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Florida Snowbird Vacation Rentals

(3408 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful Golf and Man gated community- 55 and up Two bedroom condo second floor, overlooking the golf course. Close to all shopping by and restaurants. Internet, cable, elevator, six pools, microwave, private in house washer and dryer. Two single beds and a queen. Minimum of four months stay.

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$107
avg per night
Delray Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

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

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Featured review

"A Great Place!"

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

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$240
avg per night
Hollywood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Spacious 3BR/2BA Home with Pool in Prime Hollywood Lakes Bright single-family home located just two blocks from the Intracoastal Waterway. Features include a Florida room with floor-to-ceiling windows, kitchen with stainless steel appliances and wood cabinetry, separate laundry room, and a resurfaced...

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$235
avg per night
The Villages House
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to The Village of Cason Hammock!This coastal 3/2 home comes with a golf cart and is only minutes away from Sawgrass Grove Market and Ezell Recreation Center. The home is spacious and comfortably fits up to 5 guests. King bed in the primary bedroom with en suite bathroom. Queen bed in the...

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$213
avg per night
New
Alva House
Sleeps 6, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Pool, spa. Heated... This single-story home features a dining room tucked to the side of the open space kitchen and breakfast nook, followed by a Great Room that extends to the lanai for outdoor opportunities. In addition to the owner's suite with a spa-like bathroom, there are three bedrooms and...

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$117
avg per night

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Inverness House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 47 miles to Hernando Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Cozy, updated, fully furnished 3 BR, 2 BA home in the Lakeside Country Club area. Extremely clean! Wifi, smart TV's in every room, sun room (not cooled), central air. Wonderful quiet subdivision! Master bedroom with king bed and private bath with walk in shower and large walk in closet. 2nd...

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Featured review

"Winter escape"

Good location, especially for bikers or golfers. We walked the trails and explored nearby towns. Crystal River is beautiful and a great place to see the Manatees. The house was clean, everything we needed...

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$123
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Treat yourself to the ultimate country club lifestyle during your time in Southwest Florida!This beautiful 2nd floor condo with 2 bedrooms, 2 baths and a den is located in one of Fort Myers' most desired communities. Colonial Country Club is a 750-acre gated, golf course community, with eight...

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$140
avg per night
South Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Relax the minute you step into this remodeled Splash Pool home. The fully enclosed lanai with pavers is surrounded by beautiful tropical flowers and palm trees. The large lanai goes the entire back length of the home. Enjoy the outdoors and beauty right from the cozy furniture to the Tiki topped patio...

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Ft Myers beach

Key Amenities

  • Pool
  • WiFi

About this property

Condo is on the second floor- no elevator, fully furnished and ready to meet new guests. It comes with a fully equipped kitchen, dishwasher, washer, dryer on site. Heat pool BBQ area. 2 balconies, beach chairs, Umbrellas. Close to restaurant 15 mins to Ft Myers beach. No pets. No smoking in Condo

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Bradenton Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Located only one mile to the beautiful beaches of SMI. The White-sand Beaches of the Gulf of Mexico is a short 1 min drive away. An extra large heated pool is across the driveway away in a beautiful tropical setting with bathrooms and an outdoor shower to rinse off! There is also a hot tub to relax...

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Featured review

"Amazing"

The vacation was amazing. My family had so much fun. We needed this time to relax and get out to the water after being shut in for so long.

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$224
avg per night
Pompano Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Pompano Beach

Key Amenities

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

About this property

Enjoy Tempurpedic mattresses! Tarpon Paradise Villa 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 canal and the private pool. Attractions...

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Featured review

"Highly recommended pink house"

The house was clean and provided ample room for my family. The host was warm and responsive and provided a welcome gift. The backyard was calming and an excellent place to grab coffee and relax in the morning.

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$269
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. Huge open living area. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. Portable putting green and safe ax...

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$677
avg per night
New Port Richey House
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Gulf Harbor Private Beach

Key Amenities

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

About this property

This free-standing single-family house has three bedrooms with queen beds and 3 full bathrooms with a bonus pull-out queen sleeper sofa bed in the living room that can be added. This is a fully furnished and newly remodeled coastal chic style rental property on the gulf waterfront in the Gulf Harbors...

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$140
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Forest Lakes Naples Condo 55 and over: Live the quintessential Naples lifestyle in this beautifully renovated 2-bedroom, 2-bathroom condo. Just minutes from Naples’ top dining, shopping, parks, and beaches — this is location and lifestyle. This exceptional first floor unit presents an incredible...

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$100
avg per night
Daytona Beach Shores Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Peck Plaza 9SE Luxury 2/2 Condo... Direct Oceanfront on the Beach Views, views, views ! Peck Plaza, one of the tallest buildings on the beach, offers panoramic views of the Atlantic Ocean. The split bedroom plan is perfect for two couples traveling together, or families with children, offering privacy...

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$232
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 6 miles to Disney,Seworld

Key Amenities

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

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to Walmart and target, 8 miles to Seaworld and Convention Center.This 1500...

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Featured review

"Wonderful location"

Very nice home, close to Disney and shopping places. Very quiet friendly neighborhood. Def will be booking again in the future

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$134
avg per night
Venice Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 3 miles to Venice

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Coastal-Themed Condo in Venice – Perfect Vacation Retreat! Escape to paradise in this freshly painted, new primary carpet , sparkling clean 2nd-floor condo overlooking the lake and one of three heated community pools. Just a 5-minute drive to Venice Fishing Pier, 7 minutes to Venice Beach, and...

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Featured review

"Comfortable, clean, well kept."

We enjoyed our five month stay, we felt relaxed, comfortable and at ease. The location was minutes drive to the beach, restaurants and stores.

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$127
avg per night
St. Pete Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 feet to Pass A Grille Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Historical Post and Beam built house with original large cypress boards. Set on a corner lot just steps to the white sandy beach and warm waters of the Gulf. Preserved and maintained Captain's Quarters. Sweet! 2 BR 2 Bath with extra loft space, large open porch and a wishing well. Nicely furnished...

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Featured review

"Da beach"

Amazing beaches amazing memories and location was superb. This part of florida is nothing less than extraordinary

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$217
avg per night
Naples Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

We are offering our elegant and spacious, fully furnished 2 bedroom, 2 bathroom Villa located on a lovely private Naples community of Walden Oaks. Entering the charming “Walden Oaks” community you will come across the large lake with an Island heated-pool, bordered by tall and lovely palm...

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$211
avg per night
Clearwater Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This 3-bedroom, 2-bathroom waterfront beauty features all new furniture, and a breezy, coastal decor designed for relaxing! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the conveniences of home including a washer/dryer. cable, Wi-Fi and flat screen TVs, all within walking distance of...

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$214
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms
5 reviews

Distance to park: 4 miles to Disney

Key Amenities

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

About this property

We are only 3.5 miles from Disney!! So close to all the fun, Hollywood Studios, Sea World, beaches, walks, restaurants and shopping!! We are in the middle of it all! You will enjoy our lovely villa by yourself or with a group. Our pool is one of the biggest among the rental communities. When comparing...

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Featured review

"Wow!!!! Perfect 10 out of 10!!!!"

We stayed at the property for 6 nights during our recent family's Disney World vacation. Right from the start of the process, the owner was very courteous and prompt with her responses to our many questions....

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$429
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

Beautiful Updated Condo in Sand Dollar Shores – River & Ocean ViewsEnjoy stunning river and ocean views from this beautifully updated 2-bedroom, 2-bath condo located in the desirable B Building at Sand Dollar Shores. Conveniently situated with close proximity to both the pool and beach,...

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$150
avg per night
Merritt Island House
Sleeps 7, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Cocoa Beach

Key Amenities

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

About this property

Step into modern comfort and coastal charm with this stunning 3-bed / 2 bath beauty, fully furnished and renovated in 2024! Whether you're relocating, investing, or just craving a fresh start near the Space Coast, this home checks all the boxes.Available for short or long-term rent. Reach out...

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$143
avg per night
Delray Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

This enchanting home boasts a secluded backyard oasis complete with a private pool, all nestled on an expansive lot adorned with graceful palm trees. The backyard is fully fenced in and it includes a mesh at the bottom of the fence. Only a leisurely 15-minute drive separates you from both the beautiful...

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Featured review

"Perfect spot for a family vacation"

located in Delray Beach & close to everything! The owner is wonderful & is always available if needed. We were originally booked for one month but when my son's house needed some work done & he couldn't...

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$249
avg per night
Estero Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 16 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Spacious 2-bedroom 2-bathroom 2nd-floor condo in the gated Stoneybrook Golf Community.The condo overlooks the 13th fairway of the golf course and features: • reduced-rate golf privileges - a great opportunity if you love to golf! • vaulted ceilings and bright, airy decor • keyless...

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Featured review

"Great place"

The condo and location were great. Lot’s of restaurants and things to do. Golf course was fun and we met wonderful people. We hope to make a return visit.

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$118
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

*** SWEEPING OCEAN VIEWS IN NEWLY REMODELED AND PROFESSIONALLY DECORATED UNIT ***Best Line at The Tides Complex. Relax and leave all your worries behind! You won't be disappointed in this beautiful and modern, fully furnished, 2 bedroom, 2 bathroom condo on the 14th floor. This ample unit is...

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Featured review

"Beautifully Decorated and Clean Condo Right on the Ocean"

We stayed at Jorge's Tides 14f condo from July 16-20, 2025. We have stayed in condos since our kids were small and in 20 years this is by far the cleanest, most well maintained, beautifully decorated condo...

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$314
avg per night
New
Boca Raton Condo
Sleeps 5, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Stay minutes from Florida Atlantic University in this comfortable 2BR, 1.5BA Boca Raton condo. Both bedrooms feature king beds and TVs. The living room offers a TV and sleeper sofa, sleeping up to 5 guests. Enjoy access to the community pool and a prime location near FAU, beaches, dining, and shopping....

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$189
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

RATES for 2026One month minimum rental in season January 2026 $7,000 February 2026 Booked March 2026 $7250 April 2026 $4500Plus taxes and $150 HOA approval feeCALL ME WITH ANY QUESTIONS...

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$186
avg per night
Hutchinson Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 feet to Hutchinson Island

Key Amenities

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

About this property

2 bedroom 2 bath waterfront condo on the beach at Barclay Beach Club on Hutchinson Island. gorgeous gated property with beautiful pool and clubhouse with all the amenities. Bright and relaxing interior with 1 king bed and 1 queen bed, tile floors, kitchen granite countertop, cable tv, WIFI, washer/dryer...

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Featured review

"Awesome- We highly recommend."

This condo is equipped to the highest degree. Kitchen has everything ++, needed to prepare great meals on all new appliances. The bedrooms, all looking over the Ocean are well furnished and have sliders...

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$136
avg per night
New
Punta Gorda Condo
Sleeps 6, 0 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Become a member and enjoy FULL access to ALL Heritage Landing amenities—GOLF, POOL, SPA, and RESTAURANT—all from the comfort of your 1st-floor, no-steps Veranda home.This fully furnished 2-bedroom + office/den (2 full baths) comes with your own 1-car garage and a view golfers dream about:...

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$90
avg per night
Miramar Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 100 yards to Across road

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Destination Amalfi (#325) is a beautiful, 1360-square-foot, third floor condominium with a large balcony overlooking two pools (one heated), tropical landscaping, a pond with footbridge, and the Gulf of Mexico. As of February 2024, the condo has been updated with luxury vinyl flooring and fresh paint...

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Featured review

"Beautiful condo"

Stayed for the month of December 2024 in this condo. It was clean and large. Great layout for easy living. Both bedrooms were large and the primary suite with a walk in closet was fantastic! Kitchen was...

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$268
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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$324
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Relax on the high floor terrace with gorgeous views of the Gulf and Ten Thousand Islands from gated Cape Marco's exclusive Monterrey Condominium. You have unobstructed views and privacy from the terrace, which is accessible from the kitchen, family room and master bedroom. Additional photos provided...

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$307
avg per night
Fort Myers Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 12 miles to Ft myers beach,Sanibel,Captiva

Key Amenities

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

About this property

Garden villa, 2 pools on property ,rare end unit on ground level.Newly up graded with Behr Marque Glimmering Sun paint and new Walnut tone cork flooring from Spain which is echo friendly easy on the eyes& feet & super quite to walk on in master bedroom.Master has Simmons World Class Mattress Euro...

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Featured review

"Awesome Place!"

Beautiful golf community with nice walking trails. Would love to be able to visit Feb & March next year.

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$185
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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$272
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms
31 reviews

Key Amenities

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

About this property

NOTE TO ALL MY GUEST. PLEASE CONTACT ME THROUGH THIS SITE OR BY PHONE. I WILL NEVER ASK YOU TO SEND ME MONEY DIRECT. I DO NOT USE PAY PAL AND WILL NEVER ASK YOU TO USE FRIENDS AND FAMILY ON PAY PAL. Unit 521 with Private Balcony. Breathtaking views. comfortably sleeps 8-10 guest. Regency has 2 large...

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Featured review

"Enjoyed our stay"

We enjoyed our stay in 521. We had plenty of room for my family. 7 of us ended up making the trip. It was nice to have two rooms with a queen and single bed in each room plus the king master. Every employee...

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$299
avg per night
Palm Harbor Bungalow
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Brand new Listing with Brand new mattress,luxurious sheets and towels.Immaculate and beautifully designed home,in family friendly,pet friendly neighborhood with gated community.Come enjoy the POOL,Basketball,Tennis,Pickleball,Picnic and Play areas ,Luxurious mattresses and linens,help you relax and enjoy.Designated...

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Daytona Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Perfect coastal vacation spot for your family with inviting decor, directly on the beach. Why stay in a hotel when your family can have all the comforts of home in a spacious & secure 7th floor condo? Enjoy meals or cocktails on the spacious balcony - wonderful views and relaxing for everyone! Plenty...

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$188
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool

About this property

Prepare to be captivated by the breathtaking trifecta of views: Lake, Golf Course, and Preserve. This exceptional end-unit Carolina model boasts three bedrooms and offers an unparalleled retreat, blending modern comfort with nature's splendor. Enjoy the privileges of zero green fees and preferred...

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$174
avg per night
New
Big Pine Key House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Dockside, your perfect keys getaway! Nestled in a serene location, Dockside offers a fully furnished retreat designed to make enjoying paradise effortless!Dockside is a fully equipped home; featuring a spacious and comfortable living space, a kitchen with all you need to prepare the day’s...

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$159
avg per night
Cudjoe Key Cottage
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 miles to Bahia Honda State Park

Key Amenities

  • Air conditioning
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

Minimum Rental is 28 Days to a single family or party (no subleases allowed).PLEASE DO NOT REQUEST for less than 28 night rental. A fine of $16,000.00 is imposed by Monroe county for less than 28 nights. Less than 28 nights is simply non-negotiableNO PETS ALLOWED. IF YOU WANT TO BRING PETS,...

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Featured review

"Cudjoe paradise"

A little piece of paradise. From the very moment we arrived we were pleased. Everything was exactly as described and the owners were so helpful and pleasant to deal with. The accompanying boat launch is...

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$199
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Port Charlotte Beach Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"Attentive owners,well equipped and very clean condo"

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

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$182
avg per night
Ormond By The Sea House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Great little beach house with cool nods to the 1950s era, themed with mid century modern furniture coupled with the laid back vibe of a seaside town with photography and décor that embodies the era. There is plenty to do from relaxing on the enclosed porch, to cards, board games and puzzles but...

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$225
avg per night
Pompano Beach Apartment
Sleeps 4, 1 bedroom, 1.5 bathrooms

Distance to beach: 200 yards to Across the street

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

AVAILABLE December 1st 2025 - April 30th 2026 with a minimum of a 90-day lease. Perfect winter escape condo with PRIVATE BEACH. OVERLOOKING POOL, FURNISHED including HOUSEWARES. OPEN CONCEPT KITCHEN, IMMACULATE, large master bedroom, SCREENED PATIO, WALK IN CLOSETS, TILE FLOORS. Pool has been beautifully...

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$85
avg per night
Boynton Beach Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Remodeled/fully furnished, move in condition, 2 bedroom, 1.5 bath condo in the Crossings of Boynton Beach. Unit is on the 1st floor and has a large fenced private patio. Both master and 2nd bedroom are newly carpeted and have wall to wall closets with upgraded wood panel doors. Both baths are tiled...

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$62
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to Charlotte Harbor Preserve State Park

Key Amenities

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

About this property

Let the views from this 2-bedroom, 2-bathroom second-floor Heritage Landing condo set the scene for your next Punta Gorda retreat. Offering a sleek, full kitchen, Smart TVs, and access to golf and community amenities, this vacation rental is an ideal home base. Enjoy the convenience of being close to...

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Featured review

"Condo in excellent golf community!"

This condo is in a great location - Heritage Landing, on the 11th green. Safely nestled on the second floor you can enjoy a great breeze when windows are open, comfortable furniture, golfers putting on...

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$91
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Feel your worries melt away the moment you enter this charming Florida abode. With the sand and surf of Redington Shores Beach right outside your back door, this 2-bedroom, 2-bath vacation rental is the perfect place to reset, relax, and unplug. After enjoying a morning stroll along the water, shop the...

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$232
avg per night
Hutchinson Island Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Barclay Beach Club One of the most modern and beautiful condominiums in Hutchinson island, surrounded by amazing and peaceful Nature! Ocean front condo in Hutchinson Island Fl 1 hour and a half from orlando ,and 2 hours from miami Perfect place to relax ,Hot tub, heated pool. Billards,tennis courts...

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$110
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our beautiful fully furnished and very spacious 3 bed, 2 bath condo. It is located on the 3rd floor with a beautiful water view and direct access into the condo from the semi private elevator, handicap Accessible. The elevator will not open without our code entered into it. Our condo is all...

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Featured review

"Fabulous!"

Everything about our month visit was wonderful!!!! Exceeded our expectations!!!! Great property and great location! Thanks Marty!

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$131
avg per night
Marco Island Apartment
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

With very little ocean front, direct beach access condo, this is the condo you’ve been waiting for. Let us be your host!Our gorgeous, recently renovated beach front, Gulf view condo at sought out Tradewinds Condominium is available for rent!We have sought to equip our home away from home...

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$332
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.