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Florida Snowbird Vacation Rentals

(3393 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.

Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condominium, second floor, corner unit, one king bed, 2 single bed, all equipped, washer dryer, stove, refrigerator, dish washer, A/C , Lanai, pool, BBQ area, tennis court, shuffle board, club house with pool table, library. WIFI, 2 TV, Cable. 5 minutes from beaches, restaurants, all you can ask for...

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Featured review

"Condo"

After showed available, was told it was not really available for month of February, so we were unable to stay. Very disappointed.

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$155
avg per night
The Villages House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to The Village of Cason Hammock!This coastal 3/2 home comes with a golf cart and is only minutes away from Sawgrass Grove Market and Ezell Recreation Center. The home is spacious and comfortably fits up to 5 guests. King bed in the primary bedroom with en suite bathroom. Queen bed in the...

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$211
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Barracuda Bungalow in Big Pine Key! This quaint ground level home is reminiscent of old Florida Keys with some new and improved upgrades like the brand new inground pool and spa. If you’re looking for that laid-back island feel, in a nice quiet neighborhood where you can watch the key...

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$209
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spectacular 8th floor OCEAN FRONT, 2 Bedroom 2 bath incredible views, magnificent sunsets . Olympic size heated pool, exercise room, tennis, non congested area adjacent to Vero Beach. Excellent restaurants,entertainment golf, tennis, state parks close by. All new appliances, new dishwasher, refrigerator,...

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$140
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

You will not believe the incredible views from this GORGEOUS property. They are jaw-droppingly gorgeous. Beautifully decorated interior designed for your vacation comfort. Stunning Bromelia model features 2 bedrooms + den, 2 bathrooms and Front/back spacious lanais w/ 1car garage! All appliances incl....

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$210
avg per night

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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...

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$62
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Welcome to The Perfect Blue! Our 2 bedroom/2 bath 1,100 sq ft condo is located in the desirable South Seas Condo Association on the shores of Marco Island, FL. Our condo sleeps 6 and has all new flooring, paint, furnishings and impact sliders and windows throughout! The bedrooms and living room all have...

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Featured review

"Very nice condo...very clean and comfortable"

We stayed in this condo for almost a month and enjoyed it immensely. Excellent view of the gulf and pool. Sun on balcony all day which is great in January. We have stayed in several South Seas condos...

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$372
avg per night
Davenport Townhome
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to park: 11 miles to Disney

Key Amenities

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

About this property

Our condo at Bahama Bay Resort offers 2 bedrooms, 2 bathrooms that is beautifully appointed and fully equipped with all the comforts of home. The resort offers amenities such as a heated swimming pool, restaurants, tennis courts and a children’s splash pad play area. The unit also has 2 private...

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$117
avg per night
Jensen Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Paradise is here! Enjoy this beautiful beach house located on the south wall with amazing sunset views! This 3 bedroom 3 bath house has a large area with a fully equipped kitchen, living room with large TV and DVD player, and a dining room all with a spectacular view! Master bedroom has a king size bed,...

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$189
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated, 3 bedroom, 2 bathroom condo! This condo overlooks a community pool and is located in beautiful Pelican Bay. This property provides beach access and only minutes from shopping and restaurants! 1 King, 1 Queen and 2 twin beds. 30 day minimum stay required.We are currently booked...

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$165
avg per night
Ellenton Mobile home
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 10 miles to Anna Maria Island

Key Amenities

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

About this property

Cute, newly remodeled 2 bedroom, 1 bath home in Colony Cove. This 55 plus community in Ellenton offers many amenities. Access to all 3 pools, marina, dog park, micro forest, work out rooms, several shuffleboards, and a very friendly community. Close to everything in Ellenton, golf cart friendly in...

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$73
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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$284
avg per night
Santa Rosa Beach House
Sleeps 14, 5 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

Home Highlights - Luxury 5-bedroom, 4.5-bath home in the gated Preserve at Grayton Beach - 6-seater street-legal golf cart included with rental - 5 private porches surrounded by lush palms and coastal views - Open-concept living, dining, and chef’s kitchen with 10’ ceilings - Access to...

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$237
avg per night
Fort Walton Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The beautiful Nautilus Condominium Complex is located on Okaloosa Island off Santa Rosa Boulevard so close to great restaurants and convenient to the Publix, golf courses, music venues, the Gulfarium and is close to the fishing pier! This 7th Floor Penthouse has a breathtaking view of the Emerald water...

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$200
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

What a view! Beautiful second floor unit at Huntington Lakes, a gated community in North Naples. Just a few minutes away from top-rated restaurants, shopping and the beach.This fully furnished unit comes with everything you need for a comfortable and convenient stay. It has been completely updated...

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$140
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

3 bed 2 bath, with large fenced in back yard, pet friendly, 20 minutes from the ocean and 2 minutes to warm mineral springs, quiet neighborhood. large outdoor Patio with grill, and large storage shed.

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$63
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

DAYTONA BEACH LUXURY LIVING!!! Sanibel is a 2007 built Oceanfront Condominium building with reserved underground parking, billiard room and a full equipped fitness center. Enjoy the Most Famous Beach in Style. Fully equipped kitchen and all linens. 35-foot balcony that can be accesses from the living...

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$302
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Steps away from the beautiful pool and clubhouse, this first floor, 2 bed, 2 bath condo is fully stocked, fully furnished and well appointed. Enjoy entertaining family and friends on warm nights on the screened-in lanai under the ceiling fan or in the cool central air of the spacious living room. New...

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$73
avg per night
Key West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This nicely appointed home is located in Key Haven subdivision of fine homes. It offers an expansive living room with upgraded kitchen and appliances. The kitchen is nicely stocked with plenty of room for multiple cooks. The house can accommodate up to six people with 3 bedrooms and 2 full bathrooms....

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Featured review

"Serene and comfortable"

We absolutely love this home! The interior features plenty of space and storage. The kitchen is well equipped with everything you need and more. The bedrooms very comfortable. The shower in the master has...

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$244
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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$191
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...

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$212
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
Naples Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This boutique-style luxury rental is located in the heart of downtown Naples and was thoughtfully restored in 2023 with high-end finishes and furnishings. Embrace the modern coastal aesthetic, making it perfect for a long-term stay in beautiful Naples. You can easily walk or bike to the beaches, 5th Avenue,...

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$214
avg per night
Englewood Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Sun, Sand & Serenity! Walk in, kick off your shoes, and relax. This sun filled 2 bedroom/2bath plus loft with extra bed and with a lanai condo is ready to be your home away from home with a coastal feel and an open floorplan.Pelican Landing #E-204 is located in a wonderful gulf to bay...

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$207
avg per night
New
Destin House
Sleeps 16, 6 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Home Highlights: Private heated infinity pool and spa overlooking Four Prong Lake (heated Oct 1 – May 1 for $60/day) Outdoor kitchen with grill, mini fridge and outdoor fireplace Lakefront with panoramic sunset views Gulf views from the 2nd-story balcony Designer kitchen with massive center...

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$390
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 3 miles to Fort Meyers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful/professionally decorated two story townhome with 3 bedrooms , (all beds are queen size) 2 and a half bathrooms. Washer and dryer in unit. Screened in lanai and fenced in outside area. Great location three miles from Fort Myers Beach. Also close to Sanibel and Captiva Islands. This is in the...

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Featured review

"A wonderful vacation spot"

A clean, well-decorated and furnished place to unwind after spending time on the beach. Great location close to shops and great beaches, set back from the main road with covered parking and heated pool....

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$177
avg per night
Tarpon Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Fred Howard Park Beach

Key Amenities

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

About this property

This is a 3 bedroom, 2 bathroom one level - split floor plan home which makes living easy! Sleeps 6 with the master on one side and 2 other bedrooms on the other side of the home. A large living room with cathedral ceilings is open to the kitchen and dining areas. We are located in the award-winning...

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Featured review

"Perfect Florida Vacation Home"

Have been renting in Point Alexis from Portia and Mike for several years (wonderful owners). Their home has all the amenities of a home away from home. The kitchen has everything you would need if you...

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$175
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Just steps from the sugar-white sands and the warm Gulf waters of Indian Rocks Beach, this beautifully renovated 2-bedroom, 2-bath condo offers the perfect coastal retreat. With a heated pool, Jacuzzi, poolside bathrooms, and covered parking, comfort and convenience are at your fingertips. Designed to...

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Featured review

"Spacious and well equipped."

Recently stayed for the month of January. Great location. Condo is very clean and well equipped with everything you need. Owner was very responsive to any inquiries.

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$250
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Beautiful 2/2 with a short Cart ride to Spanish Sprimgs Town Squares. Newly Furnished & Decorated, comes with Golf Cart and everything else you need to enjoy your stay. Pet Friendly!.

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$118
avg per night
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.5 miles to Private Beach club

Key Amenities

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

About this property

Peaceful coastal living with private beach club, golf, and more — all includedThis beautifully renovated 2-bedroom, 2-bath condo offers stunning Intracoastal views in the gated, resort-style community of Harbour Village. Perfect for active adults seeking low-maintenance luxury surrounded by...

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Featured review

"Beautiful condo - Great location !"

Just a gorgeous condo - clean and comfortable - in a great location! The condo has been professionally renovated and is decorated beautifully. It is within walking distance of the beach, the executive...

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$154
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

We still have other homes available Dec through Apr 2026 starting at $4,200 per month. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $6,775. Dec 20th to Apr $9,880 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.LARGE...

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Featured review

"As advertised"

Great property. Shane was excellent. We would stay again. We love Naples. Pool and hot tub worked great

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$331
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 36 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

RECENT CANCELLATION....AVAILABLE DECEMBER - JANUARY 2025 SEASONBeautiful 2-year-old condo that we would like to share with someone looking to experience a dream vacation in South West Florida. Located in the gated community of Heritage Landing, just off Burnt Store Road and close to I75.The condo...

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Featured review

"We hit the Jackpot. What a great spot."

We loved everything about the Heritage Landing community and this lovely condo, a truly relaxing home away from home. The beautiful and peaceful view, wonderful amenities and central location for adventures...

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$189
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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$239
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This lovely condo has everything you need for a wonderful stay in Naples. Open plan large living area, with views over a natural preserve lake. The accommodation comprises spacious air-conditioned rooms with vaulted ceilings all decorated Florida style. Sterling Oaks has a fantastic Club House and...

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$143
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Seasonal Rental Two bedroom two bath gorgeous view of lake and lighted fountain garage gated community 2nd floor vaulted ceilings newly furnished new mattresses and bedding two pools clubhouse spa tennis shuffleboard rent includes electric water sewage trash WiFi internet cable tv close to everything...

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$135
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Heated Pool: Enjoy year-round swimming in your private pool, heated with both solar and electric systems to maintain the perfect temperature regardless of the season.Spacious Living:** The home boasts a bright and airy living room, fully equipped kitchen with modern appliances, and a dining area for...

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$215
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. The community offers a swim pool, hot tub, tennis/pickleball courts and bocce ball. The clubhouse is under...

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$119
avg per night
New
Punta Gorda Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful first floor condo on the canal. Great pool and close proximity to fisherman’s village and downtown Punta Gorda.. Master bedroom with King bed. Guest room with two full beds and queen size sleeper sofa. Newly renovated.

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$100
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 50 yards to Daytona Shores on site

Key Amenities

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

About this property

Welcome to your best vacation ever in an Oceanview Beach Condo. This gem with its stylish beach decor, furnished balcony and magical ocean view offers a wonderful place for making family memories. This Sandpoint 5th floor condo has awesome ocean views from every room The full kitchen with bar top seating...

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$220
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Beautiful 2/2 Courtyard Villa with a Swim/Spa in a great location for Spanish Springs and Sumter Landing Town Squares. House was recently purchased and Furnished so everything is new and tastefully decorated. Your own private pool with the Courtyard walls insuring Privacy. Includes use of the Golf Cart.

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Featured review

"Village Villa"

We were very pleased with the cleanliness and location of this villa. The pictures matched what we had and the amenities such as guest passes for the pools and other activities made it all worthwhile.The...

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$152
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Now available: March $3250 APRIL $2850 and MAY $2450 (and possibilly February. New renovations almost complete. All walls, paneling and cabinets painted off white, new marble-like counters in kitchen and both bathrooms, new bath sinks and faucets, all new overhead lighting and ceiling fans, new Dining...

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Featured review

"Excellent short term rental!"

This was perfect for my needs. I wanted to buy a house in the area and needed somewhere to stay while I bought a property. This rental was in an excellent location in The Villages. It was close to all...

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$105
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our home is a beautiful spacious condo, completely renovated and everything in it is brand new - from the dishes to every piece of furniture. The kitchen is fully equipped. The condo is modern and comfortable. We enjoy many an hour sitting out on our lanai, which is a screened in porch, and never tire...

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Featured review

"The unit and area exceeded our expectations."

Amazing first floor corner unit. Beautiful view. Very bright. Specious 2 bedroom with den. Huge master bathroom and shower. Enjoyed walks and bike rides in gated community. Enjoyed club membership. Great...

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$219
avg per night
New
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Stunning corner Carolina unit professionally decorated and fully stocked with everything you will need to enjoy your dream golf vacation. Breathtaking views of golf, lakes, and the iconic Town of Ave Maria. Watch Western sunsets while sipping your cocktails on the spacious lanai. King, Queen and Queen...

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$210
avg per night
Key Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Beautiful canal waterfront stilt home in Key Largo. Home features concrete sea wall and boat lift. Easy access to the Gulf of Mexico and within minutes of the Atlantic Ocean. Amazing fishing and diving spots. The home is completely updated with smart TVs in each room, indoor laundry room, and a fully...

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$215
avg per night
New
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Only 4 miles from Siesta Key, this charming second floor condo features 1 cozy bedroom with a queen bed. It is perfect for a wonderful getaway or a long stay. This is a very convenient location, with great stores, restaurants, and parks close by. This condo also features a balcony with a water view. The...

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Featured review

"Wonderful spacious condo, close to aménités & 10 minutes from Siesta Key!"

Location is great … easy access from I75, close to all aménités with Siesta Key about 10 minutes by car! The spacious, quiet and cozy condo is very clean and tropically decorated! Kitchen is well...

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$127
avg per night
New
Alva House
Sleeps 6, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Pool, spa. Heated... This single-story home features a dining room tucked to the side of the open space kitchen and breakfast nook, followed by a Great Room that extends to the lanai for outdoor opportunities. In addition to the owner's suite with a spa-like bathroom, there are three bedrooms and...

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$117
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 7 miles to Siesta Key Beach

Key Amenities

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

About this property

Luxury lakefront home on a quiet cul de sac located in pristine Palmer Ranch. Kick back on the covered front porch and relax in the glider and rocking chairs. Soak up some sun in the screened in lanai with heated saltwater pool overlooking the lake. Enjoy community amenities such as the clubhouse, lighted...

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$305
avg per night
Jupiter Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Beautiful and impeccably furnished condominium, overlooking the lake from your screened in porch. In the heart of Jupiter, 200 yards from the beach.The space: • 2 bedrooms & 2 full baths • 1 King and 1 Queen bed • Screened porch with lake view • Impeccably and newly furnished • Large...

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Featured review

"A Fantastic Place!"

We stayed the month of March in this lovely condo! This was our 2nd year renting this fantastic property. The condo itself is immaculate, well furnished including an updated kitchen and has everything you...

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$275
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Home, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Book the month of JANUARY now through the end of November and recieve a $500 credit upon check-in. (This offer is valid for this property and for the month of January 2026 only.)Nestled in a quiet enclave of newly constructed homes and attached villas you will...

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$213
avg per night
Big Pine Key House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to San Remo Retreat, a very unique property located in the highly desirable Doctor’s Arm neighborhood on Big Pine Key. Bring your boat, plenty of dock space here! The fish cleaning table will hold your biggest catch of the day!You will feel right at home in this very nicely decorated,...

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$227
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.