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Florida Snowbird Vacation Rentals

(3322 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.

Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

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

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$193
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to Canal Breeze, a modern 3-bedroom waterfront retreat in a quiet Cape Coral neighborhood. This bright home comfortably sleeps 8 and features a stunning private pool, screened-in lanai, and direct canal access with kayaks. Perfect for families and groups, it offers an open layout for a seamless...

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Featured review

"Amazing Spot"

Well equipped home! Everything you need is there. Very Clean and is just as pictures appear! Sitting out by the pool first thing in the morning was so relaxing and peaceful! Short ride to all things...

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$280
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to BEACH ACCESS 2

Key Amenities

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

About this property

An exceptional new vacation rental property has just become available. This stunning 3-bedroom, 2-bathroom Florida cottage is truly a decorator's dream, having recently completed a full renovation in 2026.The home is equipped with premium finishes, modern appliances, and smart TVs throughout....

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$275
avg per night
Venice House
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Caspersen Beach – about 10 minutes by car

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Venice Paradise: 3BR/2BA HEATED POOL & Mini Putt, a newly renovated retreat designed for comfort, relaxation, and adventure. This spacious 3-bedroom, 2-bathroom home comfortably accommodates up to 10 guests with a thoughtful layout perfect for families and groups. Sleeping arrangements...

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$199
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

***Long-term annual option $ 3500 without utilities***Weekly rental rentals $1500Rose Garden Retreat | Luxury SW Single Family Cape Coral Pool Home with oversized lania, backyard, and private fenced in backyard! (:-Pet Friendly-:)Walk to Tarpon Point Marina, Westin & Waterfront DiningAvailable...

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$214
avg per night

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Tiger Tail Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

second floor grand coach home with amazing viewsThis brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets are not permitted in this...

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$139
avg per night
Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Indian Rocks Beach

Key Amenities

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

About this property

JANUARY 2026 price is $6,500 plus cleaning. We're happy to chat over the phone or video call. Happy Holidays!Escape to our updated, family-friendly oasis just 2 miles from Indian Rocks Beach and 15 minutes to Clearwater Beach. Lounge by the pool in our serene, well-manicured yard, equipped...

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Featured review

"Paradise backyard. Stunning house."

I don't have words to describe how gorgeous and impressive the house is. Super clean and neat from interior to exterior, the backyard with the pool, and all the patio items, tempt you to be there at all...

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$257
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Many

Key Amenities

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

About this property

Very social building ! Brand new clubhouse opened Spring 2025 featuring 3 dining venues, 2 outdoor bars, and a beach entry pool with food and beverage service available. This 15 million dollar renovation has made Countryside the talk of Naples and the place you want to spend your winter. Super clean...

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$92
avg per night
Panama City Beach Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
17 reviews

Key Amenities

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

About this property

We are always updating the unit's contents to keep it comfortable and nice for our renters. New May 2022: ceilings with recessed lighting, curtains, wall paint/decor, guestroom vanity and mattresses in the bedrooms. New April 2021: refrigerator, range, upstairs decking, upstairs glass windows, living...

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Featured review

"Amazing and Owner"

I have stayed in this condo several times! It is amazing! Beautifully decorated, and, the view is so gorgeous! From the top floor, you can see the pool and the awesome beach!I wholeheartedly recommend...

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$389
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
Marco Island House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to our cozy and fully equipped home, ideal for families or groups looking for comfort, entertainment, and closeness to the beach.LocationWe’re just 5 minutes walking from the beach, which lets you enjoy the ocean without needing any transportation.Garage and EntranceWe...

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Featured review

"Perfect Escape from the Cold!"

Lovely remodeled home within close walking distance to the beach, restaurants and shopping! Amenities provided to make your stay everything you could imagine-beach supplies, bikes, pool floats, well-stocked...

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$500
avg per night
Clearwater House
Sleeps 14, 4 bedrooms, 2 bathrooms
4 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

"Close to bike trails and golf!"

We had a great stay, the backyard was great for the kids and the dogs! Walking distance to the golf course and easy access to the Pinellas trail. Less than 10 minutes drive to Dunedin and Clearwater Beach....

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$499
avg per night
Daytona Beach Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Distance to beach: 0.0 miles to Daytona Beach Shores

Key Amenities

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

About this property

Relax with the whole family and enjoy the incredible views at this peaceful escape in Daytona Beach Shores. Be the first to stay in in this owner's unit. This is a 2-bedroom, 2-bathroom condominium with 2-private balconies. This unit offers both ocean front and river views and can accommodate 8-people...

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$192
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Two bedroom two bath condo with great view of Bobcat golf course at Plantation Golf and Country Club. Completely furnished and includes all linens, towels, blankets, kitchen utensils, glassware and place settings. Two TV sets and wi-fi included. Lanai has a table and seating for four. Two comfortable...

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Featured review

"Comfortable, quiet with everything you need!"

Beautiful condo with all the amenities right at your fingertips. Close to shopping and beaches. Owners very friendly, and responsive. Would definitely stay there again.

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$62
avg per night
Miramar Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Ciboney Condo - 3 Bedroom - Pet-FriendlyCIBONEY 4010 - A beautifully updated 3 bedroom, 2 full bath pet-friendly condo with a great view of the gulf. It is across the street from a private, deeded beach. This property requires a Saturday to Saturday stay.Master Bedroom - King Bed with new mattresses...

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Featured review

"Peaceful and Quiet"

The condo was what we expected and it was conveniently located to everything. I gave it a four star because the AC could not keep up with the temperature in July. Other than that maintenance was quick...

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$253
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

La Dolce Vita..savour the Naples sweet life in Coral Falls. Newly finished luxury VP flooring in living and bedrooms. Imagine sipping coffee in the morning or wine in the evening on the luxurious lanai with a view of the tranquil preserve. Let it relax you before and after spending time at the pool and...

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Featured review

"Completely met our expectations."

This condo was just perfect for my husband and me. Although it was so close to major roads and shopping amenities, it was very quiet, looking over palm trees, a patio area with covered over picnic tables,...

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$128
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Newly remodeled and furnished on ground floor approximately 25 steps from pool and 66 steps to beach and ocean. Main bedroom has king bed with twin beds in guest bedroom; queen pullout couch in living room. Beautiful sunrise and sunset from patio while having coffee or cocktails. Excellent surf fishing...

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Featured review

"Wonderful Condo with perfection location"

Just returned from Florida. We truly enjoyed the condo and the location. Great owner that really cares about her guests. And when they say 11 steps on the pool its true. Location was amazing as small...

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$298
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Penthouse with direct ocean views from every room and an open balcony, available from August 1st. This fully furnished unit sleeps 6 with a king bed, queen bed, and pull-out sofa. The building offers a resort-style pool with a barbecue area, a gym, laundry on each floor, plus library, pool and ping pong...

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Featured review

"Great place to stay"

Victoria's place was very comfortable and a pleasant place to stay. The patio was exactly what we were looking for. We will try to book again. Thanks for opening it up for us.

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$200
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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New
Naples Condo
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

NAPLES RENTAL ALERT AVAILABLE ASAP IN THE HEART OF NAPLES!975 Tarpon Cove Dr Unit #204, Naples, FL 34110 This is the kind of Naples rental everyone waits forTURNKEY FURNISHED • 3 BEDROOMS 2 BATHROOMS • GATED COMMUNITY • BIKE TO THE BEACH Located in the highly desirable Tarpon...

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$131
avg per night
Sarasota Apartment
Sleeps 3, 1 bedroom, 1 bathroom
6 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...

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$82
avg per night
St. George Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

(NO PETS) (Minimum renter age - 30)Sand Toe Inn "STi" on St. George Island Florida (SINCE 2019) is located on the west end of the island four houses back from Apalachicola Bay. Fully renovated STi delivers comfort & relaxation for all with THREE...

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$457
avg per night
Key West Condo
Sleeps 2, 1 bedroom, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tony's Conch Retreat is a spacious updated condo is located in a historic home on William Street that was converted into 5 condo units. Tony's Conch Retreat, unit 5, is on the 2nd floor, at the top of the stairs, and encompasses the rear of the home from end to end. It has a lovely view of the...

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$158
avg per night
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 70 yards to laguna

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

"Best place to Stay"

This is our third year staying here. We love it. Short walk to the beach friendly quiet neighborhood. Owner is very nice We hope to return next year.

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$190
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Located in Beautiful Tara Golf and Country Club on lake. Our full private golf club membership can be transferred to you, allowing you to golf, and use all facilities, heated community pool with Spa, tennis courts, pickle ball, bocce, state of the art gym, and club house offering restaurant, bar and many...

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Featured review

"Lovely property."

Excellent well appointed home with great decor and lots of space.Whilst an excellent property there are several issues which mean we would not rent this property again.1) the design of the pool...

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$121
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

*** SWEEPING OCEAN VIEWS IN NEWLY REMODELED AND PROFESSIONALLY DECORATED UNIT ***Best Line at The Tides Complex. Relax and leave all your worries behind! You won't be disappointed in this beautiful and modern, fully furnished, 2 bedroom, 2 bathroom condo on the 14th floor. This ample unit is...

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Featured review

"Beautifully Decorated and Clean Condo Right on the Ocean"

We stayed at Jorge's Tides 14f condo from July 16-20, 2025. We have stayed in condos since our kids were small and in 20 years this is by far the cleanest, most well maintained, beautifully decorated condo...

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$309
avg per night
New Smyrna Beach Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Distance to beach: 300 yards to New Smyrna Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Birdsong mornings, breezy nights, the smell of the sea—and everything in between. Tucked into a peaceful corner of New Smyrna Beach, this river rock-lined hideaway is more than just a place to stay—it’s a place to settle in. Thoughtfully stocked with cozy comforts, beach gear, and ocean-inspired...

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$132
avg per night
Special Offer
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This amazing Beach View, Oceanfront two-bedroom condominium is located in a quiet paradise called Ponce Inlet Florida, just south of Daytona Beach and north of New Smyrna Beach. Enjoy your morning coffee on the wrap around balcony watching the Pelicans flying over the water together or Dolphins coming...

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$117
avg per night
New Port Richey Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Over 1700 square feet of living space with ceramic flooring throughout! Large open rooms flooded with natural light, living room, formal dining room and a wonderful family room that spans 21 feet across the rear of this lovely home! There are 2 lounges in this home, both with large flat screen t.v.s...

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Featured review

"Snow Bird"

I rented this home for 3 months and it was clean and comfortable. We had an awesome time and enjoyed our stay. Looking forward to next year.

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$92
avg per night
Boca Raton House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

This impressive 4 bedroom, 3 bathroom, 2 car garage waterfront home will leave you speechless as it clearly stands out among the rest! Featuring a private european lighted red clay tennis court, pool, jacuzzi, personal gym and movie theater. This dream home is situated on 1.1 acres of beautiful, tropical...

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$689
avg per night
Daytona Beach Shores Condo
Sleeps 12, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

Luxury at its finest in this 2,900+ sq. ft., professionally decorated, 4 bedroom / 3 bath, oceanfront condo. Huge balcony with Jenn Aire Grille, is approximately 950 sq. ft, (1/2 covered and 1/2 uncovered and easily twice the size of every other balcony in the building) is outfitted with a 6 top dining...

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Featured review

"Large Group Must Stay Property"

My family and I just returned home from a one week stay at this property. I gave it a 5 star rating only because higher ratings aren't an option. From booking to check out this is the best short-term rental...

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$466
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 800 feet to Siesta Key Beach

Key Amenities

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

About this property

Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master...

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$158
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 5 feet to Daytona Beach Shores

Key Amenities

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

About this property

We call this our little piece of Heaven on Earth. Our Paradise awaits you in this luxurious, three bedroom, three bath 2500 sq. ft direct oceanfront condo located on the beautiful beaches of Daytona Beach Shores. The St. Maarten Beach Resort community includes 400 feet of ocean frontage and beach access,...

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Featured review

"St Maarten Condo, Unit 108"

This year, we stayed in Condo 108 at the St Maarten for our tenth year in a row. My family feels like we are at home when we arrive and we always hate it when we have to return home. The Condo is spacious...

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$375
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Fifth Avenue Beach

Key Amenities

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

About this property

This oversized condo is like no other. Completely remodeled with lots of customized features. Beautiful whitewash wood floors, beautiful white gray and blue palette makes this condo feel light and peaceful. A complete new kitchen with white quartz and lacquer cabinets makes cooking a joy. The 12’...

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Featured review

"Home away from home"

The condo was in great shape, recently updated. The owner Alina, was very accomodating. anything we needed she acted quickly and was great to deal with. we loved it so much we are coming back in 2024...

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$349
avg per night
Special Offer
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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$101
avg per night
Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 600 feet to Cape San Blas

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heron's Hideaway is right in the center of the desirable North Cape gulf front community of Barrier Dunes. A short 2 minute walk to the beautiful white sand beach and next to one of the pools and tennis courts. Our home has a spacious living room with a 65” TV featuring built in Roku for streaming...

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Featured review

"Fall Getaway"

Cape San Blas is a beautiful place to stay especially in the Fall. The beach is not crowded. The condo we stayed in was very nicely furnished and had everything we needed.

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$288
avg per night
Amelia Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
23 reviews

Key Amenities

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

About this property

Our Amelia Island vacation rental condo features 2 bedrooms and 2 baths with a spacious living/dining room and full kitchen. Experience one of Amelia Island's most beautiful panoramic, unobstructed views of the Atlantic Ocean. See the waves breaking on the broad sandy beaches from almost every room...

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Featured review

"Nice stay at Regina’s Condo"

Love Captains House! This is the first time we’ve stayed at Regina’s condo, and we really enjoyed it. Great location and well stocked. Beach towels, beach toys and beach chairs that we did not use,...

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$244
avg per night
Special Offer
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 2,5 bathrooms LOCATION: 2116 SW 8th Pl Cape Coral, FL, 33991, US LICENCE NO: RR-001677-2026 BUILT IN: 2020 LAST RENOVATED: 2025 – new vegetation around the house MAIN FEATURES: Pet friendly Pool (electronically heated) Golf course...

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$119
avg per night
New
St. Augustine House
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to The Gobert-Hamilton House, a rare jewel in the heart of downtown's Historic District. Built in 1796 and once owned by Alexander Hamilton II, this remarkable residence is a living chapter in the city's story, offering guests the opportunity not just to stay in Augustine but to truly...

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$185
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
23 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this large, newly updated beach condo with private waterfront balcony off living room, deck overlooking pool, and covered parking. This unit has all the amenities of home including spacious rooms. Spend your beach vacation at "The Narrows" with easy access to the beach on one side and...

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Featured review

"Excellent"

It was an amazing place. Will go back forsure!Wonderful trip, excellent accommodations, very clean.

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$170
avg per night
Panama City Beach House
Sleeps 12, 5 bedrooms, 3.5 bathrooms
6 reviews

Key Amenities

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

About this property

Rental Overview: Southern Breeze is a 1st Tier Beach House across a quiet dead end street from beach access #8. Beautiful white sands and turquoise waters are literally steps away. The home sleeps up to 12 guests in 4 spacious bedrooms, each appointed with comfortable furnishings, king beds, large smart...

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Featured review

"MY HAPPY PLACE"

So glad I got to go back to my happy place! It’s so relaxing. The beach is steps away and the ocean is crystal clear. If you had too much sun just go back and cool off in the pool at the house. The home...

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$691
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 2 miles to Lido

Key Amenities

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

About this property

Relax at this lovely comfortable and spacious one bedroom or studio apartments with gorgeous new inground swimming pool at the Southside Village Resort. Check out our website for all the various options that are available. We are located in the wonderful Southside Village, also known as the Hillview...

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Featured review

"2 week holiday"

Fantastic. Like home away from home. great Hosts and beautifully located. Flat was sparkling clean and jason and Dee and their son Storm always on hand for any help required. We can only highly reccomend...

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$139
avg per night
Estero Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

This beautiful 1st floor 2 bedroom 2 bath condo in a quiet, gated community is central to all that SW Florida has to offer! Location has it all, just 15 minutes from Ft Myers airport. Find yourself relaxing on the back screened lanai before venturing out to one of many exclusive beaches, golf courses...

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$227
avg per night
Cocoa Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 40 yards to Cocoa Beach

Key Amenities

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

About this property

Welcome snowbirds, extended stay people between homes and NASA, Spacex, Firefly, Boeing, Blue Origin, Lockheed, Northrup, and Port Canaveral contractors. Right by Ron Jon Surf Shop and beach ramp - watch surfers Large comfortable home away from home with two large bedrooms - one ensuite - one in hall. Kitchen,...

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Featured review

"Perfect Cocoa Beach rental"

Perfect location to park the car for your vacation and walk to the beach, shopping and restaurants. The apartment was clean and well supplied. We would definitely rent again. We were all a little bummed...

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$192
avg per night
New
Dunnellon Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Florida fresh, newly renovated, Withlacoochee riverfront condo located on the 2nd floor with no stairs - easy access via a ramp. Beautiful views of the river from our comfy front porch. Queen size bed, large closet and plenty of cabinet space for storage. We have a queen sleeper couch that sleeps 2 as...

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Miramar Beach House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Paradise Reef is equipped with a Private Pool & Jacuzzi Hot Tub! Sleeps 10 and is Pet Friendly! With a short 5 minute Walk to the Sugar-White sand beaches and the emerald-green water of the Gulf of Mexico enjoy Destin area's Stunning Evening Sunsets.This lovely 4BR, 2BA, 2 Car Garage home...

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Featured review

"Nov 25 thru Feb 28"

Beautiful home. Everything needed. Hot tub was great. Our dog loved the fenced yard. The home is well maintained and in a great location.

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$426
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Key Amenities

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

About this property

Your private Siesta Beach escape! Walk or bike to sand, unwind in the heated saltwater pool or Sauna and bring your furry friends along!Key Differentiators & AmenitiesSought-after Siesta Key Family & Pet friendly location—easy access to the beach, village, shops, restaurants, coffee...

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Featured review

"Paradise"

The home on Siesta Key is totally amazing in every aspect. The completely updated modern architecture combined with the lush tropical landscape make this an excellent choice to relax and experience...

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$431
avg per night
Port Charlotte House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Waterfront 5BR Retreat – Canal Views, Patio Games & Family Fun! Bring the whole crew to this spacious 5-bedroom, 3-bath waterfront home in sunny Port Charlotte, Florida! With five comfortable queen beds, a bright living room, and a fully equipped kitchen, this home is perfect for families and...

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$199
avg per night
Cocoa Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.0 miles to Cocoa Beach

Key Amenities

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

About this property

Please Note: Above the nightly rates we do have a cleaning fee and 12% Florida tax, please click on the rate button for more info. or email me. I do rent 8 condos at the Sandcastles in cocoa beach so if this one will not work for you please let me know and I will do my best to help you.This Beautiful...

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Featured review

"Great Beach, Great Memories, Great Condo, Great Condo Complex"

We have stayed at about 10 other Rentals all over the Southern US and this is the first one that I would give an excellent rating. It was in a well managed, well maintained, quiet facility with good security...

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$419
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 150 feet to Bonita Beach

Key Amenities

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

About this property

Welcome to your peaceful slice of paradise at Hickory Shores! This beautifully appointed 2-bedroom, 2-bath corner condo invites you to unwind with breathtaking, unobstructed views of the sparkling Gulf right from your windows and private balcony.Imagine starting your day with a warm cup of coffee...

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Featured review

"Everything was as advertised, and then some!"

Our stay was wonderful! Comfortable, clean, and an utterly fantastic setting. Beautifully situated for activities and for simply relaxing. If you are going to be in the condo in the afternoon you better...

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$252
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.