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Florida Snowbird Vacation Rentals

(3415 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.

Summerland Key House
Sleeps 12, 7 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Fabulous resort-style living & incredible open water views over Niles Channel at this 7 BR 5 BA home on Summerland Key. Just under an acre boasting a sandy beach w/pretty palms, large custom pool, & deep water dockage w/quick access to ocean, gulf & back country. The open Great Room boasts...

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$667
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 9 miles to Vanderbilt Beach

Key Amenities

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

About this property

A fully furnished Veranda I Condominium in beautiful Heritage Bay (HB) is available for annual rental, or seasonal rental, effective through all of 2025-7. This is a 2-bedroom unit with a Den/Office that also has a pull-out sofa bed. Rental also includes a 1 car unattached garage. Full golf membership...

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Featured review

"Home away from home!"

Our stay at this rental was awesome! We lacked for nothing in this fabulous space. Jim has thought of everything!

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$117
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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$298
avg per night
New
Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...

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$246
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

Escape the hustle and bustle while still indulging in all that Panama City Beach has to offer at our beachfront condo with breathtaking views. Nestled in Laguna Beach, where the pristine beach remains untouched, get ready to create unforgettable memories! Simply bring your toothbrush and clothes, and...

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$143
avg per night

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Sarasota Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Distance to beach: 4 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

This brand new comfortable apartment is full of light and fully furnished. The living area is sunny and is a great room design with an open kitchen. The bedroom is large and the bathroom is well designed with a walk in tiled shower. The location is sweet! Walkable to restaurants, and one block from...

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$157
avg per night
Special Offer
Kissimmee Villa
Sleeps 14, 7 bedrooms, 4.5 bathrooms
3 reviews

Distance to park: 4 miles to Animal Kingdom

Key Amenities

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

About this property

Conveniently located on the Exclusive Emerald Island Resort. With 7 Bedrooms and 4.5 bathrooms, Berni’s Home from Home can easily accommodate two families travelling together or will give one family plenty of space.Enjoy relaxing by your very own private extended south facing pool or spend some...

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Featured review

"Very well maintained home"

This home was lovely and very well kept. Would rent again if the occasion arose that we needed a home this big again.

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$250
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Jacks

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Naples North - This condo is professionally decorated and shows beautifully, it has 2 outdoor seating areas, one that overlooks the lake with Pine Trees and Palms, the other is at the ront of condo as you enter the front door. The entire condo has been totally renovated. The condo is equipped with...

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$200
avg per night
Orlando House
Sleeps 15, 7 bedrooms, 5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Emerald Island Resort - Kissimmee, Florida is a resort paradise located 2.5 miles from the area's main attraction, Walt Disney World. During your stay, you will enjoy this well-appointed pool home that has been designed and decorated to provide you and your family with an abundance of luxury amenities...

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Featured review

"Family vacation"

This is a wonderful house to stay in. It is just beautiful inside and out. The property manager was just great. You want a no worry place to stay choose yhis rental.

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$266
avg per night
Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Private

Key Amenities

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

About this property

** We received a recent cancellation for this upcoming season- Jan 1 into April 2025** Changes in Latitude is a 2 bedroom, Gulf front, ground level condo with a beautifully remodeled master suite. The complex offers a large heated pool, beautifully landscaped grounds, covered parking, boat slips...

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$379
avg per night
Clearwater Beach Villa
Sleeps 15, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Clearwater Beach Waterfront Modern VillaExperience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway.Property...

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$700
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautiful condo is located in the extremely desirable active Huntington Lakes, which is just minutes from all of the amazing shops, restaurants and the BEACH! This 2-bedroom condo, is fully FURNISHED and stocked with everything that is needed. It is a gated community with plenty of activities such...

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$117
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Villa - your gateway to a magical Florida holiday experience. This ideally situated villa gives you convenient access to all Disney, Universal & Sea World theme parks, Sunset Villa is located in the community development of Cumbrian Lakes, (a gated community) set in a rural conservation area,...

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$195
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The home is in the process of being totally remodeled from the hurricane and will be completed 1/15/25. The Isles of Capri is a small quiet island right...

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$203
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool

About this property

Discover the perfect short-term rental in the heart of one of Florida’s most vibrant communities. This beautifully furnished 3-bedroom, 2-bathroom condo offers modern comfort, luxury, and convenience—ideal for vacationers, snowbirds, or anyone seeking a serene retreat. Located on a Golf course,...

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Featured review

"Excellent Condo"

Great shape, nice view, quiet, almost new. Fully recommended. Excellent support by renter and his staff.

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$169
avg per night
Osprey Villa
Sleeps 12, 5 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Intercoastal, Blackburn Bay waterfront home with boating facilities near Casey Key and Siesta Key. On a point facing the setting sun. This is simply paradise.The pier is long, and the water deep enough to handle most boat docking needs. The large, heated pool is a few steps from the screened lanai...

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$885
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Experience the ultimate in luxury living in this stunning residence located in prestigious Olde Naples, just steps away from the white sugar sand beaches of the Gulf of Mexico. Recently renovated to reflect today's lifestyle, this Key West architectural gem boasts over 3,600 square feet of interior...

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$1,291
avg per night
Destin Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 25 yards to Silver Dunes

Key Amenities

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

About this property

Nestled in the heart of Destin, Florida on the beautiful waters of Northwest Florida’s Emerald Coast, Silver Dunes Condominiums is the perfect place for your next family-friendly vacation. Spend your days walking the sugar white sands of our private beach, grilling in our beloved courtyard or taking...

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Featured review

"Beautiful accommodations and white sand beaches"

Everyone was so friendly and the accommodating. The condo was nicely decorated and very comfortable to stay at. They thought of the little touches with adding activities, games, and making sure the...

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$243
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Single-family home. 2 bedrooms plus den, 2 bathrooms, 2 car garage, in-unit laundry (washer and dryer), air conditioner. Built in cabinets, breakfast bar, self-cleaning oven, microwave, refrigerator/freezer, dishwasher, disposal, vaulted ceilings, wheelchair accessible, screen lanai, smoke detector. Windows...

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$93
avg per night
Babcock Ranch Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 33 miles to Fort Meyer beach

Key Amenities

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

About this property

Luxury Living at its Finest: Brand New Carolina First-Floor Condo. More than 1400 Sqft and spacious 24x7 guarded gated community with Resort style loaded amenities onsite within walking distance. Magnificent view from the Lanai or master bedroom you can see golfers play and watch the lakeview in the morning...

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Featured review

"Winter retreat"

We had a wonderful first snowbird stay here. First floor corner condo was a bonus. Great location close to all amenities. Gym, pool, clubhouse and golf course 2 minute walk. We enjoyed our stay and the...

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$139
avg per night
Pompano Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Oversized 1 bedroom, 1 bathroom, 2nd floor apartment located 1 block west of the beach. Perfect home base for remote workers or guests relocating to South Florida. Connect your devices to the fastest internet - speeds up to 1300mbps. Fully stocked kitchen. 2 BBQ grills. The bedroom includes a queen size...

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$155
avg per night
Cape Coral Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Cape Coral Beach

Key Amenities

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

About this property

Villa Haze is equipped with everything you need to make your holiday unforgettable.It is located in a very quiet residential area and stores, restaurants and points of interest are easily reachable.Our villa has three bedrooms, two bathrooms, a solar heated private pool with lots of privacy and...

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Featured review

"Wonderful Villa Haze, Cape Coral"

The house is very nice and well equipped with everything you need to feel comfortable. An initial briefing is also offered to explain how things work, if necessary. Shopping facilities and great restaurants...

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$224
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Spacious Getaway with Room for Everyone!Welcome to our inviting, family-friendly home—perfect for groups or families seeking a relaxing retreat. With plenty of space, modern amenities, and a prime waterfront location, this home is designed for both comfort and fun.Sleeping Arrangements: • Master...

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$210
avg per night
Flagler Beach House
Sleeps 6, 3 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Panoramic Ocean Views/All Major Rooms.All New 3 Bedroom/4 Bath, 2700 Square Feet, Private Home just completed. Only a few steps down our Private Beach leads to a Key West Style Raw Bar and Restaurant on the sand.Please note : Our Home, road, beach etc was not damaged due to hurricane.15 Minutes...

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Featured review

"Palm Coast"

Nice property in a great community. Close to the beach, pool, and St.Augustine. Safe and easy to get around.

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$257
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

The Villa Seashell was completed in September 2023 and offers a spacious, bright, modern ambience for your vacation on about 2000 sqft. Large sliding glass doors in every rear facing room allow you to connect the living and dining area with the lanai or just open the inside to the outside.A few numbers: ...

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Featured review

"Wunderschön"

Wir hatten die Villa Seashell für eine Woche als unser Zuhause. Es ist wirklich ein wunderschönes Haus. Alles was man braucht ist da und noch vieles mehr. Das Haus ist gemütlich eingerichtet und alles...

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$262
avg per night
Kissimmee House
Sleeps 7, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 6 miles to Disney - Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The "Sweet Retreat" is just 6 miles to Disney! This "Sweet" Villa has 3 Bedrooms, 2 Baths and sparkling Sunny private pool... Perfect for families & "Sweet" on your feet with all tile in the main rooms & carpet in the bedrooms.The living room feels bright and...

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Featured review

"Very nice villa"

Had a 2 week stay at this very nice villa. Clean, comfortable and great pool area. Good locaction. We highly recommend.

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$119
avg per night
New
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Tropical Waterview Paradise Where Relaxation Meets Paradise! Welcome to your serene escape in beautiful Heritage Landing, Punta Gorda, Florida! Our Getaway is perfect for families or friends seeking a relaxing retreat in a picturesque setting.Property Highlights: 2 Bedrooms, 2 Bathrooms: with a...

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$134
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

2 Bedroom Condo w/Bunk room. Just Remodled! Beach Chair Service Included!COVID 19 GUARANTEE* - Book this property with Confidence... We will REFUND 100% of your reservation amount if our beaches are closed in our County (Bay) including Panama City Beach or Laguna Beach affecting the dates of your...

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Featured review

"This Condo was amazing!"

The Celadon is our favorite in Panama City Beach, right on the beach. 2 Pools, and a very welcoming atmosphere!

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$207
avg per night
Special Offer
Orlando House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Avast Ye Mateys…. A dream-themed, hand-painted, pirate room can be found in this luxurious townhome which comfortably accommodates a larger family or group of up to 9 people. Girls and boys of all ages will enjoy this custom pirate ship bedroom! The elaborate props and extensive, hand-painted...

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$179
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

Vacationers and Snowbirds, welcome to the luxury condominium located on the 9th floor of Towers Grande. Located right on the beach this condo is complete with 3 bedrooms and 3 full bathrooms, one for each bedroom. Master Bedroom w/queen bed. 2nd bedroom w/Queen Bed. Third bedroom twin bed/trundle that...

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Featured review

"Absolutely Fabulous"

I cannot say enough about how wonderful this property is. We looked all over FL, but were so surprised to find Smy and Shane. They were so helpful and extremely accommodating, from booking through to the...

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$200
avg per night
Pompano Beach Apartment
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Oversized 1 bedroom, 1 bathroom ground floor apartment located 1 block west of the beach. Perfect home base for remote workers or guests relocating to South Florida. Connect your devices to the fastest internet - speeds up to 1300mbps. Fully stocked kitchen. 2 BBQ grills. The bedroom includes a queen...

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$142
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your dream coastal getaway in the heart of Bonita Springs, FL. This beautifully renovated 2-bedroom, 2-bathroom condo offers an unbeatable beachfront location with breathtaking views of the Gulf of Mexico from both the main living area and the primary bedroom. The open-concept layout creates...

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$282
avg per night
St. Augustine House
Sleeps 11, 3 bedrooms, 3.5 bathrooms
8 reviews

Key Amenities

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

About this property

New king beds in every bedroom!! Our home is located directly on the intracoastal! Enjoy amazing sunsets on the East coast! Bring your boat, fish off the dock, or spend a day at our beautiful beach! There's something for everyone at the Crescent Beach House!!Our home is located on the Intracoastal!...

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Featured review

"Scintillating Golden Florida Sunset"

The evening view from the second deck watching the Florida sun set in the west is amazing, relaxing and inspiring. The Crescent Beach house is perfectly located on the intercoastal with direct access via...

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$331
avg per night
New
Cape Coral Estate
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Yacht Club public beach

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Escape to our modern 3-bed, 2-bath waterfront getaway in Southeast Cape Coral, Perfect for up to 6 guests, this beautifully situated Gulf access home, nestled in a quiet, yet convenient neighborhood features an open-concept design, easy access lanai and grill, and a dock. Panoramic canal views from the...

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$75
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

First floor unit with panoramic “Million Dollar View”, direct on the beach and steps away from the ocean. The new owners have entirely redecorated this exceptional condo and with over 1800 square feet of living space including 3 bedrooms each with full bathrooms for more privacy & confort,...

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Featured review

"Miliion Dollar View"

My friend, my daughter, my 3 granddaughters (ages 9, 7, 5), and I stayed here for the first 2 weeks in November. We have travelled as a group many times and know exactly what we need for our stay. We...

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$267
avg per night
Rotonda West House
Sleeps 7, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 10 miles to Englewood Manasota Key

Key Amenities

  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Completely remodeled, New kitchen, baths, flooring etc...Screened outdoor living and dining room. Enormous Lanai, Pool and Spa.4 Bedrooms, 3 Baths. 2 on-suite Bedrooms, Master has oversized 5x5 walk-in shower. All bathrooms, bluetooth sound built in. 3rd bedroom - Two twins can be kept separate...

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Featured review

"Comfortable and Quiet"

I love staying at Ericka’s home! It’s right on the golf course with stunning views from the covered porch! Ericka is very receptive and always answers. You can’t go wrong at this property!

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$212
avg per night
Fort Lauderdale Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully appointed 8th floor condo in the heart of Fort Lauderdale Beach with stunning views of downtown and million dollar boats sailing down the Intracoatal Waterway. Just a 1 block walk to the beach, gourmet dining and entertainment. This is the perfect destination for your beach retreat vacation.This...

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$136
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beautiful 4th floor condo with gulf views, a private beach, and a private fishing pier. This space was completely renovated in 2020 with all new features (including central AC) and furniture throughout. The fully-stocked kitchen is equipped with everything you need for a home-cooked meal. With a king...

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Featured review

"Modern Beach Condo: Hidden Gem of Siesta Key"

This modern beach condo is one of the best kept secrets of Siesta Key. While I had hoped to keep it that way, all I can offer is a ringing endorsement and review for the owners (who are incredibly kind...

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$300
avg per night
Special Offer
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
14 reviews

Key Amenities

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

About this property

Located in a prime area or Panama City Beach, at a short walk from the new and exciting Pier Park, the Tidewater Beach Resort is one of the most exclusive resort on the Emerald Coast and more amenities than most of the resorts in Panama City Beach. Our condo has the master bedroom with a king size bed...

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Featured review

"Beautiful spacious condo"

We loved the location Had a few sightings of porpoises and stingreys. Grand kids enjoyed the lazy river as did we. Great hosts.

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$163
avg per night
Navarre Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
21 reviews

Distance to beach: 75 yards to Navarre Beach

Key Amenities

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

About this property

**BOOK THROUGH OWNER. EMAIL FOR QUOTE. CHECK SPAM FOR EMAILS****NEW BALCONY FURNITURE** ***We also have a 3 bedroom unit @ (dot)com/10083 and 17763 **** Come and enjoy our 1500sf, 2-bedroom (Master has King bed/Guest has Queen & Twin Bunks) and 2 bath (Master has large garden tub w/walk-in shower/Guest...

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Featured review

"Perfect stay at Peace of Heaven"

My husband and I had a great time in Navarre staying at the Peace of Heaven condo located in the Beach Colony Resort. The condo was beautifully decorated and was in a great location with amazing views....

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$324
avg per night
Orlando Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
14 reviews

Distance to park: 20 miles to Disney World

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Preferred Jupiter Equestrian family community is a way of life that isn’t available anywhere else. It is common to see residence riding horses or driving a golf cart alongside the road. The community offers space and tranquility, Sidewalks, Nature Trails, Wildlife, Hiking, Biking, Playground, Country...

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Featured review

"Great house"

The location is amazing - the beach is on the doorstep! This is a great family-friendly condo with a stunning pool and wonderful hot tub. Ben (the owner) even let our dog stay. We'll visit again!

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$153
avg per night
Longboat Key Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated & furnished 1/1 second floor condo with wonderful view of Bishops Bayou on the uncrowded north end of Longboat Key. Whitney Beach has a beautiful natural stretch of beach as well as many amenities including tennis / pickleball courts, swimming pools, shuffleboard & boat docks...

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$133
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...

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Featured review

"Amazing!"

We so enjoyed our February stay at your condo. It is so beautiful, and all appeared to be brand new. Soo clean and well decorated. It was so well stocked for anything we could have possibly needed and so...

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$133
avg per night
Cape San Blas Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to beautiful Cape San Blas FL, located along Florida's Forgotten Coast in the Florida Panhandle--50 miles SE of Panama City Port St. Joe and St. George Island and Apalachicola.Cape Casa is a light-filled end unit, located directly on a freshwater fishing pond (can fish or feed the turtles...

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$221
avg per night
New
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautiful condo in Punta Gorda is the perfect getaway for golf enthusiasts and anyone looking to relax in sunny southwest Florida. This condo overlooks the 11th hole. With its prime location, modern amenities, and outdoor features, it offers an unforgettable vacation experience.Step into comfort...

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$162
avg per night
North Port Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 19 miles to Englewood

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

1,500 sq. Ft. Villa with 3 bedrooms, 2 bathrooms, lanai.The 1,500 sq. ft. villa with 3 bedrooms and 2 full bathroom, lanai and patio is in a friendly neighborhood close to golf courses. A mile from Publix grocery store and 4 miles from convenient Cocoplum Shopping complex.Other nearby amenities...

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$130
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 25 miles to Vanderbilt Beach

Key Amenities

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

About this property

Experience The National Golf & Country Club at Ave Maria, SW Florida's new Resort Style Golf Community with 24-hour guarded gatehouse. This spacious 2-bedroom, 2-bathroom (Arbor model) condo is located on the ground floor and looks out on the 15th tee with a beautiful lake view--additional privacy...

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Featured review

"Very nice view of wildlife and golf course."

Ave Maria is a nice small quaint community, The National is a bundled golf community still being built. The condo is very comfortable and in a good location. We enjoyed our stay and the golf course and...

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$171
avg per night
Perdido Key Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

See Videos, Specials and choice of 6 properties go to LenFarinaProperties com Snow Birds recrive 48% discount Dec 12 to March 13, 2026This modern, affordable, beachfront condominium has everything you need to create lasting memories with your life partner, young family, or even small group of friends.The...

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$120
avg per night
Hallandale Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Take advantage of our special offers :Winter: - 1 month: $8,500.00 USD + taxes - 2 months: $8,250.00 USD + taxes - 3 months and more: $8,000.00 USD + taxesSummer: - 1 month: $7,500.00 USD + taxes - 2 months: $7,250.00 USD + taxes - 3 months and more: $7,000.00 USD + taxesDon't...

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$264
avg per night
Santa Rosa Beach House
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Spooky Lane Beach Access

Key Amenities

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

About this property

Our three-bedroom/three-bathroom house is located in a peaceful gated community: Old Florida Village, situated in the heart of Santa Rosa Beach. Just steps from scenic 30A, you can walk 10 minutes to the beach or bars with live music! The neighborhood even has 2 swimming pools to enjoy. We have 3 bedrooms...

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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.