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Florida Snowbird Vacation Rentals

(3414 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.

Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Please Note: Above the nightly rates we do have a cleaning fee and 12% Florida tax, please see rates for more info. or call me at 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.Condo, 2 Bedrooms, 2 Baths,...

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Featured review

"Great location"

Very nice condo with balcony looking directly out on the ocean Excellent place to watch rocket launches Complex has direct beach access Condo is well stocked with kitchen accessories and there are beach...

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$361
avg per night
New
Naples House
Sleeps 10, 5 bedrooms, 3.5 bathrooms

Distance to beach: 100 yards to Moorings Beach Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfectly situated on an oversized corner lot in the elegant Moorings neighborhood sits this 5-bedroom, 3 full bathroom, 2 half bath luxurious home. The interior consists of beautiful hard wood flooring, custom cabinetry, top of the line name brand furniture and appliances. Tall ceilings and endless windows...

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$1,643
avg per night
Tavernier Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Oceanfront condo with large screened in deck . We have wi fi and great views. We have a pool . They are working on the grounds . 55” tv in living room and flat screen TVs in bedroom. It has a king bed and guest room is queen. There is a sofa sleeper in living room . We are away from the road...

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Featured review

"Wonderful Vacation"

The condo was perfect to celebrate Thanksgiving week in the Keys. The owner was helpful and loyal to providing an awesome stay. Would certainly stay here again for next visit.

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$207
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beautiful two-bedroom condo recently renovated with fresh paint and newer furniture. This spacious and bright corner end unit 2 bedroom/2 bath Lakeside condo in Bahia del Mar is the perfect place to get away from it all and soak up some sizzling, hot Florida sunshine. You'll find the condo is equipped...

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Featured review

"6 month winter stay"

Loved this quiet . we loved our morning coffee overlooking the little lake watching all the florida birds and their amusing habits. The condo was exactly as pictured,,,very clean and spacious,,everything...

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$247
avg per night
Islamorada Condo
Sleeps 6, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautiful area of island on ocean

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$97
avg per night

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Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Seasonal Rental Two bedroom two bath gorgeous view of lake and lighted fountain garage gated community 2nd floor vaulted ceilings newly furnished new mattresses and bedding two pools clubhouse spa tennis shuffleboard rent includes electric water sewage trash WiFi internet cable tv close to everything...

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$118
avg per night
New
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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$69
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in dates blocked on the calendar, please message me. This 100% updated home has everything from a large heated pool, outdoor shower, lush mature landscaping, completely furnished inside...

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Featured review

"Awesome House"

WOW! I can not say enough about the wonderful stay we had. The house was beautiful and stocked with everything a family would need and the location is perfect. Short walk to beach and Pine St. restaurants...

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$425
avg per night
Destin Apartment
Sleeps 8, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

SeaBlue Silver Dunes offers an beachfront vacation experience. Enjoy breathtaking beach, pool, and courtyard views from your private balcony while savoring a glass of wine. Offering access to amenities including a heated swimming pool, beach service, pickleball courts, a beachfront bar and grill, a basketball...

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Featured review

"Comfortable, convenient, well-appointed condo with easy walk to the beach."

We had an awesome time in this condo with convenient location to beach, pool, restaurants and the sights of Destin. Laura provided us with paid beach chairs for our time watching the waves...that was awesome....

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$280
avg per night
New
Port St. Joe House
Sleeps 17, 6 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Beach Bliss is a luxurious and grand beach front north Cape retreat. The outdoor spaces include a private pool w/waterfall, grilling patio, comfortable seating covered dining, boardwalk to the beach and plenty of parking for cars and trailers. Inside you will find soaring ceilings with windows galore,...

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$1,089
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 6 miles to Bluebill Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"16270 Ravina Way"

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

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$161
avg per night
Special Offer
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
30 reviews

Distance to beach: 0.1 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

NEWLY UPGRADED - BEAUTIFUL CONDO FOR THE PERFECT GETAWAY FROM THE COLD Right across from Siesta Key Beach, minutes from Siesta Key Village - or the South Village - shopping, top restaurants, live music, and entertainment. Walk, bike or take the free trolley.Sit on the balcony for a quiet and peaceful...

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Featured review

"Condo at siesta key"

Rented our condo from Christina it was everything she said it was. Condo very nice beds super comfy had a great time there would rent again.

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$200
avg per night
Davenport Bungalow
Sleeps 14, 5 bedrooms, 3 bathrooms
23 reviews

Distance to park: 8 miles to Disney Springs

Key Amenities

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

About this property

WINTER 2026....Pool Heat Included! Outdoor Kitchen / 5 Bed / No neighbours behind with private pool! This luxury oasis only minutes to Disney and Theme Parks, Shopping & MORE offers heated private pool, spa and incredible OUTDOOR Kitchen & Bar with TV and granite bar top under Lanai with NO...

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Featured review

"Family trip to orlando"

This was great find and whole family could stay togather under 1 roof . Place was nice and clean and property manager was very helpful

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$192
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Seventh Heaven Pool house welcomes you to sunny SW Florida!Your group will be close to everything when you stay at this centrally located Cape Coral home. You could and enjoy the day by the private pool, head out kayaking, tee off at a local golf course, enjoy a state park or one of the many beaches...

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$216
avg per night
Cape San Blas House
Sleeps 12, 4 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

BRIGHTER DAYS is a fresh, new gulf side home on the north end of Cape San Blas. Pets are considered. Multiple decks allow you to capture the sunrise over the bay and the sun setting into the gulf. The home shares a grand boardwalk to the white sand beach and emerald waters of the gulf. Escape to the private...

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$735
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 BUILT IN: 2005 LAST RENOVATED: 2025 (renewal of all bedrooms & baths - fresh wallpaint throughout whole house) MAIN FEATURES: Pet friendly Pool (electronically heated) ...

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$220
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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$164
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
15 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Venice vacation condo rental has 2 bedrooms, 2 baths and room for 6 guests and features views of the fairway on Plantation Golf Course. It is a ground floor unit and has 2 separate lanais. You can enjoy the sun and swimming at the pool, local shopping, golf and nearby beaches. The unit features beach...

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Featured review

"A trifecta...nice condo, nice location, nice host!"

Something for everyone at this condo. Nice quiet location, on golf course and less than 5mins away from major stores and restaurants in either direction. Has a heated swimming pool, clubhouse and outdoor...

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$158
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 18 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to a vacation home where every detail has been thoughtfully chosen to create a warm ,inviting, and personalized space for each guest. decor in every room to the cozy atmosphere throughout the house. Designed for unforgettable family moments ,you’ll enjoy relaxing days by the private pool...

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$239
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...

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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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$260
avg per night
Panama City Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Large Gulf front patio with large teak dining table, 2 lounge chairs for private sunbathing and a view that makes you feel like you are at sea. Bedroom #1 has its own private bathroom, T.V. set, King size bed and sliding glass door opening to the gulf front balcony. Bedroom #2 has its own T.V. ,a full...

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Featured review

"Excellent"

We loved the condo, worked perfect for our family. Clean beautiful view and a wonderful host. Had fresh cookies waiting on us. 100% recommend. We will be using MaryLee on our next trip.

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$255
avg per night
Panama City Beach Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
11 reviews

Distance to beach: 1 feet to Back yard

Key Amenities

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

About this property

Beautifully appointed , and recently updated Gulf front Townhouse in Panama City Beach Florida . Park at the front door and walk out the back door directly on to the sugar white sandy beach and into the turquoise waters of the gulf of Mexico. Fabulous two (2) Bedroom , two and one half (2.5) bath gulf...

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Featured review

"Convenience"

My family has stayed in this townhouse at least one week each summer for the last several years. The location is spot on. It's a 5 min walk to a great steak house, dive bars, and coffee/ice cream shop.The...

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$268
avg per night
Palm Harbor Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Honeymoon Island State Park

Key Amenities

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

About this property

HARD TO FIND!! First floor Golf Course view in the conveniently located in the private Prestwick Lodge. Relax on your spacious patio and watch the golfers approach the green on Osprey North #2. This condo floor plan has 2 -3 Bedroom, 2 Bath and a Den with pull out sofa. Formal dining room and living...

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Featured review

"Great space"

This is our second stay at Patti’s condo. Large place, loved the walkout to hole 2. Had a hiccup with the bathroom but Patti was quick to address. Would come back again.

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$107
avg per night
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Nestled within the exclusive Treviso Bay community, this elegant 2-bedroom, 2-bathroom condo epitomizes luxury living in Naples. Designed with sophistication and comfort in mind, the unit is finely furnished, offering residents a taste of upscale living within a gated enclave. The centerpiece of Treviso...

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Featured review

"Amazing stay, can’t wait to be back"

Our stay in Treviso Bay was absolutely perfect! The community is stunning, with beautifully maintained grounds and a welcoming atmosphere. The pool was incredible—like something out of a luxury resort!...

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$261
avg per night
Naples House
Sleeps 6, 3 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

Paradise found in this beautiful 3 bedroom / 2 bath home with private pool overlooking spectacular lake view. This 2000 sq. ft. spacious updated home includes a modern kitchen, spacious living area, outdoor entertaining area on lanai, and 5 TVs throughout the home.You will have access for a nominal...

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Featured review

"Lovely home!"

We recently spent a month in this beautiful home. It is well located, spacious and nicely appointed. The pool area is lovely, though we would recommend paying for pool heat. The Players Club is just a short...

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$357
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been...

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Featured review

"Fantastic Stay"

We had a wonderful time here on our vacation. The property worked perfectly for our family. We will definitely stay here again when we visit!

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$251
avg per night
Flagler Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 20 yards to Ocean

Key Amenities

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

About this property

Oceanfront Penthouse with Stunning ViewsWake up to the soothing sound of the surf, refreshing sea breezes, and breathtaking ocean views from every room. This end-unit penthouse offers an unparalleled on-the-beach experience, complete with a wraparound balcony and an expansive 36x34 private patio,...

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Featured review

"Penthouse Delivers!"

The penthouse is one of several condos rented by family members for a recent beach vacation. This particular condo is one we would be delighted to return to! It features a family-friendly layout and comfortable,...

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$250
avg per night
Cape San Blas Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Pasando Tiempo, “passing the time”, is a place to restore and rejuvenate. Start with stunning views of the sea oats, and lapping waves against the sugar-white sand beach. This two bedroom/two bath gulf-front condo offers easy beach access in a quiet, secluded area of beautiful Cape San Blas....

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$312
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Relax and enjoy the intimate beachfront surroundings of your very own “Paradise Found”! You'll be so happy you found this lovely condo!Unwind in our spacious, immaculately maintained, and recently updated condo located directly on the Gulf of Mexico on scenic and peaceful Okaloosa...

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Featured review

"Will return soon!"

Thank you for letting us enjoy your place. The porch and view of the unlimited dolphins swimming by was the hightlight of all of our trip! The court, pool, easy access to the beach, beach chairs/toys/towels/noodles/rafts...

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$365
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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$445
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

This exceptional 2/2 Birkdale condo overlooking the breathtaking Gordon Lewis Golf Course (all you pay is a $30 cart fee!) lake and preserve! This one is located on the "quiet side" of the National with Breathtaking views of the lake and nature preserve as you relax on the screened lanai. Walk...

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$193
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

We have three bedrooms and two full bathrooms. Living, dining and family rooms. Great lanai leading to the screened in pool area. We have bikes and other sports equipment. The community has two additional pools, tennis courts and pickleball courts. Our property is only 10 minutes from shopping on...

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Featured review

"Great"

We Stayed in july for 18 days in the House. It was Great! Every thing we needed was there.Family with three Kids from germany

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$251
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Inviting luxury amenities like lvt plank flooring through out, granite counter tops, brand new stainless steel appliances, 3 flat screen TV's,quality furniture, cookware, 4 seat dining room table, bar area with chairs. Outstanding pool, beach and ocean views from the balcony, living room, dining...

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Featured review

"Great place"

Everything was as advertised. Clean and spacious with amazing views. Parking can be an issue very small and tight area but still a great place

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$209
avg per night
New
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious ground level, end unit, two-bedroom two bath condo in the desirable Capri Isles Blvd and Capri Isles Golf Course. This nicely designed furnished condo with 1,122 square feet of living space offers plenty of options for entertaining - including wet bar. Condo includes large bedrooms, a stacked...

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$83
avg per night
Cocoa Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Luxurious Spacious 1800 sq ft 3 BED / 2 BATH w/ "DIRECT" 43' Panoramic Ocean Front Balcony - Sandcastles Unit 611 ...Southeast Fabulous Exposure ... One of the Best Unobstructed Views at SandcastlesAmenities include pool, hot tub and tennis courts.Please contact us for additional...

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Featured review

"9 nites of PURE AWESOMENESS"

Location. Location. Location. ON the beach and close proximity to everything though you don’t really need to leave to have a most excellent beach experience. Sunrises over the water from the lanai are...

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$440
avg per night
Islamorada Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Breathtaking Waterfront 2/2.5 Townhouse In Desirable Futura Yacht Club. Lots of outdoor living space,great for entertaining and enjoying the magnificent unobstructed Bayviews and beautiful sunset! Futuravis a gated community with a large pool tennis courts, boat ramp,beach and boat/trailer storage,parking...

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Featured review

"Great Location"

This condo was very conveniently located. We could snorkel at John Pennekamp and kayak the mangroves of Islamorado. Plenty of close good seafood restaurants in vicinity. Spend the day at Bahia Honda.

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$272
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

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

About this property

Welcome to Your Stylish Siesta Key Retreat! Discover your oasis of comfort and style in the heart of Siesta Key—just minutes from the world-renowned Siesta Key Beach and the vibrant culture of Sarasota. This thoughtfully designed 2-bedroom condo perfectly blends modern elegance with laid-back coastal...

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Featured review

"Cozy 2 bedroom"

My husband and I stayed here with our dog.. overall we where pleased . Clean and comfortable nicely decorated but could use a new mattress in the master....also the shower curtain rod is rusted and needs...

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$143
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

About this property

This 2b/2b + Den condo sits right on the Cypress course at Heritage Bay. Equipped with everything you need for the perfect getaway and close to fine Dinning exclusive shopping and world class Beaches this is a Golfers Paradise.Heritage Bay is an upscale-gated community with a championship 27 hole...

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$283
avg per night
Marco Island Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

About this property

Your luxury vacation begins right here. This 3b/3b condo is on the 6th floor with truly unobstructed views of the Golf of America. Each bedroom has its own access to the lanai where you can enjoy a relaxing morning and stunning sunsets at night. Amenities include Tennis courts, Pickle Ball courts,...

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$567
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Charming Old Florida Condo…Minutes to World Famous Beaches. 2 Bedroom, 2 Bathroom Condo in Active Adult Community with Pool. Spacious Condo with plenty of room for 4 with screened in porch and all the necessities for a short vacation or a seasonal stay!

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$114
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool

About this property

Get ready for the ultimate beach escape at Mainsail 278—your front-row seat to paradise! This stunning two-bedroom, two-bath condo is located directly on the beach with zero roads to cross, so you can roll out of bed and straight into the sand. Relax on your private, covered balcony, sip your coffee,...

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$197
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 15 miles to Boca grand

Key Amenities

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

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community will be like nothing else you’ve seen in Southwest Florida, you will enjoy a stunning resort style pool featuring gradual entry and lap lanes....

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Featured review

"Heritage Landing Unit"

Owners are definitely Tenant friendly. Actually the best we have rented from in many many years. Great view from balcony of 11th hole and sunset in the evening. Unit is well supplied with utensils and necessary...

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$143
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.1 miles to Crescent Beach on Siesta Key

Key Amenities

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

About this property

This 2nd floor, completely renovated 2 bedroom, 2 full bath condo in Siesta Harbor with private beach access and overlooking its own private harbor is the perfect getaway to the #1 beach on Siesta Key in Sarasota, Florida. This unit is located near the community pool and hot tub along with guest grilling...

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Featured review

"A lovely stay in a beautiful condo!"

I had the best time in Maria’s condo! It was beautifully decorated, very well equipped, and met all of my needs. During my stay, I made use of the laundry facilities (near the unit and easy) and even...

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$157
avg per night
Cape San Blas Townhome
Sleeps 8, 3 bedrooms, 3.5 bathrooms
7 reviews

Key Amenities

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

About this property

Gulf Front home with fabulous water views. Remodeled from Hurricane Michael (2019) our home is more beautiful than ever. Our home offers easy access to beach and a remodeled kitchen that has everything you will need! You are just steps away from the beautiful white sand beaches of Cape San Blas, which...

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Featured review

"Perfect for a Girl's Get Away!"

The Cape and Katie's rental were absolutely perfect for our girls' trip. We had 2 families, with 3 generations (ranging from 14-75 years young) there for the week. This condo is so well-stocked and thoughtfully...

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$367
avg per night
The Villages Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to park: 50 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Brand new villa with 3 bedrooms and 2 bathrooms and only 5 minutes to Brownwood Square. Updated primary shower with luxury king mattress and large walk in closet. Queen size bed in second guest room and full size daybed with a full size desk in the third guest room. Home includes a 4 person golf cart....

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Featured review

"3 months in Fl"

Many things liked: -great location -new golf cart -furniture and decor comfortable and attractive -clean and neat -close to pools and other amenities

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Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

For DIRECT BOOKINGS, Click to HOST and Visit Website !!!!!Beautiful Décor', Live on the Quiet Pool, Play on the Resort PoolThis Bonita Village Beauty offers 2 Bedrooms, 2 Baths, 2 Pools, 2 Beaches, Chickee and Peloton Equipped Fitness Center!You'll enjoy the look and feel...

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$394
avg per night
Bonita Springs Townhome
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

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

About this property

JUST CLOSED!! Be the first to live in this brand new Island style Townhome in Villa Mar. Located directly across from Bonita Bay your location could not be better. Nothing has been overlooked in the modern design features of this home. The well appointed kitchen with stainless steel applinaces and white...

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$250
avg per night
New
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Bradenton Beach Retreat is a cozy home located in the Spanish Park neighborhood of Bradenton. Our home offers a relaxing experience to kick off your shoes after a day of fun. Located just minutes from the famous white sand beaches of Anna Maria island, this home is just a short drive away from all the...

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$379
avg per night
Naples Villa
Sleeps 6, 4 bedrooms, 3 bathrooms

Distance to beach: 0.4 miles to Gulf of Mexico Naples Beach

Key Amenities

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

About this property

A large Villa with a private courtyard, pool and spa. Recently remodeled with a full kitchen, master suite and three additional bedrooms. A private garage with two extra parking spaces and guest parking.Centrally located, 3 blocks from Historic 3rd St South, 5 blocks from 5th Ave South, 4 blocks from...

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$972
avg per night
New
Redington Beach House
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Just renovated and back on the market. Home features 2 bedroom 1 bathroom open concept duplex home. Ample outdoor sitting and relaxing space shared space with back joining duplex. Enjoy BBQ under the covered patio. The outdoor patio has a sofa and chairs and table with seating for six. On-site parking...

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$150
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.