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Florida Snowbird Vacation Rentals

(3350 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.

Palm Beach Studio
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Location - Location - Location - The CLOSEST Single Family House to PGA National Resort & SPA. Also the ONLY Single Family House in Resort Villas (all others are attached townhomes). Entertaining Modern- Contemporary 7 room/4BR/1 DEN/3BA with Golf Studio & Gym & SPA. This Golf & Tennis...

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$323
avg per night
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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$158
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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$117
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Make great memories at this unique, family-friendly condo on the beach. Iconic Peck Plaza has outstanding panoramic views from every room. The complex offers lots of fun activities. Enjoy the billiards room, ping pong room, or fitness room. Relax at the pool or hot tub. Lower pool deck offers tennis/...

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$224
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

First floor apartment overlooking the lake and fountain at the 17th fairway of beautiful Cypress Woods Golf & Country Club Course this property is fully furnished with complete amenities, big screen TV, Sonos sound system and a lot more.It is available for seasonal 3 or 4 month rental. A 10...

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$100
avg per night

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Panama City Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 300 feet to Laguna Beach

Key Amenities

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

About this property

Serene Beach Getaway | 300 Steps/3 mins Walk to Panama City Beach/Laguna BeachMay 25-28 Discounted Rates. Book Now!!Just 3 minutes from the beach with dedicated access – Escape the crowds and embrace peace, comfort, and convenience just steps from the sugar-white sands of Panama City Beach....

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Featured review

"Truly a Paradise"

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

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$250
avg per night
New Smyrna Beach Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Distance to beach: 300 yards to New Smyrna Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Birdsong mornings, breezy nights, the smell of the sea—and everything in between. Tucked into a peaceful corner of New Smyrna Beach, this river rock-lined hideaway is more than just a place to stay—it’s a place to settle in. Thoughtfully stocked with cozy comforts, beach gear, and ocean-inspired...

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Key Largo Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Welcome to "Sol y Sal" in Buttonwood Bay. Brand new 2 bedrooms + den/ 2 1/2 bath townhouse. This unit was just redone in 2024 and includes fantastic, high-end finishes. Spacious living room with 70 in. tv, dining room with seating for 8, and kitchen with stainless steel appliances, and powder...

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$191
avg per night
Spring Hill House
Sleeps 7, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to our charming three-bedroom, two-bathroom home, which comfortably sleeps seven guests. Enjoy the luxury of a private heated pool, BBQ, and outdoor seating, . The master suite boasts its own entrance with a view of the pool.Start your mornings right with a cup of joe from our fully equipped...

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Featured review

"Lots of space, ambiance, and awesome host!"

Jess accommodated our short-term request; she is kind, generous, and very responsive! The house and yard were spacious and perfect for us and our four-legged child. The pool was great! The floats and toys...

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$160
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Enjoy a cozy home-away-from-home in this fully equipped villa near The Villages’ newest Eastport Town Square, offering restaurants, shops, and fun activities. Close to recreation centers and golf, this villa has everything you need for a relaxing and comfortable Florida getaway. Relax in the screened...

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$121
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Beautiful beachfront unit on the 5th floor with pool view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades.The well-maintained and gorgeous grounds include the following amenities: • 24 hour manned guard gate. • Private beach access with chairs...

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$180
avg per night
The Villages Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to park: 50 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Brand new villa with 3 bedrooms and 2 bathrooms and only 5 minutes to Brownwood Square. Updated primary shower with luxury king mattress and large walk in closet. Queen size bed in second guest room and full size daybed with a full size desk in the third guest room. Home includes a 4 person golf cart....

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Featured review

"3 months in Fl"

Many things liked: -great location -new golf cart -furniture and decor comfortable and attractive -clean and neat -close to pools and other amenities

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$121
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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$89
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Fort Myers

Key Amenities

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

About this property

NEW LISTING, 3 Bedroom, 2 Bath Condo. 2nd floor unit, no noise from above and people below are very quiet.

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$79
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beautiful two-bedroom condo recently renovated with fresh paint and newer furniture. This spacious and bright corner end unit 2 bedroom/2 bath Lakeside condo in Bahia del Mar is the perfect place to get away from it all and soak up some sizzling, hot Florida sunshine. You'll find the condo is equipped...

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Featured review

"6 month winter stay"

Loved this quiet . we loved our morning coffee overlooking the little lake watching all the florida birds and their amusing habits. The condo was exactly as pictured,,,very clean and spacious,,everything...

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$136
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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$100
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Delano Wiggins Park

Key Amenities

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

About this property

We also have THREE virtually identical units that are EXTREMELY PET FRIENDLY at a neighboring gated community with loads of amenities where we can allow up to TWO PETS ANY SIZE! Please call us at two three nine five nine five nine one six zero.Welcome to your Happy Place that checks all the boxes!...

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Featured review

"Diamond of a location"

We rented this property from May till October. It has a great location and close to everything!! Grocery stores, Walmart, Sam’s Club. Great places to grab breakfast, lunch and dinner. Downtown Naples...

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$83
avg per night
Fort Pierce Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Bright and sunny newly furnished 2 bedroom/ 2 bathroom end unit condo with beautiful views of golf course. Walk to all amenities including golf, tennis, bocce, basketball, shuffleboard, fitness center and pool with tiki bar. There is also a full service restaurant on premises. Two Master bedrooms, primary...

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

Key Amenities

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

About this property

COME STAY WITH US ...YOUR BEACH HOME AWAY FROM HOME IS ONLY STEPS TO THE BEACH. ENJOY THE SUN-SATIONAL VIEWS FROM EVERY ROOM AND THE CONDO BALCONY. Peck Plaza, a favorite vacation spot for beach lovers won't be disappointing. This 2-bedroom 2- bathroom condo is beautifully remodeled with an awesome...

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Featured review

"Nice"

Really enjoyed that. There was a sofa with a recliner on each end and also a reclining chair for seating was very comfortable. The chairs around the dining table were very comfortable. The icemaker works...

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$261
avg per night
Venice Villa
Sleeps 2, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

PLEASE REVIEW MONTHLY PRICING BEFORE INQUIRING. Welcome to the gated community, The Preserve At West Villages in Wellen Park! Just bring your suitcase and enjoy yourselves while staying in our single level 2 bedroom, 2 bath villa with split floor plan and den. You will feel relaxed and at home in this...

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Featured review

"Perfection!"

This retreat is a piece of paradise, the accommodations are cozy and comfortable.The open concept and lanai are spacious. The king size master suite is a bonus.The owners thought of everything...

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$92
avg per night
New
Miami Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Indulge in luxury living at this 1-bedroom condo in Roney Palace, Miami Beach. The Roney Palace sits oceanfront and in the lap of luxury, amid the glitz and glamour of South Beach–separate from, but sharing amenities with The 1 Hotel and Homes, a world-class 5-star resort. Located steps from the...

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$249
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 12 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful lakeside home with a private south facing pool in a gated community 12 miles from Disney. Enjoy fishing in the lake behind the house. Game room with pool table, skeet ball, foosball table and a gaming system with hundreds of old favorites like Pac Man and Mario Brothers. 4 bedrooms and 3 bathrooms....

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Featured review

"Vacation home"

It was a very relaxing vacation home. Everything was clean and dust free. No complaints at all. It’s a very nice community.

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

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

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$140
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

Key Amenities

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

About this property

*Calendar month rentals only*May-November (7-month lease) - $3000 per month plus utilities December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 prior for monthly rentals. Check the calendar for...

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Featured review

"We Keep Coming Back"

It's all about The Lily Patch on Palm Island in the village of Siesta Key!!! We've love it so much that we've signed up again for 2021 (Winter #3) and sent in a donation to the neighborhood HOA this time. Bring...

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$100
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape the Cold and Find Your Sunshine in Southwest Florida! Tired of winter weather? Head to beautiful SWFL and enjoy this secluded, fully furnished 3-bedroom, 2.5-bath pool home with a 2-car garage—available for a minimum 90-day stay. This private retreat is perfect for families or couples looking...

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$167
avg per night
Redington Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Beachfront, immaculate 2 bedroom, 2 bath corner condo on first floor with large corner balcony. Since this is also our vacation destination, we have equipped this condo with all the comforts of home; cable T.V., VCR, desk,and a king size bed in master bedroom, T.V., and stereo in living room. High speed...

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Featured review

"Comfortable, clean condo with a beautiful beach view"

The sunset view from this condo was just beautiful. It is a wonderful place to just relax if you want but close to so many restaurants. We walked to some places but we also jumped on the trolley to go...

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$90
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 5 miles to Ft Myers

Key Amenities

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

About this property

Enjoy this beautifully remodeled condo that faces the 18 hole professional golf course and is across the street from one of the community pools, tennis courts, and bocce courts as well as a BBQ grill for your use. This building does have an elevator taking you just steps away from the condo. The unit...

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Featured review

"Kelley’s green my visit"

Thoroughly enjoyed Debbie s newly remodelled condo with impressive views of the golf course from the lanai. The added bonus was the swimming pool literally across the road which allowed us to cool down...

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$78
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 50 yards to Daytona Shores on site

Key Amenities

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

About this property

Welcome to your best vacation ever in an Oceanview Beach Condo. This gem with its stylish beach decor, furnished balcony and magical ocean view offers a wonderful place for making family memories. This Sandpoint 5th floor condo has awesome ocean views from every room The full kitchen with bar top seating...

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$256
avg per night
Fort Pierce Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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

Distance to beach: 1 miles to Harbour Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedrooms, 2 Baths, 4 SleepsBeautiful Ideal location - 1 mile to beaches, downtown, dining, and entertainment. Bright corner unit, turnkey furnished unit: Kitchen utensils, cooking equipment, Oven, Fridge, Microwave, toaster oven, coffee maker, bedding, towels, and much more. Spectacular views...

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$83
avg per night
Longboat Key Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Distance to beach: 0.3 miles to Gulf Of Mexico

Key Amenities

  • Air conditioning
  • WiFi

About this property

Bring your boat or just enjoy the view of the canal in this coastal townhome! It’s on the North end of LBK on a deep water canal with quick access to Sarasota Bay and the Gulf of Mexico. The location is ideal near Harry’s Restaurant and Store and just steps from the Deeded Beach Front, Durante...

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$102
avg per night
Hutchinson Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

MONTHLY RENTAL ONLY Beach front 1st floor condo, on Hutchinson Island. Newly renovated in Sand Dollar Shores. Private screened patio just steps away from direct beach access and pool. 2 bedroom 2 bath, full kitchen, dining area, living room with 65” TV, ceiling fans in all rooms, tile...

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Featured review

"Happiness by the Sea"

We stayed at the Hutchinson Island condo for the month of May. Beautiful venue, pool, parking in front of the 1st floor unit. The beach was nice and the large pool convenient to the condo. There were several...

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$133
avg per night
Punta Gorda Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • WiFi

About this property

Luxurious villa blends sophisticated design with laid‑back elegance. Envision sweeping panoramic views greeting the sunrise, while pristine landscaped gardens and lush greenery offer total privacy and serenity!

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Featured review

"Amazing"

Such an amazing experience with this condo! The owner is very helpful until the last day of our stay!

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Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Looking for space, comfort and touch of luxury? This is the Perfect Family home!Gorgeous luxury 3 bedroom, 2 bathroom condo. Comfortably accommodates six people. Master bedroom has walk-in closet and full bathroom. Two guest bedrooms, queen and two twin beds, full guest bathroom. Fully equipment kitchen...

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Featured review

"We will definitely stay again"

It was a wonderful stay, very clean and organized. Great family location and large pool. We will definitely stay again

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$84
avg per night
Cudjoe Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 miles to Bahia Honda, Key West

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Wonderful, pet-friendly and beautifully decorated 3/2 home on the water that's perfect for a vacation or simply relaxation. It's located on beautiful Cudjoe Gardens with direct ocean access. There's a marina within walking or rowing distance. Check out the nearby Marvin Key video.Summary: •...

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Featured review

"Wonderful"

My husband and myself along with another couple rented this property for 28 days in September 2022. The home is clean, very comfortable and nice. There is a canal at the house which we used to dock 2 boats...

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$192
avg per night
Lantana Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Lantana Beach

Key Amenities

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

About this property

Enjoy Resort Style Living in this beautifully updated Fully Furnished and Turnkey condo located in the sought-after waterfront community, Moorings in Lantana. This light and bright 2-bedroom and 2-bathroom condo features floor-to-ceiling impact windows in the living room, and a Fully upgraded kitchen...

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Featured review

"Great Apartment"

I rented Leon's condo for 12 months. A great location and a first-class apartment. Clean, spacious and quiet. Would have stayed on had I not relocated overseas. Highly recommended.

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$100
avg per night
New
Naples Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Artesia is a beautifully maintained, vibrate, pet friendly, gated community conveniently located between Naples and Marco Island. The Alexandria model boosts two bedrooms, two and a half baths, den and large two car garage. Turnkey furnished and move in ready, you can start enjoying all the great amenities...

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$100
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
Longboat Key Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Cedars East (0.6 mile walk) offers monthly memberships for tennis/pool/fitness center. The living area, kitchen and half bathroom are downstaris. Upstairs is the master bedroom with king bed and guest bedroom with 2 twins. Beach chairs, umbrella, wagon, treager grill all included. 60 day minimum during...

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Featured review

"Highly recommend!!"

We just spent 2 months at Tim’s condo and can’t speak highly enough about it! The location is perfect, mid island, walk to beach, on the canal which is just beautiful!! It’s great to have 2 floors...

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$133
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 50 feet to World's Most Famous Beach - YOU ARE THERE

Key Amenities

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

About this property

Welcome to your perfect getaway...our luxurious 2 BR condo in Beautiful Daytona Beach Shores. Located directly on the beach, with stunning coastal decor. Enjoy the white sand beaches of the Atlantic Ocean and relax in the condo gazing at the vibrant sunsets. Enjoy meals together in the spacious dining...

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$228
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 0.5 miles to Ft. Zachary Taylor State Park

Key Amenities

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

About this property

SUMMER/FALL SPECIAL. $500 OFF MY RATE. So welcome to Key West and the Shipyard section of the Truman Annex. You have many choices of accommodations and since I am not a real estate salesman or property manager, allow me let the photos and description speak for themselves. My oversized two-bedroom,...

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Featured review

"A touch is all you need…"

A touch of Cuba was the perfect little spot. We are now spoiled to the conveniences of renting direct with the owner, having Class A rated efficiencies, Beach, Bikes, Pool, very quiet and well kept area...

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$413
avg per night
Miramar Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

"This was by far the best rental we have ever had! It was so clean and comfy. The photos don't do it justice. The restaurants were close by and the beach was just a short distance across the street" - TinaD's By the Sea is the perfect location for your family's next beach...

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Featured review

"Snowbirding at D's by the Sea"

We so enjoyed staying at D's by the Sea for the winter. The location was perfect for us, as we could walk to just about anything/anywhere we wanted to or needed. It has a wonderful, heated pool and hot...

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$376
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to golfing paradise minutes drive from Gulf Beaches. Brand new fully furnished condo features 2 beds, 2 baths and. The West facing unit has beautiful sunsets, screened in lanai overlooks hole 5 and 6. Second floor next to elevator. Unit includes storage space for items you want to bring such...

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Sarasota House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Brought to you by Pier Property Management. Get ready to immerse yourself in the coastal vibe and everything the gulf beaches have to offer. This charming 1/2-acre home located in one of Sarasota's most desirable communities features 4 bedrooms, 3 full baths and an enclosed caged pool with a white...

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$397
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.0 feet to Out back

Key Amenities

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

About this property

It's all about the view—breathtaking panoramas from your private balcony with the ocean on one side and the river on the other.Welcome to this beautifully remodeled 2-bedroom, 2-bath oceanfront condo in the highly sought-after, friendly community of Sand Dollar Shores on Hutchinson Island,...

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$100
avg per night
Big Pine Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This is truly a hidden gem! A secluded four bedroom, three bath home furnished to the nines! There are three decks off of the home, plus an above ground pool with attached deck, bar and tiki hut. Super private with a fenced in yard! If you want to visit the Lower Keys, but don’t care about being...

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$133
avg per night
New
St. Petersburg Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 4 miles to St. Pete Beach

Key Amenities

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

About this property

Beautiful 1BR Condo with Conservation Views, Pool & Direct Bike Path to St. Pete Beach Enjoy relaxed Florida living in this beautifully newly decorated 1 bedroom, 1 bath condo located in a quiet, private community adjacent to Loggerhead Marina and a protected bird sanctuary Prime Location • Bike...

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$65
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Lido beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"Best "Home away from home"!"

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

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$100
avg per night
Sunny Isles Beach Condo
Sleeps 5, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Spectacular View of Ocean, City & Inter-coastal right from your Balcony, located on the 9th Floor. Enjoy all the Amenities that this Condo/Hotel in Sunny Isles Beach has to offer. This Beautiful newly remodeled 1 Bedroom Suite has a King size bed in the Master & a Sofa Sleeper in Living Room,...

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Featured review

"Sunny Isles Beach"

This unit was perfect for two of us. The location next to the beach is amazing and the views of the ocean are simply amazing. Would stay again!

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$150
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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$247
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.