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Florida Snowbird Vacation Rentals

(3307 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.

Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

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

About this property

Redecorated Nov 2022 and repainted APR 2024! Large 3 bdrm, 3 bath newly decorated condo with 60 inch HDTV!Unit 602 is a large 3 bdrm and 3 bath condo with all new bedding. Our penthouse views are the best in the building and our large, private patio is the ideal place to watch the country's...

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Featured review

"#602"

Really enjoyed the Condo. The view from the deck was fantastic. Front door was a problem because it wouldn’t lock. Was glad we brought our own skillets the skillets they have weren’t quite as nice.

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$498
avg per night
New
Oldsmar Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautifully Renovated Pond View Condo in Gated East Lake WoodlandsWelcome to this beautifully updated 2-bedroom, 2-bath second-floor condo located in the highly sought-after gated community of East Lake Woodlands on Woodlake Run in Oldsmar, Florida.This move-in-ready condo features a completely...

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$73
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 1316 SE 29TH ST Cape Coral, FL, 33904, US LICENCE NO: TBA BUILT IN: 1988 LAST RENOVATED: Paint, landscape MAIN FEATURES:Pool (electronically heated) Gulf access (30min) + boat lift Seperate Office/Gameroom etc....

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$100
avg per night
Fort Lauderdale Condo
Sleeps 3, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 300 feet to Fort Lauderdale Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Stunning water views beautiful 4th floor one bedroom just steps to the ocean's edge! Condo #1 Avail in October and Condo #2 Available in October both in the same building in beach paradise location right on the Intracoastal waterway and just a few steps to the Ocean's edge!-- Condo #1...

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Featured review

"Had an amazing stay!"

The location was perfect—just a quick walk to the beach—and the warm pool on the intercoastal was such a treat. The space was clean, cozy, and had everything I needed to feel at home. The host was super...

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$82
avg per night
Key West House
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

2/2 Main House, 1/1 Bunglow, Large Pool And Hot Tub On Beautiful Old Town LaneMulti-month Discounts availableHidden at the end of one of the most beautiful lanes in Old Town, Casa Escondida awaits you with its tropical seclusion and quiet serenity. Nestled amongst mature tropical landscaping,...

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Featured review

"A little slice of heaven on earth"

The location is perfect - about 3 blocks from Duval, and 3 blocks from Truman, and a short bike ride to Ft. Zachary beach. We did not have a car, and did two Uber runs for groceries at Publix, then used...

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$413
avg per night

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Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
13 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 rental ground floor condo has 2 bedrooms, 2 baths and room for 4 guests with air mattress. It features 2 separate lanais. You can enjoy...

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Featured review

"Great winter getaway!"

Quiet, peaceful, pretty location! Clean, spacious condo. We enjoyed sitting on the lanai in the mornings and so peaceful to sit and read in the evenings. We have family in the area and this location...

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$84
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Experience Coastal Elegance at Beachplace PenthouseWelcome to your dream beachfront retreat, where coastal living meets luxury at its finest. Nestled on the coveted sixth-floor Beachfront corner of Beachplace building 8, this beautiful penthouse offers an unparalleled living experience with breathtaking...

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Featured review

"Peace at last"

Dream island rd -great name ,great place Walk in the door and be greeted by an uninterrupted view of the ocean with cormorants ,pelicans and occasional dolphins playing , resting and feeding . The apartment...

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$276
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
6 reviews

Key Amenities

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

About this property

This is a beautifully furnished condominium with two bedrooms, dining room furniture and private balcony accessible from living room. The unit has two TVs, regular cable in the bedroom on a 26" screen and premium digital multimedia service with 14 HBO channels and 12 Cinemax channels in the living...

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Featured review

"Maderia Beach Yacht Club vacation"

My wife and I enjoyed our trip and the condo we stayed in. There was plenty of room and the unit is well maintained and had all the immunities.

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$193
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Port Charlotte beach

Key Amenities

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

About this property

GO TO youtube @francoisejacquel7643 to see the videos of the propertyEnjoy a peaceful canal-front retreat featuring a heated pool and breathtaking sunrise views. This detached single-family home is ideally located just 10 minutes from shopping, dining, and golf, with quick boating access—only...

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Featured review

"Paradise for a month."

Fran, was very nice and helpful. The home was very clean and cozy. The swimming pool is fabulous. We would definitely recommend this home. Thank you for sharing your home with us.

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$188
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A recent review (December 2025 stay):"Rented this sight unseen and were very happy with the condo. Very central location, convenient amenities, clean with very nice people for neighbors. We are waiting for the paper work to rent it next December."Fully renovated, fully furnished 2BR/2BA...

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Featured review

"Rented this sight unseen and were very happy with the condo"

Very central location, convenient amenities, clean with very nice people for neighbors. We are waiting for the paper work to rent it next December.

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$57
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 5810 SW 1st Ave Cape Coral, FL, 33914, US LICENCE NO: RR-001702-2026 BUILT IN: 1966 LAST RENOVATED: 2025 (new interior, pool) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access...

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Featured review

"Airbatics BNB LLC Cape Coral Florida"

We had a 5 week stay here. The house was nicely decorated and roomy. The window treatments were very nice and provided privacy. The kitchen had new appliances and all the cooking equipment we needed. The...

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$129
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 0.0 miles to Camp Helen State Park Beach

Key Amenities

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

About this property

Oceanfront Condo rental near Panama City Beach Florida.We are right on the BEACH ! The Condo is located in one of the "World's Most Beautiful Beaches" offering you crystal clear waters and pristine white private beaches away from congested areas on Panama City Beach at gated Pinnacle...

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Featured review

"Amazing Stay!"

My stay here was amazing. I could watch the sunset over the ocean from my porch each afternoon and the unit is absolutely beautiful. The host is simply amazing and very accommodating and kind… I will...

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$196
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Our house has a renovated kitchen with newer appliances including washer and dryer in the laundry area. The two bathrooms are also renovated. Our "American Dream" is decorated and prepared to make it feel as homely as possible.Bedroom 1 has a King bed which means that 3 can fit. In bedroom...

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Featured review

"Great stay!"

Our first time staying in Airbnb. Was very skeptical but because our friends stayed in this area, we decided to give it a try. Clean house! Large living room! Everything needed for dining is clean and...

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$131
avg per night
Special Offer
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
21 reviews

Key Amenities

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

About this property

Beach Bliss - Oceanfront Escape on the Quite West EndWake up to the sound of the waves and step onto your private balcony overlooking the Gulf. Located on the quiet west end of Panama City Beach, this is the perfect place to relax and unwind.HIGHLIGHTS - Oceanfront private balcony with stunning...

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Featured review

"Amazing"

This is our fourth year staying at Ocean Reef. So many places to visit. Found pickle ball counts, nice golf course and view from our large spacious deck never gets old.

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$215
avg per night
Fort Walton Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Enjoy radiant views of the Gulf of Mexico from the comfort of your living room or while relaxing on your private balcony during your stay at Blue Dolphin #202. This Fort Walton Beach condo features a new king in the master bedroom, a new queen in the second bedroom, a new set of twin bunks in a hallway...

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Featured review

"Beautiful view!"

We truly enjoyed our stay here. We were on the balcony every day! Totally appreciated the cleanliness of the pool and common areas. Covered parking a plus. We will rent here again.

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$324
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 2 bathrooms LOCATION: 1807 SW 48th LN Cape Coral, FL, 33914, US LICENCE NO: RR-001689-2026 BUILT IN: 1997 LAST RENOVATED: 2024 – completely renovated, new high-quality furniture MAIN FEATURES: Pool (electronically heated) Open and...

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Featured review

"Beautiful Home! Exactly as Described!"

I had a wonderful stay at this Florida rental! The home was exactly as described—very nice, clean, and well-maintained. The private yard with a swimming area was beautiful and made for a perfect place...

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$101
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
20 reviews

Key Amenities

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

"Vacay 2026"

The condo was very nice and roomy. The view of the ocean was beautiful. Much to do in the surrounding area.

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$184
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Bahia Honda State Park

Key Amenities

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

About this property

Beautiful waterfront home located in quiet Eden Pines neighborhood. Easy access to Pine Channel to fish, dive, and explore the Atlantic Ocean, the Gulf of America, or the backcountry. 60 feet of seawall with a set of davits, boat lift, and a tiki hut. Public boat ramp one block away. No neighbors across...

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Featured review

"Our Favorite!"

We have stayed at alot of vacation homes in the keys over the course of the last 7years and this one is by far our favorite! Richard was an amazing host, he always made himself available for a text, email...

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$179
avg per night
New
Englewood Apartment
Sleeps 4, 1 bedroom, 1 bathroom
3 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

"Paradise!"

Have stayed here many times and will always come back! Everything is perfect inside and out. Relaxing, beautiful Sunsets and walk the beach, so many Sharks Teeth and Shells to find. Paddle board in the...

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$357
avg per night
Perdido Key Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • 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, 2026This modern, affordable, beachfront condominium has everything you need to create lasting memories with your life partner, young family, or even small group of friends.The...

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Featured review

"Beach Fun"

The condo was very clean and very well organized. Comfy bed and had a fantastic view. I also liked the view of the traffic at night with the partial wall that was a window. We love to stay at perdido sun...

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$155
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
7 reviews

Distance to beach: 2 miles to Bowman Beach

Key Amenities

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

About this property

Pristine, lovely home in quiet subdivision, 400 yards from the Gulf of Mexico and the spectacular beaches on Sanibel Island’s west end. Beaches on this area of the island are relatively quiet, with few people; Captiva's beaches also are close by across Blind Pass, within walking distance. ...

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Featured review

"Sanibel Dreaming"

I had a wonderful time in Sanibel, much of this due to Heidi's home on Pine ave. The previous reviewer said it all: the house is perfectly outfitted for a great vacation. The home is light-filled, comfy,...

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$117
avg per night
New
Arcadia House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 34 miles to Boca Grande

Key Amenities

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

About this property

This property is located right on Peace River where it's famous for fishing, boating, touring, jet skiing, floating, kayaking, canoeing, and the famous Navagator Restaurant which is of walking distance. The property is about 1500 sq ft with about .30 acres of land and a two tier deck with a boat...

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$250
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

We are excited to announce the upcoming addition to our vacation rental portfolio! This stunning 3-bedroom house in Bonita Springs, FL, is set to become your dream vacation destination. Accepting Bookings starting December 1, 2025Prime Location:- Canal-Front Property: Enjoy direct access to the...

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$236
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
5 reviews

Key Amenities

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

About this property

Our 2 bedroom, 2 1⁄2 bathroom condo has picturesque views of both Lake Powell and the Gulf of Mexico with it’s white sand beach and emerald blue water. Our unit was completely remodeled in early 2020 and comes fully furnished.

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Featured review

"Beautiful Condo on the Beach -Rent Here!!"

Carillion Beach is perfect- quiet and peaceful just steps outside our building! We walked 3 miles every day on the sugar sand. The heated pool is deep for swimming. The condo is clean, comfortable with...

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$261
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy a beautifully fully renovated first floor Vernadas unit! Brand new everything!! Top of the line appliances, ceramic tiles throughout whole unit, all new tall cabinets in kitchen and baths with beautiful granite and very unique back splash in the kitchen. Bathrooms are much spacious, showers have...

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$250
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This 2 bedroom 2 bath condo is located on the highly sought after Indian Rocks Beach! Bright and comfortable. Literally only steps to the sand! You will love the coastal decor and furnishings. Sleeps 7 comfortably. The master bedroom has a king bed (NEW MATTRESS). The second bedroom has a queen bed (NEW...

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Featured review

"Last minute Florida Airbnb rental"

We rented this on short notice due to a change in our vacation plans. The condo was in a great location and was well supplied with towels, etc. Had a washer and dryer and the owner of the unit had everything...

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$197
avg per night
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 1 bathroom
26 reviews

Distance to beach: 70 yards to Laguna beach

Key Amenities

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

About this property

This Classic beach cottage has been completely renovated and is truly home away from home. You can sit outside and enjoy the million dollar view of the gulf. The cottage is located away from the crowds in a quiet residential neighborhood with a relaxed atmosphere. The "World's Most Beautiful...

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Featured review

"Last minute get away"

The owner Larry was great to work with on this last minute rental. The cottage was on the older side, but was exactly what we wanted. Location was excellent, just a short walk to the beach. Would highly...

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$167
avg per night
Madeira Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms
7 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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$199
avg per night
Punta Gorda House
Sleeps 14, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly

About this property

Luxury Waterfront Getaway – 5BR/4BA w/ Unobstructed Harbor Views Welcome to your private slice of paradise in Punta Gorda, Florida! This stunning 5-bedroom, 4-bath luxury waterfront home offers unobstructed panoramic views of Charlotte Harbor, blending elegant design with the perfect setting for...

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$299
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This updated beachy themed entire home is furnished and tastefully decorated. Fully equipped with everything you can ever need to have a relaxing extended vacation or snowbird stay.Spacious master bedroom with a king sized bed which provides you with the rest you need during your vacation. The master...

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Featured review

"Positive experience"

Very nice Owners very easy to work with from start to finish Any questions quickly addressed by owners

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$240
avg per night
Miramar Beach House
Sleeps 12, 4 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.5 miles to Miramar Beach

Key Amenities

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

About this property

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

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Featured review

"Highly Recommend!"

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

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$549
avg per night
Destin House
Sleeps 18, 5 bedrooms, 4 bathrooms
3 reviews

Distance to beach: 65 yards to Cyrstal

Key Amenities

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

About this property

SUMMERWIND 5 BEDROOM PLUS - BONUS additional QUEEN Bed and BONUS Bunkroom BASKETBALL COURT PRIVATE POOL 2 MASTER SUITES 3 STORY PRIVATE PICKLEBALL COURT Gulf View Dedicated beach access steps away Onsite YOGA and BEACH PHOTO session (additional fees) 'Pick your Pleasure, Rejuvenate your Soul"WHO...

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Featured review

"Perfect house for our large group"

We had 18 in our group, all 17 years of age or Above and this house was great. Has private pool and basketball court. Short walk to the beach. Only drawback is beach area when using the beach access is...

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$882
avg per night
Marco Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
28 reviews

Distance to beach: 2 miles to South Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful Marco Island home featuring 3 bedrooms and 2 baths on the main level PLUS a completely separate guest suite in the walk-out lower level!Once you arrive, you will instantly feel at home. The main floor offers a great room with cathedral ceiling and 12 foot slider which opens fully for easy...

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Featured review

"Beautiful home"

Eight seniors rented this house. We all agreed this house is very well stocked with everything you need. We never felt crowded, lots of space for gatherings and space to be alone. The pool and hot tub...

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$229
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Whitney Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Discover this 3-bedroom gem in Longboat Key.Wake up to the sound of waves and enjoy direct beach access just a few feet from your door. This bright and inviting first-floor 3-bedroom, 2-bathroom condo on Longboat Key offers 1,500 square feet of comfort, convenience, and coastal charm, the ideal place...

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$500
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Prime Central Naples 3 Bedroom Condo – 60 Day Minimum Stay. Welcome to our spacious 3 bedroom, 2 bathroom ground-floor condo located at 12930 Positano Circle, Unit 107 in Naples, Florida. Ideally situated at the intersection of Livingston Road and Pine Ridge Road, this property offers convenient...

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$170
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful, 1st floor condo has been COMPLETELY remodeled in every room with all upgrades, including brand new kitchen, bathrooms, laundry room, flooring, carpets, appliances, new contemporary furnishings, and a gorgeous, huge lanai facing the lake. All 5 sliders/windows on west side of condo have...

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$168
avg per night
Special Offer
Fort Myers Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
21 reviews

Distance to beach: 150 yards to Fort Myers Beach

Key Amenities

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

About this property

Experience the pinnacle of Florida living in this rare coastal gem. Designed for those who value privacy and effortless luxury, this home offers the one amenity most only dream of: EXCLUSIVE DEEDED BEACH ACCESS FOR THIS STREET. Skip the crowds and walk your own private path directly to the sand.SPECIAL...

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Featured review

"Wonderful location with super nice hosts."

The rental has all you'll need & is just 5 houses from the beach, plus has a garage space for your car. The front porch is a great place to relax in the morning sun with a newspaper or book.

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$190
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Twin Palms Resort Unit 1005 is located in the heart of Panama City Beach, Florida. It is a two bedroom and two bathroom unit. The condo has been completely remodeled through out. It has new paint, new furniture, and new bedding. The living room area is complete with a sleeper sofa, additional sofa,...

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$207
avg per night
Ponte Vedra Beach House
Sleeps 12, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Every bedroom has beautiful ocean views. Plenty of room for family and friends nestled between the Atlantic Ocean and Guana State Park, only minutes from Historic St. Augustine and The Players Championship at Sawgrass. This gorgeous 4,000 sq ft oceanfront home has everything you need for an unforgettable...

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Featured review

"Serenity at it's best"

The home was everything as describe d, plus extra touches. Very clean, great location and easily accommodates 12. Thank you for a real nice time and the extra attention you provided for our requests. I'd...

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$827
avg per night
Fort Myers Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom
8 reviews

Distance to beach: 0.0 miles to Gulf of Mexico

Key Amenities

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

About this property

Estero Beach & Tennis Club (and now also pickleball) is on the south end of the island. Far enough from the bustle of downtown, yet a short trolley ride to the restaurants, bars and shops in the center of town. Conveniently close to a Publix grocery store and gas station on the island. Across the...

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Featured review

"Excellent Estero"

Estero Beach and Tennis Club is a terrific place to stay. 7 days was barely enough. 1108 Building B, the unit looked fresh and inviting. Updated lately, it's a comfortable unit with fantastic views of...

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$100
avg per night
Longboat Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

7th floor corner unit with balcony offering wide, sweeping view of the beach and Gulf. Both bedrooms offer clear view of Bay and downtown Sarasota. The unit has been newly updated and professionally decorated complete with tile floors, quartz countertops, high end furnishings and remote blinds. Living...

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$250
avg per night
New
Clearwater Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

***90 days minimum stay*** available 1/11/27 to 06/11/27 *** Step into coastal luxury in this beautifully renovated 2‑bed, 2‑bath residence on exclusive Island Way. Located on the 8th floor, this unit offers panoramic water views that capture the best of Clearwater Beach living.Property Highlights: -...

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$175
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 306 SE 5TH ST Cape Coral, FL, 33990, US LICENCE NO: RR-001824-2026 BUILT IN: 2005 LAST RENOVATED: 2025 (renewal of all bedrooms & baths - fresh wallpaint throughout whole house) MAIN FEATURES: Pet friendly Pool...

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

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Imagine enjoying a glass of fine wine on a private balcony, marveling at the spectacular views of a championship golf course! Well, this stylish 3BR, 2BA gem overlooks the 5th hole of the Wellen Park Golf & Country Club, offering unparalleled comforts and conveniences in a prime, well-connected location....

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$195
avg per night
New
Islamorada House
Sleeps 6, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Tucked away on a quiet street in Lower Matecumbe, this beautifully furnished canalfront home is everything you imagine when you think of a laid-back Keys escape. Surrounded by lush, tropical landscaping and offering total privacy, this 3-bedroom, 3.5-bath getaway has all the extras—100 feet of dockage,...

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$550
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach, Delnor Wiggins State Park & Beac

Key Amenities

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

About this property

Fall in love with the spacious lanai and the brand new pool with spa! This home is southern exposure, on the desired 600 block and within walking distance (or cruiser bike ride) to both Vanderbilt Beach and Delver Wiggins State Park and Beach. The home is very spacious, with vaulted ceilings and a charming...

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Featured review

"Lovely outdoor living"

We rented the house for February, March and April. We enjoy the house very much, especially the screened in lanai in the outdoor pool and spa.

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$203
avg per night
Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 2 miles to Cape Coral Beach & 13 Miles to Ft. Myers

Key Amenities

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

About this property

Welcome to your perfect sunny getaway in Florida! Our beautiful vacation rental is a newly renovated 4-unit complex, offering a luxurious and comfortable retreat for your next vacation. With the capacity to sleep from 2 to 24 guests, this complex is an ideal choice for large family gatherings, reunions,...

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Featured review

"Amazing Place For Extended Family Vacation!"

What an amazing and beautiful place for a large group or extended family vacation! We rented all 4 units and there was plenty of room for us all. The units were each unique and packed with plenty of space...

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$125
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

3 bedroom with Quad semi-private pool out back.Town Centre resort 10 minute walk with lagoon and lap pool, toddler splash pad, Tiki bar, library, pub, theatre.Har-Tru tennis courts, pickleball and Bocce.

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$200
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This well appointed condo is the perfect home base for your trip to Fort Myers Beach. Fabulous location, at the exclusive "Sandarac" complex on the quiet south end of Estero Island. You will not have to walk, drive or travel to the beach because this property is "on" the beach! This...

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$231
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Castleton Gardens is a highly sought after gated condo community situated in central Olde Naples, walking distance from Gulf beaches, restaurants, and shops.This prime location is exceptional and ideal for a Southwest Florida getaway. This ground floor condo offers high-end finishings and convenience....

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$140
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.