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Florida Snowbird Vacation Rentals

(3314 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.

Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 1 miles to Charlotte Harbor Beach Park

Key Amenities

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

About this property

Old Florida at its best! Remodeled 3 bedrooms, 2 bath home with a split floor plan. Amazing canal view as soon as you open the door. Master has a new King Bed and on-suite bath with double sinks and an amazing large walk-in shower. The first guest room has a new Queen bed, the 3rd bedroom has a...

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Featured review

"Lovely home on the canal and pet friendly!"

We enjoyed our time at this beautiful place on the canal! The home has a pool and hot top which were wonderful offerings! The owners were especially nice and accommodating giving our late season booking...

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$195
avg per night
Palm Coast House
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.8 miles to Old Salt Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

No smoking home. No pets. Beautiful, treed lot with privacy in a quiet neighborhood. Concrete block cottage with porch, big yard. Beach is accessible by walking, biking or car with public bathrooms. Close to Publix and local restaurants. Looking for a winter renter or mid-term renter.

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Featured review

"Baby Blue Beach Bungalow"

We stay at the Blue Bungalow during the month of March 2025. We absolutely LOVED it. The place is brand new with the perfect location. It is a 10 minute walk to the beach or you can drive to 2 beach...

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$73
avg per night
New
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Wake up to breathtaking Gulf views from this spacious 2-bedroom condo with a twin bunk nook and 3 full bathrooms at Shores of Panama. Enjoy a private balcony, comfortable open living area, fully equipped kitchen, washer and dryer, and direct beach access. The resort’s spectacular lagoon-style pool...

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$183
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially...

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$667
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

Isla del Sol 2BR/2BA Club Bahia Condo with Boca Ciega Bay ViewsEscape to the island paradise of Isla del Sol in this beautifully updated 2-bedroom, 2-bath Club Bahia condo in St. Petersburg, Florida. Bright, comfortable, and relaxing, this waterfront condo offers a peaceful Florida getaway with scenic...

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$181
avg per night

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St. Augustine House
Sleeps 6, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

All New 3 Bedroom/4 Bath, 2700 Square Feet, Private Home just completed. Only a few steps down our Private Beach leads to a Key West Style Raw Bar and Restaurant on the sand.Please note : Our Home, road, beach etc was not damaged due to hurricane.15 Minutes South down A1A along the coast to Daytona...

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$257
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

APRIL 2026 available! We still have other homes available March through APR 2026. Call Shane or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $5,884. Dec 20th to Apr $10,200 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.3...

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Featured review

"Great home!"

We loved the home! Love the way the home is set up. The master bedroom is on one side of the house and the other bedrooms on the other side. There is also a sliding door that can be closed to the other...

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$252
avg per night
Siesta Key House
Sleeps 13, 5 bedrooms, 4 bathrooms
16 reviews

Distance to beach: 400 feet to Siesta Beach

Key Amenities

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

About this property

Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage on a Navigable Canal to the Bay And Then The Gulf of Mexico , Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway....

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Featured review

"Perfect Home for a Relaxing Siesta Key Getaway"

This house was perfect for our group. With five bedrooms and four bathrooms, everyone had plenty of space and privacy, and the layout made it easy for a larger group to spread out without feeling crowded.The...

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$832
avg per night
Key Largo Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
7 reviews

Key Amenities

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

About this property

DIRECT BAYFRONT | Mile Marker 99 | Gated Community | Resort-Style Living | 28-Night MinimumMulti-million dollar, unobstructed bay views + the peace and privacy you come to the Keys for. Located at Mile Marker 99 in Key Largo, this direct bayfront condo delivers a true resort-style experience in a...

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Featured review

"Gorgeous Condo!"

Absolutely loved my time here! The condo has all updated bathrooms, kitchen and laundry! The master bathroom is beautiful and felt like I was in a hotel! Views are gorgeous and the location is great! Will...

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$257
avg per night
St. Augustine Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.0 miles to St Augustine Beach

Key Amenities

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

About this property

**Renovated Ocean View Condo | Steps to St. Augustine Beach | Sleeps 5 + Infant**• Renovated ocean-view condo just steps from St. Augustine Beach • Private balcony with beautiful ocean views and coastal breezes • Newly renovated 2BR/2BA condo at St. Augustine Beach & Tennis Club •...

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Featured review

"Cute, comfy beach condo!"

We couldn't have asked for a better St. Augustine location! The condo is steps from the beach, and a quick 10-minute drive to the historic district. We had several dining options to choose from within a...

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$183
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
Hollywood Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

30 days minimum Vacation Rental. LARGE CORNER Condo, 2 Bedrooms, 2 Full Bathrooms, beds for 5 + futon + crib as needed Magnificent ocean view from 60' wrap around terrace & every room. Large 1,600sq' direct oceanfront corner 2 bedroom 2 full bathrooms apartment right in the heart of Hollywood...

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Featured review

"Beautiful Hollywood vondo"

Gorgeous virws. Responsive owners when laundry and TV needed attention. Margaritaville and other nice restaurants nearby

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$237
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Mile Marker 74 – Bayfront – Beachfront – Handicap Assessable – Dockage for 30′ boatThis amazing beachfront home is a must see! Located on one of the few white sand beaches in the Florida Keys, Gulfview is a private home located on Lower Matecumbe Key in Islamorada in...

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$433
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright,...

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$1,728
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

LOCATED ON THE WIDEST CANAL IN CONNERS OF VANDERBILT BEACH, WITH AMAZING VIEWS FROM (liv, dining, kitchen, main bedroom and family room) - Resort style living for your winter vacation in Naples. Be ready to enjoy every amenity and all the attractions nearby.AMAZING OUTDOORS: Three terraced outdoor...

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$558
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
The Villages House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This is a beautifully decorated 2/2 home with den. Tile thruout except 2nd bedroom. Tv's in all rooms with roku streaming. Master with kingsize bed and large ensuite with double vanity, large walkin closet and tiled shower. Second bedroom with queen size bed and overlooks lake at country...

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Featured review

"Fabulous Rental"

My husband and I hit the jackpot when we rented this beautiful remodeled home in the Villages for three months. This home isn’t your typical run down rental. It’s extremely clean, well appointed, all...

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$119
avg per night
Special Offer
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th/Top Floor and almost soaring above the peaceful nature preserve, the views are incredible. Cathedral ceilings and the unique decor and updates, provide the tropical feel you are looking for in your winter escape. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This...

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$177
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
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
28 reviews

Distance to beach: 9 miles to Manasota Key

Key Amenities

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

About this property

If you are seeking a peaceful relaxing vacation home on the beautiful Florida Gulf Coast, away from the bustle of everyday life, then 'Gulf Tranquility' is the perfect place. Experience the laid back Florida Lifestyle while enjoying the natural beauty, cultural history and stunning white sand...

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Featured review

"What a Blast!!"

Perfect location with a perfect home. Close to everything fun, beaches, restaurants and plenty of activities. We would certainly book this again!!!

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$184
avg per night
Special Offer
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Lido Beach

Key Amenities

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

About this property

Welcome to your resort-style escape in the prestigious Lakewood National Golf Club. This beautifully furnished two-bedroom, two-bathroom condo, located on the second floor, offers the perfect blend of comfort, luxury, and breathtaking golf course views.Step onto the private lanai and take in the peaceful...

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$120
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
19 reviews

Distance to beach: 9 miles to Boca Grande, Englewood Beach & Manasota Key

Key Amenities

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

About this property

Fully loaded...includes beach chairs, umbrellas, coolers, beach towels, grill...just bring your clothes, food, drinks and sunscreen!BEAUTIFUL AND CLEAN 2,100 sq. ft. home in Rotonda West INTERNET & CABLE TV MOVIES AND GAMES available HEATED POOL w/built-in pool bench PRIVATE WOODED BACKYARD LANAI...

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Featured review

"A Perfect Florida Escape — We’ll Definitely Be Back!"

Making our arrangements with Linda could not have been easier. She was very friendly and helpful and made us comfortable with the transaction from the very start. The moment we arrived, the home itself...

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$204
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
Big Pine Key House
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

Welcome to Kokomo Palms – Your Island Escape!Discover the perfect slice of paradise at Kokomo Palms, a charming 2-bedroom, 1-bath vacation home nestled in Big Pine Key. Located in a peaceful canal-front neighborhood, this getaway offers everything you need for a relaxing and adventurous stay....

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Featured review

"The Keys have never been better!"

We had a great time - the rental was terrific! Best clostet space we've ever encoutered. Clean laundry set. Accomadotions were top shelf all around. Nicely seculed & quiet location. And we saw Key deer...

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$160
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
15 reviews

Key Amenities

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

About this property

COMPLIMENTARY BEACH SERVICE INCLUDEDEnjoy two reserved beach chairs and one umbrella daily from March 1 through October 31—a value of more than $200 for a one-week stay!Wake up to beautiful Gulf views at Sunbird Resort, a beachfront retreat in the heart of Panama City Beach. This inviting...

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$117
avg per night
Panama City Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Landscaped front and back yard. Walk to Ocean Street to beach access #19. Close to Thomas Drive and Joan Avenue area, 5 minutes to Panama City , across Hathaway bridge. Handicapped equipped and accessible outside shower. Solar heated pool.NOTICE: The garage is not included in the rental. Guest have...

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Featured review

"Perfect little stay!"

We had been in Florida for a weeklong family celebration prior to staying at the Elizabeth house. We were looking for somewhere to stay for a little longer and this place was perfect! The pool is great....

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$226
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
Special Offer
Navarre Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
14 reviews

Key Amenities

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

About this property

Welcome to Heaven! Summerwind East 1201 is a fully-renovated and completely updated in 2024 luxury condo with a stunning unobstructed wraparound view. FREE BEACH SERVICE (4 Chairs / 2 Umbrellas) and reserved covered PRIVATE PARKING SPOT are included.From the moment you walk in you will be amazed...

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Featured review

"This Place will not disappoint you!!!"

This place is stunning, the owners have tastefully decorated this premium located condo has views that will not disappoint you. The owners are super responsive to any inquiries that you may have and the...

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$225
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Tropica Oasis Getaway Where Relaxation Meets Paradise! Welcome to your serene escape in beautiful Heritage Landing, Punta Gorda, Florida! Our Tropical Oasis Getaway is perfect for families or friends seeking a relaxing retreat in a picturesque setting. Property Highlights: 3 Bedrooms, 2 Bathrooms:...

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$181
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Views from every window 2 Bedroom/2 Bathroom (no one living above) corner end unit with access to a rooftop deck directly above this sunny and bright unobstructed panoramic view of Sarasota Bay with deeded beach access to one of the most pristine stretches of pearly white Gulf of Mexico sand directly...

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Featured review

"HBC"

Lovely place with a great view of the bay. Well set up with all of the things you need. Owner very accomodating

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$200
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 12 miles to Boca Grande

Key Amenities

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

About this property

Immerse yourself in the soothing vibe of sunny Florida at this modern and bright 3-bed, 2-bath home. This Port Charlotte vacation rental is the perfect place for your next Gulf Coast getaway, featuring a heated outdoor pool for refreshing swims all year round, a screened lanai with a heater, and an open...

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Featured review

"Amazing!"

We stayed the entire month of April. Beautiful home furnished with everything you need or want! The location is quiet and the pool is fantastic! We had family stay throughout the month and everyone was...

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$176
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
New
Naples Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 10 yards to Moorings

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Stunning 2nd-floor beachfront villa at $16,000/month in-season in the exclusive Indies West, located on the point of Doctor’s Pass and just steps from what feels like your own private beach. Enjoy breathtaking views and vibrant sunsets from your private screened lanai, while watching dolphins and...

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$436
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
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
New
Fort Lauderdale Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your Fort Lauderdale waterfront escape — a beautifully remodeled 1-bedroom condo in one of the city’s most desirable locations. The condo features a comfortable king-size bed in the bedroom plus a queen-size sofa sleeper in the living area, making it ideal for a couple, solo traveler,...

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$133
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Latitude Adjustment equals attitude adjustment! Location Location Location! This vacation rental home is located in the super desirable Summerland Cove neighborhood, with easy quick open water access!Whether you are coming for the weather, the boating, the diving or just to relax, this home has it...

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$238
avg per night
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to The Naples Beach and Pier

Key Amenities

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

About this property

This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...

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Featured review

"Home Away From Home!"

We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...

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$136
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

THIS UNIT IS AVAILABLE FOR JAN/FEB/MARCH/APRIL of 2025This beautiful 3 bedroom 2 bath condo is professionally decorated and immaculately kept to perfection. The bedrooms are equipped with a King bed in the master bedroom, and Queen beds in the guest bedrooms. The Great Room features a 60" Television,...

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Featured review

"Dunes"

Wonderful condo. Comfortable, clean, great location. Love everything about this place and the Dunes

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$349
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...

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Featured review

"Outstanding Condo – Truly a Gem"

This condo was the perfect place to unwind and enjoy everything the Naples area has to offer. The space feels calm, fresh, and very intentionally put together—nothing cluttered, nothing overlooked. It...

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$126
avg per night
Clearwater Condo
Sleeps 5, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Search no more! This is the one!! Beautifully decorated and furnished 1 bedroom with king bed (plus den that has a pullout couch) and 1 bath available for rent in the meticulously manicured property of Pennwood Manor. Minimum rental - 3 months. 55 + community. Large heated salt water pool. Fully equipped...

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$87
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Public beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Everything about this Park Shore condo is inviting and cozy with a seamless blend of Olde Florida charm and completely renovated modern features. At $8000 per month in season, this second floor 2 Bedroom/2 Bath home features a main en-suite bedroom with a King bed and a second flex bedroom/den with a...

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$179
avg per night
New
Punta Gorda Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

SEASONAL RENTAL- Welcome to resort-style living in the highly sought-after gated community of Heritage Landing Golf & Country Club in Punta Gorda. This beautifully appointed, turnkey furnished second-floor Coach Home offers 3 bedrooms, 2 bathrooms, and an oversized 2½-car garage, with peaceful...

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$183
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

A Little Torch, Jolly Roger Estates unique find! Two separate living spaces for the price of one! Located in one of the most desirable neighborhoods in the Lower Florida Keys, this canal front home is truly a vacation rental you will remember.The Cat house, so called because of the original cathead...

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Featured review

"Outstanding location for fishing, boating, & diving!"

Stayed at this gem before and after Lobster mini season. The pool was perfectly refreshing after a day in the sun on the water. There are several free boat ramps nearby. Great proximity to the Looe key...

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$281
avg per night
Key West Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Art-Filled 1,700SF 3BR/2BA Old Town Key West Home with 2 Decks, Pool, Parking,++Large art-filled, two story Key West condo boasts 2 large inviting bedrooms, including a king bed, queen bed, and large office or third bedroom for extra flexibility. Guests enjoy living and dining rooms, 2 full bathrooms,...

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$292
avg per night
Fort Myers Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Luxurious complex (Creciente) is being restored to like new complex following Ian! The unit is on the 3rd floor overlooking the Gulf! Furnishings are top shelf, with almost the entire interior updated and new. Situated accross the street from Santini Plaza, where you have access to stores and restaurants,...

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$199
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Escape to Cape – your relaxing vacation retreat! This 3BR/2BA pool home in the heart of Cape Coral features a split-bedroom layout, perfect for family time and privacy. Highlights include a fully equipped kitchen, heated pool & hot tub, patio and lounges, BBQ, smart TVs in every room,...

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$159
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 1.5 bathrooms
2 reviews

Distance to beach: 250 feet to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

On Siesta Key - Quick walk to Siesta Key's world famous beach. Beautiful and private, this updated condo with granite kitchen and tile floors overlooks the bay inlet and boat basin. Across street from world famous beach. Fully amenitied condo in amentied condo complex. Large community pool, tennis...

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Featured review

"Perfect"

This was our third stay in this apartment, and everything was perfect as always! Great location, fully equipped with everything you need, and the rental process was easy and hassle-free. Thank you! We would...

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$189
avg per night
Special Offer
Fort Walton Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms

Key Amenities

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

About this property

There is nothing like the sound of waves crashing on the shoreline, knowing that you're only steps away from the beautiful waters of the Gulf. Come and vacation in paradise - where the endless family fun of Waterscape meets all of the wild wonder of the Gulf coast.Serenity's Paradise (A326)...

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$174
avg per night
Last Minute Deal
Rosemary Beach House
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 100 feet to Private Beach in our community

Key Amenities

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

About this property

The Burkes Bungalow 80 steps to the private beach and beachfront pool Fall Deals now $2200+ Weekly !!!!Located just next door to Rosemary Beach is the gated community of Sunset Beach,Southside of 30A, Our Burkes Beach Bungalow is a darling 3 bdrm, 3 bth beach house that sits just 4 houses in from...

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Featured review

"Pool deck house"

Had the pleasure of staying at the pool deck house. The house was super clean & accommodated our party of 7 well. The kids loved being right on the pool deck & a block away from the beach. The Burkes were...

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$544
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.