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Florida Snowbird Vacation Rentals

(3311 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.

Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Barefoot Beach / Delnor Wiggins State Park

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Where serenity meets luxury in Pelican Bay at $15,000/month in season—welcome to Breakwater. This updated end-unit residence offers a bright, open floor plan with a modern color palette and stylish furnishings. Featuring 3 bedrooms and 2.5 baths, the home is filled with natural light and offers...

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$323
avg per night
New
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to Ocean Ritz, a luxury beachfront condo with breathtaking Gulf views! This spacious 3-bedroom, 3-bathroom retreat comfortably sleeps up to 8 guests and is the perfect getaway for families and groups seeking a relaxing beach escape.LISTING SPACEUnbeatable Gulf Views & Oversized Balcony ...

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$193
avg per night
New
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A few things that make Martinique South Unit 506 special: Holmes Beach on Anna Maria Island - Beachfront Community swimming pool and spa Community elevator, gas grills with picnic tables for outdoor dining Community laundry on each floor Professional linen services Complimentary WiFi Beach chairs,...

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$281
avg per night
Longboat Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Pet friendly
  • Private pool

About this property

NEW LISTING! Welcome to Bay Dream Believer, your luxurious bayfront escape on beautiful Longboat Key! This bright and beautifully upgraded condo offers breathtaking views of Sarasota Bay through massive picture windows and an enclosed patio that lets you soak in the scenery year-round. Located just across...

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Featured review

"Lovely views, great location"

Great location on Longboat Key…out of the crowds with great beaches. Windward Bay where this is located, is a lovely larger condominium community with excellent amenities. The pickleball group is awesome....

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$189
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Celadon Beach Resort Unit 902, Private Parking Spot under Building but can park up to 3 vehicles on site! This property has FREE Beach Service that includes 2 FREE beach loungers & umbrella (March-October)!This beachfront condo on the 9th floor of Celadon Beach Resort offers almost 1,200 square...

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$136
avg per night

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Hollywood Condo
Sleeps 6, 2 bedrooms, 1.5 bathrooms
5 reviews

Key Amenities

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

About this property

*** NEWLY REMODELED AND PROFESSIONALLY DECORATED DIRECT OCEANFRONT UNIT ***Relax and leave all your worries behind! You won't be disappointed in this spacious and tastefully decorated, fully furnished, 2 bedroom, 1.5 bathroom condo on the 7th floor. This ample unit is 1,236 square feet and has...

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Featured review

"Fantastic condo"

The condo has everything that you need and the view is fantastic. The beach and pool area is clean and very nice. We enjoyed our stay here very much

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$252
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 0.1 miles to Gulf of Mexico

Key Amenities

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

About this property

Check FloridaRental's calendar for availability. Book quick before they're all reserved!!CALENDAR and REVIEWS - PCBeachPath dot com and click Rates/Availability and Guest Reviews TOTALLY REMODELED & UPDATED - UNIT 503T in building C, townhome style condo. 5th floor: Kitchen, Living...

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Featured review

"Great winter stay!"

We are considered "Snowbirds" according to Florida! Spent 3 months this past winter! Suzi was great to work with and very attentive to any of our needs! We loved the location and being able to walk the...

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$205
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 35 miles to Naples and Vanderbilt beech

Key Amenities

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

About this property

Experience luxury living in this exquisite Diangelo II second‑floor residence, perfectly situated within the prestigious Ave Maria National Golf & Country Club. This beautifully furnished 2‑bedroom, 2‑bathroom plus den home offers both a sleeping option and dedicated office space — ideal...

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Featured review

"Our stay at the National"

We really enjoyed our time at the National and in the town of Ave Maria. The golf course was well run and it is really a very nice course. Our condo owned by Ashok, was clean, comfortable and in a great...

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$118
avg per night
Bradenton Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to your luxurious coastal retreat overlooking the shimmering waters of Palma Sola Bay. This coveted 3rd-floor, 3 bedroom, 2.5 bathroom, turnkey-furnished condo offers the perfect blend of comfort, style, and serenity, with two private balconies capturing sunrise over the pond and golden Gulf sunsets...

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$177
avg per night
Panama City Beach House
Sleeps 9, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Santa Monica Beach! Private Pool~Gated Beach Access~ Amazing Gulf Views! ~ *Email for Monthly Rates November-March* Private Heated Pool~2 Living Spaces for large families! Gated Beach Access across the Street ~ Pup Friendly ~ Pool heated, upon request, for an additional feeThis AMAZING Beach...

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$286
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 0.3 miles to Edgewater Beach Resort Private Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully remodeled 2-bedroom 2-bath Golf Villa in the awesome Edgewater Beach Resort. This unit overlooks tennis court and the large Villa pool. Only a 4- 6 minute walk over pedestrian bridge to access huge Lagoon pool and private beach. If you don't want to walk, a shuttle will pick you up at...

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Featured review

"Great Vacation Place"

My daughter, Granddaughters and I were there for the Dance Competition that was going on there at Edgewater. The place is Wonderful and all the Staff is Super Friendly. We will definitely be staying there...

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$250
avg per night
Wilbur-by-the-Sea House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

SOUGHT AFTER WILBUR-BY-THE SEA THIS 3/2 PRIVATE HOME SITS BETWEEN DAYTONA BEACH SHORES AND PONCE INLET. FULLY FURNISHED INSIDE & OUT - JUST BRING YOUR CLOTHES! OUTDOOR LIVING FRONT DECK, AND BACK (PATIO with HOT/COLD WATER OUTDOOR SHOWER), GAS GRILL and dining set. fenced in backyard for pets. 2...

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Featured review

"Loved Wilbur-by-the Sea"

Melanie, the owner, was fantastic. She made sure we had everything we needed to have a pleasant stay. Location is amazing - 2 blocks from the beach! Neighborhood family friendly. The place is spacious,...

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$129
avg per night
Cape Coral Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Amazing opportunity. One of a kind! Conveniently located downtown Cape Coral, waterfront 2 large bedrooms, two full baths fully furnished and with a large glassed-in lanai overlooking the private and heated pool/boat dock on a large navigable canal. Unit has fully updated kitchen with granite counters,...

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$94
avg per night
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Enjoy the comfort of this spacious open floor plan with comfortable King size beds, large walk-in closets and a patio, pool and fenced in back yard. Our living room with entertainment area with 65 " flatscreen TV adjoins the fully equipped kitchen and Island bar. A separate dining room is also part...

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Featured review

"Quality home, great lication"

My husband and I stayed for a month in this home. It is in a lovely neighborhood, walking distance to restaurants and a park. On our electric bikes we could even bike to the beach! The Pinellas Bike Trail...

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$283
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Sail Harbour is a gated community just a few miles from Sanibel and Fort Myers Beach and Bunche beach. This fun Townhome is right across the street from the beautiful pool. A large master bedroom has a king bed and a twin bed and two large walk in closets. It also has a large soaking tub with a separate...

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Featured review

"NICELY DECORATED AND CLEAN TOWNHOME"

We enjoyed our stay at this clean, well decorated home. The owner, Patricia, was pleasant and attentive to anything we would have needed. Fortunately, she had EVERYTHING anybody would need already in the...

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$86
avg per night
Islamorada Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Mile Marker 75 – Bayside4 bedroom 3 bathPalm Cottage South, is a charming, modern home directly on the canal with a heated, private pool, dockage, and access to the Port Antigua community sandy beach. Dockage for 24′ boat max on the lift pictured.Elevated for great breezes and...

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Featured review

"Excellent as always."

Port Antiqua is perfect for fishing Tarpon etc. The boat lift makes it super easy to use our skiff.The house is set up for fishermen. A true thumbs up.

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$500
avg per night
Naples Bungalow
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...

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$675
avg per night
Last Minute Deal
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Relax in your private heated saltwater pool with sun shelf, enjoy glowing night swims, and unwind in your fully fenced backyard oasis—perfect for families and pets. Located in a quiet Cape Coral neighborhood near dining and shopping.Screened lanai, BBQ, and a fully equipped kitchen make indoor-outdoor...

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$213
avg per night
New
Cape Coral Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo PalmTree ground floor condo with a wonderful view over the garden and the huge pool area with mature trees. Light and bright with a big lanai.Only 90 day rental + +55 community - Application fee is extra.Condo PalmTree is a very spacious and is located in one of the nicest areas in southeast...

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$92
avg per night
Rotonda West Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 5 miles to Englewood Lemon Bay

Key Amenities

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

About this property

Heron's Way is perfect spot for relaxing holiday, yet close to the best beaches, golf courses, nature trails and shopping malls in the South West. It is situated in a tree lined road, on a freshwater canal which attracts an abundance of wildlife. Minimum of passing traffic, just the sound of birdlife...

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Featured review

"Another Perfect Stay at Heron’s Way"

We’ve just finished our fourth stay at Heron’s Way, and once again it reminded us exactly why we keep coming back. Every visit has been wonderful, but there’s something especially nice about returning...

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$192
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Fort Myers Beach and the Sanibel beaches

Key Amenities

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

About this property

Kelly Greens is an 18 hole golf course in a private gated community close to the Sanibel Beaches and Fort Myers beach. The 2nd Floor Condo is overlooking the 2nd Hole. Golf membership is transferable for a $400.00 fee payable to the Clubhouse. The club has clay Tennis courts, swimming pool, hot tub, fitness...

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$116
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd-floor luxury coach home with golf in Babcock National's gated community. This open-layout Coach Home has fantastic sunrise views of the fifth fairway. You will enjoy the split bedroom floorplan with three extremely spacious bedrooms with walk-in closets and two full baths, including...

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Featured review

"Babcock National Condo - Fell in Love!"

The condo is perfect. The 2nd floor condo has lots of space and very nicely furnished. Kitchen was well stocked with most anything a cook would need. The lania is the place to be to watch the golfers...

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$198
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 feet to Located on a private beach

Key Amenities

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

About this property

Located at Sanibel Harbour, Condo 431 in The Bayview Tower is the perfect get- away spot for relaxing at the beach and pool and enjoying all that the Florida Gulf coast has to offer.The unit was recently fully renovated including new easy gliding lania terrace slidersWatch the dolphins and...

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Featured review

"Birthday weekend"

Great accommodations, VERY clean, Quiet, comfortable beds, beautiful view!!! 5 stars!!! Wonderful host!!!!

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$362
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

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

About this property

Newly renovated 1br/1ba, 2nd floor condo in the Sienna Park, Sarasota, Fl. A community pool and a tennis court are provided at 1+1 condo, which is set in Sarasota, 5 min drive from Siesta Key Public Beach. This apartment offers air-conditioned accommodation with a balcony. The apartment features 1 separate...

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Featured review

"Awesome place to stay"

We were in unit 146 and totally loved it. So clean and welcoming. Would definately rent again. Thank you!

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$111
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...

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Featured review

"Wonderful condo"

This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....

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$615
avg per night
Cape Coral Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous waterfront 2-bedroom condo in downtown Cape Coral!*** NEW LISTING! ***Background check required by HOA, minimum rental period is 30 days. See below for details.Experience Cape Coral like a local in this 2-bedroom condo 2 minutes from downtown Cape Coral! The space features a king...

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Featured review

"Nice condo, great location"

2 Bedroom, 2 Bath Condo located on the waterway with a pool. Close to downtown restaurants and bars. Very quiet. Burrowing owls up the street. Loved it.

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$112
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Swallow Ave South Beach Entrance

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Marco Island 2 bedroom, 2 full bath condo. A 12 min walk to the South Beach Access or use the 4 adult bikes, beach chairs with shoulder straps, umbrella. Building has a pool, barbecue grilling area and community room. All new 1100 foot-long paver walkway along our new beautiful seawall. Enjoy fishing...

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$357
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Single Family. Park Model on the lake Livingroom - Kitchen - Dining Room - Bedroom Patio overlooking lake Includes all utilities & WiFi 55 And over Gates Community 2 Swimming Pools, Hot Tob, Tennis, Pickle Ball Courts Horse Shoes, Shuffle Board Community Center Parking for 2 Cars

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$90
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

AVAILABLE from April 1st 2026 !!! Minimum 1 month rent. Great location !!! Clean and neat first floor 3 bedrooms, 2 full baths unit in Coach Home. No stairs. Beautifully remodeled. Plank tile, freshly painted, new stainless steel appliances, quartz countertop, recess lights, fully equipped kitchen, two...

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$107
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

MONTHLY RENTAL. Introducing our BEAUTIFUL NEWLY RENOVATED LISTING! Nestled within this premier condominium complex, our home offers direct access to the highly acclaimed Siesta Key Beach without the need to cross any streets.Our home away from home is perfect for those seeking a winter retreat or...

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Featured review

"Wonderful hosts Beautiful Unit"

Chris and Jeannie could not have been more accomodating hosts . The unit was beautiful and well appointed. Residents of the Casarina were extremely friendly. Looking very much forward to returning next...

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$330
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms
42 reviews

Key Amenities

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

About this property

We've got a special bonus for you! When you stay with us from March 1st to October 31st, you get FREE beach service, including 2 sets (that's 4 total) of padded lounge chairs and a large umbrella, set up just for you and your guests!Super Hosted! Welcome to The Marisol Complex, a cozy and...

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$174
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Mile Marker 75 – BaysideLarge, modern 4 bedroom canal front home with pool in Lower Matecumbe Key in Islamorada, Florida Keys. This gorgeous home overlooks the pool and canal.The main selling point of Latitudes is the home’s awesome outdoor area. Pool, Tiki Hut, grill and outdoor seating...

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$800
avg per night
Destin House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Relax, reconnect, and make unforgettable beach memories at Coastal Hayes — your perfect Gulf Coast getaway just steps from the sand in the gated Destiny West community. This spacious 4-bedroom, 3-bath home is ideal for families and friends, featuring a first-floor primary suite, a fun kids’...

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$332
avg per night
Panama City Beach House
Sleeps 9, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Relax with the whole family at this beautiful and peaceful beach home. We've considered every detail in decorating and stocking our home for a relaxing beach vacation. You are close enough to hear the waves while you enjoy your coffee on the front porch in the morning and a cocktail by the pool in...

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Featured review

"Lovely cottage by the beach"

We had a great stay at Jocelyn’s property in PCB. Jocelyn is an excellent host. She is very responsive and went out of her way to make our stay very enjoyable. The beach house was very clean and well...

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$246
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available and with special pricing for 2027….Don’t wait - book direct with the owner!!Resort style living awaits you at Lennar's Heritage Landing Golf and Country Club in Punta Gorda, FL. This recently built 2nd floor condo is fully furnished with 2br/2ba and enjoys spectacular views...

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Featured review

"Paradise"

We throughly enjoyed our stay. The condo was outstanding and the area was fantastic. The amenities were great and all the people we met. I would definitely recommend Heritage Landing to anyone looking for...

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$126
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Beautifully updated beachfront condo. 2005 remodel included new kitchen & baths with hardwood cabinets, granite counters and appliances, tile floors throughout and high end furniture & decor. Other features include walk-in closets in both bedrooms, extra closets in both bedrooms & laundry...

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Featured review

"Amazing Condo !!!"

Enjoyed a winter stay in the perfect condo on Marco Island. Located on the beach which is convenient for morning walks or jogging. There is a pool and hot tub to relax in. Enjoyed being in my beach chair...

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$132
avg per night
Cape San Blas Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
12 reviews

Key Amenities

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

About this property

Whispering Pines of Cape San Blas is two private cottages spread over eight acres of beautiful, heavily forested Florida lowlands along the banks of Florida's pristine St. Joseph Bay, famous for its fishing and scalloping. This peninsula of sugar white sand juts out into the Gulf of Mexico, and is...

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Featured review

"11 stars…"

This is an awesome place to get away to… The cottage itself is very nice and spacious with a big screened in porch… peaceful, tranquil, hosts are delightful and accommodating… dog friendly, close...

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$111
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 1 miles to Vanderbilt & Delnor Wiggins

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This exceptional terrace unit in the Grande Geneva is one-of-a-kind, boasting the largest private deck in the building with its very own private spa and outdoor kitchen at just $22,500/month in-season. Spanning the entire side of the building and exclusive to this unit, the terrace is perfect for entertaining...

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$594
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Naples/Pier

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Charming Designer Cottage in Royal Harbor at $5,000/week or $16,000/month in season - A Coastal Retreat in Naples, FL. Escape to a stunning tropical retreat with partial bay view just minutes from downtown Naples and within walking distance to Tin City! This beautifully designed 2-bedroom, 2 and a half...

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$567
avg per night
Bonita Springs House
Sleeps 1, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

!!**AVAILABLE SEASON 2026!! ***Spacious 3 Bedroom + Den and 3 Full Baths home with Heated Pool & Spa on an oversized lot. This property is close to shopping, restaurants, beaches and wonderful historic Bonita Springs. Enjoy new kitchen upgrades to satisfy your inner chef. Take part in the tranquil...

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$139
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Waterfront Living with Resort-Style Amenities: Recently Renovated 2 Bed, 2 Bath Condo with BOAT LIFT in West Bradenton on the south side of Palma Sola Bay just UNDER 3 MILES TO ANNA MARIA ISLAND! Experience breathtaking tropical canal views from your SCREENED LANAI, and walk the sea wall to...

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$119
avg per night
New
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Updated 2BR/2BA Bahia Vista Condo Overlooking the Intracoastal & Pool | Isla del Sol – St. Petersburg, FLPull up a stool — literally. The balcony of this updated two-bedroom, two-bath Bahia Vista condo comes with bar-height seating and a view worth lingering over: the Intracoastal...

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$199
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a 3 bedroom house, large master suite, fully furnished corner lot, golf cart, grill, internet full access to all The Villages has to offer. Conveniently located near shopping, golf, several recreation centers, churches and pools. Quite neighborhood with great neighbors. Has been rented by many...

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Featured review

"Excellent home and host."

This house has new appliances, well equipped kitchen and a wonderful gas stove! It is in a quiet location near all the recreation activities. We appreciated the kindness and responsiveness of David. We...

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$139
avg per night
Marco Island Apartment
Sleeps 4, 1 bedroom, 1.5 bathrooms
6 reviews

Key Amenities

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

About this property

Sunshine state of mind! Introducing the epitome of coastal-beachfront luxury living! Welcome to this exquisite third-floor condo in Tradewinds of Marco Island. This totally renovated condo over seeing the pool and beach, featuring new flooring, kitchen, and bathrooms will have you smiling every day. Imagine...

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Featured review

"Updated, great view, cleam"

You couldn't ask for a better host. Communication was outstanding. Condo was clean, updated, with everything you would need for your stay. Great views of the gulf and easy access to beach. Truely enjoyed...

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$222
avg per night
Marathon Bungalow
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 3 miles to Sombrero Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Start planning your perfect escape to the Florida Keys! Blue Ocean Bungalow is ideally located on a wide, deep-water canal with easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas with canal views, cozy sunroom...

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Featured review

"Wonderful keys retreat!"

Thank you . We had a great time..we fished, snorkeled and spent a wonderful time with family and friends.. we all highly recommend!!

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$316
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

***Marisol 102- Includes FREE Beach Service for Two which includes 2 Beach Loungers & Umbrella (March-October) & 20% off Coastal Parasail services with promo code!***Location, Location, Location! This beautiful, first floor corner condominium at Marisol is perfect for your beach getaway. Marisol...

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$154
avg per night
Summerland Key House
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beau Soleil is located in the most sought after neighborhood in the Lower Florida Keys, Summerland Cove, on Summerland Key. A gorgeous gem, tucked away in privacy with tropical plants and fruit trees everywhere you turn!This home is situated on a great boating canal with plenty of dockspace for your...

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$323
avg per night
St. Petersburg Condo
Sleeps 2, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

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

About this property

A Beautiful condo located in the Bahia Del Mar section of Isla Del Sol. View a glimpse of the Boca Ciega Bay from the balcony, where palm trees sway. The location is a perfect, calm, serene area with a lovely salt water heated pool and hot tub. Watch dolphins frolic in the Boca Ciega Bay while you sip...

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Featured review

"Film crew on location"

I recently worked on a Hallmark movie in st pertersburg Florida. I was the production supervisor and responsible for housing 20 cast and crew. Angie at Sandy Beach Vacation Rentals was my agent. We rented...

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$145
avg per night
Bradenton Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW TO THE MARKET! Escape to a refined coastal retreat near the tranquil waters of Palma Sola Bay. This desirable 3rd-floor, 3-bedroom, 2.5-bathroom, turnkey-furnished condo offers relaxed luxury and serene surroundings, with two private balconies ideal for enjoying soft morning light and warm Gulf Coast...

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$170
avg per night
New
Naples Villa
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Live the Olde Naples lifestyle from a rare three-story, turnkey-furnished end-unit villa in Villas Escalante — a boutique enclave of only 16 residences, steps from Fifth Avenue South and a short walk to the beach and the Naples Pier. Approximately 3,576 sq. ft. of light-filled living space offers...

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$1,111
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.