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Florida Snowbird Vacation Rentals

(3314 rentals)

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

Panama City Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

This condo just went through 6 1/2 months of complete renovations completed July 2026 All new floors,ceilings,kitchen,restrooms, all new appliances All new furniture including smart TV’s We even put in a fireplace. EtcTHIS UNIT IS NON SMOKING AND NO PETS UNITKeywords: Our...

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Featured review

"Fall break"

We found this condo at the last minute since we had to leave our condo in Gulf Shores due to Hurricane. We had 5 teens and had plenty of room. Sunsets were beautiful from our balcony. We had access to the...

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$267
avg per night
St. Pete Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 2 miles to Passe-a-grill Beach

Key Amenities

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

About this property

30-day minimum stay. Spectacular panaromic views from your own private balcony on the 9th floor. Open and spacious, comfortable condo recently completely renovated. Your days can be filled with swimming, fishing and diving. Heated water-front swimming pool and hot tub. Just a couple of miles from Pass...

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Featured review

"Beautiful Condo with amazing water views"

We stayed at the condo for the winter months over a 3 year period. The condo was spotless and furnished with everything needed for our extended vacation. The balcony offered an awesome view of the bay....

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$246
avg per night
Indian Rocks Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your beautiful romantic getaway, located just a short walk from the beach.Last minute SPECIAL!OCTOBER $2850; NOVEMBER $3150. TOTAL PRICE!Please be advised that the condo requires a minimum stay of 29 nights.For stays of 60 days or more, please contact me directly to discuss...

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Featured review

"Perfect waterfront condo for an unforgettable getaway"

Absolutely magical stay! It felt like a romantic escape to Italy, right on the canal. The views are breathtaking, and the host is incredibly responsive and helpful. Exceptional value for for the money...

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$105
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms

Distance to park: 6 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This beautiful 5 bedroom house is located in Crystal cove gated community. Perfect vacation home for families with small children or large groups. This vacation villa offers a sunny private pool, relaxing spa overlooking the lake. There are 2 master suites, private pool, community pool / gym. Pool...

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$256
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Bonita Beach - 15 min.

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th (top) floor, 2 BR/2 Ba condo in Bonita Springs. 1 King and 1 Queen. Built in 2017. Modern appliances and furnishings. Washer/Dryer. Cable and Wifi. Screened deck overlooking lake. Views of 1st green and 18th tee and clubhouse. Deck faces Northwest so great for relaxing during the day. Neghborhood...

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$123
avg per night

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Forest Lakes Naples Condo 55 and over: Live the quintessential Naples lifestyle in this beautifully renovated 2-bedroom, 2-bathroom condo. Just minutes from Naples’ top dining, shopping, parks, and beaches — this is location and lifestyle. This exceptional first floor unit presents an incredible...

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$85
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
8 reviews

Key Amenities

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

About this property

Pet Friendly Welcome to Madeira Bay Resort Marina and Spa overlooking the scenic intracoastal. Watch boats and sea life from your open balcony. Features include Heated Pool, Wi Fi, Washer/Dryer, Fully Equipped Kitchen, On site Restaurant and Spa. Located just a block walk to Famous Johns Pass Village where...

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Featured review

"Condo très bien situé"

Bonjour, le condo était très bien situé. Distance de marche de la plage et des bars et restaurants.Je le recommanderais à ma famille et amis sans hésiter.

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$142
avg per night
Marco Island Condo
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

2 Bedrooms 2 Bathrooms Sleep 7 Popular Amenities Heated Pool, On Beach, Onsite Parking, Fully Stocked Kitchen, Washer/Dryer, A/C, Balcony w/Furniture, BBQ Grille/Fire Pit, Free Wi-Fi, Non-Smoking Essentials Wireless Internet, Free Wi-Fi Internet, Towels (Bath & Beach) Provided, A/C & Heating, Kitchen...

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$235
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Naples Pier Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Quiet Oasis Naples – Your Relaxing Florida GetawayWelcome to Quiet Oasis Naples, your perfect home away from home in beautiful Naples, Florida. This romantic and peaceful condo offers the ideal blend of comfort, convenience, and coastal charm — perfect for couples, families, snowbirds,...

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$99
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wellen Park Golf and Country Club (WPGCC) Arbor model 2nd floor 2-bedroom, 2-bath terrace condo. This is a professionally furnished monthly rental with golf membership for a transfer fee. Building #1 right next door to the driving range and clubhouse pool/Tiki bar and fitness center. All within walking...

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$125
avg per night
New
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This fully renovated three-bedroom, two-bathroom home sits on a quiet residential street in Naples Park, under five minutes from Vanderbilt Beach and Mercato. Vaulted ceilings and an open floor plan give the living area a bright, spacious feel, with a comfortable sectional and a large Smart TV for evenings...

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$397
avg per night
The Villages House
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Distance to park: 60 miles to Disney, Universal, Seaworld, Busch Gardens

Key Amenities

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

About this property

Welcome to our Beautiful 2/2 with a Den POOL HOME in the Nancy Lopez area of The Villages. Newly decorated with all new Flooring (No Carpets). Enjoy the Pool under a Large Birdcage and relax in total Privacy as there are no Neighbors behind and homes on either side are offset so not right next to your...

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Featured review

"The Best"

Outstanding rental. Everything is there from dog blankets to beach umbrellas. The host is very easy to communicate with and ensures all needs are met.

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$160
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Pool
  • WiFi

About this property

Spacious First-Floor Veranda with Golf Course Views & Resort-Style Amenities. Welcome to this beautifully appointed first-floor veranda that offers comfort, space, and stunning views. Upon entry, the open floor plan immediately creates an airy, spacious feel. The modern kitchen features granite countertops,...

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$120
avg per night
New
Venice Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Totally renovated, new appliances, granite countertops/ Separate enclosed utility room, with washer & dryer.Fully furnished on the 4th hole of Plantations Golf Bobcat course.Steps to the pool & clubhouseSeasonal Rental Available from December through April$3,500 per month

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$117
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Shores of Panama 1214! Shore is a good time! 2 bed 2 bath on the beach Shores of Panama 1214 has everything you need for a magical beach getaway! Our lagoon style pool is the best on the beach! Saltwater hot tubs and indoor pool. The 12th floor location gives you the perfect height for spectacular views,...

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$100
avg per night
Delray Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 6 miles to Atlantic Dunes Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo, 3 Bedrooms, 3 Baths, Sleeps 6This gorgeous condo completely remodelled in Spring 2025, includes new bathrooms with top end fittings, new kitchen with top end fittings and new appliances.This 3 bedroom, 3 bathroom, 1600 sq. foot condo is on the fourth floor{ elevator) with great views...

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$233
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Make yourself at home in this lovely, new construction 2-bedroom Punta Gorda retreat located in the all-new gated Heritage Landing Golf & Country Club Community. This brand-new condo unit was professionally designed and is like living in a model home. Located on the 3rd floor (elevator access),...

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$137
avg per night
Bradenton House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Distance to beach: 8 miles to Bradenton beach

Key Amenities

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

About this property

Coastal retreat near Anna Maria Island! Perfect for families seeking a beach getaway, this family-friendly home features a private pool, spacious backyard, BBQ grill, and outdoor dining gazebo. Enjoy movie nights, homemade popcorn and cotton candy, a fully equipped chef's kitchen, Fast WiFi, and...

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$199
avg per night
The Villages Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to park: 50 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Brand new villa with 3 bedrooms and 2 bathrooms and only 5 minutes to Brownwood Square. Updated primary shower with luxury king mattress and large walk in closet. Queen size bed in second guest room and full size daybed with a full size desk in the third guest room. Home includes a 4 person golf cart....

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Featured review

"3 months in Fl"

Many things liked: -great location -new golf cart -furniture and decor comfortable and attractive -clean and neat -close to pools and other amenities

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$131
avg per night
Marco Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Location is everything. If you are looking for a quiet condo complex with only 2 story direct walk in access, vaulted ceilings, walking distance to the beach and over 15 restaurants then you found the right place. We also have a 85 degree pool, hot tub and 2 pickleball courts. Your view of the pond...

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Featured review

"Great place in a great location"

Great place near the beach and the best Marco Island restaurants. We plan to return again next year.

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$310
avg per night
Sarasota House
Sleeps 4, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Fully renovated refined home! Perfect location to key attractions without the hustle and bustle of tourist attractions! The relaxing house offers 3 bedrooms and 2 1/2 baths. The master bedroom has a deluxe xl tempur pedic adjustable mattresses within a king frame. The master bedroom has marble double...

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$173
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

OWNERS HAVE THOUGHT OF EVERYTHING!TWO ensuites - Perfect for Couples!Short walk to community pool and sun deck!Nestled in desirable south Fort Myers you'll find Sail Harbor - a guard-gated community of town homes, just minutes from our beautiful Gulf beaches, the popular vacation islands...

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$100
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautifully furnished 2 bedroom 2 bath lake front condo located in the gated West Lake Gardens of St Andrews Park at the Plantation Golf Community is your winter home away from home. One car garage. Beautiful, light and airy home. Community pool for you to lounge around when you are not at the beach....

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$149
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

* Please Note: The exact home location is not shown on the map. Message us for the exact address*Siesta Key Canal Oasis – Walk to Village & Beach!This private single-family home offers the perfect Siesta Key experience — located just a 1-minute walk to Siesta Key Village and a...

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$803
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This is a new listing so no reviews yet. It was only recently added to our portfolio.Discover your perfect Florida getaway at our stunning villa, a spacious Cape Coral vacation rental located on a serene freshwater canal in Southwest Cape Coral. This pet-friendly home offers 4 bedrooms, 2 bathrooms,...

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$231
avg per night
Siesta Key Villa
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to paradise! Your oasis awaits you. 4 bedrooms, 2.5 bath luxury townhome with a private pool is just 1 block from Siesta Village and only 2 blocks from the beach! Five star amenities include; Fully stocked gourmet kitchen with granite counter tops, top of the line stainless steel appliances, laundry...

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$570
avg per night
New Smyrna Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Sandcastle 102, your beachfront escape in beautiful New Smyrna Beach, Florida. This 3-bedroom, 2-bathroom ground floor condo offers everything you need for a relaxing and memorable coastal getaway. Located in a boutique, well-appointed building directly on the no-drive beach, this condo combines...

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$205
avg per night
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 0.1 miles to Ponce Inlet Beach

Key Amenities

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

About this property

Beautiful Southpoint oceanfront condo unit 310 in a secure building within beach walking distance of oceanside North Turn restaurant, less than 3 miles to Ponce Inlet Lighthouse, and close to Daytona Beach international airport. Our fully equipped condo includes a heated pool, a king-size bed in the master...

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Featured review

"Enjoyable"

We enjoyed staying at this property! It is located and a quiet neighborhood with a front row seat to the beach.

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$185
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to Vanderbilt & Delnor-Wiggins Pass

Key Amenities

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

About this property

Beautifully remodeled privately owned home with brand new heated salt-water pool. We are beyond grateful not to have suffered any damage in the hurricanes. Located in beautiful, quiet Naples Park, and 1 mile to our beautiful sandy beaches at Delnor-Wiggins State Park and Vanderbilt beach.Fully furnished...

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Featured review

"I would go back every year to this house if I could!!!"

We have stayed in Naples for 9 winters and this year was our favorite. Not only was Suraya, the owner extremely pleasant and easy to deal with, the house location, and beautifully decorated home was everything...

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$344
avg per night
Cudjoe Key House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to your ideal vacation getaway in the heart of the Florida Keys! Located in the serene Cudjoe Key, this charming home offers luxurious amenities and a perfect blend of comfort and style. Imagine waking up in a cozy, beautifully decorated home and enjoying your coffee on a private deck surrounded...

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Featured review

"FABULOUS!"

This was the best vacation I have ever had in Florida. The house was beautiful and it was very peaceful sitting out on the canal. Only 20 miles to Key West makes for easy day trips. We went 5 times! The...

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$190
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Whether you are looking to golf, spend time on the beach, or read a book on the lanai, this property provides the perfect Florida getaway.This cozy three-bedroom, two-bath pool home features a split floor plan which provides a nice separation of space. As you enter the home, the living room offers...

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Featured review

"Nice place"

This is a nice little place. It had plenty of linens, dishes, etc. Clean when we arrived. Our only complaint is that we paid $100 a week extra for pool to be heated to 85 degrees. When we arrived we purchased...

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$193
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.0 miles to Marco Island Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

MARCO GULF FRONT GORGEOUS VIEWS. 2 bed, 2 bath Enjoy magnificent view of the Gulf of Mexico with stunning sunsets from the balcony (36' length), views of pool and gorgeous crescent beach as well as Tiger Tail beach from main room/kitchen and both bedrooms.Fully furnished unit has been recently...

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Featured review

"Best place ever!!!"

Loved my bungalow!!! Tina the owner is FAB!! The unit was clean spacious pretty and CONVENIENT TO BEACH ACCESS!!

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$250
avg per night
Summerland Key House
Sleeps 10, 4 bedrooms, 5 bathrooms

Key Amenities

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

About this property

This Summerland Key home is perfect for the avid fisherman. Deep Water Canal with easy access to both the Gulf and Atlantic. Sea Wall has room for (1) 24' boat. This home can sleep 7 adults and 2 small children. There are 4 bedrooms and 4-1/2 bath. Fully stocked modern kitchen, great out door space...

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$428
avg per night
Punta Gorda Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • WiFi

About this property

Luxurious villa blends sophisticated design with laid‑back elegance. Envision sweeping panoramic views greeting the sunrise, while pristine landscaped gardens and lush greenery offer total privacy and serenity!

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Featured review

"Amazing"

Such an amazing experience with this condo! The owner is very helpful until the last day of our stay!

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$290
avg per night
Pensacola Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 10 miles to Pensacola Beach

Key Amenities

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

About this property

A charming and tranquil cottage located in beautiful Pensacola! This 2-bedroom, 1 bathroom cottage is designed to provide you with cozy comfort and delightful convenience, making your stay truly exceptional.

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Featured review

"Wonderful relaxing getaway"

My husband & I and another couple enjoyed a 4 night stay at this clean, comfy, beachy cottage. Beautiful neighborhood to enjoy your morning coffee on the front porch! The beach is a short drive as well...

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$119
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Golf Condo with fantastic views overlooking the 10th Tee Box with an eastern exposure in back lanai and western sunsets in the front lanai. Webbs Reserve Country Club Vacation Rental A Golfers Vacation Paradise, located in Southwest Florida. This 2nd Floor Veranda Condo has been professionally designed...

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$101
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful condo in Heritage Landing in Southwest Florida.  Fully furnished condo is well appointed to meet all of your needs - everything you need to make your stay comfortable and relaxing!Split bedrooms, each with a queen bed and bathroom. Pull out sofa in the living room. Full sized...

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Featured review

"Outstanding!"

I had a wonderful stay at the Gorter’s condo in Heritage Landing throughout February. The condo is beautifully maintained, spotless, and fully furnished with everything you need for a comfortable and...

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$93
avg per night
Venice House
Sleeps 4, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

This non-smoking and pet-free Venice Island Florida home is located in the highly desirable Golden Beach neighborhood, one block away from the tropical and unique beaches of Venice Island on the Gulf of Mexico. It is only a short stroll from the house to the private beach; the public beach is only a...

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Featured review

"Venice Island pool house"

This is a lovely well kept home that is in a great location near a private beach as well as close to the Downtown area. The pool and tiki hut area are just perfect for staying cool and relaxing. The owners...

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$204
avg per night
Hollywood Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

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

About this property

The building is directly on the beach and the condo is located on the 11th floor. It is a magnificent and spotless condo entirely renovated, including a stunning freshly renovated porcelain floor, granite kitchen counters, brand new appliances, a new mattress, a plasma TV, new furniture, a gorgeous balcony...

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Featured review

"PERFECT PLACE"

FROM THE OUTSET MAX WAS THE PERFECT HOST. CHECK-IN WAS EASY. CONDO WAS CLEAN, WELL-MAINTAINED AND BEAUTIFULLY FURNISHED. IT HAD A GREAT VIEW AND CONVENIENT, SAFE LOCATION. I HIGHLY RECOMMEND!

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$145
avg per night
Fort Myers Beach Condo
Sleeps 4, 0 bedrooms, 1 bathroom

Key Amenities

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

About this property

PET friendly & Located right on Fort Myers Beach with 7 miles of Beach to stroll, search for sea shells or fish. Beautiful pool, tennis courts, pickle ball and biking. Located across from Santini Mall for all your needs from shops to restaurants, coffee shop, hardware and Marina. Rent a boat and spend...

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$184
avg per night
The Villages House
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to park: 45 miles to Disney World

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly Renovated Luxury Vacation Rental in The Villages, Florida | Minutes from Spanish Springs Town SquareWelcome to your home away from home in The Villages, Florida! Located in the historic Village of Silver Lake, this beautifully renovated 2-bedroom, 2-bath manufactured home is just across U.S....

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Featured review

"Our rental"

This was without a doubt one of the best places in The Villages that we stayed in. The owners were the very best to handle whatever we needed. Staying at this courtyard again next winter. We would highly...

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$149
avg per night
Hollywood Condo
Sleeps 6, 1 bedroom, 1 bathroom
23 reviews

Key Amenities

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

About this property

Last updated on September 16, 2026 Our 1br ocean view units : .................... 1br, September 17+ (from $110nt) .................... 1br, October (from $125nt) .................... 1br, November - December 18 (from $150nt) .................... 1br, December 19 - January 2 (please inquire) .......................

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Featured review

"Hermoso departamento con hermosa vista al mar"

Muy atentos todos. Me olvidé una notebook y enseguida me mandaron la foto para Avisame qué la guardaban. El detalle del té, el agua À nuestra llegada. Todo muy limpio. Súper cómodo y muy linda ubicación....

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$160
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Immerse yourself in luxury in this beautiful single-family pool home perfectly situated overlooking the stunning 18-hole golf course at Stonebridge Country Club. Enjoy the privacy of your own heated pool and extended lanai/backyard as you watch the sun set over the lush greens.Rental offers full...

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Featured review

"Fabulous property"

Just coming to the end of a ten week stay at this property, everything was 5 star. House very comfortable and very well equipped with everything you could possibly need. Great pool area, very private, all...

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$267
avg per night
Ormond By The Sea House
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Currently booking August- December - book your month-long stay now and get a gift! 3,400/month+tx 2 personYou want a private authentic beach house at the sand, the ocean steps away? Your real beach house awaits!At the sand is better than near the sand. and private is better than crowded. Don't...

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Featured review

"Beachside Ormond stay"

Angie is a great host,very responsive ( my arrival coincided with an unusual deep freeze) and any issues related to that were handled asap. The classic Florida cottage is steps from a lovely beach . The...

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$120
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome To This Daytona Beach Vacation Retreat!! Peck Plaza 11NW Come enjoy the newly remodeled 2/2 condo; delightful coastal decor, fully equipped for your family to relax and play at the World's Most Famous Beach. The spacious condo has a comfortable living area with flat screen TV and high speed...

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Featured review

"Relax in Paradise"

Peck Plaza is a great condo to stay. Great location on the beach. Great deck to sit out on for a late evening after a lazy day at the beach. The condo was furnished and equipped with anything you needed....

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$190
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Bungalow at Margaritaville! Sunrise Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for...

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$261
avg per night
St. Pete Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 feet to Pass A Grille Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Historical Post and Beam built house with original large cypress boards. Set on a corner lot just steps to the white sandy beach and warm waters of the Gulf. Preserved and maintained Captain's Quarters. Sweet! 2 BR 2 Bath with extra loft space, large open porch and a wishing well. Nicely furnished...

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Featured review

"Da beach"

Amazing beaches amazing memories and location was superb. This part of florida is nothing less than extraordinary

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$250
avg per night
Kissimmee Villa
Sleeps 14, 0 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

7 bedroom 4.5 bath waterfront home located in the highly desired Emerald Island resort close to Disney and Universal Studios. The ground floor of this villa is an open concept with a living area featuring a 65" Smart 4k tv. The granite countertop kitchen boasts all new 2022 stainless appliances....

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$246
avg per night
Fort Myers Beach House
Sleeps 8, 3 bedrooms, 4 bathrooms
2 reviews

Distance to beach: 180 yards to Fort Myers Beach

Key Amenities

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

About this property

It's Island Time! Welcome to your family’s ultimate getaway—a 3 bedroom, 3+ bath large beach home in a neighborhood with its very own beach access and bayside park with a delightful tiki. But that’s just the beginning of the adventure that awaits!Step inside and discover a haven...

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Featured review

"Wonderful time!"

A wonderful time for our group!! House worked out nicely. Pool was great. The close location to the beach was awesome. Susan was so helpful. Such a good experience. Thank you so much Susan!!

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$462
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Amazing Direct Beach views from your balcony, living room, kitchen, dining room and bedroom in this Islands West Condo. The sunsets are breathtaking. You will love the beach views and fast Wi-Fi. This is a luxury rental. Condo has a single unit washer/dryer in one. There is a Islands West is the ideal...

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$361
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.