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Florida Snowbird Vacation Rentals

(3385 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.

Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come and enjoy this private retreat in the wonderful and friendly gated community of Tarpon Cove (Martinique Condo). This 1400 square foot condo is an end unit with three bedrooms and two bathrooms on the first floor with lake and preserve views. In the complex itself, there are three pools, a Jacuzzi...

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Featured review

"Tarpon Cove"

Place was awesome ! Hosts were excellent. Loved it. Great location for biking. Ground floor was easy. Bonita Springs and Naples have so much to do.

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$179
avg per night
Cape Canaveral Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Distance to beach: 500 feet to Northridge Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Charming Coastal Townhome steps from Northridge Beach. A well-lit spacious house located in a cozy community, perfect for your dream beach vacation. Newly furnished and including appliances such as a dishwasher, washing machine, and dryer for your party of 6 or less. The two bedroom home away from home...

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$151
avg per night
Destin Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

Condo Highlights- Available for Snowbirds November through April - Pool heated November 24–30 and December 20–January 2 - Newly renovated 2-bedroom, 2-bath condo with private beach access - Complimentary beach cart, cooler, and four beach chairs included - Access to seasonally heated...

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$90
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

NEWLY REMODELED RENTAL - Beautiful D Building, 11th floor BEACHFRONT condo in Dunes of Panama on spectacular Panama City Beach. This unit was totally remodeled in 2023 -- new flooring, trim, paint, appliances, furniture, TVs, washer/dryer, ceiling fans, linens and kitchen items. Beautiful kitchen with...

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Featured review

"Well stocked condo for family vacation."

Perfect condo for family of five. Great view of ocean and resort grounds. This unit is so close to one of the three pools and to Stingrays bar/restaurant. The condo is very well stocked with everything...

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$312
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

CORNER (END) LUXURY OCEANFRONT CONDO, WRAP-AROUND BALCONY, WESTERN SUNSETS VIEWS, PET FRIENDLYTHE MINIMUM AGE LIMIT FOR RENTING THIS CONDOMINIUM IS 25 YEARS.PLEASE ASK THE OWNER FOR A COST ESTIMATE. UPDATED RATES FOR THIS CONDO, AS WELL AS PHOTOS AND REVIEWS, ARE ALSO PRESENT ON THE VRBO WEBSITE...

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Featured review

"Bonita Beach- Unit 11 ️️️️️"

Our family had an amazing stay here in June. The host was top notch. It was perfect as seen in the pictures. We’re looking forward to staying here next year. ️ ️️️️

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$278
avg per night

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Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Social Transfer Only Stunning End Unit Wellen Golf & Country ClubExperience true resort-style living in this beautifully appointed 3-bedroom, 2-bath Carolina floor plan. This highly desirable end unit offers exceptional privacy along with stunning golf course and water views. Enjoy one of the...

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$189
avg per night
Orlando House
Sleeps 9, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Relax with the whole family at this peaceful place to stay. Fully renovated, spacious, Modern 3BD 2BA Pool home on more than 2 acres in Saint Cloud. Just moments away from the Florida turnpike and highway 192 by vehicle, easy access to theme parks, water parks, airport. Grocery stores, shopping and dining...

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Featured review

"It’s turn out not good"

Well, apparently, we had two good days for my seven day trip and and the last five days it was a hurricane. My flight got canceled. I was stuck in Florida why ended up having to spend more money to rent...

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$225
avg per night
Cape Coral Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Introducing the highly coveted end unit now available! Nestled within the prestigious Cape Harbour yachting community, this waterfront Coach Home exudes luxury living. Meticulously maintained, it boasts 3 bedrooms, 2.5 baths, a 1-car garage with storage, and convenient proximity to the pool, fitness center,...

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Featured review

"Really great rental and location.."

Amazing location for restaurants and coach house was just as shown. Would definitely stay here again. Very attentive to any concerns we had.

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$256
avg per night
Cudjoe Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 miles to Bahia Honda, Key West

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Wonderful, pet-friendly and beautifully decorated 3/2 home on the water that's perfect for a vacation or simply relaxation. It's located on beautiful Cudjoe Gardens with direct ocean access. There's a marina within walking or rowing distance. Check out the nearby Marvin Key video.Summary: •...

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Featured review

"Wonderful"

My husband and myself along with another couple rented this property for 28 days in September 2022. The home is clean, very comfortable and nice. There is a canal at the house which we used to dock 2 boats...

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Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning NEW POOL home offered for Seasonal Rental. This 3 bedroom 2 bath, office home is located in South Venice. Great Room concept with Dining Room combination. Plank tile throughout except the bedrooms, which are carpeted. Beautiful new furnishings! Private lanai, GORGEOUS new SALT WATER (heated)...

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$185
avg per night
Estero Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 20 miles to Barefoot Bach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully updated 2 bedroom 2 bath condo, first floor unit. Renovated in 2021, this condo is very clean, bright, quiet and located in the great community of Bella Terra. Amenities include: pool, tennis court, pickle ball, basketball, bocci court, volleyball, fitness area, library and plenty of areas...

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Featured review

"Home away from Home"

I have stayed at Julie's condo for the past 2 years and loved it. It is decorated so nicely - when friends came over they all said how much they liked it! This condo is on the first floor and has an absolutely...

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$168
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal rentals starting October 2025!CALLING ALL BOATERS AND BEACH LOVERS! Take a look at this fully furnished 2 bed / 2 bath BAY FRONT end unit condo in Little Hickory Bay. Water views from every window! Southwest rear exposure provides stunning views of Little Hickory Bay itself, right from your...

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Featured review

"Little Hickory Stay"

Love this unit!!! Well appointed corner unit. Nice and bright with great view of the back water. Close to the beach, Doc's and Coconut Jack's. Thanks Lynda and Carla!!!

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$182
avg per night
Hutchinson Island House
Sleeps 6, 2 bedrooms, 1 bathroom

Distance to beach: 150 yards to our own

Key Amenities

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

About this property

Wonderful 2 bedroom vacation cottage located in a gated condominium community with a private beach, called holiday out on Hutchinson island in Jensen Beach Florida. You have the intercoastal on one side and the Atlantic ocean on the other. Full activity calendar if you choose to participate. Dances,...

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$100
avg per night
New
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

“Endless Paradise” is truly a Cudjoe Gardens gem! This ground level (no stairs here!) vacation rental home is walk in and relax ready! Located in the highly desired Cudjoe Gardens neighborhood known for its great boating access, ground level prestigious builds, local marina and don’t...

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$350
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to Coral Cape PlaceCreate lasting memories in our beautifully updated, caged, heated pool home, perfect for families and friends.Location Highlights:- 30 min to Fort Myers Beach - 45 min to Sanibel Island - 40 min to Fort Myers Airport (RSW) - 40 min to Punta Gorda Airport - Close...

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Featured review

"Loved"

Great house clean , , Host was very attentive dealt with issues immediately . The area was amazing , light traffic everything you needed was there close by.

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$251
avg per night
Kissimmee Condo
Sleeps 8, 4 bedrooms, 3 bathrooms
8 reviews

Distance to park: 2 miles to Disney’s Animal Kingdom Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to the Sun Lake Resort. We have 4 identical 1650 sqft units with 4 bedrooms and 3 bathrooms. The beautiful condo faces to sun lake and it has a spacious screened patio. It only takes 1 minute walk to a plaza for shopping and restaurants which is very convenient! More importantly, you are only...

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Featured review

"Awesome stay"

Beautiful resort and room was great. Great location and staff was very helpful. Would highly recommend this property.

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$142
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautifully furnished, two story townhome available for rent in-season or annually. The home has three bedrooms and a loft with a pullout sofa. It comes completely turnkey with everything you need to enjoy your 3-6 month stay in Naples. It is approximately 20 minutes to Vanderbilt beach. The community...

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$185
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

DECEMBER 2025 SPECIAL!!!!! NO TRANSFER OR CLEANING FEES!! SAVE $750!! Gorgeous 2nd-floor luxury coach home with golf in Babcock National's gated community. This open-layout Coach Home has fantastic sunrise views of the fifth fairway. You will enjoy the split bedroom floorplan with three extremely...

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Featured review

"Babcock National Condo - Fell in Love!"

The condo is perfect. The 2nd floor condo has lots of space and very nicely furnished. Kitchen was well stocked with most anything a cook would need. The lania is the place to be to watch the golfers...

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$258
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 miles to Marco Island

Key Amenities

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

About this property

2 bedroom 2 bath first floor end unit. Fully furnished including linens. Newer appliances and washer and dryer. Fully furnished kitchen, screened lanai, cable TV, Wifi. Heated pool, hot tub, tennis and pickle ball courts, bocci courts and assigned parking place. Near Marco Island and Naples beaches....

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Featured review

"wonderful condo in great location"

Very nice condo in a wonderful location, nice friendly owner, great pool with a hot tub, condo has everything you could possibly need and was very clean, we will rent again!

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$145
avg per night
New
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Bright, airy living spaces: High vaulted ceilings, open‑plan living and dining area, and full‐height sliding glass doors that open to the screened lanai with lake views.Fully equipped gourmet kitchen: Stainless‑steel appliances, breakfast bar, and perfect for casual breakfasts or hosting dinner.Three...

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$254
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Bonita Beach - 15 min.

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th (top) floor, 2 BR/2 Ba condo in Bonita Springs. 1 King and 1 Queen. Built in 2017. Modern appliances and furnishings. Washer/Dryer. Cable and Wifi. Screened deck overlooking lake. Views of 1st green and 18th tee and clubhouse. Deck faces Northwest so great for relaxing during the day. Neghborhood...

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$227
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your BEAUTIFULLY renovated home away from home! Be the first guests to appreciate the new quartz kitchen, brand-new furnishings and designer coastal decor. This light and bright home feels extra spacious thanks to soaring ceilings and an abundance of windows. Enjoy stunning water views, offering...

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Featured review

"Great condo, well outfitted, convenient location"

We spent the month of October here and it was perfect for what we needed. It was close to all types of shopping and many restaurants. The renovation was well done and it was very well equipped and supplied...

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$223
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to our newly decorated and fully furnished home! Available now for 2025. Feel the warmth of the beach the moment you step into this beautifully decorated 3 bedroom plus den, 2 bath coastal decorated home. Newly painted with Peruvian travertine 18x18 tiles throughout house except for bedrooms....

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$201
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

.no balcony 2 bed/2 bath Condo Between downtown Fort Myers and Fort Myers beach Pool area, hot tub, work out room Party roomOn 2nd floor/ no elevator Washer/ Dryer in unit 6 miles from beach off of San Carlos Target, Publix , liquor store and restaurants within walking distance5 min...

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Featured review

"DEFINITELY COMING BACK!"

I wish I would of found this rental earlier! The pool, people, amenities and LOCATION are exactly what my wife and I have been looking for. We will be returning here every time we visit Florida. The host...

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$132
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

This listing has a minimum 2-week occupancy. The condo is located on the 3rd floor in front of the elevator, it is very spacious and bright with vaulted ceilings and view of the golf course. Condo is a 6-minute drive from Fort Myers Beach and 1.5 miles from the bridge to Sanibel Island and Captiva. We...

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Featured review

"Lovely Condo"

Clean, lovely condo on the golf course. Great host communication and price point. Would recommend for those wanting to visit SWFL

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$120
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

THIS BEAUTIFUL ONE BEDROOM CONDO IS A FIRST FLOOR UNIT WITH COVERED PARKING. THIS CONDO WAS RECENTLY RENOVATED AND HAS NEW OPEN FLOOR PLAN WITH DINING AREA, LIVING AREA AND KITCHEN WITH BAR AREA. A 75 INCH SAMSUNG TV WITH COMCAST SERVICE AND INTERNETNCLUDED.THIS KITCHEN IS FULLY STOCKED WITH DISHES, GLASSES...

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$183
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to The National Golf & Country Club! This stunning Maria model floor plan, complete with a private pool and hot tub, is your ultimate vacation retreat. Step inside to soaring ceilings and elegant tile floors that enhance the spacious living area. The luxurious Owner’s suite features...

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$250
avg per night
Nokomis House
Sleeps 6, 4 bedrooms, 2.5 bathrooms

Distance to beach: 4 miles to Nokomis Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to the luxury lake-front home in the resort-like, gated Toscana Isles! This home features an open floor plan with 4 bedrooms, 2.5 bathrooms, and an oversized 3-car garage. The community offers an 8,000 sq.ft clubhouse, fitness center, heated pool, tennis/pickleball courts, billiard room, bar,...

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Ormond Beach Bungalow
Sleeps 4, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 100 feet to Ormond Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Walk or ride to beach ! 2 bedroom,1 bath home off (A1A). Ormond' Beach traffic free beach is located across A1A from the end of the street. We are centrally located to Ormond Beach /Daytona Beach 's famous 'drive on'' beach , Halifax River and Flagler 'pet friendly...

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Featured review

"Convenient location"

Just as pictured. Everything you might need, including washer and dryer. Within a block of restaurant, grocery store, Dollar Tree, Bealls, as well as ocean, beach and beach parks.

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$118
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to 128 Sweet Tree! Close proximity to Lakewood Ranch, Sarasota, Tampa, and Gulf Coast Beaches Private Screened in Heated Pool/Spa Social Membership Available Fully stocked kitchen for all of your favorite home cooked meals Smart lock for Self Check-in Queen or larger beds and TVs in every...

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$310
avg per night
New
Naples Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf views with a public beach access right across the street!!* 90 day minimum*Location, location, location! Gulf views from the kitchen, living room, lanai, and bedroom!!! Harborside West has a gym, pool, and an updated community room with entertainment area. Relax poolside or take a stroll...

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$133
avg per night
Marathon Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Turtles Nest! A beautiful 2-bedroom 2 bath condo in the heart of Marathon complete with 40' boat slip and a private boat ramp! 30 steps to the water and heated pool, this 2/2 condo is ready for your changes in attitudes, changes in latitudes!Community/Location: - beautiful canal-front...

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$310
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to the 55+ Del Webb Community in Ave Maria, Southwest Florida! This stunning 3-bedroom plus den home, complete with a two-car garage, is ready to welcome you. Perfect for a longer stay in sunny SW Florida, this home boasts numerous upgrades and offers ample space for both indoor and outdoor entertaining....

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$200
avg per night
Pompano Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Pompano

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Enjoy Tempurpedic mattresses! Home with a fabulous waterfront location, ocean access, minutes to the beach. This gorgeous home with nice furniture, on the water. Home has a very spacious design. Attractions and plazas with shops around. Enjoy the beautiful surroundings or take a short 20-minute drive...

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Featured review

"Truly an anglers paradise"

What a beautiful, clean home with fishing right off the personal dock. We caught sever different types of fish using only shrimp. The house is about 5 min or less drive to the beach. We also went to the...

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$207
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Sea Noir Moments! A Lower Keys dream, located in the super popular upscale Summerland Cove neighborhood. This is not your average vacation rental, with a heated pool and spa, ample dockspace for your boat, and a giant screened in porch to enjoy your daily catch pest free! And that is just the outdoor...

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$383
avg per night
The Villages House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to The Village of Cason Hammock!This coastal 3/2 home comes with a golf cart and is only minutes away from Sawgrass Grove Market and Ezell Recreation Center. The home is spacious and comfortably fits up to 5 guests. King bed in the primary bedroom with en suite bathroom. Queen bed in the...

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$211
avg per night
Hutchinson Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 feet to Hutchinson Island

Key Amenities

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

About this property

2 bedroom 2 bath waterfront condo on the beach at Barclay Beach Club on Hutchinson Island. gorgeous gated property with beautiful pool and clubhouse with all the amenities. Bright and relaxing interior with 1 king bed and 1 queen bed, tile floors, kitchen granite countertop, cable tv, WIFI, washer/dryer...

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Featured review

"Awesome- We highly recommend."

This condo is equipped to the highest degree. Kitchen has everything ++, needed to prepare great meals on all new appliances. The bedrooms, all looking over the Ocean are well furnished and have sliders...

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$140
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Sanibel is a 2007 built Oceanfront Condominium building with reserved underground parking, billiard room and a full equipped fitness center. Enjoy the Most Famous Beach in Style. Fully equipped kitchen and all linens. 35-foot balcony that can be accesses from the living room and the Master bedroom looking...

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Featured review

"Best place!"

We stayed in this rental last week and it is perfect! Plenty of room, clean, easy access to the beach, love that there is storage in the garage for beach items, you can just grab as you head down for the...

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$279
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.2 miles to Panama City Beach

Key Amenities

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

About this property

Sea La Vie Villa at Edgewater - a family friendly, gated community on the beach with a golf course and tons of amenities. We have a beautiful view of a duck and turtle pond with fountain -- so pretty at night when it's lit up! You can relax and watch the golfers from your windows and covered patio....

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Featured review

"Perfect Vacation!"

Loved our stay here! Amazing communication with Annette. Villa was clean, spacious and equipped with everything we needed. Annette even ordered a crockpot with liners and had them waiting on us when we...

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$126
avg per night
Ormond Beach House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Take a relaxing escape to this remodeled, 2-bedroom, 1-bath home set under a half mile from the salty Atlantic Ocean on Ormond Beach. This vacation rental delivers a sunshine treat featuring a yard, palm trees, and a small furnished patio making it an ideal hangout! With the beach nearby, it's easy...

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Featured review

"Cute home in great location !"

The house was perfect for my husband and myself. It is walkable to beach, Dollar General, Publix as well as a good variety of places to eat, if you don't feel like cooking in the well equipped kitchen.....

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$80
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful and colorful resort style condo. This condo has a beautiful Lakeview and is walking distance to the pool. 2 bed 2 Bath, fully stocked with towels, beach chairs and full kitchen. Close to Tin City and the popular downtown fifth Avenue and third Street let’s not forget the fine dining and...

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$123
avg per night
Haines City Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to park: 20 miles to Disney

Key Amenities

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

About this property

9 month rental $2,550 w/utilities included (all rentals) 6 month rental $2,750 3 month rental $2,950 $3,000 REFUNDABLE SECURITY DEPOSIT $175 CLEANING FEE PET FRIENDLYCORONAVIRUS SAFETY 1. All surfaces and touch points are washed down with a bleach solution after each rental. 2. SOCIAL DISTANCING...

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Featured review

"Everything was great"

Jim met us at the house on time and showed us around. The place is large and very welcoming. We had everything we needed for the months stay. I liked the quiet and peacefulness of the area. Thanks...

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$105
avg per night
New
Special Offer
Dunnellon Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Cozy 3BR/2BA boho bungalow 1 mile from the Rainbow River in Dunnellon, FL. Each bedroom has a new queen bed, plus a fully equipped kitchen, large living area, and 2 full baths. Relax on the spacious front porch with coffee or enjoy the backyard with cornhole and a grill. Board games and cards provided....

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$143
avg per night
Siesta Key Cottage
Sleeps 2, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 0.5 miles to Siesta Key Beach

Key Amenities

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

About this property

*Calendar month rentals only*May - November (seven-month lease) - $2000 per month plus utilities December - $4900 per month plus utilities January - $5900 per month plus utilities February & March - $6900 per month plus utilities April - $4900 per month plus utilities50% deposit upon...

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Featured review

"Excellent pet-friendly bungalow"

This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where...

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$212
avg per night
Long Key Mobile home
Sleeps 6, 2 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

The Heart of StoneIs a canal and pool front elevated keys home with 2 bedroom and 3 bath with plenty living, lounging and entertaining areas. The home has been recently completely renovated and refinished. The home boulsters an open floor design with 2 balconies (canal/ocean/pool view) in both the...

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Featured review

"Paradise #164 at Outdoor Resorts"

We stayed at this beautiful home, in a perfect location, during the months of March and April 2025. It is a home away from home with all the necessary comforts. It is situated on the canal and steps away...

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$172
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Live the Resort Life – Furnished Veranda Home with Full Golf Membership in The National at Ave Maria. Welcome to your next chapter in luxury living. This beautifully furnished Bromelia II Veranda floor plan is more than just a rental, it’s a chance to wake up every day in a resort-style paradise,...

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$210
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Just steps from the sugar-white sands and the warm Gulf waters of Indian Rocks Beach, this beautifully renovated 2-bedroom, 2-bath condo offers the perfect coastal retreat. With a heated pool, Jacuzzi, poolside bathrooms, and covered parking, comfort and convenience are at your fingertips. Designed to...

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Featured review

"Spacious and well equipped."

Recently stayed for the month of January. Great location. Condo is very clean and well equipped with everything you need. Owner was very responsive to any inquiries.

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$250
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Bayport Beach and Tennis Club!Available for minimum one month rentals beginning OCTOBER 1, 2025.Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 lushly landscaped acres on Longboat Key, FL. The grounds are meticulously maintained and provide a tranquil...

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Featured review

"Home Away From Home"

The property owners are terrific. The apartment was impeccable and met all needs and beyond. Would definitely return

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$266
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Peck Plaza is the ultimate vacation condominium, directly on the beach and close to all of the excitement that Daytona Beach has to offer. Building amenities include swimming pool, hot tub, kiddie pool, shuffleboard, corn hole, tennis court, basketball/handball court, activity rooms for pool and table...

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$201
avg per night
Daytona Beach Shores Condo
Sleeps 8, 4 bedrooms, 4 bathrooms
4 reviews

Distance to beach: 50 yards to Daytona Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Enjoy your family vacation, or a group getaway in our spacious 4 bedroom 4 bath condo. There's room for everyone. Get ready to relax...the condo is fully equipped with everything needed for a super stay. Split floor plan, large remodeled kitchen is great for family meals. Beautiful cabinetry,...

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Featured review

"Fun for family & friends"

Great location, just steps to the beach. Plenty of room for friends and family. Everything is here for a great day at the beach. Clean and with all the amenities.

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$300
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.