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Florida Snowbird Vacation Rentals

(3385 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.

Key Largo Estate
Sleeps 20, 7 bedrooms, 5.5 bathrooms
3 reviews

Key Amenities

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

About this property

Large, very spacious, beautifully appointed 7 BR home with breathtaking ocean views, large dock, pool, 2 jacuzzis, BBQ grill, 4 kayaks, large tiki, two fully equipped kitchens, all new appliances and major upgrades since Irma. Comfortably accommodates multiple families. Very private and secure with property...

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Featured review

"Perfect house for families!! Amazing outdoor space!!"

We loved our stay at Casa Lorelane! We had 18 people and never once felt crowded. The living area on the second floor was amazing. The second kitchen on main floor made it easy to prepare food to enjoy...

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$800
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bunche Beach Preserve -beautiful beach- 19 minutes

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Take it easy at this unique and tranquil getaway. Small community with large community pool, tiki bar, pub, gym, workshop and boat slips. Xfinity internet and cable tv. Ten percent off after the first month for additional weeks. Note that HOA must approve renters - in the rare event of disapproval...

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$90
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

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

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$172
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Our property is a one story single detached residential home located in a quiet neighborhood. Centrally located near to shopping centers and multiple restaurant options. The home is fully equipped and updated throughout - including a covered patio area and fully screened heated pool and spa.

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$180
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious 3BR/2BA Private Pool Home – Family-Friendly, Fully Equipped & Minutes to Gulf BeachesEnjoy the best of Florida’s Gulf Coast in this charming, fully furnished vacation rental in Bradenton, FL, located just 13 minutes from Anna Maria Island’s world-famous beaches! Ideal...

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$172
avg per night

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Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Newly decorated Bromelia model awaiting YOU for the perfect GOLF VACATION! Accommodations include King, Queen and Trundle bed (in den) along w/ front and back screened lanais. Rear view is STUNNING "Trifecta" of perfect views including Golf, Lake and Natural Preserve. Watch the iconic Everglades...

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$210
avg per night
Punta Gorda Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Beach Park

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Bright Spacious 2-bedroom 2 bath condo is situated in one of the up-and-coming planned communities. Heritage Landing offers lighted tennis courses, pickleball, a full fitness center with classes, an on-site Tiki-Bar and restaurant, Clubhouse, full spa and a resort pool and hot tub. Full membership transfer...

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$108
avg per night
Bonita Springs Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 10 feet to Beach Front

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

One bedroom updated 1st floor condo, steps from the sandy beach on the Gulf of Mexico with gorgeous sunsets, swimming, fishing, shelling, and relaxing on the quiet beach. Amenities include elevator, WiFi, AC, washer and dryer. There is a private locker with umbrellas and beach chairs available. Variety...

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Featured review

"Amazing Views!"

This beach front condo is spectacular! The view, the beach and the condo amenities are top notch. Our stay here could not have been nicer. Beach walks, dolphin sightings and it's convenient location to...

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$208
avg per night
New
Fort Pierce Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This property is located on North Hutchinson Island in a gated community. The unit overlooks the heated community pool and is just a short 8 minute walk to the private beach access. This beautiful and well appointed 2nd floor condo features 2 bedrooms with 1 king bed and 2 twin beds (which can be combined...

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$167
avg per night
New
Sunny Hills House
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Hibiscus Haven, a charming 2 bedroom, 1 bath retreat nestled in the heart of Stuart. This thoughtfully decorated home blends coastal vibes with modern comfort, making it the perfect escape. Enjoy bright airy interiors, cozy furnishings and all the essentials for an stress-free stay- including...

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$189
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Your Home Away From HomeEscape the everyday and immerse yourself in luxury with our exquisite resort rental townhome! Whether you're planning a family vacation, a romantic retreat, or a fun-filled friends' getaway, our spacious and beautifully appointed townhome offers everything you need...

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$250
avg per night
New
Tierra Verde Condo
Sleeps 2, 1 bedroom, 2 bathrooms

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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$117
avg per night
Fort Myers Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Available January through April 30. 30 day minimum. Beautiful 3/2 condo on 5th floor with great views of the bay and canal. This condo was just renovated in May 2022 and the master was gutted to the studs to bring it up to date and make it an oasis. New paint, baseboards, and flooring, along with new...

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$170
avg per night
Key West House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Distance to beach: 50 yards to One block from fantastic beach

Key Amenities

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

About this property

This one of a kind beautiful home was built in 1912 by one of the first cigar makers. It is listed on the National registry of historic homes and has been showcased in the Holiday Parade of Homes. The home was restored and expanded in 2002 Key West contractor Richard Manley with the highest level of...

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$1,284
avg per night
Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Blue Iguana! Short drive to the World Class Beaches of Anna Maria Island Screened-in HEATED pool, Hot Tub, Putting Green, Corn Hole, Tiki Hut, Fire Table & more! Fully stocked kitchen for everything you need 2 King Beds, 2 Queen Beds, Futon Bed, Air Mattress, Luxurious Sheets &...

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$465
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Bahia Honda State Park

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your very own “Island Escape”! This beautiful home is located in one of Big Pine Key’s most favorable boating neighborhoods with quick ocean or gulf access for most any size boat. It’s only a few lots in from open water! The large 75’ concrete dock offers plenty...

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$250
avg per night
Lauderdale-by-the-Sea Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy waterfront living at this prime location in “The Landings” community at Lauderdale-By-The-Sea.Comfortable, single level bungalow with modern interior design & furnishings.Floor plan includes 3 bedrooms (separated layout) with 2 bathrooms and kitchen with beautiful views...

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$600
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated stylish 2 bed 2 bath, first floor condo with an office. Each bedroom has a king sized bed. It features an in-unit washer and dryer, open living room and dining space and a screened in lanai that looks out to the canal. The kitchen is fully stocked with all new appliances, quartz counter...

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$117
avg per night
Marco Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Location is everything. If you are looking for a quiet condo complex with only 2 story direct walk in access, vaulted ceilings, walking distance to the beach and over 15 restaurants then you found the right place. We also have a 85 degree pool, hot tub and 2 pickleball courts. Your view of the pond...

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Featured review

"Great place in a great location"

Great place near the beach and the best Marco Island restaurants. We plan to return again next year.

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$375
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This cozy oceanfront condo at the Tradewinds Condominium is the perfect vacation retreat. With direct beach access and a friendly community, this is your chance to experience luxury living by the Gulf. This 6th floor condo provides spectacular Gulf views and features 1 bedroom (king size), a queen size...

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$201
avg per night
Anna Maria Island House
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront

About this property

The Beach House is a charming beach bungalow nestled among numerous Australian pines and sea grapes. A unique setting directly on the Gulf of Mexico shaded among the trees. Walk out the back door on your private path to a white sugar-sand beach. Best of both worlds, you have the shade and sunny beach. The...

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$551
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Welcome to "Serenity on the Sea - This updated and beautifully appointed 2 bedroom/2 bathroom 8th floor condo sits directly amongst the sandy dunes on a long private stretch of secluded beach on the north end of gorgeous Hutchinson Island. If you’re looking to spend some quiet time dozing...

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Featured review

"Great owners/hosts…great unit"

Wonderful location…directly on the beach and great views from the 8th floor…well stocked kitchen and really enjoyed how the master shower was open and great mattress! Stayed for 2 months…book it when...

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$150
avg per night
Daytona Beach Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

TAKE A BREAK FROM YOUR BUSY WORK SCHEDULE TO VISIT DAYTONA BEACH AND BOOK A CONDO RIGHT ON THE BEACH. This beachfront condo is ready to welcome you for your relaxing vacation on the World's Most Famous Daytona Beach. Open the door to a comfortable 2-bedroom 2-bathroom remodeled unit with delightful...

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$205
avg per night
New
Perdido Key Apartment
Sleeps 6, 1 bedroom, 1 bathroom

Distance to beach: 100 feet to Perdido Key Beach

Key Amenities

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

About this property

NEW LISTING! HEY SNOWBIRDS!! ---- AVAILABLE DEC 2025 - MID MARCH 2026, SUMMER 2026 ALL DATES READY TO BOOK! GRAND CARIBBEAN WEST Newly remodeled! 1 bedroom Condo, sleeps 6 in Perdido Key FL. GULF VIEWS, Pool and Hot Tub, just a short walk to the white sand beaches of the Gulf of America. Beautiful vacation...

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$165
avg per night
Islamorada House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

PROPERTY NAME: The Bungalow House 32 Park Rd Islamorada, FloridaLocation: Bayside Very close to the Publix Shopping CenterMINIMUM: 28 Days, All stays must be the whole month (s), No Partial Months AllowedMile Marker : 82Details: This home is absolutely beautiful with your own pool and...

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$253
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Your Dream Vacation Awaits! Whether it's a girl's getaway, a golf trip with friends, a romantic time with your significant other, or a work-from-home experience that feels like a vacation, we have the perfect spot for you! Introducing this stunning, brand-new 2-bedroom, 2-bath condo on the...

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$170
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Top-Floor Veranda with Social Membership – Heritage Landing Resort Living! BRAND NEW, Owner is still adding additional touches!!! Experience the ultimate in Florida living with this top-floor 2-bedroom plus den, 2-bath Veranda home with a one-car garage. Designed for both style and comfort, this...

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Featured review

"Relaxing Month in a Fun Golf Community"

My husband and I spent our second March renting in Punta Gorda Michigan in the golf community "Heritage Landing." This year we stayed in a two bedroom Veranda first floor unity. The space was lovely - beautifully...

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$196
avg per night
Big Pine Key House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Croton Lane Retreat! This comfortable home is located on a canal with 2 bedrooms (Queen beds) and 2 full bathrooms. It has a beautiful screened-in porch with comfortable seating for relaxing and an outdoor dining table with seating for 6 for comfortable outdoor dining. The house has central...

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$200
avg per night
Madeira Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 30 feet to Madeira Beach

Key Amenities

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

About this property

Call to reserve : Eightonethree- Eightfourthree ZerothreesevennineFree Wi-Fi Internet access - works with laptops, tablets and handhelds. This large nicely furnished 3 bedroom gulf front Madeira beach condo is well equipped and provides over 1200 s.f. of comfortable living area which can easily...

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Featured review

"Awesome place *****"

We booked a two week vacation with Rick and his unit was the cutest, very inviting place. Condo was very clean, in a great vicinity and we loved it there. It was very quiet and would definitely book here...

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$209
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

This stunning 2-bed, 2-bath, 1,097 sq ft condo at 7025 Dennis Cir UNIT G-104, Naples, FL 34104, is perfect for snowbirds looking to escape the winter! Enjoy breathtaking golf course views in the heart of Naples, with easy access to the vibrant 5th Avenue shopping and dining scene. Featuring a spacious...

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$167
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Delnor-Wiggins Pass State Park

Key Amenities

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

About this property

AVAILABLE FOR SEASONAL AND LONG-TERM RENT:May-Nov 2025 N/A Dec 2025 $7,000 Jan-Mar 2026 N/A April 2026 $$6,000 ask about other months11% Florida Tourist Tax is extra for rentals less than 6 months. 2 months term or longer is preferred. ASK FOR SPECIAL RATES FOR LONGER TERM RENTALS.3...

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$290
avg per night
St. George Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

(NO PETS) (Minimum renter age - 30)Sand Toe Inn "STi" on St. George Island Florida (SINCE 2019) is located on the west end of the island four houses back from Apalachicola Bay. Fully renovated STi delivers comfort & relaxation for all with THREE...

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$376
avg per night
Port St. Lucie House
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

3/2 Pool Home. Fully landscaped for privacy. Screened in HEATED pool with hot tub. Attached two car garage, washer/dryer room, central air/heat, dishwasher and wi-fi. Bedroom and bathroom at each end of the house for privacy. Outdoor TV on the pool deck! Set up perfectly for vacationing!

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$175
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to your charming slice of paradise in Englewood, FL. This 2 bedroom, 1 1/2 bathroom home has undergone a recent renovation, offering the perfect blend of coastal and modern comfort.Upon entering the home, you will feel the open and airy living space and seamless flow from the living room...

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$110
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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$202
avg per night
Davenport Villa
Sleeps 9, 4 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Lovely Four Bedroom air conditioned Villa with all amenities including the following; RecentlyTwo Queen bedrooms, including one Master with en-suite facilities.Two twin bedroomsSingle fold out bed availableTherefore Property can sleep up to nine adults or childrenTwo Lounge areas,...

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Featured review

"August 2025"

Wonderful home. Just right for our visit. Home was clean. Pool perfect on the warm days. Great location in a nice neighborhood.

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$114
avg per night
New
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Stunning corner Carolina unit professionally decorated and fully stocked with everything you will need to enjoy your dream golf vacation. Breathtaking views of golf, lakes, and the iconic Town of Ave Maria. Watch Western sunsets while sipping your cocktails on the spacious lanai. King, Queen and Queen...

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$83
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Beautiful pool home located off prestigious Surfside Blvd nestled among pricier gulf access homes. Florida living compliment an amazing 44 X 26 screened lanai w/ a & crystal clear heated pool to maximize the Florida sun. Large private master suite w/ pool access features walk in closet & an en...

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$158
avg per night
Miramar Beach House
Sleeps 12, 4 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.5 miles to Miramar Beach

Key Amenities

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

About this property

ALL RENTALS ARE SATURDAY TO SATURDAY UNLESS AVAILABLE LAST MINUTEWelcome to Sugar Isle! This house is in a gated community with private beach access and is the largest floor plan in the community. It has four bedrooms, two full bathrooms, an attached garage, a large private pool (can be heated for...

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Featured review

"Highly Recommend!"

Perfect for a group vacation! Easily accommodated 12 people. Within walking distance to the beach and several restaurants are close by. The house, including the backyard and pool, is awesome! It’s very...

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$300
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Home, 2 Bedrooms, 1.0 Bath, (Sleeps 4) An Ideal Vacation Starts Here!This beautifully renovated cottage retreat is just off palm tree lined McGregor, just minutes to the Edison Ford Estate and historic downtown. Enjoy cruising on our bikes as you explore the River District. River sunsets are just...

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$159
avg per night
Summerland Key House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 100 feet to our back yard...steps away from the house

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

The Key-ver beach house is an oceanfront vacation rental in the world-famous Florida Keys on the southern end of Summerland Key, mile marker 25. The house is an open floor plan with panoramic Atlantic Ocean views and a large wrap-around deck. Two bedrooms (the oceanside bedroom has a king bed and the...

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Featured review

"Excellent Location - Excellent Hosts"

Fantastic location, the view from the sunroom is fantastic. Postcard sunrises to start the day! House was very well equipted with everything we needed during our stay, hosts reached out to check on us...

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Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Siesta key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Rarely available Penthouse, top floor, end unit! Live a stylish urban lifestyle in a friendly town. Enjoy a view of the downtown fountain, shops & restaurants. "The Lofts on Main" is located in the heart of Lakewood Ranch, voted #1 Multi-generational Community in the United States for 4...

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$183
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

This NON-SMOKING, one bedroom unit is in a family oriented resort. Sleeps six including bunks in hallway. King-size bed in bedroom and queen-size sleeper sofa. Two very large closets in the bedroom. Whirlpool tub in the bathroom. Spacious living areas including dinette. Large kitchen that is fully- equipped...

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$142
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
Santa Rosa Beach House
Sleeps 14, 5 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

Home Highlights - Luxury 5-bedroom, 4.5-bath home in the gated Preserve at Grayton Beach - 6-seater street-legal golf cart included with rental - 5 private porches surrounded by lush palms and coastal views - Open-concept living, dining, and chef’s kitchen with 10’ ceilings - Access to...

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$200
avg per night
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 50 feet to You're on it.

Key Amenities

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

About this property

Ocean front condo directly on the beach with heated swimming pool. Two bedroom, two bathroom first floor unit with amazing views of the ocean and beach. Walk 50 feet from rear patio to step onto the beach sand. Our unit is located in a small 3 story building with 9 units total. You will have access to...

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Featured review

"Fantastic"

Was a wonderful condo. Perfect location. I hope we can return again. We were a group of 4 girls and it was a great escape for us all. The decor was so comfy, cozy. I brought items I thought we would...

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$291
avg per night
New
Key Colony Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 0.3 miles to Sunset Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This beautiful, modern and stylish home is perfect for families and group vacations. It features high quality and modern furniture and beds, a fully equipped kitchen, high-speed wireless internet and a private, heated pool.This is the lower half and if you book a reservation, there WILL NOT be people...

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$542
avg per night
Cape Coral House
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 5 miles to Pine Island or Cape Coral

Key Amenities

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

About this property

NEW LISTING, PUBLISHED FOR THE FIRST TIME ON MARCH 18-2022 Luxury 4 bedroom , 3 bath waterfront Southern Exposure Direct Gulf access, Boat Dock, Pool & Spa, “Villa Amazing View” This spectacular 4 bedroom, 3 bathroom home in Southwest Cape Coral with direct access to the river and Gulf...

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Featured review

"Beautiful house!"

House was beautiful. We enjoyed our stay very much! Only complaint is I left behind the majority of my wardrobe and they would not ship them to me, even after I paid a fee to have it shipped. My clothes...

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$237
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

SNOWBIRDS - Minimum 3 Months rental between January - April, 2026 Discover Sand Dollar Paradise in the Heritage Landing Golf and Country Club, Punta Gorda Florida. This delightful golf condo provides an ideal haven for snowbirds in 2025. Indulge in rounds of golf and unwind while being treated to stunning,...

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Featured review

"Nice New 2BR/2BA Ground Floor Golf Course Condo"

New condo, nicely appointed. Thank you for Off-Season discount and 2 month rental..... Owner available for any questions...

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$162
avg per night
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

With Breathtaking Direct Ocean views from the tranquility of your own private furnished oceanfront balcony, and views of the Riverfront Intercoastal from the catwalk, this Secluded Beachfront Condo in Jensen Beach on Hutchinson Island is a destination in itself. We are on the 5th floor of a 7 Story Building...

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$148
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.