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Florida Snowbird Vacation Rentals

(3308 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.

Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY! Your Exquisite Getaway on Lemon Bay Welcome to Serenity, a stunning retreat perfectly nestled on Lemon Bay, and just a 5 minute drive to the beautiful Manasota Key Beach. This beautifully designed home offers seamless indoor-outdoor living, with floor-to-ceiling windows providing...

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$650
avg per night
Key West House
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

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

About this property

The Sea View Cottage is a 2 bedroom, 1 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is...

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Featured review

"Amazing Week in Paradise"

This gated estate is exceptional. The beach is just steps from the back door, and the ocean views are outstanding. The pool area is stunning and offers a beautiful place to relax and take in the scenery....

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$397
avg per night
Pensacola Beach House
Sleeps 14, 5 bedrooms, 3.5 bathrooms
3 reviews

Key Amenities

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

About this property

DOLPHINS PASS: Newly updated, large 5 bedroom, 3.5 bath home overlooking the Gulf of Mexico. Our family home is beautifully decorated and has never been rented until now. The house is 5200 Square feet on 1 level. The great room has plenty of space for all family members to gather or spread out. The bedrooms...

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Featured review

"Everything we wanted...and more."

Dolphins Pass was perfect for our family of 12; 6 adults and 6 kids. The kids were very happy with the toy closet and things for the beach. There are large windows across the back of the house that gave...

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$833
avg per night
Indian Rocks Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Soft, white sand beaches and spectacular sunsets await you Gulfside Villas is a community situated right on Indian Rocks Beach! This updated 3-story Townhome has 2 full bedrooms with an upstairs loft with a plush futon sleeper that can be used as a 3rd bedroom and the unit sleeps up to 6 guests. The...

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$258
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

BOOK DIRECTLY BELOW BY CLICKING VISIT PROPERTY WEBSITE.STAYCATION 20% from now to September 30, 2026 - use code STAYCA when booking.The Southern Exposure and tropical Resort Pool view is the perfect start of an unforgettable vacation! This delightful end residence has exceptional natural light...

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$329
avg per night

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Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Bonita Beach

Key Amenities

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

About this property

Welcome to Bonita Lakeside Escape! Discover your perfect Southwest Florida getaway at this exquisitely remodeled 3-bedroom, 2-bathroom lakefront home, designed for ultimate relaxation and luxury.Step inside and be greeted by a fresh, modern aesthetic featuring brand-new furnishings and high-end finishes...

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$213
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Siesta Key Beach

Key Amenities

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

About this property

Newly renovated water view home - Walk to the beach, boat rentals, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic home, grab your beach gear and take a short walk or bicycle ride and you'll hit the beach. This rental is close to everything....

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Featured review

"Awesome stay at fisherman's cove"

Great place to stay not crowded once the construction is done this will be best plac3 on the island to stay

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$160
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
8 reviews

Distance to park: 7 miles to Disney Hollywood Studio

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful, clean and spacious 5 bedroom and 4 bath house in the most sought after community near Disney! 10 minutes drive to Disney and you can hear the Disney fireworks at night. Close to stores, restaurants and tons of shops. The house was renovated and professionally designed recently. The house has...

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Featured review

"Exceeded expectations"

Beautiful home with every amenity possible from tp, paper towels, dishwashing pods, Mickey themed crock pot, waffle maker, every piece of cookware and utensils you could ever want, Keurig w/pods, traditional...

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$152
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
Satellite Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to the Paradise Beach Club on the Atlantic Ocean! The beautiful, newly renovated and well maintained building is as close to the beach as you can get! The large heated pool overlooks the ocean. The complex was built right next to the sea wall so that it is closer to the ocean than any other...

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$315
avg per night
Last Minute Deal
Miramar Beach House
Sleeps 10, 4 bedrooms, 5 bathrooms
1 review

Distance to beach: 75 feet to Only 75 steps to the beach

Key Amenities

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

About this property

We invite you to come waste away in 'My Margarita Time . Break away from your worries to enjoy all this lovely beach treasure has to offer. Sitting just one lot back from the beach on historic Tang-O-Mar road in Miramar Beach, 'My Margarita Time is a fully equipped 4 bedroom, (can be a 5 bedroom...

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Featured review

"Friends trip"

Great location house and furnishings Would book again in the future Owner was very tentative to any questions or recommendations

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$810
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Tastefully renovated 2nd floor unit with great beach/gulf views. Fully equipped & furnished kitchen with granite countertops. Beach chairs, umbrella, beach wagon, coolers, linens, towels - everything you need for a great time in sunny Marco Island. Master BR has a beautiful view of the gulf and...

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$120
avg per night
Cocoa Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 100 feet to Cocoa Beach

Key Amenities

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

About this property

A quiet, small (25 unit}, friendly condominium, gated private community, assigned parking, private beach access, outdoor shower, 4th-floor, north end unit. Great to view rocket launches. 3 Bedrooms (1 King, 2 Queens, Full sleeper sofa), 2 full Baths, Washer/Dryer, Microwave, Dishwasher, Cable TV/Wi-Fi,...

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Featured review

"Great vacation spot!"

This was our second time staying here. It’s a lovely condo with plenty of room for a large family. It has a great view of the ocean and rocket launches. Beach chairs, beach towels and beach toys are...

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$267
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms
2 reviews

Key Amenities

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

About this property

Walk from your room to the new heated Pool with all new furniture, to the Beach, to the Ocean with this newly remodeled Tradewinds 1 Bedroom 1.5 bath beach front 4th floor Island view condo with a Well appointed Kitchen with New Stainless steel French door Fridge with filtered water and ice maker, oven...

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Featured review

"Compact, But Very Nice With Everything You Need!!"

We stayed both January & February of 2024, & thoroughly enjoyed it! The condo is small, but George & Lisa were sure to provide everything you will need for a great stay! The morning views of the sunrise...

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$179
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 400 yards to Marco South Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to the Last Paradise……. Relax, Refresh, Rejuvenate at this small, 38 unit condo complex with many amenities directly across the street from south Marco beach…first floor comfortable unit with lanais, pool, and tennis court. Off street parking, quiet end unit with privacy....

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Featured review

"Cozy Gem"

My husband and I have stayed in this cozy gem many times. Plenty of room for small dinner parties inside or on the lanai. There are many wonderful restaurants on and just off the island when we don’t...

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$174
avg per night
Miramar Beach Townhome
Sleeps 7, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Cozy Chic BnB is a newly renovated modern coastal retreat that comfortably sleeps 7. Our home is located in Misty Cove, a family-friendly neighborhood with a pool, and is a 5-minute walk to the beach and Pompano Joe’s. It is also centrally located, with many dining, shopping, and entertainment options...

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$235
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
  • 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 2250 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

"Beautiful Oceanfront Condo in Great Location"

This is our second year staying at this beautiful, very spacious condo on Daytona Beach Shores. Beautifully appointed rooms with comfortable furniture and amenities in every room. Kitchen is well stocked...

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$375
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

Welcome to The Pier House, an Old Naples masterpiece where timeless coastal style meets top-tier finishes. With just over 5,200 square feet and a resort-style courtyard pool, the home lives like a private sanctuary—perfect for long, lazy beach days and golden-hour strolls to the Naples Pier for...

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$1,071
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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$214
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

​This gorgeous vacation villa in the Kings Lake community in Naples offers 3 spacious and elegantly furnished double bedrooms, including 2 king beds and a queen bed. There are also two bathrooms and a guest bathroom with toilet and sink. The bathrooms are fully lined with tiles, with granite vanity...

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Featured review

"Villa Excelsior"

Living in this fantastic property makes every holiday perfect. The house, that pool, the detailed furnishings and the support have made us the most beautiful travel experience offered which one can wish. The...

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$254
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

#1 Island Hideaway Vacation Rental is an ideal home away from home and perfect vacation spot. We have 6 separate units that are available for rent on a weekly, or monthly basis. Two-bedroom two-bathroom suite, 3 – two bedroom one bathrooms and 3- one bedroom one-bathroom suites.Whatever your...

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Featured review

"Winter Escape"

Very nice comfortable condo. Large living area with kitchen and dining room. King size beds are very comfortable. The beach is just a short walk across the street. Located on a nice quiet street away...

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$264
avg per night
Little Torch Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Pirates Quay! This newly remodeled 2 bedroom home in Little Torch Key is one of the nicest, most thought-out properties in the area, and with extra living space downstairs and plenty of storage, it feels much bigger than it is. Its pirate theme can be seen throughout from the decor, colors...

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$188
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.2 miles to South Venice

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax at our many close by beaches, downtown Venice Island, gulf courses, boating, fishing, tennis, water sports, or our old south adventures. Try or many Biking and walking trails along miles of inland waterways and 30 miles of the Heritage trail. ACoralBay has upgraded and 100% furnished our tropical...

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Featured review

"Home away from home."

Our home on Kimball Rd, Venice Florida was warm and welcoming. The perfect place to spend our winter vacation. Close to tennis courts, walking/biking trails and many beaches. The house was spacious and...

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$128
avg per night
Vero Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful river front home, fully furnished property 5 minutes from the beautiful beaches of Vero Beach Florida. This all inclusive seasonal rental has 3 bedrooms and 2 full baths. Access to gym, pool, mini golf, tennis courts and vibrant social club. Spacious modern interior with amazing river view,...

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$167
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
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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$285
avg per night
New
Bonita Springs House
Sleeps 4, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Bonita Beach

Key Amenities

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

About this property

Minimum 3 month lease per HOA Rules. Available June 15th through September 30th. This is effortless Florida living with this beautifully FURNISHED, TURNKEY and move-in-ready home in the coveted Cordova at Spanish Wells. A covered entry opens to an elegant foyer, revealing expansive views through the great...

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$217
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This property is available This delightful apartment in Naples, Florida, offers a charming retreat with all the comforts of home. Boasting two bedrooms and two bathrooms, this coastal retreat provides a serene living space.The first bedroom features a queen-sized bed, a walk-in closet, two nightstands,...

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$50
avg per night
Long Key Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

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

About this property

Enjoy Beachfront Island Life from our condo right on the Atlantic Ocean. We are literally only 10-20’ from the water depending on the tide.Totally remodeled in 2022. All new kitchen with high end appliances. Beautiful master bath with large walk in shower for two.Huge wrap around...

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Featured review

"Perfectly perfect in paradise"

We are incredibly grateful to have spent April in this spectacular condo in Long Key, Florida. The 180 degree breathtaking views of the ocean on both floors; the fact that it's right on the water; the interior...

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$165
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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$405
avg per night
Last Minute Deal
Panama City Beach Condo
Sleeps 5, 1 bedroom, 2 bathrooms
80 reviews

Key Amenities

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

About this property

The condo accommodates 5 comfortably with 1 bedroom, bunk area, queen sleeper sofa and 2 full baths.Den & bedroom furniture were won on “The Price Is Right” game show!Amenities Fully equipped kitchen-from cookware to corkscrew Linens and Towels provided Hairdryers in each...

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Featured review

"Great beach vacation!"

This condo was perfect for us. Two adults and two children. The kids loved the bunks. The master bed was really comfortable. You can’t beat right on the beach! It was clean and nicely updated. Can’t...

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$236
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Punta Rassa Luxe Waterfront, a beautifully appointed end cap unit, 2-bedroom, 2-bath waterfront retreat nestled along the sparkling shores of San Carlos Bay. Perfectly situated just north of the iconic Sanibel Causeway entrance, this coastal escape offers you panoramic water views, unforgettable...

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Featured review

"Luxury waterfront escape with stunning views and every comfort you could ask for"

We had an amazing stay at Punta Rassa Luxe Waterfront in Fort Myers. The property was spotless, beautifully decorated, and had incredible waterfront views that made every morning and evening special. The...

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$280
avg per night
Destin Condo
Sleeps 4, 1 bedroom, 1 bathroom
27 reviews

Distance to beach: 100 feet to YOU ARE THERE!

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Destin, FL Ocean View Resort condominium home! No hidden fees or costs. You are renting DIRECTLY from the OWNER who lives in Destin. Occupancy ONE to FOUR persons, including infants and small children. Non-Smoking/No Pets. Two pools, one is a Gulf front pool. Private beach access and beach bar and grill. We...

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Featured review

"Paradis"

This was our 3rd year booking Sterling Shores 312. Bob and Diane Fiore are outstanding people. Very responsive to all your needs. A pleasure to work with. The condo and the Sterling Shores complex are top...

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$216
avg per night
Kissimmee Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
15 reviews

Distance to park: 12 miles to All Disney Theme Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than...

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Featured review

"Wonderful Vacation"

We enjoyed a lot during our stay. Everything was perfect! Thank you Mariana for making our stay excellent.

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$109
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
10 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 2250 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

"Excellence as Always!"

This was our 10th time staying at this condo! Our favorite by far! First floor access to pool and beach is everything for our family. The condo is well equipped with everything you need and spacious enough...

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$375
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Fully furnished, 2 bedroom, 2 bath condo located on the 18th hole of the meadows golf course . All utilities included. One month rental. Rents at $120.00 per day. 10 minutes to the airport, 5 minutes to UTC mall, 20 minutes to Lido beach and siesta key beach and 40 minutes from Nikomis and Anna Marie...

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$120
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Monthly Bermuda Bay/2 bdrm. Vacation Rentals."ALWAYS SUMMER" Book direct, no booking fees. Rates: 2026 SALE 2026 May - Oct $1800/month. 2026 Nov-Dec $2500/month. 2027 Jan - April $4300/month. (Feb & March 2027 are taken) Please inquire with any questions you may have. Ground...

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Featured review

"comfortable stay with lots to do"

We are leaving tomorrow and we will miss this place. We could bike along the path so many different places. If you like to bike, this is the place for you. We biked from our front door all the way downtown...

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$114
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
Naples House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Captain's Cottage is a everything you hope for when staying in Naples! The home is a spacious five bedroom villa with a large pool overlooking a waterfront view. This property has been designed with an elegant coastal vibe with plenty of areas to entertain and relax. Located in Naples' famous...

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$1,129
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This property is located in Southwest Florida close to many attractions and services. Located less than 4 miles to the beautiful stunning white sand beaches. Condominium offers 1500 square feet, 2 bedroom, 2 bath home. Large Master Bedroom includes King Sized bed with walk in closet and fully furnished...

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Featured review

"Quiet Retreat"

What a wonderful property with swift access to so much! Pop down to Naples, or over to Sanibel or just stay in town for great restaurants and quiet beach access. Wonderful, generous, hosts who went above...

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$50
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning...

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$986
avg per night
Daytona Beach Shores Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Sherwin is an Oceanfront Condominium building with underground parking and swimming pool on the South side of the building to enjoy the sun all day. Enjoy the Most Famous Beach in Style. Spectacular views from this 17th floor unit with over 1400 Sq. Ft. of living space and everything you need. Fully...

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$238
avg per night
Panama City Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom
5 reviews

Key Amenities

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

About this property

Summit condominium has all the amenities of a first class resort. Tiki bar by the pool. Sandwich shop. Ice Cream shop. playground on the beach. 2large pools hot tub and work out room. the condo over looks the beach and the pool. the patio is set up for enjoying morning coffee or sunset viewing....

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Featured review

"Amazing week"

As empty nesters and as everybody can see everybody is stressed out we needed a week away. We were lucky to find Marilee and this fabulous condo it was everything and more that we could imagine everything...

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$174
avg per night
Davenport Townhome
Sleeps 10, 3 bedrooms, 2.5 bathrooms
9 reviews

Distance to park: 15 miles to Disney

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully furnished 3 bedroom town home with FREE WIFI, Cable and a 1 car garage. With an outdoor zero entry resort pool and sun terrace, The Fountains at ChampionsGate is located in Davenport and minutes from Florida's top golf courses, including the ChampionsGate Golf Resort, the National and...

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Featured review

"Spacious town home, convenient location, with many amenities."

The location is great, plenty of stores and restaurants near by. Close to freeway entrance. Comfortable beds to accommodate large families, great kitchen with utensils etc. We did not use the clubhouse...

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$133
avg per night
Boynton Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Nestled in a quiet residential neighborhood minutes from the beach and Atlantic Ave in Delray - perfect for shopping, dining, and nightlife. This 3 bedroom 2 bath home is the ideal seasonal or vacation spot! It boasts a spacious open living and dining floor plan with a fully stocked kitchen, dedicated...

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Featured review

"Just as described."

Arrival information was sent over one week prior. Upon entry, everything was very clean, organized and just as described. We enjoyed the location, a short drive to many restaurants, and the beach. Outdoor...

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$301
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms
5 reviews

Distance to park: 4 miles to Disney

Key Amenities

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

About this property

We are only 3.5 miles from Disney!! So close to all the fun, Hollywood Studios, Sea World, beaches, walks, restaurants and shopping!! We are in the middle of it all! You will enjoy our lovely villa by yourself or with a group. Our pool is one of the biggest among the rental communities. When comparing...

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Featured review

"Wow!!!! Perfect 10 out of 10!!!!"

We stayed at the property for 6 nights during our recent family's Disney World vacation. Right from the start of the process, the owner was very courteous and prompt with her responses to our many questions....

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$429
avg per night
Englewood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
35 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

GORGEOUS, GULF FRONT VILLA CONDO AT “ EL GALEON BY THE SEA”This lovely 2 bedroom/2 bath unit is part of a 20 unit villa condo complex, situated directly on the beach on beautiful Manasota Key. Because this is a relatively small complex, it offers guests a more lay back, relaxing atmosphere....

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Featured review

"great ocean view"

Nice decor, great location. The kitchen had everything we needed in it. We never got rired of the ocean view from the living room.

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$256
avg per night
New
Longboat Key Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Bright, fully updated and exceptionally well appointed villa with a large private lanai, pool and hot tub awaits you, your guests and your pet*! Make this villa your seasonal home. Avoid slow elevators, stairs, long hallways to navigate, and noisy neighbors above, below or alongside you, in this large...

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$275
avg per night
Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

2 bedrooms, sofa sleeper, 2 full baths, sleeps 6. Large Balcony Like new (2008)This 12th floor condo in Cape Harbours' Marina South II provides a European style of living you won't find anywhere else in Southwest Florida. With four waterfront restaurants, a gourmet market, upscale shopping,...

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Featured review

"A must stay at this place!"

I love the condo!! Great view! This Cape Coral rental is amazing. Great Resturants downstairs and Music!! The Bike rental is so nice to have and the owners are great to work with. Will be back soon. Karen

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

Distance to beach: 5 miles to Naples Beach

Key Amenities

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

About this property

Escape to Paradise: Your Dream Naples Getaway Awaits!Immerse yourself in luxury at this stunning, newly renovated golf course home, where relaxation meets excitement. Bask in the Florida sun from your private heated pool and spa, now enhanced with a 55" outdoor TV for the ultimate entertainment...

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Featured review

"Awesome vacation home"

Fantastic stay! Loved our time here!!!! 5 star experience all around. Great host who went out of his way to make sure we felt at home.. Highly recommend. We would definitely stay again. Thank you for a...

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$306
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.