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Florida Snowbird Vacation Rentals

(3416 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.

Port Charlotte House
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Well kept 4 bed 2 bath pool home with easy access to 41, 776, Port Charlotte Beach Park and Punta Gorda. Our home is a perfect place to stay while on vacation or for the season. The house is in a quiet neighborhood on an oversized lot, almost an acre. Located close to 4 airports and short drive to some...

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Featured review

"Convenient, Pet Friendly Pool Home"

A wonderful home that is clean and tastefully decorated. Great Location for ease of access to US 41 and Port Charlotte shops. Walking distance to Parks and a few restaurants and necessities. Owner was...

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$144
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 0.5 miles to Ft. Zachary Taylor State Park

Key Amenities

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

About this property

SUMMER/FALL SPECIAL. $500 OFF MY WEEKLY RATE. So welcome to Key West and the Shipyard section of the Truman Annex. You have many choices of accommodations and since I am not a real estate salesman or property manager, allow me let the photos and description speak for themselves. My oversized two-bedroom,...

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Featured review

"A touch is all you need…"

A touch of Cuba was the perfect little spot. We are now spoiled to the conveniences of renting direct with the owner, having Class A rated efficiencies, Beach, Bikes, Pool, very quiet and well kept area...

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$400
avg per night
Fort Pierce House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.8 miles to Sunrise Sands

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Laid back beach house on Hutchinson Island. If you are looking for a peaceful and quiet getaway then look no further. Hutchinson Island has a relaxed and sleepy vibe. There are no commercial business allowed on the Island. You are in walking distance to many of the islands privately owned restaurants...

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$178
avg per night
The Villages Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Rare 2/2 TownHouse in a great location just a 2 minute walk to Spanish Springs Town Square. Furnished and decorated, plus includes use of the Golf cart.

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$121
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 0.1 miles to Laguna Beach

Key Amenities

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

About this property

THE MINIMUM AGE LIMIT FOR RENTING THIS CONDOMINIUM IS 25 YEARS.PLEASE ASK THE OWNER FOR A COST ESTIMATE. UPDATED RATES FOR THIS CONDO, AS WELL AS PHOTOS AND REVIEWS, ARE ALSO PRESENT ON THE VRBO WEBSITE (SEE BELOW).THIS PROPERTY IS PET FRIENDLY (SMALL / MEDIUM DOGS ONLY)This Listing is for...

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Featured review

"Excellent"

Hostess was extremely courteous and on top of things in getting the arrangements completed with us. Ocean views from the unit were great and the beach was right out the back door. Home like setting on the...

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$296
avg per night

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Ormond By The Sea Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 20 feet to On the Beach

Key Amenities

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

About this property

Fully furnished - Available April 15, 2026- Absolutely stunning ocean view condo. 4-month lease is $2600/month 6 -month lease is $2500/month 12-month lease is $2350/month The condo has been completely renovated in October 2025 to offer modern comfort and style. Every detail has been updated, including...

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$75
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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$175
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Caddy's Corner! Pickleball, Golf, Tennis, Fitness Center & More! Resort Style Pool, Resistance Pool, & Heated Spa Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to the beautiful beaches of Anna Maria Island Fully stocked kitchen for all of your favorite...

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful Lakefront 3 bedroom 2 and ½ bathrooms, 2 car garage with extended Lanai has 2028 spacious square feet of air-conditioned living area. Located in one of the most sought-after neighborhoods in Venice. Venice Gardens is in the neighborhood of Jacaranda West. Split plan for maximum privacy...

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$190
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Treat yourself to the ultimate country club lifestyle during your time in Southwest Florida!This beautiful 2nd floor condo with 2 bedrooms, 2 baths and a den is located in one of Fort Myers' most desired communities. Colonial Country Club is a 750-acre gated, golf course community, with eight...

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$142
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Come enjoy the Beach - Private parking included. Beautiful beachview unit on the 3rd floor with a Beach and Lake view. Beachplace Building 3 unit 304. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. A sought after unit with shiplap wall in living room and master bedroom, great...

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$375
avg per night
Boynton Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Completely remodeled & furnished in 2023, this stunning 3-bedroom, 2-bathroom house features brand new finishes and appliances throughout. Enjoy easy access to the beach (5 min) or Delray's Atlantic Ave (8 min). Play in the huge fenced backyard with kids & pets, relax on the patio, or play...

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Featured review

"5/5 Stay in Boynton Beach"

We stayed at Sofia’s place in Boynton Beach for six days and absolutely loved it! The home was spotless, comfortable, and perfectly located for everything we wanted to do while in Florida. It had everything...

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$215
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Gorgeous House with amazing views ! Saltwater Heated Pool Tiki Hut to enjoy your coffee and sunsets. Southern facing for sun all day!Hugh kitchen for cooking and entertaining. Large 86 inch TV to enjoy all your sporting events. 2 En-Suites with King beds. Perfect for multiple family stays. New Dream...

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Featured review

"Great retreat"

The house was even better than photos. Great pool, clean and comfortable. Welcome basket was terrific! Highly recommend this property!

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$340
avg per night
Siesta Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to this charming 3-bedroom house on Siesta Key, offering a private pool and a 2-car garage just a short distance from the beach. Enjoy amenities like a fully-equipped kitchen and a charcoal grill, which is perfect for family gatherings. With multiple TVs and high-speed internet, relaxation is guaranteed....

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$331
avg per night
Venice House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Single Family home with a beautiful golf course view of the Bobcat course right where tee shots typically land. Vaulted Ceilings with open floor plan 2 bedroom, 2 baths with den, laundry room, and 2 car garage. 1,764 of living space which extends to 2,513 sqft with lanai. Seemless indoor-outdoor...

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$160
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
8 reviews

Distance to park: 8 miles to Disney World

Key Amenities

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

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...

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Featured review

"GREAT"

Great home for large family .. home is located close to shops … it’s a great location to be at! Very nice

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$345
avg per night
Key Largo House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

This lovely house in Key Largo offers 5 cozy bedrooms with a mix of queen, king, and full beds. Each of the 5 bathrooms is equipped with a refreshing shower. With AC and heating, guests will stay comfortable year-round. The outside living area has a heated pool and built in gas bbq grill. This marvelous...

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$650
avg per night
New
Sugarloaf Key House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Amazing Waterfront Home with Fabulous Pool and Sunset ViewsWelcome to the Sugarloaf Guest House, the perfect Florida Keys Island Getaway. As you enter the gate to this charming seaside cottage, you will experience its charm and relaxing vibes. A gorgeous new pool with graceful waterfalls make it the...

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$395
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

TOP FLOOR with amazing views! This exceptional 2/2 Birkdale condo overlooking the breathtaking Gordon Lewis Golf Course (all you pay is a $30 cart fee!) lake and preserve! This one is located on the "quiet side" of the National with Breathtaking views of the lake and nature preserve as you relax...

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$171
avg per night
New
Fort Myers Condo
Sleeps 6, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Estero Pointe — Your Seasonal Retreat in Paradise! Available for the full season 2026, minimum 3 months. Discover the charm and ease of Southwest Florida living in this beautifully appointed home located in the exclusive gated community of Estero Pointe. This stunning seasonal rental...

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$260
avg per night
Orlando House
Sleeps 9, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Relax with the whole family at this peaceful place to stay. Fully renovated, spacious, Modern 3BD 2BA Pool home on more than 2 acres in Saint Cloud. Just moments away from the Florida turnpike and highway 192 by vehicle, easy access to theme parks, water parks, airport. Grocery stores, shopping and dining...

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Featured review

"It’s turn out not good"

Well, apparently, we had two good days for my seven day trip and and the last five days it was a hurricane. My flight got canceled. I was stuck in Florida why ended up having to spend more money to rent...

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$225
avg per night
Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 500 feet to Daytona Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This lovely 2-bedroom condo is the perfect vacation spot… a luxury home away from home with stylish coastal decor awaits your arrival for a relaxing stay. Snuggle up by the fireplace after a brisk walk on the beach during your winter stay. Peck Plaza offers great amenities…large two-level...

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Featured review

"Great room"

Stayed for Rockville this year and was pleased with the accommodations. Host was very helpful when I had questions. Unfortunate one of the buildings elevators was under maintenance so it took a long time...

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$208
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your perfect Florida escape! This beautifully furnished, modern 4-bedroom home offers over 2,000 sq ft of comfort, style, and convenience—ideal for families, groups, or remote workers looking to unwind in paradise.️ Relax in Comfort2 spacious bedrooms with king-sized beds 1...

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$283
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY! Your Exquisite Getaway on Lemon Bay Welcome to Serenity, a stunning retreat perfectly nestled on Lemon Bay, and just a 5 minute drive to the beautiful Manasota Key Beach. This beautifully designed home offers seamless indoor-outdoor living, with floor-to-ceiling windows providing...

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$688
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

You will instantly feel at home in this property. Sliding panel doors give a great view to the lanai and pool area as well as the Canal it sits on. Plenty of room to relax and enjoy a beverage. Home is equipped with everything you need for a relaxing get away. So close to beaches and restaurants yet...

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Featured review

"Great vacation place"

Great vacation place. Very clean. Pool was big enough for fun. Nice Lanai for sitting outside. Master bedroom and bath were very nice. We would rent this again.

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$267
avg per night
Cudjoe Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Lafitte Landing is the perfect destination for your Florida Keys vacation. Very nicely appointed 2 bedroom, 2 bathroom canal front home is very comfortable and spacious. This home offers a living-dining-kitchen great room floor plan with comfortable seating and a flat screen TV. Double sliding doors to...

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$150
avg per night
Cape Canaveral Studio
Sleeps 1, 0 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this cozy efficiency at a grate rate. Nestled in Sunny Casa Canaveral try our freshly renovated quiet space a few blocks from the beach. Featuring all amenities like a Queen size bed, full-size refrigerator, stove/oven, microwave, coffee maker, and all utensils provide as well as TV, wireless internet,...

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$50
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available starting December 19 through February 14 and from March 15 to April 30, 2026. Courtyard Home in Masters Reserve at Lely Resort -an Ideal Vacation Retreat! This beautifully furnished home is located in one of Naples’ most desirable resort communities, the exclusive Masters Reserve at Lely...

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$233
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 0.9 miles to Founders Park

Key Amenities

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

About this property

Oceanfront gated community. Offers pool overlooking the ocean, pier which you can fish off of, clubhouse, sauna, exercise room, and very clean bathrooms by the pool. 2 Bed, 2 Bath. Master bedroom offers queen bed, sitting room, coffee, 50 inch smart tv, storage, master bath separate toilet. 2nd Bedroom...

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Featured review

"Super comfortable condo - amazing location - wonderful host!"

We spent a month in Sharon's condo (January 2025). Upon arrival we had everything we needed for the month! She goes above and beyond stocking the kitchen, cleaning supplies, pantry etc. The bedrooms are...

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$175
avg per night
Cape Coral House
Sleeps 10, 5 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Welcome home to this beautiful, gulf access pool home! With over 3,000 sqft of living space, this home checks all the boxes. 5 bedrooms (2 master suites plus 3 additional guest bedrooms). Newly remodeled upstairs loft area offering a second primary bedroom with an en-suite bathroom. Additional office...

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$357
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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$219
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious, 1st floor (no steps) corner Veranda Condo, which is the largest available in the gated community of Wellen Park and Country Club. With a total of 1886 sf. Includes front and back lanai, all new furnishings throughout, fully appointed kitchen including dishes, Oneida silverware, Glasses, pots...

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Featured review

"Venice Florida Trip"

Great location - golf course, beach, shopping, entertainment, restaurants! The unit was virtually brand new with all the conveniences of home. Really enjoyed the Venice area! I will definitely plan on...

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$133
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

AVAILABLE FOR 2025 SEASON AND OFF-SEASON. WILL ALSO CONSIDER ANNUAL RENTAL. This 2-bedroom, 2-bath condo offers the perfect blend of luxury and comfort with stunning lake views in the desirable gated community of Treviso Bay. Recently updated, the home boasts a modern kitchen featuring stainless steel...

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$178
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to your ideal vacation retreat! This charming 3-bedroom, 2-bathroom home is perfectly located just minutes from the lively Brownwood Paddock Square, where you can enjoy a variety of restaurants, shops, and entertainment. With Publix Grocery Store also nearby, you'll have everything you need...

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$164
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Peck Plaza is the tallest building on the beach. It's unique round shape offers panoramic views to the south and west. All remodeled in 2021, each room has a wall of windows with lots to see from our 9th floor vantage point. Our split bedroom plan is perfect for two couples traveling together, or...

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$195
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Nicely decorated fully furnished, second floor condo (w/elevator)with gorgeous water and natural preserve view. Private designated covered parking spot also included. This condo is located in the private and gated Treviso Bay Golf & Country Club in Naples, Florida. It is a spectacular TPC (Tournament...

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Featured review

"Very posh!"

Outstanding golf and country club with 1400 homes ranging from low rise condo buildings to streets of beautiful detached houses. Miles of manicured roads and sidewalks, a treat for walkers, joggers, cyclists...

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$154
avg per night
Boynton Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Boynton Beach Municipal

Key Amenities

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

About this property

Located on one of the most private lots in Palm Beach Leisureville, you'll love this beautifully furnished updated 2 bedroom/2 bath bright and airy home in a wonderful 55+ golfing community located in Boynton Beach Fl. Just pack your toothbrush!Featuring an updated kitchen with granite counter...

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$140
avg per night
Rotonda West House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Englewood Beach

Key Amenities

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

About this property

No long term renting Jan -march 20262 bedroom, 2 bath, pool home 10 minutes from Boca Grande Beach. Lovely, well appointed home features all new furnishings and appliances. Sleeps 6 guests with space for a family or a group of friends. Reconnect and rejuvenate with a private heated pool, charcoal...

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Featured review

"Amazing"

Absolutely loved this house its in a perfect location so peaceful, safe neighborhood and lovely neighbors. We have stayed in a lot of homes in this area and this by far was the best .Everything you could...

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$153
avg per night
Longboat Key Cottage
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 450 miles to Whitney Beach

Key Amenities

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

About this property

Escape. Brand newly remodeled, featuring a fully equipped kitchen, blending modern comforts of an air fryer/convection combo with cozy charm. The loft-style layout includes comfortable beds, ensuring restful nights in a peaceful setting.The cottage is bathed in natural light, thanks to large, well-placed...

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Featured review

"Best Ideal Situation I could Have Hoped For"

I traveled cross country from Oregon and had no idea anything about Florida! I booked this place randomly without ever having been to this area or the East coast. Thank god it turned out the way it did!...

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$328
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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$156
avg per night
Fort Pierce House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Private home has direct access to the Intercoastal and minutes to the Atlantic Ocean. This home is fully equipped, just bring your swimsuit, boat and fishing gear. Less than 10 minutes to downtown Ft. Pierce with restaurants and shopping.Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin...

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Featured review

"Perfect staycation"

This was the perfect place for our weekend getaway. It was so convenient and super comfortable. We will be back!

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$183
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Enjoy resort style amenities in newly constructed 2nd floor condo. Master bedroom with king bed, TV, walk-in closet and and own bathroom with 2 sinks. Second bedroom has queen bed, large closet, TV and bathroom across hall. This open concept, newly furnished resort style rental has a front airy Lenai...

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$110
avg per night
Venice Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Still Available October-December 2025 and Jan, May-December 2026! Contact for more info! Discount for multiple months. This is a truly fantastic condominium located in the new Wellen Park Golf & Country Club in Venice. Situated on the first floor, it features two bedrooms and two full bathrooms....

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$217
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Key Amenities

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

About this property

The house is a bright, newer construction (in 2011) 3 bedroom , 2 1/2 bath home near the Siesta Beaches. This property is nestled in a quiet community a 15 minute walk from the white sands of Siesta Key's Crescent Beach and 3 blocks from the shops, restaurants and boat rentals of Stickney Point Bridge...

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Featured review

"Home away from home"

Our family has enjoyed this property several times. It is welcoming for many reasons from cleanliness, comfortable bedding and great room furniture to offering any cookware desired for preparing your favorite...

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$237
avg per night
Summerland Key Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!Decorated in fine island-style this private home is definitely a 5-star property. Tile floors, open and airy kitchen, living and dining area...

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Featured review

"Nice home, greatl canal good to work !"

Not my first time with action keys, always had good result with everyone at this company! Wish they would rework there utilities policy , it’s hard enough to pay rent for a month.

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$203
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Sought after beachfront unit on the 5th floor of building 9 and an end unit. 2 bedroom, 2 bath unit with stunning views and very well appointing furnishings.Beachplace is one of Longboat Key's premier vacation rental locations on the island!Amazing Gulf Views and private parking.This...

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$495
avg per night
Panama City Beach Apartment
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Dunes of Panama E1601 - NEW RENTAL - TOTAL REMODEL - Dunes of Panama E Building Corner Unit, Beautiful BEACHFRONT condo on spectacular Panama City Beach. This amazing condo was totally remodeled in 2024 -- new flooring, trim, paint, appliances, furniture, TVs, washer/dryer, decor, ceiling fans, linens,...

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Featured review

"Beautiful!"

This condo is the absolute best! Shirley has thought of EVERYTHING! We come to PCB every year and have stayed in some great condos, but this one is by far the best! From the ice maker to the closet full...

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$435
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

Enjoy breathtaking views of the Rotonda Canal w/ over 80' of private waterfront while sitting by the pool. As you step inside this home, you are greeted with a light and bright welcoming feeling. The beautiful front bay window fills the room with tranquil light. The modern kitchen provides ample...

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Featured review

"Wonderful house, excellent place to escape an Ohio winter"

Beautiful home, minutes away from Manasota, Englewood and Middle beaches. Relaxing heated pool, stocked kitchen, comfy beds, plenty of closet space and in a quiet neighborhood. The owner was very kind and...

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$193
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Bunche beach

Key Amenities

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

About this property

Charming 1st fl unit with recent contemporary upgrades, boasting granite countertops, white shaker cabinets with soft close, all new SS appliances including A/C and HW too. This unit is Turnkey and completely furnished. The pics were taken prior to this. Enjoy Country Club living with newly refurbished...

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$115
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Fort Myers Beach

Key Amenities

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

About this property

Your vacation home has two bedrooms, each with a king sized bed, as well as a den, and 2 baths. It also has vaulted ceilings and a lanai overlooking a lake--a nice way to complement your morning cup of coffee. It's a second floor unit so it's up safe and high.All utilities are included...

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$132
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.