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Florida Snowbird Vacation Rentals

(3344 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.

Special Offer
Destin Condo
Sleeps 4, 1 bedroom, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Destin, Florida! GREAT PRICE for our NEW LISTING for 2026 beach vacations!! Beach Resort Condominium Unit 505 is a Fabulous Gulf View Condominium Rental direct BY OWNER. NEWLY RENOVATED one bedroom/one separate bunk room/two bath 1046 sq. ft., family friendly, nonsmoking/no pets weekly Saturday to Saturday...

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Featured review

"The best condo & the best owners"

Bob & Diane were fabulous & the condo was too. It was extremely clean & beautifully decorated. They helped get us in a bit early. They offered ideas on activities and food. They even left us a sweet treat....

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$248
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy your stay in beautiful Venice in a fully renovated, tastefully furnished 2 bedroom/2 bathroom second floor condo overlooking a private country club golf course. Open floor plan and vaulted ceiling make the space feel spacious and airy. Relax in a well appointed elegant living room with a 65 inch...

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Featured review

"Great Place"

We stayed at this property for the Month of April 2026 and I can not say enough good things. Valentia was super easy to work with and was quick to respond to any questions we had.The condo was fantastic...

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$75
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 5 feet to Daytona Beach Shores

Key Amenities

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

About this property

We call this our little piece of Heaven on Earth. Our Paradise awaits you in this luxurious, three bedroom, three bath 2500 sq. ft direct oceanfront condo located on the beautiful beaches of Daytona Beach Shores. The St. Maarten Beach Resort community includes 400 feet of ocean frontage and beach access,...

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Featured review

"St Maarten Condo, Unit 108"

This year, we stayed in Condo 108 at the St Maarten for our tenth year in a row. My family feels like we are at home when we arrive and we always hate it when we have to return home. The Condo is spacious...

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$375
avg per night
Cape San Blas Townhome
Sleeps 9, 3 bedrooms, 2.5 bathrooms
17 reviews

Distance to beach: 0.0 miles to Cape San Blas, St. Joseph Peninsula

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Gulf Breeze — Dog-Friendly Beachfront End Unit, 20 Steps to the Sand Twenty steps. That's the distance from Gulf Breeze's front door to the beach walkover at Cape San Blas. Not a short walk, not a quick stroll — twenty steps to some of the most unspoiled Gulf Coast shoreline in...

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Featured review

"Great place to stay on the cape!"

This townhome is very well equipped and very close to the beach. I've stayed in other units in this complex and being this close to the beach is definitely a plus! We cooked in several nights and the...

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$360
avg per night
Panama City Beach Apartment
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Condo, 3 Bedrooms + Bunk Area, 2 Baths, (Sleeps 8)Grand Panama Beach Resort is one of the newest and most luxurious resorts in Panama City Beach. The beautiful gulf-front building, built in 2007, offers grand architecture, luxurious accommodations, and a beautiful view of breathtaking sunsets of...

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Featured review

"Fantastic View"

Very nice, well-equipped condo. Good location. Beautiful pools and grounds. We also enjoyed the fitness facility. Very easy beach access. Most importantly, the beds were comfortable. We will definitely...

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$369
avg per night

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Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
18 reviews

Key Amenities

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

About this property

Please Note: Above the nightly rates we do have a cleaning fee and 12% Florida tax, please see rates for more info. or call me at I do rent 8 condos at the Sandcastles in Cocoa Beach so if this one will not work for you please let me know and I will do my best to help you.2 Bedroom 2 Bath side...

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Featured review

"Perfect location!"

Our #614 South-facing lanai had a gorgeous view of the ocean and sunrises and sunsets. Our front door had an ocean view and overlooked the beautiful salt water pool. The condo is well-stocked w everything...

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$151
avg per night
Deerfield Beach House
Sleeps 10, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Families' Top Highlights: Amazing Saltwater Heated Pool: Perfect for year-round fun and relaxation!Quick Beach Access: Just a 5-7 minute drive to two of South Florida's best beaches.Two King Bedroom Suites: Comfortable sleeping for adults (total of 4 Bedrooms/2 Full Baths, sleeps up...

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Featured review

"Ladies Trip Home Away From Home"

My girlfriends and I spent a lovely weekend here for a ladies getaway. It felt like home with every accommodation you would need stocked and ready. So clean and spacious and beautiful!! I’ve never stayed...

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$583
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 2 bathrooms LOCATION: 2506 Miracle Pkwy Cape Coral, FL, 33914, US LICENCE NO: RR-001686-2026 BUILT IN: 2005 LAST RENOVATED: 2023 (bedrooms, outdoor kitchen) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Elderly...

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Featured review

"Snow to Sun"

We enjoyed our stay and the support of property management. The accommodations were great beds were very comfortable; pool area was convenient with plenty of of seating and southern sun exposure. Convenient...

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$102
avg per night
Special Offer
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

WORLD CUP SPECIAL!! Stay with us in June and July, an hour and a half away from the MIAMI Hard Rock Stadium! Available - NOW OPEN FOR 2027 SEASONWelcome to this exclusive 2-bedroom 2 bath Lake and Golf View in the highly desired Greenlinks at Lely Resort. You can’t beat this location!Enjoy...

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Featured review

"Fab home away from home"

Just loved staying here.The home is beautifully furnished throughout - and has everything you could need.Carolina is so helpful too - really quick response to any query.It is a fab location...

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$202
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
16 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. This Venice vacation condo rental has 2 bedrooms, 2 baths and room for 4 guests and features views of the fairway on Plantation Golf Course. It is a ground...

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Featured review

"Close and convenient to several of the best beaches in Florida."

Within 15 to 20 minutes to some of the best beaches in Florida. Ground floor condo, right on the golf course, very convenient for folks who can't climb steps very well anymore.

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$58
avg per night
Islamorada Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Luxurious and large 2 bedroom 2 bath condo with balcony, large heated swimming pool, stainless steel appliances, flat screen televisions in every room in the beautiful Florida Keys.Huge ocean front dock with plenty of room for fishing! Wifi, deluxe cable, and restaurants within walking distance.2...

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Featured review

"We had a great stay at Tony & Nancy’s condo at Plantation by the Sea!"

The condo was neat and well furnished. Great location and a beautiful property! Founders park across Rt 1 is a great take with a nice beach and very helpful staff at the visitors center.

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$130
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 100 feet to On SIte

Key Amenities

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

About this property

Enjoy the view and watch for the dolphins from our spacious deck overlooking the emerald waters of the Gulf of Mexico. Complimentary beach service is provided at no extra charge, Maravilla has all the necessary amenities to make your vacation the best ever. Two pools, tennis courts, free use of the...

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Featured review

"Happy Heavenly Hour"

My week in Miramar Beach in this unit was outstanding. Smartly decorated, comfortable, quiet, great access to pool as well as parking. Having some disabilities, I navigated safely without any problems....

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$281
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 9 miles to Vanderbilt Beach

Key Amenities

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

About this property

A fully furnished Veranda I Condominium in beautiful Heritage Bay (HB) is available for annual rental, or seasonal rental, effective through all of 2025-7. This is a 2-bedroom unit with a Den/Office that also has a pull-out sofa bed. Rental also includes a 1 car unattached garage. Full golf membership...

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Featured review

"Home away from home!"

Our stay at this rental was awesome! We lacked for nothing in this fabulous space. Jim has thought of everything!

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$87
avg per night
Melbourne Beach House
Sleeps 14, 7 bedrooms, 8 bathrooms

Distance to beach: 50 feet to Melbourne Beach

Key Amenities

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

About this property

Welcome to "The Havens at The Dunes", a part of "The Florida Havens" collection of properties. This extraordinary oceanfront retreat offers 2 private beachfront villas on one secluded stretch of coastline. Set on protected sea turtle nesting grounds and bordered by conservation land,...

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$1,857
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
7 reviews

Distance to beach: 3 miles to Bunche Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This townhome is spacious, quiet and private with close access to Sanibel and Fort Myers beach and all the Iona area has to offer: swimming, shopping, restaurants, nature and golf as well as hospitals and doctors. The property is surrounded by peaceful water views and green space. The community pool is...

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Featured review

"Just what the doctor ordered"

Had a very nice stay at Jodie and Ron’s place in Ft. Myers. Excellent location near the beach and Sanibel. The condo was very clean and just steps from the pool. Also had a nice private patio area...

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$125
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Large 3 bedroom/2.5 bathroom condo, fully tiled, high ceilings with a screened balcony facing the pool. It's less than a 2-minute walk to the Gulf of Mexico - so close that you can hear the waves on the wide beach when the sliding glass doors are open. Just outside the screened balcony, there is...

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$324
avg per night
Lower Matecumbe Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This Condo comes with tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks.

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Featured review

"Bay Harbour condo review"

Spacious 2 bedroom condo with everything you need. Beautiful view, well equipped kitchen. Comfortable furniture. Well maintained grounds and great pool. You're able to buy fresh lobster/ seafood right off...

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$366
avg per night
Naples Townhome
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to your coastal retreat in one of Naples’ most sought-after communities. This beautifully remodeled two-story townhouse offers the perfect blend of comfort, privacy, and modern style—all within minutes of Mercato and Vanderbilt Beach. House is avaliable on a month to month basis. For...

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$186
avg per night
New
Bradenton House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Very comfortable on the inside with enough beds and room for 6 people. Fully furnished on the inside with the design of a typical beach home. A backyard complete with outdoor dining area and bar island that are great for outdoor grilling. A big, fenced in backyard that is great for pets to run around....

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$135
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the privacy and comfort of this elegant 3 bedroom / 3 full bathroom family home on the 6th hole of the pristine Vanderbilt Country Club.This beautiful home is located within Vanderbilt Country Club on the sixth hole of the golf course with a one-of-a-kind amazing view of the lake. Situated on...

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$173
avg per night
Hutchinson Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Sunny two bed, two bath, Kitchen, dining room, balcony and living room with sweeping views of the ocean. Large wall to wall window in master bedroom with views of the ocean and stars. Have breakfast on the balcony, watch turtles come up the beach and take long walks, with no crowds! Washer dryer included...

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Featured review

"Great beach side condo on beautiful Hutchinson Island"

The condo is perfectly located with beach views on one side and inter coastal views on the other. The location on the top floor makes the views even more incredible. The condo is well maintained, equipped...

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$97
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 7 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Our condo is fully equipped for a weekly vacation or a long stay with all the conveniences and comfort of back home - including new beds, linens, furnishings, and appliances.This 2nd floor condo features high ceilings and a lanai that overlooks the pool and picnic areas. The pool area has a beautiful...

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Featured review

"Amazing experience ️"

Very comfortable apartment in perfect location to the beach and grocery stores with swimming pool, clean and well equipped. Host is very responsive, kind and attentive. Highly recommend for couples getaway...

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$90
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood

Key Amenities

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

About this property

TUESDAY, May 19, 2026 ~ “Learn from yesterday. Live for today. Hope for tomorrow.” ~ Albert Einstein  ………. ALWAYS BE KIND Welcome to CasaClifton! Wide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek'...

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Featured review

"Casa Clifton"

We really enjoyed our stay for the month of January, 2026. Lovely waterfront home with a heated pool. Very clean and well stocked. Owners Linda and Bobby were very responsive to our requests. I would recommend...

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$150
avg per night
Key West House
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discerning travelers for over 15 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenities and ideal location the perfect spot to enjoy all that Key West has to offer.Dos...

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Featured review

"Perfect stay"

Our family of 5 visited Dos Casas and had an absolutely wonderful stay! We were warmly welcomed and informed about the property-they were very attentive to details. The compound is beautifully maintained...

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$653
avg per night
Islamorada House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Distance to beach: 1 feet to on property or at Founders Park

Key Amenities

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

About this property

Beautiful new home on Florida Bay with sandy beach, spacious pool, beautiful views, and sunsets every night. The home accommodates up to 12 guests. Each suite can be rented individually or combined. Please note that there is no smoking and no pets.Sitting on an acre with 6 bedrooms, 7 and 1/2...

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$923
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage.The main entry door...

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$117
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 18 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to a vacation home where every detail has been thoughtfully chosen to create a warm ,inviting, and personalized space for each guest. decor in every room to the cozy atmosphere throughout the house. Designed for unforgettable family moments ,you’ll enjoy relaxing days by the private pool...

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$230
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful oceanfront apartment with easy access to pool, spa, and beach. Dock with boat slips and tiki hut overlooking the Atlantic Ocean. Community exercise room Master Bedroom overlooking the ocean Two bedrooms, two full baths. Gourmet equipped kitchen Laundry room BBQ, and tiki bar. Located...

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

Distance to beach: 9 miles to Lowdermilk (Naples) or Tigertail (Marco Island)

Key Amenities

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

About this property

The unit is an end unit on the top floor of a four story building.  It is accessible via elevator in the center of the building, or stairs on either end of the 32 unit condominium.  It is unique in that it has vaulted ceilings only available on units located on the top floor, and privacy the...

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Featured review

"Wonderful Stay"

The location is amazing - several beaches are close by! Walking distance to shopping and restaurants. Old Naples is a short drive away with endless shops and restaurants. Plenty of activities, we saw a...

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$105
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This brand new first floor classic coach home features 3 bedrooms and 2 bathrooms and an all beach themed decor, and it is amazingly decorated with anything you would want to have in your own home. The owners have meticulously curated this fabulous condo and you’ll have to see it to believe it and...

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$120
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
6 reviews

Key Amenities

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

About this property

This is a beautifully furnished condominium with two bedrooms, dining room furniture and private balcony accessible from living room. The unit has two TVs, regular cable in the bedroom on a 26" screen and premium digital multimedia service with 14 HBO channels and 12 Cinemax channels in the living...

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Featured review

"Maderia Beach Yacht Club vacation"

My wife and I enjoyed our trip and the condo we stayed in. There was plenty of room and the unit is well maintained and had all the immunities.

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$193
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

If you are planning to visit Naples for a short visit or plan to stay for a season, this is a must see property. Our 2 bedroom & 2 full bathroom, ground floor, 1400 square foot condominium has everything you will need to enjoy your stay. Just bring your clothing.The condominium is not our primary...

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Featured review

"Very Good"

Comfortable and a quiet location along with easy access to Naples and the surrounding area. This condominium is great long term destination .

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$123
avg per night
New
Clearwater Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 8 miles to Clearwater Beach

Key Amenities

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

About this property

Relax in this beautiful gated community. Watch dolphins from your private balcony. Spacious one bedroom condo on the second floor (no elevator) with a fully equipped kitchen with granite countertops. Enjoy two living areas, washer/dryer and a private patio with dining table and chairs and a chaise lounge...

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Fort Walton Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Enjoy radiant views of the Gulf of Mexico from the comfort of your living room or while relaxing on your private balcony during your stay at Blue Dolphin #202. This Fort Walton Beach condo features a new king in the master bedroom, a new queen in the second bedroom, a new set of twin bunks in a hallway...

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Featured review

"Beautiful view!"

We truly enjoyed our stay here. We were on the balcony every day! Totally appreciated the cleanliness of the pool and common areas. Covered parking a plus. We will rent here again.

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$355
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
21 reviews

Distance to beach: 525 yards to Vanderbilt Beach

Key Amenities

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

About this property

With an exclusive North Naples location and an inspiring gulf view, our home provides an easy living penthouse atmosphere; ocean views, minutes to beach, resort amenities, close to dining, shopping, golf, tennis and other activities. Our exquisite well-maintained, spacious and modern condo features new...

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Featured review

"Great location. Inna was wonderful to deal with. No issues"

If I could give a 10 star rating I would. The condo was well stocked with all the amenities that you would need.Very clean & updated. Tks Inna

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$162
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

first floor classic coach home with secluded garden viewThis wonderful first floor condo, a West Indies Style Architecture will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior approval, an additional...

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Featured review

"A lovely condo. Very comfortable and homey."

A lovely condo in East Naples Florida. Close to the beach, nice restaurants,and shopping. Peaceful location and setting.with lake view and peaceful fountains. Beautiful sunsets from the lanai. A gorgeous...

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$120
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Stunning beachfront condo with breathtaking, direct views of the Gulf! This modern 2-bedroom retreat is perfect for families or small groups looking for a relaxing coastal escape. Enjoy your morning coffee or evening sunsets from the private balcony overlooking the water. Inside, the condo features comfortable...

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Featured review

"Perfect Get Away"

Fantastic place to rest, relax, and get away from it all. The condo was beautiful and nicely updated. Having access to the chairs and umbrellas included was a real bonus! The host was super responsive....

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$361
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Most of our stays are a 30 night minimum due to condo association rules. We are able to offer three stays per calendar year of less than 30 nights (rates may vary). If you are interested in less than a 30 night stay let us know and we will check availability.Pool/pool area is still under construction...

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Featured review

"Bonita Springs delightful condo"

What a great month I had in this condo. If you are looking for that perfect two bedroom two bath condo right on the beach, this is the place for you! Large balcony overlooking the Gulf made for some amazing...

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$197
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Enjoy a stylish experience at this centrally-located unit in desirable Lake Park! Less than a mile to the beach and 1.5 miles from 5th Avenue. This unit has everything you need to relax! The living room and kitchen is a spacious and open concept. 2 bedrooms with queen beds and a shared bathroom with a...

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$299
avg per night
Rotonda West Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
17 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to our spacious, fully air-conditioned villa — your perfect home away from home in beautiful Rotonda West. Comfortably accommodating up to 6 guests, the villa features 4 bedrooms, including two master suites (one with a king bed and one with a queen), plus two twin bedrooms that share a...

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Featured review

"Tranquility Villa - stands up for itself!"

What a wonderful villa! So comfortable and tranquil, just like its namesake! Overlooking the lake at the back we had masses of black whistling ducks all day long (cost us a fortune in Walmart bird seed...

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$166
avg per night
Ormond By The Sea House
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.1 miles to Ormond by the Seas

Key Amenities

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

About this property

Unavailable until October 1, 2026. January, February, March 2027: Currently unavailable.Please feel free to check in, in case we can open up to renters.Don't be shy! Send us an inquiry, and we will give you a personal quote. We will call you on the phone, as I promise you won't be routed...

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Featured review

"Beachy Interior, Fun Pool, Quick and Straight walk to beach"

This is a hidden gem beach town, at a hidden gem house, at a hidden gem beach! Loved our stay in this wonderful beach house! The solar heated pool worked great, and we used it every day. The hot tub...

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$112
avg per night
Oldsmar Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Main level, end unit condo, backing to lake, with two screened in lanais. Open and airy, with four sets of sliding glass doors. Master suite with walk-in closet and full bath. Fully equipped kitchen. Full size washer and dryer. Located in a secluded, gated community, yet close to many restaurants and...

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Featured review

"Oldsmar Condo"

Visited as couple in September 2025 from Gernany for 2 weeks. Jeri is the best host ever. Quick answers for any questions and a good communication over all. The condo is in a community gated area. The community...

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$86
avg per night
Treasure Island Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Distance to beach: 200 feet to Sunset Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This is an upper level condo in a 2 story building in Harborside House North on Sunset Beach, Treasure Island , FL 33706.

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Featured review

"Top notch!"

Very easy to work with. Ideally located. Very clean and updated. It was a pleasure working with the owner. I left stuff behind and remind me to obtain my belongings. Great location across from the beach.

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$165
avg per night
Englewood Apartment
Sleeps 2, 1 bedroom, 1 bathroom
5 reviews

Distance to beach: 4 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

IDEAL LOCATION!! Walk to Lemon Bay and Dearborn Sts. shops, restaurants, Farmer’s Market!!!!!Mermaid Cove is an oasis in the heart of Old Englewood VillageThis vintage-style 1940's renovated bungalows are just one block from the Dearborn artistic district where you will enjoy Art Festivals,...

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Featured review

"Comfy bungalow near the beach"

The bungalow was exactly what we wanted- close to beaches, restaurants, hiking, fishing and other activities! The bungalow was clean and well equipped with everything we needed to comfortably spend two...

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Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 4 bathrooms LOCATION: 2212 SE 11th Pl Cape Coral, FL, 33990, US LICENCE NO: RR-001822-2026 BUILT IN: 2024 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Boat dock + lift, own kayak slip, tiki-hut Gulf access...

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Featured review

"Best house in Cape Coral"

We have stayed at many house in CC. Some good, some not so good. This house is amazing! Well appointed, comfortable, convenient location and the view is unbelievable! Sunsets did not disappoint.Bonus...

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$273
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Golf Condo with fantastic views overlooking the 10th Tee Box with an eastern exposure in back lanai and western sunsets in the front lanai. Webbs Reserve Country Club Vacation Rental A Golfers Vacation Paradise, located in Southwest Florida. This 2nd Floor Veranda Condo has been professionally designed...

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$63
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your newly rebuilt dream retreat tucked away in the sought-after 34103 zip code of Naples. Royal Palm 2515 is a home that has been stripped down to its concrete block and entirely transformed from the ground up. Everything inside is brand new – no expense spared – with exquisite,...

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Featured review

"winter getaway"

Nice house, while not on the gulf it was a good location to get to 5th Avenue for nice shopping and restaurants. The water view is a small pond that had some ducks. Newly remodeled it appears. Neighbors...

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$205
avg per night
Marathon House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Flamingo Island Paradise!Step into this updated spacious home and enjoy! Tasteful, fresh decor matched perfectly for this relaxation paradise. 2 Master suites with ensuite bathrooms and comfy King Beds. There is a pullout twin in the living area for an extra guest. Updated well stocked...

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Featured review

"Quiet and relaxing"

This is a great location for two couples exploring what the Florida Keys has to offer. We did not have a boat or plan to fish so the residence could’ve accommodated both of those things. We did use the...

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$343
avg per night
Islamorada House
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

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

About this property

One of the only white sandy beaches in the Fl Keys and 1 mile whole of it!Newly built,state of the art,beautifully done 5 bedroom home, 4 master suites w/ king beds and facing open water! Magnificent indoors and out! Each bathroom is exquisite,very large stone,glass and hand picked tiles. The...

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$768
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
14 reviews

Key Amenities

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

About this property

Welcome to Sun, Sand, and Sunsets 706W at the Sunbird in Panama City Beach FL. Our owner-managed Gulf-front condo is designed for those who appreciate quality, comfort, and a truly relaxing beach experience.PLEASE NOTE MINIMUM RENTAL AGE IS 25.The Sunbird requires a separate amenity registration...

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Featured review

"Perfect Beachfront Getaway- Unbeatable Views of the Gulf"

This beachfront condo is the perfect place for a quiet, relaxing getaway! Centrally located and steps away from the beach! With three pool, beach volleyball, pickleball, and beach chairs with umbrellas...

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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.