"

2022 was our 2nd time renting this wonderful home. The location is fantastic, and the house and property offer everything you can imagine. Outside is a paradise with a refreshing pool (with fun lights...

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$500
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.