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Florida Snowbird Vacation Rentals

(3364 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.

Hollywood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 yards to Located Directly on the Beach

Key Amenities

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

About this property

Located next door to famous Westin Diplomat Resort & Hotel in Hollywood, Florida. My condo is on the Oceanside, Magnificent Oceanview’s from inside condo through new impact glass floor to ceiling doors and walls. With bistro set on balcony to view pool and ocean. Parking included in this rental....

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Featured review

"The owner was nice, caring, rental rolls clear and the condo was great."

The location was great in regard to being on the beach and the view was excellent. The condo was fully equipped with all kitchen needs, bathing, bedding linen, a little short on beach amenities (chairs)....

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Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beach and Tennis resort style facility with an adult pool and a family pool. This is an excellent top floor modern feeling condo in a beautiful setting.This unit is two levels with an entrance on both floors. Ground Floor Access and building elevator to 2nd floor access. Also has an internal stairway. Main...

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$176
avg per night
Lido Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lido Key is the ultimate spot for your tropical vacation. This end unit condo has a two sided lanai. It is in a gated community at the Southern end of Lido Key. Wake up watching the sun rise and end the day watching the sunset all form the luxury of the condo with a cup of coffee or a relaxing cocktail....

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$300
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful 3-bedroom 2 bath 2 car garage, heated saltwater pool home for seasonal rental. Wow! Situated on a very quiet street on a picturesque canal. That means privacy for enjoying the peaceful view from the caged pool area. This sparkling home has space to stretch out with 1979 square feet of A/C living...

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Featured review

"Excellent!"

Thanks you for sharing your home. We loved the tall ceilings, excellent kitchen, the pool temp was perfect, and comfortable beds. There were plenty of fluffy towels (could use more towel racks and trash...

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$193
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This updated beachy themed entire home is furnished and tastefully decorated. Fully equipped with everything you can ever need to have a relaxing extended vacation or snowbird stay.Spacious master bedroom with a king sized bed which provides you with the rest you need during your vacation. The master...

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Featured review

"Positive experience"

Very nice Owners very easy to work with from start to finish Any questions quickly addressed by owners

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Gainesville House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

1.25 Acres of quiet country living.

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$192
avg per night
Cape Canaveral Condo
Sleeps 6, 2 bedrooms, 1 bathroom
42 reviews

Key Amenities

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

About this property

Come enjoy a beachside paradise at our Blue Beach Condo located in Cape Canaveral-FL. and minutes away from famous Cocoa Beach. Our Blue Beach Condo it is located at Royal Mansions Complex that has 2 private beach entrances, a pool, and a jacuzzi where you can relax in the sun, take a walk at the beach,...

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Featured review

"Can't beat the location"

We went with the intention of working away from home on the beach. The location is exactly what we were looking for; in Cape Canaveral, not too close to touristy Cocoa Beach. And we wanted to walk right...

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$126
avg per night
New Smyrna Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Penthouse like corner condo with a front and back patio view to watch the sunrise ocean front views and sunset views from west patio. 3 bedrooms 2 bathrooms 'with water views.Watch Cape Canaveral launch from your patio, just amazing to hear and watch.Bring your boat, we have two launch...

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Featured review

"New Smyrna"

The condo could not be situated in a better location. Beachfront views from the fifth floor balcony on one side and the intercoastal waterway from the walkway on the backside. We even saw the launch of...

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$425
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Beach Front Condo on Fort Myers Beach is managed by property owner Linda Dawson who is easy to reach by phone should you need any assistance during your stay.Location, Location, Location! Welcome to our BEACH condo home located at the popular Leonardo Arms Condominiums! Our Condo has TRUE beach access....

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Featured review

"Wonderful place. We will definitely be back"

We had a fabulous month at Leonardo Arms. The pool is huge and heated, the beach right in front of pool, the palm trees swaying, and everyone is so friendly. The king size bed might have been the best...

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$137
avg per night
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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$172
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Great beach and Gulf views are breathtaking from your balcony, living room, kitchen and dining room of the Penthouse condo located on the 15th floor of Islands West Complex. You will love the beach views and fast Wi-Fi. Master bedroom with King bed has amazing views of the Bay and the Sarasota Downtown...

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$253
avg per night
New
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 50 feet to World's Most Famous Beach - YOU ARE THERE

Key Amenities

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

About this property

*** THE SANDDOLLAR POOL, HOT TUB AND POOL DECK ARE CLOSED DURING THE SEAWALL/POOL REPAIR - PLEASE CHECK FOR DETAILS AND DISCOUNT BEFORE BOOKING. *** Make yourself at home in this lovely 2/2 beach condo at Sand Dollar. Enjoy the southern exposure and ocean views from the 4th floor balcony. Colorful beach...

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$232
avg per night
Pompano Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 1 miles to Lighthouse Cove

Key Amenities

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

About this property

This upcoming winter season come to Florida and celebrate the Holidays, in your own private "timeshare”, that includes wifi, utilities, and community amenities, for one low price of $89 per night for a four month stay between December thru April. Just pick your four months between December...

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$97
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Siesta Key/Crescent Beach

Key Amenities

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

About this property

This exquisite Coastal House with all brand NEW furnishings has a beachy style with King size beds in ALL 3 bedrooms! It’s conveniently located just 3.8 miles from #1 Siesta Key Beach, only 5 miles to downtown Sarasota, just 7.5 miles to Lido Key Beach/St. Armand's Circle, 2 houses down from...

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Featured review

"Newly Remodeled, Super Clean!"

We had a lovely stay at this newly remodeled home in Sarasota. We enjoyed morning coffee on the back patio after a great night's rest in the king size beds (three KING beds--what a bonus!), and we definitely...

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$299
avg per night
Longboat Key Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Cedars East (0.6 mile walk) offers monthly memberships for tennis/pool/fitness center. The living area, kitchen and half bathroom are downstaris. Upstairs is the master bedroom with king bed and guest bedroom with 2 twins. Beach chairs, umbrella, wagon, treager grill all included. 60 day minimum during...

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Featured review

"Highly recommend!!"

We just spent 2 months at Tim’s condo and can’t speak highly enough about it! The location is perfect, mid island, walk to beach, on the canal which is just beautiful!! It’s great to have 2 floors...

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$167
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
49 reviews

Distance to beach: 1 feet to On the Beach Panama City Beach

Key Amenities

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

About this property

Owner managed and built in 2005, our 6th floor west end luxury beach condo has 9 ft ceilings, 1370 sq ft living area, 2 bedrooms, 2 bath with a large balcony facing the Gulf of Mexico. The balcony has the most beautiful view from the west end of the building. The balcony provides marine life viewing such...

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Featured review

"Winter Residents"

We have been winter residents in Panama City Beach for 15 years, renting various condo's on the east end of the beach where it is quieter. This winter, we rented TI611 from Tina's condos at Treasure Island....

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$395
avg per night
Juno Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Mercury Road JB-6

Key Amenities

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

About this property

This immaculate modern Juno Beach original rancher is located at 32 feet above sea-level on a quiet part of the street between US 1 and Ocean Drive, to the North of Pelican Lake. It has 3 bedrooms, 2 bathrooms, a 2 car garage and a large pool with lanai. The front of the house is professionally landscaped...

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Featured review

"Great location"

Great location. Excellent, attentive owners, a real pleasure to deal with. The house is a bit "dated" to be honest, but overall I would recommend it, and the swimming pool is especially nice.

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$229
avg per night
Daytona Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Direct Oceanfront Condo!!! Totally remodeled 1 bedroom 1 bath unit. The resort lost its sea wall and pool during the 2022 storms. It now has a higher and stronger wall with a redesigned swimming pool, spa and surroundings. The building has new balconies and railings and was just painted. The Sunglow Pier...

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$257
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Super desirable Arrowhead Coach home, fully furnished and offering 3 bedrooms, 2 bathrooms, and a 2-car garage. This beautiful ranch-style model (no stairs!) features over 1,700 square feet of living space, including a large screened lanai with stunning lake and golf course views—perfect for relaxing...

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$210
avg per night
Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your dream beachfront escape in beautiful Manasota Key, Florida! This stunning 2-bedroom, 2-bathroom condo offers a perfect blend of luxury, comfort, and breathtaking views of the Gulf of Mexico.- Prime Location: Situated directly on the Gulf of Mexico, you'll enjoy unparalleled access...

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Featured review

"Very nice"

We loved our stay at this condo. On the beach and close to stump pass. Condo was spacious and clean. Kitchen was well equipped.

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$200
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to your slice of paradise!This 2-bedroom, 2-bathroom condo is ideally situated right on the sandy shores of Hutchinson Island, offering breathtaking views of the sparkling ocean. Perfect for a family vacation or a romantic getaway, this meticulously maintained condo promises comfort and relaxation.KEY...

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Featured review

"Sand Dollar Shores Condo"

Laura was an excellent host. Quickly responded to any question. Condo was 5 star. Clean, well stocked. Bedding and beds very comfortable. Bathrooms and showers excellent. Amazing deck and ocean view. Large,...

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$133
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

This updated and tastefully turnkey-furnished 2-bedroom, 2-bath condo is located directly across the street from iconic Venice Beach—perfect for relaxing, vacationing, or seasonal living. Enjoy an open, airy floor plan with a spacious master suite featuring a queen bed and walk-in closet, and a...

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$83
avg per night
Vero Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 3 miles to South Beach Park

Key Amenities

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

About this property

Welcome to Southside Cottage. This home is conveniently located in Southside Park, which is directly south of Rockridge, between 6th and 7th Avenue, and 12th and 8th Street. This central Vero location is minutes from Miracle Mile, Downtown Vero, and the Alma Lee Loy Bridge (17th St Bridge), which will...

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$228
avg per night
Estero House
Sleeps 6, 4 bedrooms, 3.5 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The exclusive Villa Belle Lago was completely refurbished in 2017. Since the end of 2018, the property is in rental and offers 3.400 ft² of living space for the whole family.From fully air-conditioned rooms, free Wi-Fi, DVD players to surround sound, this home offers all the amenities you need...

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Featured review

"Another Excellent Vacation"

We have stayed here numerous times and never been disappointed. This month long stay did not disappoint again. We found the villa had additional work done since our last visit further enhancing the experience....

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$229
avg per night
Naples Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful fully renovated 2 bedroom 2 bath apartment in Heritage Bay community. Rental comes with full access to 27 hole golf course on property as well as all amenities in the complex such as the pool, tennis, bocce, bike trails among others!!We also have another similar condo in the community (2...

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$217
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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$187
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

Welcome Home! Enjoy this beautiful 3 bedroom 2 bathroom Ft. Myers condo in a safe and well-kept neighborhood near the beautiful Gulf beaches. Start your day in the fully equipped fitness room. Take a dip in the resort pool and spa. You will enjoy a kitchen that is fully equipped for easy meal preparation...

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Featured review

"Excellent!"

We were very pleased with our stay at Bellamar Place! Michelle was very pleasant to work with throughout our entire stay. The condo was fully equipped with everything we needed to make our stay absolutely...

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$67
avg per night
Daytona Beach Studio
Sleeps 4, 0 bedrooms, 1 bathroom
11 reviews

Key Amenities

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

About this property

Special Discount pricing for multi week bookings. Contact me for the special pricing for your vacation get a way.We want you to enjoy this cruise ship like view from your private balcony.Our Sun Sea and Sand Vacation Condo unit is one of 2 properties we offer in the Daytona Beach area.Location-Location...

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Featured review

"This location is perfect, the ocean is just steps away and the view awesome!"

At high tide, the ocean seemed almost at my fingertips. I fell asleep each night with the door wall open and the sounds of the surf lapping at the beach. And in the morning, I witnessed the spectacular...

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$111
avg per night
Okeechobee House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Large family room, eat in kitchen, everything you need to cook a meal.Three bedrooms with pillow, towels and blankets. 2 baths, washer and dryer, carport, large side yard for trailer and cars.AC works great, extra spilt AC in third bedroom. Beautiful grassed yard maintained. Large TV and internet.

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$150
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to your bright and cheerful Naples retreat! This fully furnished 2-bedroom, 2-bath end-unit condo is tucked away on a peaceful cul-de-sac in the desirable Spoonbill community. Just steps from the private pool and spa, this serene second-floor condo offers wraparound views of sparkling lakes and...

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Featured review

"Excellent accommodations, convenient location"

We are delighted with this two-month rental. Entry was easy, place very attractive and clean. Well stocked with sheets, towels, blankets, kitchen and cleaning tools. Lovely lake views, quiet and private...

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$112
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Instantly be in vacation mode upon arriving at this home! You’ll have no problem relaxing here. The three-pocket sliding door opens the living room up to the lanai and pool area for a truly unique open living area. Plenty of space to relax and lounge around the pool. All appliances are brand new,...

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Featured review

"Super nice house with pool in warm FL!"

Beautiful house in a safe area with pool, near activities and restaurants in SW FL. What more can you ask for!

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$214
avg per night
Naples Villa
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your slice of paradise! This bright and beautifully maintained 2-bedroom, 2-bath retreat offers the perfect blend of comfort, style, and location. Enjoy morning coffee or evening cocktails by the private pool with a stunning view, then head out to explore — you’re just minutes from...

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$159
avg per night
Englewood Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tamarind Gulf & Bay Condominiums – Direct Gulf-Front Beauty!2 Bed + Loft | 2.5 Bath | Gulf Views | Beach to Bay Living Welcome to your slice of paradise at Tamarind Gulf & Bay, Manasota Key's premier beach-to-bay condominium complex. This direct Gulf-front 2-bedroom + loft, 2.5-bathroom...

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$232
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover our Paradise 3-bedroom, 2-bathroom Palms Retreat. Embrace the beach vibes, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing spots or relax by the inclusive private pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed...

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$156
avg per night
Bonita Springs Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Enjoy the best Bonita Springs has to offer in our Spanish Villa oasis with waterfront lake views and a heated private pool! Just a quick ride to the sandy beaches of Bonita Beach, Fort Myers and Naples. Enjoy the quiet, serenity of our beautiful private heated pool, or sit and enjoy the cool breezes in...

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$128
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Upscale Oceanfront condominium sleeps 6, (up-charge for additional guests)- located just a few blocks south of Dunlawton Pier and about twenty minutes from Daytona Speedway. Orlando is just a little over an hour away. Corner unit facing southwest. The 400 square ft. wrap around balcony wraps around the...

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Featured review

"Great time"

We really enjoyed our stay. Condo was what we expected. No surprises. The owner was quick to answer. Any questions we had. Carpeting does need to be replaced. Love the view and the location was great. Owner...

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$150
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

First floor unit in gated community with one-car attached garage and beautiful lake view. Two bedrooms (queen and twin beds). Two full baths; master has walk-in shower and large bathtub. Guest bath has shower plus bathtub. Fully equipped kitchen, dishes, glassware, cooking pots and utensils. Smart...

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$93
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Must see views from back lanai that you will enjoy daily! Come experience 55+ living in Del Webb Naples with tons of activities in the town of Ave Maria, FL and close to Naples, FL! Full access to Del Webb clubhouse with resort pool, lap pool, steam/sauna, hot tub, virtual golf simulator, pickleball,...

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$173
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Founder's Park

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Long-term rental available in the beautiful Venetian Shores community of Islamorada, Florida. This 3-bedroom, 2-bath home sits on a secluded plugged canal by the water. Enjoy a large master bedroom, a spacious open layout, and a generous outdoor deck ideal for entertaining. Additional features include...

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$235
avg per night
Sugarloaf Key House
Sleeps 10, 5 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This pet-friendly home completed in 2012 has 5 rooms, 3 king-size beds, and 4 twins plus a twin sofa bed and three full bathrooms. The home has a huge kitchen with custom made wood cabinets and top of the line stainless steel appliances including an indoor gas grill and a standing freezer: to keep the...

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Featured review

"Take Your Vacay from 0 to 60 in 2.5 seconds"

SIX STARS * * * * * *This is a wonderful home with channel access right behind the house. It's perfect for the whole family, very spacious. The owners are very accommodating, making sure everything...

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$329
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Relax with the whole family and enjoy the island life at our centrally located home !Enjoy our recently updated 3 bedroom,, 2 bath vacation home. It boasts a beautiful HEATED , salt water in-ground pool on an oversized patio. Close to shopping and restaurants! Our house is located on a quiet...

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Featured review

"Central location, great home, beautiful beaches."

Stayed here two years in a row and enjoyed the location close to restaurants and beaches. Go to the farmers market if you can and find lots of delicious things! This home is in a great neighborhood and...

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$250
avg per night
New Smyrna Beach Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Key Amenities

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

About this property

Enjoy sunny Florida beach living at its finest. Errol By The Sea is five story complex with 130 units. All units surround a plush tropical courtyard with a paved pool deck on a white sand beach. Two large pools, one with a splash deck for small children. One pool is heated with a wind screen during the...

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$107
avg per night
Davenport House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Kick your shoes off and relax at this amazing resort home which features a pool/spa, no rear neighbors and access to resort amenities at no extra cost (except golf). Championsgate is perfectly located in Orlando -it is 35 minutes away from the Parks, has a great shopping node a couple of minutes away...

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Ormond By The Sea Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 20 feet to On the Beach

Key Amenities

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

About this property

Fully furnished - Available May1, 2026- Absolutely stunning ocean view condo. 6 -month lease is $2050/month 12-month lease is $2000/monthThis 2-bedroom, 2-bath residence offers private beach access from the building and Atlantic Ocean views. The condo has been completely renovated in October 2025...

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$68
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Jerry's Gem! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to the world class beaches of Anna Maria Island Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included, Smart lock for Self Check-inThis property is located in...

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$235
avg per night
Melbourne House
Sleeps 8, 4 bedrooms, 5 bathrooms

Distance to beach: 150 feet to Paradise Beach

Key Amenities

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

About this property

Welcome to "Beach Haven", a part of "The Florida Havens" collection of properties. A refined coastal retreat designed for families and groups who want a tranquil beach experience with easy access to the best dining, activities, and attractions Florida has to offer. This spacious four-bedroom...

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$414
avg per night
Sarasota Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 4 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Experience elevated city living in this stunning residence nestled in Sarasota’s vibrant Rosemary District. Designed for those who appreciate style, comfort, and walkability, this home offers a perfect blend of urban sophistication and private tranquility.Step inside to soaring 11-foot ceilings...

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Featured review

"Cozy Jewel in heart of Sarasota"

We had an amazing stay at the property, location is super, just 5 minutes walk to restaurants, downtown and to rosemary district, also, the apartment has meticulous furnishing, very artsy, bright and...

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$137
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 400 yards to South Beach

Key Amenities

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

About this property

NOTE: We are not currently taking reservations past 12/31/2026. We will open reservations in early 2026 Thank you.The Location - Florentine Gardens is located on the south end of the island less than two blocks from the public entrance to south beach. NO PARKING ISSUES from here, you can walk it...

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Featured review

"Another month in Paradise"

My wife, Kathleen and I have stayed at numerous places on Swallow over the past 10 years. This was our favorite place. It’s large with 3 bedrooms. It’s wonderfully decorated with comfortable furniture...

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$191
avg per night
Pompano Beach Apartment
Sleeps 4, 1 bedroom, 1.5 bathrooms

Distance to beach: 200 yards to Across the street

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

AVAILABLE December 1st 2025 - April 30th 2026 with a minimum of a 90-day lease. Perfect winter escape condo with PRIVATE BEACH. OVERLOOKING POOL, FURNISHED including HOUSEWARES. OPEN CONCEPT KITCHEN, IMMACULATE, large master bedroom, SCREENED PATIO, WALK IN CLOSETS, TILE FLOORS. Pool has been beautifully...

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$88
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lovely first floor condo in beautiful Heritage Palms. 2 BR 2 BA. Freshly painted and decorated with TV in living room and both bedrooms. Cable and internet included. There are 2-18 hole golf courses, tennis and pickleball courts, 9 swimming pools, practice range, activity center, fitness center....

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Featured review

"Heritage Palms"

Friendly people as well as staff and professionals. Great golf courses and club house as well as fitness center and practice facilities. Would highly recommend!

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$131
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.