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Florida Snowbird Vacation Rentals

(3295 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.

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

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fabulous two bedroom two bathroom apartment (master with California king bed and second bedroom with queen bed) with enclosed lanai overlooking second tee and lake. Turn key and fully equipped with everything you could possibly want and more for an extended stay. Flat screen tv plus additional tv in...

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Featured review

"Great time"

Wonderful unit close to everything,easy in east out.Nice restaurants close to unit.Friendly atmosphere

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$114
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lovely first floor condo in beautiful Heritage Palms. 2 BR 2 BA. Freshly painted and decorated with TV in living room and both bedrooms. Cable and internet included. There are 2-18 hole golf courses, tennis and pickleball courts, 9 swimming pools, practice range, activity center, fitness center....

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Featured review

"Heritage Palms"

Friendly people as well as staff and professionals. Great golf courses and club house as well as fitness center and practice facilities. Would highly recommend!

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$117
avg per night
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Newly renovated 1 bedroom 1 bath condo. West of the trail just north of stickney point. 3/4 of a mile from the south bridge to siesta key. New bathroom and walk in shower. Brand new kitchen and appliances. Laundry facilities on property. Second floor unit. Small storage closet

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$50
avg per night
Key Largo Apartment
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

If you're seeking a respite from the harsh Northern winters or simply craving soulful rejuvenation, our home at the Rock Harbor Club in Key Largo is the perfect sanctuary.Positioned directly on the beachfront, our townhome promises an idyllic setting for your ultimate relaxation. Step outside...

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$179
avg per night
Boca Raton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 7 miles to South Beach Park

Key Amenities

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

About this property

Beautiful Boca West CC gated community. 6th floor condo with southern exposure. Golf course views. Newly renovated. Just bring your tooth brush, all amenities are waiting for you.

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Featured review

"Highly recommend this condo"

We spent almost 2 months in this lovely, comfortable condo, which is fully equipped with everything you will need for an enjoyable vacation. The owner is very responsive to any questions. The condo is...

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$167
avg per night

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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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$183
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious 3BR/2BA Private Pool Home – Family-Friendly, Fully Equipped & Minutes to Gulf BeachesEnjoy the best of Florida’s Gulf Coast in this charming, fully furnished vacation rental in Bradenton, FL, located just 13 minutes from Anna Maria Island’s world-famous beaches! Ideal...

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$163
avg per night
Estero Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

Experience Estero like a local in this lovely 1-bedroom condo. Walk to dozens of shops and restaurants in minutes. Enjoy the pool, jacuzzi and community gym. Watch the sunrise above a beautiful lake in the morning. 10 min drive to beautiful Bonita Beach. The space features a comfortable king bed and two...

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$160
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

. PUNTA GORDA ISLES – WIDE WATERFRONT RETREATAvailable starting Spring of 2027 only. May 1st to Nov 1st or for 6 months New price $3800 month (all-inclusive)Amazing sunsets! Enjoy peaceful waterfront living in this fully furnished, coastal-style home located at the end of a quiet cul-de-sac...

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$127
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The Villages Florida, the village of Hadley. 2 Bedroom 2 bath and fully fenced private yard. Available January, February and March @ $4,800 a month all inclusive, no hidden fees or costs. April 2024 for $950 a week 2 week minimum. $800 refundable security deposit. $150 cleaning. If you want the Resident...

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$93
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Experience pure bliss at "Botanika" in Bonita Fairways Golf Club Community! Only a few minutes' drive to the stunning Gulf coast beaches. Located in a luscious nature preserve with an abundance of lakes, this luxury condo is fully furnished in modern decor with a touch of coastal charm....

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Featured review

"Beautiful condo"

The condo was in the perfect location for us, close to shopping, the beach and our friends. Upon arrival the condo was pristine and well appointed for any needs! We met our landlord Christina who was super...

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$109
avg per night
New
Indian River Shores Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to SEA SALT VILLA, a beautifully renovated coastal retreat located just steps from a pristine private beach in exclusive Indian River Shores. Nestled within the quiet and highly sought-after Fountains community, this spacious 3-bedroom, 2.5-bath villa comfortably accommodates up to 8 guests and...

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$267
avg per night
Boynton Beach Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Remodeled/fully furnished, move in condition, 2 bedroom, 1.5 bath condo in the Crossings of Boynton Beach. Unit is on the 1st floor and has a large fenced private patio. Both master and 2nd bedroom are newly carpeted and have wall to wall closets with upgraded wood panel doors. Both baths are tiled as...

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$58
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

First floor unit in gated community with one-car attached garage and beautiful lake view. Two bedrooms (queen and twin beds). Two full baths; master has walk-in shower and large bathtub. Guest bath has shower plus bathtub. Fully equipped kitchen, dishes, glassware, cooking pots and utensils. Smart...

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$93
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Enjoy island living at 474 Lake Murex Circle, a charming 3-bedroom, 2-bath stilt home in one of Sanibel’s most desirable neighbourhoods. Elevated for coastal breezes and sunset skies, this light and airy retreat features an open layout, tile flooring, recessed lighting, and ceiling fans. Situated...

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$144
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This condo is immaculate and is located in Sterling Oaks in a resort style gated community known for it's outstanding tennis program and Jr. Olympic size swimming pool, a fitness center and many other great amenities. The cabana bar offering food and beverages services while poolside and a very...

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Featured review

"Clean Beautifully Furnished Condo"

This condo is very clean and well equipped. Everything you will need is in the kitchen. Fridge with ice maker which we loved. Comfortable furniture throughout! We enjoyed our stay at this condo

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$143
avg per night
Key Largo Mobile home
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Escape to Key Largo and experience the ultimate Florida Keys getaway! Whether you're looking for a family vacation, a trip with friends, or a peaceful retreat, this newly remodeled 4-bedroom, 3-bathroom home offers the perfect setting to relax, explore, and make lasting memories.Key Features:Spacious...

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Featured review

"Spacious home"

We stayed in this home for a month and we had a wonderful time. The home is very spacious with 4 bedrooms and 3 bathrooms. It is remodeled and it has 2 family rooms. It had space for my boat and parking...

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$200
avg per night
Long Key Mobile home
Sleeps 6, 2 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

The Heart of StoneIs a canal and pool front elevated keys home with 2 bedroom and 3 bath with plenty living, lounging and entertaining areas. The home has been recently completely renovated and refinished. The home boulsters an open floor design with 2 balconies (canal/ocean/pool view) in both the...

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Featured review

"Paradise #164 at Outdoor Resorts"

We stayed at this beautiful home, in a perfect location, during the months of March and April 2025. It is a home away from home with all the necessary comforts. It is situated on the canal and steps away...

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$120
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious and beautifully furnished 3-bedroom, 2-bath condo in Venice, FL—just 3 miles from the beach!The condo offers everything you need for comfort and convenience:- A fully equipped kitchen with cookware, dishes, utensils, and a beverage fridge. - A primary suite with a king-size bed,...

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$98
avg per night
Naples House
Sleeps 6, 4 bedrooms, 3 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious holiday villa in the exclusive and secure 'Briarwood' community, offers comfortable space and privacy for up to 6 people with 4 fully equipped bedrooms and 3 bathrooms.The beautiful private pool and terrace area (south-west) has a gas grill and is fully equipped with a screen...

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Featured review

"Wonderful stay"

"We had an absolutely great time in this vacation home! The location was perfect, the amenities were modern and cozy, and the surroundings were simply beautiful. We felt completely at home and can wholeheartedly...

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$248
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Naples Beaches

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool

About this property

A centrally located property. A quick drive to beautiful Naples beaches, close to famous 5th Avenue and so many restaurants and shops. The condo has new appliances, fresh paint and newer floors, and both bathrooms are currently being renovated. The community offers a swim pool, hot tub, tennis/pickleball...

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$64
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape the Cold and Find Your Sunshine in Southwest Florida! Tired of winter weather? Head to beautiful SWFL and enjoy this secluded, fully furnished 3-bedroom, 2.5-bath pool home with a 2-car garage—available for a minimum 90-day stay. This private retreat is perfect for families or couples looking...

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$167
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.

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Featured review

"Who could ask for more."

Wonderful stay, quiet neighborhood, location is amazing - the beach is half a block away! Shopping including restaurants and grocery store close by, within walking distance, too. This is a great family-friendly...

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$127
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax with the whole family at our getaway. Our coastal home is clean, comfortable, and intentionally uncluttered, offering all the basic essentials for a simple, stress-free stay. It's warm, welcoming and a home. Thoughtfully set up—including wheelchair accessibility.

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$96
avg per night
Daytona Beach Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
15 reviews

Key Amenities

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

About this property

AVAILABLE OCTOBER 2026 Luxury Direct Oceanfront Condo – Daytona Beach Shores ⭐ 5-Star Luxury Condo 2 Bedrooms | 2 Bathrooms ‍‍‍ Sleeps 5 1,500 sq. ft. Small Dog Welcome (under 20 lbs) Direct Beach Access Your Front-Row Seat to the Atlantic Ocean Imagine waking up every...

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Featured review

"Wonderful Condo"

Hello, we stayed at the condo for six months and it was an unforgettable vacation. The owners are incredibly kind. Everything was perfect. This condo is directly on the oceanfront. We loved being on the...

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$140
avg per night
Bonita Springs Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 1 miles to 1 mile

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Great private 1 bedroom 1 bath with walk in shower. Your own driveway, garage and screened lanai. . Not in a gated community. New furniture and appliances in past couple years. Fully turnkey furnished with cookware, dishes everything. . Located across from a canal in Bonita Shores

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Featured review

"5 star Excellent apartment rental"

Nancy's apartment is first-class and one of the best rentals in Bonita Springs. It is nicely appointed and meticulously clean. It has served us well as our base for 15 years to enjoy everything southern...

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$167
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to multiple

Key Amenities

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

About this property

Welcome to our newly renovated condo in the beautiful community of Kelly Greens. Every detail of this spacious 3-bedroom, 2 baths unit was designed to have your comfort in mind.About the unit: LIVING ROOM:  65” HDTV for family time  Cozy fireplace  Comfortable sofa with pillows...

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$113
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Rental Rates for Winter 2027 December is $155 per night First 2 weeks in January - 3,000. -February 6,250 for the month -March 6,250 for the month Book 2 months get 200 dollars off Price includes application fees and cleaning fees.Newly Remodeled Getaway – Near Beach & Airport • Freshly...

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$107
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to this stunning top floor 2+ bedroom, 2-bathroom Veranda with Golf Course views. Located in the Wellen Park Golf and Country Club gated community. Enjoy the resort style living in this beautifully decorated brand-new Veranda with tons of amenities.The Veranda is on located on the second...

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$120
avg per night
Rotonda West House
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 8 miles to Manasota Key

Key Amenities

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

About this property

We were not affected by Hurricane Ian and are making our home available when we are not staying .Enjoy the beach life or choose to stay in your spacious home and relax around a beautiful heated pool. Our 2 bedroom, 2 bathroom pool home with new furnishings is located in a quiet, safe location just...

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Featured review

"Excellent Location"

This is a beautiful private home. Filled with all the amenities you could need or want. The private pool is such a bonus. Early mornings or after a long day at the beach make it extra special. Plenty of...

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$125
avg per night
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful Updated Condo in Sand Dollar Shores – River & Ocean ViewsEnjoy stunning river and ocean views from this beautifully updated 2-bedroom, 2-bath condo located in the desirable B Building at Sand Dollar Shores. Conveniently situated with close proximity to both the pool and beach,...

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$150
avg per night
Fort Pierce Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This two bedroom, 2 bath condo has been recently renovated. The kitchen, which is fully equipped, as well as the bathrooms have granite countertops. Beautiful ocean view from the living room with balcony looking out onto the beach and ocean as well as main bedroom. The beach is wide with white sand and...

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Featured review

"does not respond to inquiries"

does not respond to inquiries. This could be a great site but you never get a response. Property I stayed at was great but no thanks to this web site.

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$130
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Brand new to Florida Rentals. Welcome to this NEWLY RENOVATED spacious two bedroom condo (1375 square feet) on the second floor in the gated community Bermuda Bay Beach Club. Each bedroom has a queen bed with a large walk-in closet, plus a daybed with trundle in the living room. Fully stocked kitchen...

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Featured review

"Fun in the sun"

The condo was awesome. Very spacious. It had everything we needed for a wonderful vacation. Many thanks to our host and hostess who were extremely pleasant and helpful.

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

Key Amenities

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

About this property

This charming, updated beachfront condominium (Gulfview) boasts beautiful views of the Gulf from every room, spanning all the way down to Tigertail Beach. Nightly sunsets from the balcony with glass railings. This two-bedroom, two-bath residence features many updates . New wood look ceramic tile throughout....

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$162
avg per night
Key West House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

When they say it's all about the location, this home says it all!By city ordinance, you must rent this property for 29 days or longer!!Welcome to this beautifully restored, remodeled second-floor 1933 Key West home on Caroline Street.A stairway decorated with wainscoting will lead you...

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$587
avg per night
New
Naples Condo
Sleeps 1, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Heritage Bay Condominium-- Have yourself a five star vacation! Arttractively-furnished and appointed 4th floor, two bedroom 2 bath condo. Golf (all 27 holes) is available at this unit with a membership transfer!This two bedroom two full bath unit has VERY special views of the golf course and adjacent...

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$64
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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$142
avg per night
Kissimmee Condo
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 2 miles to Disney’s Animal Kingdom Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This huge 1650 sqft condo has 4 bedrooms and 3 full bathrooms. It is located at Sun Lake Resort, just 2 Miles to Disney world Florida.sleeping accommodations for 8.* King-size Master bedroom with bathroom* One queen size sofa bed in family room for extra guests* One 40" HDTV(free...

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Featured review

"Nice Vacation Condo Rental"

Located near Disney, shopping, restaurants. Everything on 1st floor was wonderful for a group of oldsters!

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$113
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

NORTH NAPLES - Second Floor 2/2, beautifully renovated, fully furnished condo for annual or seasonal rental. Located in desirable community of Emerald Lakes. This prime Naples location is just minutes from I-75, and close to beaches, shopping, and dining. This condo offers open floor plan with cathedral...

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Featured review

"Ferienwohnung ist sehr zu empfehlen"

Meine Frau und ich hatten von Anfang Oktober 2025 bis Anfang Novemer 2025 die Wohnung gemietet. Die Begrüßung mit einem Gastgeschenk durch Dorota war sehr schön. Dorota war immer herzlich,ansprechbar...

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$171
avg per night
South Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 7 miles to Manasota

Key Amenities

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

About this property

ALL INCLUSIVE FULLY FURNISHED HOUSE on the GULF COAST of FLORIDA.Surrounded by nature's grandeur, an easy and elegant lifestyle awaits you at Gran Paradiso.A lavish Tuscan-inspired, gated community in Southwest Florida, Gran Paradiso is set over an expansive one thousand plus acres. Lakes...

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Featured review

"Great time"

The place was a kin to a 5 star hotel, clean and full access to every amenity, close to markets. Great place to vacation with family.

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$156
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 7 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

2B/2B 1st floor fully furnished condo in a quiet community with 2 pools(1 heated). Tiki Huts by pool and bathroom cabana. Parking directly in front of unit along with mailboxes. 1 Q bedroom with cable, 1 Q bedroom with TV for streaming and sofa bed opens to full in LR. Great location with a short drive...

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Featured review

"Relaxing Vacation Spot"

This condo is in the perfect location- within driving distance to the beach, nightlife/restaurants, and downtown shopping center! We loved how quiet the neighborhood is and that the complex offers 2 pools...

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$105
avg per night
Englewood Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village."WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board...

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Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to...

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$78
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

For those who do not know Beachplace, it is more of a resort than it is a gated condo community. During the winter there are plenty of planned activities including a movie night once a week, a book club, pot luck dinners, tennis, pickle ball and more. This beautiful 5th floor corner unit has amazing...

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Featured review

"Amazing Place"

Arrived on the 1st of May what amazing place the Beachplace is right on the Gulf of Mexico the beach and the water was amazing. So many restaurants to visit and a Publix just down the road . Can’t recommend...

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$169
avg per night
Daytona Beach Shores Cottage
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Coastal bungalow in Daytona Beach Shores within walking distance to the beach and river, restaurants, shopping and entertainment. Enjoy free on premise parking, custom features throughout the house and beautiful sunrise and sunsets from the porch. Washer and dryer are inside the unit as well as a full...

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$100
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Picnic Island (by Boat)

Key Amenities

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

About this property

Beautifully kept private and secure canal front (220' of waterfront) home. Located at the end of a dead end street in a residential neighborhood alLows for privacy and extra relaxation. Fully updated kitchen, fully equipped with coffee maker, espresso maker, blender, bullet blender, etc. Ideally...

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Featured review

"Perfect place"

The property is updated, super comfortable, spacious, and beautifully decorated. We will be visiting again!

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$165
avg per night
Bokeelia Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautifully maintained three bedroom, two bath home located in the charming town of Bokeelia, Florida. This property offers the perfect blend of coastal character and modern comfort, ideal for full-time living or a vacation retreat. Enjoy convenient access to fishing and boating, with the ability to be...

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$197
avg per night
Fort Myers Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to multiple

Key Amenities

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

About this property

Welcome to our newly renovated condo in the beautiful community of Kelly Greens. Every detail of this spacious 2-bedroom, 2 baths unit was designed to have your comfort in mind. About the unit: LIVING ROOM:  65” HDTV for family time  Cozy fireplace  Comfortable sofa with pillows...

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Featured review

"Clean, Modern and Comfortable!"

We rented this newly updated condo in Kelly Greens. Everything was new and it felt like home! If there was something I needed, it was ordered for me.I would suggest that the unit have beach chairs...

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$113
avg per night
Ponce Inlet Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

7th floor 3 bedroomsbedroom 1 king bed bedroom 2 double and 1 single bedroom 3 double

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Featured review

"Wonderful"

We had an amazing time staying in your condo and would recommend it to anyone. Fantastic location right on the beach and a easy walk to several good spots for drinks and food

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$178
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 2 miles to Naples Beach

Key Amenities

  • Air conditioning
  • WiFi

About this property

AVAILABLE Jan & April 2026 !!This stunning turnkey furnished 2 bed + den set up with a queen bed/ 2.5 bath single-family home with pool. a quick drive to the luxuries of 5th AVE. and Naples Beach! A must see ! Come Relax and Stay in this beautiful home !

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$117
avg per night
Estero Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Luxurious 4th-Floor Condo at Jasmine Bay, West Bay Club – Estero, FLExperience the best of resort-style living in this beautiful 4th-floor residence at Jasmine Bay, located within the exclusive West Bay Club in Estero, Florida. Available for the 2025 off-season and 2026 season/off-season, this...

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$133
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.