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Florida Snowbird Vacation Rentals

(3366 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.

Special Offer
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

WORLD CUP SPECIAL!! Stay with us in June and July, an hour and a half away from the MIAMI Hard Rock Stadium! Available - NOW OPEN FOR 2027 SEASONWelcome to this exclusive 2-bedroom 2 bath Lake and Golf View in the highly desired Greenlinks at Lely Resort. You can’t beat this location!Enjoy...

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Featured review

"Fab home away from home"

Just loved staying here.The home is beautifully furnished throughout - and has everything you could need.Carolina is so helpful too - really quick response to any query.It is a fab location...

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$216
avg per night
New
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

30+ night stay. Newly remodeled- studs out luxury 2BR/2BA in a quiet 15-unit building. Bay-view screened lanai overlooking Hogue Channel (sunrise/dolphin views). Deeded sandy beach path across the street. Fully stocked kitchen (Nespresso, SodaStream), 65" 4K TV, beach gear + kayak. Pool open; landscaping/paving...

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$213
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to Coral Cape PlaceCreate lasting memories in our beautifully updated, caged, heated pool home, perfect for families and friends.Location Highlights:- 30 min to Fort Myers Beach - 45 min to Sanibel Island - 40 min to Fort Myers Airport (RSW) - 40 min to Punta Gorda Airport - Close...

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Featured review

"Loved"

Great house clean , , Host was very attentive dealt with issues immediately . The area was amazing , light traffic everything you needed was there close by.

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$137
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

ground level on 2 story building parking right out front.unit has new kitchen and appliances 2 bedrooms with king beds and a pullout in living room,furniture is only about a year old has 2 pools that have been just renovated along with pickleball courts and small gym in clubhouse.friendly gated community...

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Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to Paradise in Southwest Florida – Heritage Landing Golf & Country Club Welcome to your dream getaway at Southwest Florida’s premier Golf and Country Club – Heritage Landing! This charming first-floor 2-bedroom, 2-bathroom vacation rental is the perfect place to relax, recharge,...

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$119
avg per night

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Fort Myers

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Kelly Greens Country Club is a gate community that sits 10 mins each from Sanibel Island and Fort Myers Beach! Newly renovated condo w larger lanai and beautiful view of water. Quiet top corner location to have a coffee and watch hole #1 golfers make their putts. (It's quiet, they are afar.)2...

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Featured review

"Great place"

Great place to stay ...perfect location many places around the area for day and night time ...

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$63
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 24 miles to Anna Maria Island

Key Amenities

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

About this property

ESPLANADE AT LAKEWOOD RANCH! This beautiful turnkey home with magnificent views of the 12th fairway and serene views of a lake and the many birds and other wildlife from the covered and screened lanai is located on a quiet cul-de-sac. As you enter through the front door, the great room floor plan is open...

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Featured review

"Fabulous Home"

We rented from Raj from January 24th through March 31st and everything exceeded our expectations. The house was immaculate and was well stocked with cooking equipment, dishes, glasses, storage containers,...

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$174
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautifully renovated and immaculate home with pool and dock Near St Armand's and Lido BeachNEW PROPERTYWelcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in March 2025, everything inside and outside this home...

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$1,258
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
6 reviews

Distance to beach: 0.0 miles to Directly on the Beach

Key Amenities

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

About this property

- Thank you for your interest in Celadon 107. We invite you to stay in luxury and visit "The World's Most Beautiful Beaches".- Located at Celadon Beach Resort - Directly on the Beach 1st Floor with beautiful views of the Gulf. The private balcony is located 10 feet above the sand dunes...

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Featured review

"PCB Vacation"

Our stay at Wisteria Cottage was great! The cottage is very comfortable and located a block from the beach. The west end of PCB is very quiet but still only 10 minutes from Pier Park activities. David and...

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$322
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

Key Amenities

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

About this property

*Calendar month rentals only*May-November (7 month lease) - $3000 per month plus utilities and tax. November & December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 days prior for monthly rentals. Check...

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Featured review

"A Great Home Away from Home"

I loved my two months at Blue Lagoon. It has a great location, near the beach and the village. Palm Island is a great neighborhood, a secluded enclave within Siesta Key. I got to know a lot of my neighbors...

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$124
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This is a new first floor classic coach home on a spacious corner lot featuring 3 bedrooms and 2 bathrooms.Introducing a pristine, never-before-occupied first-floor classic coach home nestled on an expansive corner lot. This elegant abode boasts three bedrooms and two bathrooms, offering an exquisite...

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$106
avg per night
Pompano Beach House
Sleeps 10, 4 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 0.2 miles to Hillsboro Shores

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

TRANQUILITY -- the perfect Location for a Beach Vacation.GORGEOUS -- Absolutely Stunning -- newly Remodeled -- very private completely fenced backyard with lush landscaping.This centrally located tranquil 4 bed/3 bath Coastal Ranch Beach Home in the coveted enclave of Hillsboro Shores (East Pompano)--fully...

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Featured review

"Fantastic Stay!"

Hey I just wanted to let you know how awesome my stay was, and it is thanks to the fantastic rental! This place was clean, really nice and just overall stunning! Would definitely recommend visiting!

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$642
avg per night
Lower Matecumbe Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This Condo comes with tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks.

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Featured review

"Bay Harbour condo review"

Spacious 2 bedroom condo with everything you need. Beautiful view, well equipped kitchen. Comfortable furniture. Well maintained grounds and great pool. You're able to buy fresh lobster/ seafood right off...

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$365
avg per night
Islamorada Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Key Amenities

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

About this property

We are delighted to offer this 2 story, 2 bedroom, 1 1/2 bathrooms OCEANFRONT TOWNHOUSE!!! There are a limited number of oceanfront townhomes available at Planation By The Sea! Enjoy the breathtaking views off of all 3 balconies catching the sunrise and sunset. The main living area and upstairs bedroom...

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Featured review

"Beautiful waterfront Condo"

We had a wonderful month in Islamorada at this outstanding waterfront condo with pool and sauna, dock etc. The views were gorgeous from the 3 decks in this corner unit. The area is exciting and near both...

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$140
avg per night
Panama City Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 10 feet to Panama City Beach

Key Amenities

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

About this property

You can book with confidence. I have owned this condo for over 20 years and have great reviews. I live locally and take great pride in my condo. This is a LUXURY condo with breathtaking oceanfront views from the 13th floor. Both the living room and bedroom feature a wall of windows, with sliding doors...

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$254
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Laika A lovely nestled Home in the SE of Cape Coral with South Exposure on a Canal. Open concept with modern kitchen and large Lanai. Nice view of the water with a dock.The very quiet neighborhood, close to shopping and restaurants offers the chance for jogging and biking. Enjoy your dining...

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Featured review

"Never saw the original house we thought we were renting."

Not favorable! To begin with making our payment to the rental agency was a hassle-either wire payment to German bank or get a money order or cashiers check and deposit into Bank of America, who advised...

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$179
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 feet to Bonita Beach

Key Amenities

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

About this property

Discover paradise in this stunning 6th-floor beachfront condo with breathtaking Gulf views! This beautifully designed space features two bedrooms and two baths, an open floor plan, and a spacious master suite with an en-suite bathroom.Highlights of this Beachfront Retreat -Panoramic Gulf Views: Enjoy...

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Featured review

"Amazing beachfront condo!"

My husband and I had the opportunity to spend November here and enjoyed everything this rental had to offer. The host was professional and attentive to work with. Upon our arrival the apartment was sparkling...

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$305
avg per night
Treasure Island Condo
Sleeps 6, 2 bedrooms, 1 bathroom
4 reviews

Distance to beach: 0.4 miles to Treasure Island

Key Amenities

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

About this property

Completely renovated 2 bedroom condo overlooking Boca Ciega Bay in the heart of Treasure Island. Views of the bay from the 2 oversized picture windows. Master Bedroom with King Size Bed Guest Bedroom with Queen Size Bed Full Bathroom Central Air Fully Equipped Kitchen All New Stainless Steel Appliances HD...

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Featured review

"Perfect Getaway"

This is a jewel condo in a lovely setting. The pool was wonderful. The water view was so tranquil. The location is absolutely perfect. You can walk to restaurants, Publix, the beach, the park. The...

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$193
avg per night
New
Panama City Beach Townhome
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Salty Seahorse | New Coastal Townhome in Panama City BeachWelcome to Salty Seahorse, a brand-new coastal retreat located in the desirable Colonial East Townhomes community in Panama City Beach. This thoughtfully designed interior townhome offers modern comfort, smart technology, and a relaxing space...

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$225
avg per night
Special Offer
Panama City Beach Condo
Sleeps 10, 4 bedrooms, 3 bathrooms
11 reviews

Distance to beach: 1 feet to on the ebach

Key Amenities

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

About this property

ALL RATES ARE INCLUSIVE. ALL TAXES INCLUDED DEPARTURE CLEANING INCLUDED NO SERVICE FEES NO ADDED MANAGEMENT FEES. NO Credit Card Fees NO RESORT BOOKING FEE Enjoy: FREE WI-FI FREE Beach Service on all rentals in season save 350.00 per week Call us direct. Tell us your budget maybe we can work...

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Featured review

"Just NO"

We arrived around 8pm the first day. The floors hadn’t been swept so no big deal we just swept the floors and moved on until that night when we all went to bed the sheets were gritty with sand and one...

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$535
avg per night
Fort Myers Beach Condo
Sleeps 4, 0 bedrooms, 1 bathroom
9 reviews

Distance to beach: 50 feet to Fort Myers Beach

Key Amenities

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

About this property

Welcome to your beachfront oasis. This stunning 1-bedroom condo is now available for rent, offering an unparalleled coastal living experience. With soaring views of the Gulf of Mexico and Sanibel Island, this property is a true gem. Step inside this completely updated condo and be greeted by a modern...

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Featured review

"Bright beautiful condo with view on the Gulf"

Dave and Annie (condo owners) made you feel at home and willing to assist if necessary. Really enjoyed the balcony to sit and watch the beach, Gulf and people watching. Grocery store very handy …...

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$156
avg per night
Key West House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Looking to ​ Relax Renew Recharge? We got you. Your own Key West Sanctuary awaits! Escape to a classic Conch family home perfectly tucked away for privacy yet, only 5 Blocks from famous Duval Street. The best of both worlds! Morning yoga class on the deck, late night dip in the pool, and sunset...

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Featured review

"Perfect place to relax and unwind!"

We loved our time at Key West Sanctuary! The perfect location to bike to the sights and sounds of Key West; close to one-way roads with a bike lane going to/from Duval. The beautiful and peaceful surroundings...

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$279
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

This recently renovated single family canal home is located just minutes from Fort Myers Beach and Sanibel Island. Located on a deep water canal just off the Caloosahatchee River in Iona, this open floor plan home has a custom heated pool and a large boat dock, Bring your boat and tie up at the pier!...

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Featured review

"Life of Ease"

Beautiful renovated single story home listed as a 2 bedroom yet the room of a much larger house. Heated pool and boat dock right off back sliding doors along with view of the canal that boasts fish and...

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$200
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Lowdermilk beach and others

Key Amenities

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

About this property

Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...

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Featured review

"Great Home, Location and View"

Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed

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$353
avg per night
Longboat Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Short Term Stays available Imagine waking up to a breathtaking panorama of the Gulf of Mexico,. This completely remodeled condo, the largest in the community, offers unobstructed, 8th-floor views that will take your breath away. Picture yourself stepping onto the expansive terrace and feeling the cool...

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$686
avg per night
Kissimmee Townhome
Sleeps 10, 4 bedrooms, 3.5 bathrooms
17 reviews

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation...

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Featured review

"Great!"

We love staying here. Close to everything, clean, spacious and reasonable priced. The area is quite and we have never had a problem. We have stayed here twice now and will cont when we visit Florida.

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$120
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Located in a quiet cul-de-sac, this property offers a peaceful and tranquil setting. Away from the hustle and bustle of the city, you can enjoy a serene and calm environment in your own home.The private lanai with a saltwater pool provides a secluded outdoor space where you can relax and unwind. Whether...

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Featured review

"Relaxing Home"

Very spacious updated home. Beautiful kitchen with all new appliances. Lovely lanai with pool. Very private. Owners were very responsive with questions. They provided written information about the home,...

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$301
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to paradise at the prestigious Lely Ole community in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a private quad offers a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of modern...

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Featured review

"Fantastic Experience"

We had an excellent stay this October. The home was incredibly clean and well-kept, the host was extremely responsive and communicated clearly from start to finish, making the entire process smooth and...

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$137
avg per night
Kissimmee Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Distance to park: 11 miles to Castaway Cove Adventure Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to this charming fully furnished one bedroom one bathroom apartment located in Heritage Key Villas, Kissimmee, Florida. This apartment is the epitome of convenience and comfort, offering a flexible lease term ranging from one month to twelve months, with a minimum stay of just 30 days, making...

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$100
avg per night
Naples House
Sleeps 12, 6 bedrooms, 5 bathrooms

Distance to beach: 2 miles to Lowdermilk park

Key Amenities

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

About this property

6-bedroom vacation home just 3 minutes to Naples Beach with 3 king ensuites.In the heart of Naples' charming neighborhood lies this beautiful 6-bedroom vacation house. Imagine yourself relaxing by the heated private pool, soaking up the sun and enjoying the refreshing breeze. With free WiFi,...

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$400
avg per night
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 70 yards to laguna

Key Amenities

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

About this property

This Classic beach cottage has been completely renovated and is truly home away from home. You can sit outside and enjoy the million dollar view of the gulf. The cottage is located away from the crowds in a quiet residential neighborhood with a relaxed atmosphere. The "World's Most Beautiful...

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Featured review

"Best place to Stay"

This is our third year staying here. We love it. Short walk to the beach friendly quiet neighborhood. Owner is very nice We hope to return next year.

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$199
avg per night
Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

2 bedrooms, sofa sleeper, 2 full baths, sleeps 6. Large Balcony Like new (2008)This 12th floor condo in Cape Harbours' Marina South II provides a European style of living you won't find anywhere else in Southwest Florida. With four waterfront restaurants, a gourmet market, upscale shopping,...

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Featured review

"A must stay at this place!"

I love the condo!! Great view! This Cape Coral rental is amazing. Great Resturants downstairs and Music!! The Bike rental is so nice to have and the owners are great to work with. Will be back soon. Karen

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$148
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beautiful, modern 3 bedroom and 2 full bathroom house, located in North Naples with a back yard that backs up to the woods which provides the utmost privacy.Walking into the home, you will enter an open living space boasting a modern equipped full kitchen. Reverse Osmosis System (Portable water)Outside,...

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Featured review

"The place is very quiet and clean"

I stayed in Naples for 2 nights and 3 days, and I loved it. It’s a very peaceful city, the beaches are close by (about 25 minutes), Baker Park is beautiful, and 5th Avenue is great for restaurants. I...

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$140
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

**FULLY AVAILABLE MARCH 2026**. Last minute cancelation! Welcome to the Cypress Woods Golf and Country Club community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along...

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Featured review

"Great Place to Stay"

We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...

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$105
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover the epitome of coastal luxury in this stunning 2-bedroom, 2-bathroom condo in Hollywood Beach, Florida. This unit boasts breathtaking ocean views from every room, ensuring you wake up to the soothing sounds and sights of the Atlantic. The extensive wrap-around balcony is perfect for enjoying...

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$507
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 whole 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,...

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$167
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Surfside Club #203 is the ultimate location for your enjoyment of sun, sand and surf. We are located just south of the Dunlawton Bridge in a residential setting. Your vacation begins when you open the door and see the vast Atlantic Ocean. Floor to ceiling windows and sliding glass doors in main living...

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Featured review

"Fantastic place to stay"

Well equipped, short walk to pool and beach. Everything we needed was already in the condo. Hosts were well detailed, and very easy to deal with. Would definitely recommend.

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$103
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bonita Beach

Key Amenities

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

About this property

Bookings now open for our new Bonita Springs vacation home! This 3-bedroom, canal-front house offers direct Gulf access in 10 minutes. Relax on the private balcony with a hot tub spa and waterfront views. The home is just minutes from Lover's Key State Park, shopping, and dining (Coconut Point Mall)....

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$263
avg per night
Venice House
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Caspersen Beach – about 10 minutes by car

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Venice Paradise: 3BR/2BA HEATED POOL & Mini Putt, a newly renovated retreat designed for comfort, relaxation, and adventure. This spacious 3-bedroom, 2-bathroom home comfortably accommodates up to 10 guests with a thoughtful layout perfect for families and groups. Sleeping arrangements...

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$199
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to the Queen's Flamingo. A 3br, 2bath, heated pool home. This home has everything you need for a relaxing vacation. The home has a heated salter water pool and spa combination, outdoor covered roof dining, fully fenced in yard with privacy fencing, and a Florida room. The split floor plan...

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Featured review

"Great place to stay!"

We loved the well appointed space and the backyard pool! Everything we needed was supplied, and they even had outdoor things to play with, pool stuff, bikes, masks and balls. We had a great time and are...

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$191
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Coming to Daytona Beach? Our centrally located condo has everything to make your stay comfortable and enjoyable. Located on the 1st floor with a great ocean view and sunsets at night. This 2-BR well-appointed condo with stylish beach decor has fully equipped kitchen, spacious bedrooms, comfortable living...

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$231
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Fantastic location with Gorgeous unobstructed views from every room. Corner unit, Huge wrap around Lanai, watch dolphin and manatee play from comfort of the lanai. Private beach access immediately across from condo with rinse shower in path. Condo also sits on the bay to give best of both worlds. Equipped...

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Featured review

"Great Hosts and Great Condo"

My wife Darlene and I leased the condo of Chris and Heidi in four different years, most recently last February and March. The condo is lovely: superbly appointed with every need and comfort supplied, spotlessly...

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$285
avg per night
Panama City Beach Townhome
Sleeps 9, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

1400 Square Feet, Amazing Remodel ! Open Floor Plan, PRIVATE GARAGE, COMMUNITY POOL, Sleeps 9THIS CONDO IS THOROUGHLY CLEANED WITH ANTI-BACTERIAL CLEANING PRODUCTS THAT KILL 99.9% OF GERMSIF YOU ARE LOOKING FOR A SITUATION TO HAVE A GREAT VACATION BUT MAKE IT EASY TO SOCIAL DISTANCE THIS TOWN...

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Featured review

"Amazing trip!!!"

This was a great place for us to stay!! Very close to everything and even very nice walk to the beach. We enjoyed it so much and will be back!! We normally go to OB but after this past week I think we...

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$201
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Monthly Bermuda Bay/2 bdrm. Vacation Rentals."ALWAYS SUMMER" Book direct, no booking fees. Rates: SALE 2026 May - Oct $1800/month. 2026 Nov-Dec $2500/month. 2027 Jan - April $4300/month. (Feb & March 2027 are taken) Please inquire with any questions you may have. Ground...

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Featured review

"comfortable stay with lots to do"

We are leaving tomorrow and we will miss this place. We could bike along the path so many different places. If you like to bike, this is the place for you. We biked from our front door all the way downtown...

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$114
avg per night
Miramar Beach Townhome
Sleeps 7, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Cozy Chic BnB is a newly renovated modern coastal retreat that comfortably sleeps 7. Our home is located in Misty Cove, a family-friendly neighborhood with a pool, and is a 5-minute walk to the beach and Pompano Joe’s. It is also centrally located, with many dining, shopping, and entertainment options...

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$277
avg per night
New
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Castleton Gardens is a highly sought after gated condo community situated in central Olde Naples, walking distance from Gulf beaches, restaurants, and shops.This prime location is exceptional and ideal for a Southwest Florida getaway. This ground floor condo offers high-end finishings and convenience....

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Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beachfront Condo on the East End of the Beach, Sleeps 8, Fast Elevators, Amazing 750 sq. ft. BalconyWE HAVE INSTALLED A GERMACIDAL UV LIGHT SYSTEM TO KEEP THE AIR CLEAN INSIDETHIS CONDO IS THOROUGHLY CLEANED WITH ANTI-BACTERIAL CLEANING PRODUCTS THAT KILL 99.9% OF GERMSIF SUDDEN CHANGES...

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Featured review

"Stunning"

Condo was very clean when we arrived. The view was out of this world. The condo itself was beyond beautiful. 10/10 would recommend.

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$340
avg per night
New
Redington Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Just renovated and back on the market, this beautiful single-level home features three bedrooms, two bathrooms, and a bright open-concept layout designed for comfortable coastal living. Part of a duplex, the home offers a relaxed atmosphere with shared outdoor space and outdoor access, perfect for enjoying...

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$150
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Distance to park: 15 miles to DisneyWorld and Universal Studios

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Westridge Luxury Family Villa near Disney and other Theme parks. Our Luxury Florida Villa is a family owned holiday vacation villa, just minutes from Disney and many more Orlando area theme parks.Our villa will accommodate up to 8 guests. It is fully equipped, fully furnished and air conditioned....

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Featured review

"Perfect"

Our 2 week stay was absolutely wonderful. Home and property beautiful and so well maintained. Would definitely book this again.

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$150
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

ALL NEWLY RENOVATED BEACHFRONT CONDO! AVAILABLE FOR 2026 SEASON!Annual rental or seasonal rental accepted.Jan 1 2026 through March 31 2026 $30,000 plus 11.5% tax. Fees: $175 HOA application. $200 departure cleaning.Annual rental: $5,500 per month plus utilities. No additional fees.Be...

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$220
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.