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Florida Snowbird Vacation Rentals

(3391 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 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

Welcome Home! Enjoy this beautiful 3 bedroom 2 bathroom Ft. Myers condo in a safe and well-kept neighborhood near the beautiful Gulf beaches. Start your day in the fully equipped fitness room. Take a dip in the resort pool and spa. You will enjoy a kitchen that is fully equipped for easy meal preparation...

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Featured review

"Excellent!"

We were very pleased with our stay at Bellamar Place! Michelle was very pleasant to work with throughout our entire stay. The condo was fully equipped with everything we needed to make our stay absolutely...

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$125
avg per night
Destin Apartment
Sleeps 8, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

SeaBlue Silver Dunes offers an beachfront vacation experience. Enjoy breathtaking beach, pool, and courtyard views from your private balcony while savoring a glass of wine. Offering access to amenities including a heated swimming pool, beach service, pickleball courts, a beachfront bar and grill, a basketball...

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Featured review

"Comfortable, convenient, well-appointed condo with easy walk to the beach."

We had an awesome time in this condo with convenient location to beach, pool, restaurants and the sights of Destin. Laura provided us with paid beach chairs for our time watching the waves...that was awesome....

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$214
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
6 reviews

Distance to park: 7 miles to Disney Hollywood Studio

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful, clean and spacious 5 bedroom and 4 bath house in the most sought after community near Disney! 10 minutes drive to Disney and you can hear the Disney fireworks at night. Close to stores, restaurants and tons of shops. The house was renovated and professionally designed recently. The house has...

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Featured review

"60th birthday gathering"

So it was my wife's 60th birthday and we wanted something very nice so we contacted Mrs. Jun and she was very nice . We we arrived at the home it was just what we were looking for. The home very spacious...

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$149
avg per night
New Smyrna Beach Condo
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

3/2.5 waterfront in perfect beach location with pool, boat slip & paddleboards!This stunning 2-story, 3-bedroom, 2.5-bathroom home offers an unparalleled coastal lifestyle. Imagine waking up to breathtaking water views with playful dolphins and manatees seen from the comfort of your living room,...

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$97
avg per night
New
Sarasota Mobile home
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Wood-Burning Fire Pit | Cable TVs With at-home conveniences and sought-after amenities at your fingertips, this well-appointed home is perfect for families looking to explore Sarasota! Bedroom: Queen Bed | Living Room: Queen Sleeper Sofa | Screened-In Porch: Queen Sleeper Sofa RESORT AMENITIES: Hot tub,...

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$194
avg per night

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Sunny Isles Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

The apartment is not available from December 17 to January 17. Luxurious condo with amazing unlimited views of the ocean and Intracoastal in one of the best complexes in Sunny Isles. Maximum occupancy 4 people. The unit has everything for your comfort - all Italian custom cabinetry, Venetian plaster...

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

Distance to beach: 5 miles to Bonita Beach

Key Amenities

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

About this property

* The dates are available if they are shown as open on the calendar. The rates per month are listed under the rates tab**Little Bonita Cottage Near the Sea: 2-bedroom, 2-bathroom Cottage in the heart of Bonita Springs, a short journey from the soft, sandy shores of Bonita Beach. Situated just a...

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Featured review

"Cheerful home in wonderful neighborhood"

My wife and I enjoyed a nearby month long stay and were both quite pleased with these accommodations. We found the home to be comfortable, tastefully decorated, comfortable king bed, light, bright and...

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$221
avg per night
Longboat Key Studio
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

AS OF 9/29/24 WE ARE OPEN . No damage to unit DIRECTLY on the GULF. WITH PRIVATE BEACH Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent...

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$519
avg per night
Cape San Blas House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Coast Away, built in 2016, is a raised ranch home with all of the bedrooms and living space on a single level.  The layout offers all of the benefits of a home with multiple levels, minus the challenges of additional stairs.  It mixes an amazing view, spacious gathering areas, and...

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$528
avg per night
St. Petersburg House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 2 miles to North Shore Beach

Key Amenities

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

About this property

Very large 4 bedroom waterfront single family home overlooking Tampa Bay and the lights of downtown St. Petersburg. Perfect value play for family in town for wedding, corporate event, sporting events or just weekend away. Perfect opportunity for the family to stay together under one roof at less expense...

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Featured review

"Serene Oasis: Bay Beauty"

I recently had the pleasure of staying at the Bay Beauty and it truly lives up to its enchanting name. The house is an absolute gem, boasting spaciousness, beauty and a remarkable attention to detail left...

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$915
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 26 miles to Siesta Key

Key Amenities

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

About this property

The condominium is in prestigious Lakewood National Golf Club and is fully furnished with a washer/dryer built in the unit for your convenience. 24/7 guarded Gated community with multiple pools within the community, tiki bar at the main pool. The condominium is on hole #10 of the Piper golf course and...

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Featured review

"Great place, even better service."

This condo was the perfect place for my fiancé, 2 dogs, and myself to sty while here on business for a couple of months. Ashok was super responsive and quickly got us in when a previous property didn't...

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$191
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to your private waterfront paradise in the heart of Sarasota! This beautifully designed 3-bedroom, 2-bathroom retreat offers the perfect blend of luxury, comfort, and serene natural surroundings. With a heated pool and spa, this home is fully stocked to provide you with the ultimate indoor-outdoor...

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Featured review

"Great Place"

There were only 2 of us and we had this huge house to ourselves. This is a family-friendly "home" with a large open kitchen/dining/family room area, lots of open space, and a great screened in outdoor...

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$388
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from the living room and Master bedroom. Amazing views of Beach, Pool, Pond and downtown Sarasota.This is a very popular floorplan at Beachplace. You have spectacular views of the beach and...

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$428
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy our 2br 2 bathroom ground floor condo. 30’ to the pool, tennis courts, Weber gas grills, and picnic table . Or cross the street to private deeded beach access on the #1 beach in the US. Enjoy bayside fishing on the fishing deck. 1280 square feet of living space. Roku tv’s and...

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Featured review

"Beautiful Bayside Condo"

This is a beautiful condo in Bayside Club resort. A gated community. Well cared for. This condo is just 30 feet from one of the pools, tennis courts and pickle ball courts. It’s a short walk to...

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$346
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

Located in beautiful Daytona Beach Shores, this is a direct oceanfront condo with 2,453 square feet. It was voted as one of the top 10 beaches in Florida. Our unit was first rented in June 2007. This three-bedroom, three-bath condo has top-of-the-line amenities and we have personally picked out every...

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Featured review

"The perfect beach stay!"

We had the best time staying in this unit. The views off the balcony are beautiful. The pool and beach are both easily accessible, which is a must with toddlers and all the beach gear. The pool has recently...

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$300
avg per night
Key Colony Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Canal front, Dock, Hot Tub and Cabana Club AccessWelcome to Orchid House, a lushly landscaped canal front home located on the beautiful island of Key Colony Beach. This property comes with boat dockage , private hot tub and access to the Cabana Club pool and beach.When you first drive up to the...

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$264
avg per night
Last Minute Deal
Englewood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
35 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

GORGEOUS, GULF FRONT VILLA CONDO AT “ EL GALEON BY THE SEA”This lovely 2 bedroom/2 bath unit is part of a 20 unit villa condo complex, situated directly on the beach on beautiful Manasota Key. Because this is a relatively small complex, it offers guests a more lay back, relaxing atmosphere....

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Featured review

"great ocean view"

Nice decor, great location. The kitchen had everything we needed in it. We never got rired of the ocean view from the living room.

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$375
avg per night
Sarasota House
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • WiFi

About this property

Property Description Welcome to your Sarasota escape—just 8 minutes from world-famous Siesta Key Beach! This beautifully updated 3-bedroom, 2-bathroom home sleeps up to 10 guests, offering the ideal blend of comfort, style, and convenience for families and groups alike.Inside, you’ll...

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$149
avg per night
Destin Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Stepping into this newly renovated condo, you will feel yourself begin to unwind. This spacious two bedroom, two bath, beautifully decorated condo offers a serene escape from the bustle of life. With 1100 sq ft of living space and an open floor plan, this unit will have you coming back every year. Chateau...

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Featured review

"Very nice townhouse"

We really enjoyed our stay in Destin. The townhouse was clean with very comfortable bed. The grill was a nice added touch. Highly recommend staying here.

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Islamorada House
Sleeps 8, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

1440 sf - Sleeps 4 adults (also includes xtra bed in guest room plus EZ-Bed electric queen Bed and large sectional couch with chaise lounge and cuddler for larger families). Fully renovated and updated in 2021. 70ft foot dock and cleaning table. Great ambience, quiet home like feel. Private community...

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Featured review

"BEST TROPICAL VACATION EVER!!!!!!!!"

Here is the review I am trying to post via for our March 2024 stay.Wonderful! Fantastic! Amazing!Wonderful Hosts!!! Jay and Sharon are so welcoming and supportive! We felt at home before we...

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$329
avg per night
Pompano Beach Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Adorable 3/2 house, its private dock and pool. The location is great with the beach, restaurants, and grocery stores close by. The home is tastefully furnished and comes with everything you need to enjoy Florida living at its best. large outside play/relax area with air hockey and pool table, pool area...

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Featured review

"Amazing July 4th family vacation"

This property was perfect for our vacation! The beds are very comfortable, the coffee was excellent, the house was cozy and comfortable the entire family loved their stay. It was convenient to have the...

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$550
avg per night
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, 3 bedroom, 2.5 bath, fully equipped vacation townhouse rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community...

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Featured review

"Beautiful Condo! Exactly as shown!"

We are a retired couple who stayed for 3 months from Jan to March. Beautiful Condo, exactly as pictured. Furniture is very comfy. Close to all attractions. We felt very safe. Publix and Walmart are...

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$106
avg per night
Cape Coral House
Sleeps 13, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your dream getaway in Cape Coral, Florida! Our luxurious canal-front retreat offers 4 bedrooms and 3 bathrooms, perfect for vacations, weddings, bridal party preparations, and reunions for up to 50 guests but a maximum of 13 overnight guests. Enjoy a fireplaced living room, landscaped grounds...

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$571
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Inviting luxury amenities like lvt plank flooring through out, granite counter tops, brand new stainless steel appliances, 3 flat screen TV's,quality furniture, cookware, 4 seat dining room table, bar area with chairs. Outstanding pool, beach and ocean views from the balcony, living room, dining...

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Featured review

"Great place"

Everything was as advertised. Clean and spacious with amazing views. Parking can be an issue very small and tight area but still a great place

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$170
avg per night
Last Minute Deal
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
4 reviews

Distance to beach: 5 miles to Cape Coral

Key Amenities

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

About this property

"Unplug. Unwind. Reconnect. Winter 2026 reservations now open—secure your seasonal sanctuary today."Villa FireSky: Waterfront Luxury with Soul PRIVATE. ELEVATED. RETREAT-ENERGY. A stunning waterfront escape designed to Re-New, Re-Charge & Re-Discover the best parts of you.“Absolutely...

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Featured review

"Wonderful!"

Excellent waterfront rental property, private, quiet, great area, nice services, lots of good restaurants nearby.Only disappointment was the "cold water" pool and spa for most of our stay and the several...

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$412
avg per night
Davenport House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Thanksgiving Week Deal: Early Check-In or Late Check-Out Included at 1pm!Spend your Florida vacation in a luxury 4 bedroom, 4 bath pool home in the prestigious Solterra Community. Features here include a private theater room with 82” TV, summer kitchen with grill and pizza oven, game room with...

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Featured review

"Almost Perfect"

Theater room was excellent. Enjoyed using the built in speaker system that was available throughout the house. Was disappointed to find that there weren't any ceiling fans which we found to be very unusual...

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$250
avg per night
Naples House
Sleeps 6, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Nestled in the highly sought-after Moorings neighborhood of Naples, this beautifully updated 4-bedroom, 3-bath luxury home offers the perfect blend of comfort and elegance. Featuring an open-concept living area and a spacious covered lanai with a heated pool, this home is ideal for both relaxation and...

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$940
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Condo is ground floor with 2 bedrooms and a Den. Fully furnished with Master Bedroom with King bed and walk in closet and walk in shower, two TV's, dining table, nook dinette, Lanai furniture, family room sofa and reclining chair. Den has a tv and couch along with a large space for computer work...

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$146
avg per night
Pompano Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Yacht & Beach Club condo is casual, tropical, carefully maintained and well suited for upscale business and vacation travelers (all apartments are two-bedroom/two bath). It offers a relaxing get-away that’s close to everything. You’ll find a beautiful, heated swimming pool right on the...

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Featured review

"LOOK NO FURTHER!"

I have been going to Palm Coast for ovwr 15 years to be with family at Christmas, always staying at The Lodge at Hammock Beach or the condos at Hammock Beach. HANDS DOWN, this condo at Yacht Harbor Marina...

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$287
avg per night
Fort Walton Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Unit 402, you can't get any closer to the beach! Take the eleavator to our 2000 square foot 3 bedroom, 3 bathroom penthouse. You can see the ocean from our two balconies...on two levels! The beautifully decorated unit boasts three wonderfully appointed bedrooms. It sleeps 8-10 people with...

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Featured review

"Great house!"

Great house. Just as described. The pool was so fun also. A little far to walk to the beach. We would definitely stay here again.

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$280
avg per night
The Villages Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

New landscaping and upgrades make this your ideal place to live or vacation at in this beautiful and tastefully fully furnished villa in The Villages Florida. NEW HOT WATER HEATER, NEW AC 2021, IVY STONE VILLAS in THE VILLAGE OF SPRINGDALE. Ceramic Tile Floors, Laminate Flooring in Bedrooms. Solid Surface...

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Featured review

"Home away from home"

Just right for our needs while awaiting our own home build. Owner was great to work with, very responsive to our requests. Location in The Villages was close to shopping and recreation. The community pool...

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$112
avg per night
Cape San Blas House
Sleeps 8, 4 bedrooms, 5 bathrooms

Key Amenities

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

About this property

We invite you to book our newest bay view home and start living on “Cape Thyme”. This beautiful home is steps from St. Joseph’s Bay and a short walk to the Gulf. This home is located in a wonderful, gated community that offers a bay side and beach side pool access. Challenge your family...

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$493
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

This exclusive villa with 1900 sq ft can accommodate up to 6 people and is located in southeast Cape Coral, from which you have direct boat access to the Gulf of Mexico. The villa is therefore in an absolute dream location and leaves nothing to be desired.The highlights of this beautiful villa include...

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Featured review

"Perfect Getaway in Cape Coral, Florida!"

I recently had the pleasure of staying at this incredible vacation rental in Cape Coral, and I cannot say enough good things about the experience! From the moment we arrived, we were welcomed by a pristine,...

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Melbourne Beach Condo
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Beautiful fully furnished and equipped condo is updated and ready for you to relax and enjoy. Perfect for executive lease, extended stay or vacation. Open floor plan with ocean views from all three bedrooms, great room and kitchen. 3 Bedrooms plus an office /bedroom. Renovated modern style kitchen, granite...

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$259
avg per night
Islamorada House
Sleeps 10, 3 bedrooms, 2 bathrooms
16 reviews

Key Amenities

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

About this property

''BEAUTIFUL BAYFRONT PROPERTY!!!!''** 2022 Remolded bathrooms, 2021 NEW POOL** Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 8. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath. Entire house...

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Featured review

"The BEST of the BEST in every way!"

By far and away, this was the best rental property we have ever stayed! We have been visiting Islamorada for nearly 20 years and have stayed almost everywhere you can imagine, and we have now struck gold...

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$417
avg per night
Ormond By The Sea Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful Direct Ocean View from 2nd floor private Balcony and two access points to Beach. This is a 5 story condo complex that has elevator, Heated Pool, cable, wifi, clubhouse and 2 dedicated car wash areas. Your Newly, Fully remodeled 2/2 condo comes with a Queen size bed in the Master bedroom and...

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$94
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Brand new to Florida Rentals. Welcome to this NEWLY RENOVATED spacious two bedroom condo (1375 square feet) on the second floor in the gated community Bermuda Bay Beach Club. Each bedroom has a queen bed with a large walk-in closet, plus a daybed with trundle in the living room. Fully stocked kitchen...

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Featured review

"Fun in the sun"

The condo was awesome. Very spacious. It had everything we needed for a wonderful vacation. Many thanks to our host and hostess who were extremely pleasant and helpful.

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$129
avg per night
Fort Myers Villa
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover Villa Mermaid Oasis, a stunning lakefront pool villa perfectly located just minutes from Fort Myers Beach, Sanibel, restaurants, and charming local shops. This tropical haven combines sun-soaked relaxation with effortless access to the best of Southwest Florida, offering everything you need for...

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$270
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Tamarindo, South Naples' newest and most exclusive gated community. This stunning rental property offers the highly sought-after Clifton floor plan, featuring 3 spacious and elegantly furnished bedrooms and 2 luxurious full bathrooms as well as your own private pool, your very own screened-in...

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$174
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This fully furnished 2 bed and 2 bath condo has been updated and located on the first floor in the central part of Naples. Community is just minutes to beaches, highway, local Costco, Publix, shopping and restaurants. Master bedroom offers Queen size bed, updated walk in shower, and large walk in closet....

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$160
avg per night
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 70 yards to laguna

Key Amenities

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

About this property

This Classic beach cottage has been completely renovated and is truly home away from home. You can sit outside and enjoy the million dollar view of the gulf. The cottage is located away from the crowds in a quiet residential neighborhood with a relaxed atmosphere. The "World's Most Beautiful...

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Featured review

"Labor Day trip"

Walking into this home is like walking into your Grandmother's home...warm and inviting, with some nostalgia thrown in. If you're looking for the perfectly matchy-matchy furniture and decor, this is not...

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$160
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Begin your day at Twin Palms Resort in Panama City Beach by eating breakfast on our large over sized private balcony on the 11th floor over looking the beautiful Gulf of Mexico. There are spectacular views from both the master bedroom and living area. Hearing the sounds of the waves hitting the shore...

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Featured review

"awesome place to stay"

This place meet all expectations and more. The owner was fantastic. He helped with everything that with had questions about. Condo was very clean. The beds were excellent fantastic view will be back.

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$220
avg per night
Port Charlotte House
Sleeps 10, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Escape to Harbor House, a beautifully renovated and elegantly furnished home designed with comfort and relaxation in mind. With 2,800 sq ft of thoughtfully crafted living space, this spacious getaway is the ideal seasonal retreat for snowbirds seeking sunshine, serenity, and the best of Florida living.Unwind...

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$187
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Bonita Beach

Key Amenities

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

About this property

This condo is located in North Naples in the much sought out gated community of Sterling Oaks. Unit consists of 3 bedrooms and 2 full baths, living room, dining area, large kitchen plus breakfast bar and an enclosed lanai. There’s covered parking at your door and additional parking adjacent to...

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Featured review

"Two month stsy"

Susan was a great host. She met us at the condo and had little welcoming touches thoughout. The condo split layout worked great when our kids and grandkids visited. We enjoyed the community and amenities....

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$117
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

No steps! Professionally decorated for comfort and style this open floor plan ranch style Villa has soaring ceilings. Curl up with a movie on the 50" TV on the finest luxury leather we could find. Fully equipped stainless steel kitchen with everything you could possibly need. Stainless steel grill....

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$165
avg per night
Davenport Bungalow
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Distance to park: 10 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Tupelo Magic is in the private, prestigious, secure and mature community of Calabay Parc, 15 minutes from Disney, close to all major highways, restaurants and shopping. The Villa is in a secure community and is monitored 24/7 with 23 video cameras located throughout the complex for your added security....

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Featured review

"Excellent"

We were very pleased with Tupelo Magic. A comfortable home, that was well equipped for all our needs. The neighborhood is beautiful and quiet. The location is very convenient to attractions, shopping,...

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$193
avg per night
Hallandale Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

*Available Dec to January 1, 2026 checkout* Upgraded and remodeled 2/2 unit with great views of the ocean and Intracoastal on sunny south side. Upgraded kitchen and bathrooms, fixtures, lighting, toilets, faucets, electronic blinds, and more. Floor to ceiling windows with extra tall and unique balcony....

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Featured review

"Wonderful Winter Getaway"

We loved our six week stay at this beachfront condominium. The unit was very clean, modern and the entire property is well kept, we felt very comfortable and safe. There were allot of amenities and being...

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$325
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
13 reviews

Key Amenities

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

About this property

Celadon Beach Unit 2009 is located on the 20th floor with beautiful beach views from the Master Bedroom, living room, and wrap around balcony.Free beach service with 2 padded chairs and umbrella that costs $240 a week!Summer rentals, Memorial Day thru Labor Day are Saturday thru Saturday rentals.Tile...

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Featured review

"Beautiful place to stay!!!"

So glad to have had the opportunity to stay in this unit. The wrap around deck is an awesome place to set back and enjoy the sunset. Being on the 20th floor also gives you the ability to see far out into...

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$296
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Ask about our 5 star reviews! We have other properties as well!- Incredible views of the Gulf! - 30A! Location, location, location! - Private Balcony - Smart TVs with Roku - Community Pool & Outdoor Shower - Low Rise Condo; 3rd floor End Unit - Private on suites for both bedrooms - Washer...

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$180
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 100 feet to Crescent Beach

Key Amenities

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

About this property

Relax and listen to the waves while sitting on your private lani. You're on the top floor (6th) of the Siesta Breakers Condominium, a private, gated facility with direct access to Crescent Beach, the #1 Top Rated beach in the USA.This luxury 2 bedroom 2 bath apartment, has been kept up to date...

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Featured review

"Siesta Key"

The area: The general area of the condo was a fun place to visit. Plenty of stores within walking distance (just across the street). More than ample restaurants from which to choose. If you are heading...

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$482
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.