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Florida Snowbird Vacation Rentals

(3362 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.

Ormond Beach House
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Distance to beach: 500 feet to Ormond Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

2-minute walk to the beach! Enjoy entire 2-Bed/1.5-Bath home for 6 guests (2 adults/4 kids) or 4 adults. Relax in a large living room with 4 theater-style recliners, 3 comfy memory foam beds, a full bathroom with tub/shower, utility half-bath, fully equipped kitchen, indoor laundry, private carport,...

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$141
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

This luxury community has a cosmopolitan atmosphere amid lush natural surroundings ,with a luxurious pool adjacent to the clubhouse . set in Naples Florida, The Reserve is just minutes from the beautiful beaches, and a short drive to highly desirable Fifth Avenue shopping districtEnjoy the Florida...

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$130
avg per night
Punta Gorda Apartment
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Pool
  • Rentals by owner

About this property

Available from December 15 to April 15 - 2 Bedrooms and 2 Bathrooms!All Appliances Included, Fully Furnished, In-Unit Laundry, Parking at Front Door, Front and Rear Balcony – Water ViewLocated at 3310 Loveland Blvd. in beautiful Port Charlotte, Florida,Lakes Edge condominium development...

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Featured review

"Seasonal Rental"

Great place to spend your winter! Very well maintained and equipped with everything you could want or need. It is close to restaurants, shopping and they have a very nice pool. Owners very accommodating...

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$108
avg per night
Naples House
Sleeps 12, 6 bedrooms, 5 bathrooms

Distance to beach: 2 miles to Lowdermilk park

Key Amenities

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

About this property

6-bedroom vacation home just 3 minutes to Naples Beach with 3 king ensuites.In the heart of Naples' charming neighborhood lies this beautiful 6-bedroom vacation house. Imagine yourself relaxing by the heated private pool, soaking up the sun and enjoying the refreshing breeze. With free WiFi,...

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$340
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Beach Front Condo on Fort Myers Beach is managed by property owner Linda Dawson who is easy to reach by phone should you need any assistance during your stay.Location, Location, Location! Welcome to our BEACH condo home located at the popular Leonardo Arms Condominiums! Our Condo has TRUE beach access....

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Featured review

"Wonderful place. We will definitely be back"

We had a fabulous month at Leonardo Arms. The pool is huge and heated, the beach right in front of pool, the palm trees swaying, and everyone is so friendly. The king size bed might have been the best...

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$137
avg per night

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Ormond By The Sea House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Gorgeous 3/2 home home has an open kitchen concept large bedrooms with televisions In every room . All the necessary appliances for your evening dinners or drinks . We have an indoor fireplace with a large sofa to enjoy your nights . The master bedroom has a bath jacuzzi so you can relax . We have all...

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Featured review

"Comfortable but not spectacular"

Good location, close to beach, restaurants, and stores. The king bed was comfortable. The bungalow is need of a remodel/refresh and brightening up. New furniture would be a great start. The host was pretty...

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Hollywood Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Luxury spacious 2 bedroom/2 bathrooms condo in the Sea Air Towers, Hollywood! 1,250 square feet.Excellent condition. Spacious master bedroom with king size bed and walk-in closet. European king size bed in the guest room. Queen size Sofa bed, smart TV in the living room.Linens, towels and kitchenware,...

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$136
avg per night
Destin Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to this private, gated 2 Story Townhome in Shoreline Gardens, near the Gulf! Walk directly out of the back sliding glass door to the palm-lined path for a short walk to the beach! This beautiful townhome features 2 bedrooms, 2 and 1/2 half baths, a large cathedral ceiling living room and newly...

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$376
avg per night
Siesta Key Condo
Sleeps 3, 1 bedroom, 1 bathroom
12 reviews

Distance to beach: 0.5 miles to Siesta Key Main Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Sweet and spacious one bedroom condo in a Siesta Key Luxury Resort Building - Harbor Towers Yacht & Racquet Club. Great view of the historic waterfall in front of building, Palm Trees and Blue Skies and Great Sun Sets. 2 Pools (1 for kids), Fitness Room, , 3 lighted Tennis courts, boat marina, gazebo,...

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Featured review

"Another wonderful holiday on Siesta Key!"

Thank you again, Barbara and Angelo, for providing your vacation home for our annual trip to Siesta Key. November is our favorite month there, with perfect temperatures and a tranquil setting. The property...

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$101
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Delnor-Wiggins Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover Resort-Style Living in Sterling Oaks – North Naples’ Premier Pickleball & Tennis CommunityWelcome to Wildcat Cove in Sterling Oaks, one of North Naples’ most desirable gated communities, where this charming two-story home offers the perfect blend of privacy, comfort,...

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$108
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Stunning seasonal condo for rent beginning December 1, 2025 to April 30, 2026. Third story condo with elevator is located in Lely which is near the beautiful Naples beaches and popular restaurant’s and shops along 5th Avenue. The newly renovated 2 bedroom 2 bath condo features a king bed in the...

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Featured review

"Beautiful Condo"

The condo was beautiful! A hidden gem. Owner was a super host. Close to shopping and a few restaurants.

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New
Panama City Beach Townhome
Sleeps 14, 3 bedrooms, 3 bathrooms

Distance to beach: 100 feet to Beach Access 18

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Welcome to Your Perfect Florida Getaway Bring the whole crew and enjoy the ultimate beach escape in our spacious, family-friendly home designed for relaxation, fun, and making unforgettable memories. Our home comfortably sleeps up to 14 guests and is fully stocked with all the essentials you need from...

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$520
avg per night
Naples Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Upscale Gated Condo in North Naples | Walk to Seed to Table | Near Beach & MercatoEnjoy the best of Naples living in this spacious 3-bedroom + office, 2-bath condo located in a quiet, gated North Naples community. Perfect for families or couples, this beautifully maintained home comfortably sleeps...

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$160
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Make great memories at this unique, family-friendly condo on the beach. Iconic Peck Plaza has outstanding panoramic views from every room. The complex offers lots of fun activities. Enjoy the billiards room, ping pong room, or fitness room. Relax at the pool or hot tub. Lower pool deck offers tennis/...

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$220
avg per night
Venice Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 3 miles to Venice

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Coastal-Themed Condo in Venice – Perfect Vacation Retreat! Escape to paradise in this freshly painted, new primary carpet , sparkling clean 2nd-floor condo overlooking the lake and one of three heated community pools. Just a 5-minute drive to Venice Fishing Pier, 7 minutes to Venice Beach, and...

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Featured review

"Comfortable, clean, well kept."

We enjoyed our five month stay, we felt relaxed, comfortable and at ease. The location was minutes drive to the beach, restaurants and stores.

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$87
avg per night
Delray Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

This enchanting home boasts a secluded backyard oasis complete with a private pool, all nestled on an expansive lot adorned with graceful palm trees. The backyard is fully fenced in and it includes a mesh at the bottom of the fence. Only a leisurely 15-minute drive separates you from both the beautiful...

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Featured review

"Perfect spot for a family vacation"

located in Delray Beach & close to everything! The owner is wonderful & is always available if needed. We were originally booked for one month but when my son's house needed some work done & he couldn't...

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$214
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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$541
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom, 1.5 bath condo on 2nd floor. Walk in shower, bedroom 1 has queen bed, bedroom 2 has 2 twin beds. Living room has 50” smart TV with Wi-Fi included. Fully equipped kitchen with granite countertops. Screened lania with table and chairs. Assigned parking spot near stairs, also has quest parking....

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$152
avg per night
New
New Smyrna Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to New Smyrna Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Relax and enjoy resort-style living at Oceanwalk 9-504, a beautifully updated 3-bedroom, 2-bath vacation rental condo in New Smyrna Beach, Florida. Located directly across the street from the highly sought-after no-drive beach, this spacious South New Smyrna Beach condo is ideal for families, groups,...

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

Distance to beach: 8 miles to Ft Myers beach

Key Amenities

  • Pool
  • WiFi

About this property

Condo is on the second floor- no elevator, fully furnished and ready to meet new guests. It comes with a fully equipped kitchen, dishwasher, washer, dryer on site. Heat pool BBQ area. 2 balconies, beach chairs, Umbrellas. Close to restaurant 15 mins to Ft Myers beach. No pets. No smoking in Condo

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$60
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 7 miles to Bonita Beach

Key Amenities

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

About this property

Enjoy the good life in Bonita Springs!! This family home is tucked away in a quiet neighbourhood and yet is close to the Top-10 ranked Barefoot Beach preserve as well as public beaches at Bonita Beach! Conveniently located near the area's best shopping and beautifully decorated with new beds and...

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$178
avg per night
Port St. Lucie Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Fully furnished 2 bedroom condo,walking distance to 3 Pga golf courses,Walk to pool.4 queen size beds,flat screen TVs,wireless,20 minutes to beaches,3 minutes to Mets stadium

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$143
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 7 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Our condo is fully equipped for a weekly vacation or a long stay with all the conveniences and comfort of back home - including new beds, linens, furnishings, and appliances.This 2nd floor condo features high ceilings and a lanai that overlooks the pool and picnic areas. The pool area has a beautiful...

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Featured review

"Amazing experience ️"

Very comfortable apartment in perfect location to the beach and grocery stores with swimming pool, clean and well equipped. Host is very responsive, kind and attentive. Highly recommend for couples getaway...

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$113
avg per night
Vero Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 30 feet to Vero Beach

Key Amenities

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

About this property

Large main floor three bedroom condo with large terrace.

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$130
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Step into this fully renovated first-floor Vernadas unit where everything is brand new! From top-of-the-line appliances, AC, and water heater to gorgeous ceramic tile floors throughout – no detail has been overlooked.The kitchen is a dream with tall cabinets, sparkling granite counters, and...

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Ormond By The Sea Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Vacation rental. 28 day plus. AVAILABLE Aug-December 2026 and Jan 15-June 30 2027CURRENTLY BOOKING August 2026 and beyondBeautiful updated condo. Enjoy the brightness, ample natural light, and cheer. The unit is located on the first floor with parking right outside the door. One designated parking...

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Featured review

"A real gem!"

This is a fully furnished two bedroom condo just across the street from a pristine beach. There are three swimming pools on the property and it is very quiet. Our plans required us to stay longer than we...

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$53
avg per night
Kissimmee House
Sleeps 20, 9 bedrooms, 6 bathrooms
3 reviews

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

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. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, This 24 hour guard gated...

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Featured review

"Very comfortable"

I went with my family, very comfortable. Beds 6 out of 10. Pool 7 out of 10. Rest of amenities 10 out of 10.

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$373
avg per night
Bonita Springs Townhome
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo is on second floor in four unit building. Recently(2017) renovated with new kitchen,tiled baths and tiled floors new W/D and A/C. Quiet neighbors. Largest community pool at Pelican Landing. Pelican landing has its own private beach,tennis courts, fitness center, walk to shops Parking in garage...

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Featured review

"Wonderful location"

Very nice condo with many extras. Playground for kiddos and the community pool are in walking distance. Enjoyed every minute.

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$208
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Discover the perfect balance of comfort, charm, and Florida sunshine in this beautiful home, ideally located just a short stroll from the world-famous Siesta Key Beach and the lively Siesta Village, filled with restaurants, cafés, and boutique shops. Bedrooms & Comfort Left side of the home: • One...

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Featured review

"great location to the Village and beach"

A wonderful location on Siesta Key--we loved being able to walk to the Village and easily walk to the beach. The house has an open feeling with a large living/eating/kitchen area. I cooked a good bit...

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$179
avg per night
Sugarloaf Key House
Sleeps 10, 5 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This pet-friendly home completed in 2012 has 5 rooms, 3 king-size beds, and 4 twins plus a twin sofa bed and three full bathrooms. The home has a huge kitchen with custom made wood cabinets and top of the line stainless steel appliances including an indoor gas grill and a standing freezer: to keep the...

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Featured review

"Take Your Vacay from 0 to 60 in 2.5 seconds"

SIX STARS * * * * * *This is a wonderful home with channel access right behind the house. It's perfect for the whole family, very spacious. The owners are very accommodating, making sure everything...

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$329
avg per night
Delray Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This charming home is nestled in a tranquil neighborhood, where quarter-acre properties provide ample space and privacy. The backyard is fully enclosed for your peace of mind.Inside, you'll find both the living room and master bedroom adorned with elegant cathedral ceilings, adding a touch of...

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Featured review

"A Great Place!"

We just completed a two month stay at this very lovely house. The living area is spacious and the dining room seats six. There are three bedrooms, all with plenty of furniture and closet space. The kitchen...

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$200
avg per night
Inverness House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 47 miles to Hernando Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Cozy, updated, fully furnished 3 BR, 2 BA home in the Lakeside Country Club area. Extremely clean! Wifi, smart TV's in every room, sun room (not cooled), central air. Wonderful quiet subdivision! Master bedroom with king bed and private bath with walk in shower and large walk in closet. 2nd...

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Featured review

"Winter escape"

Good location, especially for bikers or golfers. We walked the trails and explored nearby towns. Crystal River is beautiful and a great place to see the Manatees. The house was clean, everything we needed...

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$107
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Absolutely stunning 2 bedroom, 2 full bathroom condo at Carlton Lakes one of the most beautiful resort developments in Naples. This unit is located on the first floor of a 2 story condo. The condo is tastefully decorated with brand new furnishings and has a wraparound screened lanai. Open floor plan with...

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Featured review

"A great find"

5 star rental and a Great Find in a beautiful part of Naples Florida .The owner was an extremely accommodating host for all of our needs . The additional extras to this property were an area pool ,,community...

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$112
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Treasure Island is one of the newest condos on Eastside of Panama City, built in 2005. Modern decor with fully equipped kitchen and granité countertops, full sized laundry room and spacious bedrooms. Large private balcony is accessible from living room and master. Bedroom allowing spectacular...

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Featured review

"️️️️️ Very nice!!"

Our stay was wonderful. Very clean condo with lots of room. Very well stocked kitchen to stay in and cook a few nights. The beds were very comfortable. Large balcony was also nice. We got to sit out and...

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$334
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 6 miles to Bluebill Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fully furnished townhome in the heart of north Naples! 5 minutes from the popular Seed to Table grocery store/restaurant and other great restaurants close by. Less than 15 minutes from luxury shopping at Waterside Shops and other shopping centers. 10 minutes away from beautiful beaches. This space...

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Featured review

"16270 Ravina Way"

This townhouse is awesome. Super clean. Well stocked kitchen as well as beach equipment. The owner is awesome to work with and very responsive. If you are looking for a great vacation stay or seasonal...

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$132
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Nestled in Daytona Beach Shores, this charming condo boasts 3 cozy bedrooms - one with a king bed, two with queen beds, and two sofa beds for extra guests. With 3 bathrooms, one featuring a jetted bathtub, shower, and all the essentials, guests will feel right at home. Enjoy the convenience of a washing...

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Fort Myers Condo
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Updated multi-level condo with heated pool, screened porch, 2 bikesWelcome to the home away from home of your dreams! This peaceful and newly updated condo is part of the Paseo Resort, which offers a large fitness center, a heated outdoor pool, bocci ball courts, tennis courts, a restaurant, a tropical...

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$123
avg per night
Naples Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Situated 15 minutes from downtown and Naples Beach, 15 minutes from Marco Island and 5 minutes from numerous golf courses. This 1 year old decorator furnished 2BD/2BR with den villa is available from November through April. This Villa sleeps 6 with a king pullout in den. Expansive kitchen with breakfast...

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$163
avg per night
Fort Pierce Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Tropical Getaway in Ocean Village - Resort-Style Living!Escape to paradise in this beautifully appointed 2-bedroom, 2-bath vacation rental located in the highly desirable Ocean Village community on South Hutchinson Island. Situated at 2400 S Ocean Dr, Unit 5414, Fort Pierce, FL 34949, this charming unit...

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$167
avg per night
Key Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Island Tropical Bungalow! This lovingly maintained, delightful and spacious 3/2 with large expanded porch and Boat ramp just crossing the street makes a great getaway. All utilities are included (water, power, wifi, tv) Large shed in back with laundry (washingmachine and dryer). Totally redone...

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$286
avg per night
Estero Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

Welcome to 19573 Hinkley Dr, located in the sought-after gated community of Verdana Village . This pet-friendly Magnolia model villa offers 3 bedrooms, 2 bathrooms, 1,417 sq. ft. of living space, and a 2-car garage, all designed for both comfort and style. Inside, you'll find a bright, open-concept...

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$88
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf views with a public beach access right across the street!!* 90 day minimum*Location, location, location! Gulf views from the kitchen, living room, lanai, and bedroom!!! Harborside West has a gym, pool, and an updated community room with entertainment area. Relax poolside or take a stroll...

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$133
avg per night
New
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 0.4 miles to Fort Zachary Taylor State Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Key West is a little piece of the Caribbean, always warm with lovely turquoise waters. It's a short walk to Mallory Square, Hemingway's Home, the Truman White House, Duval Street and Zachary Taylor Park ( do yoga on the beach, swim, snorkel, or hang hammocks between the palms). Walk to shops,...

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$165
avg per night
Longboat Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 400 yards to Gulf Beach - Private Owner Beach Pavilion

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful ground floor modern quiet condo offers direct views of Sarasota Bay and just steps from the stunning gulf beach. Inside you will find a modern, renovated interior. The living space boasts abundant natural light. The kitchen is bright with up to date appliances, and a breakfast bar that's...

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Venice Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

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. The spacious layout comfortably accommodates two adults in each bedroom, with ample space for a fifth guest on the oversized...

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$194
avg per night
Longboat Key Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Recently updated 2-bedroom, 2-bath canal-front villa on Longboat Key. This home offers modern finishes, water views, and easy access to the beach just a short walk away. Located in a quiet residential area in a small 2-unit coastal home (duplex).Features:Updated kitchen with new appliances Hurricane-impact...

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Sunny Isles Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Located in LaPerla Ocean Residences, this 2 bedrooms/ 2 full baths condo welcomes up to 4 people. Each bedroom is furnished with a QUEEN size bed and ensuite bathroom. Fully equipped kitchen; laundry onsite. Linens, towels, Smart TV in the Living room. Internet and all building amenities are included....

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Featured review

"Beautiful Oceanfront Views"

We stayed for a month here,and it was very comfortable. Owners very responsive and easy during the rental process. This unit is very close to the beach and access is fast and effortless. The unit is well...

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$220
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Be the first to enjoy this brand-new, first floor, professionally decorated condo, which faces all the luxurious amenities at The National Golf & Country Club! Walk across to taste the delicious restaurants, participate in sporting activities, and visit the pool and spa to start the day! Decide to...

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$193
avg per night
Punta Gorda House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Paradise in this Summerville Home! 3 Bedrooms plus Den, 3 Full Bathrooms. 2,445 SF of living space also features a 3 Car Garage and large screened Lanai with Summer Kitchen offering breathtaking views of the Golf Course & Water. Large open-concept Great Room and kitchen features an eat-in dining room....

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$162
avg per night
Panama City Beach Condo
Sleeps 9, 3 bedrooms, 2 bathrooms
37 reviews

Distance to beach: 1 feet to Panama City Beach - (we are on the beach)

Key Amenities

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

About this property

Owner managed & built in 2004 and completely redesigned and renovated in 2026, our 14th floor east end luxury beach condo has 9 ft ceilings, large open floor plan (1801 sq ft living), 3 bedrooms, 2 bath with a 719 sq ft wraparound balcony. The balcony is one of the largest on the beach and has the...

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Featured review

"Fantastic View!!"

Absolutely enjoyed our time; condo has incredible views!! Plenty of room for my family. Tina was awesome and quick to respond with any questions I had. Would definitely book again!!

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$502
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.