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Florida Snowbird Vacation Rentals

(3353 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.

Bonita Springs House
Sleeps 1, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

!!**AVAILABLE SEASON 2026!! ***Spacious 3 Bedroom + Den and 3 Full Baths home with Heated Pool & Spa on an oversized lot. This property is close to shopping, restaurants, beaches and wonderful historic Bonita Springs. Enjoy new kitchen upgrades to satisfy your inner chef. Take part in the tranquil...

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$186
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 3 bathrooms
23 reviews

Key Amenities

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

About this property

This gorgeous, newly constructed, Islamorada home has 4-bedroom, 3+ bath and is located in the quiet neighborhood of Venetian Shores MM86. It provides immediate access to both the Atlantic Ocean and Florida Bay via Snake Creek.The deep-water dockage is ideal for the avid boater or fishing enthusiast....

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Featured review

"Perfect Islamorada house for boating family"

House was perfect for us. Checked all the boxes, easy to access, great comfort throughout, dock perfect, fish cleaning station, pool was great. Ice machine, list goes on. We have rented from Islamorada...

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$488
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
35 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Relax and unwind in this beautifully renovated seventh-floor condo, just steps from the beach. With elegant, modern finishes, this spacious one-bedroom, two-bathroom condo comfortably sleeps six guests. Enjoy the best of coastal living, with access to five resort-style swimming pools, hot tubs, and a...

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Featured review

"Beautiful"

House was very clean and beautiful.. The only thing is I wish the building had more elevators. We had a wonderful trip that went by to fast. It was our 1st time staying there and would love to go back.

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$85
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3,5 bedrooms | 3 bathrooms LOCATION: 4128 SW 10th Ave Cape Coral, FL, 33914, US LICENCE NO: RR-001799-2026 BUILT IN: 2025 MAIN FEATURES: Pool heating (electronically heated) Spa (electronically heated) Gulf access (~37min) + boat dock + lift Seperate...

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$299
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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$375
avg per night

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St. Augustine Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Beautiful Bright and Airy end unit condo, large windows make outdoor indoor living as one, the dancing palm trees with ocean breeze makes this a true vacation. Large, secluded walk out private patio to enjoy ocean breeze or beautiful views of the intercoastal sun set skies or grass area for kids to play....

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Featured review

"A lovely condo at a beautiful place on the ocean"

This condo is located in a beautiful place right on the beach with tremendous views of the inland waterway and the ocean. The furniture is attractive and comfortable and unlike some places had very comfy...

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$150
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
29 reviews

Distance to beach: 160 feet to Estero Island Beach

Key Amenities

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

About this property

Welcome to our luxurious top-floor beachfront condo on Estero Island Beach Villas, the perfect vacation rental for those seeking stunning Gulf views, on beach access and modern amenities. Located on the pristine North end, our freshly updated condo offers panoramic views of the Gulf from the living room...

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Featured review

"Nice Ocean Front Condo"

We stayed first week of Aug. 2026. Pretty much everything you need is in the condo. We suggest stocking up at Walmart vs Publix just because the selection and cost are much better and the distance is negligible....

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$358
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This brand new second floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large master bedroom ensuite with an...

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$213
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Maple/Collier Beach Access: 2 miles away (6 minute drive)(no parking here)Tigertail Beach Access: 4 miles away (10 minute drive) Winterberry Beach Access: 1.7 miles away (6 minute drive) South Beach Access Point: 2 miles away (8 minute drive)Welcome to Paradise Palms, a stunning 3 bed plus den...

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$409
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

No hurricane damage !!! Hurricane Protection - The location is perfect, 4 minutes from the privat-beach access and own access to the wonderful and idyllic lake, ideal sun and Ligth. Close to Best Shoping and Dinning, such as Venetian Village and the Waterside Shops - Philharmonic and MuseumOn the...

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Featured review

"Nice place, great location"

Park shore is a Great area in Naples and this house is spectacular. The pool and Lanai are terrific, with great views of the pond outback. House itself is comfortable and the kitchen is the best stocked...

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$590
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Charming Coastal Retreat Near Siesta Key Welcome to your Sarasota getaway! This bright and airy 3-bedroom, 2-bath home is perfectly located near the south bridge to Siesta Key, offering easy access to one of Florida’s most beautiful beaches.Property Highlights - Open-Concept Living: Sun-filled...

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Featured review

"Bridge to Siesta Key"

Very well maintained house with a great loaction near the south bridge to Siesta Key. Large screened in porch. Ride a bike to Siesta Key or Turtle Beach. The owner's are great to work with. Highly recommend.

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$257
avg per night
New
Lake Wales House
Sleeps 6, 0 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

This Snowbird rental is meant for the persons who loves to fish, play golf and enjoy the peace and quiet of being directly on the lake. This property features 2 bedrooms, 1 1/2 baths beautiful updated kitchen and one acre lot. Must see to believe. It is fully furnished so bring your boat, fishing poles,...

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$63
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Begin your day at Twin Palms Resort in Panama City Beach by eating breakfast on our large over sized private balcony on the 11th floor over looking the beautiful Gulf of Mexico. There are spectacular views from both the master bedroom and living area. Hearing the sounds of the waves hitting the shore...

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Featured review

"awesome place to stay"

This place meet all expectations and more. The owner was fantastic. He helped with everything that with had questions about. Condo was very clean. The beds were excellent fantastic view will be back.

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$178
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
6 reviews

Distance to park: 15 miles to Disney's Hollywood Studios

Key Amenities

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

About this property

Located in a very quiet, private community, this four-bedroom Pool & Spa villa is the ideal choice for any family holiday to Orlando. Shops, restaurants and golf courses are all within easy driving distances, with Disney theme parks being approximately 15 minutes away. Universal, SeaWorld and International...

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Featured review

"Your perfect home away from home!"

We have been staying at rentals in the Davenport are for close to 10 years. This home is by far the best! Not only is the home well cared for and clean it had all the necessities we needed. Very spacious...

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$170
avg per night
Indian Rocks Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 1 yards to Indian Rocks Beach

Key Amenities

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

About this property

DIRECT BEACHFRONT! This 3 bedroom 2 bath beachfront house is located on the highly sought after Indian Rocks Beach! Bright and comfortable. Sleeps 8 people comfortably. The master bedroom has a king bed. The second bedroom also has a king bed. The third bedroom has a queen bed. And there is a queen sleeper...

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Featured review

"Wonderful Vacation"

The area, the ocean, the sun, the beautiful condo, and even the gritty sand, made our vacation top notch. We are absolutely returning next year.

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$261
avg per night
The Villages House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

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

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$217
avg per night
Marco Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Escape to paradise at this beautifully furnished 3-bedroom, 2-bathroom single-story home perfectly situated in Marco Island’s highly desirable resort corridor. Avoid the stress and steep fees of beach parking—this home is located just a short stroll down the block to the beach access point...

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$577
avg per night
Pompano Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

PLEASE READ THIS IMPORTANT INFORMATION; 3-Month Rental ONLY. We are allowed 1 rental/year for 3 months per HOA and sorry NO PETS.Enjoy Poolside Living, Steps to Ocean and DiningSnowbirds, it's time to book your escape from the COLD and enjoy the warmth, sunshine and beautiful grounds of...

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$93
avg per night
Venice House
Sleeps 8, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful Florida style home located in a gated community. Conveniently located near Florida beaches, shopping, restaurants, and many public , and semi -private golf courses . We manage and rent for vacation use a number of homes in the Venice Florida area. If the particular home featured in these...

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$160
avg per night
Englewood Apartment
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 20 yards to Your own private beach 20 steps from your door

Key Amenities

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

About this property

1 BR/1 BA Directly on the Gulf - Best Shark Tooth Hunting on The Gulf with plenty of gear provided - Awesome Fishing off the beach or dock (rod holders and bait buckets provided)- all beach chairs and umbrellas provided - free paddle boards and bicycles available for guest use - BBQ Grill right outside...

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Featured review

"Beach Getaway"

My wife and I enjoyed a wonderful beach vacation here. All the things you would need while out on the beach were provided by the host which is helpful. Being located right on the beach was great, and a...

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$357
avg per night
Panama City Beach Condo
Sleeps 12, 4 bedrooms, 3 bathrooms
8 reviews

Distance to beach: 1 feet to Panama City Beach

Key Amenities

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

About this property

Welcome to "Oceanside Retreat" at Bel Air Beach Condos!Escape the crowds and immerse yourself in luxury at this exclusive, low-rise beachfront condo located on the East End of Panama City Beach, FL. With 4 bedrooms and 3 bathrooms, this spacious retreat accommodates up to 12 guests and offers...

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Featured review

"“Perfect family-friendly condo just steps from the beach”"

Our family has been coming to this beachfront low-rise condo for years, and it continues to be the perfect vacation spot for everyone. The location couldn’t be better—the beach is just steps away, making...

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$504
avg per night
Ave Maria Condo
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Experience luxury living at its finest in this turnkey furnished Napoli model, nestled within The National Golf and Country Club. This prestigious golf community is celebrated for its resort-style amenities, including golf, tennis, pickleball, bocce, a resort-style pool, and a tiki bar. This beautifully...

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$400
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 1121 SE 15th St Cape Coral, FL, 33990, US LICENCE NO: RR-001669-2026 BUILT IN: 1982 LAST RENOVATED: 2025 (Pool & Spa, interior & exterior paint, roof, furniture, bathroom, beds) MAIN FEATURES: Pet friendly ...

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$180
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to the Cypress Woods Golf and Country Club community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along with a large den and 2-twin beds. A total of 6 people can...

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Featured review

"Great Place to Stay"

We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...

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$138
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A lovely and spacious three bedroom just steps from Vanderbilt beach. Gulf views and beach access. Just steps from from the beach! Workout room, party room, fire pit, tennis courts, swimming pool! Great restaurants, movie theater, Whole Foods, Trader Joes, Lifetime Fitness all within 3 miles.

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$227
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Everything is new in this gorgeous SFH located in Esplanade of the Islands. At $17,000/month in season, this home has it all, 4 Bedrooms plus Den, 3.5 Bath, open floor plan, large kitchen, beautiful flooring, designer furnishings and artwork, and a 2- car garage. The lanai features an outdoor kitchen,...

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$404
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 4 miles to Cape Coral Beach

Key Amenities

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

About this property

A lovely Sarasota Pink home in a quiet and private neighborhood with a view of two intersecting canals that lead to the Gulf of Mexico. The sun sets every evening over the private pool, the waving Royal palms and the canals.The home features natural views of sparkling waters, jumping fish, tropical...

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Featured review

"Fun in the Sun"

The Pink Palace was the “Perfect” spring getaway from the snowy north for our family and our 4 legged friend!The owners were fantastic to work with from start to finish! They were responsive and...

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$305
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

BONITA BEACH CLUB – LUXURY 2BR/2BA END-OF-ISLAND CONDO – FULLY FURNISHED SEASONAL RENTAL Little Hickory Island, Bonita Springs, FL AVAILABLE NOV 2025 – APR 2026 (1-MONTH MINIMUM) 746D Bonita Beach Club – Top-Floor Unit with Wraparound Gulf & Bay ViewsMONTHLY RATE Nov,...

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$250
avg per night
New
Bradenton Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our immaculate, raised first floor 2 bedroom 2 bath condo offers a rare blend of elevated security and unrivaled accessibility. Arrive and take the private elevator to your front door-no stairs required. Once inside, the “raised” perspective allows for stunning views of the beautiful sky reflecting...

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$225
avg per night
New
Seminole Condo
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

We have a beautiful 1 bed 1 bath condo fully furnished unit on the 3rd floor no elevator.Available February 2027 Its fully equipped with everything you need includes washer and dryer in unit. Cable on 2 tvs and wifi. A screened in lanai. The complex has resort style amenities includes heated pool gym...

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$77
avg per night
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beach Life is Real Living! Enjoy morning walks along the surf and snap pictures of the unique sunsets every night from your Living Room or Lanai! Book this 2 Bedroom, 2 Bath and start making memories you will savor forever. Relax at the beachfront pool, watch the gulls and egrets, meet new friends strolling...

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$433
avg per night
Key West Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Just a few houses off Duval, this wonderful retreat occupies the ground level of an almost 100-year-old home in one of the most desired locations in Old Town Key West. A large covered front porch welcomes you to sit and watch the Key West world go by, imagining what life was like in the early days of...

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$416
avg per night
New
North Fort Myers Mobile home
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool

About this property

Charming, recently renovated home (mobile home) for rent, featuring a lovely, private back deck; monthly rate: US$2,200.As a special offer for February, March, and April (a 3-month rental), we are providing a discount of nearly 25%, bringing the price down to US$1,700—equivalent to the cost...

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$57
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Private 3BR/2BA Retreat in Gated Naples Community – 6 Miles from BeachesUnwind in this bright and spacious 3-bedroom, 2-bathroom home located in a quiet gated community, just minutes from Naples' world-famous beaches. Enjoy an open living and dining area, fully equipped kitchen, and peaceful...

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$224
avg per night
Indian Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
37 reviews

Key Amenities

  • Pool
  • WiFi

About this property

We at Florida Sun Vacation Rentals are excited to offer you Water View 103.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us and our Properties....

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Featured review

"Beautiful unit and fantastic location"

This is a fantastic place to stay. The property is in a great location...across the street from the Gulf and right on the Inland Waterway. It took about 2 minutes to walk to the Gulf where we enjoyed daily...

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$188
avg per night
New
Holiday House
Sleeps 6, 3 bedrooms, 1 bathroom

Distance to beach: 5 miles to Anclote River Park Beach

Key Amenities

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

About this property

Enjoy the Florida winter from this cozy, fully furnished 3-bedroom, 1-bath single-family home in Holiday, ideally located for exploring Florida's beautiful Gulf Coast.Available beginning November 2026 with flexible 3- and 5-month seasonal lease options, this welcoming home is a great fit for...

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$70
avg per night
New
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Escape to paradise! This 3BR/2BA stilt home offers stunning water views of canals & bay. We ecourage you to bring your boat and use our private boat lift! Within 15-min ride to beaches, close to Lover's Key & New Pass. Explore mangroves by kayak. Screened balcony, 3 spacious bedrooms, office...

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$253
avg per night
Panama City Beach Condo
Sleeps 10, 4 bedrooms, 3 bathrooms
11 reviews

Distance to beach: 1 feet to on the ebach

Key Amenities

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

About this property

ALL RATES INCLUDE ----ALL TAXES--- DEPARTURE CLEANING NO SERVICE FEES NO ADDED MANAGEMENT FEES. NO Credit Card Fees NO RESORT BOOKING FEE Enjoy: FREE WI-FI FREE Beach Service on all rentals in season save 350.00 per week Call us direct. Tell us your budget maybe we can work with you.All...

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Featured review

"Just NO"

We arrived around 8pm the first day. The floors hadn’t been swept so no big deal we just swept the floors and moved on until that night when we all went to bed the sheets were gritty with sand and one...

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$255
avg per night
Daytona Beach Shores Condo
Sleeps 7, 3 bedrooms, 2.5 bathrooms
6 reviews

Key Amenities

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

About this property

Our unit is a large, professionally decorated, 2,358 sq. ft., 3 bd / 2.5 bath unit with a huge 400+ sq. ft. oceanfront balcony. Our building is about 15 years old with 10 ft. ceilings, granite counters, stainless steel appliances, etc, and is one of the nicest, if not the nicest building on the beach....

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Featured review

"Great Place"

The condo was just like pictures. The owner Cary was very helpful and friendly. The condo was spacious, well equipped kitchen and comfortable beds. Ocean Vista has a wonderful dog park, pool area and spa....

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$348
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your ultimate Emerald Escape in The Villages, Florida! Designed for a relaxing and memorable stay, our villa is ideally situated for you to experience the best of the Villages. An unbeatable location, across from Eastport, The Villages' newest and most exciting town square. Fully stocked...

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$144
avg per night
Siesta Key Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
14 reviews

Distance to beach: 0.3 miles to Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover the ultimate Siesta Key getaway with this beautifully appointed, smoke free, 3-bedroom Townhouse, perfectly situated just 300 steps from the world-famous Crescent Beach. Enjoy the best of both worlds with Turtle Beach only 2.4 miles away, offering endless opportunities for seaside relaxation...

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Featured review

"Great location!!!"

The condo was great for our stay in Crescent beach for the month. It has everything you need to enjoy your stay at the beach. From beach chairs,bikes,umbrella's, towels and so much more. The pool was very...

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$424
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your perfect retreat at the Glades Resort in Naples, Florida! This newly renovated, 1600-square-foot condo is set on two of the resort’s pristine golf courses, offering direct access to green fairways and scenic views. The 3-bedroom condo is also just steps away from one of the resort’s...

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$174
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 3 bathrooms LOCATION: 3008 SW 26TH CT Cape Coral, FL, 33914, US LICENCE NO: RR-001812-2026 BUILT IN: 2025 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access + XXL boatlift/dock Seperate high-end office...

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$494
avg per night
New
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Available December 1, 2026 through April 30, 2027 $6,990/month | $33,500 full 5-month season | 30-day minimum Full-season rental preferred Enjoy the Naples winter season from this beautifully furnished second-floor corner condominium (accessed by one flight of stairs) in The Strand, offering panoramic...

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$234
avg per night
Inverness House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 25 miles to Fort Island 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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$131
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

The moment you step inside this calming retreat in exclusive Venetian Shores you feel on vacation with permanently assigned boat slip in private marina just around the corner. All new kitchen, baths, porcelain tile flooring, fully furniture and LOTS more. Three bedrooms, two bath home on a peaceful plugged...

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Featured review

"Amazing stay!!"

We had an amazing stay at this Airbnb in Islamorada, Florida! The property had everything we needed and felt comfortable from the moment we arrived.One of the biggest highlights for us was the boat...

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$167
avg per night
Sanibel Island Townhome
Sleeps 6, 4 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 1000 feet to Sanibel Bay

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious well-equipped property, a five-minute stroll to the Bay. on Sanibel Island's east coast. Lots of room as the property hosts 2 bedrooms & 2 baths on the main floor and 2 bedrooms, and 1 full bath upstairs for visiting family & friends. It is a townhouse with a shared heated swimming...

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Featured review

"Wonderful Stay"

Everything you need for a vacation on Sanibel Island can be found at 982 Sandcastle Road. Plenty of space for family and friends, just a short walk to the beach, and right on the bike trail, there's something...

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$140
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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$226
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 4214 SW 14th Avenue Cape Coral, FL, 33914, US LICENCE NO: RR-001823-2026 BUILT IN: 1999 LAST RENOVATED: 2024 (new bedding equipment) MAIN FEATURES: Large pool (electronically heated) Pet friendly - dogs only (Owner...

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$149
avg per night
The Villages House
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to park: 45 miles to Disney World

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Holiday Special- Rent November & December to save 10%! Spend the holidays in The Villages, Florida!!Newly Renovated Vacation Rental in The Villages, Florida | Minutes from Spanish Springs Town SquareWelcome to your home away from home in The Villages, Florida! Located in the historic Village...

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Featured review

"Our rental"

This was without a doubt one of the best places in The Villages that we stayed in. The owners were the very best to handle whatever we needed. Staying at this courtyard again next winter. We would highly...

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$158
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.