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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.

Sarasota Condo
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your expansive balcony, setting the scene for an unforgettable stay. This meticulously kept, 4-bedroom 3.5 bath haven exudes...

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$835
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your BEAUTIFULLY renovated home away from home! ENJOY brand-new furnishings and designer coastal decor. This light and bright home feels extra spacious thanks to soaring ceilings and an abundance of windows. Enjoy stunning water views, offering a birdwatcher's paradise with delightful...

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Featured review

"Great condo, well outfitted, convenient location"

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

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$150
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

COME AND SEE WHAT WE HAVE TO OFFER AND ENJOY A RELAXED, FUN-FILLED STAY. Nestled along the serene Daytona Beach coastline, you will enjoy this beach condo … a perfect blend of luxury and coastal charm. This sea turtle themed 2 BR/2 BA offers breathtaking ocean views, modern amenities...

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$210
avg per night
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

What a great sunset view from this house! Fun in the sun surrounds this spot right on a wide canal with excellent access to fishing either the Gulf or the Atlantic side. Any outdoor enthusiast would be content here as the boating, diving, snorkeling, or kayaking is right out your back door.After a...

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Featured review

"Very nice home on canal and hot tub!"

This house has just about every and anything you could need. Very quiet and nice area. Owners went out of their way to ensure our stay was as stress free as possible! We had a 19’ boat docked at the canal...

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$177
avg per night
Sarasota Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Famous Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Whether you’re escaping winter or seeking a new sun‑filled home retreat, Granada Bungalow is waiting and is ideal for seasonal renters or families looking for a beautifully maintained home in a friendly, pet‑friendly neighborhood and highly rated Southside School District. It’s where timeless...

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$163
avg per night

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Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Cape Escape "OASIS" Villa is a new luxury Estate Villa in the desirable SE Cape area. This stunning villa boasts a beautiful open Great Room and split bedroom floor plan with upscale tropical furnishings and decor, plus separate Den/TV room. Best of all that coveted SOUTHERN facing pool/lanai!...

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Featured review

"Winter Escape - No snow shovel needed"

Our stay at Cape Escape “OASIS” Villa was absolutely unforgettable! From the moment we arrived, we were impressed by the beautiful tropical setting, luxurious furnishings, and breathtaking waterfront...

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$286
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Step inside and be captivated by the generous 1,726 square feet of living space that exude pure comfort. The expansive kitchen is the heart of this residence, designed to cater to culinary enthusiasts and those who appreciate a well-appointed space. With abundant counter space, high-quality appliances,...

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Featured review

"Great Location"

Lovingly equipped for all your needs and spotlessly clean. We fell in love with it the moment we saw the Instagram profile, and all our expectations were exceeded. Super kind hosts and a stunning location. Rotonda...

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$110
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Escape to paradise with this stunning turnkey furnished condo in Wellen Park! This beautiful 2-bedroom, 2-bath Birkdale model boasts an open-concept floorplan thats perfect for entertaining friends and family. Enjoy the sunshine and gentle breezes from your screened lanai, designed to make the most of...

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$117
avg per night
Amelia Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
23 reviews

Key Amenities

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

About this property

Our oceanfront Amelia Island vacation rental condo features 2 BR/ 2B with a spacious living/dining room and full kitchen. Experience one of Amelia Island's most beautiful unobstructed ocean views of the Atlantic Ocean. See the waves breaking on the broad sandy beaches from almost every room of the...

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Featured review

"Nice stay at Regina’s Condo"

Love Captains House! This is the first time we’ve stayed at Regina’s condo, and we really enjoyed it. Great location and well stocked. Beach towels, beach toys and beach chairs that we did not use,...

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$170
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

BRIGHT 2 BEDROOM, 2 BATHROOM CONDO ON THE GROUND FLOOR WITH WALKOUT PATIO. THE ENCLAVE AT NAPLES IS LOCATED 10 MINUTES FROM BEAUTIFUL DOWNTOWN NAPLES, 5TH AVENUE, WHITE SAND BEACHES, PLENTY OF SHOPPING, DINING, GOLFING, FISHING AND BOATING CLOSE BY. RESORT STYLE POOL AREA WITH GYM, BILLIARDS ROOM, RACQUETBALL,...

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$98
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

This 3 bedroom plus den home with 3.5 baths, garage, pool, spa, outdoor kitchen is a fully furnished luxury home overlooking a lake and the golf course. The house spans across 2800 sq ft with a very open plan and is located in the upscale Esplanade Golf and Country Club. The home is beautifully furnished...

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$500
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to White Marlin Beach

Key Amenities

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

About this property

*******Check us out on VRBO No. 2003434******** Please go to ....**To our guests** Nautilus Getaway has always been proud to utilize a contact-less check in process. We use CDC recommended standards for disinfecting in our all our cleaning protocols.As soon as you walk into this home you will...

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$350
avg per night
Hollywood Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Condo for rent in Hollywood DIRECTLY ON THE SEASIDE COMPLETELY FURNISHED Available now for monthly rentals or more or less ANNUAL rental is POSSIBLE Sea Air building directly on the beach, large 1500 square foot condo renovated and decorated with great taste.2 large bedrooms, one with a king...

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Featured review

"Great Facility"

My husband and I loved Hyde Beach hotel and the spacious condo. In addition, the staff was extremely helpful and pleasant. We had an amazing stay. The only negative was the occasional long wait for an...

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$214
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful condo located in St. Andrews West Lake Park, on the Plantation, near the Plantation Golf and Country Club surrounded by full grown vegetation, is a welcoming site for anyone who wants to get away. The kitchen is newly renovated and the 2 bedrooms have their own ensuite bathrooms. The...

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$75
avg per night
New Smyrna Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to New Smyrna Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Relax and enjoy resort-style living at Oceanwalk 9-504, a beautifully updated 3-bedroom, 2-bath vacation rental condo in New Smyrna Beach, Florida. Located directly across the street from the highly sought-after no-drive beach, this spacious South New Smyrna Beach condo is ideal for families, groups,...

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$200
avg per night
Flagler Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 20 yards to Ocean

Key Amenities

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

About this property

Oceanfront Penthouse with Stunning ViewsWake up to the soothing sound of the surf, refreshing sea breezes, and breathtaking ocean views from every room. This end-unit penthouse offers an unparalleled on-the-beach experience, complete with a wraparound balcony and an expansive 36x34 private patio,...

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Featured review

"Penthouse Delivers!"

The penthouse is one of several condos rented by family members for a recent beach vacation. This particular condo is one we would be delighted to return to! It features a family-friendly layout and comfortable,...

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$250
avg per night
Welaka Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Owner/Agent: Enjoy beautiful River Views from this tastefully decorated, top floor 2 bedroom 2 bath condominiumAmenities include your own dedicated boat slip below a relaxing high bluff pool and cabana recreation area. This building also has a convenient elevator for easy access to your unit.Come...

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$125
avg per night
New
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Settle into year-round comfort and scenic beauty in this professionally decorated 3-bedroom Carolina model, perfectly positioned with sweeping western sunset views over the lake, golf course, and the charming town of Ave Maria. Enjoy peaceful evenings from your private screened balcony—an ideal...

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$83
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bright and spacious (1700 sq. ft.) 2nd floor condominium, located in the gated Spanish Wells community in an idyllic, quiet cul-de-sac with lake view. Featuring: 2 bedrooms (master and guest), den and 2 bathrooms. Comfortably furnished and boasting a large living and dining area and large open plan kitchen...

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$194
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 16 miles to Sanibel

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your coastal themed getaway in South Fort Myers! Do you want to feel like your living in Florida- well this condo is for you with its beachy/ tropical feel! The condo is in a 55+ community ( very quiet), single story with no one above you. It is beautifully decorated, clean, light and bright...

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$90
avg per night
Port Charlotte Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 20 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Tomtom: A secluded sanctuary, perfectly placed.Tucked away in a peaceful natural setting yet just moments from life and convenience, Villa TomTom invites you into an atmosphere of calm, spaciousness, and understated luxury. From the moment you step inside, the villa feels like a private retreat...

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Featured review

"Perfect days at Villa TomTom"

Our stay at Villa TomTom was absolutely wonderful and exceeded all expectations. From the moment we arrived, we felt a sense of calm and privacy that made it easy to truly relax. The home is beautifully...

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$165
avg per night
Bradenton Townhome
Sleeps 9, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 18 miles to Siesta Key Beach

Key Amenities

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

About this property

Luxury Coach Home on first floor for couples, families (with kids), and big groups . 3 Bedroom /Two Big Baths/Two Car Garage-- an endless vacation lifestyle akin to a resort style vacation Home! The luxurious Club and pools will be bringing you and your family an unforgettable time!! Coming with membership...

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Featured review

"Absolutely wonderful"

Our family had the best stay here! I can’t say enough positive things. When we arrived, we were greeted at the gate and escorted around to tour all the amenities in the community. Everyone was so nice...

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$110
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Live life on the beach---Private parking included!Beachplace is one of Longboat Key's premier vacation rental locations on the island!With amazing direct Gulf-front views, this sophisticated and chic 4th floor condo with balcony has it all!This condo has modern updates throughout including...

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$285
avg per night
Fort Myers Beach Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

STR #22-0249Wake up to salty breezes, grab the complimentary cruiser bikes for a ride to breakfast, spend the afternoon floating in the pool or paddleboarding the bay, then stroll to the Gulf for one of Fort Myers Beach's unforgettable sunsets. This charming island apartment is your invitation...

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$148
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
10 reviews

Key Amenities

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

About this property

1 Bedroom Condo; Fourth floor, Bay and Gulf views, sleeps up to 4, Kitchen w/ dishwasher, microwave. Sofa bed in L/R, King bed in B/R, cable T.V. On private beach, at the northern tip of Lover's Key. Pool and Spa. Trolley stop to Fort Myers Beach attractions near by.LOVERS KEY BEACH CLUB Located...

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Featured review

"Great place"

We could not ask for more. A clean place, a great place for a couple, a private beach, a great view from the balcony, long walk to the lovers key beach, a big swimming pool with a spa. Janice is always...

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$129
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Welcome to our luxurious villa retreat, where relaxation is the name of the game! Tucked away in the upscale Rotonda West Circle, our haven offers the perfect mix of luxury and convenience, just a stone's throw from stunning beaches.Inside, you'll find comfort at every turn. Sink into plush...

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Featured review

"Beautiful Home"

Everything you need to enjoy Rotonda West and surrounding areas! Convient to the beaches and great restaurants.

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$165
avg per night
New
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Florida Keys Vacation Rentals – This waterfront home located in Coral Shores Park on Little Torch Key. It is a real paradise pleaser! The spacious interior is nicely decorated and completely remodeled. It has a beautiful open floor plan with views of the expansive deck and open water.There are...

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$170
avg per night
Panama City Beach House
Sleeps 6, 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 | 300 Steps/3 mins Walk to Panama City Beach/Laguna BeachDiscounted Rates for July 18-23. Book Now!! Snowbirds Welcome!! You will love the location!Just 3 minutes from the beach with dedicated access – Escape the crowds and embrace peace, comfort, and convenience just...

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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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$199
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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$290
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys.FLORIDA KEYS VACATION RENTALS! This stylish home is outfitted in Florida tropical style with cool and...

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$287
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning Canal-Front Retreat. Welcome to your dream Florida getaway. This completely renovated waterfront retreat sits on a beautifully landscaped tip lot with nearly 280 feet of Gulf-access frontage, offering sweeping intersecting canal views from almost every room. Designed with both relaxation and...

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$375
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Sought after beachfront unit on the 5th floor of building 9 and an end unit. 2 bedroom, 2 bath unit with stunning views and very well appointing furnishings.Beachplace is one of Longboat Key's premier vacation rental locations on the island!Amazing Gulf Views and private parking.Primary...

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$273
avg per night
Key West House
Sleeps 8, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

TRANQUIL BEAUTY: 3 BR’s, 2 Baths Private Haven paradise with huge private heated pool and landscaped back yard!ENJOY KEY WEST at its peaceful best in your 3BR, 2 bath private hideaway in a quiet neighborhood near Higgs and Smathers beaches and only a 10 minute bike or Uber ride from Duval Street....

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Featured review

"Wonderful"

Wonderful home, amazing response for any needs, great pool and parking. The covered porch (lanai) expanded the living space. We had an all around great experience. We will be back in the future!

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$167
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautiful beachfront unit on the 2nd floor with lake view and partial Gulf. This is a beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. It just feels like home. It was decorated by Anne Folsom Smith. It has many custom features, including hand crafted furniture, unique kitchen backsplash...

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$131
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to luxury living at its finest! Step into this beautifully decorated Arbor Unit, where comfort and elegance meet. The split 2-bedroom floor plan offers the ultimate in privacy—perfect for you and your guests. Perched on the fourth floor, you'll enjoy stunning panoramic views of the...

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$193
avg per night
Estero Townhome
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

3-bedroom, 2-bath second-floor townhouse in MARSH LANDING !!Available NOW for the 2026 season with a 60-day minimum stay per HOA requirements!This beautifully maintained 3-bedroom, 2-bath second-floor townhouse in the gated Marsh Landing community offers 1,524 sq. ft. of stylish and comfortable...

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$150
avg per night
Palm Coast House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

NICE !!Lovely home for vacations, holidays and special events. Tastefully decorated and furnished family home with screened in private back patio area with an in ground Pool. The back yard is completely enclosed with a privacy fence ,so you can bring your pet! This home is furnished with just about...

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Featured review

"Great house & great area"

The house is great! Very clean and well appointed. Lots to do in the area and conveniently located. Owner is responsive and good to work with.

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$205
avg per night
New
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This two-bedroom, two-bathroom condo is in a secluded gated community ideally located in Southwest Cape Coral. There are several walkable restaurants, Publix grocery store and the Cape Harbour Marina offering boutique shopping with additional restaurants. The condo is a quick drive to Tarpon Point Marina,...

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$133
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A beautiful twin Villa 3 Bedroom 2 Bath 2 Car Garage attached at Reflection Lakes of Naples. This Villa is tastefully done with a relaxing view of the lake from back patio. Amenities include lanai overlooking the lake, heated swimming pool, community center, fitness center, billiards, game room, and...

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$117
avg per night
Pompano Beach House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Pompano Beach

Key Amenities

  • Rentals by owner

About this property

Enjoy Tempurpedic mattresses! For reservations please call Mirka . Beautiful Home with a fabulous waterfront location, ocean access, and pool, minutes to the beach. This gorgeous home with nice furniture, on the water. Home has a very spacious design. House has a large glass sliding door overlooks the...

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Featured review

"Sunny Florida"

We have had great experience with , they sent us quite a few choices of places to stay, we shall definitely book with this website next year.

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$255
avg per night
Jensen Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to Paradise! 4th floor Luxurious CONDO with SPECTACULAR OCEAN VIEWS from Master Bedroom and Living Room. See the SUNRISE rise over the ocean or watch the SUNSET over the river. Beautifully furnished with tropical motif and all the amenities you need. Whether you prefer to sun bathe, fish, surf...

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Featured review

"Winter getaway"

We had a great time in our condo. The place was in a perfect spot. The people we met there were very friendly. We were close to everything we needed. Our owner was very helpful in everything we needed....

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$95
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

3 Bedroom and 2 Bath condo located in the resort community of Beachplace Association. Faces the golf course and has access to the boardwalk to the Beach. Beachplace sets up chairs and umbrellas daily on the beach to make access very simple and inviting. End unit with lots of light in the living space...

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$130
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning

About this property

Florida Keys Vacation Rentals – Need a private space to call home during your sunny stay in the Florida Keys? Conchy Joe’s is the place! This beautiful home has 3 bedrooms and 2 bathrooms. The interior is fully furnished and decorated in Florida Keys fashion with plenty of space for friends...

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Featured review

"Island getaway"

Always enjoy our stays in Keys when we find such a lovely place to have family come to join us. Some homes have a great location some have great amenities, but finding one like this, that has both is...

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$257
avg per night
Longboat Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Rental located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft and contains 3 bedrooms and 3 bathrooms and a private swimming pool. Dining room has views to the water. Canal connects directly to the Bay and the neighborhood is located on the...

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$259
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

A 2250 sqft, 3 bed, 2 bath newly remodeled home with new everything. Outstanding view of the golf course but not so close to be intrusive. A two car garage and patio as well. Access to our Clubhouse with Restraunt, tennis, pool and especially Golf.

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$150
avg per night
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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$99
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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$180
avg per night
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

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 decor sets the mood for a great beach getaway. Enjoy the Oceanfront pool and hot tub, or visit the fitness for a quick workout Sipping coffee on...

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$205
avg per night
Delray Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 6 miles to Atlantic Dunes Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo, 3 Bedrooms, 3 Baths, Sleeps 6This gorgeous condo completely remodelled in Spring 2025, includes new bathrooms with top end fittings, new kitchen with top end fittings and new appliances.This 3 bedroom, 3 bathroom, 1600 sq. foot condo is on the fourth floor{ elevator) with great views...

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$233
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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$113
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.