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Florida Snowbird Vacation Rentals

(3361 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.

Gulfport House
Sleeps 6, 4 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Gulfport Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Luxury, Location and Livilihood. We have it all. Beautifully renovated and decorated. This home has a bonus room and an in-law suite. New LG appliances including induction stove. Front porch and huge back deck complete with outdoor furniture and a grill. Ask to use our bikes. Walk, bike or scoot...

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$343
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Wonderful 2 bedroom and 2 bath condo across the street from the beach. Your oasisNew Listing - Great RatesPopular Lido Towers Condominium on the First Floor. Spacious Front Corner Unit with 2 Bedrooms, 2 Baths, 1293 Sq Ft under Air with Large, Wrap Around, Screened Lanai. This is an Updated Condo...

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$166
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 "Sea Haven", a part of "The Florida Havens" collection of properties. This spacious beachside home is ideal for families and groups who want to enjoy the Florida Space Coast. Featuring four king bedrooms, a private heated pool and spa, and an easy two-minute walk to the...

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$414
avg per night
Satellite Beach Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

Very cute, relaxing 1 BDRM condo with Ocean View. Freshly Painted and Decorated! Everything you could want or need for your stay. 30 day min rental period. No Pets. 1 Queen Bed plus a Queen Murphy Bed in the LR. Washer and Dryer in unit. Just steps from the beach. Beautiful Sunrises, Dolphins, Nesting...

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$127
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Here’s your chance to vacation in paradise with this beautiful first-floor Arrowhead model in the highly sought-after community of Ave Maria. This stunning 3-bedroom, 2-bath home offers over 1,700 square feet of professionally decorated living space and is fully turnkey—ready for you to move...

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$243
avg per night

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Ormond Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Ormond Beach

Key Amenities

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

About this property

**STILL AVAILABLE FOR DECEMBER 2026 TO JANUARY 2027 SNOW BIRD SEASON -- BOOK NOW!**Nestled steps away from the beach, Ocean Breezy offers an idyllic coastal retreat that seamlessly blends modern comforts with beachside charm.Location is paramount - situated in the Ormond by the Sea community,...

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$107
avg per night
Vero Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 30 feet to Vero Beach

Key Amenities

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

About this property

Large main floor three bedroom condo with large terrace.

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$130
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

What a view! Beautiful second floor unit at Huntington Lakes, a gated community in North Naples. Just a few minutes away from top-rated restaurants, shopping and the beach.This fully furnished unit comes with everything you need for a comfortable and convenient stay. It has been completely updated...

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$93
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Peck Plaza is the tallest building on the beach. It's unique round shape offers panoramic views to the south and west. All remodeled in 2021, each room has a wall of windows with lots to see from our 9th floor vantage point. Our split bedroom plan is perfect for two couples traveling together, or...

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$220
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
Key Largo Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 3 miles to John Pennekamp State Park

Key Amenities

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

About this property

Enjoy the panoramic view this tropically decorated, fifth-story unit has to offer of the Atlantic Ocean and the adjacent Wildlife Sanctuary. The unit affords its guests the spectacular sunsets the Florida Keys are famous for, right from your balcony and living room.Kawama Yacht Club is situated at...

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Featured review

"Boys week"

Great atmosphere, two minutes to the Atlantic. Jose great host, very clean. Thank you Jose for sharing your home.

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$237
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Villa Sunset is only a 10-15 minute drive from the most beautiful beaches. Shell seekers and beach lovers alike will find their money's worth here, and the warm waters of the Gulf of Mexico are fantastic in the summer months. For recreational boaters and anglers, there are many boat rentals in the...

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

Distance to beach: 10 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a comfortable, relaxing townhouse condo that sleeps 4. Full bathroom on the second floor, half bathroom on the first, all utilities and taxes are included in the price as are all necessities. Location is the real plus of this unit. It is near all malls, restaurants, beaches, and golf. Washer...

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Featured review

"Chaming condo near Fort Myers Beach"

Nice area near Fort Myers beach Sanibel Island and area golf courses. Enjoyed the pool area and the condo had everything that we needed. The owners helped with anything we needed. Thanks

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$99
avg per night
Osprey Condo
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

You'll love this fabulous newly furnished condo with 3 bedrooms 2 baths with attached one car garage in conveniently located Bay Street Village in Osprey- Sarasota County.Pine View school a short distance away is the number 2 rated school in ALL of Florida. Minutes from top rated beaches in...

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Featured review

"Perfect condo for Snowbirds!"

If you are a snowbrid looking for a place that feels like home, this is it! This condo has everything you need, the pool is wonderful and the neighbors are friendly. It's a great location close to beaches,...

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$85
avg per night
New
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Located in the vibrant gated community of Wellen Park Golf & Country Club, this exceptional 4th floor, 2br/2ba condo offers an ideal mix of comfort, relaxation and recreation, providing the perfect home base for your Florida visit. Whether you are eager to escape the cold of winter or simply want...

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$113
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Lido beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Highly desirable unit at the luxurious Serenata Condominium Residencies. Spectacular split floor plan featuring 10' ceilings, large living room with dining room and fully equipped kitchen, 2 niece bedrooms with huge walking closets, beautiful lanai with extra storage, laundry room and more.

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Featured review

"Best "Home away from home"!"

We have stayed in this particular unit for the past 3 winters, and would return in a heartbeat if it were not for unexpected health issues this year, some of which are aggravated by stair climbing!! However,...

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$103
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy seasonal living in this brand-new, first-floor 2 bed + den / 2 bath home, located directly on the 10th tee of the Nicklaus Design course at Webb’s Reserve Golf & Country Club.Easy access with no stairs thanks to its convenient first-floor location.Outfitted with luxury home-grade...

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$117
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Experience life and leisure at its best, directly on the Gulf of Mexico. Our private condominium is located in the Savoy on the exclusive 'North Gulf Shore Boulevard.' in Naples, Florida. The unit is a bright and spacious, two bedroom, two and 1/2 bath unit with spectacular views of the Gulf...

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$267
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
7 reviews

Distance to beach: 2 miles to Bowman Beach

Key Amenities

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

About this property

Pristine, lovely home in quiet subdivision, 400 yards from the Gulf of Mexico and the spectacular beaches on Sanibel Island’s west end. Beaches on this area of the island are relatively quiet, with few people; Captiva's beaches also are close by across Blind Pass, within walking distance. ...

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Featured review

"Sanibel Dreaming"

I had a wonderful time in Sanibel, much of this due to Heidi's home on Pine ave. The previous reviewer said it all: the house is perfectly outfitted for a great vacation. The home is light-filled, comfy,...

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$123
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Step into resort-style living in this gorgeous home nestled within the highly sought-after 55+ Del Webb golf community. Mornings on the lanai are simply breathtaking, offering serene lake views and a sparkling saltwater pool—your own private oasis to start (or end) the day. This social membership...

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$210
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your perfect Florida escape! This beautifully furnished, modern 4-bedroom home offers over 2,000 sq ft of comfort, style, and convenience—ideal for families, groups, or remote workers looking to unwind in paradise.️ Relax in Comfort2 spacious bedrooms with king-sized beds 1...

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$283
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 63 miles to Walt Disney World Resort

Key Amenities

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

About this property

Guests welcome and typically come back more than once! Feels like a home and less like a rental. You'll feel this throughout. For example, Dyson vacuum, chef's kitchen knives, kitchen well stocked beyond the basics. Freshly painted with new furniture and artwork. This fully equipped home...

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Featured review

"Melrose Court Review"

Our stay was very delightful. The house was very tidy, clean and welcoming. The pantry and freezer was well stocked! We appreciated the two carts although we used only one sporadically. I loved sitting...

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$143
avg per night
Fort Pierce Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

2 bed/2 bath, remodeled kitchen and both baths. Steps away from the garage, Main pool, tiki and the beach cross over. Centrally located to the majority of OV's amenities. Enjoy beautiful Ocean Village and the many amenities it has to offer including 3500 feet of private beach, 9-hole 3 par golf course,...

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$221
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Situated within Pelican Point Golf and Country Club this private single-family home offers the ultimate, luxurious golf destination for golf enthusiasts, home-like environment for business travelers, and everyday vacation for all. The home has an open kitchen with cozy breakfast area, an open living/dining...

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Featured review

"A beautiful oasis in Venice"

We absolutely loved our stay at this beautiful home in Venice, Florida! Everything in the house is brand new, spotless, and very inviting. The spacious kitchen was a dream with its huge island and top-quality...

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$167
avg per night
Tierra Verde Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Distance to beach: 3 miles to Ft. DeSoto

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to your own slice of waterfront paradise in Wander Residences, one of Tierra Verde’s most desirable coastal communities. This beautifully furnished 1-bedroom, 2-bath condo is fully stocked, gorgeously maintained, and ready for you to enjoy from the moment you arrive. Wake up to peaceful...

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$156
avg per night
Melbourne Beach Condo
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Beautiful fully furnished and equipped condo is updated and ready for you to relax and enjoy. Perfect for executive lease, extended stay or vacation. Open floor plan with ocean views from all three bedrooms, great room and kitchen. 3 Bedrooms plus an office /bedroom. Renovated modern style kitchen, granite...

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$200
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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$493
avg per night
New
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 0.4 miles to Fort Zachary

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape the winter and settle into this beautifully renovated 2-bedroom, 1-bath condo in the heart of Old Town Key West — perfect for snowbirds and monthly renters seeking the ideal balance of tranquility and convenience. Located in the prestigious gated community of Truman Annex at the Shipyard...

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$190
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

FULL GOLF MEMBERSHIP INCLUDED & STEPS TO NEWER COMMUNITY POOL. Enjoy resort-style living in this beautifully furnished first-floor lakefront Veranda Bromelia model in the prestigious, 24-hour guard-gated golf community of Heritage Landing complete with full golf membership. Built in 2023 and used...

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$200
avg per night
Venice Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to We have three amazing options for local beaching

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VACATION RENTAL SOCIAL MEMBERSHIP TRANSFER ONLY Experience luxury resort living in this beautifully furnished 1st-floor Diangelo II floor plan, offering 2 bedrooms + den, 2 bathrooms, and a detached garage in the highly sought-after Wellen Park Golf & Country Club. This residence offers exceptional...

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$141
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

NOW BEING OFFERED FOR SALE BY OWNER! $319,900 - COMPARE TO OTHERS in area communities! OPEN HOUSES STARTING APRIL 7, 2026 from 1 to 3 pm daily thru the weekend. SEE IN PERSON! Great references upon request…. This home is even better in person ... take a look first-hand! HURRICANE-BUILT, very-well...

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$89
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
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
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

$3500 off season (May-October) - $4000 in season (November-April) 2/2 + Den/Office Fully Furnished in quiet established Beekman Place Community. Recently completely renovated. All new appliances including washer/dryer. 2 car garage. Private corner lot with mature trees, beautiful patio and fenced...

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

Key Amenities

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

About this property

Enjoy the March and April/Easter with great weather in Venice. Life at Farmington Vista is wonderful. Come and spend a month and enjoy BEAUTIFUL Venice - Golf, Tennis, Swimming, Bike Paths and lively Downtown Venice. So much to do! . Great golf all around and less than a 10 minute drive - Sarasota National,...

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Featured review

"Beautiful condo great location"

We stayed for the month of December 2022. The condo was clean and well cared for. Owners were prompt answering any questions we had and they checked in to make sure we had everything we needed. Kitchen...

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$70
avg per night
Panama City Beach House
Sleeps 7, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 300 feet to Laguna Beach

Key Amenities

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

About this property

Serene Beach Getaway | 3-Min Walk to Panama City BeachJust 3 minutes from the beach with dedicated access – Escape the crowds and embrace peace, comfort, and convenience just steps from the sugar-white sands of Panama City Beach. Whether you're planning a family vacation, couples’...

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Featured review

"Truly a Paradise"

Brand new , very clean with everything provided for a great stay! The house sits on a quiet street with no road noise. So peaceful and perfect for us, yet walking distance to the beach!!

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$255
avg per night
Panama City Beach Condo
Sleeps 12, 3 bedrooms, 3 bathrooms
14 reviews

Key Amenities

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

About this property

With a charming, boutique feel, Sterling Breeze offers more than you ever dreamed. This property features beach-front balconies, a private home entertainment center, poolside wine bar and an internet cafe. Each condominium is professionally decorated and includes private balconies, 60-inch plasma TV and...

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Featured review

"Lovely Winter Stay"

Sterling Breeze is a very Friendly Resort to spend your Winter Getaway. This 3 bedroom, 3 bathroom unit on the 17th floor was very spacious and filled our needs nicely. We enjoyed the Fabulous Fireworks...

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$323
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 2 miles to Naples Beach

Key Amenities

  • Air conditioning
  • WiFi

About this property

AVAILABLE Jan & April 2026 !!This stunning turnkey furnished 2 bed + den set up with a queen bed/ 2.5 bath single-family home with pool. a quick drive to the luxuries of 5th AVE. and Naples Beach! A must see ! Come Relax and Stay in this beautiful home !

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$166
avg per night
New
Panama City Beach Townhome
Sleeps 14, 3 bedrooms, 3 bathrooms

Distance to beach: 100 feet to Beach Access 18

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Welcome to Your Perfect Florida Getaway Bring the whole crew and enjoy the ultimate beach escape in our spacious, family-friendly home designed for relaxation, fun, and making unforgettable memories. Our home comfortably sleeps up to 14 guests and is fully stocked with all the essentials you need from...

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$520
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Lovely 1st floor condo at Sandpoint. Come to Daytona, relax & enjoy a memorable stay in this 2BR, all new condo on the beach. Fun nautical decor sets the mood for your family. Oceanfront pool deck w/ beach access. New open kitchen offers everything for meals or snacks. 2 bedrooms beautifully appointed...

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$227
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
Key Largo Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful bright Buttonwood Bay Condo. It's one of the few 2000sf units for rent in the community. No stairs inside the unit. It is a spacious corner unit with a single floor plan. Located close to the tennis courts and pool. Our home has new furniture and all new kitchen appliances. From the moment...

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Featured review

"Buttonwood Bay Vacation"

One of the nicer & classier condos we have stayed at in Key Largo. My wife & I walked around the docks for exercise mostly every day except for a few that were too cold, also spent a few days at the heated...

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$187
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Port Charlotte Beach Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2020-built Terrace condo, Birkdale model at Heritage Landing Golf and Country Club in beautiful Punta Gorda Florida. Secluded but not too far away from it all, this stunning fourth floor unit offers amazing views of sunsets, the 11th tee of the golf course, a pond with lots of wildlife and on a clear...

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Featured review

"Attentive owners,well equipped and very clean condo"

Ideal and quiet place to enjoy sports such as golf,tennis and very large swimming pool. All essential services are nearby.

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$133
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available for full 2026 season! Beautiful and spacious 3 bedroom townhome located in Sail Harbour, a beautiful community in a great location, minutes from Fort Myers Beach, Sanibel Island, shopping, restaurants and entertainment, also adjacent to the HealthPark Medical Center. Enjoy open plan, very well...

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$109
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Stunning Bougainvillea Model with Golf Membership – Fully Furnished & Move-In Ready! Step into luxury with this beautifully decorated 3-bedroom + den Bougainvillea model, perfectly positioned to capture serene sunrise views every morning. Boasting top-tier upgrades and an unbeatable location,...

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$400
avg per night
New
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Experience luxury living at the National Golf and Country Club! Discover the exceptional Diangelo II Model, a haven of comfort and elegance, perfect for seasonal rental. Accommodating 4 to 6 guests, this home features a pull-out couch with an upgraded gel memory foam mattress, ensuring everyone enjoys...

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$210
avg per night
Siesta Key House
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Discover your Siesta Key oasis! This gorgeous 4-bedroom, 3-bath house boasts a private pool, updated interiors, and a prime location near the beach. Enjoy a fully-equipped kitchen, high-speed internet, and a spacious layout that comfortably sleeps 10. Relax on the covered lanai, soak up the Florida sun,...

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$253
avg per night
Punta Gorda House
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 4 miles to port charlotte

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

HE HOUSE 2800 sq. foot 2 car garage When you enter the house you will appreciate the sophisticated modern decor and attention to detail, making you feel right at home. The living room, dining room and kitchen have an open floor plan and fully updated. The kitchen has granite counter tops and stainless...

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Featured review

"Amazing Holiday Villa"

Brian and Denise were the perfect hosts, they meet us on arrival and gave us a wee tour of the house showing us how the equipment worked and familiarised us with the villa. This is a spacious well equipped...

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$207
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Our CLEAN, no -smoking 3 bedroom, 2 bath fully furnished house with a heated pool is ideally located !! Walk to the beach via the Public Beach Access by the Marriott Crystal Shores, only a quick one block away.“The Marco Walk Plaza” is also one block away, with its many restaurants, "dinner...

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$350
avg per night
Redington Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

NOTE: There is an application required for rental of this property that must be submitted 30 days in advance and approved in order to reside at this property. 30-night minimum stay! Please - no "broken" months!The pools are currently out of service due to hurricane damage. Beaches are accessible...

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$232
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.