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Florida Snowbird Vacation Rentals

(3292 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.

Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Bahia Honda State Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Ground floor 3/2 with garage, lanai, and deep water dock. Great area for fishing, lobstering and boating. Bahia Honda beach and park 8 miles away. 28 miles to Key West. Home features a separate dining room, living room and fully equipped gourmet kitchen. Equipment shed separate from home for fishing,diving...

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Featured review

"Beatiful place to stay"

Jeanette and Dave's property was a very, very nice place. It was much larger on the inside than it looks from the outside. Absolutely nothing to complain about with this property.

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$180
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Ft. Myers Beach, Bunche Beach, Sanibel/Captiva

Key Amenities

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

About this property

About the Property Sleeps: 4 Bedrooms : 2 Bathrooms: 2 Property Type : Single Family Unit in Gated Golf Community Minimum Stay: 30 days, Calendar Months Living Area: 1836 sq. ft. Pet Friendly- Pet Rent and Cleaning Service AdditionalThe best of seasonal renting, stylish single home in gated...

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Featured review

"Comfortable and clean"

My husband and I had a great time staying here for February 2025. We were delighted with the home. It comes fully equipped with everything anyone would need. The lanai is quite large with an outdoor...

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$167
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our private peaceful renovated Villa with 17 foot ceilings and a relaxing water view at the back of the Villa await you. Regent Park Villas are a community of Villas and private homes in a very friendly, house proud community that is extremely well maintained by the association and the private home ownersThe...

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$126
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover the epitome of coastal luxury in this stunning 2-bedroom, 2-bathroom condo in Hollywood Beach, Florida. This unit boasts breathtaking ocean views from every room, ensuring you wake up to the soothing sounds and sights of the Atlantic. The extensive wrap-around balcony is perfect for enjoying...

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$291
avg per night
Hollywood Condo
Sleeps 3, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Please note we do not offer short term rentals. Located on the main floor of the building and faces the pool and beach area. No need to wait for the elevator! Easy access to the pool and beach. Lovely outdoor sitting area right outside room. Spacious living area and eat in kitchen. One bedroom with...

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Featured review

"Perfect… just perfect"

We stayed at this wonderful condo for the entire month of July and had an amazing experience. The unit was clean, well-equipped, and felt like a true home away from home. We had an issue with the AC and...

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$140
avg per night

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West Palm Beach House
Sleeps 8, 4 bedrooms, 1 bathroom

Distance to beach: 4 miles to Palm beach Island

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Tropical Garden Oasis | Outdoor Shower | 2 Blocks to IntracoastalWelcome to your private West Palm Beach tropical escape, just 2 blocks from the Intracoastal Waterway and minutes from beaches, dining, and local attractions. This relaxed 3-bedroom + den home is designed for guests who want space,...

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$214
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

This beautifully renovated condo offers a Paradise Experience. The condo has a King Size in Master and King size in Guest Room (or TWO Twins - please specify )This sunny and cheerful condo overlooks the tropical gardens. . Washer and Dryer in unit. Freshly painted and new furnishings make this 1st...

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Featured review

"Gorgeous Rental with Beautiful & Exceptional Decor!!!"

My husband & I have been renting properties from VRBO, Airbnb & private owners for many years and for the most part, rentals have met our expectations, but none like this one. This rental definitely exceeded...

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$243
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

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

About this property

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

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Featured review

"Old Naples Condo"

This stylish condo had everything we needed. The property is well maintained and close to all attractions. The owners were friendly and very accommodating.

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$117
avg per night
Cape Coral Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool

About this property

Relax with morning coffee or evening cocktails on the extended lanai in this beautiful villa in the premiere community of Sandoval. The kitchen offers upgraded cabinets, a large pantry, and gorgeous granite counters with breakfast bar. The adjacent dining area, with tray ceiling and crown molding, easily...

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Featured review

"Perfect Getaway"

I stayed here in April. The location is perfect and the neighborhood has so many amenities. Even a water slide at the community pool if you’re feeling adventurous! Great for an adult getaway or with family....

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$114
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

first floor classic coach home with secluded garden viewThis wonderful first floor condo, a West Indies Style Architecture will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior approval, an additional...

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Featured review

"A lovely condo. Very comfortable and homey."

A lovely condo in East Naples Florida. Close to the beach, nice restaurants,and shopping. Peaceful location and setting.with lake view and peaceful fountains. Beautiful sunsets from the lanai. A gorgeous...

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$127
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

This recently renovated single family canal home is located just minutes from Fort Myers Beach and Sanibel Island. Located on a deep water canal just off the Caloosahatchee River in Iona, this open floor plan home has a custom heated pool and a large boat dock, Bring your boat and tie up at the pier!...

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Featured review

"Awesome Home!"

This home was perfect for us and our fishing vacation to Fort Myers. The home was immaculate and the hosts Chris and Sheree were so thoughtful and kind.

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$200
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 2930 SW 10th PL Cape Coral, FL, 33914, US LICENCE NO: RR-001659-2026 BUILT IN: 2021 LAST RENOVATED: 2025 (new lanai furniture) MAIN FEATURES: Pet friendly Pool (electronically heated) Spa (electronically heated)...

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Featured review

"BO NEED TO LEAVE!"

Villa Cozy Flamingo was more than we'd hoped for. Between the pool, hot tub and channel to fish, we never felt like we needed to go anywhere. We were amazed at all the beach chairs, umbrella, floats water...

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$116
avg per night
St. George Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Distance to beach: 0.0 miles to Public Beach

Key Amenities

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

About this property

My Property The Wahoo is a Non-Smoking, Pet Friendly Island Home complete with designer furnishings! New hardwood flooring. The house is located 3 blocks from the public beach and half a block from the bay, a great location for kayakers. Travel over the 4 mile bridge to beautiful St. George Island with...

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Featured review

"Great location"

Had a great experience staying at The Wahoo! Convenient to the public beach access. The house had everything we needed.

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$193
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Your Home Away From HomeEscape the everyday and immerse yourself in luxury with our exquisite resort rental townhome! Whether you're planning a family vacation, a romantic retreat, or a fun-filled friends' getaway, our spacious and beautifully appointed townhome offers everything you need...

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$275
avg per night
Lady Lake Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Beautiful 3/2 in in a desirable location Between Brownwood and Sumter Landing Town Square. Upgraded Furnishings and wonderfully decorated. Use of the Golf Cart is included.

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$154
avg per night
Sanibel Island House
Sleeps 10, 4 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 1 miles to Private Beach

Key Amenities

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

About this property

Brand New post-Hurricane Ian Ranked Top 25 Beach in the WorldThis fabulous 4 bedroom private estate is on Sanibel's premier east end. No detail has been overlooked in this coastal modern, pet-friendly, waterfront home.This coastal modern home is inviting and comfortable, from its stylish...

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Featured review

"Fabulous vacation at coral sea"

We absolutely loved our stay. Everything was thoughtfully provided and appliances and furnishings were top notch. Our family had so much fun with the games and bocee court. The pool and hot tub were...

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$571
avg per night
Clearwater House
Sleeps 14, 4 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

This beautiful home is located Only 3 miles (9 minutes) to Clearwater Beach! Our large yard with HEATED (Oct-May) pool & bonfire pit are great areas for entertainment. Clearwater beach is #1 best beach in the US!The beach offers miles of beautiful white sands and breathtaking sunsets. It is loaded...

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Featured review

"Beautiful"

we loved everything about this home, it meet or exceeded all of our expectations. Our family really enjoyed the time spent here, the location was amazing and the home had everything we needed.

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$259
avg per night
Perdido Key Cottage
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

See Videos, Specials and choice of 6 properties go to LenFarinaProperties com. Snow Birds recrive 48% discount Dec 12 to March 13, 2026Your custom built beach vacation cottage is just a few steps away from a gorgeous, resort style community pool with a kiddie wading area, and a short stroll to the...

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$299
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Welcome to your Fort Myers home away from home! This beautiful and modern 3-bedroom, 2-bathroom condo spans 1,905 sq. ft. and is situated in a gated community just two years old. Perfect for long-term stays (30+ nights), it comfortably sleeps up to six guests with a king bed in the master suite and two...

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Featured review

"Beautiful condo"

We stayed at Chris’ condo for the month of March 2026. The condo was spacious and accommodated our family and dog perfectly. The community was the perfect size and all the residents we met were friendly...

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$200
avg per night
Miramar Beach House
Sleeps 12, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

LOCATION, LOCATION, LOCATION - Beachside Bliss: Spacious with a cozy feel on an Estate Size Lot - Unique and Rare 4-Bedroom Vacation Home with a PRIVATE SPORTS BOTTOM SWIMMING POOL and FULL SIZE BASKETBALL COURT. Never take a cold shower INSIDE OR OUTSIDE - OUR SUMMERWIND HOMES ARE EQUIPPED WITH A...

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Featured review

"Expectations Exceeded!"

This was the my first time renting a vacation home and the experience at the Summerwind Snowdrift home exceeded my family and I expectations. The owner, Jay, was awesome-easy to work with and answered all...

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$525
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beautiful, modern 3 bedroom and 2 full bathroom house, located in North Naples with a back yard that backs up to the woods which provides the utmost privacy.Walking into the home, you will enter an open living space boasting a modern equipped full kitchen. Reverse Osmosis System (Portable water)Outside,...

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Featured review

"The place is very quiet and clean"

I stayed in Naples for 2 nights and 3 days, and I loved it. It’s a very peaceful city, the beaches are close by (about 25 minutes), Baker Park is beautiful, and 5th Avenue is great for restaurants. I...

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$140
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bonita Beach

Key Amenities

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

About this property

Bookings now open for our new Bonita Springs vacation home! This 3-bedroom, canal-front house offers direct Gulf access in 10 minutes. Relax on the private balcony with a hot tub spa and waterfront views. The home is just minutes from Lover's Key State Park, shopping, and dining (Coconut Point Mall)....

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$284
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

SUMMER DISCOUNT!! Welcome to this newly renovated, classic Florida ranch-style family home, sitting on a half acre double lot with large Backyard, a true oasis of relaxation and elegance. Immerse yourself in the cool and sophisticated ambiance of this recently refurbished gem. With a coastal-inspired...

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Featured review

"Amazing Rental"

Exactly what my family was looking for! Beautiful rental- very clean and tidy! This rental had everything we needed for a relaxing week vacation. We loved the beautiful patio, backyard and pool. There was...

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$299
avg per night
Merritt Island House
Sleeps 15, 8 bedrooms, 7.5 bathrooms
1 review

Key Amenities

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

About this property

Enjoy a one of a kind family holiday. Loblolly was specifically designed and furnished as a family retreat.

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Featured review

"Best Rental Ever!"

Gorgeous location, beautiful house that feels like a home, wonderful pool and hot tub, sunsets, games, paddle boards, kayaks, ample room for a family with 6 couples, four boys (17, 17, 15, 14) and two girls...

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$1,857
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

second floor beautifully appointed classic coach homeThis new second floor condo will impress as it features all laminate wood flooring throughout, beautifully appointed cabinetry and a beach driven light-and-bright color palette.The condo consists of 1,988 SF total, one-car garage, a large master...

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$127
avg per night
Siesta Key Condo
Sleeps 3, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 0.0 miles to Siesta Key Main Beach

Key Amenities

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

About this property

Water views everywhere from this Penthouse condo on Siesta Key! Taxes (13%) already included in my rates. Walk to beach. King bed in bedroom (and a Queen bed in living room if needed). Come and enjoy beautiful weather at the best beach in Florida! Heated Pools, Lighted Har-Tru Tennis Courts, Fitness...

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Featured review

"Penthouse Paradise"

what a great find! A bright and lovely penthouse condo in a resort on Siesta Key. Easy walk to the beach, and the new Pickleball courts at the Main beach. Harbor Towers itself had a great pool, marina,...

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$201
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

Key Amenities

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

About this property

This is a real treat! Allow yourself the comforts this home offers, quality furnishings, the modern coastal decor and the new construction that offers all the modern amenities. Every detail has been considered to make sure you enjoy your vacation and make this your 2nd home in our beautiful Naples....

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Featured review

"Perfect Spring Respite"

We selected this home for its location and amenities, it was perfect for a three month stay. It has everything you would need in a luxury home. The property manager Tim is amazing and very helpful and responsive....

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$457
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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$114
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Indra Waves resort is a wonderful home away from home. Direct access to the beach without having to cross the street. This bright condo offers incredible views of the white, sandy beach and the sparkling Gulf of Mexico views from your balcony. Enjoy spectacular sunset views, and seasonal fireworks displays...

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$262
avg per night
Port St. Joe House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Experience the charm of a Florida cottage-style home in the heart of Port St. Joe, just half a block from St. Joe Bay! The fully equipped kitchen has everything you need to prepare your fresh catch, while the spacious patio boasts two ceramic grills, a Blackstone griddle, a fryer/steamer, and a fish cleaning...

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Featured review

"Affordable Getaway Cottage"

This cottage was comfortable and affordable, with the owner Lacye to ensure you enjoy your stay on Florida’s Forgotten Coast. She grew up here, but has had the life opportunity to live in Louisiana, North...

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$155
avg per night
St. Petersburg House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to this beautiful 3 bedroom 2 bath house, furnished with a modern/contemporary design. Centrally located between downtown St. Pete and beaches, aprox 3 miles from Treasure Island beach, 4-5 miles from Downtown St.Pete, Tropicana Field, 2 miles from grand central, 3 miles form Gulfport art district,...

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$165
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
15 reviews

Key Amenities

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

About this property

NEWLY DECORATED OCEAN FRONT PENTHOUSE CONDO!!!We offer you this beautiful beach front property located at the Shores of Panama. This 23-story gulf front luxury resort is loaded with amenities including a 13,965 square foot gulf front pool & hot tub, heated indoor pool and hot tub, on-site covered...

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Featured review

"Best place on earth"

We've been staying with this owner for 5 plus years now at Shores of panama. He's so sweet and always replies quickly.. makes sure we are completely taken care of, his condos are top notch and all of...

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$161
avg per night
Key Largo Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

3 bedroom, 3 bathroom Ocean Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2020. It has dockage for boats up to 45 feet. This Villa is 20 feet from the Ocean and has a private beach 50 feet from the patio. We provide a golf cart, Kayaks, fishing equipment, tennis equipment, pool...

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Featured review

"Great stay"

The place was absolutely beautiful. Norm did a great job he did everything we asked of him and more!! I’d recommend this place for anybody.

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$427
avg per night
Lauderdale-by-the-Sea Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy waterfront living at this prime location in “The Landings” community at Lauderdale-By-The-Sea.Comfortable, single level bungalow with modern interior design & furnishings.Floor plan includes 3 bedrooms (separated layout) with 2 bathrooms and kitchen with beautiful views...

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$503
avg per night
Last Minute Deal
Panama City Beach House
Sleeps 8, 3 bedrooms, 2.5 bathrooms
20 reviews

Distance to beach: 100 feet to Gulf of Mexco

Key Amenities

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

About this property

Welcome to "Lotts of Sun" - Your Beachfront Paradise!Escape to the serene shores of Sunnyside/Laguna Beach, where the sugar-white sand and emerald green waters of the Gulf of Mexico beckon you to relax and unwind in this classic beach bungalow. Built in 1960, our home is not fancy. No...

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Featured review

"Perfect Family Beach House"

You really can’t beat the location of this beach house—it’s absolutely perfect. Just a few steps from the sand, it made beach days effortless, especially with young kids. The convenience of being...

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$407
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage.The main entry door...

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$132
avg per night
Kissimmee House
Sleeps 6, 4 bedrooms, 3 bathrooms
18 reviews

Key Amenities

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

About this property

Close to the Attractions but away from the crowds. 4 bedroom/3 bath single story home on "lake". Ducks, Sandhill Cranes, sometimes a falcon, turtles. King, king, and 4 twin beds, TV in all bedrooms, WiFi, FREE US, Canada and US Territory phone calls. Fully furnished. Not suitable for...

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Featured review

"A home away home"

The house was lovely and very clean. We were able to relax enjoyed our stay. The pool was also very clean and there were lots of chairs to lay on as well as a table and chairs to have cup of coffee...

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$101
avg per night
Madeira Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 500 feet to Archibald Park Madeira Beach - Snack Shack

Key Amenities

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

About this property

Discover the epitome of coastal elegance in our 2-bedroom, 2-bathroom Executive Waterfront Condo, ideally located at Madellion Blvd in the heart of Maderia Beach, FL 33708. This penthouse exudes a sense of tranquility and sophistication, offering a spacious and inviting retreat for up to 6 guests.This...

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Featured review

"Amazing Place and Area"

This place is absolutely perfect exclamation the condo has luxurious Marriott king size pillow top beds make it hard to get up in the morning, I fully stocked kitchen and everything you need, and a beautiful...

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$198
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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$196
avg per night
Panama City Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

***Tower 2. Directly on the beach! TIKI HUT, , 3 bedrooms/2baths, ***Georgeous, upscale yet comfy, GULFFRONT, SECOND FLOOR, TOWER 2, at PIER PARK ***Second floor = no waiting for elevators and perfect views overlooking pools and the Beach!! ***All TV’s are Smart TV’s. Upgraded Gym ***Wood/Tile...

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Featured review

"Palazzo condo 506, was so beautiful so convenient to all locations!"

Beautiful condo! Well stocked and so convenient to all locations! Only problem was paying for parking! The app. Was not friendly ! Not sure if you have paid Or not! Then you get charged more!

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$218
avg per night
New
Bonita Springs House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Just minutes away from the Gulf Coast & where coastal luxury meets serenityFive pristine beaches within a 4–8 mile radius This elegantly styled single‑family home features refined décor, airy textures, and serene coastal tones for a boutique‑level experience.Turn‑Key Ready...

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$233
avg per night
Last Minute Deal
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 8 miles to Naples Beach

Key Amenities

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

About this property

Currently accepting Requests . Rates as follows: August 1 - October 31 of 2026 is still available at the cost of $2,700 +++plus +++ represents three items + 7% Florida Tax to Florida Department of Revenue which you will write check directly to Florida Department of Revenue +$150 Transfer fee...

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Featured review

"Awesome experience"

Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff

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$83
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. This Venice vacation condo rental 2nd floor condo has 2 bedrooms, 2 baths and room for 4 guests It features 2 separate lanais. You can enjoy the sun and...

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Featured review

"Unit 270"

We had a good visit Paul the owner was very responsive Called him on 1-2 minor issues and He responded within 1-2 hrs

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$98
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Built in 2019 and waiting for you to fall in love with this warm, modern-design coastal home where amenities abound. 3 beds/2 baths and an enclosed office allows sleeping for up to 6 guests. Situated in a quiet canal community, you will appreciate the large SALTWATER solar heated pool with space to...

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Featured review

"Perfect Getaway from the Midwest"

The location is easy to find, close to town but yet distanced enough to feel like home. The home is clean, kitchen is immense and ideal for cooking meals in and the outdoor grill was spacious for cooking...

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$157
avg per night
New
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Bradenton Beach (Anna Maria Island)

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to your Bray Breeze Retreat—perfectly located just behind GT Bray Park and minutes from the beaches of Anna Maria Island and IMG Academy.Start your mornings with coffee and take a peaceful walk on the park trail, spend your days at the beach or IMG, and come home to a quiet, private...

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$315
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This Meadowood Townhome is fully furnished and turnkey with quartz countertops, stainless steel appliances and an open kitchen-living room layout. The gated community includes a beautiful clubhouse, fitness center, pool and basketball court. Located close by to several new shopping plazas, interstate...

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$250
avg per night
New
Melbourne Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Private Pool | Professionally Designed | Beach Gear | 6 Mi to PublixStep into the charm of Old World Florida at this Spanish-style bungalow near Melbourne Beach! This 3-bed, 2-bath home blends timeless elegance with modern convenience, featuring a fully equipped kitchen, laundry, and 2 living areas...

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$412
avg per night
New
Long Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your slice of paradise in the heart of the Florida Keys! Located in the highly desirable Outdoor Resorts on Long Key, this brand new construction home has 3 bedroom, 3 bath. It is very spacious and offers the perfect blend of comfort, convenience, and resort-style living.The space Welcome...

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$245
avg per night
Last Minute Deal
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Fort Myers

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Kelly Greens Country Club is a gate community that sits 10 mins each from Sanibel Island and Fort Myers Beach! Newly renovated condo w larger lanai and beautiful view of water. Quiet top corner location to have a coffee and watch hole #1 golfers make their putts. (It's quiet, they are afar.) Fully...

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Featured review

"Great place"

Great place to stay ...perfect location many places around the area for day and night time ...

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$66
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Penthouse level fully renovated 2 bedroom condo offers modern luxury. It is paradise within paradise. This is a very rare find.Beachplace is one of Longboat Key's premier vacation rental locations on the island! With amazing direct Oceanfront views, this top floor unit boasts a double balcony....

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$353
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.