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Florida Snowbird Vacation Rentals

(3350 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.

Venice Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to We have three amazing options for local beaching

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VACATION RENTAL SOCIAL MEMBERSHIP TRANSFER ONLY Experience luxury resort living in this beautifully furnished 1st-floor Diangelo II floor plan, offering 2 bedrooms + den, 2 bathrooms, and a detached garage in the highly sought-after Wellen Park Golf & Country Club. This residence offers exceptional...

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$117
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautifully furnished 2-bedroom, 2-bathroom unit with a great view of the Royal Palm Golf Club. The private balcony offers a great view of the pool and whirlpool. In addition to a full kitchen, washer and dryer, three TVs, this second floor unit comes with a car port and storage facility.Come and...

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Featured review

"The accommodation was very good"

Golf , beaches and shopping all nearby. Medical and hospital equally accessible. Marco Island and Goodland 20 min south as well as Isle of Capri.

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$117
avg per night
Fort Myers Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful 3 bedroom 2 bathroom with stunning views of the river. Within in a few blocks of downtown Fort Myers. Trolley stops in front of building and picks you up for FREE rides to downtown Ft. Myers (In Season). Master has King split. 2nd bedroom new queen bedroom 3rd office has queen sleeper sofa....

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Featured review

"Size"

The location, the space , the time, the scenery, things in the area was right. And its beautiful what we needed it

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$274
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Barefoot beach

Key Amenities

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

About this property

Escape to Botanika at Bonita Fairways! Be the first to experience this newer 2-bedroom, 2-bath luxury condo built in 2024. This beautifully designed condo offers luxe accommodations, comfort and relaxation. Within a 10 minute drive, you will find pristine beaches, the Promenade Shopping Mall, Bonita Bay...

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$100
avg per night
Cape Canaveral Condo
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 70 yards to Atlantic Ocean

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Available June-November 2026, at $1650/month for 5-6 month lease. Higher rates for shorter terms.**.**Available December-March 2027 at $2750/month for 3-4 month lease. Higher rates for shorter terms.**.Cozy, recently remodeled surf pad, short walk (one block) to beach and a nice surf break....

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$58
avg per night

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Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

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

"Wonderful place in our favorite Fla area"

Through the years we have travelled to Iona near Ft Myers as it is close to Sanibel, Ft Myers beach and the city. Our place this time suited us exceptionally well as it also included a screen porch. We...

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$119
avg per night
Little Torch Key House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
2 reviews

Key Amenities

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

About this property

Private canal-front home designed for 27+ day stays, offering a quiet, comfortable alternative to high-turnover vacation rentals. Private dock, heated/chilled pool, and just 3 minutes to open water—ideal for boating, fishing, and extended stays. Seasonal summer rate currently offered due to availability.Set...

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$373
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Escape to Bee Lovely Farms — a certified organic, regenerative paradise nestled among majestic ancient oaks, a gentle creek, and a peaceful natural spring. This chemical-free haven (no synthetics, GMOs, or additives) offers the ultimate tranquil retreat to reconnect with nature, slow down, and experience...

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$120
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
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to "Sol y Sal" in Buttonwood Bay. Brand new 2 bedrooms + den/ 2 1/2 bath townhouse. This unit was just redone in 2024 and includes fantastic, high-end finishes. Spacious living room with 70 in. tv, dining room with seating for 8, and kitchen with stainless steel appliances, and powder...

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$191
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

R250153Shamron Beach – A Gulf-Side Escape on Estero IslandWake up to the sound of waves and breathtaking Gulf views from your private balcony in this recently renovated 2-bedroom, 2-bath condo at Shamron Beach, a welcoming gulf-side complex on the southern end of Estero Island. With a modern...

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$186
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Unbelievable opportunity to rent this vast 3-bedroom, 2 bath condo in a first-class oceanfront structure. The Sanibel offers a large, heated oceanfront pools, a hot tub, 400 feet of pristine beach and lush tropical landscaping. Resort amenities include impressive clubroom, billiard table, state of the...

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Featured review

"Sherwin condo rental"

Sherwin is a great place to stay, impressed with the way everything looks after repairs from hurricane. Great job!

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$295
avg per night
Port St. Joe House
Sleeps 11, 4 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

The brand new Seagrass Shores is awaiting your arrival! Situated on the sought after North end of the Cape, we are only a mile past the Trading Post in the beautiful, gated Seagrass Community. From the driveway, it's only a 1 minute walk to the Seagrass Pool and Lounging Area, and from there only...

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$527
avg per night
Key West House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Moveable Feast, a dreamy home in the heart of Bahama Village that sleeps 10 comfortably. Located on a quiet, friendly lane with two parking spaces right in the middle of all the action. Four bedrooms (one king and three queens) - each with their own attached bathroom - plus a half bath on the...

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Pompano Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 1 miles to Lighthouse Cove

Key Amenities

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

About this property

This upcoming winter season come to Florida and celebrate the Holidays, in your own private "timeshare”, that includes wifi, utilities, and community amenities, for one low price of $99 per night for a four month stay between December thru April. Just pick your four months between December...

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$99
avg per night
Destin Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.5 miles to Noriego Point

Key Amenities

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

About this property

Paradise Living!This fully furnished, harbor front condo is a must see! Sun King Towers is located on Holiday Isle, in a quiet and secluded setting on the harbor. Come to your home away from home to a gorgeous views of the harbor and canal, just moments from the white sand beaches. This unit is located...

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Featured review

"Winter trip"

The place was great, clean and well decorated. Only problem was both bathroom shower stalls were very tiny.

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$254
avg per night
Englewood Mobile home
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

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

About this property

Clean ,comfortable and centrally located.. Two bedroom, 2 bath, sleeps six with large screened in Florida room. Pet friendly with a fenced in yard, washer and dryer, wifi, beach toys and chairs, 2 bicycles and a bbq grill. Two blocks from Ricaltinis bar and restaurant and 6 blocks to Stump Pass Lighthouse...

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Featured review

"Fantastic"

We have been coming to Englewood for 7 years . We stayed at this awesome home December 2024-february 2025. We have had a great stay and are signed up for next year. The owners are attentive and responsive....

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$81
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Ocean Harbour K31 87851 Old Highway, Islamorada, FloridaLOCATION: Ocean Front CondoMINIMUM STAY: 28 Days, MILE MARKER: 87.8DETAILS: Gorgeous 3 bedroom ocean front condo with unobstructed ocean views from the screened balcony. Check out the photos! The kitchen was completely...

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$300
avg per night
Destin Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
21 reviews

Key Amenities

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

About this property

Rent this nice 2 bedroom condo at a reasonable price, lots of amenities including washer/dryer, free wifi internet, 3 TV's, spacious at 1100 square feet, has a nice private beach, heated pool, tennis courts, picnic area with barbecue grills, and a playground area for children. Call or email...

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Featured review

"Family vacation"

This place was awesome had everything it was like being at home pool and condo were super clean and a private beach mark was very helpful and knowledgeable

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$215
avg per night
Sugarloaf Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Blue Wahoo, the perfect Florida Keys Island Getaway.Check-in to this gorgeous coastal home for a wonderful vacation on what is arguably the nicest of Florida’s lower keys. This house has it all. It is beautifully furnished; from a well-equipped kitchen and updated living room to...

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$395
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Views, views views ! Peck Plaza is the tallest building on the beach, and it's unique round shape offers panoramic views to the south and west. Each room has a wall of windows with lots to see from our 15th floor vantage point. Our split bedroom plan is perfect for two couples traveling together,...

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Featured review

"At home Feel Condo"

This was a 2 bedroom/2 bath condo. My fiance' and I stayed for 3 weeks. A very at-home feel. Kitchen was fully equipped. There were a couple minor issues that could not be controlled such as one elevator...

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$223
avg per night
Punta Gorda Townhome
Sleeps 6, 2 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 26 miles to Englewood Beach, Venice B, Siesta key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Quiet community, golf course view, fast WIFI, smart TVs are here waiting for you. This well-furnished townhouse is located on the golf course, near US75 and US41, it has 2 suites with closets, master suite with balcony overviewing the golf course and laundry facilities.Downstairs, you have a comfortable...

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Featured review

"Wonderful"

The location was perfect just what we wanted - on a golf course, close to shopping and beaches with a great pool!

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$46
avg per night
Seminole House
Sleeps 3, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Redington Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

One bedroom appartment has a full size bed wth a quality mattress. A/C, Two flat screen TVs, WiFi, kitchen counter equiped with a coffee maker, tea kettle, microwave, toaster and full refrigerator. Living area with a comfortable sofa bed and a dining table. Full bathroom is equiped with two sinks, mirror...

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Featured review

"Highly Recommend"

This rental is a very cute 1 bedroom. It is small, but perfect for two people. The owner lives in the adjacent house and was extremely helpful and fair. We would definitely stay here again if in the area.

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$81
avg per night
Punta Gorda House
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 4 miles to port charlotte

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

HE HOUSE 2800 sq. foot 2 car garage When you enter the house you will appreciate the sophisticated modern decor and attention to detail, making you feel right at home. The living room, dining room and kitchen have an open floor plan and fully updated. The kitchen has granite counter tops and stainless...

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Featured review

"Amazing Holiday Villa"

Brian and Denise were the perfect hosts, they meet us on arrival and gave us a wee tour of the house showing us how the equipment worked and familiarised us with the villa. This is a spacious well equipped...

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$214
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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$311
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 miles to Marco Island

Key Amenities

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

About this property

2 bedroom 2 bath first floor end unit. Fully furnished including linens. Newer appliances and washer and dryer. Fully furnished kitchen, screened lanai, cable TV, Wifi. Heated pool, hot tub, tennis and pickle ball courts, bocci courts and assigned parking place. Near Marco Island and Naples beaches....

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Featured review

"wonderful condo in great location"

Very nice condo in a wonderful location, nice friendly owner, great pool with a hot tub, condo has everything you could possibly need and was very clean, we will rent again!

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$100
avg per night
Miramar Beach House
Sleeps 12, 4 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.5 miles to Miramar Beach

Key Amenities

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

About this property

ALL RENTALS ARE SATURDAY TO SATURDAY UNLESS AVAILABLE LAST MINUTEWelcome to Sugar Isle! This house is in a gated community with private beach access and is the largest floor plan in the community. It has four bedrooms, two full bathrooms, an attached garage, a large private pool (can be heated for...

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Featured review

"Highly Recommend!"

Perfect for a group vacation! Easily accommodated 12 people. Within walking distance to the beach and several restaurants are close by. The house, including the backyard and pool, is awesome! It’s very...

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$621
avg per night
Marco Island Villa
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to MARCO

Key Amenities

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

About this property

MARCO ISLAND ! EXCEPTIONAL PRICE before 20 APRIL 2026 - MAY 2026- JUNE 2026MARCO ISLAND – VERY NICE HOME !!. Wonderful oasis for the winter in the sun! home can comfortably accommodate your family while offering high-end finishes you won't find anywhere else and amenities that will...

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Featured review

"We loved the villa on Marco Island"

Beautiful and unforgettable water villa. We had a great stay and are booking again for future years. It is a beautiful and very comfortable villa with a wonderful location on the island. Everything is perfect,...

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$643
avg per night
New
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Location is key! This brand new Birkdale floor plan offers the ultimate convenience with a satellite pool just steps from your front door and breathtaking views from your lanai. This 2 bedroom, 2 bath condo comes with a full club membership, including golf, allowing you to enjoy the best of The National...

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$193
avg per night
Naples Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

*Available for the 2027 Season * Relax and unwind in this bright, spacious 2 bedroom 2 bath getaway. Featuring 2 king beds and a pull out couch for additional guests. Enjoy stunning waterfront views through the large picture window, or take a short stroll to the private beach access. Cool off in the pool...

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

Distance to beach: 10 miles to Marco Beach, Tiger Beach, Naples Beach

Key Amenities

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

About this property

" If you are looking for a beautifully furnished beach house, you have arrived! No expense has been spared, and no detail has been overlooked in this two bedroom two bath condo. Enjoy the beach house ambiance with a separate outdoor kitchen overlooking a spectacular lake view on the 300 square foot...

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Featured review

"Lovely Winter Retreat"

In 2024, we stayed in this lovely condo from February 7 to May 6. We had planned to be there February 1 through April 30, but we were unable to leave as planned; the owners graciously extended our departure...

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$66
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

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

Key Amenities

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

About this property

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

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Featured review

"We Keep Coming Back"

It's all about The Lily Patch on Palm Island in the village of Siesta Key!!! We've love it so much that we've signed up again for 2021 (Winter #3) and sent in a donation to the neighborhood HOA this time. Bring...

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$100
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

This is a Carolina 2nd floor end unit 3 bedroom condo on the second floor of the Terrace condos. Bedroom one is the master with 1 King size bed, 2 end tables, large double closets and full bathroom with walk-in shower and 55" TV. Bedroom 2 also has a King size bed, two end tables, 55" TV and...

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$75
avg per night
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

"Beachside Sandcastle" Oceanfront, 1st-level Condo - Amazing location and view in highly requested condominium complex. Perfect rental for happy, vacationers who enjoy a pool outside their patio door and a beautiful beach to look at as they relax in a newly furnished condo. Located just...

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Featured review

"Perfect!"

This was our second stay at unit 103. Perfect location to all the places we enjoy. Beautiful view of the beach. Pool and beach access are steps from the condo. The building is secure with ample parking....

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$232
avg per night
Lady Lake House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Wonderful 3/2 Courtyard Villa and a Birdcage hard to find Privacy to take in the Florida Weather with a Screened Lanai and outdoor seating and a Fabulous Golf Front View. Newly Furnished & Decorated with a great location between Sumter Landing & Spamish Springs Town Square, less than 10 minutes...

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$143
avg per night
Big Pine Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This is truly a hidden gem! A secluded four bedroom, three bath home furnished to the nines! There are three decks off of the home, plus an above ground pool with attached deck, bar and tiki hut. Super private with a fenced in yard! If you want to visit the Lower Keys, but don’t care about being...

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$133
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 5 miles to Ft Myers

Key Amenities

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

About this property

Enjoy this beautifully remodeled condo that faces the 18 hole professional golf course and is across the street from one of the community pools, tennis courts, and bocce courts as well as a BBQ grill for your use. This building does have an elevator taking you just steps away from the condo. The unit...

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Featured review

"Kelley’s green my visit"

Thoroughly enjoyed Debbie s newly remodelled condo with impressive views of the golf course from the lanai. The added bonus was the swimming pool literally across the road which allowed us to cool down...

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$78
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Florida Charm and living at its finest! Beautifully enhanced home is in a charming neighborhood with easy access to different types of recreation, golf, picklball, entertainment, shopping, dining, all just a golf cart ride away. Minutes to Sumter Landing. You will find our home is an open concept...

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

Key Amenities

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

About this property

Lido Key is the ultimate spot for your tropical vacation. This end unit condo has a two sided lanai. It is in a gated community at the Southern end of Lido Key. Wake up watching the sun rise and end the day watching the sunset all form the luxury of the condo with a cup of coffee or a relaxing cocktail....

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$300
avg per night
Davenport House
Sleeps 11, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A luxurious and spacious home with private pool located in a quiet community near major Central Florida attractions, only 15 minutes from Disney parks.This gorgeous and spacious home is located in the prestigoius community of Hampton Lakes, off Highway 27, in Davenport. Looking for a place to stay...

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Featured review

"Awesome"

Everything was perfect couldn’t ask for better. Accommodations and the people communicating with us was first rate.

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$155
avg per night
Fort Pierce Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning

About this property

Vacation Rental in Ocean Village, Fort Pierce :1 Bedroom, 1 Bath Condo with Stunning Golf Course & Sunrise Views! Escape to paradise at this charming 1-bedroom, 1-bath condo in the highly sought-after Ocean Village community in Fort Pierce, Florida. Perfectly situated with breathtaking views of...

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$130
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

VILLA MADISON IN NAPLES CLOSE TO NAPLES BEACH!!! NEW LISTING! NOW AVAILABLE FOR THE UP COMING SEASON! Discover this 3 BR/2 BA beautiful pool home on an expanded lot. Your family and guests will enjoy the sunsets and the great lake views at this favorable southern exposure from the over sized pool deck...

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Featured review

"First class accommodations in a first class, gated community."

Located near wonderful Naples with its great shopping, restaurants and beaches, this beautiful pool home is very well appointed and situated in a gated community within walking distance of the community...

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$256
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Naples

Key Amenities

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

About this property

Great area - very quite. Located across from Lely Resort Golf course. 2 parking spaces (one covered). Lots of guest parking. Walk out your back door directly to the pool and spa area. The kitchen has been remolded with all new appliances. New floors and beds in both bedrooms. Includes all furniture and...

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$73
avg per night
Key West Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through the Spring of 2026. This construction WILL impact your stay if you are staying during the week days. Please contact All Florida Keys Property Management for more detailed information....

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$155
avg per night
New
Naples Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Artesia is a beautifully maintained, vibrate, pet friendly, gated community conveniently located between Naples and Marco Island. The Alexandria model boosts two bedrooms, two and a half baths, den and large two car garage. Turnkey furnished and move in ready, you can start enjoying all the great amenities...

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$100
avg per night
Fort Pierce Apartment
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 6 miles to Fort Pierce Inlet State Park (Best Beach!)

Key Amenities

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

About this property

Welcome to The Sunrise City of Fort Pierce, Florida and the Riverside Apartment on the banks of the Indian River Lagoon.Come spend the winter in paradise! Take it easy at this tranquil getaway. Perfect landing spot for short term rental. Up to 2 people will enjoy the afternoon breeze and grilling...

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Featured review

"Cute apartment by the water"

I had a wonderful stay at Susannah Riverside Apartment from August through October 2025. From the moment I arrived, I felt right at home. The apartment had been newly renovated and was beautifully furnished...

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$71
avg per night
Port Charlotte House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

ONLY 5 years old!! 3 bedroom, 2 large full bathrooms plus bonus room,that has pull out sofa and can be used as a 4-th bedroom, 2 car garage house . Very private . Small street with ONLY 3 houses! No houses on adjacent lots. Cup of coffee in the morning and only palms, pines and birds around.The home is...

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Featured review

"Beautiful home in a very quiet neighborhood close to everything!"

Excellent single family home located on the border of North Port and Port Charlotte. The location is perfect for those looking to go to the beaches, shopping, or just find a nice restaurant for dinner....

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$50
avg per night
Key Colony Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 0.6 miles to Cabana Club

Key Amenities

  • Pool
  • WiFi

About this property

Salt & Seaglass- Porch, Dock, Pool Club. Sept 28 - Oct 10 Open & Big discount This welcoming, modern canal front duplex home provides a relaxing and comfortable atmosphere for your vacation in the Florida Keys!The home features 2 large bedrooms and 2 bathrooms, a modern kitchen with large...

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$226
avg per night
Miami Beach Condo
Sleeps 4, 0 bedrooms, 1 bathroom
2 reviews

Key Amenities

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

About this property

Comfortable and bright RENOVATED apartment, modern tiles and beautiful modern furniture Sleeps 4 comfortably 1 full bathroom Non smoking Free High speed internet -WiFi 55' Smart TV Balcony with 2 chairs and a coffee table Partial view of the ocean but beautiful view of sunset, the city and...

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Featured review

"Great place!"

This is absolutely wonderful place right on the beach. Great view and amenities. Amazing host and everything you need is inside. We would be happy to return here someday. Thank you for the vacation

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$143
avg per night
New
Delray Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautifully remodeled and Fully Furnished 2 BR 2BA condo on the grounds of Delray racquet Club in the heart of Delray Beach. Enjoy plenty of natural light and features such as luxury plank flooring throughout, updated kitchen with granite countertops, stainless steel appliances, and updated cabinetry....

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$103
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.