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Florida Snowbird Vacation Rentals

(3386 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.

Bradenton Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 15 miles to Seiasta Key Beach

Key Amenities

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

About this property

The luxurious Club and amenities will be bringing you and your family an unforgettable time!! Unlimited golfing for around 50% less fee , and 9 Har-thru tennis courts, pickle ball courts; a state of the art fitness center; spa; zero entry lagoon swimming pool and hot tub with handicap access; Tiki bar,...

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Featured review

"Spacious with Great Amenities!"

The pool and tiki bar were wonderful! The pool is large and has shade! We enjoyed relaxing on the screened in second story patio except when it rains you do get dirty puddles. The rooms are large but...

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$176
avg per night
Key West Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Galveston Porches Stylish one bedroom apartment in the heart of Old Town. Totally renovated and beautifully decorated. Everything you will need for your perfect Key West extended stay. 1 assigned parking space with the apartment. Full kitchen and washer dryer, Central AC and wifi access. The owners have...

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$224
avg per night
New
Key Largo House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

This is one of the most unique homes in all of the upper keys! What makes it special is that it's located on a peninsula so very private while at the same time offers stunning views of the Key Largo Bay.The home was recently updated to include all new flooring, new stainless steel kitchen appliances,...

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$959
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

ALL NEWLY RENOVATED BEACHFRONT CONDO! AVAILABLE FOR 2026 SEASON!Annual rental or seasonal rental accepted.Jan 1 2026 through March 31 2026 $30,000 plus 11.5% tax. Fees: $175 HOA application. $200 departure cleaning.Annual rental: $5,500 per month plus utilities. No additional fees.Be...

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$320
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautifully furnished, two story townhome available for rent in-season or annually. The home has three bedrooms and a loft with a pullout sofa. It comes completely turnkey with everything you need to enjoy your 3-6 month stay in Naples. It is approximately 20 minutes to Vanderbilt beach. The community...

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$185
avg per night

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Estero Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Second floor condo with stunning view of the golf fairway and water fountains. Sit outside and enjoy the enclosed lanai with couch and table. Bright and spacious condo with vaulted ceilings. Condo is fully furnished, including new furniture and Smart TV'S in each bedroom. Cable and high speed...

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$73
avg per night
Okeechobee House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Large family room, eat in kitchen, everything you need to cook a meal.Three bedrooms with pillow, towels and blankets. 2 baths, washer and dryer, carport, large side yard for trailer and cars.AC works great, extra spilt AC in third bedroom. Beautiful grassed yard maintained. Large TV and internet.

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$121
avg per night
Tavernier House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

This beautiful waterfront home was recently updated and features 3 bedrooms with a spacious master bedroom and 2 bathrooms. The home has a very large kitchen with an island and two refrigerators. The kitchen is fully equipped with pots, pans, utensils, plates and more. We also provide a coffee machine...

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$127
avg per night
Hutchinson Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

STUNNING penthouse (12th floor) corner unit, located in a prestigious building on beautiful Hutchison Island. You will not find a more breathtaking view! Spacious, open floor plan. Modern, granite kitchen (glass backsplash-ocean view between cabinets!), ceramic tiled baths, sliders to private balcony...

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$329
avg per night
Daytona Beach Shores Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

OCEANFRONT REMODELED CONDO, perfect vacation spot; directly on Daytona Beach. Come and enjoy our 2BR/2BA condo; Family-friendly and just steps to relax on the beach or play in the ocean waves. The condo has a fully equipped large remodeled kitchen and comfortable living/dining area with access to an...

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$202
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautifully and comfortably RENOVATED 2 bedroom 2 bath condo. Gulf ‘N Bay is located on the sandy beaches of the Gulf of Mexico. For your pleasure, you’ll find a large heated pool, Bar B Q area, Club Room with game tables, kitchenette and TV. Private beach access is within steps from your...

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$200
avg per night
Hollywood Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Sea Air Towers - Cozy 1 BDR 1.5 bath apartment furnished & equipped with everything you need for your stay. Fully stocked kitchen with appliances, coffee maker, dishwasher, microwave and utensils. Located at Hollywood beach ,Florida next to diplomat hotel, water activities,shopping, restaurants. SPOTLESS...

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$141
avg per night
Key Colony Beach Condo
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautiful Ocean Beach and Pool view from the deck. Relax in paradise where everything is steps away! Suntan on the white sand beach complete with chairs, tiki and palm trees! Spectacular sun sets!Condo is townhouse style with stairs to bedrooms. Master bedroom has king bed with full private...

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$290
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Stunning Bougainvillea Model with Golf Membership – Fully Furnished & Move-In Ready! Step into luxury with this beautifully decorated 3-bedroom + den Bougainvillea model, perfectly positioned to capture serene sunrise views every morning. Boasting top-tier upgrades and an unbeatable location,...

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$400
avg per night
New
Clermont Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to park: 12 miles to disney animal kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience comfort and fun at this home in the Glenbrook community, just 30 minutes from Disney and Orlando. Relax in our private pool with out door seating, optional heated pool, a BBQ grill for use and lots more. Our home has a pool table for your use in the garage and cozy living and dining space with...

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$120
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
6 reviews

Distance to park: 8 miles to Disney Animal Kingdom

Key Amenities

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

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee, Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...

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Featured review

"Awesome"

Verry nice villa, warm jacuzzi. It was awesome. Bathrooms and bedrooms were good. Everthing was clean when we arrived. Great

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$361
avg per night
Rotonda West House
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 8 miles to Manasota Key

Key Amenities

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

About this property

We were not affected by Hurricane Ian and are making our home available when we are not staying .Enjoy the beach life or choose to stay in your spacious home and relax around a beautiful heated pool. Our 2 bedroom, 2 bathroom pool home with new furnishings is located in a quiet, safe location just...

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Featured review

"Excellent Location"

This is a beautiful private home. Filled with all the amenities you could need or want. The private pool is such a bonus. Early mornings or after a long day at the beach make it extra special. Plenty of...

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$157
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

CORNER (END) LUXURY OCEANFRONT CONDO, WRAP-AROUND BALCONY, WESTERN SUNSETS VIEWS, PET FRIENDLYTHE MINIMUM AGE LIMIT FOR RENTING THIS CONDOMINIUM IS 25 YEARS.PLEASE ASK THE OWNER FOR A COST ESTIMATE. UPDATED RATES FOR THIS CONDO, AS WELL AS PHOTOS AND REVIEWS, ARE ALSO PRESENT ON THE VRBO WEBSITE...

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Featured review

"Bonita Beach- Unit 11 ️️️️️"

Our family had an amazing stay here in June. The host was top notch. It was perfect as seen in the pictures. We’re looking forward to staying here next year. ️ ️️️️

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$278
avg per night
Key West Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to the cutest little Conch Cottage in the Florida Keys! Located in the Seaside Resort Community, only ten minutes to Key West! You won’t find a more affordable and comfortable location than this! The resort has not one, but two large pools, one that overlooks the open water! Other amenities...

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$120
avg per night
Fort Myers Beach Apartment
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

The Island Hideaway Properties are now available for booking.Coconut Suite is two bedroom one bathroom (shares balcony with Orchid) Orchid Suite is a two bedroom one bathroom Royal Palm is a two bedroom one bathroom on the ground floor Palm Jr is a one bedroom one bathroom on the ground floor....

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Featured review

"Cute little place"

My husband, myself & our two small children stayed at Island Hideaway. Rhonda & Phillip were wonderful to work with & very accommodating. The place we stayed in was clean & had everything we needed. I also...

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$400
avg per night
Ormond By The Sea Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Ormond-by-the-Sea

Key Amenities

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

About this property

Oceanfront 1st-floor condo

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Featured review

"Summer get away"

We really enjoyed our get away to OrMond by Sea at Sea Bridge Condo. The Condo was perfect had everything we needed . The kitchen was so stocked that I enjoyed cooking there felt like I was at home. The...

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$70
avg per night
New
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

WOW! Your dream CONTEMPORARY POOL home away from home is complete with an ENTIRELY remodeled interior and revived landscape.( Please be aware NO PARTIES!) 3 bedroom/2 bath, the home offers upgrades throughout the kitchen, dining, family, master bathroom and living rooms. The beautiful home also includes...

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$237
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo, 2 Bedrooms, 2.5 Baths, (Sleeps 4) OWNERS HAVE THOUGHT OF EVERYTHING!TWO ensuites - Perfect for Couples!Short walk to community pool and sun deck!Nestled in desirable south Fort Myers you'll find Sail Harbor - a guard-gated community of town homes, just minutes from our beautiful...

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$127
avg per night
Palm Harbor Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Honeymoon Island State Park

Key Amenities

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

About this property

HARD TO FIND!! First floor Golf Course view in the conveniently located in the private Prestwick Lodge. Relax on your spacious patio and watch the golfers approach the green on Osprey North #2. This condo floor plan has 2 -3 Bedroom, 2 Bath and a Den with pull out sofa. Formal dining room and living...

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Featured review

"Great space"

This is our second stay at Patti’s condo. Large place, loved the walkout to hole 2. Had a hiccup with the bathroom but Patti was quick to address. Would come back again.

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$107
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 7 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

2B/2B 1st floor fully furnished condo in a quiet community with 2 pools(1 heated). Tiki Huts by pool and bathroom cabana. Parking directly in front of unit along with mailboxes. 1 Q bedroom with cable, 1 Q bedroom with TV for streaming and sofa bed opens to full in LR. Great location with a short drive...

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Featured review

"Relaxing Vacation Spot"

This condo is in the perfect location- within driving distance to the beach, nightlife/restaurants, and downtown shopping center! We loved how quiet the neighborhood is and that the complex offers 2 pools...

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$117
avg per night
Fort Myers Beach House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 0.3 miles to Mid Island Ft Myers Beach

Key Amenities

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

About this property

Enjoy it all in our beautiful canal home with easy Gulf access located mid-island in the desirable Glenview neighborhood on Ft Myers Beach. Explore the Gulf with your own boat from your own dock, and walk to the sugar-white beach down a quiet street in less than 5 minutes. Comfortable, modern accommodations...

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Featured review

"Seadaze is lovely"

Enjoyed our time at Seadaze. The home was clean and spacious ! The pool was great as well. Having a boat dock at the house was a great addition. We also brought our e-bikes and enjoyed riding the island....

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$388
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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$295
avg per night
Fort Myers Beach Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

REDUCED SPECIAL RATE FOR MARCH: $210 nightlyEscape to paradise at this fully remodeled condo on the desirable south end of Fort Myers Beach. With beautiful, comforting décor and modern upgrades throughout, this bayfront retreat offers both style and relaxation. Just 7 minutes to the beach,...

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$203
avg per night
Miramar Beach House
Sleeps 12, 4 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.5 miles to Miramar Beach

Key Amenities

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

About this property

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

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Featured review

"Highly Recommend!"

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

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$300
avg per night
Cape Canaveral House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This oceanview multi-level penthouse with a heated pool, hot tub and private beach access. Close to shopping and restaurants or stroll down the beach to the famous Cocoa Beach Pier. Condo is equipped with everything you need during your stay including wireless internet and cable tv for your convenience....

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Featured review

"Very quiet place one the beach."

I have extended business trips to the Cape and desire a place I can feel at home rather than a Hotel room. The Cape Canaveral location is perfect. The owner / operator worked with me regarding my schedule....

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$299
avg per night
Anna Maria Island House
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront

About this property

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

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$551
avg per night
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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$179
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 4.5 bathrooms
3 reviews

Distance to park: 4 miles to Animal Kingdom

Key Amenities

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

About this property

Conveniently located on the Exclusive Emerald Island Resort. With 7 Bedrooms and 4.5 bathrooms, Berni’s Home from Home can easily accommodate two families travelling together or will give one family plenty of space.Enjoy relaxing by your very own private extended south facing pool or spend some...

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Featured review

"Very well maintained home"

This home was lovely and very well kept. Would rent again if the occasion arose that we needed a home this big again.

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$271
avg per night
Kissimmee House
Sleeps 20, 9 bedrooms, 6 bathrooms
3 reviews

Distance to park: 2 miles to Disney’s Animal Kingdom Park

Key Amenities

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

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, This 24 hour guard gated...

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Featured review

"Very comfortable"

I went with my family, very comfortable. Beds 6 out of 10. Pool 7 out of 10. Rest of amenities 10 out of 10.

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$398
avg per night
New
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Wake up to STUNNING sunrises every morning.... over magnificent water views, in your tastefully appointed, home away from home. Enjoy the expansive views from this beautiful Bay Creek Coach Home, just around the corner from all the amenities including resort pool, tennis, pickleball, fitness center, spa,...

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$217
avg per night
Indian Rocks Beach Cottage
Sleeps 4, 1 bedroom, 1 bathroom
9 reviews

Distance to beach: 15 yards to Indian Rocks Gulf Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

LOCATION, LOCATION, LOCATION!!!This One-of-a-Kind Property is located on the Gulf Beach Side of Gulf Blvd. in the heart of Indian Rocks Beach. The property has two side-by-side cottages, this profile is for "Cottage B". Description and availability for " Cottage A" can be found...

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Featured review

"Excellent Vacation"

It was a pleasure communicating with Manny. He was quick with his responses and willing to answer all inquiries.Upon arriving, we met Manny in person. He gave us an overview of restaurants, businesses...

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$125
avg per night
New
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover the perfect retreat on picturesque Venice Island in this inviting second-floor, two-bedroom, two-bath condo. Ideally located, you’ll be just a short stroll or bike ride from pristine public beaches, Sharky’s on the Pier, the fishing pier, local golf courses, and the charm of Historic...

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$150
avg per night
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Now available: March $3250 APRIL $2850 and MAY $2450 (and possibilly February. New renovations almost complete. All walls, paneling and cabinets painted off white, new marble-like counters in kitchen and both bathrooms, new bath sinks and faucets, all new overhead lighting and ceiling fans, new Dining...

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Featured review

"Excellent short term rental!"

This was perfect for my needs. I wanted to buy a house in the area and needed somewhere to stay while I bought a property. This rental was in an excellent location in The Villages. It was close to all...

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$105
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your home at 20051 Sanibel View Circle, Unit 303, Fort Myers, Florida 33908, nestled within the beautiful Sanibel View Condominiums. This luxurious condo is now available offering a seamless, turnkey living experience. Also available for an annual lease. Upon entering this residence, you'll...

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$142
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 400 yards to South Beach

Key Amenities

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

About this property

NOTE: We are not currently taking reservations past 12/31/2026. We will open reservations in early 2026 Thank you.The Location - Florentine Gardens is located on the south end of the island less than two blocks from the public entrance to south beach. NO PARKING ISSUES from here, you can walk it...

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Featured review

"Thanksgiving Vacation"

We booked the month of November so we were there for Thanksgiving. They’re not words to describe the paradise of a relaxing Thanksgiving day on the beach. The accommodations of the perfect condo added...

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$274
avg per night
Delray Beach House
Sleeps 7, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 9 miles to Delray Beach

Key Amenities

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

About this property

NOTE: the property is NOT available from Dec 1 to March 31 each year, since the guests have booked a return visit for next year.There is a large salt water pool in our back yard that is enclosed with a screend lanai to keep out those pesky Florida bugs. Our yard is private, partially shaded so...

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Featured review

"Perfect vacation house in a beautiful gated community"

Just got back from staying at Donna and John’s house in a gated community in Florida, and it was fantastic!The house was very clean with everything we needed. The open and modern layout of the house...

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$295
avg per night
Oldsmar Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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Featured review

"Oldsmar Condo"

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

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$115
avg per night
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach!Overflowing with elegance and coastal charm, Island Key 402 delights with custom, contemporary décor and a spacious balcony perched directly...

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$265
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool

About this property

Welcome to your slice of paradise at The National Golf and Country Club in beautiful Ave Maria, Florida! Experience Coastal elegance in the stunning Arbor style unit overlooking a serene nature preserve, a pristine golf course and a tranquil lake. Your morning coffee on the lanai could not get any better!...

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$193
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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Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
10 reviews

Key Amenities

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

About this property

1 Bedroom Condo; Fourth floor, Bay and Gulf views, sleeps up to 4, Kitchen w/ dishwasher, microwave. Sofa bed in L/R, King bed in B/R, cable T.V. On private beach, at the northern tip of Lover's Key. Pool and Spa. Trolley stop to Fort Myers Beach attractions near by.LOVERS KEY BEACH CLUB Located...

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Featured review

"Great place"

We could not ask for more. A clean place, a great place for a couple, a private beach, a great view from the balcony, long walk to the lovers key beach, a big swimming pool with a spa. Janice is always...

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$200
avg per night
Sarasota House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to your own slice of paradise in the heart of Sarasota's coveted Gulf Gate community with this beautifully updated 2-bedroom, 2-bathroom retreat, designed with a relaxing stay in mind. Featuring a heated, caged pool, and just moments away from the world-renowned Siesta Key Beach, this gem...

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$215
avg per night
Ave Maria House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your own little paradise at The National Golf and Country Club, tucked away in the beautiful town of Ave Maria, Florida. This stunning single-family home features the popular Victoria floor plan with 2 bedrooms and a cozy den—complete with a pullout couch, so there’s space for everyone...

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$250
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

This fabulous, 2000-square-foot, fourth story, corner, direct beachfront, condominium features spectacular views of the gulf and bay. Hear the waves from the master suite and enjoy a dinner on the screened lanai while viewing one of Longboat's incredible sunsets. Sip a morning coffee on the back...

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$1,143
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome families and fisherman!! Our oceanfront condo overlooks the famous Sunglow Pier. Just steps to fishing on the Pier or just enjoying a meal at the Pier restaurant watching the birds. Sunglow Resort is a very family friendly vacation spot, located directly on the beach. The comfy, spacious condo...

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$198
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.