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Florida Snowbird Vacation Rentals

(3291 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
18 reviews

Key Amenities

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

About this property

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

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Featured review

"Sand Caper"

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

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$243
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
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 20 yards to Located on private beach on San Carlos Bay

Key Amenities

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

About this property

Unsurpassed view from this 10th floor condo at Sanibel Harbour Resort. Watch the dolphins and enjoy romantic sunsets and panoramic water views over San Carlos Bay from our 10th floor screened lanai terrace.Our private beach, pool and hot tub, all footsteps from the condo, are for the exclusive...

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Featured review

"Beautiful’"

We were so happy to find this home away from home. The owner and his wife couldn’t have been nicer and easier to work with! It is one of the condominium towers in the Marriot Sanibel resort. The location...

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$224
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

Beautiful 4 bedroom/3 bathroom house in the luxurious Emerald Island Resort - Only ~ 4 miles from Disney & close to other major attractions! This home is equipped with a heated private pool, spa & game room. There is a large SMART TV in the living room & in each bedroom. There are queen beds...

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Featured review

"Beautiful resort"

We stayed for 2 1/2 months at the Villa. It was very clean and had updated living room furniture that was very comfortable. The Manager was very responsive to any of our concerns and checked in with us...

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$138
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Fort Myers Beach

Key Amenities

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

About this property

WINTER & EARLY SPRING IS A GREAT TIME OF THE YEAR FOR THE WONDERFUL WARMTH OF FLORIDA AND.... NO SNOW!!!This 3rd/Top Floor Condo (elevator in our building) is your vacation Home Away From Home with many extra amenities including Free WIFI (anywhere inside our Condo & Lanai). Our Building has...

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Featured review

"A great condo close to beach and attractions!"

My wife and I have stayed at this condo at Kelly Greens for the last five years during the month of February. We just love it here! The condo is right across the driveway from the pool, hot tub, tennis...

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$97
avg per night

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to Naples Pier

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully decorated and completely turnkey, sunny and bright 2 bedroom/2 bath condo with cathedral ceilings and spacious lanai overlooking lake with lighted water fall. Second floor END unit with your own private garage in a GATED community. Free WI-FI and Cable TV/Infinity, SmartTV/Stream Netflix/Prime/Pandora/FUBO/Spotify...

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Featured review

"A last minute vacation"

We had a rough winter and decided at the last minute to see if we could get a place to stay in Naples. We had never been and it all worked out real well. We really enjoyed the Falling Water’s condo....

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$130
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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$64
avg per night
Last Minute Deal
Little Torch Key House
Sleeps 8, 3 bedrooms, 3 bathrooms
10 reviews

Distance to beach: 10 miles to Bahia Honda

Key Amenities

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

About this property

Paradise awaits in the Lower Keys! Situated on a large corner lot, you have over 200 feet of concrete dockage so BIG BOATS are welcome! Featured on " American Dream Home," this vacation home will not disappoint. Whether you're looking to fish the Atlantic or Gulf, snorkel at Looe Key Reef,...

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Featured review

"Vacation Getaway"

This home was absolutely beautiful! My husband and I, along with his family, stayed here and it accommodated 6 adults, 1 teen, a baby, and even our dog—everyone was perfectly comfortable. We loved relaxing...

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$281
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.1 miles to Cape San Blas Beach

Key Amenities

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

About this property

Trudy May’s Bayhouse is a bayfront 4BR/3BA home on Cape San Blas, offering the best of both worlds—peaceful bay living with easy Gulf beach access just across the street. The home sleeps up to 10 and features a 500' dock on St. Joseph Bay, ideal for boating, fishing, kayaking, and paddleboarding...

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$385
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Open concept 1360sq ft condo. Beautiful inter-coastal water views in bedrooms and living area. Clean & non smoker, New appliances and furniture throughout. 2 Bedrooms , master has king size bed with door wall to the covered patio. Large wall closet. On-suite bathroom with walk-in shower. Second...

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$189
avg per night
Miami House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

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

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$179
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

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

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$259
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Completely remodeled unit in a quaint, lush courtyard-style community. This condo is furnished and decorated as if it was your 2nd home. High end surfaces throughout the living and bedroom areas, walk in showers with high end finishes, instant water heater for never ending hot showers, fully furnished...

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$263
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 14 miles to Fort Myers Beach

Key Amenities

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

About this property

Welcome to R Cape Escape! A place where you will find Fun & Sun! A great family vacation home or a retreat with friends! You are only 14 miles away from some of the best gulf beaches - Ft. Myers Beach, Sanibel Island and Captiva Island! Like baseball? The Minnesota Twins and the Boston Red Sox spring...

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Featured review

"Clean, comfortable, convenient, quiet, and relaxing!"

I have nothing but positive things to say about my stay - the property/pool is fantastic, the location is quiet and relaxing, and it's very close to excellent food and nightlife! We brought our golf clubs...

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$208
avg per night
Marco Island Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your tranquil island escape in the prestigious Steven's Landing community on beautiful Marco Island. With sweeping waterfront views and upscale amenities, this condo offers the perfect retreat for couples and small families seeking a slice of paradise! This renovated 3Br 2Ba is fully...

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$114
avg per night
Kissimmee Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to our beautiful townhome villa located at the luxurious 24-Hour Guard-Gated Emerald Island Resort in Kissimmee, Florida. Just 3 miles from Disney World's main gate.No cramped pool deck! No Shade from nearby houses blocking that fabulous Florida Sun! No shortage of pool chairs, tables...

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Featured review

"Outstanding rental!"

We spent three weeks in this rental and had a wonderful stay. Location is terrific. Very close to the pool, yet very quiet. Owner was great to work with and fast with communication. Home is clean and well...

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$107
avg per night
New
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Relax and unwind in this peaceful Fort Myers retreat located in a gated community just minutes from Fort Myers Beach, Sanibel Island, Lakes Park, shopping, dining, and everyday conveniences.Perfect for seasonal stays, snowbirds, traveling professionals, and guests seeking an extended Southwest Florida...

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$89
avg per night
Tavernier House
Sleeps 12, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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$450
avg per night
Ponce Inlet House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

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

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$150
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Enjoy our gorgeous 10th floor, beachfront Marco Island getaway with Northern exposure. Take in the spectacular views - especially at sunset – from throughout the apartment and from the spacious balcony. You can enjoy stunning views of Tigertail and Hideaway Beaches.Our non-smoking, 2-bedroom,...

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Featured review

"Nice quiet stay"

Great view from balcony.owner is excellent to deal with had an issue and he had it taken care of right away.condo was clean n was a perfect stay.And are rebooking for next year.

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$229
avg per night
Islamorada House
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to One Ten Palms!Escape to paradise at this private oceanfront estate in Islamorada, where the laid-back spirit of the Keys meets resort-style comfort. Set on more than two acres of lush tropical grounds, the property is graced with 110 swaying palms and 250 feet of natural oceanfront beach,...

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$1,153
avg per night
Englewood Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 1 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Escape to Paradise in Southwest Florida!**Why use a hotel when you can cook at home and enjoy this beautiful property located just a few short miles from Manasota Key and Venice/Nokomis beaches!Discover the ultimate getaway in this beautifully refurbished 1-bedroom, 1-bath condo, perfectly nestled...

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Featured review

"Quaint Condo - Perfect location"

Great condo! Everything I needed was provided and the king size bed was very comfortable. Very clean; furniture and appliances appear to be new. I liked the location, not far from three different beaches,...

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$122
avg per night
Key West House
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Island Dreaming – Your Luxury Key West Getaway - MONTHLY RENTAL Welcome to Paradise*** Please note for 2027 High Season rentals Jan- February - Arrival after the 5th of January for 6 week minimum is required in order to get accurate pricing***Discover the ultimate island retreat at Island...

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$824
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

Key Amenities

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

About this property

Sea Coast Living!look no further. Between the lovely coastal décor and the open floor concept, you have found a beautifully renovated home that is perfect for any length of stay here in Naples, FL You will immediately feel the SEA COAST LIVING you’ve been looking for as you enter the...

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Featured review

"Perfect Naples home!"

The location is amazing! 1 mile from the beach & just down the street is Mercato & lots of other shopping & dining options! The house is spacious, very clean & has everything you will need, right down to...

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$165
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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$184
avg per night
Panama City Beach House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

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

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$160
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

4 Bedroom 2 bath home with private dock and private pool with direct open access to the ocean and convenient access to the bayside through Tavernier Creek. This is both family-friendly and a fisherman's dream. Our home sleeps 8 with every comfort you would want while on vacation in the keys...Large...

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Featured review

"It's like coming home!"

This is our third year at Blue Dorado. We love it here! Everything was perfect for our family. The access to the Ocean and Tavernier Creek is amazing. We saw so many beautiful sunrises and sunsets.

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$262
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to Babcock National Golf & Country Club!This beautifully appointed and fully equipped condo is nestled on the top floor, offering breathtaking panoramic views of Lake Babcock and the 10th hole. You’ll love watching the vibrant sunsets from your private screened-in lanai.Inside,...

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Featured review

"2 months in Babcock National"

Perfect spot, this condo is conveniently located to all the amenities. The view from the top floor was spectacular with gorgeous sunsets every night. The unit itself is nicely decorated, and we had everything...

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$105
avg per night
Ponce Inlet House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

The "Towers at Ponce Inlet" is a large oceanfront condominium community with six 7 story buildings located where NASCAR first held car races on the sandy beach of Ponce Inlet. Prized by its residents for it's relaxed lifestyle, Ponce Inlet is a quaint seaside town nestled between the Atlantic...

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$150
avg per night
Clearwater Beach Villa
Sleeps 15, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Clearwater Beach Waterfront Modern VillaExperience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway.Property...

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$700
avg per night
Venice Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

RELAX - you deserve it! Beautiful (no pets or smoking), fully remodeled Villa in the lovely, tranquil, private beach access community of Aldea Mar. Enjoy swimming, sunbathing and fabulous sunsets just a two and a half minute walk within the community (no roads to cross) from your condo. Our condo is a...

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Featured review

"Wonder condo - great location - fantastic hosts"

I can't say enough about this condo and the owners. My elderly mother rented the condo for 2 months. It had everything you needed and more. It was immaculate and was right off the beach. John was so helpful...

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$194
avg per night
Last Minute Deal
The Villages House
Sleeps 5, 3 bedrooms, 2 bathrooms
2 reviews

Distance to park: 53 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Be in the center of the new developments. By golf cart, Casa Verde is only 5 minutes to Sawgrass Grove, 15 minutes to Eastport, and 20 minutes to Brownwood Paddock.Casa Verde is a fully-furnished designer home, Tamarind Plan. Relax on the large lanai and view the landscaping instead of at someone...

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Featured review

"Great location and wonderful neighborhood"

Tom and Ruth provided a wonderful home for our Villages holiday. It is centrally located with all the amenities listed. It is comfortable and clean and homey. The golf cart has some get up and go torque...

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$74
avg per night
Fort Myers Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Beautiful views of the Gulf await you! Enjoy morning coffee or an evening glass of wine and a stunning sunset from the balcony. Watch the pelicans and other sea birds in the sanctuary below and catch a glimpse of dolphins!We are thrilled to be back online after Hurricane Ian on September 28, 2022,...

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Featured review

"Beach Getaway"

Definitely a 5 out of 5 star stay. Great view of beach, very clean and had everything we needed for the 3 weeks we were there! Gina was easy to contact and answered any questions we had quickly. We would...

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$196
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Palm Cay unit 10 is a two bedroom , one bath condo just 50 steps from the pristine Gulf waters of Homes Beach. There is a shared pool centered in a courtyard surrounded by lush , tropical vegetation. There is a double sofa bed in the living room. The kitchen is fully equipped , including a coffee...

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Featured review

"Enjoyed it very much."

The unit was lovely. Well equipped and very clean. The pool area is very nice and a 1 minute walk to a beautiful beach.

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$240
avg per night
Cape Coral House
Sleeps 13, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your dream getaway in Cape Coral, Florida! Our luxurious canal-front retreat offers 4 bedrooms and 3 bathrooms, perfect for vacations, weddings, bridal party preparations, and reunions for up to 50 guests but a maximum of 13 overnight guests. Enjoy a fireplaced living room, landscaped grounds...

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$329
avg per night
Daytona Beach Shores Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 20 feet to Atlantic Ocean

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to your vacation beachside oasis in this quiet quaint community, fully furnished Mediterranean townhome located only steps to the ocean and river! This comfortable 2 bedrooms, 2 ½ bathrooms townhome accommodates up to 6 people comfortably. This home features a gated private courtyard with...

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Featured review

"Perfect"

My husband and I stayed here 3 1/2 months and would recommend this place to anyone. It is just as pictured, clean, light and homey. Sonja and her husband are great to work with. Everything is nearby,...

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$190
avg per night
Islamorada House
Sleeps 10, 5 bedrooms, 7.5 bathrooms

Distance to beach: 4 miles to Founders

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool

About this property

Rare Summer Openings! Your Private Resort Awaits in IslamoradaIf you’ve been dreaming of an island escape with all the luxury of a high-end resort but none of the crowds, this is your chance.Your Own Private Resort in the Florida KeysFrom the moment you arrive, this estate feels more...

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$680
avg per night
Miramar Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

New Listing! Free Beach Service - 2 chairs and an umbrella set up daily! Newly Renovated Full Kitchen= Gorgeous new cabinets and quartz countertops! Updates throughout! New King Mattress and Box Springs! Perfect Get-away for 2 or 4!This beautiful unit has a spacious patio with access from the...

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$191
avg per night
Hollywood Condo
Sleeps 4, 1 bedroom, 1 bathroom
6 reviews

Key Amenities

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

About this property

Enjoy beautiful Intracoastal and city views from your own private balcony (see photos). This oceanfront unit is located in Hollywood Beach, consistently ranked among the top beaches in Florida. The tastefully decorated, newly renovated condo is situated on the 14th floor of Sea Air Towers.The building...

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Featured review

"Fun spot for winter get away"

I enjoyed staying here! The apartment was clean and spacious. The pool area is beautiful, although I spent most of my time steps away on the beach. I could walk to a grocery and many restaurants. I also...

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$116
avg per night
Panama City Beach Condo
Sleeps 7, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

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

About this property

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

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Featured review

"Great stay"

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

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$264
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 42 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This exceptional, highly sought-after Arabella II floorplan is a beautifully furnished end-unit condo offering the ultimate in comfort and style! It is the largest floorplan of the Verandas at 1569 sqft. Enjoy spacious living with vaulted ceilings and an abundance of natural light. This exquisite floorplan...

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Featured review

"Relax & Unwind in This Beautiful Punta Gorda Condo with sunrise view"

Perfect getaway we had such a relaxing stay. The sunrise views were incredible each morning. The decor is excellent and the space was so peaceful and relaxing. Amazing host, super responsive and easy to...

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$115
avg per night
Ormond By The Sea Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Oceanfront, closest beach to Disney, next to Daytona Beach! Enjoy sunrises on the ocean right from the balcony of our large 2 bed/2 bath, sleeps 6 with option for 8; bungalow on top floor (no shared walls) with an elevator. Great for Disney vacation families, NASCAR lovers, and anyone who loves a...

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Featured review

"Fantastic stay in Ormond Beach"

Dana’s place is a little piece of paradise. We loved the roomy size of the condo and how very quiet and private it is. We enjoyed looking at the sunrise over the ocean while sitting on the couch! What...

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$207
avg per night
Last Minute Deal
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

ACCESSIBLE HEATED(Brand New Electric Heater) POOL HOME ON A CORNER LOT minutes from Cape Coral and Fort Myers Beaches! Recently purchased to add to our Jays Getaways in SE Cape Coral! A fun home with Pickleball, cornhole, badminton, and pool games and lots of floats! Welcome to this thoughtfully designed...

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Featured review

"Jay’s Getaway"

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

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$129
avg per night
Palmetto Townhome
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Modern 2BR/2.5BA Pet-Friendly Townhome This spacious, two-story townhome offers: • 2 bedrooms with private en-suite bathrooms – ideal for comfort and privacy. • Pet-friendly accommodations for your four-legged companions. • Dedicated workspace options to make remote work seamless. • Bright,...

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$66
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 100 feet to 4 on site

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a 2 story, 2 bedroom, 2 bathroom townhouse that comfortably sleeps 6 in a 24 acre Resort / Condo complex.WE FOLLOW THE CDC GUIDELINES FOR CLEANING AND SANITIZING THIS PROPERTY.Included in the price are Taxes, Cleaning, WiFi, a Golf Cart, Kayaks, Paddle Boards, Bikes, Fishing Gear, Snorkeling...

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Featured review

"Great Unit and Excellent Host"

My family and I booked 9 days in the condo by the lagoon. I was a bit leery as there is a mix of good and not-so-good reviews for Norman. I found him personable and responsive on the phone whenever I...

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$234
avg per night
Key Largo Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 3 miles to John Pennekamp State Park

Key Amenities

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

About this property

Enjoy the panoramic view this tropically decorated, fifth-story unit has to offer of the Atlantic Ocean and the adjacent Wildlife Sanctuary. The unit affords its guests the spectacular sunsets the Florida Keys are famous for, right from your balcony and living room.Kawama Yacht Club is situated at...

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Featured review

"Boys week"

Great atmosphere, two minutes to the Atlantic. Jose great host, very clean. Thank you Jose for sharing your home.

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$187
avg per night
Estero House
Sleeps 7, 5 bedrooms, 4.5 bathrooms

Distance to beach: 15 miles to Fort Myers Beach

Key Amenities

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

About this property

New 5 bedrroom home w loft in beautiful Verdana Village 3400 sq. ft Three car garage. Move Now! RENT THIS! OWN THIS! Rent to Own with purchase contract. Amenities of Verdana Village include Resort Pool with large hot spa. Three restaurants including Craft Bar and pool side Tiki bar plus Cafe. Fully...

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$167
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

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

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

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$58
avg per night
Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Relax in this bright coastal home with a private pool and fully fenced yard. ( We have a wifi pool alarm for child safety).This three bedroom retreat also offers a pullout couch, full kitchen and comfortable living space. Located in a quiet Englewood neighborhood minutes from Englewood Beach, Manasota...

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Featured review

"Amazing trip!"

My husband and I decided on a quick trip to the area and found this amazing house and Englewood Florida Home & Vacation rentals! Their customer service was amazing and everything was set up quickly! They...

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$96
avg per night
Marathon House
Sleeps 10, 4 bedrooms, 4 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Villa Sombrero – Private Waterfront Living with Sunset Views in the Florida KeysVilla Sombrero is a peaceful waterfront retreat overlooking Boot Key Harbor, offering breathtaking sunsets to the west and refreshing island breezes flowing in from the east through Sisters Creek. A natural waterway...

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Featured review

"Nice comfortable place..... Quiet except for construction work going on across the street."

It's the little things...... We had to call concerning changing the water filter on the refrigerator. The pool needed water added so that the filter and heater would work. The strainer was full of debris.......

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$625
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.