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Florida Snowbird Vacation Rentals

(3315 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.

Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Ft. Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 1st Floor Condo is your vacation Home Away From Home with many extra amenities including Free WIFI (anywhere inside our condo & Lanai). Located in Kelly Greens Golf & Country Club, a private and gated community with a new (2016) Par 72 Championship Golf Course. Our Golf includes 8 sets of...

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$63
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Distance to beach: 4 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Stay for a season or live at the heart of North Naples’ most coveted lifestyle destination — where world-class dining, boutique shopping, and entertainment are literally at your doorstep. This elegant, fully furnished 1,500 sq ft residence at Mercato places you in one of Southwest Florida’s...

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$158
avg per night
Delray Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This charming home is nestled in a tranquil neighborhood, where quarter-acre properties provide ample space and privacy. The backyard is fully enclosed for your peace of mind.Inside, you'll find both the living room and master bedroom adorned with elegant cathedral ceilings, adding a touch of...

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Featured review

"A Great Place!"

We just completed a two month stay at this very lovely house. The living area is spacious and the dining room seats six. There are three bedrooms, all with plenty of furniture and closet space. The kitchen...

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$195
avg per night
Key West House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

When they say it's all about the location, this home says it all!By city ordinance, you must rent this property for 29 days or longer!!Welcome to this beautifully restored, remodeled second-floor 1933 Key West home on Caroline Street.A stairway decorated with wainscoting will lead you...

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$587
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

PROPERTY NAME: Ocean Harbour K31 87851 Old Highway, Islamorada, FloridaLOCATION: Ocean Front CondoMINIMUM STAY: 28 Days, MILE MARKER: 87.8DETAILS: Gorgeous 3 bedroom ocean front condo with unobstructed ocean views from the screened balcony. Check out the photos! The kitchen was completely...

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$300
avg per night

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Jupiter Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Jupiter inlet and Carlin Beach Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Two bed/ Two bath Town-home completely updated. Brand new kitchen featuring new cabinets, appliances, and quartz countertops. Baths featuring Porcelain and marble tile. New porcelain tile floors in kitchen and living room, and brand-new furnishings. Large outdoor patio is an extension of the living...

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Featured review

"Self"

Great location with many amenities, very clean and neat with many upgrades, I think recently renovated, seems new kitchen and tiles. I will definitely rent again.

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$155
avg per night
Ormond Beach House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Renovated Two bedroom In a duplex walking distance to the ocean and the intercoastal river way, perfectly located to all that Ormond Beach has to offer. Beautifully updated costal kitchen with breakfast nook. Large open floor plan including dinning area, living room with large screen TV. Each bedroom...

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$117
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Absolutely stunning 3 bedroom 3 full bathroom condo with a wraparound balcony located in Calypso Tower 3 Resort. The HUGE wraparound balcony provides plenty of outdoor space to take in the beautiful gulf views and beach sunsets. You do not want to miss the opportunity to make this your vacation home....

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Featured review

"The best of the best!"

This condo offers a perfect blend of luxury and convenience, and I would highly recommend it to anyone looking for a top-notch living experience. I can't wait to return! Lori went above and beyond with...

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$120
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to "Just Coasting" in Tidewater Beach Resort! We offer Free Beach Service which includes 2 chair and an umbrella! You will feel like you are on top of the water! Check out the breathtaking ocean views from the 28th Penthouse floor. Get ready for paradise at this stunning, beachfront...

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Featured review

"Vacation with a side of Fastpitch softball"

As grandparents, we follows our girl grands in their quest for softball. Never having stayed at a condo within a resort was a first but this was great! This condo was very clean, very comfortable and the...

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$99
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within...

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$200
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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$117
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
Ave Maria House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This stunning Bougainvillea model home offers a spacious, open-concept design with 3 bedrooms + den and 3 full bathrooms, providing plenty of room for both comfortable living and entertaining. Located in the prestigious National Golf & Country Club. As you step inside, you'll immediately be impressed...

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$400
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 24 miles to Anna Maria Island

Key Amenities

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

About this property

ESPLANADE AT LAKEWOOD RANCH! This beautiful turnkey home with magnificent views of the 12th fairway and serene views of a lake and the many birds and other wildlife from the covered and screened lanai is located on a quiet cul-de-sac. As you enter through the front door, the great room floor plan is open...

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Featured review

"Fabulous Home"

We rented from Raj from January 24th through March 31st and everything exceeded our expectations. The house was immaculate and was well stocked with cooking equipment, dishes, glasses, storage containers,...

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$167
avg per night
Daytona Beach Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

COME STAY in this BEACH THEMED, CHARMING HOME AWAY FROM HOME ; ONLY STEPS TO THE BEACH. ENJOY THE SENSATIONAL VIEWS AND VIBRANT SUNSETS FROM THE CONDO BALCONY.This charming one bedroom condo in the iconic PECK PAZA complex has everything you need and more for a stress free, relaxing stay on the World's...

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Featured review

"Excellent"

We stayed 2 months in this condo. The view was spectacular. The sunsets were great. The condo has everything we needed and then some. Plan on returning next year.

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$185
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 0.1 miles to Laguna Beach

Key Amenities

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

About this property

THE 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 (SEE BELOW).THIS PROPERTY IS PET FRIENDLY (SMALL / MEDIUM DOGS ONLY)This Listing is for...

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Featured review

"Excellent"

Hostess was extremely courteous and on top of things in getting the arrangements completed with us. Ocean views from the unit were great and the beach was right out the back door. Home like setting on the...

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$264
avg per night
Cape Canaveral Condo
Sleeps 4, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Coastal Living in the Heart of Cape CanaveralEnjoy the Florida lifestyle in this charming condo located just a short walk from the beach in beautiful Cape Canaveral. Whether you're looking for a seasonal getaway, a long-term residence, or a convenient home near the Space Coast's top attractions,...

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Featured review

"Home away from home!"

I stayed here for part of May and the whole month of June. It is a wonderful place and I will be staying again. Gail is a fantastic host!

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$129
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Brand new (October 2025) beautiful Arbor model Terrace Condo at Heritage Landing Golf and Country Club in Punta Gorda, Florida. Spectacular third floor unit featuring a private setting with gorgeous sunsets, overlooking the scenic natural wetlands of Charlotte Harbor. The community features a Fitness...

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$83
avg per night
Ponce Inlet Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

7th floor 3 bedroomsbedroom 1 king bed bedroom 2 double and 1 single bedroom 3 double

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Featured review

"Wonderful"

We had an amazing time staying in your condo and would recommend it to anyone. Fantastic location right on the beach and a easy walk to several good spots for drinks and food

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$150
avg per night
Madeira Beach Condo
Sleeps 3, 1 bedroom, 1.5 bathrooms
2 reviews

Key Amenities

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

About this property

This is a lovely, one bedroom with king-size bed, 2nd floor condo with waterfront view located in the highly desired Madeira Beach Yacht Club. It is just across the road to the beautiful white sand beach. The condo is close to many amenities including the Winn-Dixie Liquor Store, CVS Drug Store, the post...

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Featured review

"Perfect Beach Condo"

This Condo has every thing you need for a wonderful holiday. No need to drive, a short walk and your on miles of sandy beach. There are two pools at this facility, the grounds are well kept and it is very...

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$110
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This beautiful home, newly constructed in August 2023, is located in the stunningly beautiful Heritage Landing Golf and Country Club resort in southern Punta Gorda, FL.At 2110 sq ft, this expansive home boasts the largest living area of all condo floor plans in this community! The space is tastefully...

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Featured review

"A slice of heaven!"

Gregg and Laura…thank you again for sharing your slice of heaven with us! You have a beautiful condo with every amenity a person could ask for and then some! The attention to detail throughout the condo...

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$100
avg per night
New
Sarasota House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Stunning waterfront home located on popular Lido Key. Situated directly on the picturesque canal, this home is perfect for boating enthusiasts or anyone who appreciates the beauty and serenity of waterfront living. Get ready to enjoy your days lounging by the pool, sitting around the outdoor fire pit,...

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$875
avg per night
Big Pine Key House
Sleeps 8, 4 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 3 miles to Bahia Honda Park

Key Amenities

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

About this property

Modern 4 bedroom 2 bath stilt home centrally located in Big Pine. Heated salt water swimming pool. Corner canal front lot with 120 ft of dockage. 5 min. to the Gulf and 10 min. to the Atlantic. Close to the Winn Dixie grocery store. Free public boat ramp 5 min away. Room on property to park 6+ cars...

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Featured review

"Croton house"

Well, we think the house is very nice and clean. Great location, lovely neighbors nice quiet place we have only positive things to say and nothing negative so have a great day

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$200
avg per night
Ramrod Key Cottage
Sleeps 2, 0 bedrooms, 1 bathroom
4 reviews

Key Amenities

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

About this property

Newly renovated cottage with million dollar oceanfront views.The beautiful in ground private pool will give the serenity you need for a relaxing escape with unobstructed view of the ocean, you can enjoy breathtaking sunsets, watch boats drift by, and listen to the soothing sounds of the waves—all...

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Featured review

"Breath taking view"

I stayed in the newest cottage . It was very clean and every essential needed. Mark was thoughtful enough to put bottles of water in the refrigerator for us . I had coffee every morning on the upper Tiki...

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$300
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover refined living in this elegant Logan Woods residence, offering the perfect blend of privacy, comfort, and modern convenience. Nestled on a serene, oversized property, this home invites you to unwind on a spacious back patio featuring ample seating, a fire pit, and tranquil views of local wildlife.Designed...

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$150
avg per night
Summerland Key House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Summerland Escape lives up to the name in every possible way! This oceanfront property offers 2 bedrooms, 2 bathrooms, beautiful living room and dining areas with spectacular ocean views. The well-appointed open concept kitchen with all stainless appliances offers plenty of space for relaxing or entertaining....

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$750
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

An immaculate house in a quiet, friendly neighborhood. Locates at: 7474 Quarry Street. Englewood, FL 34224. This house has a total of 1633 sq. and offers 3 bedrooms, 2 bathrooms. The living room has a Sofa bed and a 65" inch smart TV. The double sliding doors leads directly out onto the patio and...

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Featured review

"Quiet & Peaceful neighborhood!"

Let me start with a splendid home with very gracious & accommodating hosts A very delightful home with a refreshing pool. We will come back again when available to meet our needs and schedule, and close...

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$119
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This newly in 2017 built dream house with 4 bedrooms and 3 bathrooms is located in a quiet location in a cul-de-sac overlooking the Hibiscus golf course. Due to its central location, you can reach numerous restaurants and shops in just a few minutes. The spacious house has an air-conditioned living...

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Featured review

"January 2024"

We had a great time in Naples in January. The house was nice and clean and there was plenty of walking and bike riding in the area. We will stay there again!

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$180
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Peck Plaza is the one of the tallest building on Daytona beach. It's unique round shape offers panoramic views from this condo. Each room has a wall of windows with lots to see from the 12th floor vantage point. Newly remodeled condo in 2021. We look forward to hosting you and your family!Our...

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Featured review

"Great location and views"

This is a great place to stay at Daytona Beach Shores. The proximity to the beach, restaurants and groceries was outstanding. The sunset views each night were hard to beat. The unit itself was very clean...

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$200
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Artesia is a beautifully maintained, vibrate, pet friendly, gated community conveniently located between Naples and Marco Island. The Alexandria model boosts two bedrooms, two and a half baths, den and large two car garage. Turnkey furnished and move in ready, you can start enjoying all the great amenities...

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$100
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Key Amenities

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

About this property

The house is a bright, newer construction (in 2011) 3 bedroom , 2 1/2 bath home near the Siesta Beaches. This property is nestled in a quiet community a 15 minute walk from the white sands of Siesta Key's Crescent Beach and 3 blocks from the shops, restaurants and boat rentals of Stickney Point Bridge...

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Featured review

"Home away from home"

Our family has enjoyed this property several times. It is welcoming for many reasons from cleanliness, comfortable bedding and great room furniture to offering any cookware desired for preparing your favorite...

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$199
avg per night
Summerland Key House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beau Soleil is located in the most sought after neighborhood in the Lower Florida Keys, Summerland Cove, on Summerland Key. A gorgeous gem, tucked away in privacy with tropical plants and fruit trees everywhere you turn!This home is situated on a great boating canal with plenty of dockspace for your...

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$323
avg per night
Lady Lake House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Nice 2/2 Pool Home with a den. Located in the Rio Ponderosa Section of The Villages. Full Size Pool under a Large Birdcage, which allows outside seating areas. Nice under roof Lanai with space to enjoy the Florida weather. Just 4 minutes to Sapnish Springs and less than 10 minutes by Golf Cart. Close...

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$150
avg per night
Ormond By The Sea Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Ormond-by-the-Sea

Key Amenities

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

About this property

Oceanfront 1st-floor condo

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Featured review

"Summer get away"

We really enjoyed our get away to OrMond by Sea at Sea Bridge Condo. The Condo was perfect had everything we needed . The kitchen was so stocked that I enjoyed cooking there felt like I was at home. The...

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$70
avg per night
New Smyrna Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Sandcastle 102, your beachfront escape in beautiful New Smyrna Beach, Florida. This 3-bedroom, 2-bathroom ground floor condo offers everything you need for a relaxing and memorable coastal getaway. Located in a boutique, well-appointed building directly on the no-drive beach, this condo combines...

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$158
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Contact: Erana Pulli or Joesgirl16@ Newly renovated condo. First-floor end unit with a beautiful, private courtyard. Large, light, bright, and airy best describes our home! Granite countertops and stainless steel appliances are found in our eat-in kitchen. Another large dining table off the living area....

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$67
avg per night
Key Largo Apartment
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

If you're seeking a respite from the harsh Northern winters or simply craving soulful rejuvenation, our home at the Rock Harbor Club in Key Largo is the perfect sanctuary.Positioned directly on the beachfront, our townhome promises an idyllic setting for your ultimate relaxation. Step outside...

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$175
avg per night
Hollywood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

MINIMUM 1 MONTH RENTAL - $4,900 SEASON / $3,900 OFF SEASON - ALEXANDER - HOLLYWOOD BEACH -OCEANFRONT BUILDING! JUST REMODLED. TASTEFULLY FURNISHED, LAMINATED FLOORS AND OCEAN VIEWS. NEAR SHOPPING, RESTAURANTS, GOLF COURSES AND RACE TRACKS. $1,000 SEC -$200 MOVE OUT CLEANING FEE. NO PETS NO SMOKING. RENTAL...

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Featured review

"Alexander Towers"

I loved my stay at the Alexander Towers. Great location, great community. The pool is amazing, always super clean, the staff from all areas - from valet to front desk, to pool staff to maintenance- is...

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$130
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Wonderful Courtyard Villa newly remodelled, decorated and furnished. Enjoy the Florida weather around the pool or outside in the Private Courtyard. 3-4 minute walk to Spanish Springs Town Square and 10 minutes by Cart to Sumter Landing Town Square. Includes use of the Golf Cart and Pet Friendly!.

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Featured review

"3 month rental"

Looking for a location from Dec. 22- Mar.22 that includes a golf cart. I haven't stayed yet so how can I review anything.

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$125
avg per night
Key Colony Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 0.6 miles to Cabana Club

Key Amenities

  • Pool
  • WiFi

About this property

Salt & Seaglass- Porch, Dock, Pool Club. Sept 28 - Oct 10 Open & Big discount This welcoming, modern canal front duplex home provides a relaxing and comfortable atmosphere for your vacation in the Florida Keys!The home features 2 large bedrooms and 2 bathrooms, a modern kitchen with large...

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$143
avg per night
Key Largo House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

This is one of the most unique homes in all of the upper keys! What makes it special is that it's located on a peninsula so very private while at the same time offers stunning views of the Key Largo Bay.The home was recently updated to include all new flooring, new stainless steel kitchen appliances,...

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$667
avg per night
Islamorada House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Hi, nice to meet you!!! If you like to be somewhere surrounded by a magnificent peace and balance, fresh, organized and a very clean home, "you just found it". You will be happy to go out in the boat and come back to a relaxing home to enjoy the rest of the day with family or friends with...

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$250
avg per night
Rotonda West Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Florida vacationing at its finest! This three-bedroom, two bath home with pool has everything you’ll need for your vacation home away from home. The large living room has a triple sliding door that opens up to the lanai and pool area.There are three bedrooms, plus a fourth closed room office...

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Featured review

"Perfect location!!"

We loved our stay in Rotonda West. Quiet, close to many areas and offers many activities. Beaches just a few miles away.

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$175
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

We have owned and rented this property for 20 years and have been coming to Seagulls Condominiums for over 40 years. The condo bathrooms and bedrooms have just been updated and the entire building has just finished a major upgrading and painting. If my pics don't import from vrbo 49422, then you...

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Featured review

"Outstanding view and amenities. Will return soon!"

Classic art deco style building which was fully remodeled both inside and out. The owners are very responsible and have been doing this a long time.

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$295
avg per night
Punta Gorda Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 35 miles to Manasota Key (North), Ft. Myers Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

GOLF MEMBERSHIP INCLUDED – enjoy full access to the championship course during your stay! Perfect getaway in this beautifully appointed two-bedroom condo, nestled in the exclusive gated golf course community of Heritage Landing. This beautiful home is conveniently located on the main floor, offering...

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Featured review

"Enjoy a perfect get-a-way!!"

Enjoyed 3 fantastic months in this lovely ground floor unit! Serene view of the lake, nature & big open sky. Owners were wonderful to work with and extremely responsive. Loved the pool, Tiki Bar & Clubhouse...

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$70
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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$220
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to "Sol y Sal" in Buttonwood Bay. Brand new 2 bedrooms + den/ 2 1/2 bath townhouse. This unit was just redone in 2024 and includes fantastic, high-end finishes. Spacious living room with 70 in. tv, dining room with seating for 8, and kitchen with stainless steel appliances, and powder...

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$150
avg per night
Marco Island Condo
Sleeps 3, 1 bedroom, 1 bathroom
1 review

Distance to beach: 5 miles to Marco Island

Key Amenities

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

About this property

Condo, 1 Bedroom + Convertible bed(s), 1 Bath, (Sleeps 2-5) Beautiful, Very clean large Fully Furnished one bedroom condo located on the Isle of Capri, ten minutes from Marco Island and South of Naples FL. Full Kitchen, Bath, and Powder Room. The bedroom has one King Bed. Living room has a Pull Out Sofa...

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Featured review

"Unit 301 Marco Tiwers"

We’ve stayed in unit 391 for 5 seasons both January and February. The unit is very clean and fully stocked. Just bring your clothes and toiletries. The landlord is very accommodating. My husband fishes...

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$130
avg per night
Alva Villa
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Newer, furnished with high end furnishings. This beautiful one level 2 bedroom+den, 2 bathroom villa is peaceful, water views. 30 day lease minimum. 4 month minimum for winter months. No pets.Looking for a 4 month lease during winter season.Golf Membership is transferable with a fee.$2,000...

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Featured review

"Riverhall"

Location was excellent Walking distance to club house and bunker bar. Landlord very responsive and very easy to deal with. Would recommended his unit.

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$90
avg per night
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Island Key Condominiums is an intimate community providing relaxing waterfront views and a convenient location to all that Clearwater Beach has to offer! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the comforts of home including a washer/dryer, cable TV, Wi-Fi and flat screen TVs,...

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$125
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.