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Florida Snowbird Vacation Rentals

(3417 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.

Orlando House
Sleeps 10, 5 bedrooms, 4 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...

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Featured review

"Nice place for big family"

We rented this home for Thanksgiving, we had plenty of room, and space for us all. Wonderful club house. The best of all the kids loved the pool. Our own pool.

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$193
avg per night
Orlando House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Retreat at Champions Gate - Kissimmee, Florida, is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury pool home sits nestled just outside of Orlando, Florida, and will quickly become one of the most desired locations in the Orlando area. During your stay,...

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$258
avg per night
Perdido Key Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

See Videos, Specials and choice of 6 properties go to LenFarinaProperties com. Snow Birds recrive 48% discount Dec 12 to March 13, 2026This modern, affordable, beachfront condominium has everything you need to create lasting memories with your life partner, young family, or even small group of friends.The...

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$114
avg per night
Special Offer
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...

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$215
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautifully furnished home on Marco Island. Close to beaches, park, restaurants, theater, ice cream and more. Come relax and enjoy the pool or read a book in the screened in Lanav with flat screen tv. Take in some sun on one of 4 chaise lounges. Grill a burger, take a stroll to the park, or a bike ride....

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Featured review

"Very pleased"

The home I rented was just as described in photos. I had clear understanding of charges and there were No discrepancies. Reaching out by text or phone was very easy between us, on any issue. As always...

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$375
avg per night

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Summerland Key House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to the Key House, a completely charming, canal front home located in the ultra popular Jolly Roger Estates on Little Torch Key.A cute tropical them from the outside in, you know you are in the Florida Keys! The exterior boasts an immaculately kept grounds with ample storage for your gear,...

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$193
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience the ultimate beach getaway in this meticulously updated Naples Park beach house. Located on the coveted 500 block, mere minutes from Vanderbilt Beach, this charming abode offers a spacious layout with two serene guest bedrooms upstairs and a cozy master bedroom on the main level. Immaculately...

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$387
avg per night
Special Offer
Ponce Inlet Condo
Sleeps 7, 3 bedrooms, 3 bathrooms

Distance to beach: 0.4 miles to In Complex

Key Amenities

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

About this property

Welcome to Kaptain Korner & best of both worlds in this Luxurious complex with easy & dedicated beach access! This is a 3 bedroom/3 full bath MONTHLY rental located in Beautiful Harbour Village RESORT STYLE community providing best of worlds with Marina view and Complex BEACH AMENITIES 2 blocks...

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$212
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

(April 1, 2026 and beyond is available - rental stay minimums apply) Golf Course By The Sea #2 - Penthouse Near the Beach!Golf Course By The Sea #1 - the original condo in this complex was and continues to be such a hit, we have added a new (secondary) condo top floor in the same complex - hence...

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Featured review

"Excellent stay"

Thank you to this host for a most wonderful first-time non hotel longer-term rental experience. We will never return to a hotel after experiencing such a wonderful condo stay at a fraction of the cost...

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$128
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Edgewater Beach Resort Condo PCB Beautiful condo in the exclusive Edgewater beach resort. 110acre paradise - the only true resort in PCB. Largest lagoon pool on the beach. 11 pools total, 4 hot tubs, tennis, golf, pickleball, basketball, shuffleboard, Never have to leave. Edgewater mall acrooss...

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Featured review

"Needed vacation PCB"

I really did not know just how much I needed this vacation until I got here. WOW!! What a beautiful condo and you've taken the initiative to have beautiful and comfortable furniture that's really high...

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$226
avg per night
New
Special Offer
Daytona Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Daytona Beach

Key Amenities

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

About this property

Luxury 2 bedroom, 2 bath Penthouse is located in the gated community of the Marina Grande. Amenities include 2 waterfront pools, spa, steam room, workout facilities, yoga room, 18 seat private theatre (Appt. needed), game room and much more. Condo is turn key with spectacular sunrise and sunset views....

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$80
avg per night
Merritt Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Cocoa Beach

Key Amenities

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

About this property

Beautiful Fully Furnished Home for Rent in Merritt Island Welcome to your stunning new home on Merritt Island! This fully remodeled 3-bedroom, 2-bathroom home is the perfect blend of comfort and modern luxury. Step inside to discover a spacious open floor plan that includes a central island and a separate...

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Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 25 miles to Vanderbilt Beach

Key Amenities

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

About this property

Experience The National Golf & Country Club at Ave Maria, SW Florida's new Resort Style Golf Community with 24-hour guarded gatehouse. This spacious 2-bedroom, 2-bathroom (Arbor model) condo is located on the ground floor and looks out on the 15th tee with a beautiful lake view--additional privacy...

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Featured review

"Very nice view of wildlife and golf course."

Ave Maria is a nice small quaint community, The National is a bundled golf community still being built. The condo is very comfortable and in a good location. We enjoyed our stay and the golf course and...

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$171
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

ATTENTION: Our daily rates have been reduced while our building is undergoing a concrete restoration project. While this is ongoing, there will be construction noise from 8-5 daily. The pool and beach access are not affected. So, if you can handle some noise, or if your time here will be out and about...

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Featured review

"A Great Place Even in the 5th Coldest January in FL on Record...But the Sunrise !!!"

Great, caring owners who make sure your expectations are met. !f not the grandest view to Ponce Lighthouse and beyond, certainly top 3...you can even see cars on Jimmy Buffet Memorial Highway (US 1) at...

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$209
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

One bedroom condo perfect for couples, walking distance to 5th Avenue S. shopping, dining, and the beach!THE PROPERTY Just 6 blocks from the Gulf of Mexico this 1 bedroom, 1 bath weekly rental with dedicated parking space is ideal for couples, especially travelers who enjoy tennis, the arts, fine...

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$328
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 50 yards to Across the street

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Down By The Bay! Miramar at the Moorings! This renovated fourth floor 2 Bedroom/2 Bath condo presents wide views of the bay via floor to ceiling windows and offers beach access directly across the street. Gorgeous porcelain tile floors, a beautiful kitchen, neutral colors, and lots of natural light, give...

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$267
avg per night
Clearwater Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

**Please scroll down for available dates and rates before inquiring. Currently, first available booking date is May 7, 2026. One Month Minimum** Stunning direct ocean views from this 2 Bed/2 Bath updated and bright condo. Enjoy elegant coastal vibes in this 10th floor unit in Harbour Light Towers on...

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Featured review

"Wonderful condo"

My wife and I spent the month of March in this beautiful condo. A very well equipped unit on a beautiful beach in Sand Key….gorgeous views of the sunset every night on the beachfront balcony & the same...

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$237
avg per night
Islamorada Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

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

"House was great with all the amenities!"

Great house, pool, and area. Lots of attractions and wonderful restaurants. Also, great people to work with.

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$500
avg per night
Pompano Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Looking to relocate to South Florida or work remotely by the beach? This is the perfect home base to work and enjoy beach living. It's near impossible to find a large 2 bedroom, 2 bathroom so close to the beach on the barrier island. There's 2 laptop workstations & the fastest WiFi w/speeds...

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$197
avg per night
New
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautiful condo in Punta Gorda is the perfect getaway for golf enthusiasts and anyone looking to relax in sunny southwest Florida. This condo overlooks the 11th hole. With its prime location, modern amenities, and outdoor features, it offers an unforgettable vacation experience.Step into comfort...

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$162
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
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Imagine waking up to the rhythmic sound of waves crashing against the shore, with the first light of dawn illuminating the vast Atlantic Ocean right outside your window. This beautifully appointed two-bedroom, two-bathroom condominium in New Smyrna Beach, Florida, offers the perfect combination of comfort,...

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$201
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Close to Vanderbilt Beach, located in CALUSA BAY. This Southern exposure first floor condo has been recently furnished and offers a beautiful long-lake view. Luxury vinyl flooring throughout, new furnishings, kitchen with breakfast bar and separate dining area and stainless steel appliances. The master...

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$131
avg per night
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 4 miles to Naples Beach

Key Amenities

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

About this property

This Naples condo is just what you are looking for. It boasts nearly 1300 sq. feet of living with a coastal chic style. There are two large bedrooms and two full baths. This top floor unit (2nd story) condo has high ceilings and plenty of brand new windows to let in the beautiful Florida sunlight....

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Featured review

"Lovely condo in a great community!"

This condo is a lovely place, clean and well furnished. Comfortable beds and couch. Well stocked kitchen. Lots of games, puzzles and water/beach toys. Wagon, car seat, inflatable air mattresses. Perfect...

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$100
avg per night
New Smyrna Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Spacious 43BR, 2BA beach home just a short walk from the sand! Upstairs features 3 bedrooms, 2 baths, kitchen, and living area. Step out to your private rear balcony—a wood deck off the second floor—perfect for relaxing around the glass bead firepit. Downstairs offers a queen bedroom, full...

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$160
avg per night
New
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Heated Pool - All Season! The Best of Both Worlds - North Naples and Beautiful Bonita Springs Enjoy your morning coffee overlooking the peaceful lake view, in a prime spot right on the border of these 2 Coastal Paradises Just minutes from Barefoot and Vanderbilt Beaches, this condo is in the quiet,...

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$216
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Single-story home, step-free access, freshly renovated with new tile flooring throughout (no carpet), all new interior dimmable lights, all new exterior Govee LED Lights (Lanai string lights, Coach Lights, Pool Light), new paint, tons of Florida- inspired decorations and new high quality furniture.Primary...

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$200
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$1,962
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
Kissimmee Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 2 miles to Fun Spot America Theme Parks

Key Amenities

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

About this property

Your family will be close to everything when you stay at this centrally-located place.This property it is fully renovated; first-floor unit with a laminate floor, high ceiling in the living room, open floor plan. The kitchen and bathrooms have been upgraded. The whole community was recently replumbed.Nice...

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Featured review

"Great Vacation Home"

We found the townhouse to be nicely decorated with cute little touches, updated, very clean and equipped with all the necessities for a fabulous experience. It's a very safe, quiet, peaceful location,...

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$110
avg per night
Big Pine Key House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Escape to paradise in this beautiful newly remodeled 2 bedroom 1 bath duplex unit on a canal nestled in the heart of Big Pine Key. Perfectly located near a grocery store, great local restaurants, parks, and just minutes from the famous Bahia Honda State Park. Whether you're looking to relax or...

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$125
avg per night
Stuart Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Located on Hutchinson Island in Stuart Florida known as the Treasure Coast, come stay in the Ocean Front 2 bedroom, 2 bathroom Condo that has been completely renovated. Fully equipped, it boasts a fully equipped large kitchen with new appliances, dining room that seats 6, 2 bedrooms each with private...

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Featured review

"Beautifully furnished and well equipped with kitchen necessities, beach chairs and towels, etc."

Lovely place steps to the ocean with no crowds. We enjoyed the month there. It easily felt like a home. Definitely return next time we visit Stuart.

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$163
avg per night
Last Minute Deal
Orlando House
Sleeps 13, 6 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will...

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$256
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your Laketown Wharf retreat in the heart of Panama City Beach! This stylish condo offers a comfortable and functional layout, perfect for families, couples, or groups looking to enjoy the beach, pools, and all the fun right outside your door.️ The Space→ Spacious Living Room...

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$133
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape the hustle and bustle while still indulging in all that Panama City Beach has to offer at our beachfront condo with breathtaking views. Nestled in Laguna Beach, where the pristine beach remains untouched, get ready to create unforgettable memories! Simply bring your toothbrush and clothes, and...

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$181
avg per night
Lake Wales House
Sleeps 2, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Lake Ashton's amenities include a 26,000 square-foot clubhouse and a 30,000 square-foot health and fitness center. The clubhouse features an assortment of amenities that include an exercise center, sauna, dining and lounge facilities, game room, woodworking shop, card room, arts and crafts room,...

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Featured review

"Wonderful Community"

A lovely home in a Senior Community! Everything was as stated in ad. The use of the golf cart made the stay enjoyable as all the community activities were so close. Joe is very easy to work with & we would...

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$82
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

3bd 3bath Icemaker Deep freezer Dock Water access

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$200
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 11 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Getaway from your stress and enjoy waterfront paradise. A centrally located beautiful canal-side home featuring a private heated pool, boat dock and an outdoor living area . The Villa includes three bedrooms with 2 bathrooms and sleeps up to 10. enjoy Southern Exposure, full day sun, Gulf Access canal,...

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Featured review

"Very clean, easy, honest and responsive"

This home is located on a corner lot, in a very nice neiborhood, on a canal. This was the cleanest, most well stocked home we have rented. Mike was very responsive and easy to deal with. Definatly would...

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$325
avg per night
New
Redington Shores Apartment
Sleeps 5, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Redington Shores, Florida · 2BR · 1 bath * Sleeps 5 Welcome to Carousel Suites—your beachside sanctuary in the heart of Redington Shores! Tucked just steps from the powder-soft Gulf shoreline, this bright and breezy 2-bedroom condo is your ticket to laid-back coastal living. Wake...

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Featured review

"Great"

Loved the place!! Great location, lots of space! Right across from beach and restaurants! Clean! Had chairs for us to use in beach!

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$283
avg per night
Bradenton Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Perfect for snowbirds. First floor, 2-bedroom lakeside condo at Hidden Lake of Manatee. It is a gated condo community which offers a clubhouse with ping pong table, lending library and small fitness center. The condo features 2 bedrooms each furnished with one 1 queen bed, dresser, and TV. Work desk...

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$150
avg per night
Davenport House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Sol - Orlando is located in a scenic residential area, approximately 15 minutes from the Orlando International Airport. The area is surrounded by large 100-year-old oak trees and is located near East Lake Toho, one of Orlando's largest lakes. There is a Walmart Neighborhood Grocery store and...

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Featured review

"Open space, perfect for entertaining and gathering."

Property is very nice and well maintained. Space is very accommodating for large families. Well enjoyed!

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$155
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This patio villa is tucked in quiet area of DeLuna, surrounded by walking paths and trees in Clara Villas. A one-minute walk down the street to walking trails and a nature preserve. There is an abundance of waterfowl in the preserve, and you are only a short golf cart ride from Brownwood Square, Hogeye...

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Featured review

"Great place!"

We had a blast and the place was clean and well equipped. The golf cart came in handy and ran good. Owners were very easy to work with.

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$136
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Commodore 208, a 2 bedroom, 2 bath unit directly overlooking the sugar white sands and emerald waters of the Gulf of Mexico. The unit is a coveted low floor with a gulf facing primary bedroom offering fantastic views, sounds of the ocean and easy access to the beach. The unit has many updates...

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Featured review

"GREAT UNIT"

This unit was very clean and had everything needed for the beach. Great view from the balcony, will rent this unit again. Thanks

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$87
avg per night
Summerland Key House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This extraordinary island castle will make you feel like the royal family! With four bedrooms and five bathrooms you will not have to share your space! Start your day boating, fishing or kayaking and then return for a cool dip in the pool! Relax on the expansive screened in porch with a drinks and appetizers...

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$459
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...

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Featured review

"Fabulous!"

We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...

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$272
avg per night
New
Satellite Beach Townhome
Sleeps 10, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Walk 2-min to the beach. Swim in the heated pool in a screened pool house. Gather and relax in the covered lanai with picnic table & gas grill. Big living room. WiFi. Laundry. Bedrooms have TVs w/Netflix + other channels. Popular restaurants & ice cream shop nearby. Relax at this beach house...

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$384
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 16 miles to Boca grand Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community are like nothing else you’ve seen in Southwest Florida. You will enjoy a stunning resort style pool featuring gradual entry and lap lanes. A...

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Featured review

"Beautiful condo"

Lovely 2 bedroom, beautifully decorated. 2 bath condo over looking the golf course. Nice corner location.. Quiet. The condo had everything needed for an extended stay. Pool is within walking distance .Gated...

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$159
avg per night
Bradenton Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

SEP to DEC 2025 : $225 a day (Taxes and Fees Not Included) - MIN 30 DAY RENTALLUXURY ISLAND GATED COMMUNITY! Enjoy water views of Anna Maria Sounds and Harbour Isle private lake from this gorgeous 3+ Brdm / 3 Bath, 3,412 total sq. ft. high-end flagship coach home! The unit is fully furnished with...

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Featured review

"Beautiful Location"

Couldn’t be a better location as the glorious beach was two minutes away! And what a fabulous beach to walk. The sunsets were spectacular. Couldn’t get any more beautiful.

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$306
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Bunche Beach

Key Amenities

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

About this property

Come and enjoy our newly renovated 2 bedroom 2 bath condo. This condo is located on the second hole and has spectacular water and golf course views. This third floor two king bed unit with brand new kitchen, living room and bathrooms. Kelly Green's amenities include tennis courts, pool, hot tub,...

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Featured review

"Beautiful home. Wonderful location"

Amazing home and location to Sanibel, Fort Myers Beach and Bunche Beach! Well appointed and very comfortable home. Nancy had everything we needed and was very quick to respond when we had a question. Beds...

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$117
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...

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$667
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.