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Florida Snowbird Vacation Rentals

(3350 rentals)

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

Sarasota House
Sleeps 10, 3 bedrooms, 3 bathrooms
36 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Steps to everything pet-friendly downtown Sarasota has to offer!Walk or bike to restaurants, shops, marina, Bayfront, Whole Foods, Coffee Shops, Opera or Symphony7 minutes to Lido Key Beach and St. Armands Circle 6 minutes to Ed Smith Stadium Oriole's Baseball, Ringling College, Opera, Symphony 5...

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$224
avg per night
Special Offer
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Siesta Key Beach

Key Amenities

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

About this property

Newly renovated water view home - Walk to the beach, boat rentals, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic home, grab your beach gear and take a short walk or bicycle ride and you'll hit the beach. This rental is close to everything....

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Featured review

"Awesome stay at fisherman's cove"

Great place to stay not crowded once the construction is done this will be best plac3 on the island to stay

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$162
avg per night
Anna Maria Island Villa
Sleeps 12, 4 bedrooms, 4 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ideal Location - Family Vacation Accommodation 2 Individual Villas, 4 Bedroom 4 Baths Sleeping for 8-12 Guests Pricing is for one villaDuring January February & March you can only rent 1 villa. During June & July you must rent both villas. Pricing on our site here is for only 1 villa.The...

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Featured review

"Huge pool and awesome location"

We had a great time and our kids loved the pool! We rented bikes and used them everyday. We had a party of 12 and it was big enough for all. We would love to stay again!

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$214
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
19 reviews

Distance to beach: 30 yards to We are ON the beach

Key Amenities

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

About this property

We are now open and accepting reservations !The repairs from Hurricane Ian (Sept. 28 2022). are completed and the Club is better than ever ! It is again again a wonderful, unique, vacation spot. And the pool is open and beautiful.PLEASE NOTE: Some of the EXTERIOR pictures now showing are from...

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Featured review

"Beautiful"

Great condo, great beach. It’s a lovely area to be at. Will be returning for sure. All amenities are within walking distance

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$187
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
7 reviews

Distance to beach: 3 miles to Bunche Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This townhome is spacious, quiet and private with close access to Sanibel and Fort Myers beach and all the Iona area has to offer: swimming, shopping, restaurants, nature and golf as well as hospitals and doctors. The property is surrounded by peaceful water views and green space. The community pool is...

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Featured review

"Just what the doctor ordered"

Had a very nice stay at Jodie and Ron’s place in Ft. Myers. Excellent location near the beach and Sanibel. The condo was very clean and just steps from the pool. Also had a nice private patio area...

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$125
avg per night

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Destin Condo
Sleeps 18, 5 bedrooms, 4 bathrooms
3 reviews

Key Amenities

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

About this property

The Inn at Crystal Beach is a luxury condominium situated directly on the Gulf of Mexico. This exquisite upscale property offers large, stylishly furnished 2-7 bedroom condominiums boasting fully equipped kitchens, master baths with whirlpool tubs, and breathtaking views from every balcony or patio.The...

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Featured review

"Best vacation every!!"

Angela couldn't have been anymore accommodating for our big family! We came down for our wedding during the hurricane. Angela made sure our air b&b was stocked to thr rim with food incase we were out of...

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$1,524
avg per night
Key West House
Sleeps 6, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

The Sand dollar is a 3 bedroom, 2 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is just...

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Featured review

"Paradise"

This is our 2nd stay at this vacation rental. We love the view, pool, dock, house, privacy and the owners. A must for anyone vacationing in the Keys!!

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$468
avg per night
Miramar Beach House
Sleeps 10, 4 bedrooms, 5 bathrooms
1 review

Distance to beach: 75 feet to Only 75 steps to the beach

Key Amenities

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

About this property

We invite you to come waste away in 'My Margarita Time . Break away from your worries to enjoy all this lovely beach treasure has to offer. Sitting just one lot back from the beach on historic Tang-O-Mar road in Miramar Beach, 'My Margarita Time is a fully equipped 4 bedroom, (can be a 5 bedroom)piece...

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Featured review

"Friends trip"

Great location house and furnishings Would book again in the future Owner was very tentative to any questions or recommendations

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$904
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 0.7 miles to Olde Naples Beach Access

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

MAR, APR 2026 available! We still have this and other homes available through Apr 2026 starting at $4,550/mo all inclusive. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $4,890 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included)....

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$80
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 4 bathrooms LOCATION: 2700 SW 20TH AVE Cape Coral, FL, 33914, US LICENCE NO: RR-001805-2026 BUILT IN: 2018 LAST RENOVATED: 2023 (painting) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access + boat &...

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$203
avg per night
Indian Shores Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Welcome to your beachfront retreat at Captain's Cove! Embrace comfort with a million-dollar view of the Intracoastal Waterway will leave you breathless. Picture yourself savoring your morning coffee as the sun paints the sky in hues of orange and pink. In the evening, sip on Margaritas while watching...

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$185
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Make plans with friends and family to the Sunshine State and stay at this beautiful 3-bedroom, 2-bathroom vacation rental in Cape Coral! This sunny home boasts spacious living areas, a private heated pool, screened-in lanai, and much more, making your vacation time more enjoyable. Spend your days relaxing...

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Featured review

"a great rental"

Stayed the month of April 2026. Second time around. Mike and Melanie were great hosts. House is very roomy and laid out with the master on one side and the two bedrooms on the other. With the sliding glass...

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$148
avg per night
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Please Note: Above the nightly rates we do have a cleaning fee and 12% Florida tax, please see rates for more info. or call me at I do rent 8 condos at the Sandcastles in Cocoa Beach so if this one will not work for you please let me know and I will do my best to help you.Condo, 2 Bedrooms, 2 Baths,...

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Featured review

"Great location"

Very nice condo with balcony looking directly out on the ocean Excellent place to watch rocket launches Complex has direct beach access Condo is well stocked with kitchen accessories and there are beach...

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$320
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 10 miles to Ponce de Leon Park

Key Amenities

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

About this property

Discover Luxury 4 Star Living in a the Brand New 3-Bedroom Condo in Heritage Landing Golf Club Resort, Punta Gorda, Florida. (Bi-weekly house keeping service included in stays one month and longer through the winter season.)Welcome to your dream vacation destination! This immaculate 3-bedroom condo...

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Featured review

"Beautiful, extremely well appointed, home away from home!"

We absolutely loved our stay at Heritage Landing in this beautiful condo! Everything in the home is very high-end, comfortable and beautiful. The Heritage Landing community is so much fun with many activities...

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$90
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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$105
avg per night
Cape San Blas House
Sleeps 14, 5 bedrooms, 4 bathrooms
4 reviews

Key Amenities

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

About this property

Nestled in the serene Ocean Haven neighborhood on the northern end of Cape San Blas, Beach Camp offers the perfect blend of relaxation and fun. This home features a private heated saltwater pool, an elevator for easy access, and a shuffleboard table for friendly competition. With four decks providing...

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Featured review

"Clean"

Very nice, clean and spacious house. Our kids spent a lot of time in the pool and playing shuffle board. Communication with the owner was excellent.

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$763
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful oceanfront apartment with easy access to pool, spa, and beach. Dock with boat slips and tiki hut overlooking the Atlantic Ocean. Community exercise room Master Bedroom overlooking the ocean Two bedrooms, two full baths. Gourmet equipped kitchen Laundry room BBQ, and tiki bar. Located...

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$200
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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$375
avg per night
Panama City Beach Apartment
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Condo, 3 Bedrooms + Bunk Area, 2 Baths, (Sleeps 8)Grand Panama Beach Resort is one of the newest and most luxurious resorts in Panama City Beach. The beautiful gulf-front building, built in 2007, offers grand architecture, luxurious accommodations, and a beautiful view of breathtaking sunsets of...

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Featured review

"Fantastic View"

Very nice, well-equipped condo. Good location. Beautiful pools and grounds. We also enjoyed the fitness facility. Very easy beach access. Most importantly, the beds were comfortable. We will definitely...

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$367
avg per night
Bonita Springs Townhome
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

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

About this property

JUST CLOSED!! Be the first to live in this brand new Island style Townhome in Villa Mar. Located directly across from Bonita Bay your location could not be better. Nothing has been overlooked in the modern design features of this home. The well appointed kitchen with stainless steel applinaces and white...

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$250
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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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Naples Beach

Key Amenities

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

About this property

Feels like a botanical village on the water! This unit is bright and open, multi-level 3bed/2bath (1 king bed & 2 full size beds in unit), with large volume ceilings. You can enjoy informal dining in the eat-in kitchen with breakfast bar, stainless steel appliances and granite counter tops. Includes...

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$117
avg per night
Special Offer
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This beautiful first floor condo with no stairs is ready for a monthly rental and it is situated within the beautiful RESORT style community of Paseo. The admired San Clemente Flat floor plan sits where you will have beautiful scenic views of the lake as you sit on either of the two lovely lanais'....

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Featured review

"An exceptional place."

The layout is ideal. Large center living room, dining room and kitchen. Bedrooms off to either side of the center. TVs in bedrooms. Bathrooms off bedrooms. Double car garage, bikes, grill, floats for...

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$106
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

TOP FLOOR with amazing views! This exceptional 2/2 Birkdale condo overlooking the breathtaking Gordon Lewis Golf Course (all you pay is a $30 cart fee!) lake and preserve! This one is located on the "quiet side" of the National with Breathtaking views of the lake and nature preserve as you relax...

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$100
avg per night
Dunedin Condo
Sleeps 3, 1 bedroom, 1 bathroom
34 reviews

Distance to beach: 2 miles to Honeymoon Island

Key Amenities

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

About this property

Updated 705 sq.ft condo with a view of the water with private Lanai unit 212 updated in 2021. Our unit 205 that we updated in 2018 has a private Lani that faces the south. There are new floors. paint, furniture, granite counter tops in the kitchen, appliances, bathroom vanity and more. Dolphin Point condos...

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Featured review

"Perfect"

There are so many things we like about #205 at Dolphin Pointe. The space was very comfortable and well appointed. The king bed is very comfy and there is plenty of storage for clothes. The complex is situated...

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$77
avg per night
Boynton Beach Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

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

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$59
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 4 bathrooms
4 reviews

Distance to beach: 2 miles to Founders Park

Key Amenities

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

About this property

This tropical waterfront beauty has it all...heated pool, spa, dock and custom elevator. Beautifully appointed and fully equipped for your ultimate holiday rental. Located on a deep water canal with direct access to the Bay or Ocean. Enjoy unforgettable sunsets while relaxing on one of several patios...

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Featured review

"The Home Had Everything and it all Worked"

This was the nicest home overall I have rented. If you have a boat, don't look elsewhere. Everything in the house functioned and the house had everything one would need, even for people who do cook while...

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$620
avg per night
Cape San Blas Townhome
Sleeps 8, 3 bedrooms, 3.5 bathrooms
7 reviews

Key Amenities

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

About this property

Gulf Front home with fabulous water views. Remodeled from Hurricane Michael (2019) our home is more beautiful than ever. Our home offers easy access to beach and a remodeled kitchen that has everything you will need! You are just steps away from the beautiful white sand beaches of Cape San Blas, which...

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Featured review

"Perfect for a Girl's Get Away!"

The Cape and Katie's rental were absolutely perfect for our girls' trip. We had 2 families, with 3 generations (ranging from 14-75 years young) there for the week. This condo is so well-stocked and thoughtfully...

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$469
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been...

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Featured review

"Fantastic Stay"

We had a wonderful time here on our vacation. The property worked perfectly for our family. We will definitely stay here again when we visit!

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$125
avg per night
Miramar Beach House
Sleeps 23, 8 bedrooms, 7 bathrooms
7 reviews

Key Amenities

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

About this property

MEMORIAL DAY WEEK SPECIAL!! $8500 OUT THE DOOR!! $1000 DISCOUNT!! IT WON'T LAST LONG!!HOME HIGHLIGHTS:New Construction ready for Spring 2022 - BRAND NEW HOME!!!Free 6 Seater Golf Cart ($800 value)Private/Heated PoolFirst Floor Master Bedrooms (2)KITCHEN 2 LARGE REFRIGERATORS...

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Featured review

"Nothing but the best."

All that is needed said is two-full refrigerator an ice maker and mini-fridge up stairs. What else need to be said. AWESOME!!!!!!!!!!!!!!!!!!!!!!!!!!!!! Property. Frist Class owner. PERFECT !!!!!!!!!!!!...

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$961
avg per night
Davenport House
Sleeps 12, 6 bedrooms, 5.5 bathrooms
1 review

Distance to park: 15 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

ALL Florida RENTALS Customers will GET 20% OFF and NO RESORT FEES. Plus, FREE 4-day/3-night stay in a 5/4 STAR Resort in any of these locations Orlando - Gatlinburg - Myrtle Beach - Las Vegas - Branson - Williamsburg. After Final Payment For your next trip to the Orlando area, indulge in spacious living...

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Featured review

"Great memories made"

I just wanted to say, my family and I loved this resort from the time we arrived to the gate. Everything at the house was very welcoming and we felt very secured with the alarm and door codes. The beds...

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$275
avg per night
Delray Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your perfect getaway or investment opportunity in the heart of East Delray Beach! This spacious and beautifully maintained 2-bedroom, 2-bathroom condo is located in the highly desirable Delray Racquet Club, just one mile from the pristine Atlantic shoreline and moments from vibrant Atlantic...

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

ANNUAL RENTAL - Lovely, like new single-family house located in Maple Ridge with gorgeous lake views. This beautifully appointed fully furnished 3 bedroom, 2 bath has a fenced yard perfect for your family pet. Open kitchen, stainless steel appliances, beautiful countertop, open dining room and living...

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$87
avg per night
New
Okaloosa Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fort Walton Beach/ Okaloosa Island is just beautiful! I love my condo at the Nautilus. It is a 2/bedroom 2/bath condo.... “Side Unit” with great beach views. This is a non-smoking unit. I have owned my condo since 2002 and I have return guest year after year. Once you visit this area…...

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$267
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This brand new first floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large primary bedroom ensuite with an...

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$120
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to paradise at the prestigious Lely Ole community in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a private quad offers a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of modern...

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Featured review

"Fantastic Experience"

We had an excellent stay this October. The home was incredibly clean and well-kept, the host was extremely responsive and communicated clearly from start to finish, making the entire process smooth and...

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$133
avg per night
Special Offer
Perdido Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Owners also own three other 2 BR condos (1104E and 1204E and 1804E) in this complex. Tony and Elizabeth Hobbs have earned over 300 5-STAR REVIEWS across multiple platforms, 1 4-STAR REVIEW and none lower. That speaks volumes. You can also view this listing and our other 3 condos, as well as tons...

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Featured review

"Fantastic Property"

Owner was great very nice to work with. Unit was clean and open…great views. pleasant environment..a lot of great features. indoor parking easy access

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$401
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
4 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...

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Featured review

"Second Wind Was Perfect in Every Way!"

Our family of 6 stayed at Second Wind and had the best time. The house is beautiful and updated, the neighborhood lovely and location could not be beat. The beach, great restaurants and stores so close....

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$210
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Nicely decorated fully furnished, second floor condo (w/elevator)with gorgeous water and natural preserve view. Private designated covered parking spot also included. This condo is located in the private and gated Treviso Bay Golf & Country Club in Naples, Florida. It is a spectacular TPC (Tournament...

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Featured review

"Very posh!"

Outstanding golf and country club with 1400 homes ranging from low rise condo buildings to streets of beautiful detached houses. Miles of manicured roads and sidewalks, a treat for walkers, joggers, cyclists...

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Key Largo House
Sleeps 14, 5 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

First time offered - only property of its kind the keys -as featured in Global Mansion - Wall Street Journal. A true resort style peninsula surrounded by over 25 acres of park nature, providing the upmost privacy anywhere in the world.Web:Feel the joy of living on a truly beach home. ...

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Featured review

"Paradise"

We spent a month at this spectacular piece of heaven. It feels like you’re on our own island. Everything was laid out for us and the views anywhere on the property were breathtaking! One of our most...

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$1,910
avg per night
Naples House
Sleeps 6, 3 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

Paradise found in this beautiful 3 bedroom / 2 bath home with private pool overlooking spectacular lake view. This 2000 sq. ft. spacious updated home includes a modern kitchen, spacious living area, outdoor entertaining area on lanai, and 5 TVs throughout the home.You will have access for a nominal...

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Featured review

"Lovely home!"

We recently spent a month in this beautiful home. It is well located, spacious and nicely appointed. The pool area is lovely, though we would recommend paying for pool heat. The Players Club is just a short...

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$304
avg per night
Fort Lauderdale Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

Perfectly Located on the intracoastal water way with water views annd only 3 blocks from the beach a quick 8min walk as well as many restaurants and bars . A resort style property with all of the resort amenities including a pool and jacuzzi with a pool bar. A gym, restaurant with a delicious menu, indoor...

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Featured review

"Fabulous"

Fantastic location condo was clean exactly as it was presented in the pictures. Everything was in good working order. The condo was easy to get in and out of the building and the door. Everything was perfect...

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$169
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy seasonal living in this brand-new, first-floor 2 bed + den / 2 bath home, located directly on the 10th tee of the Nicklaus Design course at Webb’s Reserve Golf & Country Club.Easy access with no stairs thanks to its convenient first-floor location.Outfitted with luxury home-grade...

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$124
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the privacy and comfort of this elegant 3 bedroom / 3 full bathroom family home on the 6th hole of the pristine Vanderbilt Country Club.This beautiful home is located within Vanderbilt Country Club on the sixth hole of the golf course with a one-of-a-kind amazing view of the lake. Situated on...

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$171
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

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

About this property

Welcome to Your Stylish Siesta Key Retreat! Discover your oasis of comfort and style in the heart of Siesta Key—just minutes from the world-renowned Siesta Key Beach and the vibrant culture of Sarasota. This thoughtfully designed 2-bedroom condo perfectly blends modern elegance with laid-back coastal...

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Featured review

"Cozy 2 bedroom"

My husband and I stayed here with our dog.. overall we where pleased . Clean and comfortable nicely decorated but could use a new mattress in the master....also the shower curtain rod is rusted and needs...

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$141
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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$199
avg per night
Palm Coast Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 175 feet to Cinnamon Beach

Key Amenities

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

About this property

Welcome Home! We would love to have you visit in our home away from home. Double gated community!! It's like your old home town when you can just walk, ride bikes or just enjoy all of the beautiful nature that's around you. When you enter the tall, large gates you will see two beautiful...

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Featured review

"Heaven"

We were pampered and now spoiled with our home away from home. We will be back and hope to find gold once again.

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$295
avg per night
Naples Villa
Sleeps 6, 4 bedrooms, 3 bathrooms

Distance to beach: 0.4 miles to Gulf of Mexico Naples Beach

Key Amenities

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

About this property

A large Villa with a private courtyard, pool and spa. Recently remodeled with a full kitchen, master suite and three additional bedrooms. A private garage with two extra parking spaces and guest parking.Centrally located, 3 blocks from Historic 3rd St South, 5 blocks from 5th Ave South, 4 blocks from...

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$577
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to BEACH ACCESS 2

Key Amenities

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

About this property

An exceptional new vacation rental property has just become available. This stunning 3-bedroom, 2-bathroom Florida cottage is truly a decorator's dream, having recently completed a full renovation in 2026.The home is equipped with premium finishes, modern appliances, and smart TVs throughout....

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$275
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 45 miles to Venice Beach

Key Amenities

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

About this property

Imagine starting your day with a freshly brewed cup of coffee and a light breakfast on the lanai, overlooking the serene 11th green and a wildlife refuge area. With our newly installed “no-see-ums” bug screens, you can enjoy the view without any interruptions.After breakfast, take a quick...

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$118
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.