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Florida Snowbird Vacation Rentals

(3412 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.

Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fabulous two bedroom two bathroom apartment (master with California king bed and second bedroom with queen bed) with enclosed lanai overlooking second tee and lake. Turn key and fully equipped with everything you could possibly want and more for an extended stay. Flat screen tv plus additional tv in...

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Featured review

"Excellent Location"

Great location. Close to restaurants and shopping. Nice view. Old Naples nearby. Beaches close by. Close to Olé.

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$122
avg per night
New
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

SAND DOLLAR SHORES, 5th floor , on the Ocean !!! April , May ,and June Available !!! Come and Enjoy the Vacation Life in your own Beach Front Condo. Directly on the beach, and Pool. Pickleball courts, Clubhouse and Gym. Close to Great Restaurants and Happy Hours. 2 Bed, 2 Bath , Full Kitchen....

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$162
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

As your enter the front door, you are welcomed to a spacious, bright, open area. The living room invites you to a cozy lounge space, which directs you to sliding glass doors leading to the Lanai and the serene pool.The wonderful over-sized Lanai surrounded with gorgeous pot plants is the main feature...

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Featured review

"Everything you need and more"

We have stayed in many homes in Rotonda and this was definitely one of our favorites. It had everything we could have wanted and more. The pool area was excellent and the pool was kept spotless. Kitchen...

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$125
avg per night
Naples House
Sleeps 6, 4 bedrooms, 3 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious holiday villa in the exclusive and secure 'Briarwood' community, offers comfortable space and privacy for up to 6 people with 4 fully equipped bedrooms and 3 bathrooms.The beautiful private pool and terrace area (south-west) has a gas grill and is fully equipped with a screen...

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Featured review

"Wonderful stay"

"We had an absolutely great time in this vacation home! The location was perfect, the amenities were modern and cozy, and the surroundings were simply beautiful. We felt completely at home and can wholeheartedly...

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$290
avg per night
Destin House
Sleeps 14, 5 bedrooms, 3 bathrooms
6 reviews

Distance to beach: 0.3 miles to Shores at Crystal Beach Park

Key Amenities

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

About this property

WE WELCOME YOUNG GROUPS MAY-AUGUST W/6-SEATER FREE GOLF CART PLUS PRIVATE HEATED POOL 84° NOTE: (3) NIGHT STAY MIN. WITH ANY DAY CHECK-IN. The property can be Booked WITHOUT the Golf Cart! ASK FOR A QUOTE! NOTE: 5% DISCOUNT WITH ANY (7) DAY BOOKING 2023 - Sea Palms Villa is custom built one-level...

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Featured review

"Perfect home for our beach trip!"

Beautiful home… we loved the pool and the location!! The golf cart was also such a nice perk. Our group of 12 had an amazing time.

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$527
avg per night

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Venice Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Brand new Second floor condo, golf view, Wellen Park Golf and Country Club signature golf course. Fully furnished with washer dryer in unit. Amenities include gym, tiki bar, swimming pools, security 24/7 etc Nearby restaurants, Cool Today Atlanta Braves Spring training baseball park, Siesta Beach.

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$162
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

You will love this light and bright fully furnished SE corner condo! If you want direct ocean front views with sunlight from any room, then your vacation is a few short clicks away.There is over 2500 square feet, 3 bedrooms and 3 bathrooms. The large primary suite features a KING bed, access...

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$157
avg per night
New
The Villages House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your ultimate Emerald Escape in The Villages, Florida! Designed for a relaxing and memorable stay, our villa is ideally situated for you to experience the best of the Villages. An unbeatable location, across from Eastport, The Villages' newest and most exciting town square. Fully stocked...

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$140
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

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

About this property

***KEY FEATURES*** 3 Bedroom - 1 King, 1 Queen, 1 full w/ 2 twin mattresses 2 Bathrooms - with shampoo, conditioner and body wash Large Connect 4 game Outdoor Dining area located in lanai Smart TVs Washer/Dryer on premises Private Heated pool with safety fence provided Private Hot tub***CUSTOMER...

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Featured review

"Amazing property !"

This house was clean and located perfectly near all the beaches , shopping and restaurants! The back yard was paradise with a pool , jacuzzi and lanai with TV ! We can’t wait to go back !

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$410
avg per night
Jensen Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Location! Location! Location!! TWO bedrooms and TWO full bathrooms. Bedrooms are separated for privacy. Each has its own full bathroom. 3rd Floor Unit Condo directly on the ocean! Steps to the beach, and pool Shucker's Tiki bar is walking distance Great location near all amenities and only...

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Featured review

"Beautiful ocean views at this amazing beach condo!"

“AMAZING two month stay at this beautiful ocean view home. Our host was wonderful & very responsive. The ocean views are spectacular! It is in an excellent location and the residents in this community...

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$168
avg per night
Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your home away from home in sunny Venice, Florida! Nestled in the peaceful South Venice neighborhood, this cozy retreat offers the perfect mix of relaxation and adventure. Just minutes from Venice Beach—famous for its sunsets and shark tooth hunting—and a short drive to Sharky’s...

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$134
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 250 feet to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 2 BR condo is located in a gated community alongside Vanderbilt Beach.The condo has been updated with newer tiled bathrooms and furnishings. The spacious lanai has all-weather wicker furniture to enjoy coffee with the morning sunrise or a quiet evening after a day at the beach. Lanai includes...

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Featured review

"Excellent location"

Everything you need at your fingertips- all you need is to bring sunscreen and beachwear! Beautiful condo.

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$143
avg per night
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Fantastic Intracoastal , conservation area, and lighthouse views from this top floor 2 bedroom, 2 bathroom condominium on the 142 slip private marina at Harbour Village Golf & Yacht Club at the highly sought after "River's Edge". Har-Tru lighted tennis courts, one of the most exquisite...

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Featured review

"Great oasis by the beach"

Thoroughly enjoyed my stay at Carey n Kathie’s condo at Harbor Village. Pool n hot tub were perfect and beach club was awesome. Great Beds and fully stocked kitchen. Cable TV w/Netflix n MLB package...

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$100
avg per night
New
Summerland Key House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

The Shores of Sugarloaf Luxury Waterfront Home with Gorgeous Pool, Tiki Bar and SunsetsWelcome to the Shores of Sugarloaf, the perfect Florida Keys Island Getaway. Check-in to this gorgeous coastal home and enjoy a lovely vacation on one of the Florida Keys most desirable keys-Sugarloaf. This house...

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$495
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Fully furnished, 2 bedroom, 2 bath condo located on the 18th hole of the meadows golf course . All utilities included. One month rental. Rents at $120.00 per day. 10 minutes to the airport, 5 minutes to UTC mall, 20 minutes to Lido beach and siesta key beach and 40 minutes from Nikomis and Anna Marie...

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$120
avg per night
Islamorada House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

PROPERTY NAME: Fisherman's Gem 113 Iroquois Drive Islamorada, FloridaLOCATION: Oceanside Canal home with Boat dock and Boat RampMIMINUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 74This waterfront, ground-level Islamorada home, featuring...

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$196
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.2 miles to Panama City Beach

Key Amenities

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

About this property

Sea La Vie Villa at Edgewater - a family friendly, gated community on the beach with a golf course and tons of amenities. We have a beautiful view of a duck and turtle pond with fountain -- so pretty at night when it's lit up! You can relax and watch the golfers from your windows and covered patio....

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Featured review

"Perfect Vacation!"

Loved our stay here! Amazing communication with Annette. Villa was clean, spacious and equipped with everything we needed. Annette even ordered a crockpot with liners and had them waiting on us when we...

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$205
avg per night
Hollywood Apartment
Sleeps 2, 1 bedroom, 2 bathrooms

Distance to beach: 0.1 miles to Hollywood Beach

Key Amenities

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

About this property

Luxury Waterfront Condo – Hollywood, Florida1 Bedroom • 2 Bathrooms • Incredible Views • Winter & Summer Rentals___________________________________________________WINTER / SEASON 2026 / 2027 $3,250 / month – Available now for a minimum of 3 months.SUMMER...

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$97
avg per night
New
Punta Gorda Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal Turnkey Furnished Rental - 1st floor end Carolina unit – 2/3 bedrooms, 2 bath, possible office, luxury condo located in the beautiful gated community of Heritage Landing. Built in 2021, this stunning floorplan offers a gorgeous open concept and tons of amazing upgrades including granite...

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$157
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to the delightful neighborhood of Lynnhaven and stay at our beautiful 2-bedroom, 2-bathroom fully furnished villa. Located a stone's throw away from Lake Sumter Landing Village Square, this property is perfect for those who love peace and quiet, yet want to be close to restaurants/shops/ other...

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$89
avg per night
Ave Maria House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Be the first to enjoy this brand-new, first floor, professionally decorated condo, which faces all the luxurious amenities at The National Golf & Country Club! Walk across to taste the delicious restaurants, participate in sporting activities, and visit the pool and spa to start the day! Decide to...

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$193
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

**Still Available for snowbirds!!**This beautiful 1581 square foot home built in 1993 is the perfect place for anyone looking for a spacious and updated living space. With 2 bedrooms, 2 bathrooms, and a den, this first floor corner condo offers plenty of room for you to spread out and enjoy the stunning...

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$193
avg per night
Miramar Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

•3 Bed - 3 Bath - Sleeps 8! (2 Kings – 2 Twin Bunks ) •Beautiful Beach Front 18th FL Condo – A Must See! •Stunning Gulf Views from Every Room! •Wrap Around Private Balcony to Watch Amazing Sunrises and Sunsets! •Features a Large Swimming Pool, Bonus Kid’s...

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Featured review

"Beach Paradise"

This unit has all you can ask for. The location is perfect. Plenty of restaurants and things to do for the whole family in less than a 10 min drive. The unit lives large with 3 beds and 3 baths....

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$517
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover our Paradise 3-bedroom, 2-bathroom Palms Retreat. Embrace the beach vibes, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing spots or relax by the inclusive private pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed...

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$255
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Ready for the best beach vacation at Peck Plaza on Daytona Beach...This stylish luxury oceanfront 2/2 condo with its contemporary charming decor is the perfect spot to relax and renew. Enjoy all the comforts of home, along with complimentary Wi-Fi, Cable, secure parking, linen and towels, while also...

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$325
avg per night
Davenport Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 15 miles to Disney

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Our holiday villa features 3 bedrooms,2 bathrooms and a south facing pool that is not overlooked. The lounge/dining area has a laminated wood floor and alarmed French windows leading to the pool. The breakfast bar is open to the kitchen area. The room has a cable television, DVD and CD players along with...

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Featured review

"enjoyable stay"

this property met our needs well. We have a small dog and the fenced yard made life so much easier. The appliances were old but all seemed operational. The pool heat went out but was repaired pretty quickly....

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$112
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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$233
avg per night
Redington Shores Condo
Sleeps 3, 1 bedroom, 1.5 bathrooms
2 reviews

Key Amenities

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

About this property

Beautifully updated and furnished beachfront condo with large balcony overlooking Boca Ciega bay and the Gulf of America. Private gate with 24 hour security. Beautiful pool overlooking the beach. Clubhouse with fitness center. Both gas and charcoal grills. Covered private parking - laundry room on same...

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Featured review

"great value for a beachfront condo"

beautiful view from 16th floor. 2 quick running elevators. the condo is well equipped with everything you need. the other residents were very friendly and helpful. Alina, your host, was great to work...

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Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautifully furnished 3 bedroom 2 bath lake front condo located in the gated West Lake Gardens of St Andrews Park at the Plantation Golf Community is your winter home away from home. One car garage. Beautiful, light and airy home. Community pool for you to lounge around when you are not at the beach....

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$100
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This ideal, fully furnished, 2 bedroom , 2 bath condo is just what you have been looking for. The Great room features open space which is perfect for entertaining. Enjoy the view from this 4th floor balcony with views of Punta Gorda. 2 elevators are available along with 1 dedicated under building garage,...

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$93
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

. PUNTA GORDA ISLES – WIDE WATERFRONT RETREATAvailable starting March 15th April till Nov or for 6 months $4000-month (all-inclusive)Amazing sunsets! Enjoy peaceful waterfront living in this fully furnished, coastal-style home located at the end of a quiet cul-de-sac in beautiful...

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$275
avg per night
Clearwater Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Clearwater Beach

Key Amenities

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

About this property

Looking to relocate? Long stay for vacay? Corporate housing inquiries also welcomed! Renovated waterfront condo awaits you with HUGE 1,140 sf living spacious comfort: 2 huge BRs each with walk-in closet and KING bed, 2 baths, 24 hr manned gated community; gorgeous heated pool; fitness; tennis; waterfront...

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Featured review

"Amazing condo and wonderful landlord!"

First the condo/facilities are like a 5 star resort. Everything is so well kept - beautiful entry, grand club houses that are fit for Cesar’s Palace, the pool, hot tub, 24 hr fitness center and other...

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$229
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Barefoot Beach

Key Amenities

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

About this property

Beautiful single family pool home located in Hunters Ridge Golf and Country Club in Bonita Springs. Home features 2 bedrooms plus a den, 2 bathrooms and a private pool. Master bedroom has a king size bed and a master bath that is stunning. A queen size bed and queen size pull out couch. The community...

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$257
avg per night
Sunny Isles Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Located in LaPerla Ocean Residences, this 2 bedrooms/ 2 full baths condo welcomes up to 4 people. Each bedroom is furnished with a QUEEN size bed and ensuite bathroom. Fully equipped kitchen; laundry onsite. Linens, towels, Smart TV in the Living room. Internet and all building amenities are included....

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Featured review

"Beautiful Oceanfront Views"

We stayed for a month here,and it was very comfortable. Owners very responsive and easy during the rental process. This unit is very close to the beach and access is fast and effortless. The unit is well...

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$231
avg per night
Nokomis House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Set within the heart of north Venice , escape to your sunny sanctuary at Vicenza. This home has 1680 sq feet of updated living space...three bedrooms and two baths. It is your retreat to paradise.Step outside to your semi covered lanai, complete with a private salt water pool, spa, built in bar,...

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$150
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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The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Beautiful 2/2 with a short Cart ride to Spanish Sprimgs Town Squares. Newly Furnished & Decorated, comes with Golf Cart and everything else you need to enjoy your stay. Pet Friendly!.

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$114
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Delnor-Wiggins Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover Resort-Style Living in Sterling Oaks – North Naples’ Premier Pickleball & Tennis CommunityWelcome to Wildcat Cove in Sterling Oaks, one of North Naples’ most desirable gated communities, where this charming two-story home offers the perfect blend of privacy, comfort,...

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$166
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

PECK PLAZA - Perfect vacation spot for your family! Why stay in a hotel when your family can have all the comforts of home in a spacious and secure 10th floor, 2/2 condo... with calming ocean and river views. Wake up to sunrise over the ocean and breakfast on your private balcony - much more relaxing...

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Featured review

"Nice"

We had a great time. The unit was lovely and well stocked. If we come back, we will definitely stay here again.

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$212
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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$268
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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$390
avg per night
The Villages Estate
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This gorgeous , 2083sq. Spacious home is located one of the newer villages, Cason Hammock, just south of 44.This stretch Begonia style home has 3 beds,2 baths . It is a well thought out design with style and comfort. The Relax in the outdoor patio seating with waterfall and enlarge fire table. You’ll...

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$361
avg per night
Fort Myers House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

20514 Pebble Glen Drive is a fully furnished, turn-key residence located in the tranquil community of Verdana Village in Estero, Florida. This home features two bedrooms plus a den, two bathrooms, and spans 1,670 square feet. The property offers picturesque lake views from the backyard, enhancing the...

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$171
avg per night
Hollywood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 yards to Located Directly on the Beach

Key Amenities

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

About this property

Located next door to famous Westin Diplomat Resort & Hotel in Hollywood, Florida. My condo is on the Oceanside, Magnificent Oceanview’s from inside condo through new impact glass floor to ceiling doors and walls. With bistro set on balcony to view pool and ocean. Parking included in this rental....

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Featured review

"The owner was nice, caring, rental rolls clear and the condo was great."

The location was great in regard to being on the beach and the view was excellent. The condo was fully equipped with all kitchen needs, bathing, bedding linen, a little short on beach amenities (chairs)....

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Gorgeous gated community condo with resort style pool and hot tub in the highly desired Heritage Pointe. The unit is on the 3rd floor and has an elevator. The unit is a short walking distance to the pool and fitness center. Lake views from inside the condo. King bed in the master and queen in the 2nd...

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Featured review

"Vacationing couple"

Very nice condo with all the essentials for a great vacation. Clean, well equipped, close to beach, felt secure, responsive host. All one could ask for.

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$70
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Siesta Key/Crescent Beach

Key Amenities

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

About this property

This exquisite Coastal House with all brand NEW furnishings has a beachy style with King size beds in ALL 3 bedrooms! It’s conveniently located just 3.8 miles from #1 Siesta Key Beach, only 5 miles to downtown Sarasota, just 7.5 miles to Lido Key Beach/St. Armand's Circle, 2 houses down from...

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Featured review

"Newly Remodeled, Super Clean!"

We had a lovely stay at this newly remodeled home in Sarasota. We enjoyed morning coffee on the back patio after a great night's rest in the king size beds (three KING beds--what a bonus!), and we definitely...

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$325
avg per night
Venice Villa
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

2 Bed + Den | 2 Bath | Corner Lot | Lake View VillaWelcome to your vacation retreat in beautiful Venice, Florida! This fully furnished villa is located on a sought-after corner lot in the serene and well-maintained Fountain View Villas community. With brand-new blinds throughout and impact windows...

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$117
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Ours is a beautiful water front apartment with all the amenities desired for a long stay. Aside from the spectacular view of the Gulf where dolphins are often seen frolicking in front of you own balcony, the apartment has a newly renovated kitchen and bathrooms, internet and cable access, as well as,...

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 11 miles to Delnor-Wiggins Pass State Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heritage Bay Condominium-- Have yourself a five star vacation! Well cared-for, 1st floor, two bedroom 2 bath condo.This young, freshly painted ( 2024 ), two bedroom unit has a fully-equipped kitchen with stainless steel appliances, Corian countertop, raised panel cabinetry, and a convenient separate...

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Featured review

"Best vacation I’ve ever had."

Spent 4 months at this condo in Naples. The unit is located at heritage bay. The condo is beautifully furnished along with all the amenities included. We had such a wonderful time. We were near all of the...

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$150
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Step into this fully renovated first-floor Vernadas unit where everything is brand new! From top-of-the-line appliances, AC, and water heater to gorgeous ceramic tile floors throughout – no detail has been overlooked.The kitchen is a dream with tall cabinets, sparkling granite counters, and...

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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.